[(1R,3S,8S,9S,10R,13S,14S,17R)-1-hydroxy-10,13-dimethyl-17-[(2R)-6-methyl-1-sulfooxyheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] hydrogen sulfate

Details

• Internal ID: 0ec7a471-c007-4da7-a86d-1f2adaf75d5c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Monohydroxy bile acids, alcohols and derivatives
• IUPAC Name: [(1R,3S,8S,9S,10R,13S,14S,17R)-1-hydroxy-10,13-dimethyl-17-[(2R)-6-methyl-1-sulfooxyheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] hydrogen sulfate
• SMILES (Canonical): CC(C)CCCC(COS(=O)(=O)O)C1CCC2C1(CCC3C2CC=C4C3(C(CC(C4)OS(=O)(=O)O)O)C)C
• SMILES (Isomeric): CC(C)CCC[C@@H](COS(=O)(=O)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3([C@@H](C[C@H](C4)OS(=O)(=O)O)O)C)C
• InChI: InChI=1S/C27H46O9S2/c1-17(2)6-5-7-18(16-35-37(29,30)31)22-10-11-23-21-9-8-19-14-20(36-38(32,33)34)15-25(28)27(19,4)24(21)12-13-26(22,23)3/h8,17-18,20-25,28H,5-7,9-16H2,1-4H3,(H,29,30,31)(H,32,33,34)/t18-,20-,21-,22+,23-,24-,25+,26+,27-/m0/s1
• InChI Key: HNEIJUARQIADHI-HCFZOHAJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₆O₉S₂
• Molecular Weight: 578.80 g/mol
• Exact Mass: 578.25832539 g/mol
• Topological Polar Surface Area (TPSA): 164.00 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 4.99
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9818	98.18%
Caco-2	-	0.8328	83.28%
Blood Brain Barrier	+	0.9388	93.88%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5210	52.10%
OATP2B1 inhibitior	-	0.5581	55.81%
OATP1B1 inhibitior	+	0.9104	91.04%
OATP1B3 inhibitior	+	0.9322	93.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8343	83.43%
BSEP inhibitior	+	0.6812	68.12%
P-glycoprotein inhibitior	+	0.6806	68.06%
P-glycoprotein substrate	+	0.7433	74.33%
CYP3A4 substrate	+	0.7548	75.48%
CYP2C9 substrate	-	0.8128	81.28%
CYP2D6 substrate	-	0.7760	77.60%
CYP3A4 inhibition	-	0.9117	91.17%
CYP2C9 inhibition	-	0.7956	79.56%
CYP2C19 inhibition	-	0.7637	76.37%
CYP2D6 inhibition	-	0.8754	87.54%
CYP1A2 inhibition	-	0.7974	79.74%
CYP2C8 inhibition	+	0.4769	47.69%
CYP inhibitory promiscuity	-	0.6831	68.31%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.5100	51.00%
Carcinogenicity (trinary)	Non-required	0.6155	61.55%
Eye corrosion	-	0.9831	98.31%
Eye irritation	-	0.9295	92.95%
Skin irritation	-	0.7436	74.36%
Skin corrosion	-	0.8475	84.75%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5240	52.40%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.5365	53.65%
skin sensitisation	-	0.8226	82.26%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.8383	83.83%
Acute Oral Toxicity (c)	III	0.5939	59.39%
Estrogen receptor binding	+	0.7427	74.27%
Androgen receptor binding	+	0.7812	78.12%
Thyroid receptor binding	-	0.5989	59.89%
Glucocorticoid receptor binding	+	0.6900	69.00%
Aromatase binding	+	0.6081	60.81%
PPAR gamma	+	0.5698	56.98%
Honey bee toxicity	-	0.7441	74.41%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6045	60.45%
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
CHEMBL226	P30542	Adenosine A1 receptor	98.73%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.64%	96.09%
CHEMBL2179	P04062	Beta-glucocerebrosidase	97.72%	85.31%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.41%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.24%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	94.97%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.01%	100.00%
CHEMBL2581	P07339	Cathepsin D	91.60%	98.95%
CHEMBL2094135	Q96BI3	Gamma-secretase	90.70%	98.05%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.64%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.26%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.24%	97.09%
CHEMBL1871	P10275	Androgen Receptor	88.77%	96.43%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.24%	90.71%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.06%	82.69%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.60%	96.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.56%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	85.38%	94.75%
CHEMBL3921	Q9Y251	Heparanase	83.67%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.63%	97.25%
CHEMBL255	P29275	Adenosine A2b receptor	83.45%	98.59%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.69%	92.86%
CHEMBL284	P27487	Dipeptidyl peptidase IV	82.60%	95.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.25%	95.89%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	82.04%	95.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.82%	89.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.81%	90.08%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.39%	96.00%
CHEMBL5028	O14672	ADAM10	80.35%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.34%	94.33%
CHEMBL1907	P15144	Aminopeptidase N	80.11%	93.31%
CHEMBL238	Q01959	Dopamine transporter	80.09%	95.88%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 9985640
• LOTUS: LTS0224702
• wikiData: Q105030826