Sulfoglycolithocholic acid

Details

• Internal ID: 4e6dc833-cbd9-4c69-bc4d-2b0eeb66d2c4
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Glycinated bile acids and derivatives
• IUPAC Name: 2-[[(4R)-4-[(3R,5R,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-3-sulfooxy-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]acetic acid
• InChI: InChI=1S/C26H43NO7S/c1-16(4-9-23(28)27-15-24(29)30)20-7-8-21-19-6-5-17-14-18(34-35(31,32)33)10-12-25(17,2)22(19)11-13-26(20,21)3/h16-22H,4-15H2,1-3H3,(H,27,28)(H,29,30)(H,31,32,33)/t16-,17-,18-,19+,20-,21+,22+,25+,26-/m1/s1
• InChI Key: FHXBAFXQVZOILS-OETIFKLTSA-N
• Popularity: 70 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₃NO₇S
• Molecular Weight: 513.70 g/mol
• Exact Mass: 513.27602388 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.45
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

• Sulfolithocholylglycine
• Glycolithocholic acid 3-sulfate
• Glycolithocholic acid sulfate
• 15324-64-8
• Glycolithocholate 3-sulfate
• Sulfolithoglycocholine
• CHEBI:9347
• ZH5HPJ9WHW
• Glycolithocholate sulfate
• CHEMBL2074584
• 2-[[(4R)-4-[(3R,5R,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-3-sulfooxy-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]acetic acid
• N-[3alpha-(sulfooxy)-5beta-cholan-24-oyl]glycine
• SLCG
• GLCA-Sul
• Glycolithocholate sulphate
• Glycine amidated
• LCA-Sul
• UNII-ZH5HPJ9WHW
• 64936-82-9
• Glycolithocholate 3-sulphate
• glycolithocholic acid sulphate
• SCHEMBL233801
• Glycolithocholic acid 3-sulphate
• ST 24:1;O3;G;S
• BDBM50420218
• LMST05030015
• MS-29540
• HY-113074
• CS-0059495
• GLYCOLITHOCHOLIC ACID 3.ALPHA.-SULFATE
• N-[3alpha-(sulfonatooxy)-5beta-cholan-24-oyl]glycine
• Q27108355
• 3.ALPHA.-HYDROXY-5.BETA.-CHOLANOYLGLYCINE 3-SULFATE
• Glycine, N-((3alpha,5beta)-24-oxo-3-(sulfooxy)cholan-24-yl)-
• N-(3.ALPHA.-(SULFONATOOXY)-5.BETA.-CHOLAN-24-OYL)GLYCINE
• Glycine, N-((3.alpha., 5.beta.)-24-oxo-3-(sulfooxy)cholan-24-yl)-
• N-((3.ALPHA.,5.BETA.)-24-OXO-3-(SULFOOXY)CHOLAN-24-YL)GLYCINE
• GLYCINE, N-((3.ALPHA.,5.BETA.)-24-OXO-3-(SULFOOXY)CHOLAN-24-YL)-
• GLYCINE, N-(3.ALPHA.-HYDROXY-5.BETA.-CHOLAN-24-OYL)-, HYDROGEN SULFATE
• 2-[[(4R)-4-[(3R,5R,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-3-sulfooxy-2,3,4,5,6,7,8,9,11,12,14,15,16,1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7316	73.16%
Caco-2	-	0.8658	86.58%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5021	50.21%
OATP2B1 inhibitior	-	0.5113	51.13%
OATP1B1 inhibitior	-	0.3435	34.35%
OATP1B3 inhibitior	+	0.9244	92.44%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7498	74.98%
P-glycoprotein inhibitior	+	0.6119	61.19%
P-glycoprotein substrate	-	0.5278	52.78%
CYP3A4 substrate	+	0.7386	73.86%
CYP2C9 substrate	+	0.6107	61.07%
CYP2D6 substrate	-	0.8646	86.46%
CYP3A4 inhibition	-	0.8659	86.59%
CYP2C9 inhibition	-	0.8308	83.08%
CYP2C19 inhibition	-	0.8036	80.36%
CYP2D6 inhibition	-	0.8686	86.86%
CYP1A2 inhibition	-	0.7874	78.74%
CYP2C8 inhibition	-	0.6775	67.75%
CYP inhibitory promiscuity	-	0.7228	72.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5261	52.61%
Carcinogenicity (trinary)	Non-required	0.6377	63.77%
Eye corrosion	-	0.9734	97.34%
Eye irritation	-	0.9158	91.58%
Skin irritation	-	0.7714	77.14%
Skin corrosion	-	0.9039	90.39%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6401	64.01%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.5405	54.05%
skin sensitisation	-	0.8491	84.91%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9376	93.76%
Acute Oral Toxicity (c)	III	0.6506	65.06%
Estrogen receptor binding	+	0.6886	68.86%
Androgen receptor binding	+	0.7266	72.66%
Thyroid receptor binding	+	0.5955	59.55%
Glucocorticoid receptor binding	+	0.8050	80.50%
Aromatase binding	+	0.7266	72.66%
PPAR gamma	+	0.5790	57.90%
Honey bee toxicity	-	0.7104	71.04%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9799	97.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2179	P04062	Beta-glucocerebrosidase	98.87%	85.31%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.92%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	95.86%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.58%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	94.78%	91.19%
CHEMBL2581	P07339	Cathepsin D	94.56%	98.95%
CHEMBL3921	Q9Y251	Heparanase	94.23%	94.00%
CHEMBL220	P22303	Acetylcholinesterase	93.46%	94.45%
CHEMBL2094135	Q96BI3	Gamma-secretase	92.96%	98.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.54%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	90.28%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.87%	82.69%
CHEMBL237	P41145	Kappa opioid receptor	89.76%	98.10%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.11%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.54%	94.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.39%	100.00%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	86.57%	89.33%
CHEMBL274	P51681	C-C chemokine receptor type 5	86.46%	98.77%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	86.24%	96.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.75%	99.23%
CHEMBL233	P35372	Mu opioid receptor	85.34%	97.93%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.30%	95.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.12%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.60%	91.11%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	84.36%	88.81%
CHEMBL238	Q01959	Dopamine transporter	84.13%	95.88%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.94%	97.50%
CHEMBL4588	P22894	Matrix metalloproteinase 8	83.87%	94.66%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.61%	93.56%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	83.49%	96.28%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	83.00%	95.42%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	82.99%	96.67%
CHEMBL5255	O00206	Toll-like receptor 4	82.51%	92.50%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	82.41%	99.00%
CHEMBL236	P41143	Delta opioid receptor	82.35%	99.35%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.62%	96.47%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.26%	100.00%
CHEMBL2514	O95665	Neurotensin receptor 2	81.26%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.68%	96.77%
CHEMBL5028	O14672	ADAM10	80.60%	97.50%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	80.55%	96.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.28%	89.05%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.23%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 72222
• LOTUS: LTS0216635
• wikiData: Q27108355