CHEBI:5674 - herbimycin

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ChEBI Name herbimycin
Definition A 19-membered macrocyle incorporating a benzoquinone ring and a lactam functionality. It is an ansamycin antibiotic that induces apoptosis and displays antitumour effects.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C30H42N2O9
Net Charge 0
Average Mass 574.66250
Monoisotopic Mass 574.28903
InChI InChI=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
SMILES CO[C@H]1C[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](C)[C@H]1OC)C2=O
Roles Classification
Biological Role(s): 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.
Hsp90 inhibitor
An EC (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(s): herbicide
A substance used to destroy plant pests.
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ChEBI Ontology
Outgoing 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)
(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 Sources
Antibiotic Tan 420F ChemIDplus
Manual Xrefs Databases
Herbimycin Wikipedia
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Registry Numbers Types Sources
4834067 Reaxys Registry Number Reaxys
70563-58-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
21198874 PubMed citation Europe PMC
21488197 PubMed citation Europe PMC
21505853 PubMed citation Europe PMC
21543765 PubMed citation Europe PMC
21743149 PubMed citation Europe PMC
22420214 PubMed citation Europe PMC
22526207 PubMed citation Europe PMC
Last Modified
02 June 2016