Ingredient Details :(1S,4S,5R,13S,14R,18R,19S,20R)-10-hydroxy-4,5,9,9,13,19,20-heptamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-23-one


TCMI-ID: TCMI19891


Physicochemical Property
Ingredient Name (1S,4S,5R,13S,14R,18R,19S,20R)-10-hydroxy-4,5,9,9,13,19,20-heptamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-23-one
Pubchem CID 73554059
Iupac name (1S,4S,5R,13S,14R,18R,19S,20R)-10-hydroxy-4,5,9,9,13,19,20-heptamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-23-one
Molecular Formula C30H46O3
Molecular Weight 454.7
Isomeric smiles C[C@@H]1CC[C@]23CC[C@]4([C@@]5(CCC6[C@@]([C@H]5C=CC4([C@@H]2[C@H]1C)OC3=O)(CCC(C6(C)C)O)C)C)C
InChI InChI=1S/C30H46O3/c1-18-8-14-29-17-16-28(7)27(6)13-9-20-25(3,4)22(31)11-12-26(20,5)21(27)10-15-30(28,33-24(29)32)23(29)19(18)2/h10,15,18-23,31H,8-9,11-14,16-17H2,1-7H3/t18-,19+,20?,21-,22?,23-,26+,27-,28+,29+,30?/m1/s1
InChIKey UVBLDLGZDSGCSN-QZTVGPKHSA-N
External Database Links
Structural Information
nHA(Number of hydrogen bond acceptors) 3
nHD(Number of hydrogen bond donors) 1
nRot(Number of rotatable bonds) 0
nRing(Number of rings) 6
MaxRing(Number of atoms in the biggest ring) 19
nHet(Number of heteroatoms) 3

Stability
nRig(Number of rigid bonds) 30
Flexibility 0
Stereo Centers(Number of stereocenters) 11

Solubility
TPSA(Topological polar surface area) 46.53
logS(The logarithm of aqueous solubility value) -5.557
logP(The logarithm of the n-octanol/water distribution coefficient) 5.905
logD7.4(The logarithm of the n-octanol/water distribution coefficients at pH=7.4) 4.843

Pharmacokinetic Property
Quantitative Estimate of Drug-likeness 0.334
Synthetic accessibility score 6.407
Natural Product-likeness score 3.486
Lipinski Rule Accepted
GSK Rule Rejected
Golden Triangle Accepted

Absorption
Caco-2 Permeability -5.256
MDCK Permeability 1.91E-05
Pgp-substrate 0.001
HIA(human intestinal absorption) 0.017
F20%(20% Oral Bioavailability) 0.936
F30%(30% Oral Bioavailability) 0.993

Distribution
PPB(Plasma protein binding) 95.37%
VD(Volume Distribution) 0.833
BBB Penetration(Blood brain barrier penetration) 0.059
B3 Penetration(Blood brain barrier penetration) Permeable
Fu(The fraction unbound in plasms) 3.35%

Metabolism
CYP1A2 inhibitor 0.017
CYP1A2 substrate 0.565
CYP2C19 inhibitor 0.083
CYP2C19 substrate 0.935
CYP2C9 inhibitor 0.258
CYP2C9 substrate 0.066
CYP2D6 inhibitor 0.054
CYP2D6 substrate 0.29
CYP3A4 inhibitor 0.863
CYP3A4 substrate 0.725

Excretion
CL(The clearance of a drug) 15.421
T1/2 0.021

Toxicology
NonBiodegradable Rule 0
Pfizer Rule Rejected
SR-MMP 0.979

Toxic Dose
FDAMDD(FDA Maximum (Recommended) Daily Dose) 0.766
IGC50 5.152
LC50FM 6.46
LC50DM 6.927

Reproductive Effects
NR-AR(Androgen receptor) 0.076
NR-AR-LBD(Androgen receptor) 0.668
NR-Aromatase 0.876
NR-ER(Estrogen receptor) 0.625
NR-ER-LBD(Estrogen receptor) 0.88

Allergy
Skin Sensitization Rule 1
Skin Sensitization 0.031

Acute Toxicity
Acute Toxicity Rule 3
Rat Oral Acute Toxicity 0.291

Organ Toxicity
hERG Blockers 0.094
H-HT(The human hepatotoxicity) 0.492
DILI(Drug-induced liver injury) 0.021

Primary Irritation
Eye Corrosion 0.004
Eye Irritation 0.027
Respiratory Toxicity 0.97

Mutagenic Effects
AMES Toxicity 0.007

Tumorigenic Effects
Carcinogencity 0.04
SR-ARE(Antioxidant Response Element) 0.706
SR-ATAD5(ATPase family AAA domain-containing protein 5) 0.448
SR-p53 0.86

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