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Perulactone

PubChem CID: 433638

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Compound Synonyms PERULACTONE, NSC334388, CHEMBL2005878, CHEBI:168071, NSC-334388, [17-[2,3-dihydroxy-4-(4-methyl-5-oxooxolan-3-yl)butan-2-yl]-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-1-yl] acetate
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 113.0
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCC(CCCC2CCC3C2CCC2C4CCCCC4CCC32)C1
Np Classifier Class Cholestane steroids
Deep Smiles CC=O)OCCCO)CC=CCCCC%106C))CCCC6CCC5CCCCCOC=O)C5C)))))))O))O)C))))))C
Heavy Atom Count 37.0
Classyfire Class Steroids and steroid derivatives
Description Constituent of Physalis peruviana (Cape gooseberry). Perulactone is found in fruits.
Scaffold Graph Node Level OC1CC(CCCC2CCC3C2CCC2C4CCCCC4CCC32)CO1
Classyfire Subclass Bile acids, alcohols and derivatives
Isotope Atom Count 0.0
Molecular Complexity 962.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name [17-[2,3-dihydroxy-4-(4-methyl-5-oxooxolan-3-yl)butan-2-yl]-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-1-yl] acetate
Prediction Hob 0.0
Class Steroids and steroid derivatives
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 3.9
Superclass Lipids and lipid-like molecules
Subclass Bile acids, alcohols and derivatives
Gsk 4 400 Rule False
Molecular Formula C30H46O7
Scaffold Graph Node Bond Level O=C1CC(CCCC2CCC3C2CCC2C4CCCCC4=CCC23)CO1
Prediction Swissadme 0.0
Inchi Key ODRFODNLKCBNIK-UHFFFAOYSA-N
Silicos It Class Soluble
Fcsp3 0.8666666666666667
Logs -4.475
Rotatable Bond Count 6.0
State Solid
Logd 2.637
Synonyms 14-[2,3-Dihydroxy-4-(4-methyl-5-oxooxolan-3-yl)butan-2-yl]-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-3-yl acetic acid, perulactone, perulactone(3-o-β-d-glucopyranoside)
Esol Class Moderately soluble
Functional Groups CC=C(C)C, CO, COC(C)=O
Compound Name Perulactone
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 518.324
Formal Charge 0.0
Monoisotopic Mass 518.324
Hydrogen Bond Acceptor Count 7.0
Molecular Weight 518.7
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 12.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic heteropolycyclic compounds
Lipinski Rule Of 5 True
Esol -5.142084200000002
Inchi InChI=1S/C30H46O7/c1-16-18(15-36-27(16)34)12-25(33)30(5,35)24-9-8-22-21-7-6-19-13-20(32)14-26(37-17(2)31)29(19,4)23(21)10-11-28(22,24)3/h6,16,18,20-26,32-33,35H,7-15H2,1-5H3
Smiles CC1C(COC1=O)CC(C(C)(C2CCC3C2(CCC4C3CC=C5C4(C(CC(C5)O)OC(=O)C)C)C)O)O
Nring 5.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Trihydroxy bile acids, alcohols and derivatives
Np Classifier Superclass Steroids

  • 1. Outgoing r'ship FOUND_IN to/from Physalis Peruviana (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all