[2-[[9,14-Dihydroxy-7,7,12,16-tetramethyl-15-[2-methyl-5-[2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]oxolan-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-5-hydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-4-yl] acetate

Details

• Internal ID: ccd30571-cd6e-4c4d-9790-0c20023110d1
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: [2-[[9,14-dihydroxy-7,7,12,16-tetramethyl-15-[2-methyl-5-[2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]oxolan-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-5-hydroxy-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)O)C)O)C8(CCC(O8)C(C)(C)OC9C(C(C(C(O9)CO)O)O)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)O)C)O)C8(CCC(O8)C(C)(C)OC9C(C(C(C(O9)CO)O)O)O)C)C)O)OC(=O)C)O)O)O
• InChI: InChI=1S/C49H80O19/c1-21-30(55)32(57)34(59)40(62-21)66-37-36(63-22(2)51)25(54)19-61-42(37)65-28-11-13-49-20-48(49)15-14-45(7)39(24(53)17-46(45,8)27(48)16-23(52)38(49)43(28,3)4)47(9)12-10-29(67-47)44(5,6)68-41-35(60)33(58)31(56)26(18-50)64-41/h21,23-42,50,52-60H,10-20H2,1-9H3
• InChI Key: FKYIDLGPGAGAHN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₈₀O₁₉
• Molecular Weight: 973.10 g/mol
• Exact Mass: 972.52938032 g/mol
• Topological Polar Surface Area (TPSA): 293.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.15
• H-Bond Acceptor: 19
• H-Bond Donor: 10
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7317	73.17%
Caco-2	-	0.8854	88.54%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7562	75.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7984	79.84%
OATP1B3 inhibitior	+	0.9373	93.73%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7037	70.37%
BSEP inhibitior	+	0.7310	73.10%
P-glycoprotein inhibitior	+	0.7528	75.28%
P-glycoprotein substrate	+	0.6062	60.62%
CYP3A4 substrate	+	0.7466	74.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8780	87.80%
CYP3A4 inhibition	-	0.8287	82.87%
CYP2C9 inhibition	-	0.7944	79.44%
CYP2C19 inhibition	-	0.8434	84.34%
CYP2D6 inhibition	-	0.9423	94.23%
CYP1A2 inhibition	-	0.9013	90.13%
CYP2C8 inhibition	+	0.7173	71.73%
CYP inhibitory promiscuity	-	0.9446	94.46%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6529	65.29%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9032	90.32%
Skin irritation	-	0.7042	70.42%
Skin corrosion	-	0.9414	94.14%
Ames mutagenesis	-	0.5870	58.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7598	75.98%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6158	61.58%
skin sensitisation	-	0.9104	91.04%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.9074	90.74%
Acute Oral Toxicity (c)	I	0.6348	63.48%
Estrogen receptor binding	+	0.7960	79.60%
Androgen receptor binding	+	0.7544	75.44%
Thyroid receptor binding	-	0.4925	49.25%
Glucocorticoid receptor binding	+	0.7555	75.55%
Aromatase binding	+	0.6694	66.94%
PPAR gamma	+	0.7933	79.33%
Honey bee toxicity	-	0.5961	59.61%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9017	90.17%

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	98.86%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.81%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.54%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.01%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.86%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.99%	86.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.51%	91.24%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	90.27%	97.31%
CHEMBL226	P30542	Adenosine A1 receptor	90.11%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.33%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.67%	96.77%
CHEMBL340	P08684	Cytochrome P450 3A4	87.81%	91.19%
CHEMBL2581	P07339	Cathepsin D	87.48%	98.95%
CHEMBL259	P32245	Melanocortin receptor 4	86.98%	95.38%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.71%	97.36%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.05%	98.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.02%	97.14%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.42%	95.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.16%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.09%	94.45%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.69%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	83.63%	92.50%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.31%	91.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.21%	100.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.86%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.79%	91.07%
CHEMBL237	P41145	Kappa opioid receptor	80.18%	98.10%
CHEMBL5028	O14672	ADAM10	80.14%	97.50%

Plants that contains it

• Astragalus ernestii

Cross-Links

• PubChem: 14378177
• LOTUS: LTS0062871
• wikiData: Q104996875