CHEBI:83004 - (2S)-1-O-(7Z,10Z,13Z)-hexadecatrienoyl-2-O-(7Z,10Z)-hexadecadienoyl-3-O-β-D-galactopyranosyl-sn-glycerol

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ChEBI Name (2S)-1-O-(7Z,10Z,13Z)-hexadecatrienoyl-2-O-(7Z,10Z)-hexadecadienoyl-3-O-β-D-galactopyranosyl-sn-glycerol
ChEBI ID CHEBI:83004
ChEBI ASCII Name (2S)-1-O-(7Z,10Z,13Z)-hexadecatrienoyl-2-O-(7Z,10Z)-hexadecadienoyl-3-O-beta-D-galactopyranosyl-sn-glycerol
Definition A galactoglycerolipid that consists of 1,2-diacyl-sn-glycerol having (7Z,10Z,13Z)-hexadecatrienoyl and (7Z,10Z)-hexadecadienoyl as the acyl groups and a β-D-galactopyranosyl residue attached at position 3. It has been found in Daphnia pulex and exhibits cytotoxic activity.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C41H68O10
Net Charge 0
Average Mass 720.97260
Monoisotopic Mass 720.48125
InChI InChI=1S/C41H68O10/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(43)48-32-34(33-49-41-40(47)39(46)38(45)35(31-42)51-41)50-37(44)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,11-14,17-20,34-35,38-42,45-47H,3-4,6,8-10,15-16,21-33H2,1-2H3/b7-5-,13-11-,14-12-,19-17-,20-18-/t34-,35-,38+,39+,40-,41-/m1/s1
InChIKey MSYMKWFPUGGDGX-BMSHVPQGSA-N
SMILES CCCCC\C=C/C\C=C/CCCCCC(=O)O[C@@H](CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)COC(=O)CCCCC\C=C/C\C=C/C\C=C/CC
Metabolite of Species Details
Daphnia pulex (NCBI:txid6669) See: Cytotoxic Constituents from Daphnia pulexR.M. Perez Gutierrez and R. Lule P. Pharmaceutical Biology 2005, Vol. 43, No. 4, pp. 313- 316
Roles Classification
Biological Role(s): Daphnia pulex metabolite
A Daphnia metabolite produced by the species Daphnia pulex.
(via (2S)-1-O-(7Z,10Z,13Z)-hexadecatrienoyl-2-O-(7Z,10Z)-hexadecadienoyl-3-O-beta-D-galactopyranosyl-sn-glycerol )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
(via (2S)-1-O-(7Z,10Z,13Z)-hexadecatrienoyl-2-O-(7Z,10Z)-hexadecadienoyl-3-O-beta-D-galactopyranosyl-sn-glycerol )
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ChEBI Ontology
Outgoing (2S)-1-O-(7Z,10Z,13Z)-hexadecatrienoyl-2-O-(7Z,10Z)-hexadecadienoyl-3-O-β-D-galactopyranosyl-sn-glycerol (CHEBI:83004) has role Daphnia pulex metabolite (CHEBI:83075)
(2S)-1-O-(7Z,10Z,13Z)-hexadecatrienoyl-2-O-(7Z,10Z)-hexadecadienoyl-3-O-β-D-galactopyranosyl-sn-glycerol (CHEBI:83004) has role antineoplastic agent (CHEBI:35610)
(2S)-1-O-(7Z,10Z,13Z)-hexadecatrienoyl-2-O-(7Z,10Z)-hexadecadienoyl-3-O-β-D-galactopyranosyl-sn-glycerol (CHEBI:83004) is a β-D-galactopyranosyl diglyceride (CHEBI:61799)
(2S)-1-O-(7Z,10Z,13Z)-hexadecatrienoyl-2-O-(7Z,10Z)-hexadecadienoyl-3-O-β-D-galactopyranosyl-sn-glycerol (CHEBI:83004) is a monosaccharide derivative (CHEBI:63367)
IUPAC Name
(2S)-3-(β-D-galactopyranosyloxy)-2-[(7Z,10Z)-hexadeca-7,10-dienoyloxy]propyl (7Z,10Z,13Z)-hexadeca-7,10,13-trienoate
Last Modified
24 September 2014