[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-15-[(2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-14-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] acetate

Details

• Internal ID: f756a11f-fc14-4ebc-8592-d44ee03a06bb
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: [(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-15-[(2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-14-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] acetate
• InChI: InChI=1S/C43H70O15/c1-20(45)54-23-16-40(7)25-15-22(55-36-32(51)30(49)29(48)24(17-44)56-36)33-37(2,3)26(57-35-31(50)28(47)21(46)18-53-35)10-12-43(33)19-42(25,43)14-13-39(40,6)34(23)41(8)11-9-27(58-41)38(4,5)52/h21-36,44,46-52H,9-19H2,1-8H3/t21-,22+,23+,24-,25+,26+,27+,28+,29-,30+,31-,32-,33+,34+,35+,36-,39-,40+,41-,42+,43-/m1/s1
• InChI Key: LRXKZZFZGZAUSP-XJEYLLQNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₇₀O₁₅
• Molecular Weight: 827.00 g/mol
• Exact Mass: 826.47147152 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.29
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7317	73.17%
Caco-2	-	0.8771	87.71%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7562	75.62%
OATP2B1 inhibitior	-	0.8734	87.34%
OATP1B1 inhibitior	+	0.8204	82.04%
OATP1B3 inhibitior	+	0.9373	93.73%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7037	70.37%
BSEP inhibitior	-	0.4927	49.27%
P-glycoprotein inhibitior	+	0.7753	77.53%
P-glycoprotein substrate	+	0.5364	53.64%
CYP3A4 substrate	+	0.7384	73.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8835	88.35%
CYP3A4 inhibition	-	0.8287	82.87%
CYP2C9 inhibition	-	0.7944	79.44%
CYP2C19 inhibition	-	0.8434	84.34%
CYP2D6 inhibition	-	0.9423	94.23%
CYP1A2 inhibition	-	0.9013	90.13%
CYP2C8 inhibition	+	0.7046	70.46%
CYP inhibitory promiscuity	-	0.9446	94.46%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6529	65.29%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9077	90.77%
Skin irritation	-	0.7042	70.42%
Skin corrosion	-	0.9414	94.14%
Ames mutagenesis	-	0.5670	56.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7893	78.93%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6465	64.65%
skin sensitisation	-	0.9104	91.04%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.9317	93.17%
Acute Oral Toxicity (c)	I	0.6348	63.48%
Estrogen receptor binding	+	0.6989	69.89%
Androgen receptor binding	+	0.7432	74.32%
Thyroid receptor binding	-	0.5898	58.98%
Glucocorticoid receptor binding	+	0.6600	66.00%
Aromatase binding	+	0.6655	66.55%
PPAR gamma	+	0.7491	74.91%
Honey bee toxicity	-	0.6074	60.74%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9017	90.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.20%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.69%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.79%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	94.88%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.72%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.00%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.96%	96.61%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	90.83%	83.57%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.36%	96.77%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.48%	91.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.30%	86.33%
CHEMBL204	P00734	Thrombin	88.87%	96.01%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.35%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.94%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	86.88%	91.19%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	86.88%	82.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.61%	89.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.59%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.54%	85.14%
CHEMBL259	P32245	Melanocortin receptor 4	86.17%	95.38%
CHEMBL2581	P07339	Cathepsin D	85.91%	98.95%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	85.90%	100.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	85.69%	97.47%
CHEMBL237	P41145	Kappa opioid receptor	85.50%	98.10%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.02%	96.21%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.95%	92.94%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.84%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.40%	91.07%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.00%	92.88%
CHEMBL220	P22303	Acetylcholinesterase	82.87%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.51%	92.62%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.13%	94.62%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.93%	94.00%
CHEMBL226	P30542	Adenosine A1 receptor	80.78%	95.93%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.75%	89.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.31%	97.28%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.13%	95.71%

Plants that contains it

• Astragalus pterocephalus

Cross-Links

• PubChem: 21580968
• LOTUS: LTS0265657
• wikiData: Q105156374