9(11)-dehydroaxinysterol (CHEBI:65733)

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CHEBI:65733 - 9(11)-dehydroaxinysterol

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ChEBI ID	CHEBI:65733
ChEBI Name	9(11)-dehydroaxinysterol
Stars
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.
Last Modified	21 September 2012
Downloads	Molfile

Formula	C28H40O3
Net Charge	0
Average Mass	424.625
Monoisotopic Mass	424.29775
SMILES	[H][C@@]12CC[C@]([H])([C@H](C)/C=C/[C@H](C)C(=C)C)[C@@]1(C)CC=C1[C@@]3(C)CC[C@H](O)C[C@]34C=C[C@@]12OO4
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

Species of Metabolite	Component	Source	Comments
Axinyssa (ncbitaxon:237149)	-	PubMed (12237556)

Roles Classification

Chemical Role:	oxidising agent A substance that removes electrons from another reactant in a redox reaction.
Biological Role:	metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology

Outgoing Relation(s)
	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 Xrefs	Databases
10479169	ChemSpider

Registry Numbers	Sources
Reaxys:9302774	Reaxys

Citations