EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:83006 - (2S)-1-O-(7Z,10Z)-hexadecadienoyl-2-O-linoleoyl-3-O-β-D-galactopyranosyl-sn-glycerol

ChEBI IDCHEBI:83006
ChEBI Name(2S)-1-O-(7Z,10Z)-hexadecadienoyl-2-O-linoleoyl-3-O-β-D-galactopyranosyl-sn-glycerol
Stars
ASCII Name(2S)-1-O-(7Z,10Z)-hexadecadienoyl-2-O-linoleoyl-3-O-beta-D-galactopyranosyl-sn-glycerol
DefinitionA galactoglycerolipid that consists of 1,2-diacyl-sn-glycerol having (7Z,10Z)-hexadecadienoyl and linoleoyl 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.
Last Modified24 September 2014
DownloadsMolfile
FormulaC43H74O10
Net Charge0
Average Mass751.055
Monoisotopic Mass750.52820
SMILESCCCCC/C=C\C/C=C\CCCCCCCC(=O)OC[C@H](CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)OC(=O)CCCCC/C=C\C/C=C\CCCCC
InChIInChI=1S/C43H74O10/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-38(45)50-34-36(35-51-43-42(49)41(48)40(47)37(33-44)53-43)52-39(46)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h11-14,17-19,22,36-37,40-44,47-49H,3-10,15-16,20-21,23-35H2,1-2H3/b13-11-,14-12-,18-17-,22-19-/t36-,37-,40+,41+,42-,43-/m1/s1
InChIKeyDJVQAKQVQXIHEL-UILGYWMGSA-N
Species of MetaboliteComponentSourceComments
Daphnia pulex (ncbitaxon:6669) - Article (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:
Daphnia pulex metabolite  A Daphnia metabolite produced by the species Daphnia pulex.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
(2S)-1-O-(7Z,10Z)-hexadecadienoyl-2-O-linoleoyl-3-O-β-D-galactopyranosyl-sn-glycerol (CHEBI:83006) has role Daphnia pulex metabolite (CHEBI:83075)
(2S)-1-O-(7Z,10Z)-hexadecadienoyl-2-O-linoleoyl-3-O-β-D-galactopyranosyl-sn-glycerol (CHEBI:83006) has role antineoplastic agent (CHEBI:35610)
(2S)-1-O-(7Z,10Z)-hexadecadienoyl-2-O-linoleoyl-3-O-β-D-galactopyranosyl-sn-glycerol (CHEBI:83006) is a monosaccharide derivative (CHEBI:63367)
(2S)-1-O-(7Z,10Z)-hexadecadienoyl-2-O-linoleoyl-3-O-β-D-galactopyranosyl-sn-glycerol (CHEBI:83006) is a β-D-galactopyranosyl diglyceride (CHEBI:61799)
IUPAC Name 
(2S)-3-(β-D-galactopyranosyloxy)-2-[(7Z,10Z)-hexadeca-7,10-dienoyloxy]propyl (9Z,12Z)-octadeca-9,12-dienoate
Registry NumbersSources
Reaxys:7403672Reaxys