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CHEBI:65404 - amomol A

ChEBI IDCHEBI:65404
ChEBI Nameamomol A
Stars
DefinitionAn oxaspiro compound that is 1-oxaspiro[4.5]deca-6,9-dien-8-one substituted by a (2R)-2-hydroxyheptadecyl moiety and a methoxy group at position 2. It is isolated from the leaves of Amomum aculeatum and exhibits anticancerous efficacy against human lung carcinoma, hormone-dependent human prostate carcinoma and human breast carcinoma.
Last Modified13 January 2020
DownloadsMolfile
FormulaC27H46O4
Net Charge0
Average Mass434.661
Monoisotopic Mass434.33961
SMILESCCCCCCCCCCCCCCC[C@@H](O)CC1(OC)CCC2(C=CC(=O)C=C2)O1
InChIInChI=1S/C27H46O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-25(29)23-27(30-2)22-21-26(31-27)19-17-24(28)18-20-26/h17-20,25,29H,3-16,21-23H2,1-2H3/t25-,27?/m1/s1
InChIKeyLOBKLUVDTHVJSR-CSMDKSQMSA-N
Species of MetaboliteComponentSourceComments
Amomum aculeatum (ncbitaxon:1076729) leaf (BTO:0000713) PubMed (18260638)
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
amomol A (CHEBI:65404) has role antineoplastic agent (CHEBI:35610)
amomol A (CHEBI:65404) has role plant metabolite (CHEBI:76924)
amomol A (CHEBI:65404) is a cyclic ketal (CHEBI:59779)
amomol A (CHEBI:65404) is a enone (CHEBI:51689)
amomol A (CHEBI:65404) is a oxaspiro compound (CHEBI:37948)
amomol A (CHEBI:65404) is a secondary alcohol (CHEBI:35681)
IUPAC Name 
2-[(2R)-2-hydroxyheptadecyl]-2-methoxy-1-oxaspiro[4.5]deca-6,9-dien-8-one
Synonyms  Source
2ξ,12R-2-(2-hydroxyheptadecyl)-2-methoxy-1-oxaspiro[4.5]deca-6,9-dien-8-oneChEBI
(−)-amomol AChEBI
Registry NumbersSources
Reaxys:18832055Reaxys
Citations