Record Information |
---|
Version | 5.0 |
---|
Status | Expected but not Quantified |
---|
Creation Date | 2012-09-11 17:30:44 UTC |
---|
Update Date | 2022-03-07 02:52:11 UTC |
---|
HMDB ID | HMDB0029493 |
---|
Secondary Accession Numbers | |
---|
Metabolite Identification |
---|
Common Name | Formononetin 7-(6''-malonylglucoside) |
---|
Description | Formononetin 7-(6''-malonylglucoside) belongs to the class of organic compounds known as isoflavonoid o-glycosides. These are o-glycosylated derivatives of isoflavonoids, which are natural products derived from 3-phenylchromen-4-one. Formononetin 7-(6''-malonylglucoside) has been detected, but not quantified in, several different foods, such as chickpeas (Cicer arietinum), black tea, herbs and spices, red tea, and teas (Camellia sinensis). This could make formononetin 7-(6''-malonylglucoside) a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Formononetin 7-(6''-malonylglucoside). |
---|
Structure | COC1=CC=C(C=C1)C1=COC2=CC(OC3OC(COC(=O)CC(O)=O)C(O)C(O)C3O)=CC=C2C1=O InChI=1S/C25H24O12/c1-33-13-4-2-12(3-5-13)16-10-34-17-8-14(6-7-15(17)21(16)29)36-25-24(32)23(31)22(30)18(37-25)11-35-20(28)9-19(26)27/h2-8,10,18,22-25,30-32H,9,11H2,1H3,(H,26,27) |
---|
Synonyms | Value | Source |
---|
Formononetin 7-O-(6''-malonylglucoside) | HMDB | Formononetin 7-O-glucoside-6''-malonate | HMDB | 3-oxo-3-[(3,4,5-Trihydroxy-6-{[3-(4-methoxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl)methoxy]propanoate | Generator |
|
---|
Chemical Formula | C25H24O12 |
---|
Average Molecular Weight | 516.4509 |
---|
Monoisotopic Molecular Weight | 516.126776232 |
---|
IUPAC Name | 3-oxo-3-[(3,4,5-trihydroxy-6-{[3-(4-methoxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl)methoxy]propanoic acid |
---|
Traditional Name | 3-oxo-3-[(3,4,5-trihydroxy-6-{[3-(4-methoxyphenyl)-4-oxochromen-7-yl]oxy}oxan-2-yl)methoxy]propanoic acid |
---|
CAS Registry Number | 34232-16-1 |
---|
SMILES | COC1=CC=C(C=C1)C1=COC2=CC(OC3OC(COC(=O)CC(O)=O)C(O)C(O)C3O)=CC=C2C1=O |
---|
InChI Identifier | InChI=1S/C25H24O12/c1-33-13-4-2-12(3-5-13)16-10-34-17-8-14(6-7-15(17)21(16)29)36-25-24(32)23(31)22(30)18(37-25)11-35-20(28)9-19(26)27/h2-8,10,18,22-25,30-32H,9,11H2,1H3,(H,26,27) |
---|
InChI Key | RDTAGQKYPGLCBK-UHFFFAOYSA-N |
---|
Chemical Taxonomy |
---|
Description | Belongs to the class of organic compounds known as isoflavonoid o-glycosides. These are o-glycosylated derivatives of isoflavonoids, which are natural products derived from 3-phenylchromen-4-one. |
---|
Kingdom | Organic compounds |
---|
Super Class | Phenylpropanoids and polyketides |
---|
Class | Isoflavonoids |
---|
Sub Class | Isoflavonoid O-glycosides |
---|
Direct Parent | Isoflavonoid O-glycosides |
---|
Alternative Parents | |
---|
Substituents | - Isoflavonoid o-glycoside
- Isoflavonoid-7-o-glycoside
- 4p-o-methylisoflavone
- Isoflavone
- Phenolic glycoside
- Chromone
- Glycosyl compound
- O-glycosyl compound
- Benzopyran
- 1-benzopyran
- Phenoxy compound
- Anisole
- Methoxybenzene
- Phenol ether
- Alkyl aryl ether
- Pyranone
- Monocyclic benzene moiety
- Dicarboxylic acid or derivatives
- Benzenoid
- 1,3-dicarbonyl compound
- Monosaccharide
- Pyran
- Oxane
- Heteroaromatic compound
- Carboxylic acid ester
- Secondary alcohol
- Polyol
- Organoheterocyclic compound
- Ether
- Acetal
- Oxacycle
- Carboxylic acid
- Carboxylic acid derivative
- Alcohol
- Organic oxide
- Carbonyl group
- Hydrocarbon derivative
- Organooxygen compound
- Organic oxygen compound
- Aromatic heteropolycyclic compound
|
---|
Molecular Framework | Aromatic heteropolycyclic compounds |
---|
External Descriptors | Not Available |
---|
Ontology |
---|
Physiological effect | Not Available |
---|
Disposition | |
---|
Process | Not Available |
---|
Role | Not Available |
---|
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 IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
---|
Formononetin 7-(6''-malonylglucoside),1TMS,isomer #1 | COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C)C(O)C(O)C4O)=CC=C3C2=O)C=C1 | 4529.2 | Semi standard non polar | 33892256 | Formononetin 7-(6''-malonylglucoside),1TMS,isomer #2 | COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O[Si](C)(C)C)C(O)C4O)=CC=C3C2=O)C=C1 | 4584.3 | Semi standard non polar | 33892256 | Formononetin 7-(6''-malonylglucoside),1TMS,isomer #3 | COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O)C(O[Si](C)(C)C)C4O)=CC=C3C2=O)C=C1 | 4568.3 | Semi standard non polar | 33892256 | Formononetin 7-(6''-malonylglucoside),1TMS,isomer #4 | COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O)C(O)C4O[Si](C)(C)C)=CC=C3C2=O)C=C1 | 4589.4 | Semi standard non polar | 33892256 | Formononetin 7-(6''-malonylglucoside),2TMS,isomer #1 | COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C4O)=CC=C3C2=O)C=C1 | 4386.1 | Semi standard non polar | 33892256 | Formononetin 7-(6''-malonylglucoside),2TMS,isomer #2 | COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C4O)=CC=C3C2=O)C=C1 | 4380.6 | Semi standard non polar | 33892256 | Formononetin 7-(6''-malonylglucoside),2TMS,isomer #3 | COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C)C(O)C(O)C4O[Si](C)(C)C)=CC=C3C2=O)C=C1 | 4378.5 | Semi standard non polar | 33892256 | Formononetin 7-(6''-malonylglucoside),2TMS,isomer #4 | COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O)=CC=C3C2=O)C=C1 | 4453.4 | Semi standard non polar | 33892256 | Formononetin 7-(6''-malonylglucoside),2TMS,isomer #5 | COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O[Si](C)(C)C)C(O)C4O[Si](C)(C)C)=CC=C3C2=O)C=C1 | 4479.7 | Semi standard non polar | 33892256 | Formononetin 7-(6''-malonylglucoside),2TMS,isomer #6 | COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O)C(O[Si](C)(C)C)C4O[Si](C)(C)C)=CC=C3C2=O)C=C1 | 4449.4 | Semi standard non polar | 33892256 | Formononetin 7-(6''-malonylglucoside),3TMS,isomer #1 | COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O)=CC=C3C2=O)C=C1 | 4303.6 | Semi standard non polar | 33892256 | Formononetin 7-(6''-malonylglucoside),3TMS,isomer #2 | COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C4O[Si](C)(C)C)=CC=C3C2=O)C=C1 | 4325.8 | Semi standard non polar | 33892256 | Formononetin 7-(6''-malonylglucoside),3TMS,isomer #3 | COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C4O[Si](C)(C)C)=CC=C3C2=O)C=C1 | 4295.3 | Semi standard non polar | 33892256 | Formononetin 7-(6''-malonylglucoside),3TMS,isomer #4 | COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O[Si](C)(C)C)=CC=C3C2=O)C=C1 | 4412.2 | Semi standard non polar | 33892256 | Formononetin 7-(6''-malonylglucoside),4TMS,isomer #1 | COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O[Si](C)(C)C)=CC=C3C2=O)C=C1 | 4261.2 | Semi standard non polar | 33892256 | Formononetin 7-(6''-malonylglucoside),1TBDMS,isomer #1 | COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C(C)(C)C)C(O)C(O)C4O)=CC=C3C2=O)C=C1 | 4818.2 | Semi standard non polar | 33892256 | Formononetin 7-(6''-malonylglucoside),1TBDMS,isomer #2 | COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O[Si](C)(C)C(C)(C)C)C(O)C4O)=CC=C3C2=O)C=C1 | 4866.0 | Semi standard non polar | 33892256 | Formononetin 7-(6''-malonylglucoside),1TBDMS,isomer #3 | COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O)C(O[Si](C)(C)C(C)(C)C)C4O)=CC=C3C2=O)C=C1 | 4871.6 | Semi standard non polar | 33892256 | Formononetin 7-(6''-malonylglucoside),1TBDMS,isomer #4 | COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O)C(O)C4O[Si](C)(C)C(C)(C)C)=CC=C3C2=O)C=C1 | 4872.5 | Semi standard non polar | 33892256 | Formononetin 7-(6''-malonylglucoside),2TBDMS,isomer #1 | COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C4O)=CC=C3C2=O)C=C1 | 4948.2 | Semi standard non polar | 33892256 | Formononetin 7-(6''-malonylglucoside),2TBDMS,isomer #2 | COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C4O)=CC=C3C2=O)C=C1 | 4933.4 | Semi standard non polar | 33892256 | Formononetin 7-(6''-malonylglucoside),2TBDMS,isomer #3 | COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C(C)(C)C)C(O)C(O)C4O[Si](C)(C)C(C)(C)C)=CC=C3C2=O)C=C1 | 4938.9 | Semi standard non polar | 33892256 | Formononetin 7-(6''-malonylglucoside),2TBDMS,isomer #4 | COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C4O)=CC=C3C2=O)C=C1 | 5001.4 | Semi standard non polar | 33892256 | Formononetin 7-(6''-malonylglucoside),2TBDMS,isomer #5 | COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O[Si](C)(C)C(C)(C)C)C(O)C4O[Si](C)(C)C(C)(C)C)=CC=C3C2=O)C=C1 | 5013.6 | Semi standard non polar | 33892256 | Formononetin 7-(6''-malonylglucoside),2TBDMS,isomer #6 | COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)=CC=C3C2=O)C=C1 | 4991.1 | Semi standard non polar | 33892256 | Formononetin 7-(6''-malonylglucoside),3TBDMS,isomer #1 | COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C4O)=CC=C3C2=O)C=C1 | 5059.1 | Semi standard non polar | 33892256 | Formononetin 7-(6''-malonylglucoside),3TBDMS,isomer #2 | COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C4O[Si](C)(C)C(C)(C)C)=CC=C3C2=O)C=C1 | 5093.8 | Semi standard non polar | 33892256 | Formononetin 7-(6''-malonylglucoside),3TBDMS,isomer #3 | COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)=CC=C3C2=O)C=C1 | 5057.9 | Semi standard non polar | 33892256 | Formononetin 7-(6''-malonylglucoside),3TBDMS,isomer #4 | COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)=CC=C3C2=O)C=C1 | 5145.5 | Semi standard non polar | 33892256 |
|
---|
| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted GC-MS | Predicted GC-MS Spectrum - Formononetin 7-(6''-malonylglucoside) GC-MS (Non-derivatized) - 70eV, Positive | splash10-000b-9333500000-c57efcd457e0b204f3b6 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Formononetin 7-(6''-malonylglucoside) GC-MS (2 TMS) - 70eV, Positive | splash10-0072-9525417000-928614684c91bda5acbd | 2017-10-06 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Experimental LC-MS/MS | LC-MS/MS Spectrum - Formononetin 7-(6''-malonylglucoside) 6V, Positive-QTOF | splash10-014i-0290030000-d317486b73cac242c290 | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Formononetin 7-(6''-malonylglucoside) 6V, Positive-QTOF | splash10-014i-0090020000-87a0cb1abab493c85f9a | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Formononetin 7-(6''-malonylglucoside) 6V, Positive-QTOF | splash10-014i-0090000000-227e7fe04171a434997f | 2021-09-20 | HMDB team, MONA | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Formononetin 7-(6''-malonylglucoside) 10V, Positive-QTOF | splash10-014i-2080920000-670dc6d8d89519b8ecf9 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Formononetin 7-(6''-malonylglucoside) 20V, Positive-QTOF | splash10-014i-1090100000-89a6cbc718c1002f8fbe | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Formononetin 7-(6''-malonylglucoside) 40V, Positive-QTOF | splash10-014i-2390000000-8b0c4b04a7399e2dfdba | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Formononetin 7-(6''-malonylglucoside) 10V, Negative-QTOF | splash10-0gc0-9761640000-d64b35fc32fad848d43e | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Formononetin 7-(6''-malonylglucoside) 20V, Negative-QTOF | splash10-0gb9-7590300000-8ea4a05023f7e65f1380 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Formononetin 7-(6''-malonylglucoside) 40V, Negative-QTOF | splash10-0159-5490000000-943e37208cd1ae649058 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Formononetin 7-(6''-malonylglucoside) 10V, Positive-QTOF | splash10-014i-0090120000-23f8d64381714d061d12 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Formononetin 7-(6''-malonylglucoside) 20V, Positive-QTOF | splash10-014i-0090000000-bfbf6980bd4079612de6 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Formononetin 7-(6''-malonylglucoside) 40V, Positive-QTOF | splash10-01b9-5595200000-a0fc5cb65e88053f9368 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Formononetin 7-(6''-malonylglucoside) 10V, Negative-QTOF | splash10-014i-0090300000-0521367064b2d588a166 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Formononetin 7-(6''-malonylglucoside) 20V, Negative-QTOF | splash10-014i-3091700000-33b09f67dae1da518403 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Formononetin 7-(6''-malonylglucoside) 40V, Negative-QTOF | splash10-014l-4190000000-ba8d7bba7588eaf7b1c5 | 2021-09-24 | Wishart Lab | View Spectrum |
|
---|