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

Details

• Internal ID: 0fd56bac-fc4c-40ba-a469-a42b226ea648
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(3S,5R,9R,10S,13R,14R,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-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=CCC2C1)CCC4C(C)CCC(CC)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]2C1)CC[C@@H]4[C@H](C)CC[C@@H](CC)C(C)C)C)C
• InChI: InChI=1S/C45H80O2/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-22-43(46)47-38-29-31-44(6)37(33-38)25-26-39-41-28-27-40(45(41,7)32-30-42(39)44)35(5)23-24-36(9-2)34(3)4/h26,34-38,40-42H,8-25,27-33H2,1-7H3/t35-,36-,37-,38+,40-,41+,42+,44+,45-/m1/s1
• InChI Key: OQTYAFFZZAUHLK-DHYWCDBESA-N
• Popularity: 0 references 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: 17.00
• Atomic LogP (AlogP): 14.06
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 21

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	-	0.7881	78.81%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5662	56.62%
OATP2B1 inhibitior	-	0.5640	56.40%
OATP1B1 inhibitior	+	0.8441	84.41%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9794	97.94%
P-glycoprotein inhibitior	+	0.7420	74.20%
P-glycoprotein substrate	+	0.6349	63.49%
CYP3A4 substrate	+	0.7031	70.31%
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	-	0.6155	61.55%
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	-	0.8776	87.76%
Skin irritation	-	0.5214	52.14%
Skin corrosion	-	0.9823	98.23%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5296	52.96%
skin sensitisation	+	0.5849	58.49%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7162	71.62%
Acute Oral Toxicity (c)	III	0.8186	81.86%
Estrogen receptor binding	+	0.7663	76.63%
Androgen receptor binding	+	0.5696	56.96%
Thyroid receptor binding	-	0.6299	62.99%
Glucocorticoid receptor binding	+	0.5756	57.56%
Aromatase binding	+	0.5198	51.98%
PPAR gamma	+	0.5847	58.47%
Honey bee toxicity	-	0.8505	85.05%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6987	69.87%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.66%	97.25%
CHEMBL240	Q12809	HERG	98.57%	89.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.48%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.22%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.32%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.65%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.58%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.32%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.86%	99.17%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	92.75%	85.94%
CHEMBL299	P17252	Protein kinase C alpha	92.75%	98.03%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.55%	93.56%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	92.10%	92.86%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.86%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.48%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	89.58%	97.79%
CHEMBL5255	O00206	Toll-like receptor 4	89.22%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.71%	95.89%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	86.82%	94.23%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.84%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.25%	90.71%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.64%	91.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.61%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.58%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.24%	94.08%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.20%	97.29%
CHEMBL340	P08684	Cytochrome P450 3A4	83.54%	91.19%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.47%	93.03%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.40%	92.62%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.11%	92.88%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.06%	100.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.03%	97.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.43%	96.47%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.27%	95.17%
CHEMBL221	P23219	Cyclooxygenase-1	80.08%	90.17%

Plants that contains it

• Stellaria dichotoma

Cross-Links

• PubChem: 162910608
• LOTUS: LTS0000954
• wikiData: Q105197217