IMPPAT Phytochemical information: 
Marstenacigenin A
Marstenacigenin A
Summary

SMILES: O[C@H]1CC[C@]2([C@H](C1)CC[C@@]1([C@@H]2C[C@@H](C(=O)/C=C/c2ccccc2)[C@]2([C@]1(O)CC[C@@]2(O)[C@@H](O)C)C)O)C
InChI: InChI=1S/C30H42O6/c1-19(31)28(34)15-16-30(36)27(28,3)23(24(33)10-9-20-7-5-4-6-8-20)18-25-26(2)13-12-22(32)17-21(26)11-14-29(25,30)35/h4-10,19,21-23,25,31-32,34-36H,11-18H2,1-3H3/b10-9+/t19-,21-,22-,23-,25+,26-,27+,28+,29-,30+/m0/s1
InChIKey: QVZCCVNQRNHWFQ-QVZAOLLMSA-N
DeepSMILES: O[C@H]CC[C@][C@H]C6)CC[C@@][C@@H]6C[C@@H]C=O)/C=C/cccccc6)))))))))[C@][C@]6O)CC[C@@]5O)[C@@H]O)C))))))C)))))O)))))C
Scaffold Graph/Node/Bond level: O=C(C=Cc1ccccc1)C1CC2C3CCCCC3CCC2C2CCCC12
Scaffold Graph/Node level: OC(CCC1CCCCC1)C1CC2C3CCCCC3CCC2C2CCCC12
Scaffold Graph level: CC(CCC1CCCCC1)C1CC2C3CCCCC3CCC2C2CCCC12
Functional groups: CO; c/C=C/C(C)=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Steroids and steroid derivatives
ClassyFire Subclass: Pregnane steroids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Steroids
NP Classifier Class: Pregnane steroids
Synonymous chemical names:
marstenacigenin a
External chemical identifiers:
CID:CID_101694474
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Marstenacigenin A
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 498.66
Log P RDKit 3.24
Topological polar surface area (Å2) RDKit 118.22
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 5
Number of carbon atoms RDKit 30
Number of heavy atoms RDKit 36
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 10
Stereochemical complexity RDKit 0.33
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 9
Number of sp3 hybridized carbon atoms RDKit 21
Shape complexity RDKit 0.7
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 4
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 4
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Marstenacigenin A
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 3
Ghose rule RDKit Failed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.41
Marstenacigenin A
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.57
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes