(3S,5S,8R,9S,10S,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylideneoctan-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: 9983b680-9158-4cac-a87d-1be12c1c4911
• 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,5R)-5-ethyl-6-methylideneoctan-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(CCC(C)C1CCC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C)C(=C)CC
• SMILES (Isomeric): CC[C@H](CC[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)CC
• InChI: InChI=1S/C30H52O/c1-7-20(3)22(8-2)10-9-21(4)26-13-14-27-25-12-11-23-19-24(31)15-17-29(23,5)28(25)16-18-30(26,27)6/h21-28,31H,3,7-19H2,1-2,4-6H3/t21-,22-,23+,24+,25+,26-,27+,28+,29+,30-/m1/s1
• InChI Key: ISMRCQPYIOMHBM-JHLRFVRYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₂O
• Molecular Weight: 428.70 g/mol
• Exact Mass: 428.401816278 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 10.50
• Atomic LogP (AlogP): 8.41
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

• 81306-60-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.5159	51.59%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Lysosomes	0.6929	69.29%
OATP2B1 inhibitior	-	0.5652	56.52%
OATP1B1 inhibitior	+	0.6868	68.68%
OATP1B3 inhibitior	+	0.9140	91.40%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6256	62.56%
P-glycoprotein inhibitior	-	0.5511	55.11%
P-glycoprotein substrate	+	0.5910	59.10%
CYP3A4 substrate	+	0.7169	71.69%
CYP2C9 substrate	-	0.6499	64.99%
CYP2D6 substrate	-	0.6843	68.43%
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	-	0.7124	71.24%
CYP inhibitory promiscuity	-	0.5236	52.36%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5948	59.48%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9178	91.78%
Skin irritation	+	0.5694	56.94%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.7754	77.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4706	47.06%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.6348	63.48%
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	-	0.8987	89.87%
Acute Oral Toxicity (c)	III	0.7541	75.41%
Estrogen receptor binding	+	0.6450	64.50%
Androgen receptor binding	+	0.8131	81.31%
Thyroid receptor binding	+	0.6189	61.89%
Glucocorticoid receptor binding	+	0.7376	73.76%
Aromatase binding	+	0.5594	55.94%
PPAR gamma	+	0.5212	52.12%
Honey bee toxicity	-	0.7237	72.37%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.05%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.14%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	95.09%	90.17%
CHEMBL233	P35372	Mu opioid receptor	93.44%	97.93%
CHEMBL238	Q01959	Dopamine transporter	91.99%	95.88%
CHEMBL237	P41145	Kappa opioid receptor	91.59%	98.10%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.24%	94.45%
CHEMBL1871	P10275	Androgen Receptor	90.89%	96.43%
CHEMBL2094135	Q96BI3	Gamma-secretase	89.68%	98.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.56%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.94%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.51%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.45%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.85%	96.47%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.69%	82.69%
CHEMBL240	Q12809	HERG	85.87%	89.76%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.67%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	85.45%	95.93%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.74%	97.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.99%	90.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.78%	93.56%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.53%	96.38%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.35%	92.86%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	82.87%	88.81%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.76%	89.05%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	82.03%	99.00%
CHEMBL4588	P22894	Matrix metalloproteinase 8	82.02%	94.66%
CHEMBL268	P43235	Cathepsin K	81.87%	96.85%
CHEMBL242	Q92731	Estrogen receptor beta	81.72%	98.35%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.67%	95.36%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.63%	100.00%
CHEMBL3055	P50613	Cyclin-dependent kinase 7	81.34%	81.88%
CHEMBL4581	P52732	Kinesin-like protein 1	81.08%	93.18%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	80.71%	99.17%
CHEMBL2581	P07339	Cathepsin D	80.62%	98.95%
CHEMBL202	P00374	Dihydrofolate reductase	80.29%	89.92%

Plants that contains it

• Stephania pierrei

Cross-Links

• PubChem: 101600146
• NPASS: NPC122200