Record Information |
---|
Version | 5.0 |
---|
Status | Expected but not Quantified |
---|
Creation Date | 2012-09-11 23:17:21 UTC |
---|
Update Date | 2022-03-07 02:55:36 UTC |
---|
HMDB ID | HMDB0038011 |
---|
Secondary Accession Numbers | |
---|
Metabolite Identification |
---|
Common Name | Malvidin 3-(6-coumaroylglucoside) 5-glucoside |
---|
Description | Malvidin 3-(6-coumaroylglucoside) 5-glucoside, also known as tibouchinin, belongs to the class of organic compounds known as flavonoid 3-o-p-coumaroyl glycosides. These are flavonoid 3-O-glycosides where the carbohydrate moiety is esterified with a p-coumaric acid. P-coumaric acid is an organic derivative of cinnamic acid, that carries a hydroxyl group at the 4-position of the benzene ring. Malvidin 3-(6-coumaroylglucoside) 5-glucoside is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, malvidin 3-(6-coumaroylglucoside) 5-glucoside has been detected, but not quantified in, a few different foods, such as common grapes, fruits, and hyssops. This could make malvidin 3-(6-coumaroylglucoside) 5-glucoside a potential biomarker for the consumption of these foods. |
---|
Structure | COC1=CC(=CC(OC)=C1O)C1=C(OC2OC(COC(=O)\C=C\C3=CC=C(O)C=C3)C(O)C(O)C2O)C=C2C(OC3OC(CO)C(O)C(O)C3O)=CC(O)=CC2=[O+]1 InChI=1S/C38H40O19/c1-50-23-9-17(10-24(51-2)29(23)43)36-25(13-20-21(53-36)11-19(41)12-22(20)54-37-34(48)32(46)30(44)26(14-39)56-37)55-38-35(49)33(47)31(45)27(57-38)15-52-28(42)8-5-16-3-6-18(40)7-4-16/h3-13,26-27,30-35,37-39,44-49H,14-15H2,1-2H3,(H2-,40,41,42,43)/p+1 |
---|
Synonyms | Value | Source |
---|
Malvidin-3-(6-O-p-coumarylglucoside)-5-glucoside | HMDB | Tibouchinin | HMDB |
|
---|
Chemical Formula | C38H41O19 |
---|
Average Molecular Weight | 801.7207 |
---|
Monoisotopic Molecular Weight | 801.22420413 |
---|
IUPAC Name | 7-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-{[3,4,5-trihydroxy-6-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)oxan-2-yl]oxy}-1λ⁴-chromen-1-ylium |
---|
Traditional Name | 7-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-{[3,4,5-trihydroxy-6-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)oxan-2-yl]oxy}-1λ⁴-chromen-1-ylium |
---|
CAS Registry Number | 51939-51-6 |
---|
SMILES | COC1=CC(=CC(OC)=C1O)C1=C(OC2OC(COC(=O)\C=C\C3=CC=C(O)C=C3)C(O)C(O)C2O)C=C2C(OC3OC(CO)C(O)C(O)C3O)=CC(O)=CC2=[O+]1 |
---|
InChI Identifier | InChI=1S/C38H40O19/c1-50-23-9-17(10-24(51-2)29(23)43)36-25(13-20-21(53-36)11-19(41)12-22(20)54-37-34(48)32(46)30(44)26(14-39)56-37)55-38-35(49)33(47)31(45)27(57-38)15-52-28(42)8-5-16-3-6-18(40)7-4-16/h3-13,26-27,30-35,37-39,44-49H,14-15H2,1-2H3,(H2-,40,41,42,43)/p+1 |
---|
InChI Key | KGEHZUCHEKVXEU-UHFFFAOYSA-O |
---|
Chemical Taxonomy |
---|
Description | Belongs to the class of organic compounds known as flavonoid 3-o-p-coumaroyl glycosides. These are flavonoid 3-O-glycosides where the carbohydrate moiety is esterified with a p-coumaric acid. P-coumaric acid is an organic derivative of cinnamic acid, that carries a hydroxyl group at the 4-position of the benzene ring. |
---|
Kingdom | Organic compounds |
---|
Super Class | Phenylpropanoids and polyketides |
---|
Class | Flavonoids |
---|
Sub Class | Flavonoid glycosides |
---|
Direct Parent | Flavonoid 3-O-p-coumaroyl glycosides |
---|
Alternative Parents | Not Available |
---|
Substituents | Not Available |
---|
Molecular Framework | Aromatic heteropolycyclic compounds |
---|
External Descriptors | Not Available |
---|
Ontology |
---|
Physiological effect | Not Available |
---|
Disposition | |
---|
Process | Not Available |
---|
Role | |
---|
Physical Properties |
---|
State | Not Available |
---|
Experimental Molecular Properties | Property | Value | Reference |
---|
Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
|
---|
Experimental Chromatographic Properties | Not Available |
---|
Predicted Molecular Properties | |
---|
Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatized |
---|
| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted GC-MS | Predicted GC-MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside GC-MS (TMS_1_1) - 70eV, Positive | Not Available | 2021-10-19 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside GC-MS (TMS_1_2) - 70eV, Positive | Not Available | 2021-10-19 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside GC-MS (TMS_1_3) - 70eV, Positive | Not Available | 2021-10-19 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside GC-MS (TMS_1_4) - 70eV, Positive | Not Available | 2021-10-19 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside GC-MS (TMS_1_5) - 70eV, Positive | Not Available | 2021-10-19 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside GC-MS (TMS_1_6) - 70eV, Positive | Not Available | 2021-10-19 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside GC-MS (TMS_1_7) - 70eV, Positive | Not Available | 2021-10-19 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside GC-MS (TMS_1_8) - 70eV, Positive | Not Available | 2021-10-19 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside GC-MS (TMS_1_9) - 70eV, Positive | Not Available | 2021-10-19 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside GC-MS (TMS_1_10) - 70eV, Positive | Not Available | 2021-10-19 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside 10V, Positive-QTOF | splash10-0udi-0100000090-c88a2343c0063dfad908 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside 20V, Positive-QTOF | splash10-0a4l-2500000890-a53657758087f7e940a1 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside 40V, Positive-QTOF | splash10-03dm-6900001100-385d994a32128668f0c9 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside 10V, Negative-QTOF | splash10-0udi-1200000090-ca1124e437fc36c3ec1b | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside 20V, Negative-QTOF | splash10-0zfr-6700000090-8284df9ff8384684f4fa | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside 40V, Negative-QTOF | splash10-052f-9100000000-65a435aa127e927e1655 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside 10V, Positive-QTOF | splash10-000t-0900102620-dcf73d23fd62f79190e8 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside 20V, Positive-QTOF | splash10-0fsj-0512306920-26f1da9e0b15ba3d2320 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside 40V, Positive-QTOF | splash10-014i-0901101000-c990db4d24b97e8e41c3 | 2021-09-22 | Wishart Lab | View Spectrum |
|
---|