(2S,3R,4S,5R)-2-[[(1R,3R,6S,8R,11R,12S,13R,14R,15R,16R,17S)-13,14,17-trihydroxy-16-(hydroxymethyl)-15-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12-trimethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxane-3,4,5-triol

Details

• Internal ID: c9df25e9-88fd-4b32-8785-44c624575952
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: (2S,3R,4S,5R)-2-[[(1R,3R,6S,8R,11R,12S,13R,14R,15R,16R,17S)-13,14,17-trihydroxy-16-(hydroxymethyl)-15-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12-trimethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxane-3,4,5-triol
• InChI: InChI=1S/C35H58O11/c1-29(2)18-7-8-19-32(6)27(42)25(41)26(31(5)11-9-22(46-31)30(3,4)43)35(32,16-36)20(38)13-34(19)15-33(18,34)12-10-21(29)45-28-24(40)23(39)17(37)14-44-28/h17-28,36-43H,7-16H2,1-6H3/t17-,18+,19+,20+,21+,22-,23+,24-,25-,26-,27+,28+,31+,32-,33-,34+,35-/m1/s1
• InChI Key: JXPDAPUZTZQHLG-AQKHHSKRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₈O₁₁
• Molecular Weight: 654.80 g/mol
• Exact Mass: 654.39791266 g/mol
• Topological Polar Surface Area (TPSA): 190.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.84
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6581	65.81%
Caco-2	-	0.8509	85.09%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6782	67.82%
OATP2B1 inhibitior	-	0.7233	72.33%
OATP1B1 inhibitior	+	0.8504	85.04%
OATP1B3 inhibitior	+	0.9422	94.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9111	91.11%
P-glycoprotein inhibitior	+	0.7032	70.32%
P-glycoprotein substrate	+	0.5110	51.10%
CYP3A4 substrate	+	0.7147	71.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8361	83.61%
CYP3A4 inhibition	-	0.8783	87.83%
CYP2C9 inhibition	-	0.8009	80.09%
CYP2C19 inhibition	-	0.8368	83.68%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.8971	89.71%
CYP2C8 inhibition	+	0.6569	65.69%
CYP inhibitory promiscuity	-	0.9329	93.29%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6399	63.99%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9175	91.75%
Skin irritation	-	0.7237	72.37%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	0.5570	55.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7757	77.57%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6071	60.71%
skin sensitisation	-	0.9098	90.98%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8141	81.41%
Acute Oral Toxicity (c)	I	0.6658	66.58%
Estrogen receptor binding	+	0.5443	54.43%
Androgen receptor binding	+	0.7496	74.96%
Thyroid receptor binding	-	0.5525	55.25%
Glucocorticoid receptor binding	+	0.5676	56.76%
Aromatase binding	+	0.6583	65.83%
PPAR gamma	+	0.6185	61.85%
Honey bee toxicity	-	0.7429	74.29%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8633	86.33%

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	98.10%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.85%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.20%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.39%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.17%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.97%	97.09%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	90.95%	92.88%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.78%	96.95%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	89.17%	100.00%
CHEMBL230	P35354	Cyclooxygenase-2	88.65%	89.63%
CHEMBL2581	P07339	Cathepsin D	88.41%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.75%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.07%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.42%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.89%	89.00%
CHEMBL1977	P11473	Vitamin D receptor	84.75%	99.43%
CHEMBL226	P30542	Adenosine A1 receptor	84.72%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.66%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.30%	86.33%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	83.86%	97.47%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.72%	92.94%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.67%	92.86%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.83%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.81%	95.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.67%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.65%	96.90%
CHEMBL259	P32245	Melanocortin receptor 4	81.38%	95.38%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.01%	97.14%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.05%	95.71%

Plants that contains it

• Beesia calthifolia

Cross-Links

• PubChem: 122187144
• LOTUS: LTS0251203
• wikiData: Q105136706