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

Details

• Internal ID: 28cb4694-6689-4441-8669-4c96e701207f
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Monohydroxy bile acids, alcohols and derivatives
• IUPAC Name: [(2R,4R,5S)-4-acetyloxy-5-[(3S,8S,9S,10R,13S,14S,17R)-3-acetyloxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-(2-hydroxypropan-2-yl)hexyl] acetate
• SMILES (Canonical): CC(C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC(=O)C)C)C)C(CC(COC(=O)C)C(C)(C)O)OC(=O)C
• SMILES (Isomeric): C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)OC(=O)C)C)C)[C@@H](C[C@H](COC(=O)C)C(C)(C)O)OC(=O)C
• InChI: InChI=1S/C34H54O7/c1-20(31(41-23(4)37)18-25(32(5,6)38)19-39-21(2)35)28-11-12-29-27-10-9-24-17-26(40-22(3)36)13-15-33(24,7)30(27)14-16-34(28,29)8/h9,20,25-31,38H,10-19H2,1-8H3/t20-,25+,26-,27-,28+,29-,30-,31+,33-,34+/m0/s1
• InChI Key: PDKHSTVXNLVQFG-SWOKVXECSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₄O₇
• Molecular Weight: 574.80 g/mol
• Exact Mass: 574.38695406 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 6.41
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	-	0.7852	78.52%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.9086	90.86%
OATP2B1 inhibitior	-	0.5713	57.13%
OATP1B1 inhibitior	+	0.9104	91.04%
OATP1B3 inhibitior	-	0.2349	23.49%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5423	54.23%
BSEP inhibitior	+	0.9682	96.82%
P-glycoprotein inhibitior	+	0.8032	80.32%
P-glycoprotein substrate	+	0.6274	62.74%
CYP3A4 substrate	+	0.7553	75.53%
CYP2C9 substrate	-	0.7912	79.12%
CYP2D6 substrate	-	0.8744	87.44%
CYP3A4 inhibition	-	0.9048	90.48%
CYP2C9 inhibition	-	0.7076	70.76%
CYP2C19 inhibition	-	0.9286	92.86%
CYP2D6 inhibition	-	0.9640	96.40%
CYP1A2 inhibition	-	0.8733	87.33%
CYP2C8 inhibition	+	0.6449	64.49%
CYP inhibitory promiscuity	-	0.8901	89.01%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6063	60.63%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9304	93.04%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9661	96.61%
Ames mutagenesis	-	0.7544	75.44%
Human Ether-a-go-go-Related Gene inhibition	-	0.3630	36.30%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5092	50.92%
skin sensitisation	-	0.8484	84.84%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6133	61.33%
Acute Oral Toxicity (c)	III	0.5367	53.67%
Estrogen receptor binding	+	0.7361	73.61%
Androgen receptor binding	+	0.6587	65.87%
Thyroid receptor binding	-	0.5699	56.99%
Glucocorticoid receptor binding	+	0.7512	75.12%
Aromatase binding	+	0.7052	70.52%
PPAR gamma	+	0.6741	67.41%
Honey bee toxicity	-	0.7238	72.38%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.80%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.06%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.79%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.02%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.48%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.89%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	90.92%	97.79%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.68%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.78%	95.89%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.66%	94.08%
CHEMBL226	P30542	Adenosine A1 receptor	87.45%	95.93%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	86.55%	92.95%
CHEMBL255	P29275	Adenosine A2b receptor	85.72%	98.59%
CHEMBL2179	P04062	Beta-glucocerebrosidase	85.57%	85.31%
CHEMBL5028	O14672	ADAM10	85.43%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.05%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.03%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.78%	89.05%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.65%	89.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.20%	95.71%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.20%	94.62%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.04%	93.04%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.92%	91.07%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.49%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.93%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.71%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.50%	97.09%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.01%	89.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.45%	98.75%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	81.19%	95.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.17%	85.14%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.78%	97.29%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.69%	97.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.49%	96.77%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162871506
• LOTUS: LTS0269040
• wikiData: Q105206572