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(1S,2S,4S,4aS,5R,8aS)-1-[(2S)-2-(furan-3-yl)-2-hydroxyethyl]-2,5-dihydroxy-5-methoxycarbonyl-1,4a-dimethyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,6,7,8,8a-hexahydronaphthalene-2-carboxylic acid

PubChem CID: 162921838

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Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 237.0
Hydrogen Bond Donor Count 8.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CCC(CC2CCC(CCC3CCCC3)C3CCCCC23)CC1
Np Classifier Class Colensane and Clerodane diterpenoids
Deep Smiles OC[C@H]O[C@@H]O[C@H]C[C@@]O)C=O)O))[C@@][C@H][C@]6C)[C@]O)CCC6)))C=O)OC))))))C)C[C@@H]cccoc5)))))O))))))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 41.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level C1CCC(OC2CCC(CCC3CCOC3)C3CCCCC23)OC1
Classyfire Subclass Terpene glycosides
Isotope Atom Count 0.0
Molecular Complexity 980.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 12.0
Iupac Name (1S,2S,4S,4aS,5R,8aS)-1-[(2S)-2-(furan-3-yl)-2-hydroxyethyl]-2,5-dihydroxy-5-methoxycarbonyl-1,4a-dimethyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,6,7,8,8a-hexahydronaphthalene-2-carboxylic acid
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp -1.1
Gsk 4 400 Rule False
Molecular Formula C27H40O14
Scaffold Graph Node Bond Level c1cc(CCC2CCC(OC3CCCCO3)C3CCCCC23)co1
Inchi Key QHRCDTOIELUASN-SLNGYGRDSA-N
Silicos It Class Soluble
Rotatable Bond Count 9.0
Synonyms amritoside
Esol Class Soluble
Functional Groups CC(=O)O, CO, COC(C)=O, CO[C@@H](C)OC, coc
Compound Name (1S,2S,4S,4aS,5R,8aS)-1-[(2S)-2-(furan-3-yl)-2-hydroxyethyl]-2,5-dihydroxy-5-methoxycarbonyl-1,4a-dimethyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,6,7,8,8a-hexahydronaphthalene-2-carboxylic acid
Exact Mass 588.242
Formal Charge 0.0
Monoisotopic Mass 588.242
Hydrogen Bond Acceptor Count 14.0
Molecular Weight 588.6
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 12.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C27H40O14/c1-24(9-14(29)13-6-8-39-12-13)16-5-4-7-26(36,23(35)38-3)25(16,2)17(10-27(24,37)22(33)34)41-21-20(32)19(31)18(30)15(11-28)40-21/h6,8,12,14-21,28-32,36-37H,4-5,7,9-11H2,1-3H3,(H,33,34)/t14-,15+,16-,17-,18+,19-,20+,21-,24-,25-,26-,27+/m0/s1
Smiles C[C@@]1([C@@H]2CCC[C@@]([C@@]2([C@H](C[C@]1(C(=O)O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C)(C(=O)OC)O)C[C@@H](C4=COC=C4)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 Psidium Guajava (Plant) Rel Props:Reference:ISBN:9788171360536