(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(3S,5S,6S,8R,9S,10R,13S,14S,17S)-17-[(2S)-2-hydroxy-6-methyl-4-oxoheptan-2-yl]-10,13-dimethyl-6-sulfooxy-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxane-2-carboxylic acid

Details

• Internal ID: 5fa2935b-8147-4f63-bfd1-1452b955a183
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroid glucuronide conjugates
• IUPAC Name: (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(3S,5S,6S,8R,9S,10R,13S,14S,17S)-17-[(2S)-2-hydroxy-6-methyl-4-oxoheptan-2-yl]-10,13-dimethyl-6-sulfooxy-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxane-2-carboxylic acid
• InChI: InChI=1S/C33H54O13S/c1-16(2)12-17(34)15-33(5,40)24-7-6-20-19-14-23(46-47(41,42)43)22-13-18(8-10-31(22,3)21(19)9-11-32(20,24)4)44-30-27(37)25(35)26(36)28(45-30)29(38)39/h16,18-28,30,35-37,40H,6-15H2,1-5H3,(H,38,39)(H,41,42,43)/t18-,19-,20-,21-,22+,23-,24-,25-,26-,27+,28-,30+,31+,32-,33-/m0/s1
• InChI Key: ROQAZRPGHQKGMB-UIBPEHDESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₄O₁₃S
• Molecular Weight: 690.80 g/mol
• Exact Mass: 690.32851295 g/mol
• Topological Polar Surface Area (TPSA): 226.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.48
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7636	76.36%
Caco-2	-	0.8719	87.19%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.4694	46.94%
OATP2B1 inhibitior	-	0.7206	72.06%
OATP1B1 inhibitior	+	0.8610	86.10%
OATP1B3 inhibitior	+	0.9085	90.85%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6277	62.77%
P-glycoprotein inhibitior	+	0.7261	72.61%
P-glycoprotein substrate	-	0.5328	53.28%
CYP3A4 substrate	+	0.7344	73.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8822	88.22%
CYP3A4 inhibition	-	0.7661	76.61%
CYP2C9 inhibition	-	0.8102	81.02%
CYP2C19 inhibition	-	0.7453	74.53%
CYP2D6 inhibition	-	0.8880	88.80%
CYP1A2 inhibition	-	0.7459	74.59%
CYP2C8 inhibition	+	0.6560	65.60%
CYP inhibitory promiscuity	-	0.9474	94.74%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6000	60.00%
Carcinogenicity (trinary)	Non-required	0.6525	65.25%
Eye corrosion	-	0.9629	96.29%
Eye irritation	-	0.9204	92.04%
Skin irritation	-	0.7473	74.73%
Skin corrosion	-	0.8588	85.88%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6842	68.42%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.5457	54.57%
skin sensitisation	-	0.8373	83.73%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8894	88.94%
Acute Oral Toxicity (c)	III	0.5733	57.33%
Estrogen receptor binding	+	0.7597	75.97%
Androgen receptor binding	+	0.7115	71.15%
Thyroid receptor binding	-	0.5864	58.64%
Glucocorticoid receptor binding	+	0.6923	69.23%
Aromatase binding	+	0.6478	64.78%
PPAR gamma	+	0.6801	68.01%
Honey bee toxicity	-	0.7034	70.34%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9880	98.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2179	P04062	Beta-glucocerebrosidase	98.65%	85.31%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	98.65%	96.38%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.86%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.24%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.99%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.75%	95.93%
CHEMBL4040	P28482	MAP kinase ERK2	93.70%	83.82%
CHEMBL237	P41145	Kappa opioid receptor	93.36%	98.10%
CHEMBL2581	P07339	Cathepsin D	89.95%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.75%	94.45%
CHEMBL284	P27487	Dipeptidyl peptidase IV	89.32%	95.69%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.84%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.56%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.90%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.69%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.87%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.14%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.94%	96.47%
CHEMBL4588	P22894	Matrix metalloproteinase 8	84.83%	94.66%
CHEMBL5255	O00206	Toll-like receptor 4	84.54%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.51%	89.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.27%	82.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.16%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	84.15%	91.19%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.09%	91.03%
CHEMBL5028	O14672	ADAM10	84.06%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.03%	97.14%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.61%	89.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.68%	97.09%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.23%	97.50%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.12%	90.93%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	80.98%	94.97%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.90%	93.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.48%	96.90%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.47%	95.89%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.40%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10842354
• LOTUS: LTS0150669
• wikiData: Q105242399