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Cumambrin A

PubChem CID: 174867

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Compound Synonyms cumambrin A, 20482-33-1, DTXSID80174450, [(3aR,4S,6R,6aR,9aR,9bR)-6-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-4,5,6a,7,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-4-yl] acetate, Azuleno(4,5-b)furan-2(3H)-one, 4-(acetyloxy)-3a,4,5,6,6a,7,9a,9b-octahydro-6-hydroxy-6,9-dimethyl-3-methylene-, (3aR-(3aalpha,4alpha,6alpha,6aalpha,9aalpha,9bbeta))-, ((3aR,4S,6R,6aR,9aR,9bR)-6-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-4,5,6a,7,9a,9b-hexahydro-3aH-azuleno(4,5-b)furan-4-yl) acetate, CHEMBL190755, DTXCID9096941
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 72.8
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CC2C3CCCC3CCCC2C1C
Np Classifier Class Guaiane sesquiterpenoids
Deep Smiles CC=O)O[C@H]C[C@@]C)O)[C@H][C@@H][C@@H][C@@H]7C=C)C=O)O5)))))C=CC5))C
Heavy Atom Count 22.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level CC1C(O)OC2C3CCCC3CCCC12
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 578.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 6.0
Uniprot Id Q04206
Iupac Name [(3aR,4S,6R,6aR,9aR,9bR)-6-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-4,5,6a,7,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-4-yl] acetate
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 1.4
Gsk 4 400 Rule True
Molecular Formula C17H22O5
Scaffold Graph Node Bond Level C=C1C(=O)OC2C1CCCC1CC=CC12
Prediction Swissadme 1.0
Inchi Key XMJROHDIQQOWTO-NRPXGKOBSA-N
Silicos It Class Soluble
Fcsp3 0.6470588235294118
Logs -2.641
Rotatable Bond Count 2.0
Logd 1.618
Synonyms cumambrin a
Esol Class Soluble
Functional Groups C=C1CCOC1=O, CC(=O)OC, CC=C(C)C, CO
Compound Name Cumambrin A
Prediction Hob Swissadme 1.0
Exact Mass 306.147
Formal Charge 0.0
Monoisotopic Mass 306.147
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 306.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 6.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -2.4768196000000002
Inchi InChI=1S/C17H22O5/c1-8-5-6-11-13(8)15-14(9(2)16(19)22-15)12(21-10(3)18)7-17(11,4)20/h5,11-15,20H,2,6-7H2,1,3-4H3/t11-,12+,13+,14-,15-,17-/m1/s1
Smiles CC1=CC[C@@H]2[C@H]1[C@@H]3[C@@H]([C@H](C[C@@]2(C)O)OC(=O)C)C(=C)C(=O)O3
Nring 3.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Sesquiterpenoids