Compound: Aucubin
SMILES: O1C=C[C@H]2[C@H](O)C=C([C@H]2[C@@H]1O[C@@H]3O[C@@H]([C@@H](O)[C@@H]([C@H]3O)O)CO)CO
InChIKey: RJWJHRPNHPHBRN-FKVJWERZSA-N
Synonyms: Aucubin, 479-98-1, 2G52GS8UML, DTXSID60963965, 1,4a,5,7a-Tetrahydro-5-hydroxy-7-hydroxymethylcyclopenta(c)pyran-1-yl-beta-D-glucopyranoside, NSC-407293, (2S,3R,4S,5S,6R)-2-[[(1S,4aR,5S,7aS)-5-hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol, aucubuside, (2S,3R,4S,5S,6R)-2-(((1S,4aR,5S,7aS)-5-hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta(c)pyran-1-yl)oxy)-6-(hydroxymethyl)oxane-3,4,5-triol, RefChem:28989, DTXCID501391687, 207-540-8, Aucuboside, MFCD00136026, Aucubine, (2S,3R,4S,5S,6R)-2-(((1S,4aR,5S,7aS)-5-hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol, (2S,3R,4S,5S,6R)-2-[[(1S,4aR,5S,7aS)-5-hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1-yl]oxy]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol, (2S,3R,4S,5S,6R)-2-{[(1S,4aR,5S,7aS)-5-hydroxy-7-(hydroxymethyl)-1H,4aH,5H,7aH-cyclopenta[c]pyran-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol, (1S,4aR,5S,7aS)-1,4a,5,7a-Tetrahydro-5-hydroxy-7-(hydroxymethyl)cyclopenta[c]pyran-1-yl beta-D-glucopyranoside, EINECS 207-540-8, UNII-2G52GS8UML, NSC 407293, RJWJHRPNHPHBRN-FKVJWERZSA-N, Aucubin (Standard), Aucubin (Rhinanthin), AUCUBIN [MI], Aucubin, analytical standard, MLS002473252, SCHEMBL381032, CHEMBL514882, MEGxp0_001729, ACon1_002452, CHEBI:69796, HY-N0664R, WLZ4644, HMS3098B08, HY-N0664, s5459, AKOS015896774, CCG-267985, CS-5367, EBC-618435, LMPR0102070006, MA08296, NCGC00169833-01, NCGC00169833-02, (1S-(1alpha,4aalpha,5alpha,7aalpha))-1,4a,5,7a-Tetrahydro-5-hydroxy-7-(hydroxymethyl)cyclopenta(c)pyran-1-yl-beta-D-glucopyranoside, AC-33938, AS-74899, SMR001397339, C09771, AJ-292/21168052, Aucubin, primary pharmaceutical reference standard, Q418014, 1,4a,5,7a-tetra-5-hydroxy-7-(hydroxymethyl) cyclopenta(c)pyran-1-yl-beta-D-glucopyranoside, (1S,4?R,5S,7?S)-1-4?,5,7?-Tetrahydro-5-hydroxy-7-(hydroxymethyl)cyclopenta[c]pyran-1-yl ?-D-glucopyranoside, (1S,4AR,5S,7AS)-1,4A,5,7A-TETRAHYDRO-5-HYDROXY-7-(HYDROXYMETHYL)CYCLOPENTA(C)PYRAN-1-YL-.BETA.-D-GLUCOPYRANOSIDE, (1S,4aR,5S,7aS)-1,4a,5,7a-Tetrahydro-5-hydroxy-7-(hydroxymethyl)cyclopenta[c]pyran-1-yl |A-D-glucopyranoside, (1S,4aR,5S,7aS)-5-Hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1-yl beta-D-glucopyranoside, (2S,3R,4S,5S,6R)-2-((1S,4aR,5R,7aS)-5-Hydroxy-7-hydroxymethyl-1,4a,5,7a-tetrahydro-cyclopenta[c]pyran-1-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol, .beta.-D-Glucopyranoside, (1S,4aR,5S,7aS)-1,4a,5,7a-tetrahydro-5-hydroxy-7-(hydroxymethyl)cyclopenta[c]pyran-1-yl
Theoretical properties:
molecular_formula: C15H22O9
molecular_weight: 346.33 g/mol
exact_mass: 346.12638228 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 6
hydrogen_bond_acceptor_count: 9
rotatable_bond_count: 4
heavy_atom_count: 24
topological_polar_surface_area: 149 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Aucubin is an organic molecular entity. It has a role as a metabolite.
chembl: AUCUBIN is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Aucubin is an iridoid glycoside. Iridoids are commonly found in plants and function as defensive compounds. Iridoids decrease the growth rates of many generalist herbivores.