CHEBI:65733 - 9(11)-dehydroaxinysterol

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ChEBI Name 9(11)-dehydroaxinysterol
ChEBI ID CHEBI:65733
Definition A 3β-sterol having a 5α-ergostane skeleton with double bonds at C-6, C-9(11), C-22 and C-25 and a peroxy group between positions 5 and 8. An antineoplastic agent isolated from Okinawan sponge of the genus Axinyssa.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C28H40O3
Net Charge 0
Average Mass 424.61540
Monoisotopic Mass 424.298
InChI InChI=1S/C28H40O3/c1-18(2)19(3)7-8-20(4)22-9-10-23-25(22,5)13-12-24-26(6)14-11-21(29)17-27(26)15-16-28(23,24)31-30-27/h7-8,12,15-16,19-23,29H,1,9-11,13-14,17H2,2-6H3/b8-7+/t19-,20+,21-,22+,23+,25+,26+,27+,28-/m0/s1
InChIKey UUHVMJGTJKDDFG-LEOBWYFPSA-N
SMILES [H][C@@]1(CC[C@]2([H])[C@]1(C)CC=C1[C@@]3(C)CC[C@H](O)C[C@@]33OO[C@@]21C=C3)[C@H](C)\C=C\[C@H](C)C(C)=C
Metabolite of Species Details
Axinyssa (NCBI:txid237149) See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 9(11)-dehydroaxinysterol (CHEBI:65733) has parent hydride 5α-ergostane (CHEBI:20652)
9(11)-dehydroaxinysterol (CHEBI:65733) has role antineoplastic agent (CHEBI:35610)
9(11)-dehydroaxinysterol (CHEBI:65733) has role metabolite (CHEBI:25212)
9(11)-dehydroaxinysterol (CHEBI:65733) is a 3β-sterol (CHEBI:35348)
9(11)-dehydroaxinysterol (CHEBI:65733) is a organic heterotetracyclic compound (CHEBI:38163)
9(11)-dehydroaxinysterol (CHEBI:65733) is a organic peroxide (CHEBI:25702)
9(11)-dehydroaxinysterol (CHEBI:65733) is a secondary alcohol (CHEBI:35681)
IUPAC Name
(3S,5S,8S,10R,13R,14R,17R)-17-[(2R,3E,5S)-5,6-dimethylhepta-3,6-dien-2-yl]-10,13-dimethyl-1,3,4,10,12,13,14,15,16,17-decahydro-2H-5,8-epidioxycyclopenta[a]phenanthren-3-ol
Manual Xref Database
10479169 ChemSpider
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Registry Number Type Source
9302774 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
12237556 PubMed citation Europe PMC
Last Modified
21 September 2012