(2S,3R,4S,5S,6R)-2-[[(2R)-4-[(1S,2S,4S,6R,7S,8R,9S,12S,13R,16S)-16-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-hydroxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-6-yl]-2-methylbutoxy]methyl]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: e798a9c9-db3a-422d-b49c-0a6016a92d10
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[[(2R)-4-[(1S,2S,4S,6R,7S,8R,9S,12S,13R,16S)-16-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-hydroxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-6-yl]-2-methylbutoxy]methyl]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C46H76O19/c1-20(18-59-19-31-36(53)37(54)33(50)28(15-47)61-31)7-12-46(58)21(2)32-27(65-46)14-26-24-6-5-22-13-23(8-10-44(22,3)25(24)9-11-45(26,32)4)60-43-41(39(56)35(52)30(17-49)63-43)64-42-40(57)38(55)34(51)29(16-48)62-42/h5,20-21,23-43,47-58H,6-19H2,1-4H3/t20-,21+,23+,24-,25+,26+,27+,28-,29-,30-,31+,32+,33-,34-,35-,36+,37+,38+,39+,40-,41-,42+,43-,44+,45+,46-/m1/s1
• InChI Key: ASJHALGMQKBWHK-RRLPJLAQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₆O₁₉
• Molecular Weight: 933.10 g/mol
• Exact Mass: 932.49808019 g/mol
• Topological Polar Surface Area (TPSA): 307.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -1.82
• H-Bond Acceptor: 19
• H-Bond Donor: 12
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7940	79.40%
Caco-2	-	0.8859	88.59%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6849	68.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8770	87.70%
OATP1B3 inhibitior	+	0.9033	90.33%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.7473	74.73%
P-glycoprotein inhibitior	+	0.7390	73.90%
P-glycoprotein substrate	+	0.6515	65.15%
CYP3A4 substrate	+	0.7490	74.90%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8389	83.89%
CYP3A4 inhibition	-	0.8991	89.91%
CYP2C9 inhibition	-	0.9113	91.13%
CYP2C19 inhibition	-	0.9204	92.04%
CYP2D6 inhibition	-	0.9330	93.30%
CYP1A2 inhibition	-	0.9135	91.35%
CYP2C8 inhibition	+	0.7054	70.54%
CYP inhibitory promiscuity	-	0.9575	95.75%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5034	50.34%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9082	90.82%
Skin irritation	-	0.5452	54.52%
Skin corrosion	-	0.9421	94.21%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8000	80.00%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.8533	85.33%
skin sensitisation	-	0.9032	90.32%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8891	88.91%
Acute Oral Toxicity (c)	I	0.5681	56.81%
Estrogen receptor binding	+	0.8414	84.14%
Androgen receptor binding	+	0.6927	69.27%
Thyroid receptor binding	-	0.5216	52.16%
Glucocorticoid receptor binding	+	0.6077	60.77%
Aromatase binding	+	0.6987	69.87%
PPAR gamma	+	0.7613	76.13%
Honey bee toxicity	-	0.6169	61.69%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8878	88.78%

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	98.96%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.82%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.04%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.01%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.76%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.63%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.42%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	90.92%	97.79%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.98%	93.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.44%	96.61%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.31%	95.89%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.23%	92.86%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.18%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.97%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	87.53%	90.17%
CHEMBL2094135	Q96BI3	Gamma-secretase	87.05%	98.05%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.24%	89.05%
CHEMBL242	Q92731	Estrogen receptor beta	85.64%	98.35%
CHEMBL2581	P07339	Cathepsin D	84.95%	98.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.74%	93.04%
CHEMBL5255	O00206	Toll-like receptor 4	84.54%	92.50%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.95%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	83.89%	98.10%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.59%	94.08%
CHEMBL1937	Q92769	Histone deacetylase 2	83.47%	94.75%
CHEMBL3401	O75469	Pregnane X receptor	83.38%	94.73%
CHEMBL206	P03372	Estrogen receptor alpha	82.36%	97.64%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.29%	100.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	82.05%	86.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.95%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.37%	86.33%
CHEMBL1871	P10275	Androgen Receptor	81.21%	96.43%
CHEMBL4581	P52732	Kinesin-like protein 1	81.14%	93.18%
CHEMBL5028	O14672	ADAM10	80.49%	97.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.13%	97.33%

Plants that contains it

• Solanum melongena

Cross-Links

• PubChem: 163028309
• LOTUS: LTS0119601
• wikiData: Q104917878