MeFSAT | MeFSAT: Medicinal Fungi Secondary metabolites And Therapeutics

**Secondary metabolite: (3R,3aS,4S,8aR)-3-(10-hydroxy-10-methylethyl)-5,8a-dimethyldecahydroazulen-4-ol**

Summary

Molecular formula: C15H28O2
SMILES: C[C@H]1CCC[C@]2([C@@H]([C@H]1O)[C@@H](CC2)C(O)(C)C)C
InChI: InChI=1S/C15H28O2/c1-10-6-5-8-15(4)9-7-11(14(2,3)17)12(15)13(10)16/h10-13,16-17H,5-9H2,1-4H3/t10-,11+,12+,13-,15+/m0/s1
InChIKey: SUNRMOIMPOGBOY-IHWVXMPCSA-N

Chemical classification

Kingdom: Organic compounds
Super class: Lipids and lipid-like molecules
Class: Prenol lipids
Sub class: Sesquiterpenoids

Synonymous chemical names:
(3R*,3aS*,4S*,8aR*)-3-(10-hydroxy-10-methylethyl)-5,8a-dimethyldecahydroazulen-4-ol

Chemical structure download

2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT

Physicochemical properties

Property name	Tool	Property value
Molecular weight (g/mol)	RDKit	240.39
Log P	RDKit	2.97
Topological polar surface area (Å²)	RDKit	40.46
Number of hydrogen bond acceptors	RDKit	2
Number of hydrogen bond donors	RDKit	2
Number of carbon atoms	RDKit	15
Number of heavy atoms	RDKit	17
Number of heteroatoms	RDKit	2
Number of nitrogen atoms	RDKit	0
Number of sulfur atoms	RDKit	0
Number of chiral carbon atoms	RDKit	5
Stereochemical complexity	RDKit	0.33
Number of sp hybridized carbon atoms	RDKit	0
Number of sp² hybridized carbon atoms	RDKit	0
Number of sp³ hybridized carbon atoms	RDKit	15
Fraction of sp³ hybridized carbon atoms (Fsp³)	RDKit	1
Shape complexity	RDKit	1
Number of rotatable bonds	SwissADME	1
Number of aliphatic carbocycles	RDKit	2
Number of aliphatic heterocycles	RDKit	0
Number of aliphatic rings	RDKit	2
Number of aromatic carbocycles	RDKit	0
Number of aromatic heterocycles	RDKit	0
Number of aromatic rings	RDKit	0
Total number of rings	RDKit	2
Number of saturated carbocycles	RDKit	2
Number of saturated heterocycles	RDKit	0
Number of saturated rings	RDKit	2
Number of Smallest Set of Smallest Rings (SSSR)	RDKit	2

Drug-likeness properties

Property name	Tool	Property value
Number of Lipinski’s rule of 5 violations	RDKit	0
Lipinski’s rule of 5 filter	RDKit	Passed
Number of Ghose filter violations	RDKit	0
Ghose filter	RDKit	Passed
Veber filter	RDKit	Good
Egan filter	RDKit	Good
Pfizer’s 3/75 filter	RDKit	Bad
GSK 4/400 filter	RDKit	Good
Number of Leadlikeness violations	SwissADME	1
Weighted quantitative estimate of drug-likeness (QEDw) score	RDKit	0.74

ADMET properties

Property name	Tool	Property value
Bioavailability score	SwissADME	0.55
Solubility class [ESOL]	SwissADME	Soluble
Solubility class [Silicos-IT]	SwissADME	Soluble
Blood Brain Barrier permeation	SwissADME	Yes
Gastrointestinal absorption	SwissADME	High
Log K_p (Skin permeation, cm/s)	SwissADME	-5.36
Number of PAINS structural alerts	SwissADME	0
Number of Brenk structural alerts	SwissADME	0
CYP1A2 inhibitor	SwissADME	No
CYP2C19 inhibitor	SwissADME	No
CYP2C9 inhibitor	SwissADME	No
CYP2D6 inhibitor	SwissADME	No
CYP3A4 inhibitor	SwissADME	No
P-glycoprotein substrate	SwissADME	No

Secondary metabolite: (3R*,3aS*,4S*,8aR*)-3-(10-hydroxy-10-methylethyl)-5,8a-dimethyldecahydroazulen-4-ol