Ingredient Details :Gibberellin A95


TCMI-ID: TCMI05510


Physicochemical Property
Ingredient Name Gibberellin A95
Pubchem CID 312804
Iupac name 5-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadec-13-ene-9-carboxylic acid
Molecular Formula C19H22O5
Molecular Weight 330.4
Isomeric smiles CC12CC=CC3(C1C(C45C3CCC(C4)(C(=C)C5)O)C(=O)O)OC2=O
InChI InChI=1S/C19H22O5/c1-10-8-17-9-18(10,23)7-4-11(17)19-6-3-5-16(2,15(22)24-19)13(19)12(17)14(20)21/h3,6,11-13,23H,1,4-5,7-9H2,2H3,(H,20,21)
InChIKey UXLXLQYIDWLPKX-UHFFFAOYSA-N
External Database Links HERB2.0: HBIN026972   TCMSID: 1328  
Structural Information
nHA(Number of hydrogen bond acceptors) 5
nHD(Number of hydrogen bond donors) 2
nRot(Number of rotatable bonds) 1
nRing(Number of rings) 5
MaxRing(Number of atoms in the biggest ring) 7
nHet(Number of heteroatoms) 5

Stability
nRig(Number of rigid bonds) 24
Flexibility 0.042
Stereo Centers(Number of stereocenters) 7

Solubility
TPSA(Topological polar surface area) 83.83
logS(The logarithm of aqueous solubility value) -3.717
logP(The logarithm of the n-octanol/water distribution coefficient) 1.608
logD7.4(The logarithm of the n-octanol/water distribution coefficients at pH=7.4) 1.13

Pharmacokinetic Property
Quantitative Estimate of Drug-likeness 0.568
Synthetic accessibility score 6.568
Natural Product-likeness score 3.747
Lipinski Rule Accepted
GSK Rule Accepted
Golden Triangle Accepted

Absorption
Caco-2 Permeability -5.723
MDCK Permeability 2.01E-05
Pgp-substrate 0
HIA(human intestinal absorption) 0.132
F20%(20% Oral Bioavailability) 0.317
F30%(30% Oral Bioavailability) 0.012

Distribution
PPB(Plasma protein binding) 41.58%
VD(Volume Distribution) 0.302
BBB Penetration(Blood brain barrier penetration) 0.539
B3 Penetration(Blood brain barrier penetration) Non-Permeable
Fu(The fraction unbound in plasms) 50.51%

Metabolism
CYP1A2 inhibitor 0.003
CYP1A2 substrate 0.901
CYP2C19 inhibitor 0.014
CYP2C19 substrate 0.629
CYP2C9 inhibitor 0.016
CYP2C9 substrate 0.212
CYP2D6 inhibitor 0.004
CYP2D6 substrate 0.129
CYP3A4 inhibitor 0.226
CYP3A4 substrate 0.046

Excretion
CL(The clearance of a drug) 4.005
T1/2 0.105

Toxicology
NonBiodegradable Rule 0
Pfizer Rule Accepted
SR-MMP 0.181

Toxic Dose
FDAMDD(FDA Maximum (Recommended) Daily Dose) 0.49
IGC50 2.25
LC50FM 2.443
LC50DM 3.858

Reproductive Effects
NR-AR(Androgen receptor) 0.005
NR-AR-LBD(Androgen receptor) 0.407
NR-Aromatase 0.502
NR-ER(Estrogen receptor) 0.078
NR-ER-LBD(Estrogen receptor) 0.147

Allergy
Skin Sensitization Rule 1
Skin Sensitization 0.007

Acute Toxicity
Acute Toxicity Rule 3
Rat Oral Acute Toxicity 0.961

Organ Toxicity
hERG Blockers 0.016
H-HT(The human hepatotoxicity) 0.224
DILI(Drug-induced liver injury) 0.064

Primary Irritation
Eye Corrosion 0.003
Eye Irritation 0.027
Respiratory Toxicity 0.957

Mutagenic Effects
AMES Toxicity 0.011

Tumorigenic Effects
Carcinogencity 0.827
SR-ARE(Antioxidant Response Element) 0.689
SR-ATAD5(ATPase family AAA domain-containing protein 5) 0.764
SR-p53 0.926

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