Compound information

Natural Products
NACP100329
Molecular Formula
C30H40O6
Molecular Weight
496.282489 g/mol
Structure
IUPAC Name
2-hydroxy-22-(1-hydroxy-1-methyl-ethyl)-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosa-4,10-diene-9,16-dione
InChI
InChI=1S/C30H40O6/c1-15-12-16-22(25(4,5)34)36-30(35-16)21(15)27(7)20(32)13-29-14-28(29)11-10-19(31)24(2,3)17(28)8-9-18(29)26(27,6)23(30)33/h9-11,15-17,21-23,33-34H,8,12-14H2,1-7H3
InChI Key
PBIDBEMWPZNUFV-UHFFFAOYSA-N
SMILES
O=C1C=CC23CC43C(=CCC2C1(C)C)C5(C)C(O)C67OC(CC(C)C6C5(C(=O)C4)C)C(O7)C(O)(C)C
CAS
SuperClass
Lipids and lipid-like molecules
Class
Steroids and steroid derivatives
SubClass
Cycloartanols and derivatives
Source
CNP0224505

Warheads

Michael Acceptor
Carbonyl
Cyclopropane


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 36 Ring Count 7
Heteroatom Count 6 Rotatable Bond Count 1
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 93.06 Å2 LogP 2.9
LogS -4.97 LogD 3.22


Absorption

Property Value Property Value
Pgp inhibitor 1.0 Pgp substrate 0.287
HIA 0.964 F20 % 0.979
F30 % 0.981 Caco-2 -5.196
MDCK -4.689


Distribution

Property Value Property Value
BBB Penetration 1.0 PPB 16.254
VD 1.547 Fu 0.687


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.0 CYP1A2 substrate 0.125
CYP2A6 substrate 0.226 CYP2B6 substrate 0.207
CYP2C19 inhibitor 0.04 CYP2C19 substrate 0.498
CYP2C8 substrate 0.36 CYP2C9 inhibitor 0.001
CYP2C9 substrate 0.014 CYP2D6 inhibitor 0.005
CYP2D6 substrate 0.055 CYP2E1 substrate 0.137
CYP3A4 inhibitor 0.488 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.136 CL 7.138


Toxicity

Property Value Property Value
hERG Blockers 0.02 Hepatotoxicity 0.006
Mutagenicity 0.013 Rat Oral Acute Toxicity 0.997
FDAMDD 1.0 Skin Sensitization 0.0
Carcinogenicity 0.128 Eye Corrosion 0.002
Eye Irritation 0.096 Respiratory Toxicity 0.602


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.655 IGC50 3.903
LC50FM 6.079 LC50DM 5.755


Tox21 Pathway

Property Value Property Value
NR-AR 0.108 NR-AR-LBD 0.618
NR-AhR 0.0 NR-Aromatase 0.446
NR-ER 0.436 NR-ER-LBD 0.726
NR-PPAR-gamma 0.606 SR-ARE 0.22
SR-ATAD5 0.344 SR-HSE 0.78
SR-MMP 0.96 SR-p53 0.143


Similar covalent inhibitors

No similar covalent inhibitors found for this compound.



Similar covalent drugs

No similar covalent drugs found for this compound.