[(2S,3R,5R,9R,10R,13R,14S,17S)-17-[(2R,3R,6R)-3-acetyloxy-2,6,7-trihydroxy-6-methylheptan-2-yl]-2,14-dihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate

Details

• Internal ID: ff6746c0-afc9-4b8d-8e4b-c5d583e11a80
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Pentahydroxy bile acids, alcohols and derivatives
• IUPAC Name: [(2S,3R,5R,9R,10R,13R,14S,17S)-17-[(2R,3R,6R)-3-acetyloxy-2,6,7-trihydroxy-6-methylheptan-2-yl]-2,14-dihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
• SMILES (Canonical): CC(=O)OC1CC2C(=O)C=C3C(C2(CC1O)C)CCC4(C3(CCC4C(C)(C(CCC(C)(CO)O)OC(=O)C)O)O)C
• SMILES (Isomeric): CC(=O)O[C@@H]1C[C@H]2C(=O)C=C3[C@@H]([C@]2(C[C@@H]1O)C)CC[C@]4([C@]3(CC[C@@H]4[C@](C)([C@@H](CC[C@](C)(CO)O)OC(=O)C)O)O)C
• InChI: InChI=1S/C31H48O10/c1-17(33)40-24-14-21-22(35)13-20-19(28(21,4)15-23(24)36)7-11-29(5)25(8-12-31(20,29)39)30(6,38)26(41-18(2)34)9-10-27(3,37)16-32/h13,19,21,23-26,32,36-39H,7-12,14-16H2,1-6H3/t19-,21-,23-,24+,25-,26+,27+,28+,29+,30+,31+/m0/s1
• InChI Key: XJCARXXJIYTSQO-RPTCLIKBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₈O₁₀
• Molecular Weight: 580.70 g/mol
• Exact Mass: 580.32474772 g/mol
• Topological Polar Surface Area (TPSA): 171.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.97
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9796	97.96%
Caco-2	-	0.7392	73.92%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.9036	90.36%
OATP2B1 inhibitior	-	0.5722	57.22%
OATP1B1 inhibitior	+	0.8779	87.79%
OATP1B3 inhibitior	+	0.8769	87.69%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6372	63.72%
BSEP inhibitior	+	0.9312	93.12%
P-glycoprotein inhibitior	+	0.6907	69.07%
P-glycoprotein substrate	+	0.6820	68.20%
CYP3A4 substrate	+	0.7327	73.27%
CYP2C9 substrate	-	0.8120	81.20%
CYP2D6 substrate	-	0.9075	90.75%
CYP3A4 inhibition	-	0.7424	74.24%
CYP2C9 inhibition	-	0.8898	88.98%
CYP2C19 inhibition	-	0.9332	93.32%
CYP2D6 inhibition	-	0.9389	93.89%
CYP1A2 inhibition	-	0.9072	90.72%
CYP2C8 inhibition	+	0.5889	58.89%
CYP inhibitory promiscuity	-	0.9263	92.63%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7236	72.36%
Eye corrosion	-	0.9938	99.38%
Eye irritation	-	0.9276	92.76%
Skin irritation	+	0.6781	67.81%
Skin corrosion	-	0.9595	95.95%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6583	65.83%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5421	54.21%
skin sensitisation	-	0.9361	93.61%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6340	63.40%
Acute Oral Toxicity (c)	III	0.5185	51.85%
Estrogen receptor binding	+	0.7106	71.06%
Androgen receptor binding	+	0.7174	71.74%
Thyroid receptor binding	-	0.5305	53.05%
Glucocorticoid receptor binding	+	0.7729	77.29%
Aromatase binding	+	0.7254	72.54%
PPAR gamma	+	0.6022	60.22%
Honey bee toxicity	-	0.7292	72.92%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9926	99.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.99%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.78%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	97.84%	82.69%
CHEMBL2581	P07339	Cathepsin D	96.10%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.93%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.67%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.99%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.80%	94.45%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	92.24%	94.23%
CHEMBL3922	P50579	Methionine aminopeptidase 2	91.01%	97.28%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	90.94%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.43%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.76%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.09%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.07%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.20%	86.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.50%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.87%	97.14%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.56%	96.90%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.53%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.28%	95.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.88%	89.00%
CHEMBL4805	Q99572	P2X purinoceptor 7	82.44%	97.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.44%	96.61%
CHEMBL5028	O14672	ADAM10	81.16%	97.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.93%	94.08%

Plants that contains it

• Silene viridiflora

Cross-Links

• PubChem: 163013350
• LOTUS: LTS0140063
• wikiData: Q105328851