CHEBI:67588 - fruticoside E

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name fruticoside E
ChEBI ID CHEBI:67588
Definition A steroid saponin that is 4-methylergosta-7,24(28)-dien-21-oic acid attached to an acetyloxy group at position 2, and a α-L-rhamnopyranosyloxy group at position 3 (the 2α,3β,4α,5α stereoisomer). It has been isolated from the roots of Breynia fruticosa.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information No supplier information found for this compound.
Download Molfile XML SDF
Formula C37H58O9
Net Charge 0
Average Mass 646.85100
Monoisotopic Mass 646.40808
InChI InChI=1S/C37H58O9/c1-18(2)19(3)9-10-24(34(42)43)27-14-13-26-23-11-12-25-20(4)33(46-35-32(41)31(40)30(39)21(5)44-35)29(45-22(6)38)17-37(25,8)28(23)15-16-36(26,27)7/h11,18,20-21,24-33,35,39-41H,3,9-10,12-17H2,1-2,4-8H3,(H,42,43)/t20-,21-,24+,25-,26-,27+,28-,29+,30-,31+,32+,33+,35-,36-,37-/m0/s1
InChIKey LOHRCIAMXCCSQS-RTWLVPPYSA-N
SMILES CC(C)C(=C)CC[C@H]([C@H]1CC[C@H]2C3=CC[C@H]4[C@H](C)[C@@H](O[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@@H](C[C@]4(C)[C@H]3CC[C@]12C)OC(C)=O)C(O)=O
Metabolite of Species Details
Breynia fruticosa (NCBI:txid296042) Found in root (BTO:0001188). 90% Methanolic extract of air-dried, crushed roots. See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via saponin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing fruticoside E (CHEBI:67588) has functional parent α-L-rhamnopyranose (CHEBI:27907)
fruticoside E (CHEBI:67588) has role plant metabolite (CHEBI:76924)
fruticoside E (CHEBI:67588) is a acetate ester (CHEBI:47622)
fruticoside E (CHEBI:67588) is a deoxymannose derivative (CHEBI:63346)
fruticoside E (CHEBI:67588) is a monocarboxylic acid (CHEBI:25384)
fruticoside E (CHEBI:67588) is a steroid acid (CHEBI:47891)
fruticoside E (CHEBI:67588) is a steroid ester (CHEBI:47880)
fruticoside E (CHEBI:67588) is a steroid saponin (CHEBI:61655)
IUPAC Name
(2α,3β,4α,5α)-2-(acetyloxy)-3-[(6-deoxy-α-L-mannopyranosyl)oxy]-4-methylergosta-7,24(28)-dien-21-oic acid
Synonym Source
4α-methyl-2α-acetoxy-5α-ergost-7,24(28)-dien-21-oic acid-3β-O-α-L-rhamnopyranoside ChEBI
Registry Number Type Source
21553374 Reaxys Registry Number Reaxys
Citation Type Source
21428418 PubMed citation Europe PMC
Last Modified
09 January 2014