1.0 2010-04-08 22:10:46 UTC 2025-11-18 23:45:55 UTC FDB013535 Geniposidic acid Constituent of Genipa americana (genipap). Geniposidic acid is found in beverages and fruits. C16H22O10 374.3399 374.121296924 7-(hydroxymethyl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,7aH-cyclopenta[c]pyran-4-carboxylic acid 7-(hydroxymethyl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,7aH-cyclopenta[c]pyran-4-carboxylic acid 27741-01-1 OCC1OC(OC2OC=C(C3CC=C(CO)C23)C(O)=O)C(O)C(O)C1O InChI=1S/C16H22O10/c17-3-6-1-2-7-8(14(22)23)5-24-15(10(6)7)26-16-13(21)12(20)11(19)9(4-18)25-16/h1,5,7,9-13,15-21H,2-4H2,(H,22,23) ZJDOESGVOWAULF-UHFFFAOYSA-N belongs to the class of organic compounds known as iridoid o-glycosides. These are iridoid monoterpenes containing a glycosyl (usually a pyranosyl) moiety linked to the iridoid skeleton. Iridoid O-glycosides Organic compounds Lipids and lipid-like molecules Prenol lipids Terpene glycosides Aliphatic heteropolycyclic compounds Acetals Bicyclic monoterpenoids Carbonyl compounds Carboxylic acids Hexoses Hydrocarbon derivatives Iridoids and derivatives Monocarboxylic acids and derivatives O-glycosyl compounds Organic oxides Oxacyclic compounds Oxanes Polyols Primary alcohols Secondary alcohols Vinylogous esters Acetal Alcohol Aliphatic heteropolycyclic compound Bicyclic monoterpenoid Carbonyl group Carboxylic acid Carboxylic acid derivative Glycosyl compound Hexose monosaccharide Hydrocarbon derivative Iridoid o-glycoside Iridoid-skeleton Monocarboxylic acid or derivatives Monosaccharide Monoterpenoid O-glycosyl compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Polyol Primary alcohol Secondary alcohol Vinylogous ester logp -1.71 ALOGPS logs -1.22 ALOGPS solubility 2.25e+01 g/l ALOGPS logp -2.6 ChemAxon pka_strongest_acidic 4.22 ChemAxon pka_strongest_basic -2.7 ChemAxon iupac 7-(hydroxymethyl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,7aH-cyclopenta[c]pyran-4-carboxylic acid ChemAxon average_mass 374.3399 ChemAxon mono_mass 374.121296924 ChemAxon smiles OCC1OC(OC2OC=C(C3CC=C(CO)C23)C(O)=O)C(O)C(O)C1O ChemAxon formula C16H22O10 ChemAxon inchi InChI=1S/C16H22O10/c17-3-6-1-2-7-8(14(22)23)5-24-15(10(6)7)26-16-13(21)12(20)11(19)9(4-18)25-16/h1,5,7,9-13,15-21H,2-4H2,(H,22,23) ChemAxon inchikey ZJDOESGVOWAULF-UHFFFAOYSA-N ChemAxon polar_surface_area 166.14 ChemAxon refractivity 83.74 ChemAxon polarizability 35.58 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 10 ChemAxon donor_count 6 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 16681 Specdb::CMs 44101 Specdb::CMs 133446 Specdb::CMs 141180 Specdb::MsMs 7802 Specdb::MsMs 7803 Specdb::MsMs 7804 Specdb::MsMs 14474 Specdb::MsMs 14475 Specdb::MsMs 14476 Specdb::MsMs 2662960 Specdb::MsMs 2662961 Specdb::MsMs 2662962 Specdb::MsMs 3015924 Specdb::MsMs 3015925 Specdb::MsMs 3015926 Specdb::NmrOneD 128548 Specdb::NmrOneD 128549 Specdb::NmrOneD 128550 Specdb::NmrOneD 128551 Specdb::NmrOneD 128552 Specdb::NmrOneD 128553 Specdb::NmrOneD 128554 Specdb::NmrOneD 128555 Specdb::NmrOneD 128556 Specdb::NmrOneD 128557 Specdb::NmrOneD 128558 Specdb::NmrOneD 128559 Specdb::NmrOneD 128560 Specdb::NmrOneD 128561 Specdb::NmrOneD 128562 Specdb::NmrOneD 128563 Specdb::NmrOneD 128564 Specdb::NmrOneD 128565 Specdb::NmrOneD 128566 Specdb::NmrOneD 128567 HMDB34942 #<Reference:0x000055ce32f46ae0> Beverages Unknown generic Fruits Unknown generic