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(3aR,3bR,4R,5S,7aS,8R,8aR)-3a,4,5,6,7,7a,8,8a-Octahydro-3a,4,7a,8a-tetrahydroxy-3,5,8-trimethyl-2-(1-methylethyl)-1H-3b,8-(epoxyethano)cyclopent(a)inden-10-one

PubChem CID: 11783510

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Compound Synonyms 65230-04-8, (3aR,3bR,4R,5S,7aS,8R,8aR)-3a,4,5,6,7,7a,8,8a-Octahydro-3a,4,7a,8a-tetrahydroxy-3,5,8-trimethyl-2-(1-methylethyl)-1H-3b,8-(epoxyethano)cyclopent[a]inden-10-one, (3aR,3bR,4R,5S,7aS,8R,8aR)-3a,4,5,6,7,7a,8,8a-Octahydro-3a,4,7a,8a-tetrahydroxy-3,5,8-trimethyl-2-(1-methylethyl)-1H-3b,8-(epoxyethano)cyclopent(a)inden-10-one, DTXSID201099709
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 107.0
Hydrogen Bond Donor Count 4.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC2C3CCCC3C3(CCCCC23)C1
Deep Smiles O=CO[C@][C@H]O)[C@@H]C)CC[C@@]6[C@@]C%10)C)[C@][C@]9O)C=CC5)CC)C)))C)))O)))O
Heavy Atom Count 26.0
Classyfire Class Prenol lipids
Description Isolated from Cinnamomum cassia (Chinese cinnamon). Anhydrocinnzeylanol is found in chinese cinnamon and herbs and spices.
Scaffold Graph Node Level OC1CC2C3CCCC3C3(CCCCC23)O1
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 730.0
Database Name cmaup_ingredients;fooddb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 7.0
Iupac Name (1R,2R,6R,7R,8S,11S,12R)-2,6,8,12-tetrahydroxy-3,7,11-trimethyl-4-propan-2-yl-13-oxatetracyclo[5.5.3.01,8.02,6]pentadec-3-en-14-one
Prediction Hob 0.0
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp -0.3
Gsk 4 400 Rule True
Molecular Formula C20H30O6
Scaffold Graph Node Bond Level O=C1CC2C3CC=CC3C3(CCCCC23)O1
Prediction Swissadme 1.0
Inchi Key JFDHTDLZWVKRQT-KGRJDOQESA-N
Silicos It Class Soluble
Fcsp3 0.85
Logs -3.883
Rotatable Bond Count 1.0
Logd 0.623
Synonyms Anhydrocinnzeylanol, anhydrocinnzeylanol
Esol Class Very soluble
Functional Groups CC(=O)OC, CC(C)=C(C)C, CO
Compound Name (3aR,3bR,4R,5S,7aS,8R,8aR)-3a,4,5,6,7,7a,8,8a-Octahydro-3a,4,7a,8a-tetrahydroxy-3,5,8-trimethyl-2-(1-methylethyl)-1H-3b,8-(epoxyethano)cyclopent(a)inden-10-one
Prediction Hob Swissadme 0.0
Exact Mass 366.204
Formal Charge 0.0
Monoisotopic Mass 366.204
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 366.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 7.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -1.8318148000000003
Inchi InChI=1S/C20H30O6/c1-10(2)13-8-18(24)16(5)9-14(21)26-20(19(18,25)12(13)4)15(22)11(3)6-7-17(16,20)23/h10-11,15,22-25H,6-9H2,1-5H3/t11-,15+,16-,17-,18+,19+,20+/m0/s1
Smiles C[C@H]1CC[C@@]2([C@@]3(CC(=O)O[C@@]2([C@@H]1O)[C@@]4([C@]3(CC(=C4C)C(C)C)O)O)C)O
Nring 4.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Diterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Cinnamomum Aromaticum (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Cinnamomum Cassia (Plant) Rel Props:Source_db:npass_chem_all