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(1R,2S,3S,4S,5S,12S)-12-hydroxy-4-methyl-13-methylidene-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxytetracyclo[10.2.1.01,9.03,8]pentadeca-6,8-diene-2,4-dicarboxylic acid

PubChem CID: 101288416

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Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 194.0
Hydrogen Bond Donor Count 7.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC23CC1CCC2C1CCC(CC2CCCCC2)CC1C3
Np Classifier Class Gibberellins, Secokaurane diterpenoids
Deep Smiles OC[C@H]O[C@@H]O[C@H]C=CC=C[C@][C@H][C@@H]5[C@]9C)C=O)O))))C=O)O)))CC=C)[C@@]C5)CC7))O)))))))))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 36.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level CC1CC23CC1CCC2C1CCC(OC2CCCCO2)CC1C3
Classyfire Subclass Terpene glycosides
Isotope Atom Count 0.0
Molecular Complexity 1070.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 11.0
Iupac Name (1R,2S,3S,4S,5S,12S)-12-hydroxy-4-methyl-13-methylidene-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxytetracyclo[10.2.1.01,9.03,8]pentadeca-6,8-diene-2,4-dicarboxylic acid
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp -2.2
Gsk 4 400 Rule False
Molecular Formula C25H32O11
Scaffold Graph Node Bond Level C=C1CC23CC1CCC2=C1C=CC(OC2CCCCO2)CC1C3
Inchi Key TYTGYUGSOKXRLP-XRWXVWKUSA-N
Silicos It Class Soluble
Rotatable Bond Count 5.0
Synonyms 2-o-β-glucosylgibberellenic acid
Esol Class Very soluble
Functional Groups C=C(C)C, CC(=O)O, CC(C)=C(C)C=CC, CO, CO[C@@H](C)OC
Compound Name (1R,2S,3S,4S,5S,12S)-12-hydroxy-4-methyl-13-methylidene-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxytetracyclo[10.2.1.01,9.03,8]pentadeca-6,8-diene-2,4-dicarboxylic acid
Exact Mass 508.194
Formal Charge 0.0
Monoisotopic Mass 508.194
Hydrogen Bond Acceptor Count 11.0
Molecular Weight 508.5
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 11.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C25H32O11/c1-10-7-24-9-25(10,34)6-5-12(24)11-3-4-14(23(2,22(32)33)15(11)16(24)20(30)31)36-21-19(29)18(28)17(27)13(8-26)35-21/h3-4,13-19,21,26-29,34H,1,5-9H2,2H3,(H,30,31)(H,32,33)/t13-,14+,15-,16-,17-,18+,19-,21+,23-,24+,25+/m1/s1
Smiles C[C@]1([C@H](C=CC2=C3CC[C@@]4(C[C@]3(CC4=C)[C@H]([C@@H]21)C(=O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C(=O)O
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Diterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Ipomoea Nil (Plant) Rel Props:Reference:ISBN:9788172361150