(1S,2S,4S,6R,7S,8R,9S,12S,13S,14R,16S,18S)-7,9,13-trimethyl-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[3-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]but-3-enyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,14,18-triol

Details

• Internal ID: 007afc53-1489-478d-b990-b1f88a7db26b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (1S,2S,4S,6R,7S,8R,9S,12S,13S,14R,16S,18S)-7,9,13-trimethyl-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[3-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]but-3-enyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,14,18-triol
• InChI: InChI=1S/C39H64O16/c1-17(16-51-34-32(47)30(45)28(43)24(14-40)53-34)5-10-39(50)18(2)27-23(55-39)12-22-20-6-9-38(49)13-19(52-35-33(48)31(46)29(44)25(15-41)54-35)11-26(42)37(38,4)21(20)7-8-36(22,27)3/h18-35,40-50H,1,5-16H2,2-4H3/t18-,19-,20+,21-,22-,23-,24+,25+,26+,27-,28+,29+,30-,31-,32+,33+,34+,35+,36-,37-,38-,39+/m0/s1
• InChI Key: STKUSMYNEZGPPB-QCJYAQCYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₄O₁₆
• Molecular Weight: 788.90 g/mol
• Exact Mass: 788.41943595 g/mol
• Topological Polar Surface Area (TPSA): 269.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -1.60
• H-Bond Acceptor: 16
• H-Bond Donor: 11
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6654	66.54%
Caco-2	-	0.8827	88.27%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6422	64.22%
OATP2B1 inhibitior	-	0.8665	86.65%
OATP1B1 inhibitior	+	0.8746	87.46%
OATP1B3 inhibitior	+	0.9222	92.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6046	60.46%
P-glycoprotein inhibitior	+	0.7235	72.35%
P-glycoprotein substrate	+	0.5315	53.15%
CYP3A4 substrate	+	0.7452	74.52%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.8441	84.41%
CYP3A4 inhibition	-	0.9082	90.82%
CYP2C9 inhibition	-	0.9013	90.13%
CYP2C19 inhibition	-	0.8950	89.50%
CYP2D6 inhibition	-	0.9360	93.60%
CYP1A2 inhibition	-	0.8969	89.69%
CYP2C8 inhibition	+	0.6695	66.95%
CYP inhibitory promiscuity	-	0.9312	93.12%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6013	60.13%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9114	91.14%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9412	94.12%
Ames mutagenesis	-	0.7332	73.32%
Human Ether-a-go-go-Related Gene inhibition	+	0.7809	78.09%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7226	72.26%
skin sensitisation	-	0.9084	90.84%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7988	79.88%
Acute Oral Toxicity (c)	I	0.7360	73.60%
Estrogen receptor binding	+	0.7056	70.56%
Androgen receptor binding	+	0.7089	70.89%
Thyroid receptor binding	-	0.5982	59.82%
Glucocorticoid receptor binding	-	0.5063	50.63%
Aromatase binding	+	0.6406	64.06%
PPAR gamma	+	0.6794	67.94%
Honey bee toxicity	-	0.6546	65.46%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9517	95.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.01%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.14%	91.11%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	93.88%	89.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.22%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.96%	96.61%
CHEMBL220	P22303	Acetylcholinesterase	92.76%	94.45%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	91.08%	92.38%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.65%	96.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.38%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.28%	92.86%
CHEMBL226	P30542	Adenosine A1 receptor	89.50%	95.93%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.81%	95.50%
CHEMBL206	P03372	Estrogen receptor alpha	88.47%	97.64%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.49%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.31%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.34%	86.33%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	83.92%	97.34%
CHEMBL1871	P10275	Androgen Receptor	83.52%	96.43%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	83.35%	98.46%
CHEMBL2996	Q05655	Protein kinase C delta	83.07%	97.79%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.93%	91.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.80%	89.00%
CHEMBL259	P32245	Melanocortin receptor 4	82.44%	95.38%
CHEMBL5255	O00206	Toll-like receptor 4	81.83%	92.50%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	81.67%	97.86%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.59%	91.24%
CHEMBL237	P41145	Kappa opioid receptor	81.29%	98.10%
CHEMBL4581	P52732	Kinesin-like protein 1	80.57%	93.18%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132531927
• LOTUS: LTS0020401
• wikiData: Q105260332