6-[6-[3-[3,4-Dihydroxy-6-(hydroxymethyl)-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-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: f302cab8-d193-4c83-a879-db9b32b90992
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: 6-[6-[3-[3,4-dihydroxy-6-(hydroxymethyl)-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-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
• SMILES (Canonical): CC(C)C(=O)CCC(C)C1C(CC2(C1(CC(C34C2CCC5C3(C4)CCC(C5(C)C)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)O)O)O)O)O)C)C)O
• SMILES (Isomeric): CC(C)C(=O)CCC(C)C1C(CC2(C1(CC(C34C2CCC5C3(C4)CCC(C5(C)C)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)O)O)O)O)O)C)C)O
• InChI: InChI=1S/C48H80O19/c1-20(2)22(52)9-8-21(3)31-23(53)14-45(6)28-11-10-27-44(4,5)30(12-13-47(27)19-48(28,47)29(54)15-46(31,45)7)65-43-40(35(58)33(56)25(17-50)63-43)67-42-38(61)36(59)39(26(18-51)64-42)66-41-37(60)34(57)32(55)24(16-49)62-41/h20-21,23-43,49-51,53-61H,8-19H2,1-7H3
• InChI Key: XUDRGKAGKBFZKK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₈₀O₁₉
• Molecular Weight: 961.10 g/mol
• Exact Mass: 960.52938032 g/mol
• Topological Polar Surface Area (TPSA): 315.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -1.16
• H-Bond Acceptor: 19
• H-Bond Donor: 12
• Rotatable Bonds: 14

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	-	0.8876	88.76%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.6939	69.39%
OATP2B1 inhibitior	-	0.8773	87.73%
OATP1B1 inhibitior	+	0.8224	82.24%
OATP1B3 inhibitior	+	0.8998	89.98%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8287	82.87%
P-glycoprotein inhibitior	+	0.7504	75.04%
P-glycoprotein substrate	-	0.5578	55.78%
CYP3A4 substrate	+	0.7262	72.62%
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	+	0.5856	58.56%
CYP inhibitory promiscuity	-	0.9717	97.17%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6989	69.89%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9055	90.55%
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	+	0.8389	83.89%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.9039	90.39%
skin sensitisation	-	0.9134	91.34%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8380	83.80%
Acute Oral Toxicity (c)	I	0.5431	54.31%
Estrogen receptor binding	+	0.8065	80.65%
Androgen receptor binding	+	0.7626	76.26%
Thyroid receptor binding	-	0.5573	55.73%
Glucocorticoid receptor binding	+	0.7166	71.66%
Aromatase binding	+	0.6677	66.77%
PPAR gamma	+	0.7873	78.73%
Honey bee toxicity	-	0.6005	60.05%
Biodegradation	-	0.6750	67.50%
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
CHEMBL218	P21554	Cannabinoid CB1 receptor	99.23%	96.61%
CHEMBL220	P22303	Acetylcholinesterase	99.01%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.95%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.26%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.72%	91.11%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	94.90%	96.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.50%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	94.48%	91.24%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.10%	96.38%
CHEMBL2581	P07339	Cathepsin D	91.80%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.59%	96.77%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.45%	95.58%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.41%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.89%	92.62%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	87.01%	97.29%
CHEMBL5255	O00206	Toll-like receptor 4	86.97%	92.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.22%	96.47%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.08%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.91%	95.50%
CHEMBL2094135	Q96BI3	Gamma-secretase	85.58%	98.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.52%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.80%	94.33%
CHEMBL237	P41145	Kappa opioid receptor	84.79%	98.10%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.95%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.84%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.30%	89.00%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	82.75%	96.03%
CHEMBL340	P08684	Cytochrome P450 3A4	82.60%	91.19%
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	81.89%	95.50%
CHEMBL1075317	P61964	WD repeat-containing protein 5	81.45%	96.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.76%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.63%	93.56%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.44%	95.71%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.42%	98.75%
CHEMBL2514	O95665	Neurotensin receptor 2	80.26%	100.00%
CHEMBL236	P41143	Delta opioid receptor	80.13%	99.35%

Plants that contains it

• Curculigo orchioides

Cross-Links

• PubChem: 163060200
• LOTUS: LTS0246404
• wikiData: Q105342143