TCMPG

TCMPGID48886

BASIC INFORMATION

Ingredient name:

erysimoside

Source database:

HERB2.0

Canonical SMILES:

CC1C(C(CC(O1)OC2CCC3(C4CCC5(C(CCC5(C4CCC3(C2)O)O)C6=CC(=O)OC6)C)C=O)O)OC7C(C(C(C(O7)CO)O)O)O

Isomeric SMILES:

[C@]12([C@@H]3[C@H]([C@@]4([C@](CC3)([C@H](CC4)C3=CC(=O)OC3)C)O)CC[C@@]1(C[C@H](CC2)O[C@H]1C[C@@H]([C@@H]([C@H](O1)C)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO)O)O)C=O

InChI:

InChI=1S/C35H52O14/c1-17-30(49-31-29(42)28(41)27(40)24(14-36)48-31)23(38)12-26(46-17)47-19-3-8-33(16-37)21-4-7-32(2)20(18-11-25(39)45-15-18)6-10-35(32,44)22(21)5-9-34(33,43)13-19/h11,16-17,19-24,26-31,36,38,40-44H,3-10,12-15H2,1-2H3/t17-,19+,20-,21+,22-,23+,24-,26+,27-,28+,29-,30-,31+,32-,33+,34+,35+/m1/s1

InChIKey:

KQBVSIZPUWODNU-VRQSBXMXSA-N

IUPAC name:

(3S,5S,8R,9S,10S,13R,14S,17R)-5,14-dihydroxy-3-[(2R,4S,5S,6R)-4-hydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde

Molecular formula:

Molecular weight:

696.34

Physicochemical property:

LogS = -3.187, LogD = 0.111, LogP = 0.119

Structure

CROSS REFERENCES

PubChem CID:

12308885

CAS ID:

7082-34-0

ChEMBL ID:

SymMap ID:

5909

NPASS ID:

TCMID ID:

7319

TCMSP ID:

MOL003907

TM-MC ID:

HIT ID:

TCM-ID ID:

4535

Drug Bank ID:

HERB ID:

HBIN025665

MEDICINAL CHEMISTRY

QED:

0.102

SAscore:

5.77

Fsp³:

0.886

MCE-18:

136.727

NPscore:

3.005

Lipinski Rule:

Rejected

Pfizer Rule:

Accepted

GSK Rule:

Rejected

Golden Triangle:

Rejected

PAINS:

0 alert(s)

ALARM NMR Rule:

3 alert(s)

BMS Rule:

2 alert(s)

Chelator Rule:

0 alert(s)

ADMET PROPERTIES

Absorption

Caco-2 Permeability:

-6.538

MDCK Permeability:

0.000117332

Pgp-inhibitor:

0.003

Pgp-substrate:

0.999

F_20%:

0.891

F_30%:

0.996

HIA:

0.879

Distribution

PPB:

34.26%

BBB Penetration:

0.146

VD:

0.491

Fu:

31.52%

Metabolism

CYP1A2 inhibitor:

0.001

CYP1A2 substrate:

0.947

CYP2C19 inhibitor:

0.007

CYP2C19 substrate:

0.193

CYP2C9 inhibitor:

0.002

CYP2C9 substrate:

0.01

CYP2D6 inhibitor:

0.001

CYP2D6 substrate:

0.023

CYP3A4 inhibitor:

0.435

CYP3A4 substrate:

0.225

Excretion

CL:

0.908

T_1/2:

0.63

Toxicity

hERG Blockers:

0.221

H-HT:

0.119

DILI:

0.043

AMES Toxicity:

0.916

Rat Oral Acute Toxicity:

0.684

FDAMDD:

0.988

Skin Sensitization:

0.928

Carcinogencity:

0.726

Eye Corrosion:

0.003

Eye Irritation:

0.011

Respiratory Toxicity:

0.977

Environmental Toxicity

Bioconcentration Factors:

0.474

IGC₅₀:

2.175

LC₅₀FM:

4.084

LC₅₀DM:

4.284

Tox21 Pathway

NR-AR:

0.947

NR-AR-LBD:

1.0

NR-AhR:

0.003

NR-Aromatase:

0.979

NR-ER:

0.988

NR-ER-LBD:

0.625

NR-PPAR-gamma:

0.969

SR-ARE:

0.985

SR-ATAD5:

0.986

SR-HSE:

0.012

SR-MMP:

0.975

SR-p53:

0.997

Toxicophore Rules

Acute Toxicity Rule:

5 alert(s)

Genotoxic Carcinogenicity Rule:

2 alert(s)

NonGenotoxic Carcinogenicity Rule:

1 alert(s)

Skin Sensitization Rule:

6 alert(s)

NonBiodegradable Rule:

1 alert(s)

SureChEMBL Rule:

1 alert(s)

Related Herbs

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