Ingredient Details :Dammaradienyl acetate


TCMI-ID: TCMI04982


Physicochemical Property
Ingredient Name Dammaradienyl acetate
Pubchem CID 179610
Iupac name [(3S,8R,9R,10R,13R,14S,17S)-4,4,8,10,14-pentamethyl-17-(6-methylhepta-1,5-dien-2-yl)-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
Molecular Formula C32H52O2
Molecular Weight 468.8
Isomeric smiles CC(=CCCC(=C)[C@H]1CC[C@]2([C@@H]1CC[C@H]3[C@]2(CCC4[C@@]3(CC[C@@H](C4(C)C)OC(=O)C)C)C)C)C
InChI InChI=1S/C32H52O2/c1-21(2)11-10-12-22(3)24-15-19-31(8)25(24)13-14-27-30(7)18-17-28(34-23(4)33)29(5,6)26(30)16-20-32(27,31)9/h11,24-28H,3,10,12-20H2,1-2,4-9H3/t24-,25-,26?,27-,28+,30+,31+,32-/m1/s1
InChIKey CRWQCIAHDTXLKB-SSNUIPELSA-N
External Database Links
Structural Information
nHA(Number of hydrogen bond acceptors) 2
nHD(Number of hydrogen bond donors) 0
nRot(Number of rotatable bonds) 6
nRing(Number of rings) 4
MaxRing(Number of atoms in the biggest ring) 17
nHet(Number of heteroatoms) 2

Stability
nRig(Number of rigid bonds) 23
Flexibility 0.261
Stereo Centers(Number of stereocenters) 8

Solubility
TPSA(Topological polar surface area) 26.3
logS(The logarithm of aqueous solubility value) -7.207
logP(The logarithm of the n-octanol/water distribution coefficient) 8.125
logD7.4(The logarithm of the n-octanol/water distribution coefficients at pH=7.4) 5.504

Pharmacokinetic Property
Quantitative Estimate of Drug-likeness 0.297
Synthetic accessibility score 4.626
Natural Product-likeness score 2.956
Lipinski Rule Accepted
GSK Rule Rejected
Golden Triangle Rejected

Absorption
Caco-2 Permeability -4.833
MDCK Permeability 1.43E-05
Pgp-substrate 0
HIA(human intestinal absorption) 0.005
F20%(20% Oral Bioavailability) 0.842
F30%(30% Oral Bioavailability) 0.889

Distribution
PPB(Plasma protein binding) 93.93%
VD(Volume Distribution) 1.486
BBB Penetration(Blood brain barrier penetration) 0.045
B3 Penetration(Blood brain barrier penetration) Permeable
Fu(The fraction unbound in plasms) 1.80%

Metabolism
CYP1A2 inhibitor 0.059
CYP1A2 substrate 0.161
CYP2C19 inhibitor 0.151
CYP2C19 substrate 0.935
CYP2C9 inhibitor 0.21
CYP2C9 substrate 0.441
CYP2D6 inhibitor 0.056
CYP2D6 substrate 0.259
CYP3A4 inhibitor 0.573
CYP3A4 substrate 0.519

Excretion
CL(The clearance of a drug) 4.155
T1/2 0.009

Toxicology
NonBiodegradable Rule 0
Pfizer Rule Rejected
SR-MMP 0.49

Toxic Dose
FDAMDD(FDA Maximum (Recommended) Daily Dose) 0.687
IGC50 5.495
LC50FM 7.178
LC50DM 6.762

Reproductive Effects
NR-AR(Androgen receptor) 0.702
NR-AR-LBD(Androgen receptor) 0.81
NR-Aromatase 0.165
NR-ER(Estrogen receptor) 0.25
NR-ER-LBD(Estrogen receptor) 0.891

Allergy
Skin Sensitization Rule 0
Skin Sensitization 0.924

Acute Toxicity
Acute Toxicity Rule 0
Rat Oral Acute Toxicity 0.046

Organ Toxicity
hERG Blockers 0.674
H-HT(The human hepatotoxicity) 0.381
DILI(Drug-induced liver injury) 0.315

Primary Irritation
Eye Corrosion 0.103
Eye Irritation 0.059
Respiratory Toxicity 0.595

Mutagenic Effects
AMES Toxicity 0.001

Tumorigenic Effects
Carcinogencity 0.025
SR-ARE(Antioxidant Response Element) 0.081
SR-ATAD5(ATPase family AAA domain-containing protein 5) 0.04
SR-p53 0.113

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