7-epi-ent-eudesmane-5,11-diol (CHEBI:142536)

ChEBI > Main

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name	*7-epi-ent-eudesmane-5,11-diol*

ChEBI ID	CHEBI:142536

ChEBI ASCII Name	7-epi-ent-eudesmane-5,11-diol

Definition	A carbobicyclic compound that is decahydronaphthalene substituted at positions 2, 4a, 8 and 8a by 2-hydroxypropan-2-yl, methyl, methyl and hydroxy groups, respectively. The (3R,4aS,5S,8aS) stereoisomer.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Kristian Axelsen

Supplier Information

Download	Molfile XML SDF

Formula

C15H28O2

Net Charge

Average Mass

240.382

Monoisotopic Mass

240.20893

InChI

InChI=1S/C15H28O2/c1-11-6-5-8-14(4)9-7-12(13(2,3)16)10-15(11,14)17/h11-12,16-17H,5-10H2,1-4H3/t11-,12+,14-,15-/m0/s1

InChIKey

DUMZYTYPNQNWMU-NEBZKDRISA-N

SMILES

[C@@]12([C@@](CCC[C@@H]1C)(CC[C@H](C2)C(O)(C)C)C)O

Metabolite of Species	Details
Cymbopogon distans (NCBI:txid152208)	Found in whole plant (BTO:0001461). Isolated from essential oil of plant. See: Mathela, C.S., Melkani, A.B., Pant, A., Dev, V., Nelson, T.E., Hope, H. and Bottini, A.T. (1989) A eudesmanediol from Cymbopogon distans. Phytochemistry, 28(3), 936-938.
Streptomyces anulatus (NCBI:txid1892)	See: PubMed

Roles Classification
Biological Role(s):	bacterial metabolite Any prokaryotic metabolite produced during a metabolic reaction in bacteria. plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.

ChEBI Ontology
Outgoing	7-epi-ent-eudesmane-5,11-diol (CHEBI:142536) has role bacterial metabolite (CHEBI:76969) 7-epi-ent-eudesmane-5,11-diol (CHEBI:142536) has role plant metabolite (CHEBI:76924) 7-epi-ent-eudesmane-5,11-diol (CHEBI:142536) is a carbobicyclic compound (CHEBI:36785) 7-epi-ent-eudesmane-5,11-diol (CHEBI:142536) is a diol (CHEBI:23824) 7-epi-ent-eudesmane-5,11-diol (CHEBI:142536) is a eudesmane sesquiterpenoid (CHEBI:62508) 7-epi-ent-eudesmane-5,11-diol (CHEBI:142536) is a tertiary alcohol (CHEBI:26878)

IUPAC Name

(3R,4aS,5S,8aS)-3-(2-hydroxypropan-2-yl)-5,8a-dimethyloctahydronaphthalen-4a(2H)-ol

Registry Number	Type	Source
6966076	Reaxys Registry Number	Reaxys

Last Modified

16 November 2018

General Comment
2018-11-14	Relevant Articles: Xiong, Z., Zhou, G., Yang, J., Chen, Y. and Li, Y. (1998) An efficient stereocontrolled synthesis of (−)-10-epi-5β,11-dihydroxyeudesmane and (−)-4,10-epi-5β,11-dihydroxyeudesmane. Tetrahedron Asymmetry, 9(9), 1525-1530.