Record Information |
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Version | 1.0 |
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Created at | 2022-05-30 16:50:18 UTC |
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Updated at | 2022-05-30 16:50:18 UTC |
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NP-MRD ID | NP0137367 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | Vaccarin |
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Description | Vaccarin belongs to the class of organic compounds known as flavonoid o-glycosides. Flavonoid O-glycosides are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone. It was first documented in 2020 (PMID: 33164368). Based on a literature review a significant number of articles have been published on Vaccarin (PMID: 34303666) (PMID: 33838291) (PMID: 33545852) (PMID: 33436257). |
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Structure | OCC1OC(OC2=CC=C(C=C2)C2=CC(=O)C3=C(O)C(C4OC(CO)C(O)C(O)C4OC4OCC(O)C(O)C4O)=C(O)C=C3O2)C(O)C(O)C1O InChI=1S/C32H38O19/c33-7-17-23(40)26(43)30(51-31-27(44)21(38)14(37)9-46-31)29(49-17)20-13(36)6-16-19(24(20)41)12(35)5-15(48-16)10-1-3-11(4-2-10)47-32-28(45)25(42)22(39)18(8-34)50-32/h1-6,14,17-18,21-23,25-34,36-45H,7-9H2 |
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Synonyms | Not Available |
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Chemical Formula | C32H38O19 |
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Average Mass | 726.6370 Da |
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Monoisotopic Mass | 726.20073 Da |
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IUPAC Name | Not Available |
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Traditional Name | Not Available |
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CAS Registry Number | Not Available |
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SMILES | OCC1OC(OC2=CC=C(C=C2)C2=CC(=O)C3=C(O)C(C4OC(CO)C(O)C(O)C4OC4OCC(O)C(O)C4O)=C(O)C=C3O2)C(O)C(O)C1O |
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InChI Identifier | InChI=1S/C32H38O19/c33-7-17-23(40)26(43)30(51-31-27(44)21(38)14(37)9-46-31)29(49-17)20-13(36)6-16-19(24(20)41)12(35)5-15(48-16)10-1-3-11(4-2-10)47-32-28(45)25(42)22(39)18(8-34)50-32/h1-6,14,17-18,21-23,25-34,36-45H,7-9H2 |
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InChI Key | GYIKGLVKALOGDP-UHFFFAOYSA-N |
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Experimental Spectra |
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| Not Available | Predicted Spectra |
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| Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
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1D NMR | 13C NMR Spectrum (1D, 25 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| Chemical Shift Submissions |
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| Not Available | Species |
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Species of Origin | Not Available |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as flavonoid o-glycosides. Flavonoid O-glycosides are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone. |
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Kingdom | Organic compounds |
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Super Class | Phenylpropanoids and polyketides |
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Class | Flavonoids |
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Sub Class | Flavonoid glycosides |
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Direct Parent | Flavonoid O-glycosides |
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Alternative Parents | |
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Substituents | - Flavonoid o-glycoside
- Flavonoid-4p-o-glycoside
- Flavonoid c-glycoside
- Hydroxyflavonoid
- 5-hydroxyflavonoid
- 7-hydroxyflavonoid
- Flavone
- Phenolic glycoside
- Fatty acyl glycoside
- Fatty acyl glycoside of mono- or disaccharide
- Alkyl glycoside
- O-glycosyl compound
- Glycosyl compound
- C-glycosyl compound
- Chromone
- Disaccharide
- 1-benzopyran
- Benzopyran
- Phenol ether
- Phenoxy compound
- 1-hydroxy-2-unsubstituted benzenoid
- 1-hydroxy-4-unsubstituted benzenoid
- Pyranone
- Monocyclic benzene moiety
- Fatty acyl
- Benzenoid
- Oxane
- Pyran
- Vinylogous acid
- Heteroaromatic compound
- Secondary alcohol
- Acetal
- Oxacycle
- Organoheterocyclic compound
- Polyol
- Dialkyl ether
- Ether
- Organic oxide
- Organic oxygen compound
- Primary alcohol
- Alcohol
- Hydrocarbon derivative
- Organooxygen compound
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | Not Available |
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Physical Properties |
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State | Not Available |
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Experimental Properties | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
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Predicted Properties | |
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General References | - Sun JN, Yu XY, Hou B, Ai M, Qi MT, Ma XY, Cai MJ, Gao M, Cai WW, Ni LL, Xu F, Zhou YT, Qiu LY: Vaccarin enhances intestinal barrier function in type 2 diabetic mice. Eur J Pharmacol. 2021 Oct 5;908:174375. doi: 10.1016/j.ejphar.2021.174375. Epub 2021 Jul 22. [PubMed:34303666 ]
- Duan H, Zhang Q, Liu J, Li R, Wang D, Peng W, Wu C: Suppression of apoptosis in vascular endothelial cell, the promising way for natural medicines to treat atherosclerosis. Pharmacol Res. 2021 Jun;168:105599. doi: 10.1016/j.phrs.2021.105599. Epub 2021 Apr 7. [PubMed:33838291 ]
- Chen Y, Wang Q, Li D, Mensah A, Qiu Y, Ke H, Wei Q: Mussel-inspired double cross-linked hydrogels with desirable mechanical properties, strong tissue-adhesiveness, self-healing properties and antibacterial properties. Mater Sci Eng C Mater Biol Appl. 2021 Jan;120:111690. doi: 10.1016/j.msec.2020.111690. Epub 2020 Nov 5. [PubMed:33545852 ]
- Chen Y, Zhang Y, Mensaha A, Li D, Wang Q, Wei Q: A plant-inspired long-lasting adhesive bilayer nanocomposite hydrogel based on redox-active Ag/Tannic acid-Cellulose nanofibers. Carbohydr Polym. 2021 Mar 1;255:117508. doi: 10.1016/j.carbpol.2020.117508. Epub 2020 Dec 15. [PubMed:33436257 ]
- Shan W, Bo-Nan L, Xin-Lin L, Jiao-Yan Y, Yong-Xin Z, Yao-Hua L, Ji S, Jing-Jing Z: [Study on quality standard of fried Vaccariae Semen standard decoction]. Zhongguo Zhong Yao Za Zhi. 2020 Sep;45(18):4398-4403. doi: 10.19540/j.cnki.cjcmm.20200602.302. [PubMed:33164368 ]
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