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CHEBI:66487 - sinularia glycoside

ChEBI IDCHEBI:66487
ChEBI Namesinularia glycoside
Stars
DefinitionA steroid saponin that is 3,7,16-trihydroxyergosta-5,24(28)-diene substituted by a 4-O-acetyl-6-deoxy-α-L-galactopyranosyl residue at position 3 via a glycosidic linkage (the 3β,7β,16β stereoisomer). Isolated from Sinularia crispa, it exhibits spermatostatic activity.
Last Modified8 July 2013
DownloadsMolfile
FormulaC36H58O8
Net Charge0
Average Mass618.852
Monoisotopic Mass618.41317
SMILES[H][C@@]1(O[C@H]2CC[C@@]3(C)C(=C[C@H](O)[C@]4([H])[C@]3([H])CC[C@]3(C)[C@@]([H])([C@H](C)CCC(=C)C(C)C)[C@@H](O)C[C@]34[H])C2)O[C@@H](C)[C@@H](OC(C)=O)[C@@H](O)[C@@H]1O
InChIInChI=1S/C36H58O8/c1-18(2)19(3)9-10-20(4)30-28(39)17-26-29-25(12-14-36(26,30)8)35(7)13-11-24(15-23(35)16-27(29)38)44-34-32(41)31(40)33(21(5)42-34)43-22(6)37/h16,18,20-21,24-34,38-41H,3,9-15,17H2,1-2,4-8H3/t20-,21+,24+,25+,26+,27+,28+,29-,30+,31+,32+,33-,34+,35+,36+/m1/s1
InChIKeyGTOPEELZAFIRFA-UMROYWCYSA-N
Species of MetaboliteComponentSourceComments
Sinularia crispa (WORMS:291816) - PubMed (2575139)
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.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
sinularia glycoside (CHEBI:66487) has role metabolite (CHEBI:25212)
sinularia glycoside (CHEBI:66487) is a 16β-hydroxy steroid (CHEBI:17354)
sinularia glycoside (CHEBI:66487) is a 7β-hydroxy steroid (CHEBI:35349)
sinularia glycoside (CHEBI:66487) is a acetate ester (CHEBI:47622)
sinularia glycoside (CHEBI:66487) is a ergostanoid (CHEBI:50403)
sinularia glycoside (CHEBI:66487) is a monosaccharide derivative (CHEBI:63367)
sinularia glycoside (CHEBI:66487) is a secondary alcohol (CHEBI:35681)
sinularia glycoside (CHEBI:66487) is a steroid saponin (CHEBI:61655)
IUPAC Name 
(3β,7β,16β)-7,16-dihydroxyergosta-5,24(28)-dien-3-yl 4-O-acetyl-6-deoxy-α-L-galactopyranoside
Citations