Molecule

Cephemimycin

AlkaPlorer ID: AK017574

Synonym: '63744-80-9', 'Cephamycin C', '(6R,7S)-7-(5-Amino-5-carboxypentanoyl)amino-3-(carbamoyloxymethyl)-7-methoxy-8-oxo-5-thia-1-azabicyclo4.2.0oct-2-ene-2-carboxylic acid'

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

Structure

SMILES: CO[C@@]1(N=C(O)CCC[C@@H](N)C(=O)O)C(=O)N2C(C(=O)O)=C(COC(=N)O)CS[C@@H]21

InChI: InChI=1S/C16H22N4O9S/c1-28-16(19-9(21)4-2-3-8(17)11(22)23)13(26)20-10(12(24)25)7(5-29-15(18)27)6-30-14(16)20/h8,14H,2-6,17H2,1H3,(H2,18,27)(H,19,21)(H,22,23)(H,24,25)/t8-,14-,16+/m1/s1

InChIKey: LXWBXEWUSAABOA-VXSYNFHWSA-N

Reference

Possible involvement of the lysine -aminotransferase gene (lat) in the expression of the genes encoding ACV synthetase (pcbAB) and isopenicillin N synthase (pcbC) in Streptomyces clavuligerus

PubChem CID: 441084

LOTUS: LTS0064355

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Streptomyces avermitilis	Streptomyces	Streptomycetaceae	Kitasatosporales	Actinomycetes	Actinomycetota	None	Bacteria

Properties Information

Molecule Weight: 446.4380000000002

TPSA？: 216.06

MolLogP？: -0.3690299999999971

Number of H-Donors: 6

Number of H-Acceptors: 9

RingCount: 2

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
None	No relevant target	T1/2	459.0	hr	10.1021/acs.jmedchem.1c00790

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT014630	C[SAH].NC(=O)OCC1=C(C(=O)O)N2C(=O)[C@@](O)(NC(=O)CCC[C@@H](N)C(=O)O)[C@H]2SC1>>CO[C@@]1(NC(=O)CCC[C@@H](N)C(=O)O)C(=O)N2C(C(=O)O)=C(COC(N)=O)CS[C@@H]21	RXN-8812