1-(2,3,16-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethyl 2-methylprop-2-enoate

Details

• Internal ID: 3b532a61-9e75-4228-a0ab-5db558bb73d3
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids > Gluco/mineralocorticoids, progestogins and derivatives
• IUPAC Name: 1-(2,3,16-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethyl 2-methylprop-2-enoate
• SMILES (Canonical): CC(C1C(CC2C1(CCC3C2CCC4C3(CC(C(C4)O)O)C)C)O)OC(=O)C(=C)C
• SMILES (Isomeric): CC(C1C(CC2C1(CCC3C2CCC4C3(CC(C(C4)O)O)C)C)O)OC(=O)C(=C)C
• InChI: InChI=1S/C25H40O5/c1-13(2)23(29)30-14(3)22-20(27)11-18-16-7-6-15-10-19(26)21(28)12-25(15,5)17(16)8-9-24(18,22)4/h14-22,26-28H,1,6-12H2,2-5H3
• InChI Key: HXGDRGSZLLBDBQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₀O₅
• Molecular Weight: 420.60 g/mol
• Exact Mass: 420.28757437 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 3.46
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9826	98.26%
Caco-2	-	0.6254	62.54%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7480	74.80%
OATP2B1 inhibitior	-	0.7115	71.15%
OATP1B1 inhibitior	+	0.8935	89.35%
OATP1B3 inhibitior	-	0.2854	28.54%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7321	73.21%
BSEP inhibitior	+	0.6742	67.42%
P-glycoprotein inhibitior	-	0.6596	65.96%
P-glycoprotein substrate	-	0.6465	64.65%
CYP3A4 substrate	+	0.7419	74.19%
CYP2C9 substrate	-	0.8176	81.76%
CYP2D6 substrate	-	0.8463	84.63%
CYP3A4 inhibition	-	0.8088	80.88%
CYP2C9 inhibition	-	0.8267	82.67%
CYP2C19 inhibition	-	0.7308	73.08%
CYP2D6 inhibition	-	0.9554	95.54%
CYP1A2 inhibition	-	0.6801	68.01%
CYP2C8 inhibition	-	0.7014	70.14%
CYP inhibitory promiscuity	-	0.9635	96.35%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5995	59.95%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.9452	94.52%
Skin irritation	+	0.6932	69.32%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	-	0.8237	82.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.3997	39.97%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6040	60.40%
skin sensitisation	-	0.7916	79.16%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.7046	70.46%
Acute Oral Toxicity (c)	I	0.3921	39.21%
Estrogen receptor binding	+	0.6952	69.52%
Androgen receptor binding	+	0.6349	63.49%
Thyroid receptor binding	+	0.6320	63.20%
Glucocorticoid receptor binding	+	0.7254	72.54%
Aromatase binding	+	0.6723	67.23%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.4890	48.90%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5255	52.55%
Fish aquatic toxicity	+	0.9969	99.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.40%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	95.28%	96.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.09%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.90%	94.45%
CHEMBL204	P00734	Thrombin	90.78%	96.01%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.06%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.50%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	89.38%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.79%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.64%	96.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.61%	97.25%
CHEMBL1871	P10275	Androgen Receptor	88.41%	96.43%
CHEMBL268	P43235	Cathepsin K	86.54%	96.85%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.06%	96.77%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.97%	89.05%
CHEMBL4040	P28482	MAP kinase ERK2	84.32%	83.82%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.91%	95.58%
CHEMBL221	P23219	Cyclooxygenase-1	83.29%	90.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.71%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.69%	100.00%
CHEMBL284	P27487	Dipeptidyl peptidase IV	81.59%	95.69%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	81.56%	99.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.25%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.05%	99.23%
CHEMBL237	P41145	Kappa opioid receptor	80.05%	98.10%

Plants that contains it

• Melia azedarach

Cross-Links

• PubChem: 14214022
• LOTUS: LTS0200906
• wikiData: Q105034979