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

Details

• Internal ID: fd5f401e-b03d-4fc8-9f57-4583c9138627
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: 2-[4,5-dihydroxy-6-(hydroxymethyl)-2-[[14-hydroxy-7,7,12,16-tetramethyl-15-(2,5,6-trihydroxy-6-methylheptan-2-yl)-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C42H72O15/c1-36(2)23-8-9-24-39(6)16-20(45)33(40(7,53)12-10-25(46)37(3,4)52)38(39,5)14-15-42(24)19-41(23,42)13-11-26(36)56-35-32(30(50)28(48)22(18-44)55-35)57-34-31(51)29(49)27(47)21(17-43)54-34/h20-35,43-53H,8-19H2,1-7H3
• InChI Key: CGCTVTOHSPHPNF-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₂O₁₅
• Molecular Weight: 817.00 g/mol
• Exact Mass: 816.48712159 g/mol
• Topological Polar Surface Area (TPSA): 259.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 0.07
• H-Bond Acceptor: 15
• H-Bond Donor: 11
• Rotatable Bonds: 11

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	-	0.8802	88.02%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.5846	58.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8420	84.20%
OATP1B3 inhibitior	+	0.9122	91.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.7655	76.55%
P-glycoprotein inhibitior	+	0.7506	75.06%
P-glycoprotein substrate	-	0.5865	58.65%
CYP3A4 substrate	+	0.7112	71.12%
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	+	0.6187	61.87%
CYP inhibitory promiscuity	-	0.9671	96.71%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6868	68.68%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9079	90.79%
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	+	0.7782	77.82%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.7174	71.74%
skin sensitisation	-	0.9113	91.13%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7681	76.81%
Acute Oral Toxicity (c)	I	0.6066	60.66%
Estrogen receptor binding	+	0.7167	71.67%
Androgen receptor binding	+	0.7582	75.82%
Thyroid receptor binding	-	0.5714	57.14%
Glucocorticoid receptor binding	+	0.6084	60.84%
Aromatase binding	+	0.6468	64.68%
PPAR gamma	+	0.7277	72.77%
Honey bee toxicity	-	0.5638	56.38%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
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	99.05%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.44%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	97.92%	96.61%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	97.00%	95.58%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.11%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.82%	96.09%
CHEMBL206	P03372	Estrogen receptor alpha	93.48%	97.64%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	92.21%	94.78%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	91.42%	100.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	90.99%	97.29%
CHEMBL2581	P07339	Cathepsin D	90.93%	98.95%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	90.21%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.14%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.77%	95.89%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.31%	92.86%
CHEMBL237	P41145	Kappa opioid receptor	89.14%	98.10%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.11%	96.21%
CHEMBL2996	Q05655	Protein kinase C delta	87.51%	97.79%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	86.15%	97.47%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.10%	92.88%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.95%	98.75%
CHEMBL2094135	Q96BI3	Gamma-secretase	85.00%	98.05%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.71%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.29%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.04%	100.00%
CHEMBL236	P41143	Delta opioid receptor	82.94%	99.35%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.93%	91.03%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	81.78%	97.86%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.44%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.88%	92.94%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	80.87%	99.17%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.68%	82.50%
CHEMBL220	P22303	Acetylcholinesterase	80.60%	94.45%
CHEMBL4105786	P41182	B-cell lymphoma 6 protein	80.49%	92.86%
CHEMBL233	P35372	Mu opioid receptor	80.29%	97.93%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.28%	96.95%

Plants that contains it

• Oxytropis bicolor

Cross-Links

• PubChem: 162958087
• LOTUS: LTS0215916
• wikiData: Q104957489