7beta-aminocephalosporanic acid (CHEBI:2255)

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ChEBI Name	7β-aminocephalosporanic acid

ChEBI ID	CHEBI:2255

ChEBI ASCII Name	7beta-aminocephalosporanic acid

Definition	The α,β-unsaturated monocarboxylic acid that is the active nucleus for the synthesis of cephalosporins and intermediates.

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

Supplier Information

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Formula

C10H12N2O5S

Net Charge

Average Mass

272.280

Monoisotopic Mass

272.04669

InChI

InChI=1S/C10H12N2O5S/c1-4(13)17-2-5-3-18-9-6(11)8(14)12(9)7(5)10(15)16/h6,9H,2-3,11H2,1H3,(H,15,16)/t6-,9-/m1/s1

InChIKey

HSHGZXNAXBPPDL-HZGVNTEJSA-N

SMILES

N12[C@@]([C@@H](C1=O)N)(SCC(=C2C(O)=O)COC(C)=O)[H]

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

ChEBI Ontology
Outgoing	7β-aminocephalosporanic acid (CHEBI:2255) has functional parent cephalosporanic acid (CHEBI:23064) 7β-aminocephalosporanic acid (CHEBI:2255) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020) 7β-aminocephalosporanic acid (CHEBI:2255) is tautomer of 7β-aminocephalosporanic acid zwitterion (CHEBI:58501)

Incoming	7β-aminocephalosporanic acid zwitterion (CHEBI:58501) is tautomer of 7β-aminocephalosporanic acid (CHEBI:2255)

IUPAC Names

(6R,7R)-3-(acetoxymethyl)-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

3-acetoxymethyl-7β-amino-3,4-didehydrocepham-4-carboxylic acid

Last Modified

21 November 2019