6-aminopenicillanic acid (CHEBI:16705)

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ChEBI Name	6-aminopenicillanic acid

ChEBI ID	CHEBI:16705

Definition	A penicillanic acid compound having a (6R)-amino substituent. The active nucleus common to all penicillins, it may be substituted at the 6-amino position to form the semisynthetic penicillins, resulting in a variety of antibacterial and pharmacologic characteristics.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:20705, CHEBI:2172

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Formulae

C8H12N2O3S
C8H12N2O3S

Net Charge

Average Mass

216.260

Monoisotopic Mass

216.05686

InChI

InChI=1S/C8H12N2O3S/c1-8(2)4(7(12)13)10-5(11)3(9)6(10)14-8/h3-4,6H,9H2,1-2H3,(H,12,13)/t3-,4+,6-/m1/s1

InChIKey

NGHVIOIJCVXTGV-ALEPSDHESA-N

SMILES

C([C@H]1C(S[C@@]2([C@@H](C(N12)=O)N)[H])(C)C)(O)=O

Roles Classification
Chemical Role(s):	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid )

Biological Role(s):	allergen A chemical compound, or part thereof, which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy. antimicrobial agent A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. (via heterocyclic antibiotic )

ChEBI Ontology
Outgoing	6-aminopenicillanic acid (CHEBI:16705) has functional parent penicillanic acid (CHEBI:37806) 6-aminopenicillanic acid (CHEBI:16705) has role allergen (CHEBI:50904) 6-aminopenicillanic acid (CHEBI:16705) is a penicillanic acids (CHEBI:25865) 6-aminopenicillanic acid (CHEBI:16705) is conjugate base of 6-aminopenicillanate (CHEBI:30938) 6-aminopenicillanic acid (CHEBI:16705) is tautomer of 6-aminopenicillanic acid zwitterion (CHEBI:57869)

Incoming	6-aminopenicilloyl-butylamine (CHEBI:55475) has functional parent 6-aminopenicillanic acid (CHEBI:16705) 6-formamidopenicillanic acid (CHEBI:59004) has functional parent 6-aminopenicillanic acid (CHEBI:16705) penicillin (CHEBI:17334) has functional parent 6-aminopenicillanic acid (CHEBI:16705) 6-aminopenicillanate (CHEBI:30938) is conjugate acid of 6-aminopenicillanic acid (CHEBI:16705) 6-aminopenicilloyl group (CHEBI:55441) is substituent group from 6-aminopenicillanic acid (CHEBI:16705) 6-aminopenicillanic acid zwitterion (CHEBI:57869) is tautomer of 6-aminopenicillanic acid (CHEBI:16705)

IUPAC Name

6-amino-2,2-dimethylpenam-3α-carboxylic acid

Synonyms	Sources
(+)-6-aminopenicillanic acid	ChEBI
(2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid	IUPAC
6-Aminopenicillamine acid	ChemIDplus
6-Aminopenicillanate	KEGG COMPOUND
6-Aminopenicillanic acid	KEGG COMPOUND
6-APA	ChEBI
6-Apa	ChemIDplus
6-Aps	ChemIDplus
6β-aminopenicillanic acid	ChEBI
Aminopenicillanic acid	ChemIDplus
Penicin	ChemIDplus
Penin	ChemIDplus
Phenacyl 6-aminopenicillinate	ChemIDplus

Last Modified

21 November 2019