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

Details

• Internal ID: 55a80428-1163-41f6-ad23-8d44bc43585f
• 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: [(5R,6R)-6-hydroxy-2-methyl-6-[(1S,2R,3R,5R,9R,10R,13R,14S,17S)-1,2,3,14-tetrahydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-5-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl] acetate
• SMILES (Canonical): CC(=O)OC(C)(C)CCC(C(C)(C1CCC2(C1(CCC3C2=CC(=O)C4C3(C(C(C(C4)O)O)O)C)C)O)O)OC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): CC(=O)OC(C)(C)CC[C@H]([C@@](C)([C@H]1CC[C@@]2([C@@]1(CC[C@H]3C2=CC(=O)[C@H]4[C@@]3([C@@H]([C@@H]([C@@H](C4)O)O)O)C)C)O)O)O[C@@H]5[C@@H]([C@H]([C@H]([C@H](O5)CO)O)O)O
• InChI: InChI=1S/C35H56O14/c1-16(37)49-31(2,3)10-9-24(48-30-28(43)27(42)26(41)22(15-36)47-30)34(6,45)23-8-12-35(46)18-13-20(38)19-14-21(39)25(40)29(44)33(19,5)17(18)7-11-32(23,35)4/h13,17,19,21-30,36,39-46H,7-12,14-15H2,1-6H3/t17-,19-,21+,22+,23-,24+,25+,26-,27-,28+,29+,30+,32+,33+,34+,35+/m0/s1
• InChI Key: NFANXDIFZWNPKW-GFUCUAQMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₆O₁₄
• Molecular Weight: 700.80 g/mol
• Exact Mass: 700.36700646 g/mol
• Topological Polar Surface Area (TPSA): 244.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -0.78
• H-Bond Acceptor: 14
• H-Bond Donor: 9
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8868	88.68%
Caco-2	-	0.8581	85.81%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8704	87.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8480	84.80%
OATP1B3 inhibitior	+	0.8029	80.29%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5600	56.00%
BSEP inhibitior	+	0.8202	82.02%
P-glycoprotein inhibitior	+	0.7179	71.79%
P-glycoprotein substrate	+	0.5916	59.16%
CYP3A4 substrate	+	0.7303	73.03%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.9014	90.14%
CYP3A4 inhibition	-	0.7708	77.08%
CYP2C9 inhibition	-	0.7891	78.91%
CYP2C19 inhibition	-	0.9175	91.75%
CYP2D6 inhibition	-	0.9430	94.30%
CYP1A2 inhibition	-	0.8441	84.41%
CYP2C8 inhibition	+	0.5871	58.71%
CYP inhibitory promiscuity	-	0.9293	92.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6868	68.68%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9169	91.69%
Skin irritation	+	0.5434	54.34%
Skin corrosion	-	0.9407	94.07%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7332	73.32%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.9183	91.83%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7634	76.34%
Acute Oral Toxicity (c)	III	0.6943	69.43%
Estrogen receptor binding	+	0.7080	70.80%
Androgen receptor binding	+	0.7509	75.09%
Thyroid receptor binding	-	0.5668	56.68%
Glucocorticoid receptor binding	+	0.6924	69.24%
Aromatase binding	+	0.6928	69.28%
PPAR gamma	+	0.6790	67.90%
Honey bee toxicity	-	0.6967	69.67%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9750	97.50%

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	99.52%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.10%	97.25%
CHEMBL2581	P07339	Cathepsin D	97.52%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.16%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.11%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.34%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.15%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.99%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.96%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	89.51%	98.75%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.37%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.90%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.61%	89.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.67%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.93%	93.04%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.87%	89.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.43%	91.07%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.35%	97.14%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.86%	95.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.42%	95.56%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.31%	97.28%
CHEMBL5255	O00206	Toll-like receptor 4	84.00%	92.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.39%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.67%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.48%	91.03%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.34%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.02%	94.00%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	81.39%	94.78%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.31%	96.90%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.17%	92.62%

Plants that contains it

• Silene brahuica

Cross-Links

• PubChem: 10699909
• LOTUS: LTS0116643
• wikiData: Q105178345