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Accession:CHEBI:18002 term browser browse the term
Definition:An iridoid monoterpenoid that is acetaldehyde in which on of the hydrogens of the methyl group has been replaced by a 2-(beta-D-glucopyranosyloxy)-3,4-dihydro-2H-pyran-4-yl group which is substituted at positions 3 and 5 by a vinyl and a methoxycarbonyl group, respectively (the 2S,3R,4S stereoisomer).
Synonyms:exact_synonym: methyl (2S,3R,4S)-3-ethenyl-2-(beta-D-glucopyranosyloxy)-4-(2-oxoethyl)-3,4-dihydro-2H-pyran-5-carboxylate
 related_synonym: 3-Ethenyl-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-4-(2-oxoethyl)-2H-pyran-5-carboxylic acid, methyl ester;   Formula=C17H24O10;   InChI=1S/C17H24O10/c1-3-8-9(4-5-18)10(15(23)24-2)7-25-16(8)27-17-14(22)13(21)12(20)11(6-19)26-17/h3,5,7-9,11-14,16-17,19-22H,1,4,6H2,2H3/t8-,9+,11-,12-,13+,14-,16+,17+/m1/s1;   InChIKey=CSKKDSFETGLMSB-NRZPKYKESA-N;   METHYL (2S,3R,4S)-2-(BETA-D-GLUCOPYRANOSYLOXY)-4-(2-OXOETHYL)-3-VINYL-3,4-DIHYDRO-2H-PYRAN-5-CARBOXYLATE;   SMILES=[C@H]1(O[C@@H]([C@@H](O)[C@@H]([C@H]1O)O)CO)O[C@H]2[C@@H]([C@@H](C(=CO2)C(OC)=O)CC=O)C=C;   methyl (2S,3R,4S)-4-(formylmethyl)-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-3-vinyl-2H-pyran-5-carboxylate
 alt_id: CHEBI:15070;   CHEBI:18500;   CHEBI:45549;   CHEBI:9076
 xref: Beilstein:1441446 "Beilstein";   CAS:19351-63-4 "ChemIDplus";   CAS:19351-63-4 "KEGG COMPOUND";   KEGG:C01852;   KNApSAcK:C00003098;   LIPID_MAPS_instance:LMPR0102070002 "LIPID MAPS";   MetaCyc:SECOLOGANIN-CPD;   PDBeChem:SCG;   PMID:24104568 "Europe PMC";   PMID:26285573 "Europe PMC";   Reaxys:1441446 "Reaxys";   Wikipedia:Secologanin

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  CHEBI ontology 19669
    role 19613
      biological role 19611
        epitope 6710
          beta-D-glucose 1570
            beta-D-glucoside 1375
              (-)-secologanin 0
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  CHEBI ontology 19669
    subatomic particle 19665
      composite particle 19665
        hadron 19665
          baryon 19665
            nucleon 19665
              atomic nucleus 19665
                atom 19665
                  main group element atom 19545
                    p-block element atom 19545
                      carbon group element atom 19428
                        carbon atom 19420
                          organic molecular entity 19420
                            heteroorganic entity 19003
                              organochalcogen compound 18718
                                organooxygen compound 18629
                                  carbohydrates and carbohydrate derivatives 11703
                                    carbohydrate 11703
                                      monosaccharide 3869
                                        aldose 2372
                                          aldohexose 2012
                                            glucose 1970
                                              D-glucose 1970
                                                D-glucopyranose 1594
                                                  beta-D-glucose 1570
                                                    beta-D-glucoside 1375
                                                      (-)-secologanin 0
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.