(3s,8s,9s,10r,13r,14s,17r)-10,13-Dimethyl-17-[(2r,5s)-5-propan-2-yloctan-2-yl]2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-3-ol

Details

• Internal ID: 540b0cff-cf6f-4175-9d94-a5f681ad7bc5
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R,5S)-5-propan-2-yloctan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
• SMILES (Canonical): CCCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C
• SMILES (Isomeric): CCC[C@@H](CC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C)C(C)C
• InChI: InChI=1S/C30H52O/c1-7-8-22(20(2)3)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/h11,20-22,24-28,31H,7-10,12-19H2,1-6H3/t21-,22+,24+,25+,26-,27+,28+,29+,30-/m1/s1
• InChI Key: KLEXDBGYSOIREE-UIFQYPGESA-N
• Popularity: 1 reference 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: 9.90
• Atomic LogP (AlogP): 8.41
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

• (3s,8s,9s,10r,13r,14s,17r)-10,13-dimethyl-17-[(2r,5s)-5-propan-2-yloctan-2-yl]2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-3-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5317	53.17%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Lysosomes	0.4691	46.91%
OATP2B1 inhibitior	-	0.5762	57.62%
OATP1B1 inhibitior	+	0.9373	93.73%
OATP1B3 inhibitior	+	0.9820	98.20%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6934	69.34%
P-glycoprotein inhibitior	-	0.4581	45.81%
P-glycoprotein substrate	+	0.8310	83.10%
CYP3A4 substrate	+	0.7186	71.86%
CYP2C9 substrate	-	0.6499	64.99%
CYP2D6 substrate	-	0.6843	68.43%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9125	91.25%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9346	93.46%
CYP1A2 inhibition	-	0.9291	92.91%
CYP2C8 inhibition	+	0.4715	47.15%
CYP inhibitory promiscuity	-	0.5244	52.44%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5888	58.88%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9595	95.95%
Skin irritation	+	0.5270	52.70%
Skin corrosion	-	0.9561	95.61%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3667	36.67%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.5602	56.02%
skin sensitisation	+	0.6416	64.16%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.8459	84.59%
Acute Oral Toxicity (c)	I	0.4287	42.87%
Estrogen receptor binding	+	0.7657	76.57%
Androgen receptor binding	+	0.8190	81.90%
Thyroid receptor binding	+	0.6089	60.89%
Glucocorticoid receptor binding	+	0.7421	74.21%
Aromatase binding	-	0.5654	56.54%
PPAR gamma	+	0.5334	53.34%
Honey bee toxicity	-	0.8059	80.59%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9917	99.17%

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	97.88%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.42%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	96.29%	90.17%
CHEMBL226	P30542	Adenosine A1 receptor	96.21%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.72%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.99%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.45%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.65%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.85%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.52%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.67%	97.09%
CHEMBL1871	P10275	Androgen Receptor	84.77%	96.43%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.68%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.47%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.56%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.49%	89.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.73%	86.33%
CHEMBL4105838	Q96GG9	DCN1-like protein 1	80.67%	95.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.62%	82.69%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.14%	89.62%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	80.09%	95.00%

Plants that contains it

• Spatholobus suberectus

Cross-Links

• PubChem: 15976101
• NPASS: NPC122420