(Q5063335)

Gene Ontology release 2019-11-16

cephalosporin C catabolic process

subject has role

reactant

1 reference

Gene Ontology release 2019-11-16

cephalosporin C biosynthetic process

subject has role

product

1 reference

Gene Ontology release 2019-11-16

chemical structure

Cephalosporin C.svg
512 × 188; 34 KB

0 references

mass

415.105 dalton

1 reference

cephalosporin C (English)

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

18 November 2016

stereoisomer of

1 reference

based on heuristic

inferred from InChI

chemical formula

C₁₆H₂₁N₃O₈S

1 reference

cephalosporin C (English)

18 November 2016

canonical SMILES

CC(=O)OCC1=C(N2C(C(C2=O)NC(=O)CCCC(C(=O)O)N)SC1)C(=O)O

1 reference

cephalosporin C (English)

18 November 2016

isomeric SMILES

CC(=O)OCC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)CCC[C@H](C(=O)O)N)SC1)C(=O)O

1 reference

cephalosporin C (English)

Cephalosporium acremonium

18 November 2016

found in taxon

5 references

Cephalosporin C biosynthesis : On the mechanism of hydroxylation of deacetoxycephalosporin C to deacetylcephalosporin C.

The stereochemistry of the incorporation of the methyl groups of ‘chiral methyl valine’ into methylene groups in cephalosporin C

The role of α-ketoglutarate in cephalosporin biosynthesis

Cephalosporin C biosynthesis; stereochemistry of the incorporation ofD,L,D-α-aminodipoyl-cysteinyl-(3S)-[2-2H,4-13C]valine into β-lactam compounds

Stereochemistry of the incorporation of valine methyl groups into methylene groups in cephalosporin C.

Acremonium

1 reference

The structure of cephalesporin C

Streptomyces clavuligerus

2 references

Different proteins bind to the butyrolactone receptor protein ARE sequence located upstream of the regulatory ccaR gene of Streptomyces clavuligerus

Improvement of 7α-methoxycephalosporins production by overexpression of cmcJ and cmcI controlled by promoter ermEp* in Streptomyces clavuligerus.

Sarocladium strictum

6 references

Cephalosporin C biosynthesis; stereochemistry of the incorporation ofD,L,D-α-aminodipoyl-cysteinyl-(3S)-[2-2H,4-13C]valine into β-lactam compounds

Stereochemistry of the incorporation of valine methyl groups into methylene groups in cephalosporin C.

The stereochemistry of the incorporation of the methyl groups of ‘chiral methyl valine’ into methylene groups in cephalosporin C

Cephalosporin C biosynthesis : On the mechanism of hydroxylation of deacetoxycephalosporin C to deacetylcephalosporin C.

The role of α-ketoglutarate in cephalosporin biosynthesis

The stereochemical fate of chiral-methyl valines in cephalosporin C biosynthesis

Acremonium strictum

1 reference

The stereochemical fate of chiral-methyl valines in cephalosporin C biosynthesis

Identifiers

InChI

InChI=1S/C16H21N3O8S/c1-7(20)27-5-8-6-28-14-11(13(22)19(14)12(8)16(25)26)18-10(21)4-2-3-9(17)15(23)24/h9,11,14H,2-6,17H2,1H3,(H,18,21)(H,23,24)(H,25,26)/t9-,11-,14-/m1/s1

1 reference

cephalosporin C (English)

18 November 2016

2 references

cephalosporin C (English)

18 November 2016

ChEBI release 2020-09-01

CAS Registry Number

61-24-5

2 references

Global Substance Registration System

cephalosporin c (English)

18 November 2016

https://commonchemistry.cas.org/detail?cas_rn=61-24-5

8 April 2021

1 reference

(+)-cephalosporin C (English)

18 November 2016

2 references

cephalosporin C (English)

18 November 2016

Reaxys registry number

65348

1 reference

cephalosporin C (English)

4 October 2016

ChEBI ID

15776

mapping relation type

2 references

CEPHALOSPORIN C (English)

18 November 2016

International Chemical Identifier

InChI

InChI=1S/C16H21N3O8S/c1-7(20)27-5-8-6-28-14-11(13(22)19(14)12(8)16(25)26)18-10(21)4-2-3-9(17)15(23)24/h9,11,14H,2-6,17H2,1H3,(H,18,21)(H,23,24)(H,25,26)/t9-,11-,14-/m1/s1

1 reference

CEPHALOSPORIN C (English)

18 November 2016

2 references

inferred from InChIKey

1 reference

1 reference

DSSTOX compound identifier

0 references

0 references

200-501-6

1 reference

Global Substance Registration System

cephalosporin c (English)

ECHA Substance Infocard ID

18 November 2016

100.000.456

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.000.456

27 December 2018

7-(5-amino-5-carboxyvaleramido)cephalosporanic acid (English)

quotation

CAS no.: 61-24-5 (English)

DrugBank ID

DB03313

1 reference

Human Metabolome Database ID

HMDB0060450

2 references

based on heuristic

inferred from InChIKey

2 references

Global Substance Registration System

cephalosporin c (English)

18 November 2016