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Eugenyl glucoside

PubChem CID: 3084296

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Compound Synonyms Eugenyl glucoside, Citrusin C, 18604-50-7, UNII-TF6DX3Y0J8, TF6DX3Y0J8, (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(2-methoxy-4-prop-2-enylphenoxy)oxane-3,4,5-triol, beta-D-Glucopyranoside, 2-methoxy-4-(2-propenyl)phenyl, CHEMBL463487, eugenol O-beta-d-glucopyranoside, Eugenol glucoside, Citrusin, eugenol beta-glucoside, EUGENYL GLUCOSIDE TH, eugenyl beta-D-glucopyranoside, SCHEMBL3613061, eugenyl-O-beta-D-glucopyranoside, DTXSID201318555, BDBM50379287, HY-N12517, AKOS040735496, FS-8488, NCGC00385694-01, XE182726, EUGENYL O-.BETA.-D-GLUCOPYRANOSIDE, CS-0927894, NS00125884, EUGENYL .BETA.-D-GLUCOPYRANOSIDEPHENYL, Q27289939, 2-Methoxy-4-(2-propen-1-yl)phenyl-O-?-D-glucopyranoside, GLUCOPYRANOSIDE, 4-ALLYL-2-METHOXYPHENYL, .BETA.-D-, .BETA.-D-GLUCOPYRANOSIDE, 2-METHOXY-4-(2-PROPENYL)PHENYL, (2S,3R,4S,5S,6R)-2-(4-Allyl-2-methoxyphenoxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 109.0
Hydrogen Bond Donor Count 4.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CCC(CC2CCCCC2)CC1
Np Classifier Class Cinnamic acids and derivatives
Deep Smiles C=CCcccccc6)OC)))O[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O
Heavy Atom Count 23.0
Classyfire Class Organooxygen compounds
Description Eugenyl glucoside, also known as eugenyl beta-D-glucopyranoside, is a member of the class of compounds known as phenolic glycosides. Phenolic glycosides are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Eugenyl glucoside is soluble (in water) and a very weakly acidic compound (based on its pKa). Eugenyl glucoside can be found in lemon balm, which makes eugenyl glucoside a potential biomarker for the consumption of this food product.
Scaffold Graph Node Level C1CCC(OC2CCCCO2)CC1
Classyfire Subclass Carbohydrates and carbohydrate conjugates
Isotope Atom Count 0.0
Molecular Complexity 377.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 5.0
Uniprot Id P07943
Iupac Name (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(2-methoxy-4-prop-2-enylphenoxy)oxane-3,4,5-triol
Prediction Hob 1.0
Class Organooxygen compounds
Veber Rule True
Classyfire Superclass Organic oxygen compounds
Xlogp 0.0
Superclass Organic oxygen compounds
Subclass Carbohydrates and carbohydrate conjugates
Gsk 4 400 Rule True
Molecular Formula C16H22O7
Scaffold Graph Node Bond Level c1ccc(OC2CCCCO2)cc1
Prediction Swissadme 1.0
Inchi Key VADSVXSGIFBZLI-IBEHDNSVSA-N
Silicos It Class Soluble
Fcsp3 0.5
Logs -1.731
Rotatable Bond Count 6.0
Logd 0.511
Synonyms Eugenyl Beta-D-glucopyranoside, Eugenyl b-D-glucopyranoside, Eugenyl β-D-glucopyranoside, citrusin c, eugenol glucoside, eugenyl glucoside
Esol Class Very soluble
Functional Groups C=CC, CO, cOC, cO[C@@H](C)OC
Compound Name Eugenyl glucoside
Kingdom Organic compounds
Prediction Hob Swissadme 1.0
Exact Mass 326.137
Formal Charge 0.0
Monoisotopic Mass 326.137
Hydrogen Bond Acceptor Count 7.0
Molecular Weight 326.34
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteromonocyclic compounds
Lipinski Rule Of 5 True
Esol -1.679282478260869
Inchi InChI=1S/C16H22O7/c1-3-4-9-5-6-10(11(7-9)21-2)22-16-15(20)14(19)13(18)12(8-17)23-16/h3,5-7,12-20H,1,4,8H2,2H3/t12-,13-,14+,15-,16-/m1/s1
Smiles COC1=C(C=CC(=C1)CC=C)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 0.0
Egan Rule True
Taxonomy Direct Parent Phenolic glycosides
Np Classifier Superclass Phenylpropanoids (C6-C3)

  • 1. Outgoing r'ship FOUND_IN to/from Aconitum Leucostomum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Agastache Rugosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Apollonias Barbujana (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Aquilegia Ecalcarata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
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  • 13. Outgoing r'ship FOUND_IN to/from Citrus Japonica (Plant) Rel Props:Reference:ISBN:9788172362300; ISBN:9788185042138
  • 14. Outgoing r'ship FOUND_IN to/from Citrus Limon (Plant) Rel Props:Reference:ISBN:9788185042145
  • 15. Outgoing r'ship FOUND_IN to/from Citrus Reticulata (Plant) Rel Props:Reference:ISBN:9788185042145
  • 16. Outgoing r'ship FOUND_IN to/from Dipterocarpus Dyeri (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
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  • 35. Outgoing r'ship FOUND_IN to/from Pluchea Indica (Plant) Rel Props:Reference:ISBN:9788172361792
  • 36. Outgoing r'ship FOUND_IN to/from Prunus Mume (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 37. Outgoing r'ship FOUND_IN to/from Raukaua Simplex (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
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  • 39. Outgoing r'ship FOUND_IN to/from Sedum Sarmentosum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 40. Outgoing r'ship FOUND_IN to/from Thymus Vulgaris (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 41. Outgoing r'ship FOUND_IN to/from Veronica Chamaedrys (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 42. Outgoing r'ship FOUND_IN to/from Vitex Agnus-Castus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all