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

Details

• Internal ID: 351a2a1e-19cc-4f27-bb79-f347dc7bd071
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: [4,5-dihydroxy-2-[[14-hydroxy-15-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-6-(3,4,5-trihydroxyoxan-2-yl)oxy-9-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-6-methyloxan-3-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CC3C4(CC(C(C4(CCC35CC56C2C(C(CC6)OC7C(C(C(CO7)O)O)O)(C)C)C)C8(CCC(O8)C(C)(C)O)C)O)C)OC(=O)C)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2CC3C4(CC(C(C4(CCC35CC56C2C(C(CC6)OC7C(C(C(CO7)O)O)O)(C)C)C)C8(CCC(O8)C(C)(C)O)C)O)C)OC(=O)C)O)O
• InChI: InChI=1S/C43H70O14/c1-20-28(47)30(49)32(54-21(2)44)36(53-20)55-24-16-25-40(8)17-22(45)33(41(9)12-10-27(57-41)38(5,6)51)39(40,7)14-15-42(25)19-43(42)13-11-26(37(3,4)34(24)43)56-35-31(50)29(48)23(46)18-52-35/h20,22-36,45-51H,10-19H2,1-9H3
• InChI Key: IKAATESIFXCFKS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₇₀O₁₄
• Molecular Weight: 811.00 g/mol
• Exact Mass: 810.47655690 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.32
• 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	+	0.8514	85.14%
Caco-2	-	0.8741	87.41%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7820	78.20%
OATP2B1 inhibitior	-	0.8731	87.31%
OATP1B1 inhibitior	+	0.8326	83.26%
OATP1B3 inhibitior	+	0.9370	93.70%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8037	80.37%
BSEP inhibitior	-	0.4521	45.21%
P-glycoprotein inhibitior	+	0.7731	77.31%
P-glycoprotein substrate	+	0.6189	61.89%
CYP3A4 substrate	+	0.7414	74.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8849	88.49%
CYP3A4 inhibition	-	0.7969	79.69%
CYP2C9 inhibition	-	0.8020	80.20%
CYP2C19 inhibition	-	0.8657	86.57%
CYP2D6 inhibition	-	0.9416	94.16%
CYP1A2 inhibition	-	0.8916	89.16%
CYP2C8 inhibition	+	0.6990	69.90%
CYP inhibitory promiscuity	-	0.9540	95.40%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6363	63.63%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9070	90.70%
Skin irritation	-	0.6781	67.81%
Skin corrosion	-	0.9336	93.36%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6664	66.64%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6716	67.16%
skin sensitisation	-	0.8939	89.39%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.9589	95.89%
Acute Oral Toxicity (c)	I	0.5342	53.42%
Estrogen receptor binding	+	0.6523	65.23%
Androgen receptor binding	+	0.7338	73.38%
Thyroid receptor binding	-	0.5918	59.18%
Glucocorticoid receptor binding	+	0.6946	69.46%
Aromatase binding	+	0.6839	68.39%
PPAR gamma	+	0.7413	74.13%
Honey bee toxicity	-	0.6073	60.73%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9507	95.07%

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	98.58%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.09%	97.25%
CHEMBL284	P27487	Dipeptidyl peptidase IV	95.17%	95.69%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.68%	96.77%
CHEMBL1914	P06276	Butyrylcholinesterase	93.75%	95.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.22%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.75%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.47%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.42%	96.95%
CHEMBL204	P00734	Thrombin	91.29%	96.01%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.17%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	89.96%	91.19%
CHEMBL259	P32245	Melanocortin receptor 4	88.82%	95.38%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.99%	92.94%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	87.25%	97.31%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.09%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.96%	97.36%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	85.28%	83.57%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.19%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.94%	97.09%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.33%	89.50%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.42%	97.21%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.03%	82.50%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.61%	85.30%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.11%	96.61%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.92%	100.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.63%	85.31%
CHEMBL2581	P07339	Cathepsin D	81.43%	98.95%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.27%	95.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.13%	97.14%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.14%	91.24%

Plants that contains it

• Astragalus coluteocarpus

Cross-Links

• PubChem: 73816184
• LOTUS: LTS0261283
• wikiData: Q105114245