[7,7,12,16-Tetramethyl-15-[6-methyl-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-6-(3,4,5-trihydroxyoxan-2-yl)oxyheptan-2-yl]-6,9-bis[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-14-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] acetate

Details

• Internal ID: 46569ade-83c8-45de-b8b1-11311d64c23d
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: [7,7,12,16-tetramethyl-15-[6-methyl-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-6-(3,4,5-trihydroxyoxan-2-yl)oxyheptan-2-yl]-6,9-bis[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-14-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CCC34CC35CCC6(C(C(CC6(C5CC(C4C2(C)C)OC7C(C(C(C(O7)C)O)O)O)C)OC(=O)C)C(C)CCC(C(C)(C)OC8C(C(C(CO8)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2CCC34CC35CCC6(C(C(CC6(C5CC(C4C2(C)C)OC7C(C(C(C(O7)C)O)O)O)C)OC(=O)C)C(C)CCC(C(C)(C)OC8C(C(C(CO8)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)O)O)O
• InChI: InChI=1S/C55H92O22/c1-22(12-13-32(76-49-44(68)40(64)36(60)25(4)72-49)51(8,9)77-46-41(65)37(61)27(57)20-69-46)33-29(73-26(5)56)19-53(11)30-18-28(74-47-42(66)38(62)34(58)23(2)70-47)45-50(6,7)31(75-48-43(67)39(63)35(59)24(3)71-48)14-15-55(45)21-54(30,55)17-16-52(33,53)10/h22-25,27-49,57-68H,12-21H2,1-11H3
• InChI Key: LAFGVRPFIMOUHE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₉₂O₂₂
• Molecular Weight: 1105.30 g/mol
• Exact Mass: 1104.60802456 g/mol
• Topological Polar Surface Area (TPSA): 343.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -0.13
• H-Bond Acceptor: 22
• H-Bond Donor: 12
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7366	73.66%
Caco-2	-	0.8857	88.57%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7455	74.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8338	83.38%
OATP1B3 inhibitior	+	0.9011	90.11%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8235	82.35%
P-glycoprotein inhibitior	+	0.7566	75.66%
P-glycoprotein substrate	+	0.6812	68.12%
CYP3A4 substrate	+	0.7386	73.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8744	87.44%
CYP3A4 inhibition	-	0.9145	91.45%
CYP2C9 inhibition	-	0.7771	77.71%
CYP2C19 inhibition	-	0.8717	87.17%
CYP2D6 inhibition	-	0.9544	95.44%
CYP1A2 inhibition	-	0.8699	86.99%
CYP2C8 inhibition	+	0.6878	68.78%
CYP inhibitory promiscuity	-	0.9629	96.29%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7102	71.02%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9017	90.17%
Skin irritation	-	0.6444	64.44%
Skin corrosion	-	0.9427	94.27%
Ames mutagenesis	-	0.5578	55.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7663	76.63%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.7278	72.78%
skin sensitisation	-	0.9020	90.20%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8611	86.11%
Acute Oral Toxicity (c)	I	0.4565	45.65%
Estrogen receptor binding	+	0.7651	76.51%
Androgen receptor binding	+	0.7489	74.89%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7399	73.99%
Aromatase binding	+	0.6440	64.40%
PPAR gamma	+	0.7890	78.90%
Honey bee toxicity	-	0.5884	58.84%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9314	93.14%

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	98.97%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.72%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.66%	96.09%
CHEMBL240	Q12809	HERG	94.40%	89.76%
CHEMBL2581	P07339	Cathepsin D	94.19%	98.95%
CHEMBL284	P27487	Dipeptidyl peptidase IV	92.51%	95.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.51%	97.09%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	92.16%	95.71%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.89%	96.47%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	91.45%	98.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.81%	91.07%
CHEMBL2413	P32246	C-C chemokine receptor type 1	90.57%	89.50%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.56%	95.58%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.49%	95.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.82%	96.77%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.73%	91.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.63%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.56%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.35%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	88.46%	91.19%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	87.65%	99.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	86.48%	82.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.26%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.25%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.25%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	84.81%	95.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.59%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.44%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.11%	92.94%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	83.88%	92.78%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	83.61%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.01%	95.89%
CHEMBL4105786	P41182	B-cell lymphoma 6 protein	82.93%	92.86%
CHEMBL2179	P04062	Beta-glucocerebrosidase	82.86%	85.31%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.49%	82.69%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.28%	100.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.28%	90.24%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.11%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.10%	92.88%
CHEMBL3837	P07711	Cathepsin L	82.09%	96.61%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.03%	91.03%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.51%	95.71%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.58%	97.36%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.36%	98.33%

Plants that contains it

• Astragalus eremophilus

Cross-Links

• PubChem: 74343974
• LOTUS: LTS0072365
• wikiData: Q105148610