(3S,5S,8R,9S,10S,13R,14S,17R)-17-[(2R,3E,5R)-5-ethyl-6-methylhepta-3,6-dien-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol

Details

• Internal ID: 235ffca9-6656-4615-9751-1a681ec0c974
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: (3S,5S,8R,9S,10S,13R,14S,17R)-17-[(2R,3E,5R)-5-ethyl-6-methylhepta-3,6-dien-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
• SMILES (Canonical): CCC(C=CC(C)C1CCC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C)C(=C)C
• SMILES (Isomeric): CC[C@H](/C=C/[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(CC[C@@H](C4)O)C)C)C(=C)C
• InChI: InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h8-9,20-27,30H,2,7,10-18H2,1,3-6H3/b9-8+/t20-,21-,22+,23+,24+,25-,26+,27+,28+,29-/m1/s1
• InChI Key: FSEFAXVBEFFTJL-OYQPQXIVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₈O
• Molecular Weight: 412.70 g/mol
• Exact Mass: 412.370516150 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 9.50
• Atomic LogP (AlogP): 7.80
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.5468	54.68%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Lysosomes	0.6929	69.29%
OATP2B1 inhibitior	-	0.5813	58.13%
OATP1B1 inhibitior	-	0.3390	33.90%
OATP1B3 inhibitior	+	0.9140	91.40%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7398	73.98%
P-glycoprotein inhibitior	-	0.5089	50.89%
P-glycoprotein substrate	+	0.5517	55.17%
CYP3A4 substrate	+	0.7204	72.04%
CYP2C9 substrate	-	0.6197	61.97%
CYP2D6 substrate	-	0.7147	71.47%
CYP3A4 inhibition	-	0.6594	65.94%
CYP2C9 inhibition	-	0.8230	82.30%
CYP2C19 inhibition	-	0.7363	73.63%
CYP2D6 inhibition	-	0.9362	93.62%
CYP1A2 inhibition	-	0.8586	85.86%
CYP2C8 inhibition	-	0.7347	73.47%
CYP inhibitory promiscuity	-	0.5236	52.36%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5948	59.48%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9612	96.12%
Skin irritation	+	0.5694	56.94%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7530	75.30%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.6408	64.08%
skin sensitisation	+	0.5399	53.99%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8152	81.52%
Acute Oral Toxicity (c)	III	0.7541	75.41%
Estrogen receptor binding	+	0.7561	75.61%
Androgen receptor binding	+	0.7870	78.70%
Thyroid receptor binding	+	0.5842	58.42%
Glucocorticoid receptor binding	+	0.6963	69.63%
Aromatase binding	+	0.5720	57.20%
PPAR gamma	+	0.5236	52.36%
Honey bee toxicity	-	0.6708	67.08%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9948	99.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	96.51%	89.76%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.45%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.19%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.84%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	93.72%	90.17%
CHEMBL237	P41145	Kappa opioid receptor	92.60%	98.10%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.63%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.42%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	91.23%	92.86%
CHEMBL202	P00374	Dihydrofolate reductase	90.61%	89.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.69%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.30%	96.95%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	88.71%	88.81%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.42%	96.38%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.98%	82.69%
CHEMBL233	P35372	Mu opioid receptor	87.64%	97.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.61%	91.11%
CHEMBL236	P41143	Delta opioid receptor	87.07%	99.35%
CHEMBL1871	P10275	Androgen Receptor	86.47%	96.43%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.10%	100.00%
CHEMBL238	Q01959	Dopamine transporter	85.37%	95.88%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.17%	96.61%
CHEMBL3055	P50613	Cyclin-dependent kinase 7	84.10%	81.88%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.65%	93.56%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.53%	97.50%
CHEMBL242	Q92731	Estrogen receptor beta	83.17%	98.35%
CHEMBL226	P30542	Adenosine A1 receptor	83.06%	95.93%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.03%	98.75%
CHEMBL2581	P07339	Cathepsin D	81.97%	98.95%
CHEMBL5203	P33316	dUTP pyrophosphatase	81.76%	99.18%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	81.61%	95.58%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.57%	98.05%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.39%	96.47%
CHEMBL4588	P22894	Matrix metalloproteinase 8	81.29%	94.66%
CHEMBL2061	P19793	Retinoid X receptor alpha	80.74%	91.67%

Plants that contains it

• Clerodendrum phlomidis

Cross-Links

• PubChem: 162945068
• LOTUS: LTS0199170
• wikiData: Q105000604