2alpha-acetoxy-4alpha,6alpha-dihydroxy-1beta,5alphaH-guai-9(10),11(13)-dien-12,8alpha-olide (CHEBI:69334)

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CHEBI:69334 - 2α-acetoxy-4α,6α-dihydroxy-1β,5αH-guai-9(10),11(13)-dien-12,8alpha-olide

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ChEBI ID	CHEBI:69334
ChEBI Name	2α-acetoxy-4α,6α-dihydroxy-1β,5αH-guai-9(10),11(13)-dien-12,8alpha-olide
Stars
ASCII Name	2alpha-acetoxy-4alpha,6alpha-dihydroxy-1beta,5alphaH-guai-9(10),11(13)-dien-12,8alpha-olide
Definition	A guaiane sesquiterpenoid with anti-inflammatory activity isolated from the aerial parts of Inula hupehensis.
Last Modified	16 December 2013
Downloads	Molfile

Formula	C17H22O6
Net Charge	0
Average Mass	322.357
Monoisotopic Mass	322.14164
SMILES	[H][C@@]12[C@@H](O)[C@]3([H])C(=C)C(=O)O[C@@]3([H])C=C(C)[C@@]1([H])[C@@H](OC(C)=O)C[C@@]2(C)O
InChI	InChI=1S/C17H22O6/c1-7-5-10-13(8(2)16(20)23-10)15(19)14-12(7)11(22-9(3)18)6-17(14,4)21/h5,10-15,19,21H,2,6H2,1,3-4H3/t10-,11-,12-,13+,14-,15-,17+/m0/s1
InChIKey	WCZBMGWSWYHCAA-PDNFSXIVSA-N

Species of Metabolite	Component	Source	Comments
Inula hupehensis (IPNI:225932-1)	aerial part (BTO:0001658)	PubMed (21894898)	95% aqueous EtOH extract of dried and powdered aerial parts

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:	anti-inflammatory agent Any compound that has anti-inflammatory effects.

ChEBI Ontology

Outgoing Relation(s)
	2α-acetoxy-4α,6α-dihydroxy-1β,5αH-guai-9(10),11(13)-dien-12,8alpha-olide (CHEBI:69334) has role anti-inflammatory agent (CHEBI:67079)
	2α-acetoxy-4α,6α-dihydroxy-1β,5αH-guai-9(10),11(13)-dien-12,8alpha-olide (CHEBI:69334) has role metabolite (CHEBI:25212)
	2α-acetoxy-4α,6α-dihydroxy-1β,5αH-guai-9(10),11(13)-dien-12,8alpha-olide (CHEBI:69334) has role plant metabolite (CHEBI:76924)
	2α-acetoxy-4α,6α-dihydroxy-1β,5αH-guai-9(10),11(13)-dien-12,8alpha-olide (CHEBI:69334) is a acetate ester (CHEBI:47622)
	2α-acetoxy-4α,6α-dihydroxy-1β,5αH-guai-9(10),11(13)-dien-12,8alpha-olide (CHEBI:69334) is a diol (CHEBI:23824)
	2α-acetoxy-4α,6α-dihydroxy-1β,5αH-guai-9(10),11(13)-dien-12,8alpha-olide (CHEBI:69334) is a guaiane sesquiterpenoid (CHEBI:36744)
	2α-acetoxy-4α,6α-dihydroxy-1β,5αH-guai-9(10),11(13)-dien-12,8alpha-olide (CHEBI:69334) is a organic heterotricyclic compound (CHEBI:26979)
	2α-acetoxy-4α,6α-dihydroxy-1β,5αH-guai-9(10),11(13)-dien-12,8alpha-olide (CHEBI:69334) is a γ-lactone (CHEBI:37581)

IUPAC Name
(3aS,4S,4aS,5R,7S,7aS,9aS)-4,5-dihydroxy-5,8-dimethyl-3-methylidene-2-oxo-2,3,3a,4,4a,5,6,7,7a,9a-decahydroazuleno[6,5-b]furan-7-yl acetate

Registry Numbers	Sources
Reaxys:21902559	Reaxys

Citations