2-[6-[6-[4,5-Dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-3,6-dihydroxy-2-methylheptan-2-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: c2e4af90-65e0-4473-8f2c-c51e366c4967
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: 2-[6-[6-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-3,6-dihydroxy-2-methylheptan-2-yl]oxy-6-methyloxane-3,4,5-triol
• InChI: InChI=1S/C48H82O19/c1-21-29(53)32(56)36(60)40(62-21)67-43(4,5)27(52)11-13-46(8,61)38-22(51)17-45(7)26-10-9-25-42(2,3)28(12-14-47(25)20-48(26,47)16-15-44(38,45)6)65-41-37(34(58)31(55)24(19-50)64-41)66-39-35(59)33(57)30(54)23(18-49)63-39/h21-41,49-61H,9-20H2,1-8H3
• InChI Key: GOTJNFQPUGEIIZ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₈₂O₁₉
• Molecular Weight: 963.20 g/mol
• Exact Mass: 962.54503038 g/mol
• Topological Polar Surface Area (TPSA): 318.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): -1.08
• H-Bond Acceptor: 19
• H-Bond Donor: 13
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4805	48.05%
Caco-2	-	0.8856	88.56%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.5846	58.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8360	83.60%
OATP1B3 inhibitior	+	0.9122	91.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	+	0.7515	75.15%
P-glycoprotein substrate	+	0.5298	52.98%
CYP3A4 substrate	+	0.7247	72.47%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8301	83.01%
CYP3A4 inhibition	-	0.9472	94.72%
CYP2C9 inhibition	-	0.7996	79.96%
CYP2C19 inhibition	-	0.8391	83.91%
CYP2D6 inhibition	-	0.9505	95.05%
CYP1A2 inhibition	-	0.8918	89.18%
CYP2C8 inhibition	+	0.6840	68.40%
CYP inhibitory promiscuity	-	0.9671	96.71%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6868	68.68%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9030	90.30%
Skin irritation	-	0.7152	71.52%
Skin corrosion	-	0.9483	94.83%
Ames mutagenesis	-	0.7278	72.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.8043	80.43%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.7549	75.49%
skin sensitisation	-	0.9113	91.13%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8397	83.97%
Acute Oral Toxicity (c)	I	0.6066	60.66%
Estrogen receptor binding	+	0.7779	77.79%
Androgen receptor binding	+	0.7574	75.74%
Thyroid receptor binding	-	0.5261	52.61%
Glucocorticoid receptor binding	+	0.7067	70.67%
Aromatase binding	+	0.6461	64.61%
PPAR gamma	+	0.7742	77.42%
Honey bee toxicity	-	0.5737	57.37%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8024	80.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.86%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.71%	91.11%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	97.53%	95.58%
CHEMBL218	P21554	Cannabinoid CB1 receptor	97.31%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.10%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.98%	96.09%
CHEMBL206	P03372	Estrogen receptor alpha	95.61%	97.64%
CHEMBL2581	P07339	Cathepsin D	92.75%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.20%	97.36%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	91.42%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.19%	95.89%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	89.98%	94.78%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	89.48%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.02%	92.86%
CHEMBL237	P41145	Kappa opioid receptor	88.80%	98.10%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.74%	96.21%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.05%	97.14%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.79%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.74%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.65%	92.94%
CHEMBL2094135	Q96BI3	Gamma-secretase	87.61%	98.05%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	87.61%	97.29%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.36%	86.33%
CHEMBL236	P41143	Delta opioid receptor	85.79%	99.35%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.87%	92.88%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	84.20%	97.86%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.93%	91.03%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.04%	100.00%
CHEMBL4105786	P41182	B-cell lymphoma 6 protein	82.74%	92.86%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.55%	100.00%
CHEMBL3589	P55263	Adenosine kinase	82.46%	98.05%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.11%	95.50%
CHEMBL2996	Q05655	Protein kinase C delta	82.03%	97.79%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	81.14%	97.47%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	80.85%	99.17%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.67%	95.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.67%	95.89%
CHEMBL1977	P11473	Vitamin D receptor	80.28%	99.43%
CHEMBL233	P35372	Mu opioid receptor	80.12%	97.93%
CHEMBL1937	Q92769	Histone deacetylase 2	80.05%	94.75%

Plants that contains it

• Oxytropis bicolor

Cross-Links

• PubChem: 162878763
• LOTUS: LTS0019716
• wikiData: Q105014566