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3,8-Dimethyl-5-prop-1-en-2-yl-3,4,5,6,7,8-hexahydro-2H-azulen-1-one, (3S,5R,8S)-

PubChem CID: 5321003

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Compound Synonyms Rotundone, 18374-76-0, Fema No. 4867, U33H52BQ0P, UNII-U33H52BQ0P, Guaia-1(5),11-dien-2-one, (-)-, (-)-Rotundone, 3,8-Dimethyl-5-prop-1-en-2-yl-3,4,5,6,7,8-hexahydro-2H-azulen-1-one, (3S,5R,8S)-, (3S,5R,8S)-3,8-dimethyl-5-prop-1-en-2-yl-3,4,5,6,7,8-hexahydro-2H-azulen-1-one, 3,4,5,6,7,8-Hexahydro-3alpha,8alpha-dimethyl-5alpha-(1-methylethenyl)azulene-1(2H)-one, Rotundone - 30%, Rotundone - 90%, SCHEMBL180456, CHEBI:191710, NUWMTBMCSQWPDG-SDDRHHMPSA-N, DTXSID301030485, FR165899, XR175543, Q15424773, (3s,5r,8s)-5-isopropenyl-3,8-dimethyl-3,4,5,6,7,8-hexahydro-1(2h)-azulenone
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 17.1
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCC2CCCCCC12
Np Classifier Class Guaiane sesquiterpenoids
Deep Smiles CC=C)[C@@H]CC[C@@H]C=CC7)[C@@H]C)CC5=O))))))C
Heavy Atom Count 16.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC1CCC2CCCCCC12
Classyfire Subclass Sesquiterpenoids
Isotope Atom Count 0.0
Molecular Complexity 362.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 3.0
Iupac Name (3S,5R,8S)-3,8-dimethyl-5-prop-1-en-2-yl-3,4,5,6,7,8-hexahydro-2H-azulen-1-one
Prediction Hob 0.0
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 3.7
Gsk 4 400 Rule True
Molecular Formula C15H22O
Scaffold Graph Node Bond Level O=C1CCC2=C1CCCCC2
Prediction Swissadme 0.0
Inchi Key NUWMTBMCSQWPDG-SDDRHHMPSA-N
Silicos It Class Soluble
Fcsp3 0.6666666666666666
Logs -7.202
Rotatable Bond Count 1.0
Logd 6.74
Synonyms (-)-rotundone, rotundone
Esol Class Soluble
Functional Groups C=C(C)C, CC1=C(C)C(=O)CC1
Compound Name 3,8-Dimethyl-5-prop-1-en-2-yl-3,4,5,6,7,8-hexahydro-2H-azulen-1-one, (3S,5R,8S)-
Prediction Hob Swissadme 0.0
Exact Mass 218.167
Formal Charge 0.0
Monoisotopic Mass 218.167
Hydrogen Bond Acceptor Count 1.0
Molecular Weight 218.33
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 3.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -3.433508
Inchi InChI=1S/C15H22O/c1-9(2)12-6-5-10(3)15-13(8-12)11(4)7-14(15)16/h10-12H,1,5-8H2,2-4H3/t10-,11-,12+/m0/s1
Smiles C[C@H]1CC[C@H](CC2=C1C(=O)C[C@@H]2C)C(=C)C
Nring 4.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Sesquiterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Aquilaria Malaccensis (Plant) Rel Props:Reference:ISBN:9788172362089
  • 2. Outgoing r'ship FOUND_IN to/from Cyperus Articulatus (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2008.9699418
  • 3. Outgoing r'ship FOUND_IN to/from Cyperus Rotundus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Vitex Trifolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all