6-[6-[4,5-Dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-14,18-dihydroxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methylheptan-3-one

Details

• Internal ID: 18b22053-83f0-49aa-9117-f7b6f1632bec
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: 6-[6-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-14,18-dihydroxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methylheptan-3-one
• InChI: InChI=1S/C42H70O14/c1-19(2)21(45)9-8-20(3)29-22(46)14-39(6)26-11-10-25-38(4,5)28(12-13-41(25)18-42(26,41)27(47)15-40(29,39)7)55-37-35(33(51)31(49)24(17-44)54-37)56-36-34(52)32(50)30(48)23(16-43)53-36/h19-20,22-37,43-44,46-52H,8-18H2,1-7H3
• InChI Key: GCXIZQFNXDSDHA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₀O₁₄
• Molecular Weight: 799.00 g/mol
• Exact Mass: 798.47655690 g/mol
• Topological Polar Surface Area (TPSA): 236.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.02
• H-Bond Acceptor: 14
• H-Bond Donor: 9
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6078	60.78%
Caco-2	-	0.8831	88.31%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6939	69.39%
OATP2B1 inhibitior	-	0.8728	87.28%
OATP1B1 inhibitior	+	0.8225	82.25%
OATP1B3 inhibitior	+	0.8998	89.98%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.6748	67.48%
P-glycoprotein inhibitior	+	0.7623	76.23%
P-glycoprotein substrate	-	0.5904	59.04%
CYP3A4 substrate	+	0.7232	72.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8483	84.83%
CYP3A4 inhibition	-	0.9251	92.51%
CYP2C9 inhibition	-	0.7950	79.50%
CYP2C19 inhibition	-	0.8502	85.02%
CYP2D6 inhibition	-	0.9519	95.19%
CYP1A2 inhibition	-	0.8924	89.24%
CYP2C8 inhibition	+	0.5562	55.62%
CYP inhibitory promiscuity	-	0.9717	97.17%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6989	69.89%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9093	90.93%
Skin irritation	-	0.6948	69.48%
Skin corrosion	-	0.9469	94.69%
Ames mutagenesis	-	0.8415	84.15%
Human Ether-a-go-go-Related Gene inhibition	+	0.8208	82.08%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.9039	90.39%
skin sensitisation	-	0.9134	91.34%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.7562	75.62%
Acute Oral Toxicity (c)	I	0.5431	54.31%
Estrogen receptor binding	+	0.7309	73.09%
Androgen receptor binding	+	0.7588	75.88%
Thyroid receptor binding	-	0.6120	61.20%
Glucocorticoid receptor binding	+	0.6349	63.49%
Aromatase binding	+	0.6598	65.98%
PPAR gamma	+	0.7364	73.64%
Honey bee toxicity	-	0.6228	62.28%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8557	85.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL220	P22303	Acetylcholinesterase	98.97%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	98.91%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.87%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.30%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.72%	91.11%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	96.05%	96.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.50%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	94.48%	91.24%
CHEMBL2581	P07339	Cathepsin D	91.80%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.76%	96.77%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.56%	96.38%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.46%	95.58%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.96%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.89%	92.62%
CHEMBL5255	O00206	Toll-like receptor 4	87.07%	92.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.22%	96.47%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.08%	95.89%
CHEMBL2094135	Q96BI3	Gamma-secretase	85.86%	98.05%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.53%	99.17%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.50%	95.50%
CHEMBL237	P41145	Kappa opioid receptor	84.92%	98.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.85%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.80%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.84%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.00%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	82.60%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.60%	89.00%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	82.60%	96.03%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.46%	92.88%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.01%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.94%	95.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.63%	93.56%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.44%	95.71%
CHEMBL2514	O95665	Neurotensin receptor 2	80.26%	100.00%
CHEMBL1075317	P61964	WD repeat-containing protein 5	80.22%	96.33%
CHEMBL236	P41143	Delta opioid receptor	80.04%	99.35%

Plants that contains it

• Curculigo orchioides

Cross-Links

• PubChem: 163035204
• LOTUS: LTS0037976
• wikiData: Q105006560