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(1S,2S,4S,5R,10R,11S,13S,14R,15R,18S)-15-[(1S)-1-[(1S,4R,6S)-1,6-dimethyl-2-oxo-3,7-dioxabicyclo[4.1.0]heptan-4-yl]ethyl]-5,13-dihydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadec-7-en-9-one

PubChem CID: 21607604

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Compound Synonyms Daturalactone, 41093-93-0, NSC-285115, QM6DR6JWV2, DTXSID201109409, BRN5671470, (2S,3S)-3-[(2R,3S)-3-[(1S,2R,4R,5R,10R,11R,14R,15R,18S)-5,13-dihydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadeca-6,8,12-trien-15-yl]-2-hydroxybutyl]-2,3-dimethyloxirane-2-carboxylic acid, Ergost-2-en-26-oic acid, 6,7:24,25-diepoxy-5,12,22-trihydroxy-1-oxo-, delta-lactone, (5alpha,6alpha,7alpha,12alpha,22R,24S,25S)-, Ergost-2-en-26-oic acid, 6,7:24,25-diepoxy-5,12,22-trihydroxy-1-oxo-, I -lactone, (5I+/-,6I+/-,7I+/-,12I+/-,22R,24S,25S)-
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 109.0
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC(CC2CCC3C2CCC2C4C(C)CCCC4C4CC4C32)CC2CC12
Np Classifier Class Ergostane steroids
Deep Smiles C[C@@H][C@H]CC[C@@H][C@]5C)[C@@H]O)C[C@H][C@H]6[C@@H]O[C@@H]3[C@@][C@]7C)C=O)C=CC6)))))O))))))))))))))[C@@H]OC=O)[C@@][C@@]C6)C)O3))C
Heavy Atom Count 35.0
Classyfire Class Steroids and steroid derivatives
Scaffold Graph Node Level OC1CCCC2C3OC3C3C4CCC(CC5CC6OC6C(O)O5)C4CCC3C12
Classyfire Subclass Steroid lactones
Isotope Atom Count 0.0
Molecular Complexity 1060.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 14.0
Iupac Name (1S,2S,4S,5R,10R,11S,13S,14R,15R,18S)-15-[(1S)-1-[(1S,4R,6S)-1,6-dimethyl-2-oxo-3,7-dioxabicyclo[4.1.0]heptan-4-yl]ethyl]-5,13-dihydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadec-7-en-9-one
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 2.7
Gsk 4 400 Rule False
Molecular Formula C28H38O7
Scaffold Graph Node Bond Level O=C1OC(CC2CCC3C2CCC2C4C(=O)C=CCC4C4OC4C32)CC2OC12
Inchi Key UZLXIIADBIXQHY-JNUSPZCGSA-N
Silicos It Class Soluble
Rotatable Bond Count 2.0
Synonyms daturalactone
Esol Class Moderately soluble
Functional Groups CC=CC(C)=O, CO, C[C@@H]1O[C@@H]1C, C[C@]12CCOC(=O)[C@@]1(C)O2
Compound Name (1S,2S,4S,5R,10R,11S,13S,14R,15R,18S)-15-[(1S)-1-[(1S,4R,6S)-1,6-dimethyl-2-oxo-3,7-dioxabicyclo[4.1.0]heptan-4-yl]ethyl]-5,13-dihydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadec-7-en-9-one
Exact Mass 486.262
Formal Charge 0.0
Monoisotopic Mass 486.262
Hydrogen Bond Acceptor Count 7.0
Molecular Weight 486.6
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 14.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C28H38O7/c1-13(17-12-24(2)27(5,35-24)23(31)33-17)14-8-9-15-20-16(11-19(30)25(14,15)3)26(4)18(29)7-6-10-28(26,32)22-21(20)34-22/h6-7,13-17,19-22,30,32H,8-12H2,1-5H3/t13-,14+,15-,16-,17+,19-,20-,21-,22-,24-,25+,26-,27+,28-/m0/s1
Smiles C[C@@H]([C@H]1CC[C@@H]2[C@@]1([C@H](C[C@H]3[C@H]2[C@H]4[C@H](O4)[C@@]5([C@@]3(C(=O)C=CC5)C)O)O)C)[C@H]6C[C@]7([C@](O7)(C(=O)O6)C)C
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Steroids

  • 1. Outgoing r'ship FOUND_IN to/from Datura Quercifolia (Plant) Rel Props:Reference:ISBN:9788172360481; ISBN:9788185042084
  • 2. Outgoing r'ship FOUND_IN to/from Datura Stramonium (Plant) Rel Props:Reference:ISBN:9788172360481; ISBN:9788172361150