[14-Hydroxy-15-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-6-(3,4,5-trihydroxyoxan-2-yl)oxy-13-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] acetate

Details

• Internal ID: 25a4bb7e-a83d-42d8-a46b-65aef3944527
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: [14-hydroxy-15-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-6-(3,4,5-trihydroxyoxan-2-yl)oxy-13-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] acetate
• InChI: InChI=1S/C37H60O10/c1-19(38)45-29-27(42)28(34(7)13-11-24(47-34)32(4,5)43)33(6)15-16-37-18-36(37)14-12-23(46-30-26(41)25(40)20(39)17-44-30)31(2,3)21(36)9-10-22(37)35(29,33)8/h20-30,39-43H,9-18H2,1-8H3
• InChI Key: WLWKLTIIRAWGET-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₆₀O₁₀
• Molecular Weight: 664.90 g/mol
• Exact Mass: 664.41864811 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.47
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8514	85.14%
Caco-2	-	0.8515	85.15%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7820	78.20%
OATP2B1 inhibitior	-	0.7217	72.17%
OATP1B1 inhibitior	+	0.8656	86.56%
OATP1B3 inhibitior	+	0.9370	93.70%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8037	80.37%
BSEP inhibitior	-	0.6980	69.80%
P-glycoprotein inhibitior	+	0.7575	75.75%
P-glycoprotein substrate	-	0.5407	54.07%
CYP3A4 substrate	+	0.7226	72.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8849	88.49%
CYP3A4 inhibition	-	0.7969	79.69%
CYP2C9 inhibition	-	0.8020	80.20%
CYP2C19 inhibition	-	0.8657	86.57%
CYP2D6 inhibition	-	0.9416	94.16%
CYP1A2 inhibition	-	0.8916	89.16%
CYP2C8 inhibition	+	0.6705	67.05%
CYP inhibitory promiscuity	-	0.9540	95.40%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6363	63.63%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9140	91.40%
Skin irritation	-	0.6781	67.81%
Skin corrosion	-	0.9336	93.36%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3639	36.39%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.7392	73.92%
skin sensitisation	-	0.8939	89.39%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6957	69.57%
Acute Oral Toxicity (c)	I	0.5342	53.42%
Estrogen receptor binding	+	0.5376	53.76%
Androgen receptor binding	+	0.7286	72.86%
Thyroid receptor binding	-	0.5925	59.25%
Glucocorticoid receptor binding	+	0.6343	63.43%
Aromatase binding	+	0.6831	68.31%
PPAR gamma	+	0.6669	66.69%
Honey bee toxicity	-	0.6582	65.82%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9507	95.07%

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	98.64%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.01%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.49%	96.77%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	94.26%	97.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.76%	94.45%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	93.27%	87.67%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	92.88%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.77%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.73%	96.61%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	92.65%	89.34%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.59%	96.95%
CHEMBL2581	P07339	Cathepsin D	91.27%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	90.42%	91.19%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	90.40%	82.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.54%	89.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	88.12%	92.88%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.60%	100.00%
CHEMBL284	P27487	Dipeptidyl peptidase IV	87.15%	95.69%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	86.88%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.33%	97.28%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.89%	89.50%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.85%	95.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.69%	92.94%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.55%	91.24%
CHEMBL204	P00734	Thrombin	85.07%	96.01%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.01%	97.14%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.78%	93.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.63%	95.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.13%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.47%	86.33%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	82.97%	95.58%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.96%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.76%	95.89%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	82.56%	95.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.51%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.08%	91.07%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.76%	82.69%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.07%	92.62%
CHEMBL5028	O14672	ADAM10	80.40%	97.50%

Plants that contains it

• Beesia calthifolia

Cross-Links

• PubChem: 5104757
• LOTUS: LTS0202709
• wikiData: Q105308305