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3-[(1S,2S,6S)-2-[2-[(1S,4aR,6S,8aR)-5,5,8a-trimethyl-2-methylidene-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-1,3-dimethyl-6-prop-1-en-2-ylcyclohex-3-en-1-yl]propanoic acid

PubChem CID: 21634997

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Compound Synonyms SCHEMBL9618340
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 137.0
Hydrogen Bond Donor Count 5.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCC2CC(CC3CCCCC3)CCC2C1CCC1CCCCC1
Np Classifier Class Onocerane triterpenoids
Deep Smiles OC[C@H]O[C@@H]O[C@H]CC[C@][C@H]C6C)C))CCC=C)[C@@H]6CC[C@H]C=CC[C@H][C@]6C)CCC=O)O)))))C=C)C)))))C))))))))))C))))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 44.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level CC1CCC2CC(OC3CCCCO3)CCC2C1CCC1CCCCC1
Classyfire Subclass Terpene glycosides
Isotope Atom Count 0.0
Molecular Complexity 1110.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 12.0
Iupac Name 3-[(1S,2S,6S)-2-[2-[(1S,4aR,6S,8aR)-5,5,8a-trimethyl-2-methylidene-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-1,3-dimethyl-6-prop-1-en-2-ylcyclohex-3-en-1-yl]propanoic acid
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 5.7
Gsk 4 400 Rule False
Molecular Formula C36H58O8
Scaffold Graph Node Bond Level C=C1CCC2CC(OC3CCCCO3)CCC2C1CCC1C=CCCC1
Inchi Key LESZSAQXPRFCAF-LMHKROJUSA-N
Silicos It Class Moderately soluble
Rotatable Bond Count 10.0
Synonyms lansinoside b, lansioside b
Esol Class Poorly soluble
Functional Groups C=C(C)C, CC(=O)O, CC=C(C)C, CO, CO[C@@H](C)OC
Compound Name 3-[(1S,2S,6S)-2-[2-[(1S,4aR,6S,8aR)-5,5,8a-trimethyl-2-methylidene-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-1,3-dimethyl-6-prop-1-en-2-ylcyclohex-3-en-1-yl]propanoic acid
Exact Mass 618.413
Formal Charge 0.0
Monoisotopic Mass 618.413
Hydrogen Bond Acceptor Count 8.0
Molecular Weight 618.8
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/C36H58O8/c1-20(2)23-11-9-21(3)24(35(23,7)18-16-29(38)39)12-13-25-22(4)10-14-27-34(5,6)28(15-17-36(25,27)8)44-33-32(42)31(41)30(40)26(19-37)43-33/h9,23-28,30-33,37,40-42H,1,4,10-19H2,2-3,5-8H3,(H,38,39)/t23-,24-,25-,26+,27-,28-,30+,31-,32+,33-,35-,36+/m0/s1
Smiles CC1=CC[C@H]([C@]([C@H]1CC[C@H]2C(=C)CC[C@@H]3[C@@]2(CC[C@@H](C3(C)C)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C)(C)CCC(=O)O)C(=C)C
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Triterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Lansium Parasiticum (Plant) Rel Props:Reference:ISBN:9780387706375; ISBN:9788172362461; ISBN:9788185042114