Cholestenyl butyrate

Details

• Internal ID: d4523961-695b-4cff-8460-4207ddb14dd8
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid esters > Cholesteryl esters
• IUPAC Name: [10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] butanoate
• SMILES (Canonical): CCCC(=O)OC1CCC2(C3CCC4(C(C3CC=C2C1)CCC4C(C)CCCC(C)C)C)C
• SMILES (Isomeric): CCCC(=O)OC1CCC2(C3CCC4(C(C3CC=C2C1)CCC4C(C)CCCC(C)C)C)C
• InChI: InChI=1S/C31H52O2/c1-7-9-29(32)33-24-16-18-30(5)23(20-24)12-13-25-27-15-14-26(22(4)11-8-10-21(2)3)31(27,6)19-17-28(25)30/h12,21-22,24-28H,7-11,13-20H2,1-6H3
• InChI Key: CKDZWMVGDHGMFR-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₂O₂
• Molecular Weight: 456.70 g/mol
• Exact Mass: 456.396730897 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 9.90
• Atomic LogP (AlogP): 8.74
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

• Cholestenyl butyrate
• ChemDiv1_018996
• Cholest-5-en-3-yl butanoate
• DivK1c_003780
• SCHEMBL12290963
• HMS640P10
• DTXSID20862107
• AKOS000506972
• AKOS021983303
• CDS1_002740
• DB-052075
• SR-01000390347
• SR-01000390347-1
• (3S,8S,9S,10R,13R,14S,17R)-10,13-Dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl butyrate
• [17-(1,5-dimethylhexyl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] butanoate
• 9A,11A-DIMETHYL-1-(6-METHYLHEPTAN-2-YL)-1H,2H,3H,3AH,3BH,4H,6H,7H,8H,9H,9AH,9BH,10H,11H,11AH-CYCLOPENTA[A]PHENANTHREN-7-YL BUTANOATE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.5563	55.63%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5662	56.62%
OATP2B1 inhibitior	-	0.7121	71.21%
OATP1B1 inhibitior	+	0.9361	93.61%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9665	96.65%
P-glycoprotein inhibitior	+	0.7144	71.44%
P-glycoprotein substrate	+	0.7375	73.75%
CYP3A4 substrate	+	0.7455	74.55%
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	+	0.4908	49.08%
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	-	0.9084	90.84%
Skin irritation	-	0.5214	52.14%
Skin corrosion	-	0.9823	98.23%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5326	53.26%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.6012	60.12%
skin sensitisation	+	0.5849	58.49%
Respiratory toxicity	+	0.9444	94.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8809	88.09%
Acute Oral Toxicity (c)	III	0.8186	81.86%
Estrogen receptor binding	+	0.8642	86.42%
Androgen receptor binding	+	0.6423	64.23%
Thyroid receptor binding	-	0.6048	60.48%
Glucocorticoid receptor binding	+	0.7691	76.91%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5702	57.02%
Honey bee toxicity	-	0.8367	83.67%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5645	56.45%
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	99.02%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.01%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.77%	97.25%
CHEMBL2581	P07339	Cathepsin D	96.84%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.07%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.63%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.55%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.34%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.83%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.90%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.33%	99.17%
CHEMBL1871	P10275	Androgen Receptor	88.26%	96.43%
CHEMBL2179	P04062	Beta-glucocerebrosidase	87.57%	85.31%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.27%	90.71%
CHEMBL221	P23219	Cyclooxygenase-1	86.34%	90.17%
CHEMBL1907	P15144	Aminopeptidase N	86.11%	93.31%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.10%	82.69%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	85.84%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.86%	92.62%
CHEMBL5255	O00206	Toll-like receptor 4	83.31%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.65%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.59%	89.05%
CHEMBL226	P30542	Adenosine A1 receptor	82.39%	95.93%
CHEMBL2996	Q05655	Protein kinase C delta	82.34%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.22%	95.56%
CHEMBL255	P29275	Adenosine A2b receptor	82.18%	98.59%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.41%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.01%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	80.76%	91.19%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.67%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.16%	94.33%

Plants that contains it

• Leibnitzia anandria

Cross-Links

• PubChem: 525278
• NPASS: NPC202915