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CHEBI:5674 - herbimycin

ChEBI IDCHEBI:5674
ChEBI Nameherbimycin
Stars
DefinitionA 19-membered macrocyle incorporating a benzoquinone ring and a lactam functionality. It is an ansamycin antibiotic that induces apoptosis and displays antitumour effects.
Last Modified2 June 2016
DownloadsMolfile
FormulaC30H42N2O9
Net Charge0
Average Mass574.671
Monoisotopic Mass574.28903
SMILESCO[C@H]1[C@@H](OC)C[C@H](C)[C@@H](OC)C2=CC(=O)C=C(NC(=O)/C(C)=C/C=C\[C@H](OC)[C@@H](OC(N)=O)/C(C)=C/[C@@H]1C)C2=O
InChIInChI=1S/C30H42N2O9/c1-16-10-9-11-23(37-5)28(41-30(31)36)18(3)12-17(2)27(40-8)24(38-6)13-19(4)26(39-7)21-14-20(33)15-22(25(21)34)32-29(16)35/h9-12,14-15,17,19,23-24,26-28H,13H2,1-8H3,(H2,31,36)(H,32,35)/b11-9-,16-10+,18-12+/t17-,19-,23-,24-,26+,27+,28-/m0/s1
InChIKeyMCAHMSDENAOJFZ-BVXDHVRPSA-N
Wikipedia
Roles Classification
Biological Roles:
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
tyrosine kinase inhibitor  Any protein kinase inhibitor that interferes with the action of tyrosine kinase.
Hsp90 inhibitor  An EC 3.6.4.10 (non-chaperonin molecular chaperone ATPase) inhibitor that blocks the action of heat shock protein 90.
Application:
herbicide  A substance used to destroy plant pests.
ChEBI Ontology
Outgoing Relation(s)
herbimycin (CHEBI:5674) has role antimicrobial agent (CHEBI:33281)
herbimycin (CHEBI:5674) has role apoptosis inducer (CHEBI:68495)
herbimycin (CHEBI:5674) has role herbicide (CHEBI:24527)
herbimycin (CHEBI:5674) has role Hsp90 inhibitor (CHEBI:63962)
herbimycin (CHEBI:5674) has role tyrosine kinase inhibitor (CHEBI:38637)
herbimycin (CHEBI:5674) is a 1,4-benzoquinones (CHEBI:132124)
herbimycin (CHEBI:5674) is a lactam (CHEBI:24995)
herbimycin (CHEBI:5674) is a macrocycle (CHEBI:51026)
IUPAC Name 
(4E,6Z,8S,9S,10E,12S,13R,14S,16S,17R)-8,13,14,17-tetramethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl carbamate
Synonyms  Source
Herbimycin AKEGG COMPOUND
Antibiotic Tan 420FChemIDplus
Manual XrefsDatabases
C11225KEGG COMPOUND
HerbimycinWikipedia
Registry NumbersSources
Reaxys:4834067Reaxys
CAS:70563-58-5KEGG COMPOUND
CAS:70563-58-5ChemIDplus
Citations