[(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] (Z)-pentacos-3-enoate

Details

• Internal ID: 346b0669-52f4-4a4c-8e21-4cfb547ec253
• 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] (Z)-pentacos-3-enoate
• SMILES (Canonical): CCCCCCCCCCCCCCCCCCCCCC=CCC(=O)OC1CCC2(C3CCC4(C(C3CC=C2C1)CCC4C(C)CCC(CC)C(C)C)C)C
• SMILES (Isomeric): CCCCCCCCCCCCCCCCCCCCC/C=C\CC(=O)O[C@H]1CC[C@@]2([C@H]3CC[C@]4([C@H]([C@@H]3CC=C2C1)CC[C@@H]4[C@H](C)CC[C@@H](CC)C(C)C)C)C
• InChI: InChI=1S/C54H96O2/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-52(55)56-47-38-40-53(6)46(42-47)34-35-48-50-37-36-49(54(50,7)41-39-51(48)53)44(5)32-33-45(9-2)43(3)4/h29-30,34,43-45,47-51H,8-28,31-33,35-42H2,1-7H3/b30-29-/t44-,45-,47+,48+,49-,50+,51+,53+,54-/m1/s1
• InChI Key: WVUYBLYPYXUODW-FGMLKTOFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₉₆O₂
• Molecular Weight: 777.30 g/mol
• Exact Mass: 776.74103230 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 21.60
• Atomic LogP (AlogP): 17.34
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 29

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	-	0.8254	82.54%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5662	56.62%
OATP2B1 inhibitior	-	0.5632	56.32%
OATP1B1 inhibitior	+	0.8676	86.76%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9694	96.94%
P-glycoprotein inhibitior	+	0.7452	74.52%
P-glycoprotein substrate	+	0.6758	67.58%
CYP3A4 substrate	+	0.7531	75.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8683	86.83%
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	+	0.6680	66.80%
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	-	0.8960	89.60%
Skin irritation	-	0.5214	52.14%
Skin corrosion	-	0.9823	98.23%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6649	66.49%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5544	55.44%
skin sensitisation	+	0.5849	58.49%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8552	85.52%
Acute Oral Toxicity (c)	III	0.8186	81.86%
Estrogen receptor binding	+	0.7774	77.74%
Androgen receptor binding	+	0.7642	76.42%
Thyroid receptor binding	-	0.5880	58.80%
Glucocorticoid receptor binding	+	0.5729	57.29%
Aromatase binding	-	0.5118	51.18%
PPAR gamma	+	0.5981	59.81%
Honey bee toxicity	-	0.8131	81.31%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.8184	81.84%
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
CHEMBL240	Q12809	HERG	99.82%	89.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.39%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.33%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.01%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.13%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.54%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.16%	93.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.95%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.89%	95.89%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	91.56%	85.94%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.64%	100.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.57%	94.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.37%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.11%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.11%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.30%	90.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.65%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.13%	96.47%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.87%	92.88%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.69%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.94%	86.33%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.22%	97.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.95%	94.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.65%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.51%	93.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.49%	97.29%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.88%	91.24%
CHEMBL5255	O00206	Toll-like receptor 4	81.50%	92.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.21%	96.95%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.84%	92.86%
CHEMBL1907	P15144	Aminopeptidase N	80.74%	93.31%
CHEMBL220	P22303	Acetylcholinesterase	80.73%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	80.20%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	80.19%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102138449
• LOTUS: LTS0075472
• wikiData: Q105313786