[(3S,5S,9R,10S,13R,17R)-17-[(2R,5R)-5-ethyl-6-methylhept-6-en-2-yl]-10,13-dimethyl-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] octadecanoate

Details

• Internal ID: 155c5c1d-4d9f-4496-a1b1-79f8adb0e9bb
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: [(3S,5S,9R,10S,13R,17R)-17-[(2R,5R)-5-ethyl-6-methylhept-6-en-2-yl]-10,13-dimethyl-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] octadecanoate
• InChI: InChI=1S/C47H82O2/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-45(48)49-40-31-33-46(6)39(35-40)27-28-41-43-30-29-42(47(43,7)34-32-44(41)46)37(5)25-26-38(9-2)36(3)4/h37-40,42,44H,3,8-35H2,1-2,4-7H3/t37-,38-,39+,40+,42-,44+,46+,47-/m1/s1
• InChI Key: QSVPSPFGOSRGHZ-DQXWBTCRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₈₂O₂
• Molecular Weight: 679.20 g/mol
• Exact Mass: 678.63148185 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 17.70
• Atomic LogP (AlogP): 14.90
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 23

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	-	0.7995	79.95%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4472	44.72%
OATP2B1 inhibitior	-	0.5623	56.23%
OATP1B1 inhibitior	+	0.8252	82.52%
OATP1B3 inhibitior	+	0.9238	92.38%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9856	98.56%
P-glycoprotein inhibitior	+	0.7496	74.96%
P-glycoprotein substrate	+	0.5874	58.74%
CYP3A4 substrate	+	0.7158	71.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.7027	70.27%
CYP2C9 inhibition	-	0.8743	87.43%
CYP2C19 inhibition	+	0.7374	73.74%
CYP2D6 inhibition	-	0.9204	92.04%
CYP1A2 inhibition	-	0.8568	85.68%
CYP2C8 inhibition	+	0.4871	48.71%
CYP inhibitory promiscuity	-	0.5830	58.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4924	49.24%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.8553	85.53%
Skin irritation	+	0.4913	49.13%
Skin corrosion	-	0.9787	97.87%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4924	49.24%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.6110	61.10%
skin sensitisation	+	0.4722	47.22%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6219	62.19%
Acute Oral Toxicity (c)	III	0.8609	86.09%
Estrogen receptor binding	+	0.7558	75.58%
Androgen receptor binding	+	0.7371	73.71%
Thyroid receptor binding	-	0.6421	64.21%
Glucocorticoid receptor binding	+	0.6167	61.67%
Aromatase binding	+	0.6029	60.29%
PPAR gamma	+	0.5721	57.21%
Honey bee toxicity	-	0.7537	75.37%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.7042	70.42%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.60%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.27%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.88%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.76%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.55%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.90%	97.09%
CHEMBL2581	P07339	Cathepsin D	93.63%	98.95%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	93.27%	92.86%
CHEMBL5255	O00206	Toll-like receptor 4	92.66%	92.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	91.66%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.57%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.98%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.95%	82.69%
CHEMBL2996	Q05655	Protein kinase C delta	90.92%	97.79%
CHEMBL299	P17252	Protein kinase C alpha	90.58%	98.03%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.83%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	89.77%	91.19%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	88.72%	95.71%
CHEMBL321	P14780	Matrix metalloproteinase 9	88.19%	92.12%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.04%	96.38%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.49%	96.47%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	87.09%	97.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.87%	89.05%
CHEMBL4588	P22894	Matrix metalloproteinase 8	86.60%	94.66%
CHEMBL233	P35372	Mu opioid receptor	86.54%	97.93%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.21%	95.17%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	86.08%	85.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.69%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.62%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.15%	92.62%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.50%	95.50%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	84.42%	91.81%
CHEMBL230	P35354	Cyclooxygenase-2	84.33%	89.63%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.06%	82.50%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	83.60%	97.29%
CHEMBL2514	O95665	Neurotensin receptor 2	82.73%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	82.59%	98.10%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	81.93%	98.33%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	81.86%	99.00%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	81.86%	96.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.41%	94.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.35%	89.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.29%	94.33%

Plants that contains it

• Cryptocoryne spiralis

Cross-Links

• PubChem: 162959433
• LOTUS: LTS0158857
• wikiData: Q105227427