[(3R,8S,9S,10R,13R,14S,17R)-17-[(2R)-6-ethyl-5-methylideneoctan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] (9E,17E)-18-bromooctadeca-9,17-dien-5,7,15-triynoate

Details

• Internal ID: 1ac71f1c-6e84-4f0e-b056-9bdb13f6616e
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid esters
• IUPAC Name: [(3R,8S,9S,10R,13R,14S,17R)-17-[(2R)-6-ethyl-5-methylideneoctan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] (9E,17E)-18-bromooctadeca-9,17-dien-5,7,15-triynoate
• SMILES (Canonical): CCC(CC)C(=C)CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC(=O)CCCC#CC#CC=CCCCCC#CC=CBr)C)C
• SMILES (Isomeric): CCC(CC)C(=C)CC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@H](C4)OC(=O)CCCC#CC#C/C=C/CCCCC#C/C=C/Br)C)C
• InChI: InChI=1S/C48H67BrO2/c1-7-39(8-2)37(3)25-26-38(4)43-29-30-44-42-28-27-40-36-41(31-33-47(40,5)45(42)32-34-48(43,44)6)51-46(50)24-22-20-18-16-14-12-10-9-11-13-15-17-19-21-23-35-49/h9-10,23,27,35,38-39,41-45H,3,7-8,11,13,15,17,20,22,24-26,28-34,36H2,1-2,4-6H3/b10-9+,35-23+/t38-,41-,42+,43-,44+,45+,47+,48-/m1/s1
• InChI Key: PJYRWJAPQIUDJF-CZGSTBIKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₆₇BrO₂
• Molecular Weight: 755.90 g/mol
• Exact Mass: 754.43244 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 15.50
• Atomic LogP (AlogP): 13.09
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 15

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	-	0.8458	84.58%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.4603	46.03%
OATP2B1 inhibitior	-	0.5725	57.25%
OATP1B1 inhibitior	+	0.8239	82.39%
OATP1B3 inhibitior	+	0.9203	92.03%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9336	93.36%
P-glycoprotein inhibitior	+	0.7617	76.17%
P-glycoprotein substrate	+	0.7442	74.42%
CYP3A4 substrate	+	0.7626	76.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8772	87.72%
CYP3A4 inhibition	+	0.5878	58.78%
CYP2C9 inhibition	-	0.6944	69.44%
CYP2C19 inhibition	+	0.7014	70.14%
CYP2D6 inhibition	-	0.9022	90.22%
CYP1A2 inhibition	-	0.8352	83.52%
CYP2C8 inhibition	+	0.8041	80.41%
CYP inhibitory promiscuity	-	0.5305	53.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8421	84.21%
Carcinogenicity (trinary)	Non-required	0.5283	52.83%
Eye corrosion	-	0.9825	98.25%
Eye irritation	-	0.9080	90.80%
Skin irritation	-	0.5714	57.14%
Skin corrosion	-	0.9607	96.07%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6588	65.88%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5854	58.54%
skin sensitisation	-	0.6015	60.15%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8603	86.03%
Acute Oral Toxicity (c)	III	0.7748	77.48%
Estrogen receptor binding	+	0.7862	78.62%
Androgen receptor binding	+	0.7545	75.45%
Thyroid receptor binding	-	0.5510	55.10%
Glucocorticoid receptor binding	+	0.7144	71.44%
Aromatase binding	+	0.6519	65.19%
PPAR gamma	+	0.6480	64.80%
Honey bee toxicity	-	0.6529	65.29%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.7000	70.00%
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
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.48%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.35%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	98.24%	96.38%
CHEMBL2581	P07339	Cathepsin D	97.81%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	96.65%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.98%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	95.55%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.51%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.12%	97.25%
CHEMBL1871	P10275	Androgen Receptor	92.75%	96.43%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.39%	93.56%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	91.60%	89.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.62%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.35%	100.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	88.99%	97.47%
CHEMBL233	P35372	Mu opioid receptor	88.80%	97.93%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.71%	96.47%
CHEMBL240	Q12809	HERG	88.08%	89.76%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.77%	97.09%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	87.61%	97.50%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	87.38%	95.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.88%	95.89%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	86.85%	94.97%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.14%	94.08%
CHEMBL5255	O00206	Toll-like receptor 4	85.98%	92.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.78%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.33%	95.56%
CHEMBL202	P00374	Dihydrofolate reductase	84.94%	89.92%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.69%	94.23%
CHEMBL5028	O14672	ADAM10	83.55%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.51%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.46%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.05%	86.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.22%	100.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	81.10%	98.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.72%	90.71%
CHEMBL321	P14780	Matrix metalloproteinase 9	80.14%	92.12%
CHEMBL340	P08684	Cytochrome P450 3A4	80.08%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163035671
• LOTUS: LTS0105871
• wikiData: Q105210225