[(3S,4S,5S,6S,7S,8R,9R,10R,13R,14R,15S,17R)-3,4,5,7,8,14,15-heptahydroxy-17-[(E,2R)-7-hydroxy-6-methylhept-5-en-2-yl]-10,13-dimethyl-1,2,3,4,6,7,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-6-yl] hydrogen sulfate

Details

• Internal ID: 4f525347-6d81-4c5b-ad64-0ac309d70fc3
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives
• IUPAC Name: [(3S,4S,5S,6S,7S,8R,9R,10R,13R,14R,15S,17R)-3,4,5,7,8,14,15-heptahydroxy-17-[(E,2R)-7-hydroxy-6-methylhept-5-en-2-yl]-10,13-dimethyl-1,2,3,4,6,7,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-6-yl] hydrogen sulfate
• SMILES (Canonical): CC(CCC=C(C)CO)C1CC(C2(C1(CCC3C2(C(C(C4(C3(CCC(C4O)O)C)O)OS(=O)(=O)O)O)O)C)O)O
• SMILES (Isomeric): C[C@H](CC/C=C(\C)/CO)[C@H]1C[C@@H]([C@@]2([C@@]1(CC[C@H]3[C@]2([C@H]([C@@H]([C@@]4([C@@]3(CC[C@@H]([C@@H]4O)O)C)O)OS(=O)(=O)O)O)O)C)O)O
• InChI: InChI=1S/C27H46O12S/c1-14(13-28)6-5-7-15(2)16-12-19(30)27(35)23(16,3)11-9-18-24(4)10-8-17(29)20(31)26(24,34)22(39-40(36,37)38)21(32)25(18,27)33/h6,15-22,28-35H,5,7-13H2,1-4H3,(H,36,37,38)/b14-6+/t15-,16-,17+,18-,19+,20+,21+,22+,23-,24-,25-,26+,27+/m1/s1
• InChI Key: GCQQTCLMOWMEPT-GRLRFKNYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₆O₁₂S
• Molecular Weight: 594.70 g/mol
• Exact Mass: 594.27099807 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -0.58
• H-Bond Acceptor: 11
• H-Bond Donor: 9
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9296	92.96%
Caco-2	-	0.8350	83.50%
Blood Brain Barrier	+	0.7774	77.74%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4367	43.67%
OATP2B1 inhibitior	-	0.5726	57.26%
OATP1B1 inhibitior	+	0.8618	86.18%
OATP1B3 inhibitior	+	0.9341	93.41%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7521	75.21%
BSEP inhibitior	+	0.5577	55.77%
P-glycoprotein inhibitior	-	0.4410	44.10%
P-glycoprotein substrate	+	0.5344	53.44%
CYP3A4 substrate	+	0.6762	67.62%
CYP2C9 substrate	-	0.7919	79.19%
CYP2D6 substrate	-	0.8250	82.50%
CYP3A4 inhibition	-	0.9105	91.05%
CYP2C9 inhibition	-	0.7869	78.69%
CYP2C19 inhibition	-	0.7483	74.83%
CYP2D6 inhibition	-	0.8770	87.70%
CYP1A2 inhibition	-	0.7745	77.45%
CYP2C8 inhibition	-	0.6352	63.52%
CYP inhibitory promiscuity	-	0.8539	85.39%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.5200	52.00%
Carcinogenicity (trinary)	Non-required	0.6464	64.64%
Eye corrosion	-	0.9782	97.82%
Eye irritation	-	0.9377	93.77%
Skin irritation	-	0.7421	74.21%
Skin corrosion	-	0.8814	88.14%
Ames mutagenesis	-	0.7315	73.15%
Human Ether-a-go-go-Related Gene inhibition	+	0.7582	75.82%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.6281	62.81%
skin sensitisation	-	0.8410	84.10%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8535	85.35%
Acute Oral Toxicity (c)	III	0.6086	60.86%
Estrogen receptor binding	+	0.6964	69.64%
Androgen receptor binding	+	0.7672	76.72%
Thyroid receptor binding	-	0.5096	50.96%
Glucocorticoid receptor binding	+	0.6159	61.59%
Aromatase binding	+	0.6898	68.98%
PPAR gamma	+	0.5878	58.78%
Honey bee toxicity	-	0.7457	74.57%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6455	64.55%
Fish aquatic toxicity	+	0.9913	99.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.52%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.37%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.72%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	92.55%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.83%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.84%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.41%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.41%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.25%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.81%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	87.76%	91.19%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.57%	96.90%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.59%	82.69%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.48%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.14%	91.11%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	85.69%	96.03%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.40%	95.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.28%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.91%	95.89%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.24%	93.03%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.43%	96.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	81.88%	95.58%
CHEMBL325	Q13547	Histone deacetylase 1	81.56%	95.92%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.56%	96.38%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.50%	94.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.82%	97.14%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.72%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.49%	95.83%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.42%	92.78%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.18%	90.08%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.03%	99.18%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102049447
• LOTUS: LTS0212791
• wikiData: Q105006419