[(3S,4S,5S,9R,10S,13R,14R,17R)-17-[(2R,5S)-5,6-dimethylheptan-2-yl]-4,10,13-trimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] hexadecanoate

Details

• Internal ID: 1bc1d703-fc3d-4c47-a270-8008c30f33cf
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid esters
• IUPAC Name: [(3S,4S,5S,9R,10S,13R,14R,17R)-17-[(2R,5S)-5,6-dimethylheptan-2-yl]-4,10,13-trimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] hexadecanoate
• SMILES (Canonical): CCCCCCCCCCCCCCCC(=O)OC1CCC2(C3CCC4(C(C3=CCC2C1C)CCC4C(C)CCC(C)C(C)C)C)C
• SMILES (Isomeric): CCCCCCCCCCCCCCCC(=O)O[C@H]1CC[C@@]2([C@H]3CC[C@]4([C@H](C3=CC[C@H]2[C@@H]1C)CC[C@@H]4[C@H](C)CC[C@H](C)C(C)C)C)C
• InChI: InChI=1S/C45H80O2/c1-9-10-11-12-13-14-15-16-17-18-19-20-21-22-43(46)47-42-30-32-45(8)39(36(42)6)26-25-37-40-28-27-38(44(40,7)31-29-41(37)45)35(5)24-23-34(4)33(2)3/h25,33-36,38-42H,9-24,26-32H2,1-8H3/t34-,35+,36-,38+,39-,40-,41-,42-,44+,45-/m0/s1
• InChI Key: KQJHTYMQOPWQEB-YCHTWHTQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₈₀O₂
• Molecular Weight: 653.10 g/mol
• Exact Mass: 652.61583179 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 16.90
• Atomic LogP (AlogP): 13.91
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 20

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	-	0.7836	78.36%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5662	56.62%
OATP2B1 inhibitior	-	0.5678	56.78%
OATP1B1 inhibitior	+	0.8316	83.16%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9805	98.05%
P-glycoprotein inhibitior	+	0.7416	74.16%
P-glycoprotein substrate	+	0.5936	59.36%
CYP3A4 substrate	+	0.6935	69.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.8703	87.03%
CYP2C19 inhibition	+	0.7387	73.87%
CYP2D6 inhibition	-	0.9169	91.69%
CYP1A2 inhibition	-	0.9248	92.48%
CYP2C8 inhibition	-	0.6186	61.86%
CYP inhibitory promiscuity	-	0.5066	50.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4961	49.61%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.8899	88.99%
Skin irritation	-	0.5214	52.14%
Skin corrosion	-	0.9823	98.23%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4009	40.09%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5434	54.34%
skin sensitisation	+	0.5849	58.49%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7272	72.72%
Acute Oral Toxicity (c)	III	0.8186	81.86%
Estrogen receptor binding	+	0.7856	78.56%
Androgen receptor binding	+	0.5552	55.52%
Thyroid receptor binding	-	0.6205	62.05%
Glucocorticoid receptor binding	+	0.5929	59.29%
Aromatase binding	+	0.5489	54.89%
PPAR gamma	+	0.5557	55.57%
Honey bee toxicity	-	0.8506	85.06%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6687	66.87%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.96%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	98.37%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.07%	97.25%
CHEMBL2581	P07339	Cathepsin D	96.69%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.34%	91.11%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	95.59%	85.94%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.50%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.18%	99.17%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	93.96%	92.86%
CHEMBL4227	P25090	Lipoxin A4 receptor	93.31%	100.00%
CHEMBL230	P35354	Cyclooxygenase-2	93.02%	89.63%
CHEMBL299	P17252	Protein kinase C alpha	91.82%	98.03%
CHEMBL5255	O00206	Toll-like receptor 4	91.80%	92.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.06%	90.71%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	89.03%	97.29%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.18%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	87.55%	97.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.12%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.09%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.59%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.29%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.50%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.80%	91.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.35%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.32%	93.03%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.97%	82.69%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.30%	92.88%
CHEMBL233	P35372	Mu opioid receptor	81.91%	97.93%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.24%	96.47%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.21%	94.33%

Plants that contains it

• Myriophyllum verticillatum

Cross-Links

• PubChem: 162952481
• LOTUS: LTS0182407
• wikiData: Q105144582