(2R,3R,4S,5S,6R)-2-[[(9S,12S,14S,16R)-6-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-15-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-9-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: c8e74c10-0d9d-4bfa-9cbd-4ac7132d3e42
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(9S,12S,14S,16R)-6-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-15-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-9-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1(C(CCC23C1C(CC4C2(C3)CCC5(C4(CC(C5C6(CCC(O6)C(C)(C)O)C)O)C)C)OC7C(C(C(C(O7)CO)O)O)O)OC8C(C(C(CO8)O)O)OC9C(C(C(C(O9)CO)O)O)O)C
• SMILES (Isomeric): C[C@]12CCC34CC35CCC(C(C5[C@H](CC4[C@@]1(C[C@@H](C2C6(CCC(O6)C(C)(C)O)C)O)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)(C)C)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O
• InChI: InChI=1S/C47H78O19/c1-41(2)26(64-40-35(28(52)21(51)18-60-40)65-39-34(58)32(56)30(54)24(17-49)63-39)9-11-47-19-46(47)13-12-43(5)36(45(7)10-8-27(66-45)42(3,4)59)20(50)15-44(43,6)25(46)14-22(37(41)47)61-38-33(57)31(55)29(53)23(16-48)62-38/h20-40,48-59H,8-19H2,1-7H3/t20-,21+,22-,23+,24+,25?,26?,27?,28-,29+,30+,31-,32-,33+,34+,35+,36?,37?,38+,39-,40-,43+,44-,45?,46?,47?/m0/s1
• InChI Key: FLPVEPQEIRRVKG-APXUDMAJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₈O₁₉
• Molecular Weight: 947.10 g/mol
• Exact Mass: 946.51373025 g/mol
• Topological Polar Surface Area (TPSA): 307.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -1.45
• H-Bond Acceptor: 19
• H-Bond Donor: 12
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6581	65.81%
Caco-2	-	0.8816	88.16%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6782	67.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8382	83.82%
OATP1B3 inhibitior	+	0.9422	94.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.6962	69.62%
P-glycoprotein inhibitior	+	0.7513	75.13%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7333	73.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8361	83.61%
CYP3A4 inhibition	-	0.8783	87.83%
CYP2C9 inhibition	-	0.8009	80.09%
CYP2C19 inhibition	-	0.8368	83.68%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.8971	89.71%
CYP2C8 inhibition	+	0.6954	69.54%
CYP inhibitory promiscuity	-	0.9329	93.29%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6399	63.99%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9047	90.47%
Skin irritation	-	0.7237	72.37%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	0.6470	64.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7324	73.24%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6675	66.75%
skin sensitisation	-	0.9098	90.98%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.9520	95.20%
Acute Oral Toxicity (c)	I	0.6658	66.58%
Estrogen receptor binding	+	0.6997	69.97%
Androgen receptor binding	+	0.7496	74.96%
Thyroid receptor binding	-	0.5535	55.35%
Glucocorticoid receptor binding	+	0.6359	63.59%
Aromatase binding	+	0.6475	64.75%
PPAR gamma	+	0.7406	74.06%
Honey bee toxicity	-	0.5962	59.62%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8633	86.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.73%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.72%	97.25%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	96.10%	83.57%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	94.90%	95.58%
CHEMBL226	P30542	Adenosine A1 receptor	94.35%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.97%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.13%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.70%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.86%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.79%	96.21%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	90.16%	100.00%
CHEMBL220	P22303	Acetylcholinesterase	89.94%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.23%	96.95%
CHEMBL259	P32245	Melanocortin receptor 4	88.20%	95.38%
CHEMBL1977	P11473	Vitamin D receptor	87.47%	99.43%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.46%	86.33%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.86%	92.88%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.69%	96.77%
CHEMBL3589	P55263	Adenosine kinase	86.14%	98.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.46%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.20%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.07%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.88%	92.94%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.77%	97.14%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	83.23%	97.86%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.78%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.59%	89.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.54%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.74%	91.24%
CHEMBL1937	Q92769	Histone deacetylase 2	81.63%	94.75%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.54%	92.86%
CHEMBL2996	Q05655	Protein kinase C delta	81.50%	97.79%
CHEMBL1871	P10275	Androgen Receptor	81.48%	96.43%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.57%	97.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.12%	97.36%
CHEMBL1914	P06276	Butyrylcholinesterase	80.01%	95.00%

Plants that contains it

• Astragalus mongholicus

Cross-Links

• PubChem: 24893889
• NPASS: NPC114238