Phenylboronic acid | C6H7BO2 - PubChem
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`NIH
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`U.S. National Library of Medicine
`
`National Center for Biotechnology Information
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`Search Compounds
`
`
`
` Compound Summary for CID 66827
`Phenylboronic Acid
`
` Cite this Record
`
`
`
`
`
`
`
`
`
`
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`STRUCTURE
`
`VENDORS
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`PHARMACOLOGY
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`LITERATURE
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`PATENTS
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`BIOACTIVITIES
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`PubChem CID:
`
`66827
`
`Chemical Names:
`
`Phenylboric acid; Dihydroxyphenylborane   
`
`More...
`
`Phenylboronic acid; 98-80-6; Benzeneboronic acid; Boronic acid, phenyl-;
`
`Molecular Formula:
`
`Molecular Weight:
`
`C H BO
`6
`7
`2
`121.93 g/mol
`
`InChI Key:
`
`HXITXNWTGFUOAU-UHFFFAOYSA-N
`
`Substance Registry:
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`FDA UNII
`
`Safety Summary:
`
`Laboratory Chemical Safety Summary (LCSS)
`
`14-hydroperoxy-H4-neuroprostane, also known as Benzeneboronic acid or PHENYL boronate, is classified as a
`benzene or a Benzene derivative. Benzenes are aromatic compounds containing one monocyclic ring system
`consisting of benzene. 14-hydroperoxy-H4-neuroprostane is considered to be soluble (in water) and acidic. 14-
`hydroperoxy-H4-neuroprostane can be synthesized from boronic acid. 14-hydroperoxy-H4-neuroprostane can
`be synthesized into 4-fluorophenylboronic acid and 3-acetylphenylboronic acid.
` Metabolite Description from Human Metabolome Database
`
`PUBCHEM
`
`
`
`COMPOUND
`
`
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`PHENYLBORONIC ACID
`
`Create Date: 2005-03-26
`
`https://pubchem.ncbi.nlm.nih.gov/compound/66827
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`5/26/2017
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`MYLAN - Ex. 1033, p. 1
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`Phenylboronic acid | C6H7BO2 - PubChem
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` Contents
`1 2D Structure
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`2 3D Status
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`3 Names and Identifiers
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`4 Chemical and Physical Properties
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`5 Related Records
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`6 Chemical Vendors
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`7 Pharmacology and Biochemistry
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`8 Safety and Hazards
`
`9 Literature
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`10 Patents
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`11 Biomolecular Interactions and Pathways
`
`12 Biological Test Results
`
`13 Classification
`
`14 Information Sources
`
`https://pubchem.ncbi.nlm.nih.gov/compound/66827
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`5/26/2017
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`MYLAN - Ex. 1033, p. 2
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`1 2D Structure
`
` Search
`
` Download
`
` Get Image
`
` Magnify
`
` from PubChem
`
`https://pubchem.ncbi.nlm.nih.gov/compound/66827
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`5/26/2017
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`MYLAN - Ex. 1033, p. 3
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`2 3D Status
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`Conformer generation is disallowed since MMFF94s unsupported element
`
` from PubChem
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`https://pubchem.ncbi.nlm.nih.gov/compound/66827
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`5/26/2017
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`MYLAN - Ex. 1033, p. 4
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`3 Names and Identifiers
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`3.1 Computed Descriptors
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`3.1.1 IUPAC Name
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`phenylboronic acid
`
`3.1.2 InChI
`
`InChI=1S/C6H7BO2/c8-7(9)6-4-2-1-3-5-6/h1-5,8-9H
`
`3.1.3 InChI Key
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`HXITXNWTGFUOAU-UHFFFAOYSA-N
`
`3.1.4 Canonical SMILES
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`B(C1=CC=CC=C1)(O)O
`
`3.2 Molecular Formula
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`C H BO
`6
`7
`2
`
`3.3 Other Identifiers
`
`3.3.1 CAS
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`98-80-6
`
` from PubChem
`
` from PubChem
`
` from PubChem
`
` from PubChem
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` from PubChem
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` from ChemIDplus, European Chemicals Agency - ECHA, Human Metabolome Database
`
`https://pubchem.ncbi.nlm.nih.gov/compound/66827
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`5/26/2017
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`3.3.2 EC Number
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`202-701-9
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`3.3.3 UNII
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`L12H7B02G5
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`3.3.4 Wikipedia
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`Title
`
`Description
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`3.4 Synonyms
`
`3.4.1 MeSH Synonyms
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`1. benzeneboronic acid
`2. phenylboronate
`3. phenylboronic acid
`
`benzeneboronic acid
`
`chemical compound
`
` from European Chemicals Agency - ECHA
`
` from FDA/SPL Indexing Data
`
` from Wikipedia
`
` from MeSH
`
`3.4.2 Depositor-Supplied Synonyms
`
`1. Phenylboronic acid
`2. 98-80-6
`3. Benzeneboronic acid
`4. Boronic acid, phenyl-
`5. Phenylboric acid
`6. Dihydroxyphenylborane
`7. PHENYL BORONIC ACID
`8. Phenyldihydroxyborane
`9. Dihydroxy(phenyl)borane
`10. Borophenylic acid
`
`
`11. USAF BO-2
`12. Boric acid, phenyl-
`13. phenylboranediol
`14. Phenylboronicacid
`15. Acide phenylborique
`16. phenyl-boronic acid
`17. Kyselina fenylborita
`18. Acide phenylborique [French]
`19. Kyselina fenylborita [Czech]
`20. Boronic acid, B-phenyl-
`
`
`
`21. EINECS 202-701-9
`22. NSC 66487
`23. BRN 0970972
`24. CHEMBL21485
`25. AI3-18036
`26. C6H7BO2
`27. T-500
`28. CHEBI:44923
`29. HXITXNWTGFUOAU-UHFFFAOYSA-N
`
`30. Benzeneboronic acid; Phenylboric acid
`
`
`https://pubchem.ncbi.nlm.nih.gov/compound/66827
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` from PubChem
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`https://pubchem.ncbi.nlm.nih.gov/compound/66827
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`5/26/2017
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`MYLAN - Ex. 1033, p. 7
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`4 Chemical and Physical Properties
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`4.1 Computed Properties
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`Property Name
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`Molecular Weight
`
`Hydrogen Bond Donor Count
`
`Hydrogen Bond Acceptor Count
`
`Rotatable Bond Count
`
`Complexity
`
`CACTVS Substructure Key Fingerprint
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`Topological Polar Surface Area
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`Monoisotopic Mass
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`Exact Mass
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`Compound Is Canonicalized
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`Formal Charge
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`Heavy Atom Count
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`Defined Atom Stereocenter Count
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`Undefined Atom Stereocenter Count
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`Defined Bond Stereocenter Count
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`Undefined Bond Stereocenter Count
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`Isotope Atom Count
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`Covalently-Bonded Unit Count
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`4.2 Experimental Properties
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`4.2.1 Solubility
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`Property Value
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`121.93 g/mol
`
`2
`
`2
`
`1
`
`79.1
`
`AAADcYJgMAAAAAAAAAAAAAAAAAAAAAAAAAAw
`AAAAAAAAAAABAAAoGAAACAAACACAEAAwAIAA
`AACAACBCAAACAAAgAAAIiAAAAIgIICKAERCAIAAg
`gAAIiAcAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA
`AAA
`
`40.5 A^2
`
`122.054 g/mol
`
`122.054 g/mol
`
`true
`
`0
`
`9
`
`0
`
`0
`
`0
`
`0
`
`0
`
`1
`
` from PubChem
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`https://pubchem.ncbi.nlm.nih.gov/compound/66827
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` from Human Metabolome Database
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` from Human Metabolome Database
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` from The Cambridge Structural Database
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`1.01e+01 g/l
`ALOGPS
`
`4.2.2 LogP
`
`0.53
`ALOGPS
`
`4.3 Crystal Structures
`
`CCDC Number
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`654342
`
`Crystal Structure Data
`
`DOI:10.5517/ccpywt9
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`4.4 Spectral Properties
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`4.4.1 GC-MS
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`
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`
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`1 of 2
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`
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`
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`NIST Number
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`Library
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`Total Peaks
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`m/z Top Peak
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`m/z 2nd Highest
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`m/z 3rd Highest
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`Thumbnail
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`150896
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`Main library
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`73
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`78
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`122
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`45
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`CLICK TO LOAD...
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`
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`
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`1 of 2
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`
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`
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` from NIST
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`https://pubchem.ncbi.nlm.nih.gov/compound/66827
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`5 Related Records
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`5.1 Related Compounds with Annotation
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`CLICK TO LOAD...
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`5.2 Related Compounds
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`Same Connectivity
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`3 records
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`Same Parent, Connectivity
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`35 records
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`Same Parent, Exact
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`33 records
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`Mixtures, Components, and
`Neutralized Forms
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`148 records
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`Similar Compounds
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`273 records
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`5.3 Substances
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`5.3.1 Related Substances
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`All
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`Same
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`Mixture
`
`407 records
`
`240 records
`
`167 records
`
` from PubChem
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` from PubChem
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` from PubChem
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`5.3.2 Substances by Category
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`CLICK TO LOAD...
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`5.4 Entrez Crosslinks
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`PubMed
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`Protein Structures
`
`445 records
`
`2 records
`
` from PubChem
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` from PubChem
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`https://pubchem.ncbi.nlm.nih.gov/compound/66827
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`6 Chemical Vendors
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`CLICK TO LOAD...
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` from PubChem
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`7 Pharmacology and Biochemistry
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`7.1 Human Metabolite Information
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`7.1.1 Metabolite Description
`
`14-hydroperoxy-H4-neuroprostane, also known as Benzeneboronic acid or PHENYL boronate, is classified as a
`benzene or a Benzene derivative. Benzenes are aromatic compounds containing one monocyclic ring system
`consisting of benzene. 14-hydroperoxy-H4-neuroprostane is considered to be soluble (in water) and acidic.
`14-hydroperoxy-H4-neuroprostane can be synthesized from boronic acid. 14-hydroperoxy-H4-neuroprostane
`can be synthesized into 4-fluorophenylboronic acid and 3-acetylphenylboronic acid.
` from Human Metabolome Database
`
`https://pubchem.ncbi.nlm.nih.gov/compound/66827
`
`5/26/2017
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`MYLAN - Ex. 1033, p. 14
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`8 Safety and Hazards
`
`8.1 Hazards Identification
`
`8.1.1 GHS Classification
`
`Signal: Warning
`GHS Hazard Statements
`Aggregated GHS information from 13 notifications provided by 73 companies to the ECHA C&L Inventory.
`Each notification may be associated with multiple companies.
`
`H302 (91.78%): Harmful if swallowed [Warning Acute toxicity, oral - Category 4]
`H315 (13.7%): Causes skin irritation [Warning Skin corrosion/irritation - Category 2]
`H319 (13.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation - Category 2A]
`H335 (13.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure;
`Respiratory tract irritation - Category 3]
`
`Information may vary between notifications depending on impurities, additives, and other factors. The
`percentage value in parenthesis indicates the notified classification ratio from all companies. Only Hazard
`Codes with percentage values above 10% are shown.
`
`Precautionary Statement Codes
`P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330,
`P332+P313, P337+P313, P362, P403+P233, P405, and P501
`(The corresponding statement to each P-code can be found here.)
`
` from European Chemicals Agency - ECHA
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`https://pubchem.ncbi.nlm.nih.gov/compound/66827
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`5/26/2017
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`9 Literature
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`9.1 Depositor Provided PubMed Citations
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`CLICK TO LOAD...
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`9.2 NLM Curated PubMed Citations
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`CLICK TO LOAD...
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` from PubChem
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` from PubChem
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`10 Patents
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`10.1 Depositor-Supplied Patent Identifiers
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`CLICK TO LOAD...
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` from PubChem
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`11 Biomolecular Interactions and Pathways
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`11.1 Protein Bound 3-D Structures
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`CLICK TO LOAD...
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`11.2 Biosystems and Pathways
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`CLICK TO LOAD...
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` from PubChem
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` from PubChem
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`11.3 DrugBank Interactions
`
`Target
`
`Cocaine esterase
`
`General
`Function
`
`Specific
`Function
`
`Dipeptidyl-peptidase activity
`
`Hydrolyzes cocaine to benzoate and ecgonine methyl ester, endowing the bacteria with the
`ability to utilize cocaine as a sole source of carbon and energy for growth, as this bacterium
`lives in the rhizosphere of coca plants. Also efficiently hydrolyzes cocaethylene, a more potent
`cocaine metabolite that has been observed in patients who concurrently abuse cocaine and
`alcohol. Is able to prevent cocaine-induced convulsions and lethality in rat.
`
`cocE
`
`https://pubchem.ncbi.nlm.nih.gov/compound/66827
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`Gene
`Name
`
`GenBank
`Gene
`
`GenBank
`Protein
`
`Reference
`
`Reference
`
`AF173165
`
`7229394
`
`Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug
`Discov. 2006 Dec;5(12):993-6. Pubmed
`
`Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug
`targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed
`
` from DrugBank
`
`https://pubchem.ncbi.nlm.nih.gov/compound/66827
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`12 Biological Test Results
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`12.1 BioAssay Results
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`CLICK TO LOAD...
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` from PubChem
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`13 Classification
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`13.1 Ontologies
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`13.1.1 MeSH Tree
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`CLICK TO LOAD...
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`13.1.2 ChEBI Ontology
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`CLICK TO LOAD...
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`13.1.3 WIPO IPC
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`CLICK TO LOAD...
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` from MeSH
`
` from ChEBI
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`https://pubchem.ncbi.nlm.nih.gov/compound/66827
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` from WIPO
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`https://pubchem.ncbi.nlm.nih.gov/compound/66827
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`5/26/2017
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`14 Information Sources
`
`1. ChemIDplus /source/ChemIDplus
`Benzeneboronic acid
`https://chem.nlm.nih.gov/chemidplus/sid/0000098806 https://chem.nlm.nih.gov/chemidplus/sid/0000098806
`
`2. European Chemicals Agency - ECHA /source/European Chemicals Agency - ECHA
`dihydroxy(phenyl)borane
`https://echa.europa.eu/ https://echa.europa.eu/
`dihydroxy(phenyl)borane
`https://echa.europa.eu/information-on-chemicals/cl-inventory-database/-/discli/details/135991
`https://echa.europa.eu/information-on-chemicals/cl-inventory-database/-/discli/details/135991
`
`3. Human Metabolome Database /source/Human Metabolome Database
`14-hydroperoxy-H4-neuroprostane
`http://www.hmdb.ca/metabolites/HMDB62292 http://www.hmdb.ca/metabolites/HMDB62292
`
`4. DrugBank /source/DrugBank
`http://www.drugbank.ca/drugs/DB01795#targets http://www.drugbank.ca/drugs/DB01795#targets
`
`5. FDA/SPL Indexing Data /source/FDA/SPL Indexing Data
`L12H7B02G5
`http://www.fda.gov/ForIndustry/DataStandards/SubstanceRegistrationSystem-UniqueIngredientIdentifierUNII/
`http://www.fda.gov/ForIndustry/DataStandards/SubstanceRegistrationSystem-UniqueIngredientIdentifierUNII/
`
`6. NIST /source/NIST
`Boronic acid, phenyl-
`http://www.nist.gov/srd/nist1a.cfm http://www.nist.gov/srd/nist1a.cfm
`
`7. The Cambridge Structural Database /source/The Cambridge Structural Database
`The Cambridge Structural Database provides access to 3D structures of molecules determined experimentally using
`diffraction techniques.
`http://www.ccdc.cam.ac.uk/pages/Home.aspx http://www.ccdc.cam.ac.uk/pages/Home.aspx
`
`8. Wikipedia /source/Wikipedia
`benzeneboronic acid
`https://en.wikipedia.org/wiki/Phenylboronic_acid https://en.wikipedia.org/wiki/Phenylboronic_acid
`
`9. PubChem
`Data deposited in or computed by PubChem
`https://pubchem.ncbi.nlm.nih.gov https://pubchem.ncbi.nlm.nih.gov
`
`10. MeSH /source/MeSH
`benzeneboronic acid
`https://www.ncbi.nlm.nih.gov/mesh/67010686 https://www.ncbi.nlm.nih.gov/mesh/67010686
`MeSH Tree
`http://www.nlm.nih.gov/mesh/meshhome.html http://www.nlm.nih.gov/mesh/meshhome.html
`
`11. ChEBI /source/ChEBI
`ChEBI Ontology
`
`https://pubchem.ncbi.nlm.nih.gov/compound/66827
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`http://www.ebi.ac.uk/chebi/userManualForward.do#ChEBI%20Ontology
`http://www.ebi.ac.uk/chebi/userManualForward.do#ChEBI%20Ontology
`
`12. WIPO /source/WIPO
`International Patent Classification
`http://www.wipo.int/classifications/ipc/ http://www.wipo.int/classifications/ipc/
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`https://pubchem.ncbi.nlm.nih.gov/compound/66827
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