(24S)-24,25-epoxycucurbitadienol

(24S)-24,25-epoxycucurbitadienol is a tetracyclic triterpenoid and an epoxide. It has a role as a plant metabolite. It is functionally related to a cucurbitadienol. The biosynthetic pathway of the nonsugar, high-intensity sweetener mogroside V from Siraitia grosvenorii

General

Type : Phenanthrene, Terpenoid, Natural, Epoxide

Chemical_Nomenclature : (3S,8R,9R,10S,13R,14S,17R)-17-[(2R)-4-[(2S)-3,3-dimethyloxiran-2-yl]butan-2-yl]-4,4,9,13,14-pentamethyl-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol

Canonical SMILES : C[C@H](CC[C@H]1C(O1)(C)C)[C@H]2CC[C@@]3([C@@]2(CC[C@@]4([C@H]3CC=C5[C@H]4CC[C@@H](C5(C)C)O)C)C)C

InChI : InChI=1S\/C30H50O2\/c1-19(9-14-25-27(4,5)32-25)20-15-16-30(8)23-12-10-21-22(11-13-24(31)26(21,2)3)28(23,6)17-18-29(20,30)7\/h10,19-20,22-25,31H,9,11-18H2,1-8H3\/t19-,20-,22-,23-,24+,25+,28+,29-,30+\/m1\/s1

InChIKey : FKLMMFZHGLDEMF-CUGODZHQSA-N

Other name(s) : CHEBI:229949


MW : 442.7

Formula : C30H50O2

CAS_number :

PubChem : 171037431

UniChem : FKLMMFZHGLDEMF-CUGODZHQSA-N

Target

Structures : No structure

Families : Epoxide_hydrolase

References (1)

Title : The biosynthetic pathway of the nonsugar, high-intensity sweetener mogroside V from Siraitia grosvenorii - Itkin_2016_Proc.Natl.Acad.Sci.U.S.A_113_E7619
Author(s) : Itkin M , Davidovich-Rikanati R , Cohen S , Portnoy V , Doron-Faigenboim A , Oren E , Freilich S , Tzuri G , Baranes N , Shen S , Petreikov M , Sertchook R , Ben-Dor S , Gottlieb H , Hernandez A , Nelson DR , Paris HS , Tadmor Y , Burger Y , Lewinsohn E , Katzir N , Schaffer A
Ref : Proc Natl Acad Sci U S A , 113 :E7619 , 2016
Abstract :
PubMedSearch : Itkin_2016_Proc.Natl.Acad.Sci.U.S.A_113_E7619
PubMedID: 27821754
Gene_locus related to this paper: sirgr-eph1 , sirgr-eph2 , sirgr-eph3