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(1S,4aS,7S,7aS)-1-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-3-(4-hydroxybenzoyl)oxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-7-hydroxy-7-methyl-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylic acid

PubChem CID: 16655052

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Compound Synonyms (1S,4aS,7S,7aS)-1-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-3-(4-hydroxybenzoyl)oxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-7-hydroxy-7-methyl-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylic acid, CHEMBL239350, (1S,4aS,7S,7aS)-1-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-3-(4-hydroxybenzoyl)oxy-6-(hydroxymethyl)oxan-2-yl]oxy-7-hydroxy-7-methyl-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylic acid, Cyclopenta[c]pyran-4-carboxylic acid, 1,4a,5,6,7,7a-hexahydro-7-hydroxy-1-[[2-O-(4-hydroxybenzoyl)-b-L-glucopyranosyl]oxy]-7-methyl-, (1S,4aS,7S,7aS)-
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 192.0
Hydrogen Bond Donor Count 6.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC(CC1CCCCC1CC1CCCC2CCCC21)C1CCCCC1
Np Classifier Class Iridoids monoterpenoids
Deep Smiles OC[C@@H]O[C@H]O[C@@H]OC=C[C@@H][C@H]6[C@@]C)O)CC5)))))C=O)O)))))))[C@H][C@@H][C@H]6O))O))OC=O)cccccc6))O
Heavy Atom Count 35.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC(OC1CCCOC1OC1OCCC2CCCC21)C1CCCCC1
Classyfire Subclass Terpene glycosides
Isotope Atom Count 0.0
Molecular Complexity 823.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 9.0
Iupac Name (1S,4aS,7S,7aS)-1-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-3-(4-hydroxybenzoyl)oxy-6-(hydroxymethyl)oxan-2-yl]oxy-7-hydroxy-7-methyl-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylic acid
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp -0.1
Gsk 4 400 Rule False
Molecular Formula C23H28O12
Scaffold Graph Node Bond Level O=C(OC1CCCOC1OC1OC=CC2CCCC21)c1ccccc1
Prediction Swissadme 0.0
Inchi Key RFCSGMIUBXUYSE-VQIZJOCYSA-N
Silicos It Class Soluble
Fcsp3 0.5652173913043478
Logs -2.26
Rotatable Bond Count 7.0
Logd 0.01
Synonyms 2-p-hydroxybenzoyl mussaenosidic acid, 2’-p-hydroxybenzoylmussaenosidic acid
Esol Class Soluble
Functional Groups CO, CO[C@@H](C)O[C@H]1CCC(C(=O)O)=CO1, cC(=O)OC, cO
Compound Name (1S,4aS,7S,7aS)-1-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-3-(4-hydroxybenzoyl)oxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-7-hydroxy-7-methyl-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylic acid
Prediction Hob Swissadme 0.0
Exact Mass 496.158
Formal Charge 0.0
Monoisotopic Mass 496.158
Hydrogen Bond Acceptor Count 12.0
Molecular Weight 496.5
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Esol -2.526240142857144
Inchi InChI=1S/C23H28O12/c1-23(31)7-6-12-13(19(28)29)9-32-21(15(12)23)35-22-18(17(27)16(26)14(8-24)33-22)34-20(30)10-2-4-11(25)5-3-10/h2-5,9,12,14-18,21-22,24-27,31H,6-8H2,1H3,(H,28,29)/t12-,14+,15-,16+,17-,18+,21+,22-,23+/m1/s1
Smiles C[C@@]1(CC[C@H]2[C@@H]1[C@@H](OC=C2C(=O)O)O[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)CO)O)O)OC(=O)C4=CC=C(C=C4)O)O
Nring 4.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Monoterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Vitex Negundo (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Vitex Rotundifolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Vitex Trifolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all