1-O-Sinapoyl-beta-D-glucose
PubChem CID: 5280406
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| Compound Synonyms | 1-O-Sinapoyl-beta-D-glucose, 1-O-Sinapoyl beta-D-glucoside, 78185-48-5, [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate, (2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl beta-D-glucopyranoside, 1-o-sinapoyl-beta-glucose, CHEBI:16546, DTXSID001316965, 1-O-(trans-sinapoyl)-beta-D-glucose, 1-O-[(2E)-sinapoyl]-beta-D-glucose, FS171725, 1-O-[(E)-sinapoyl]-beta-D-glucopyranose, 1-O-[(2E)-sinapoyl]-beta-D-glucopyranose, C01175, Q27101966, (2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl 3-(4-hydroxy-3,5-dimethoxyphenyl)acrylate |
|---|---|
| Ghose Rule | False |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 155.0 |
| Hydrogen Bond Donor Count | 5.0 |
| Pfizer 3 75 Rule | True |
| Scaffold Graph Level | CC(CCC1CCCCC1)CC1CCCCC1 |
| Np Classifier Class | Cinnamic acids and derivatives |
| Deep Smiles | OC[C@H]O[C@@H]OC=O)/C=C/cccOC))ccc6)OC)))O)))))))))[C@@H][C@H][C@@H]6O))O))O |
| Heavy Atom Count | 27.0 |
| Classyfire Class | Cinnamic acids and derivatives |
| Description | 1-o-sinapoyl-beta-d-glucose is a member of the class of compounds known as hydroxycinnamic acid glycosides. Hydroxycinnamic acid glycosides are glycosylated hydoxycinnamic acids derivatives. 1-o-sinapoyl-beta-d-glucose is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 1-o-sinapoyl-beta-d-glucose can be found in a number of food items such as white cabbage, corn, common pea, and cabbage, which makes 1-o-sinapoyl-beta-d-glucose a potential biomarker for the consumption of these food products. |
| Scaffold Graph Node Level | OC(CCC1CCCCC1)OC1CCCCO1 |
| Classyfire Subclass | Hydroxycinnamic acids and derivatives |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 498.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;imppat_phytochem;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 5.0 |
| Iupac Name | [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate |
| Prediction Hob | 0.0 |
| Veber Rule | False |
| Classyfire Superclass | Phenylpropanoids and polyketides |
| Xlogp | -0.3 |
| Gsk 4 400 Rule | True |
| Molecular Formula | C17H22O10 |
| Scaffold Graph Node Bond Level | O=C(C=Cc1ccccc1)OC1CCCCO1 |
| Prediction Swissadme | 0.0 |
| Inchi Key | XRKBRPFTFKKHEF-DGDBGZAXSA-N |
| Silicos It Class | Soluble |
| Fcsp3 | 0.4705882352941176 |
| Logs | -1.248 |
| Rotatable Bond Count | 7.0 |
| Logd | -0.077 |
| Synonyms | 1-O-Sinapoyl beta-D-glucoside, 1-O-Sinapoyl-beta-D-glucose, 1-o-sinapoyl-beta-d-glucose, beta-d-glucopyranosyl ester-(e)-sinapic acid, trans-sinapic acid glucoside |
| Esol Class | Very soluble |
| Functional Groups | CO, c/C=C/C(=O)O[C@@H](C)OC, cO, cOC |
| Compound Name | 1-O-Sinapoyl-beta-D-glucose |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 386.121 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 386.121 |
| Hydrogen Bond Acceptor Count | 10.0 |
| Molecular Weight | 386.3 |
| Gi Absorption | False |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 5.0 |
| Total Bond Stereocenter Count | 1.0 |
| Lipinski Rule Of 5 | True |
| Esol | -1.7236330444444452 |
| Inchi | InChI=1S/C17H22O10/c1-24-9-5-8(6-10(25-2)13(9)20)3-4-12(19)27-17-16(23)15(22)14(21)11(7-18)26-17/h3-6,11,14-18,20-23H,7H2,1-2H3/b4-3+/t11-,14-,15+,16-,17+/m1/s1 |
| Smiles | COC1=CC(=CC(=C1O)OC)/C=C/C(=O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O |
| Nring | 2.0 |
| Np Classifier Biosynthetic Pathway | Shikimates and Phenylpropanoids |
| Defined Bond Stereocenter Count | 1.0 |
| Egan Rule | False |
| Np Classifier Superclass | Phenylpropanoids (C6-C3) |
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