[(3S,4R,5R,8S,9S,10S,13S,14S,17R)-4-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-sulfooxyoxan-2-yl]oxy-17-ethenyl-10-(hydroxymethyl)-13-methyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl] hydrogen sulfate

Details

• Internal ID: 9e377bfd-ed4f-4e23-8c3d-3a66412d5a1e
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(3S,4R,5R,8S,9S,10S,13S,14S,17R)-4-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-sulfooxyoxan-2-yl]oxy-17-ethenyl-10-(hydroxymethyl)-13-methyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl] hydrogen sulfate
• SMILES (Canonical): CC12CCC3C(C1CCC2C=C)CCC4C3(CCC(C4OC5C(C(C(C(O5)CO)O)OS(=O)(=O)O)O)OS(=O)(=O)O)CO
• SMILES (Isomeric): C[C@@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2C=C)CC[C@@H]4[C@@]3(CC[C@@H]([C@@H]4O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)OS(=O)(=O)O)O)OS(=O)(=O)O)CO
• InChI: InChI=1S/C27H44O14S2/c1-3-14-4-6-16-15-5-7-18-23(39-25-22(31)24(41-43(35,36)37)21(30)20(12-28)38-25)19(40-42(32,33)34)9-11-27(18,13-29)17(15)8-10-26(14,16)2/h3,14-25,28-31H,1,4-13H2,2H3,(H,32,33,34)(H,35,36,37)/t14-,15-,16-,17-,18-,19-,20+,21+,22+,23+,24-,25-,26-,27-/m0/s1
• InChI Key: WUJFWRYOPRJJBL-XSQKZGFSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₄O₁₄S₂
• Molecular Weight: 656.80 g/mol
• Exact Mass: 656.21724842 g/mol
• Topological Polar Surface Area (TPSA): 243.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 0.61
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7262	72.62%
Caco-2	-	0.8798	87.98%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Lysosomes	0.3688	36.88%
OATP2B1 inhibitior	-	0.7203	72.03%
OATP1B1 inhibitior	+	0.8448	84.48%
OATP1B3 inhibitior	+	0.9351	93.51%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.4658	46.58%
P-glycoprotein inhibitior	+	0.6070	60.70%
P-glycoprotein substrate	-	0.6865	68.65%
CYP3A4 substrate	+	0.7403	74.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8455	84.55%
CYP3A4 inhibition	-	0.9074	90.74%
CYP2C9 inhibition	-	0.7962	79.62%
CYP2C19 inhibition	-	0.7372	73.72%
CYP2D6 inhibition	-	0.8811	88.11%
CYP1A2 inhibition	-	0.7661	76.61%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.8665	86.65%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.5976	59.76%
Carcinogenicity (trinary)	Non-required	0.6068	60.68%
Eye corrosion	-	0.9713	97.13%
Eye irritation	-	0.9227	92.27%
Skin irritation	-	0.7662	76.62%
Skin corrosion	-	0.8978	89.78%
Ames mutagenesis	-	0.8248	82.48%
Human Ether-a-go-go-Related Gene inhibition	+	0.7645	76.45%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8483	84.83%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8527	85.27%
Acute Oral Toxicity (c)	III	0.5906	59.06%
Estrogen receptor binding	+	0.8010	80.10%
Androgen receptor binding	+	0.7153	71.53%
Thyroid receptor binding	-	0.5342	53.42%
Glucocorticoid receptor binding	+	0.5652	56.52%
Aromatase binding	+	0.6568	65.68%
PPAR gamma	+	0.6137	61.37%
Honey bee toxicity	-	0.5164	51.64%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
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
CHEMBL226	P30542	Adenosine A1 receptor	98.52%	95.93%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	97.49%	96.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.42%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.67%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.32%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.28%	91.11%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	88.77%	95.83%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.64%	95.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.40%	97.25%
CHEMBL2581	P07339	Cathepsin D	86.86%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.22%	96.77%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.02%	91.03%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.43%	96.21%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	85.17%	97.47%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	84.90%	95.58%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.78%	94.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.53%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.34%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	84.33%	92.50%
CHEMBL4105786	P41182	B-cell lymphoma 6 protein	82.64%	92.86%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	82.51%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.40%	92.88%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.03%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	81.98%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.82%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	81.30%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.94%	95.56%
CHEMBL3820	P35557	Hexokinase type IV	80.64%	91.96%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.62%	86.92%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.54%	97.14%
CHEMBL1871	P10275	Androgen Receptor	80.44%	96.43%
CHEMBL233	P35372	Mu opioid receptor	80.08%	97.93%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163106479
• LOTUS: LTS0019245
• wikiData: Q105313089