[3,5-Dihydroxy-2-[[16-hydroxy-17-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,9,10,13,14-hexamethyl-6-(3,4,5-trihydroxyoxan-2-yl)oxy-1,2,3,5,6,7,8,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]oxan-4-yl] acetate

Details

• Internal ID: 50c1c767-a747-4716-8d8e-3ff4eb6233d0
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: [3,5-dihydroxy-2-[[16-hydroxy-17-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,9,10,13,14-hexamethyl-6-(3,4,5-trihydroxyoxan-2-yl)oxy-1,2,3,5,6,7,8,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]oxan-4-yl] acetate
• SMILES (Canonical): CC(=O)OC1C(COC(C1O)OC2CCC3(C(C2(C)C)C(CC4C3(CCC5(C4(CC(C5C6(CCC(O6)C(C)(C)O)C)O)C)C)C)OC7C(C(C(CO7)O)O)O)C)O
• SMILES (Isomeric): CC(=O)OC1C(COC(C1O)OC2CCC3(C(C2(C)C)C(CC4C3(CCC5(C4(CC(C5C6(CCC(O6)C(C)(C)O)C)O)C)C)C)OC7C(C(C(CO7)O)O)O)C)O
• InChI: InChI=1S/C43H72O14/c1-21(44)54-32-24(47)20-53-36(31(32)50)56-27-11-13-40(7)34(37(27,2)3)25(55-35-30(49)29(48)23(46)19-52-35)17-26-39(40,6)15-16-41(8)33(22(45)18-42(26,41)9)43(10)14-12-28(57-43)38(4,5)51/h22-36,45-51H,11-20H2,1-10H3
• InChI Key: QJFYXDAOZCMPSE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₇₂O₁₄
• Molecular Weight: 813.00 g/mol
• Exact Mass: 812.49220697 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.57
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7941	79.41%
Caco-2	-	0.8756	87.56%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8185	81.85%
OATP2B1 inhibitior	-	0.8734	87.34%
OATP1B1 inhibitior	+	0.8611	86.11%
OATP1B3 inhibitior	+	0.9338	93.38%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7787	77.87%
BSEP inhibitior	-	0.6513	65.13%
P-glycoprotein inhibitior	+	0.7828	78.28%
P-glycoprotein substrate	+	0.5273	52.73%
CYP3A4 substrate	+	0.7458	74.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8916	89.16%
CYP3A4 inhibition	-	0.9147	91.47%
CYP2C9 inhibition	-	0.8930	89.30%
CYP2C19 inhibition	-	0.8953	89.53%
CYP2D6 inhibition	-	0.9500	95.00%
CYP1A2 inhibition	-	0.9347	93.47%
CYP2C8 inhibition	+	0.6579	65.79%
CYP inhibitory promiscuity	-	0.9707	97.07%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6022	60.22%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9064	90.64%
Skin irritation	-	0.6937	69.37%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6950	69.50%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.9166	91.66%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7922	79.22%
Acute Oral Toxicity (c)	I	0.6784	67.84%
Estrogen receptor binding	+	0.6858	68.58%
Androgen receptor binding	+	0.7187	71.87%
Thyroid receptor binding	-	0.5758	57.58%
Glucocorticoid receptor binding	+	0.6742	67.42%
Aromatase binding	+	0.6764	67.64%
PPAR gamma	+	0.7301	73.01%
Honey bee toxicity	-	0.5991	59.91%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9308	93.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1914	P06276	Butyrylcholinesterase	99.10%	95.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.67%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.58%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.87%	97.25%
CHEMBL259	P32245	Melanocortin receptor 4	92.65%	95.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.23%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.12%	96.77%
CHEMBL204	P00734	Thrombin	88.79%	96.01%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.42%	82.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.44%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.21%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.11%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	86.01%	91.19%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.01%	97.28%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.91%	86.33%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	85.63%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.27%	93.04%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.01%	92.94%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.89%	91.07%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.55%	82.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.21%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.71%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.64%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.25%	95.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.55%	99.23%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.76%	85.31%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.75%	94.62%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.40%	96.61%

Plants that contains it

• Astragalus sieversianus

Cross-Links

• PubChem: 163068409
• LOTUS: LTS0227063
• wikiData: Q105222634