[5-Hydroxy-2-[[14-hydroxy-15-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-9-(3,4,5-trihydroxyoxan-2-yl)oxy-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-4-yl] acetate

Details

• Internal ID: 4db9e81e-6b5e-4e13-b166-63dfb00d8368
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: [5-hydroxy-2-[[14-hydroxy-15-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-9-(3,4,5-trihydroxyoxan-2-yl)oxy-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-4-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC45CC46CCC7(C(C(CC7(C6CC(C5C3(C)C)OC8C(C(C(CO8)O)O)O)C)O)C9(CCC(O9)C(C)(C)O)C)C)O)OC(=O)C)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC45CC46CCC7(C(C(CC7(C6CC(C5C3(C)C)OC8C(C(C(CO8)O)O)O)C)O)C9(CCC(O9)C(C)(C)O)C)C)O)OC(=O)C)O)O)O
• InChI: InChI=1S/C48H78O18/c1-21-30(53)32(55)34(57)40(61-21)65-36-35(62-22(2)49)25(52)19-60-41(36)64-28-11-13-48-20-47(48)15-14-44(7)37(46(9)12-10-29(66-46)43(5,6)58)23(50)17-45(44,8)27(47)16-26(38(48)42(28,3)4)63-39-33(56)31(54)24(51)18-59-39/h21,23-41,50-58H,10-20H2,1-9H3
• InChI Key: MWBRLLYGDSLFHT-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₈O₁₈
• Molecular Weight: 943.10 g/mol
• Exact Mass: 942.51881563 g/mol
• Topological Polar Surface Area (TPSA): 273.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.79
• H-Bond Acceptor: 18
• H-Bond Donor: 9
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7990	79.90%
Caco-2	-	0.8844	88.44%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7663	76.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8300	83.00%
OATP1B3 inhibitior	+	0.9420	94.20%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7787	77.87%
BSEP inhibitior	+	0.6489	64.89%
P-glycoprotein inhibitior	+	0.7644	76.44%
P-glycoprotein substrate	+	0.6310	63.10%
CYP3A4 substrate	+	0.7464	74.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8849	88.49%
CYP3A4 inhibition	-	0.8546	85.46%
CYP2C9 inhibition	-	0.8174	81.74%
CYP2C19 inhibition	-	0.8361	83.61%
CYP2D6 inhibition	-	0.9423	94.23%
CYP1A2 inhibition	-	0.9036	90.36%
CYP2C8 inhibition	+	0.7218	72.18%
CYP inhibitory promiscuity	-	0.9633	96.33%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6192	61.92%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9054	90.54%
Skin irritation	-	0.7109	71.09%
Skin corrosion	-	0.9370	93.70%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7175	71.75%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6716	67.16%
skin sensitisation	-	0.8966	89.66%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.9201	92.01%
Acute Oral Toxicity (c)	I	0.5902	59.02%
Estrogen receptor binding	+	0.7683	76.83%
Androgen receptor binding	+	0.7379	73.79%
Thyroid receptor binding	-	0.5195	51.95%
Glucocorticoid receptor binding	+	0.7233	72.33%
Aromatase binding	+	0.6656	66.56%
PPAR gamma	+	0.7779	77.79%
Honey bee toxicity	-	0.5840	58.40%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9389	93.89%

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	98.41%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.03%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.51%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.70%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.99%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.27%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.02%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	90.47%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.03%	96.95%
CHEMBL259	P32245	Melanocortin receptor 4	89.50%	95.38%
CHEMBL204	P00734	Thrombin	88.20%	96.01%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	87.82%	95.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.39%	92.94%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.84%	97.36%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	86.33%	97.31%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.15%	83.57%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.07%	91.24%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	85.16%	95.58%
CHEMBL2179	P04062	Beta-glucocerebrosidase	84.85%	85.31%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.78%	97.14%
CHEMBL284	P27487	Dipeptidyl peptidase IV	84.56%	95.69%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.02%	91.07%
CHEMBL2581	P07339	Cathepsin D	83.76%	98.95%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.58%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.38%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.80%	95.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.75%	97.21%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.52%	100.00%
CHEMBL1914	P06276	Butyrylcholinesterase	82.14%	95.00%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	81.72%	98.99%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.36%	92.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.27%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.81%	95.89%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.65%	89.50%

Plants that contains it

• Astragalus sieversianus

Cross-Links

• PubChem: 5166671
• LOTUS: LTS0100139
• wikiData: Q105173497