Benzylpenicilloic acid

HCID 445702

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Basic information

CAS: 13057-98-2
Standard SMILES: CC1(C)S[C@H]([C@H](NC(=O)Cc2ccccc2)C(=O)O)N[C@H]1C(=O)O
InChIKey: HCYWNSXLUZRKJX-RWMBFGLXSA-N
Molecular formula: C16H20N2O5S
Average molar mass: 352.4 g/mol
Monoisotopic mass: 352.10929292

Overview

Benzylpenicilloic acid is a penicilloic acid where the side-chain N-acyl group is specified as phenylacetyl. It has a role as an epitope. It is a conjugate acid of a benzylpenicilloate(1-) and a benzylpenicilloate(2-).

Names & identifiers

Preferred name: Benzylpenicilloic acid
IUPAC: (2R,4S)-2-[(R)-carboxy-[(2-phenylacetyl)amino]methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
English name: benzylpenicilloic acid
Molecular formula: C16H20N2O5S
Molecular weight: 352.41

Names & synonyms

Benzylpenicilloic acidCHEBI:612224-carboxy-5,5-dimethyl-alpha-((phenylacetyl)amino)-2-thiazolidineacetic acid(2R,4S)-2-{(R)-carboxy[(phenylacetyl)amino]methyl}-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acidDTXSID301031726(2R,4S)-2-((R)-Carboxy((phenylacetyl)amino)methyl)-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acidNKZ5D4610ZNSC-163084RefChem:9170072-Thiazolidineacetic acid, 4-carboxy-5,5-dimethyl-alpha-((phenylacetyl)amino)-DTXCID10134065613057-98-2

Show more names

Pencilloic G acidbenzylpenicilloate(1-)Benzylpenicillin Impurity 7Benzylpenicillin Impurity 45Penicilloic acid disodium saltCarbenicillin Sodium Impurity GCarbenicillin Sodium EP Impurity G(4S)-2-[Carboxy[(phenylacetyl)aminoBenzylpenicillin Procaine Impurity B

5R,6R-Benzylpenicilloic Acid87492-68-0(5R,6R)-Benzylpenicilloic acid7QM44XW7NED-benzylpenicilloic acidBenzylpenicilloic acid, (5R,6R)-UNII-7QM44XW7NE(2R,4S)-2-((R)-carboxy(2-phenylacetamido)methyl)-5,5-dimethylthiazolidine-4-carboxylic acid

Database identifiers

CAS: 13057-98-2、87492-68-0
PubChem CID: 445702
ChEMBL: CHEMBL1235368
ChEBI: CHEBI:61222
UNII: 7QM44XW7NE
EC Number: 641-862-3
Nikkaji: J409.386K

Properties

Computed structural properties

XLogP: -1.1
Topological polar surface area: 141 Å²
Hydrogen bond donors: 4
Hydrogen bond acceptors: 7
Rotatable bonds: 6
Heavy atoms: 24
Formal charge: 0
Complexity: 505

Physicochemical properties

Melting point: 112 °C · 112 °C
Boiling point: 687.1 · 687.1±55.0 °C(Predicted)
Density: 1.331 · 1.331±0.06 g/cm3(Predicted)
storage temp.: 2 · 2-8°C
pka: 5.32 · pKa 5.32±0.05(H2O t=25 c=0.01M)(Approximate)
color: white
InChI: 1S/C16H20N2O5S/c1-16(2)12(15(22)23)18-13(24-16)11(14(20)21)17-10(19)8-9-6-4-3-5-7-9/h3-7,11-13,18H,8H2,1-2H3,(H,17,19)(H,20,21)(H,22,23)
InChIKey: HCYWNSXLUZRKJX-UHFFFAOYSA-N
SMILES: S1C(NC(C1(C)C)C(=O)O)C(NC(=O)Cc2ccccc2)C(=O)O
FDA UNII: 5 D4610Z · NKZ5D4610Z
UNSPSC Code: 12352106 · 12352106
NACRES: 85 · NA.85
WGK Germany: 3 · 3
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Danger

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P233, P260, P264, P270, P271, P284, P301+P317, P304+P340, P330, P342+P316, P403, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Safety data

wgk: 3
Storage Class: 11 - Combustible Solids

Chemistry & industry

Applications

UsesBenzylpenicilloic Acid is a secondary metabolites in Penicillin G (61-33-6 an antibacterial, antimicrobial medication.

Suppliers21 total

艾吉析科技（上海）有限公司17717235263 · [email protected]

广州佳途科技股份有限公司81960175-877 18933936954 · [email protected]

江苏艾康生物医药研发有限公司025-025-66113011 15955137747 · [email protected]

南京望知星医药科技有限公司18569809817 · [email protected]

Hangzhou Sage Chemical Co., Ltd.+86057186818502 13588463833 · [email protected]

Related reactions

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Compound notes

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