17-(5-Ethyl-6-methylhept-3-en-2-yl)-10,13-dimethyl-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,5,6-triol

Details

• Internal ID: 6588a44c-fa9a-46f9-b7f0-9aa2a206ec9f
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: 17-(5-ethyl-6-methylhept-3-en-2-yl)-10,13-dimethyl-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,5,6-triol
• SMILES (Canonical): CCC(C=CC(C)C1CCC2C1(CCC3C2CC(C4(C3(CCC(C4)O)C)O)O)C)C(C)C
• SMILES (Isomeric): CCC(C=CC(C)C1CCC2C1(CCC3C2CC(C4(C3(CCC(C4)O)C)O)O)C)C(C)C
• InChI: InChI=1S/C29H50O3/c1-7-20(18(2)3)9-8-19(4)23-10-11-24-22-16-26(31)29(32)17-21(30)12-15-28(29,6)25(22)13-14-27(23,24)5/h8-9,18-26,30-32H,7,10-17H2,1-6H3
• InChI Key: LBAYHUSGQLHLQA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₅₀O₃
• Molecular Weight: 446.70 g/mol
• Exact Mass: 446.37599545 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 7.00
• Atomic LogP (AlogP): 5.97
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9897	98.97%
Caco-2	-	0.6702	67.02%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4595	45.95%
OATP2B1 inhibitior	-	0.5787	57.87%
OATP1B1 inhibitior	+	0.8376	83.76%
OATP1B3 inhibitior	+	0.9561	95.61%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5152	51.52%
P-glycoprotein inhibitior	-	0.6337	63.37%
P-glycoprotein substrate	+	0.5210	52.10%
CYP3A4 substrate	+	0.7123	71.23%
CYP2C9 substrate	-	0.7713	77.13%
CYP2D6 substrate	-	0.7725	77.25%
CYP3A4 inhibition	-	0.8114	81.14%
CYP2C9 inhibition	-	0.8105	81.05%
CYP2C19 inhibition	-	0.6557	65.57%
CYP2D6 inhibition	-	0.9441	94.41%
CYP1A2 inhibition	-	0.8246	82.46%
CYP2C8 inhibition	+	0.4510	45.10%
CYP inhibitory promiscuity	-	0.7627	76.27%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6669	66.69%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9531	95.31%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9228	92.28%
Ames mutagenesis	-	0.6070	60.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3978	39.78%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5846	58.46%
skin sensitisation	-	0.6883	68.83%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8981	89.81%
Acute Oral Toxicity (c)	I	0.4036	40.36%
Estrogen receptor binding	+	0.8257	82.57%
Androgen receptor binding	+	0.8077	80.77%
Thyroid receptor binding	+	0.6226	62.26%
Glucocorticoid receptor binding	+	0.7492	74.92%
Aromatase binding	+	0.6046	60.46%
PPAR gamma	+	0.5683	56.83%
Honey bee toxicity	-	0.6985	69.85%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9843	98.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.81%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.07%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	96.57%	95.93%
CHEMBL236	P41143	Delta opioid receptor	96.13%	99.35%
CHEMBL221	P23219	Cyclooxygenase-1	95.13%	90.17%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	93.46%	92.86%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	92.55%	95.58%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.52%	94.45%
CHEMBL206	P03372	Estrogen receptor alpha	92.42%	97.64%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.94%	97.09%
CHEMBL299	P17252	Protein kinase C alpha	91.01%	98.03%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.76%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.69%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.58%	96.61%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.58%	82.69%
CHEMBL242	Q92731	Estrogen receptor beta	89.18%	98.35%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.03%	95.89%
CHEMBL2179	P04062	Beta-glucocerebrosidase	87.66%	85.31%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.66%	96.38%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.94%	100.00%
CHEMBL1871	P10275	Androgen Receptor	85.66%	96.43%
CHEMBL2581	P07339	Cathepsin D	83.88%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.52%	91.11%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.96%	96.21%
CHEMBL204	P00734	Thrombin	82.68%	96.01%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.32%	95.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.28%	85.14%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	82.20%	99.17%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	81.84%	95.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	81.49%	99.18%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.43%	93.56%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	80.99%	97.47%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.79%	96.47%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.59%	97.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.28%	89.05%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.16%	89.50%

Plants that contains it

• Bupleurum falcatum

Cross-Links

• PubChem: 86179557
• LOTUS: LTS0027616
• wikiData: Q105149147