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CHEBI:5674 - herbimycin

Default Structure
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:
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Hsp90 inhibitor  An EC 3.6.4.10 (non-chaperonin molecular chaperone ATPase) inhibitor that blocks the action of heat shock protein 90.
tyrosine kinase inhibitor  Any protein kinase inhibitor that interferes with the action of tyrosine kinase.
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
Antibiotic Tan 420FChemIDplus
Herbimycin AKEGG COMPOUND
Manual XrefsDatabases
C11225KEGG COMPOUND
HerbimycinWikipedia
Registry NumbersSources
Reaxys:4834067Reaxys
CAS:70563-58-5ChemIDplus
CAS:70563-58-5KEGG COMPOUND
Citations