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(1R,2R,5S,8R,9R,10R,13S,14S,18S)-15-formyl-1,2,14,17,17-pentamethyl-8-prop-1-en-2-ylpentacyclo[11.7.0.02,10.05,9.014,18]icos-15-ene-5-carboxylic acid

PubChem CID: 101936049

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Compound Synonyms CHEMBL3962148
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 54.4
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CC2CCC3C(CCC4C5CCCC5CCC43)C2C1
Np Classifier Class Abeolupane triterpenoids, Lupane triterpenoids
Deep Smiles O=CC=CC[C@H][C@@]5C)[C@H]CC[C@H][C@@][C@@]6CC%10))C))C)CC[C@@][C@@H]6[C@@H]CC5))C=C)C))))C=O)O))))))))))))C)C
Heavy Atom Count 33.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level C1CC2CCC3C(CCC4C5CCCC5CCC43)C2C1
Classyfire Subclass Triterpenoids
Isotope Atom Count 0.0
Molecular Complexity 944.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 9.0
Uniprot Id n.a.
Iupac Name (1R,2R,5S,8R,9R,10R,13S,14S,18S)-15-formyl-1,2,14,17,17-pentamethyl-8-prop-1-en-2-ylpentacyclo[11.7.0.02,10.05,9.014,18]icos-15-ene-5-carboxylic acid
Prediction Hob 0.0
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 8.0
Gsk 4 400 Rule False
Molecular Formula C30H44O3
Scaffold Graph Node Bond Level C1=CC2C(C1)CCC1C2CCC2C3CCCC3CCC21
Prediction Swissadme 0.0
Inchi Key GUPQNHIGLNUBOG-XWZLEBTESA-N
Silicos It Class Moderately soluble
Fcsp3 0.8
Logs -5.641
Rotatable Bond Count 3.0
Logd 5.074
Synonyms zizyberenalic acid
Esol Class Poorly soluble
Functional Groups C=C(C)C, CC(=O)O, CC=C(C)C=O
Compound Name (1R,2R,5S,8R,9R,10R,13S,14S,18S)-15-formyl-1,2,14,17,17-pentamethyl-8-prop-1-en-2-ylpentacyclo[11.7.0.02,10.05,9.014,18]icos-15-ene-5-carboxylic acid
Prediction Hob Swissadme 0.0
Exact Mass 452.329
Formal Charge 0.0
Monoisotopic Mass 452.329
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 452.7
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -7.513809800000001
Inchi InChI=1S/C30H44O3/c1-18(2)20-10-13-30(25(32)33)15-14-27(5)21(24(20)30)8-9-23-28(27,6)12-11-22-26(3,4)16-19(17-31)29(22,23)7/h16-17,20-24H,1,8-15H2,2-7H3,(H,32,33)/t20-,21+,22-,23-,24+,27+,28+,29-,30-/m0/s1
Smiles CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@H]4[C@]([C@@]3(CC2)C)(CC[C@@H]5[C@@]4(C(=CC5(C)C)C=O)C)C)C(=O)O
Nring 5.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Triterpenoids