[(2R,3S,4S,5R,6S)-6-[[(3S,8R,9S,10R,13R,14S,17R)-17-[(2R)-5-ethyl-6-methylheptan-2-yl]-10,13,14-trimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl hexadecanoate

Details

• Internal ID: 72539477-a491-4f3e-b67d-2bf41ac96fd9
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[[(3S,8R,9S,10R,13R,14S,17R)-17-[(2R)-5-ethyl-6-methylheptan-2-yl]-10,13,14-trimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl hexadecanoate
• SMILES (Canonical): CCCCCCCCCCCCCCCC(=O)OCC1C(C(C(C(O1)OC2CCC3(C4CCC5(C(CCC5(C4CC=C3C2)C)C(C)CCC(CC)C(C)C)C)C)O)O)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@H]2CC[C@@]3([C@H]4CC[C@@]5([C@H](CC[C@]5([C@@H]4CC=C3C2)C)[C@H](C)CCC(CC)C(C)C)C)C)O)O)O
• InChI: InChI=1S/C52H92O7/c1-9-11-12-13-14-15-16-17-18-19-20-21-22-23-45(53)57-35-44-46(54)47(55)48(56)49(59-44)58-40-28-31-50(6)39(34-40)26-27-43-42(50)30-33-51(7)41(29-32-52(43,51)8)37(5)24-25-38(10-2)36(3)4/h26,36-38,40-44,46-49,54-56H,9-25,27-35H2,1-8H3/t37-,38?,40+,41-,42+,43-,44-,46-,47+,48-,49+,50+,51-,52+/m1/s1
• InChI Key: NKMLRKYJLCQLKY-DLBGXOSRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₉₂O₇
• Molecular Weight: 829.30 g/mol
• Exact Mass: 828.68430527 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 15.50
• Atomic LogP (AlogP): 12.27
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 24

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9450	94.50%
Caco-2	-	0.8604	86.04%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8291	82.91%
OATP2B1 inhibitior	-	0.5924	59.24%
OATP1B1 inhibitior	+	0.8184	81.84%
OATP1B3 inhibitior	+	0.8305	83.05%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7026	70.26%
BSEP inhibitior	+	0.8788	87.88%
P-glycoprotein inhibitior	+	0.7435	74.35%
P-glycoprotein substrate	+	0.6435	64.35%
CYP3A4 substrate	+	0.7326	73.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8832	88.32%
CYP3A4 inhibition	-	0.8585	85.85%
CYP2C9 inhibition	-	0.7605	76.05%
CYP2C19 inhibition	-	0.8202	82.02%
CYP2D6 inhibition	-	0.9138	91.38%
CYP1A2 inhibition	-	0.7844	78.44%
CYP2C8 inhibition	+	0.7144	71.44%
CYP inhibitory promiscuity	-	0.7486	74.86%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6813	68.13%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9061	90.61%
Skin irritation	+	0.4939	49.39%
Skin corrosion	-	0.9447	94.47%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6661	66.61%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8841	88.41%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8934	89.34%
Acute Oral Toxicity (c)	III	0.6283	62.83%
Estrogen receptor binding	+	0.8175	81.75%
Androgen receptor binding	+	0.7481	74.81%
Thyroid receptor binding	-	0.5765	57.65%
Glucocorticoid receptor binding	+	0.6111	61.11%
Aromatase binding	+	0.6268	62.68%
PPAR gamma	+	0.6634	66.34%
Honey bee toxicity	-	0.7819	78.19%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6873	68.73%
Fish aquatic toxicity	+	0.9912	99.12%

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	99.46%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.19%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.41%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.24%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.97%	94.45%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	96.34%	85.94%
CHEMBL220	P22303	Acetylcholinesterase	96.00%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.58%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.91%	93.56%
CHEMBL5255	O00206	Toll-like receptor 4	93.76%	92.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.02%	90.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	92.73%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	92.51%	92.86%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.79%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.38%	97.09%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	90.04%	89.05%
CHEMBL2996	Q05655	Protein kinase C delta	89.79%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.78%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.05%	89.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.29%	100.00%
CHEMBL299	P17252	Protein kinase C alpha	88.12%	98.03%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.05%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.98%	86.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.27%	95.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.49%	96.47%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	83.45%	91.81%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.40%	89.62%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.05%	96.90%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.45%	82.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.95%	96.61%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.06%	94.33%
CHEMBL5028	O14672	ADAM10	80.85%	97.50%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.47%	97.50%
CHEMBL240	Q12809	HERG	80.34%	89.76%
CHEMBL1871	P10275	Androgen Receptor	80.02%	96.43%

Plants that contains it

• Mentha longifolia

Cross-Links

• PubChem: 102464034
• LOTUS: LTS0067825
• wikiData: Q104415019