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[(1S,3R,6S,8R,11S,15R,16R)-7,7,11,16-Tetramethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

PubChem CID: 24868322

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Compound Synonyms [(1S,3R,6S,8R,11S,15R,16R)-7,7,11,16-Tetramethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate, Oryzanol B, AKOS015960555, NCGC00167975-01, AC-11646
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 55.8
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC(CCC1CCCCC1)CC1CCC23CC24CCC2CCCC2C4CCC3C1
Np Classifier Class Cycloapotirucallane triterpenoids, Cycloartane triterpenoids
Deep Smiles COccc/C=C/C=O)O[C@H]CC[C@@][C@H]C6C)C))CC[C@@][C@@]6C7)CC[C@]C6CC[C@@H]5[C@@H]CCC=C)CC)C)))))C))))))C)))))C)))))))))))))ccc6O
Heavy Atom Count 45.0
Classyfire Class Prenol lipids
Description Oryzanol b is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Oryzanol b can be found in rice, which makes oryzanol b a potential biomarker for the consumption of this food product.
Scaffold Graph Node Level OC(CCC1CCCCC1)OC1CCC23CC24CCC2CCCC2C4CCC3C1
Classyfire Subclass Triterpenoids
Isotope Atom Count 0.0
Molecular Complexity 1170.0
Database Name fooddb_chem_all;hmdb_chem_all;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 8.0
Iupac Name [(1S,3R,6S,8R,11S,15R,16R)-7,7,11,16-tetramethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
Class Prenol lipids
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 12.6
Superclass Lipids and lipid-like molecules
Subclass Triterpenoids
Gsk 4 400 Rule False
Molecular Formula C41H60O4
Scaffold Graph Node Bond Level O=C(C=Cc1ccccc1)OC1CCC23CC24CCC2CCCC2C4CCC3C1
Inchi Key ZIWPYEIAPMTNTE-WTHHACQLSA-N
Silicos It Class Poorly soluble
Rotatable Bond Count 10.0
Synonyms gamma-Oryzanol, Triacontane 3-(4-hydroxy-3-methoxyphenyl)-2-propenate, Oryzanol, oryzanol
Esol Class Insoluble
Functional Groups C=C(C)C, c/C=C/C(=O)OC, cO, cOC
Compound Name [(1S,3R,6S,8R,11S,15R,16R)-7,7,11,16-Tetramethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
Kingdom Organic compounds
Exact Mass 616.449
Formal Charge 0.0
Monoisotopic Mass 616.449
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 616.9
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 1.0
Molecular Framework Aromatic homopolycyclic compounds
Lipinski Rule Of 5 False
Inchi InChI=1S/C41H60O4/c1-26(2)27(3)10-11-28(4)30-14-16-34-38(30,7)22-23-41-25-40(41)21-19-35(37(5,6)33(40)18-20-39(34,41)8)45-36(43)17-13-29-12-15-31(42)32(24-29)44-9/h12-13,15,17,24,26,28,30,33-35,42H,3,10-11,14,16,18-23,25H2,1-2,4-9H3/b17-13+/t28-,30-,33+,34?,35+,38-,39+,40-,41+/m1/s1
Smiles C[C@H](CCC(=C)C(C)C)[C@H]1CCC2[C@@]1(CC[C@]34[C@]2(CC[C@@H]5[C@]3(C4)CC[C@@H](C5(C)C)OC(=O)/C=C/C6=CC(=C(C=C6)O)OC)C)C
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 1.0
Egan Rule False
Taxonomy Direct Parent Triterpenoids
Np Classifier Superclass Triterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Oryza Sativa (Plant) Rel Props:Source_db:fooddb_chem_all