[(1R)-1-[(2R,3S,4R,5R)-5-[(3S,6R)-6-[(3S,4R,5R,6R,7R,8S,9R,10S,13R,14S,15R,17R)-3,4,6,7,8,15-hexahydroxy-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2-methylheptan-3-yl]oxy-3-hydroxy-4-[(2S,3R,4S,5S,6R)-4-hydroxy-3,5-dimethoxy-6-methyloxan-2-yl]oxyoxolan-2-yl]ethyl] hydrogen sulfate

Details

• Internal ID: 282f5259-be12-44ef-9289-a3a75710433c
• 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: [(1R)-1-[(2R,3S,4R,5R)-5-[(3S,6R)-6-[(3S,4R,5R,6R,7R,8S,9R,10S,13R,14S,15R,17R)-3,4,6,7,8,15-hexahydroxy-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2-methylheptan-3-yl]oxy-3-hydroxy-4-[(2S,3R,4S,5S,6R)-4-hydroxy-3,5-dimethoxy-6-methyloxan-2-yl]oxyoxolan-2-yl]ethyl] hydrogen sulfate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC2OC(CCC(C)C3CC(C4C3(CCC5C4(C(C(C6C5(CCC(C6O)O)C)O)O)O)C)O)C(C)C)C(C)OS(=O)(=O)O)O)OC)O)OC
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H](O[C@H]2O[C@@H](CC[C@@H](C)[C@H]3C[C@H]([C@@H]4[C@@]3(CC[C@H]5[C@]4([C@@H]([C@@H]([C@@H]6[C@@]5(CC[C@@H]([C@@H]6O)O)C)O)O)O)C)O)C(C)C)[C@@H](C)OS(=O)(=O)O)O)OC)O)OC
• InChI: InChI=1S/C41H72O18S/c1-17(2)24(56-38-34(30(47)32(57-38)20(5)59-60(50,51)52)58-37-33(54-9)29(46)31(53-8)19(4)55-37)11-10-18(3)21-16-23(43)35-39(21,6)15-13-25-40(7)14-12-22(42)27(44)26(40)28(45)36(48)41(25,35)49/h17-38,42-49H,10-16H2,1-9H3,(H,50,51,52)/t18-,19-,20-,21-,22+,23-,24+,25-,26-,27+,28-,29+,30+,31-,32+,33-,34-,35-,36-,37+,38-,39-,40-,41+/m1/s1
• InChI Key: OZYMBUAWCHFDNC-OVVWXIQHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₇₂O₁₈S
• Molecular Weight: 885.10 g/mol
• Exact Mass: 884.44393662 g/mol
• Topological Polar Surface Area (TPSA): 289.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.28
• H-Bond Acceptor: 17
• H-Bond Donor: 9
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7413	74.13%
Caco-2	-	0.8746	87.46%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4306	43.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8406	84.06%
OATP1B3 inhibitior	+	0.9104	91.04%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7825	78.25%
P-glycoprotein inhibitior	+	0.7481	74.81%
P-glycoprotein substrate	+	0.7354	73.54%
CYP3A4 substrate	+	0.7470	74.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8574	85.74%
CYP3A4 inhibition	-	0.8302	83.02%
CYP2C9 inhibition	-	0.7866	78.66%
CYP2C19 inhibition	-	0.7290	72.90%
CYP2D6 inhibition	-	0.8816	88.16%
CYP1A2 inhibition	-	0.7432	74.32%
CYP2C8 inhibition	+	0.5952	59.52%
CYP inhibitory promiscuity	-	0.9269	92.69%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.5900	59.00%
Carcinogenicity (trinary)	Non-required	0.5971	59.71%
Eye corrosion	-	0.9696	96.96%
Eye irritation	-	0.9054	90.54%
Skin irritation	-	0.7555	75.55%
Skin corrosion	-	0.8866	88.66%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3792	37.92%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.6117	61.17%
skin sensitisation	-	0.8420	84.20%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8231	82.31%
Acute Oral Toxicity (c)	III	0.5499	54.99%
Estrogen receptor binding	+	0.7443	74.43%
Androgen receptor binding	+	0.6916	69.16%
Thyroid receptor binding	-	0.4905	49.05%
Glucocorticoid receptor binding	+	0.6893	68.93%
Aromatase binding	+	0.5896	58.96%
PPAR gamma	+	0.7414	74.14%
Honey bee toxicity	-	0.5891	58.91%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5155	51.55%
Fish aquatic toxicity	+	0.9698	96.98%

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	96.28%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.48%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.33%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.89%	96.09%
CHEMBL2179	P04062	Beta-glucocerebrosidase	94.77%	85.31%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	94.31%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.39%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.22%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.64%	100.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.45%	95.58%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	90.10%	97.31%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.34%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.27%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.58%	96.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.29%	96.90%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.90%	97.14%
CHEMBL226	P30542	Adenosine A1 receptor	86.37%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.17%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.82%	95.89%
CHEMBL2094135	Q96BI3	Gamma-secretase	85.68%	98.05%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.44%	95.50%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	85.07%	92.78%
CHEMBL1914	P06276	Butyrylcholinesterase	84.42%	95.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.65%	92.94%
CHEMBL3401	O75469	Pregnane X receptor	83.64%	94.73%
CHEMBL5028	O14672	ADAM10	82.79%	97.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.91%	96.77%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.71%	98.75%
CHEMBL1871	P10275	Androgen Receptor	81.06%	96.43%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	80.89%	95.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.61%	94.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44567094
• LOTUS: LTS0146845
• wikiData: Q105204258