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[(1R,2R,6S,7S,8R,10S,11S,12R,16S,17R,18R)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-5-oxo-14-phenyl-16-prop-1-en-2-yl-9,13,15,19-tetraoxahexacyclo[12.4.1.01,11.02,6.08,10.012,16]nonadec-3-en-17-yl] (2E,4E)-5-phenylpenta-2,4-dienoate

PubChem CID: 5281382

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Compound Synonyms mezerein, CHEBI:6918, 34807-41-5, CHEMBL126750, SMP2_000004, C09134
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 144.0
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC(CCCCC1CCCCC1)CC1CC23CC4(C5CCCCC5)CC1C(C4)C2C1CC1CC1C(C)CCC13
Np Classifier Class Daphnane diterpenoids
Deep Smiles OC[C@]O[C@H]3[C@H][C@H]OCO[C@]6[C@H][C@@][C@@H]%12O))O)C=O)C=C5)C)))))[C@@H][C@H][C@@]8O7)C=C)C)))OC=O)/C=C/C=C/cccccc6)))))))))))))C))))cccccc6
Heavy Atom Count 48.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC(CCCCC1CCCCC1)OC1CC23OC4(C5CCCCC5)OC1C(O4)C2C1OC1CC1C(O)CCC13
Classyfire Subclass Diterpenoids
Isotope Atom Count 0.0
Molecular Complexity 1470.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 11.0
Iupac Name [(1R,2R,6S,7S,8R,10S,11S,12R,16S,17R,18R)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-5-oxo-14-phenyl-16-prop-1-en-2-yl-9,13,15,19-tetraoxahexacyclo[12.4.1.01,11.02,6.08,10.012,16]nonadec-3-en-17-yl] (2E,4E)-5-phenylpenta-2,4-dienoate
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 3.8
Gsk 4 400 Rule False
Molecular Formula C38H38O10
Scaffold Graph Node Bond Level O=C(C=CC=Cc1ccccc1)OC1CC23OC4(c5ccccc5)OC1C(O4)C2C1OC1CC1C(=O)C=CC13
Inchi Key DLEDLHFNQDHEOJ-HBJWEEFJSA-N
Silicos It Class Moderately soluble
Rotatable Bond Count 8.0
Synonyms daphnane, mezerein
Esol Class Moderately soluble
Functional Groups C=C(C)C, CC1=CCCC1=O, CO, C[C@]1(C)O[C@H]1C, c/C=C/C=C/C(=O)OC, cC1(OC)OCCO1
Compound Name [(1R,2R,6S,7S,8R,10S,11S,12R,16S,17R,18R)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-5-oxo-14-phenyl-16-prop-1-en-2-yl-9,13,15,19-tetraoxahexacyclo[12.4.1.01,11.02,6.08,10.012,16]nonadec-3-en-17-yl] (2E,4E)-5-phenylpenta-2,4-dienoate
Exact Mass 654.246
Formal Charge 0.0
Monoisotopic Mass 654.246
Hydrogen Bond Acceptor Count 10.0
Molecular Weight 654.7
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 12.0
Total Bond Stereocenter Count 2.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C38H38O10/c1-21(2)36-30(44-27(40)18-12-11-15-24-13-7-5-8-14-24)23(4)37-26-19-22(3)29(41)35(26,43)33(42)34(20-39)31(45-34)28(37)32(36)46-38(47-36,48-37)25-16-9-6-10-17-25/h5-19,23,26,28,30-33,39,42-43H,1,20H2,2-4H3/b15-11+,18-12+/t23-,26-,28+,30-,31+,32-,33-,34+,35-,36+,37+,38?/m1/s1
Smiles C[C@@H]1[C@H]([C@]2([C@H]3[C@H]4[C@]1([C@@H]5C=C(C(=O)[C@]5([C@@H]([C@@]6([C@H]4O6)CO)O)O)C)OC(O3)(O2)C7=CC=CC=C7)C(=C)C)OC(=O)/C=C/C=C/C8=CC=CC=C8
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 2.0
Egan Rule False
Np Classifier Superclass Diterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Croton Tiglium (Plant) Rel Props:Reference:ISBN:9788172360481
  • 2. Outgoing r'ship FOUND_IN to/from Daphne Oleoides (Plant) Rel Props:Reference:ISBN:9788172360481
  • 3. Outgoing r'ship FOUND_IN to/from Myrsine Africana (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/7561897