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Vanilloloside

PubChem CID: 44577222

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Compound Synonyms vanilloloside, 74950-96-2, UU9VCO3B28, Glucovanillyl alcohol, CHEBI:68967, Vanillyl alcohol 4-o-beta-D-glucopyranoside, beta-D-Glucopyranoside, 4-(hydroxymethyl)-2-methoxyphenyl, UNII-UU9VCO3B28, (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-(hydroxymethyl)-2-methoxyphenoxy]oxane-3,4,5-triol, (2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-(4-(hydroxymethyl)-2-methoxy-phenoxy)tetrahydropyran-3,4,5-triol, 4-(Hydroxymethyl)-2-methoxyphenyl beta-D-glucopyranoside, Compound NP-002611, CHEMBL468568, SCHEMBL15345361, SIMPNXWTAVEOTO-RKQHYHRCSA-N, DTXSID401317658, BDBM50608223, AKOS040739948, NCGC00385285-01, 4-(beta-D-glucopyranosyloxy)-3-methoxybenzyl alcohol, Q27137319, VANILLYL ALCOHOL 4-O-.BETA.-D-GLUCOPYRANOSIDE, .BETA.-D-GLUCOPYRANOSIDE, 4-(HYDROXYMETHYL)-2-METHOXYPHENYL, 4-(HYDROXYMETHYL)-2-METHOXYPHENYL .BETA.-D-GLUCOPYRANOSIDE, NCGC00385285-01_C14H20O8_beta-D-Glucopyranoside, 4-(hydroxymethyl)-2-methoxyphenyl, (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-(hydroxymethyl)-2-methoxyphenoxy)tetrahydro-2H-pyran-3,4,5-triol
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 129.0
Hydrogen Bond Donor Count 5.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CCC(CC2CCCCC2)CC1
Deep Smiles OC[C@H]O[C@@H]Occcccc6OC))))CO)))))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 22.0
Classyfire Class Organooxygen compounds
Scaffold Graph Node Level C1CCC(OC2CCCCO2)CC1
Classyfire Subclass Carbohydrates and carbohydrate conjugates
Isotope Atom Count 0.0
Molecular Complexity 341.0
Database Name cmaup_ingredients;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 5.0
Uniprot Id P35354
Iupac Name (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-(hydroxymethyl)-2-methoxyphenoxy]oxane-3,4,5-triol
Prediction Hob 1.0
Class Organooxygen compounds
Veber Rule True
Classyfire Superclass Organic oxygen compounds
Xlogp -1.9
Superclass Organic oxygen compounds
Subclass Carbohydrates and carbohydrate conjugates
Gsk 4 400 Rule True
Molecular Formula C14H20O8
Scaffold Graph Node Bond Level c1ccc(OC2CCCCO2)cc1
Prediction Swissadme 0.0
Inchi Key SIMPNXWTAVEOTO-RKQHYHRCSA-N
Silicos It Class Soluble
Fcsp3 0.5714285714285714
Logs -0.83
Rotatable Bond Count 5.0
State Solid
Logd -0.859
Synonyms 4-(Hydroxymethyl)-2-methoxyphenyl beta-D-glucopyranoside, 4-(Hydroxymethyl)-2-methoxyphenyl β-D-glucopyranoside, Vanillyl alcohol 4-O-beta-D-glucopyranoside, Vanillyl alcohol 4-O-β-D-glucopyranoside, vanilloloside
Esol Class Very soluble
Functional Groups CO, cOC, cO[C@@H](C)OC
Compound Name Vanilloloside
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 316.116
Formal Charge 0.0
Monoisotopic Mass 316.116
Hydrogen Bond Acceptor Count 8.0
Molecular Weight 316.3
Gi Absorption False
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 -0.45701538181818213
Inchi InChI=1S/C14H20O8/c1-20-9-4-7(5-15)2-3-8(9)21-14-13(19)12(18)11(17)10(6-16)22-14/h2-4,10-19H,5-6H2,1H3/t10-,11-,12+,13-,14-/m1/s1
Smiles COC1=C(C=CC(=C1)CO)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 False
Taxonomy Direct Parent Phenolic glycosides

  • 1. Outgoing r'ship FOUND_IN to/from Acer Saccharum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Banisteriopsis Caapi (Plant) Rel Props:Source_db:npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Cremastra Appendiculata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Dendrobium Moniliforme (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Epimedium Wushanense (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Garcinia Purpurea (Plant) Rel Props:Source_db:npass_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Hymenocallis Littoralis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 8. Outgoing r'ship FOUND_IN to/from Nelumbo Nucifera (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/20118551
  • 9. Outgoing r'ship FOUND_IN to/from Phellodendron Amurense (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 10. Outgoing r'ship FOUND_IN to/from Phellodendron Chinense (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 11. Outgoing r'ship FOUND_IN to/from Phellodendron Chinese (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 12. Outgoing r'ship FOUND_IN to/from Pleione Bulbocodioides (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 13. Outgoing r'ship FOUND_IN to/from Pleione Yunnanensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 14. Outgoing r'ship FOUND_IN to/from Prunus Persica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 15. Outgoing r'ship FOUND_IN to/from Scopolia Parviflora (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all