CHEBI:66702 - 25-O-methoxycimigenol 3-O-α-L-arabinopyranoside

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ChEBI Name 25-O-methoxycimigenol 3-O-α-L-arabinopyranoside
ChEBI ID CHEBI:66702
ChEBI ASCII Name 25-O-methoxycimigenol 3-O-alpha-L-arabinopyranoside
Definition A triterpene glycoside that consists of 25-O-methoxycimigenol attached to a α-L-arabinopyranosyl residue at position 3 via a glycosidic linkage. Isolated from the rhizomes of Cimicifuga racemosa, it exhibits cytotoxic activities.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C36H58O9
Net Charge 0
Average Mass 634.84030
Monoisotopic Mass 634.40808
InChI InChI=1S/C36H58O9/c1-18-15-20-27(31(4,5)41-8)45-36(44-20)26(18)32(6)13-14-35-17-34(35)12-11-23(43-28-25(39)24(38)19(37)16-42-28)30(2,3)21(34)9-10-22(35)33(32,7)29(36)40/h18-29,37-40H,9-17H2,1-8H3/t18-,19+,20-,21+,22+,23+,24+,25-,26-,27+,28+,29-,32-,33-,34-,35+,36+/m1/s1
InChIKey LAOCOVISLMUJNC-NORDHZMASA-N
SMILES [H][C@@]12C[C@@H](C)[C@]3([H])[C@@]4(C)CC[C@@]56C[C@@]55CC[C@H](O[C@]7([H])OC[C@H](O)[C@H](O)[C@H]7O)C(C)(C)[C@]5([H])CC[C@@]6([H])[C@]4(C)[C@@H](O)[C@]3(O[C@@H]1C(C)(C)OC)O2
Metabolite of Species Details
Actaea racemosa (NCBI:txid64040) Found in rhizome (BTO:0001181). See: PubMed
Roles Classification
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 )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 25-O-methoxycimigenol 3-O-α-L-arabinopyranoside (CHEBI:66702) has functional parent cimigenol (CHEBI:37777)
25-O-methoxycimigenol 3-O-α-L-arabinopyranoside (CHEBI:66702) has parent hydride cycloartane (CHEBI:37778)
25-O-methoxycimigenol 3-O-α-L-arabinopyranoside (CHEBI:66702) has role antineoplastic agent (CHEBI:35610)
25-O-methoxycimigenol 3-O-α-L-arabinopyranoside (CHEBI:66702) has role plant metabolite (CHEBI:76924)
25-O-methoxycimigenol 3-O-α-L-arabinopyranoside (CHEBI:66702) is a α-L-arabinopyranoside (CHEBI:37782)
25-O-methoxycimigenol 3-O-α-L-arabinopyranoside (CHEBI:66702) is a bridged compound (CHEBI:35990)
25-O-methoxycimigenol 3-O-α-L-arabinopyranoside (CHEBI:66702) is a cyclic ether (CHEBI:37407)
25-O-methoxycimigenol 3-O-α-L-arabinopyranoside (CHEBI:66702) is a monosaccharide derivative (CHEBI:63367)
25-O-methoxycimigenol 3-O-α-L-arabinopyranoside (CHEBI:66702) is a secondary alcohol (CHEBI:35681)
25-O-methoxycimigenol 3-O-α-L-arabinopyranoside (CHEBI:66702) is a triterpenoid saponin (CHEBI:61778)
IUPAC Name
(2S,4aR,5aS,7aR,7bR,8R,10R,11S,12aS,13R,13aS,13bR,15aR)-13-hydroxy-11-(2-methoxypropan-2-yl)-1,1,7a,8,13a-pentamethyloctadecahydro-10,12a-epoxycyclopropa[1',8a']naphtho[2',1':4,5]indeno[2,1-b]oxepin-2-yl α-L-arabinopyranoside
Registry Number Type Source
8890135 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
11824572 PubMed citation Europe PMC
Last Modified
20 January 2014