(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(1S,3R,6S,7R,8R,11S,12S,14S,15R,16R)-14-hydroxy-7,12,16-trimethyl-15-[(2S,3S)-6-methyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-6-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]methoxy]oxane-3,4,5-triol

Details

• Internal ID: 65b7895d-5a2f-4b4f-9925-613468a792cb
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(1S,3R,6S,7R,8R,11S,12S,14S,15R,16R)-14-hydroxy-7,12,16-trimethyl-15-[(2S,3S)-6-methyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-6-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]methoxy]oxane-3,4,5-triol
• InChI: InChI=1S/C48H80O19/c1-21(2)7-8-24(63-42-39(60)36(57)33(54)26(17-50)65-42)22(3)31-23(52)15-46(6)29-10-9-28-44(4,20-62-41-38(59)35(56)32(53)25(16-49)64-41)30(67-43-40(61)37(58)34(55)27(18-51)66-43)11-12-47(28)19-48(29,47)14-13-45(31,46)5/h7,22-43,49-61H,8-20H2,1-6H3/t22-,23+,24+,25-,26-,27-,28+,29+,30+,31+,32-,33-,34+,35+,36+,37+,38-,39-,40-,41-,42-,43+,44+,45-,46+,47-,48+/m1/s1
• InChI Key: BQJDMSODAPAEBR-ITDFJGDFSA-N
• Popularity: 2 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): 318.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): -1.44
• H-Bond Acceptor: 19
• H-Bond Donor: 13
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7085	70.85%
Caco-2	-	0.8834	88.34%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6679	66.79%
OATP2B1 inhibitior	-	0.8727	87.27%
OATP1B1 inhibitior	+	0.8395	83.95%
OATP1B3 inhibitior	+	0.8745	87.45%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.7158	71.58%
P-glycoprotein inhibitior	+	0.7629	76.29%
P-glycoprotein substrate	-	0.5842	58.42%
CYP3A4 substrate	+	0.7043	70.43%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.9467	94.67%
CYP2C9 inhibition	-	0.7323	73.23%
CYP2C19 inhibition	-	0.8607	86.07%
CYP2D6 inhibition	-	0.9323	93.23%
CYP1A2 inhibition	-	0.8744	87.44%
CYP2C8 inhibition	+	0.6617	66.17%
CYP inhibitory promiscuity	-	0.9324	93.24%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6658	66.58%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9045	90.45%
Skin irritation	-	0.6323	63.23%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7578	75.78%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7709	77.09%
skin sensitisation	-	0.8775	87.75%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6936	69.36%
Acute Oral Toxicity (c)	I	0.5875	58.75%
Estrogen receptor binding	+	0.7665	76.65%
Androgen receptor binding	+	0.7583	75.83%
Thyroid receptor binding	-	0.5335	53.35%
Glucocorticoid receptor binding	+	0.6246	62.46%
Aromatase binding	+	0.6101	61.01%
PPAR gamma	+	0.7486	74.86%
Honey bee toxicity	-	0.7131	71.31%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9269	92.69%

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	97.97%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.50%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.12%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.86%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.75%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.96%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.12%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.87%	91.24%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.80%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	89.62%	95.93%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	88.86%	92.86%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.51%	100.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	87.15%	97.47%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	86.65%	85.30%
CHEMBL1937	Q92769	Histone deacetylase 2	86.09%	94.75%
CHEMBL2581	P07339	Cathepsin D	84.95%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.92%	95.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.80%	98.75%
CHEMBL259	P32245	Melanocortin receptor 4	84.76%	95.38%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.47%	89.05%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.41%	95.83%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.22%	82.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.12%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.43%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.31%	92.62%
CHEMBL2094128	P24941	Cyclin-dependent kinase 2/cyclin A	81.21%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.84%	89.00%
CHEMBL2996	Q05655	Protein kinase C delta	80.83%	97.79%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.70%	95.71%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	80.68%	99.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.07%	89.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.02%	100.00%

Plants that contains it

• Thalictrum minus

Cross-Links

• PubChem: 21626619
• LOTUS: LTS0170178
• wikiData: Q104944382