TCMPG

TCMPGID40407

BASIC INFORMATION

Ingredient name:

(1r,3ar,5ar,5br,7ar,9s,11ar,11br,13br)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-ol

Source database:

HERB2.0

Canonical SMILES:

CC(=C)C1CCC2(C1C1CCC3C(C1(C)CC2)(C)CCC1C3(C)CCC(C1(C)C)O)C

Isomeric SMILES:

[C@]12([C@@H]([C@@H]3[C@@](CC2)(CC[C@H]3C(=C)C)C)CC[C@H]2[C@]1(CC[C@@H]1[C@@]2(CC[C@@H](C1(C)C)O)C)C)C

InChI:

InChI=1S/C30H50O/c1-19(2)20-11-14-27(5)17-18-29(7)21(25(20)27)9-10-23-28(6)15-13-24(31)26(3,4)22(28)12-16-30(23,29)8/h20-25,31H,1,9-18H2,2-8H3/t20-,21?,22-,23+,24-,25+,27+,28-,29+,30+/m0/s1

InChIKey:

MQYXUWHLBZFQQO-QGTGJCAVSA-N

IUPAC name:

(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-ol

Molecular formula:

Molecular weight:

426.729

Physicochemical property:

LogS = -6.175, LogD = 5.962, LogP = 6.804

Structure

CROSS REFERENCES

PubChem CID:

259846

CAS ID:

545-47-1

ChEMBL ID:

CHEMBL289191

SymMap ID:

NPASS ID:

NPC192638

TCMID ID:

13091

TCMSP ID:

MOL001091

TM-MC ID:

HIT ID:

C0198

TCM-ID ID:

2864

Drug Bank ID:

HERB ID:

HBIN033751

MEDICINAL CHEMISTRY

QED:

0.421

SAscore:

4.663

Fsp³:

0.933

MCE-18:

100.793

NPscore:

3.054

Lipinski Rule:

Accepted

Pfizer Rule:

Rejected

GSK Rule:

Rejected

Golden Triangle:

Rejected

PAINS:

0 alert(s)

ALARM NMR Rule:

0 alert(s)

BMS Rule:

0 alert(s)

Chelator Rule:

0 alert(s)

ADMET PROPERTIES

Absorption

Caco-2 Permeability:

-5.208

MDCK Permeability:

2.84e-05

Pgp-inhibitor:

0.018

Pgp-substrate:

0.0

F_20%:

0.534

F_30%:

0.841

HIA:

0.003

Distribution

PPB:

96.05%

BBB Penetration:

0.015

VD:

1.217

Fu:

1.81%

Metabolism

CYP1A2 inhibitor:

0.045

CYP1A2 substrate:

0.606

CYP2C19 inhibitor:

0.088

CYP2C19 substrate:

0.957

CYP2C9 inhibitor:

0.115

CYP2C9 substrate:

0.654

CYP2D6 inhibitor:

0.053

CYP2D6 substrate:

0.893

CYP3A4 inhibitor:

0.325

CYP3A4 substrate:

0.467

Excretion

CL:

4.161

T_1/2:

0.151

Toxicity

hERG Blockers:

0.071

H-HT:

0.088

DILI:

0.011

AMES Toxicity:

0.0

Rat Oral Acute Toxicity:

0.126

FDAMDD:

0.899

Skin Sensitization:

0.591

Carcinogencity:

0.002

Eye Corrosion:

0.994

Eye Irritation:

0.934

Respiratory Toxicity:

0.393

Environmental Toxicity

Bioconcentration Factors:

3.179

IGC₅₀:

5.855

LC₅₀FM:

7.261

LC₅₀DM:

6.999

Tox21 Pathway

NR-AR:

0.016

NR-AR-LBD:

0.035

NR-AhR:

0.029

NR-Aromatase:

0.016

NR-ER:

0.251

NR-ER-LBD:

0.008

NR-PPAR-gamma:

0.014

SR-ARE:

0.05

SR-ATAD5:

0.033

SR-HSE:

0.027

SR-MMP:

0.521

SR-p53:

0.014

Toxicophore Rules

Acute Toxicity Rule:

1 alert(s)

Genotoxic Carcinogenicity Rule:

0 alert(s)

NonGenotoxic Carcinogenicity Rule:

0 alert(s)

Skin Sensitization Rule:

0 alert(s)

NonBiodegradable Rule:

0 alert(s)

SureChEMBL Rule:

0 alert(s)

Related Herbs

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