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

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CHEBI:67288 - 17-epi-17-hydroxyazadiradione

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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:	metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. 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)
	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