CHEBI:5674 - herbimycin

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ChEBI Name herbimycin
ChEBI ID CHEBI:5674
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.
Supplier Information No supplier information found for this compound.
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Wikipedia License
Eugenol is an allyl chain-substituted guaiacol, a member of the allylbenzene class of chemical compounds. It is a colorless to pale yellow, aromatic oily liquid extracted from certain essential oils especially from clove, nutmeg, cinnamon, basil and bay leaf. It is present in concentrations of 80–90% in clove bud oil and at 82–88% in clove leaf oil. Eugenol has a pleasant, spicy, clove-like scent. The name is derived from Eugenia caryophyllata, the former Linnean nomenclature term for cloves. The currently accepted name is Syzygium aromaticum.
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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
InChIKey MCAHMSDENAOJFZ-BVXDHVRPSA-N
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 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(s): herbicide
A substance used to destroy plant pests.
View more via ChEBI Ontology
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)
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 Sources
Antibiotic Tan 420F ChemIDplus
Herbimycin A KEGG COMPOUND
Manual Xrefs Databases
C11225 KEGG COMPOUND
Herbimycin Wikipedia
View more database links
Registry Numbers Types Sources
4834067 Reaxys Registry Number Reaxys
70563-58-5 CAS Registry Number ChemIDplus
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