Ingredient Details :Methyl 2,3-dihydroxyurs-12-en-28-oate


TCMI-ID: TCMI07216


Physicochemical Property
Ingredient Name Methyl 2,3-dihydroxyurs-12-en-28-oate
Pubchem CID 621722
Iupac name methyl 10,11-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate
Molecular Formula C31H50O4
Molecular Weight 486.7
Isomeric smiles CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C)O)O)C)C)C2C1C)C)C(=O)OC
InChI InChI=1S/C31H50O4/c1-18-11-14-31(26(34)35-8)16-15-29(6)20(24(31)19(18)2)9-10-23-28(5)17-21(32)25(33)27(3,4)22(28)12-13-30(23,29)7/h9,18-19,21-25,32-33H,10-17H2,1-8H3
InChIKey BRZWXKGDPAZBLF-UHFFFAOYSA-N
External Database Links HERB2.0: HBIN034942   TCMSID: 12315  
Structural Information
nHA(Number of hydrogen bond acceptors) 4
nHD(Number of hydrogen bond donors) 2
nRot(Number of rotatable bonds) 2
nRing(Number of rings) 5
MaxRing(Number of atoms in the biggest ring) 22
nHet(Number of heteroatoms) 4

Stability
nRig(Number of rigid bonds) 27
Flexibility 0.074
Stereo Centers(Number of stereocenters) 11

Solubility
TPSA(Topological polar surface area) 66.76
logS(The logarithm of aqueous solubility value) -5.33
logP(The logarithm of the n-octanol/water distribution coefficient) 5.734
logD7.4(The logarithm of the n-octanol/water distribution coefficients at pH=7.4) 5.334

Pharmacokinetic Property
Quantitative Estimate of Drug-likeness 0.345
Synthetic accessibility score 4.927
Natural Product-likeness score 3.171
Lipinski Rule Accepted
GSK Rule Rejected
Golden Triangle Rejected

Absorption
Caco-2 Permeability -4.963
MDCK Permeability 1.85E-05
Pgp-substrate 0
HIA(human intestinal absorption) 0.016
F20%(20% Oral Bioavailability) 0.027
F30%(30% Oral Bioavailability) 0.789

Distribution
PPB(Plasma protein binding) 98.33%
VD(Volume Distribution) 1.159
BBB Penetration(Blood brain barrier penetration) 0.674
B3 Penetration(Blood brain barrier penetration) Permeable
Fu(The fraction unbound in plasms) 2.61%

Metabolism
CYP1A2 inhibitor 0.008
CYP1A2 substrate 0.502
CYP2C19 inhibitor 0.043
CYP2C19 substrate 0.956
CYP2C9 inhibitor 0.124
CYP2C9 substrate 0.188
CYP2D6 inhibitor 0.013
CYP2D6 substrate 0.434
CYP3A4 inhibitor 0.372
CYP3A4 substrate 0.738

Excretion
CL(The clearance of a drug) 16.87
T1/2 0.012

Toxicology
NonBiodegradable Rule 0
Pfizer Rule Rejected
SR-MMP 0.926

Toxic Dose
FDAMDD(FDA Maximum (Recommended) Daily Dose) 0.492
IGC50 5.098
LC50FM 6.084
LC50DM 6.524

Reproductive Effects
NR-AR(Androgen receptor) 0.007
NR-AR-LBD(Androgen receptor) 0.01
NR-Aromatase 0.779
NR-ER(Estrogen receptor) 0.107
NR-ER-LBD(Estrogen receptor) 0.801

Allergy
Skin Sensitization Rule 0
Skin Sensitization 0.008

Acute Toxicity
Acute Toxicity Rule 1
Rat Oral Acute Toxicity 0.307

Organ Toxicity
hERG Blockers 0.003
H-HT(The human hepatotoxicity) 0.237
DILI(Drug-induced liver injury) 0.021

Primary Irritation
Eye Corrosion 0.003
Eye Irritation 0.016
Respiratory Toxicity 0.956

Mutagenic Effects
AMES Toxicity 0.024

Tumorigenic Effects
Carcinogencity 0.027
SR-ARE(Antioxidant Response Element) 0.126
SR-ATAD5(ATPase family AAA domain-containing protein 5) 0.018
SR-p53 0.154

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