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

Details

• Internal ID: 9a9ff108-4444-43c9-9df4-f9daddb2ee86
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Trihydroxy bile acids, alcohols and derivatives
• IUPAC Name: [(2S,3R)-2-[(3S,5S,9R,10R,13R,14S,17R)-3,14-dihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-6-methylheptan-3-yl] acetate
• SMILES (Canonical): CC(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CCC(C4)O)C)C)O)C(CCC(C)(C)O)OC(=O)C
• SMILES (Isomeric): C[C@@H]([C@H]1CC[C@@]2([C@@]1(CC[C@H]3C2=CC(=O)[C@@H]4[C@@]3(CC[C@@H](C4)O)C)C)O)[C@@H](CCC(C)(C)O)OC(=O)C
• InChI: InChI=1S/C29H46O6/c1-17(25(35-18(2)30)10-11-26(3,4)33)20-9-14-29(34)22-16-24(32)23-15-19(31)7-12-27(23,5)21(22)8-13-28(20,29)6/h16-17,19-21,23,25,31,33-34H,7-15H2,1-6H3/t17-,19-,20+,21-,23+,25+,27+,28+,29+/m0/s1
• InChI Key: AXPOMMVUGJHIFF-UEAQVESISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₆O₆
• Molecular Weight: 490.70 g/mol
• Exact Mass: 490.32943918 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 4.34
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9937	99.37%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8894	88.94%
OATP2B1 inhibitior	-	0.5747	57.47%
OATP1B1 inhibitior	+	0.8372	83.72%
OATP1B3 inhibitior	-	0.4805	48.05%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6782	67.82%
BSEP inhibitior	+	0.9098	90.98%
P-glycoprotein inhibitior	-	0.4408	44.08%
P-glycoprotein substrate	+	0.6186	61.86%
CYP3A4 substrate	+	0.7101	71.01%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.9105	91.05%
CYP3A4 inhibition	-	0.7903	79.03%
CYP2C9 inhibition	-	0.8770	87.70%
CYP2C19 inhibition	-	0.9365	93.65%
CYP2D6 inhibition	-	0.9525	95.25%
CYP1A2 inhibition	-	0.9161	91.61%
CYP2C8 inhibition	-	0.6244	62.44%
CYP inhibitory promiscuity	-	0.8232	82.32%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7034	70.34%
Eye corrosion	-	0.9952	99.52%
Eye irritation	-	0.9472	94.72%
Skin irritation	+	0.6795	67.95%
Skin corrosion	-	0.9602	96.02%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7089	70.89%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.5219	52.19%
skin sensitisation	-	0.7232	72.32%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	1.0000	100.00%
Nephrotoxicity	-	0.7239	72.39%
Acute Oral Toxicity (c)	III	0.6620	66.20%
Estrogen receptor binding	+	0.8217	82.17%
Androgen receptor binding	+	0.7738	77.38%
Thyroid receptor binding	+	0.5852	58.52%
Glucocorticoid receptor binding	+	0.8243	82.43%
Aromatase binding	+	0.7400	74.00%
PPAR gamma	+	0.5728	57.28%
Honey bee toxicity	-	0.8345	83.45%
Biodegradation	-	0.8250	82.50%
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	99.50%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.35%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.53%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.41%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	95.08%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.44%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.33%	97.09%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	91.43%	94.78%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.04%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.88%	96.61%
CHEMBL2179	P04062	Beta-glucocerebrosidase	86.32%	85.31%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.95%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.40%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.75%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.61%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.58%	95.56%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.56%	97.28%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.77%	89.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.50%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.93%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.62%	91.07%
CHEMBL221	P23219	Cyclooxygenase-1	81.61%	90.17%
CHEMBL2996	Q05655	Protein kinase C delta	81.32%	97.79%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.17%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.79%	95.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.44%	92.62%

Plants that contains it

• Silene brahuica

Cross-Links

• PubChem: 21768880
• LOTUS: LTS0060110
• wikiData: Q104920705