16-[4,5-Dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-8-hydroxy-2,8,10,13,18,18-hexamethyl-6-(2-methylprop-1-enyl)-5-oxapentacyclo[11.8.0.02,10.04,9.014,19]henicosa-15,19-diene-12,17-dione

Details

• Internal ID: f0fcbdaf-f71c-4e27-b5ad-0e12188b22b8
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: 16-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-8-hydroxy-2,8,10,13,18,18-hexamethyl-6-(2-methylprop-1-enyl)-5-oxapentacyclo[11.8.0.02,10.04,9.014,19]henicosa-15,19-diene-12,17-dione
• InChI: InChI=1S/C42H62O14/c1-18(2)12-20-14-41(8,51)34-24(53-20)15-39(6)26-11-10-21-22(42(26,9)27(44)16-40(34,39)7)13-23(35(50)38(21,4)5)54-37-33(31(48)29(46)25(17-43)55-37)56-36-32(49)30(47)28(45)19(3)52-36/h10,12-13,19-20,22,24-26,28-34,36-37,43,45-49,51H,11,14-17H2,1-9H3
• InChI Key: UQKQSTXKJGBRSV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₂O₁₄
• Molecular Weight: 790.90 g/mol
• Exact Mass: 790.41395665 g/mol
• Topological Polar Surface Area (TPSA): 222.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.60
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8846	88.46%
Caco-2	-	0.8726	87.26%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8269	82.69%
OATP2B1 inhibitior	-	0.8675	86.75%
OATP1B1 inhibitior	+	0.8477	84.77%
OATP1B3 inhibitior	+	0.8486	84.86%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7962	79.62%
P-glycoprotein inhibitior	+	0.7545	75.45%
P-glycoprotein substrate	+	0.5447	54.47%
CYP3A4 substrate	+	0.7176	71.76%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8874	88.74%
CYP3A4 inhibition	-	0.7876	78.76%
CYP2C9 inhibition	-	0.8706	87.06%
CYP2C19 inhibition	-	0.9387	93.87%
CYP2D6 inhibition	-	0.9501	95.01%
CYP1A2 inhibition	-	0.9154	91.54%
CYP2C8 inhibition	+	0.6562	65.62%
CYP inhibitory promiscuity	-	0.9389	93.89%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6036	60.36%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9091	90.91%
Skin irritation	-	0.5373	53.73%
Skin corrosion	-	0.9422	94.22%
Ames mutagenesis	-	0.6778	67.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7121	71.21%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.5677	56.77%
skin sensitisation	-	0.8940	89.40%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5376	53.76%
Acute Oral Toxicity (c)	III	0.5532	55.32%
Estrogen receptor binding	+	0.7864	78.64%
Androgen receptor binding	+	0.7377	73.77%
Thyroid receptor binding	-	0.4888	48.88%
Glucocorticoid receptor binding	+	0.7637	76.37%
Aromatase binding	+	0.6573	65.73%
PPAR gamma	+	0.7581	75.81%
Honey bee toxicity	-	0.6206	62.06%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9792	97.92%

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	99.32%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.01%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.50%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.45%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.28%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.21%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.87%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.87%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.28%	94.45%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	87.74%	87.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.52%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.07%	100.00%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	86.02%	95.52%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.57%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	82.59%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.03%	96.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.84%	96.61%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.84%	97.36%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.33%	91.24%
CHEMBL4208	P20618	Proteasome component C5	80.55%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.06%	95.89%

Plants that contains it

• Citrullus colocynthis

Cross-Links

• PubChem: 73800767
• LOTUS: LTS0034775
• wikiData: Q105277304