17-epi-17-hydroxyazadiradione (CHEBI:67288)

EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:67288 - 17-epi-17-hydroxyazadiradione

Default Structure

Take structure to advanced search

ChEBI ID	CHEBI:67288
ChEBI Name	17-epi-17-hydroxyazadiradione
Stars
ASCII Name	17-epi-17-hydroxyazadiradione
Definition	A limonoid that is 17-epiazadiradione substituted by a hydroxy group at position 17. Isolated from Azadirachta indica, it exhibits antineoplastic activity.
Last Modified	6 February 2018
Downloads	Molfile

Formula	C28H34O6
Net Charge	0
Average Mass	466.574
Monoisotopic Mass	466.23554
SMILES	[H][C@]12CC[C@]3(C)C(=CC(=O)[C@]3(O)c3ccoc3)[C@]1(C)[C@H](OC(C)=O)C[C@@]1([H])C(C)(C)C(=O)C=C[C@]21C
InChI	InChI=1S/C28H34O6/c1-16(29)34-23-14-19-24(2,3)21(30)8-10-25(19,4)18-7-11-26(5)20(27(18,23)6)13-22(31)28(26,32)17-9-12-33-15-17/h8-10,12-13,15,18-19,23,32H,7,11,14H2,1-6H3/t18-,19+,23-,25-,26-,27-,28-/m1/s1
InChIKey	QXKHBVSTPRHRQV-CMBOGFGBSA-N

Species of Metabolite	Component	Source	Comments
Azadirachta indica (ncbitaxon:124943)	seed (BTO:0001226)	PubMed (21381696)	Defatted MeOH extract of seeds

Roles Classification

Biological Roles:	plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. 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)
	17-epi-17-hydroxyazadiradione (CHEBI:67288) has functional parent 17-epiazadiradione (CHEBI:67287)
	17-epi-17-hydroxyazadiradione (CHEBI:67288) has role antineoplastic agent (CHEBI:35610)
	17-epi-17-hydroxyazadiradione (CHEBI:67288) has role metabolite (CHEBI:25212)
	17-epi-17-hydroxyazadiradione (CHEBI:67288) has role plant metabolite (CHEBI:76924)
	17-epi-17-hydroxyazadiradione (CHEBI:67288) is a acetate ester (CHEBI:47622)
	17-epi-17-hydroxyazadiradione (CHEBI:67288) is a cyclic terpene ketone (CHEBI:36130)
	17-epi-17-hydroxyazadiradione (CHEBI:67288) is a furans (CHEBI:24129)
	17-epi-17-hydroxyazadiradione (CHEBI:67288) is a limonoid (CHEBI:39434)
	17-epi-17-hydroxyazadiradione (CHEBI:67288) is a tertiary alcohol (CHEBI:26878)
	17-epi-17-hydroxyazadiradione (CHEBI:67288) is a tertiary α-hydroxy ketone (CHEBI:139592)
	17-epi-17-hydroxyazadiradione (CHEBI:67288) is a tetracyclic triterpenoid (CHEBI:26893)

IUPAC Name
(5α,7α,13α,17α)-17-(furan-3-yl)-17-hydroxy-4,4,8-trimethyl-3,16-dioxoandrosta-1,14-dien-7-yl acetate

Manual Xrefs	Databases
WO2008026300	Patent

Registry Numbers	Sources
Reaxys:21448576	Reaxys

Citations