[(3S,8S,9S,10R,13R,14S,17R)-17-[(1R,4R)-4-ethyl-1,5-dimethyl-hexyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] heptadec-16-en-12-ynoate

Details

• Internal ID: 17395138-2fbd-4d58-bae6-e4224f5bc29d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] heptadec-16-en-12-ynoate
• InChI: InChI=1S/C46H76O2/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-22-23-44(47)48-39-30-32-45(6)38(34-39)26-27-40-42-29-28-41(46(42,7)33-31-43(40)45)36(5)24-25-37(9-2)35(3)4/h8,26,35-37,39-43H,1,9-11,14-25,27-34H2,2-7H3/t36-,37-,39+,40+,41-,42+,43+,45+,46-/m1/s1
• InChI Key: LNTYJLOIEKIRMQ-RQWWKNGZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₆O₂
• Molecular Weight: 661.10 g/mol
• Exact Mass: 660.58453166 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 16.10
• Atomic LogP (AlogP): 13.45
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 19

Synonyms

• [(3S,8S,9S,10R,13R,14S,17R)-17-[(1R,4R)-4-ethyl-1,5-dimethyl-hexyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] heptadec-16-en-12-ynoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.8197	81.97%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5357	53.57%
OATP2B1 inhibitior	-	0.5618	56.18%
OATP1B1 inhibitior	+	0.8844	88.44%
OATP1B3 inhibitior	+	0.8802	88.02%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9847	98.47%
P-glycoprotein inhibitior	+	0.7478	74.78%
P-glycoprotein substrate	+	0.6932	69.32%
CYP3A4 substrate	+	0.7546	75.46%
CYP2C9 substrate	-	0.7874	78.74%
CYP2D6 substrate	-	0.8638	86.38%
CYP3A4 inhibition	-	0.6386	63.86%
CYP2C9 inhibition	-	0.7702	77.02%
CYP2C19 inhibition	+	0.8362	83.62%
CYP2D6 inhibition	-	0.9101	91.01%
CYP1A2 inhibition	-	0.8809	88.09%
CYP2C8 inhibition	+	0.7091	70.91%
CYP inhibitory promiscuity	+	0.5541	55.41%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5727	57.27%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.8907	89.07%
Skin irritation	-	0.5683	56.83%
Skin corrosion	-	0.9736	97.36%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4359	43.59%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5229	52.29%
skin sensitisation	+	0.5241	52.41%
Respiratory toxicity	+	0.9333	93.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7948	79.48%
Acute Oral Toxicity (c)	III	0.7976	79.76%
Estrogen receptor binding	+	0.7851	78.51%
Androgen receptor binding	+	0.7349	73.49%
Thyroid receptor binding	-	0.5955	59.55%
Glucocorticoid receptor binding	+	0.5848	58.48%
Aromatase binding	+	0.5623	56.23%
PPAR gamma	+	0.5809	58.09%
Honey bee toxicity	-	0.7195	71.95%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6824	68.24%
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	99.14%	96.09%
CHEMBL240	Q12809	HERG	99.08%	89.76%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.68%	94.45%
CHEMBL2581	P07339	Cathepsin D	97.57%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.02%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	95.19%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.16%	99.17%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	92.52%	94.08%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.75%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.85%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.34%	100.00%
CHEMBL220	P22303	Acetylcholinesterase	88.95%	94.45%
CHEMBL1871	P10275	Androgen Receptor	88.87%	96.43%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.78%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.00%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.70%	90.71%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	86.27%	92.95%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.42%	95.17%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.41%	89.05%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.36%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.72%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	84.50%	92.50%
CHEMBL2996	Q05655	Protein kinase C delta	84.37%	97.79%
CHEMBL5028	O14672	ADAM10	83.47%	97.50%
CHEMBL221	P23219	Cyclooxygenase-1	83.40%	90.17%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.56%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	82.25%	91.19%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.94%	96.47%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.86%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.72%	89.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.66%	89.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.58%	96.38%
CHEMBL202	P00374	Dihydrofolate reductase	81.56%	89.92%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.11%	94.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.89%	93.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.79%	90.24%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.71%	92.62%
CHEMBL321	P14780	Matrix metalloproteinase 9	80.62%	92.12%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.57%	94.62%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	80.46%	94.97%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.21%	94.33%
CHEMBL299	P17252	Protein kinase C alpha	80.17%	98.03%

Plants that contains it

• Scleropyrum pentandrum

Cross-Links

• PubChem: 11621652
• LOTUS: LTS0107751
• wikiData: Q105154501