[(E,6R)-6-hydroxy-6-[(8S,9R,10R,13R,14S,16R,17R)-16-hydroxy-2-[(2S,3R,4S,5S)-4-hydroxy-5-[(2S,3R,4S,5S)-4-hydroxy-5-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxolan-2-yl]oxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,4,9,13,14-pentamethyl-3,11-dioxo-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthren-17-yl]-2-methyl-5-oxohept-3-en-2-yl] acetate

Details

• Internal ID: c46044fe-3fed-415f-85d8-757e30f74cb8
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: [(E,6R)-6-hydroxy-6-[(8S,9R,10R,13R,14S,16R,17R)-16-hydroxy-2-[(2S,3R,4S,5S)-4-hydroxy-5-[(2S,3R,4S,5S)-4-hydroxy-5-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxolan-2-yl]oxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,4,9,13,14-pentamethyl-3,11-dioxo-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthren-17-yl]-2-methyl-5-oxohept-3-en-2-yl] acetate
• InChI: InChI=1S/C54H80O24/c1-21-33(60)37(64)39(66)45(71-21)76-41-36(63)29(75-48-42(35(62)28(19-55)74-48)77-46-40(67)38(65)34(61)22(2)72-46)20-70-47(41)73-27-16-25-24(50(6,7)44(27)68)12-13-30-51(8)17-26(57)43(52(51,9)18-32(59)53(25,30)10)54(11,69)31(58)14-15-49(4,5)78-23(3)56/h12,14-16,21-22,25-26,28-30,33-43,45-48,55,57,60-67,69H,13,17-20H2,1-11H3/b15-14+/t21-,22-,25-,26-,28+,29+,30+,33-,34-,35+,36+,37+,38+,39-,40-,41-,42-,43+,45+,46+,47+,48+,51+,52-,53+,54+/m1/s1
• InChI Key: GEYQRPFTIAUWJM-IZDSGHFGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₀O₂₄
• Molecular Weight: 1113.20 g/mol
• Exact Mass: 1112.50395341 g/mol
• Topological Polar Surface Area (TPSA): 374.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -1.75
• H-Bond Acceptor: 24
• H-Bond Donor: 11
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8573	85.73%
Caco-2	-	0.8637	86.37%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8327	83.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8172	81.72%
OATP1B3 inhibitior	+	0.8860	88.60%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9570	95.70%
P-glycoprotein inhibitior	+	0.7453	74.53%
P-glycoprotein substrate	+	0.7060	70.60%
CYP3A4 substrate	+	0.7463	74.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8976	89.76%
CYP3A4 inhibition	-	0.8194	81.94%
CYP2C9 inhibition	-	0.8721	87.21%
CYP2C19 inhibition	-	0.9202	92.02%
CYP2D6 inhibition	-	0.9427	94.27%
CYP1A2 inhibition	-	0.9179	91.79%
CYP2C8 inhibition	+	0.7751	77.51%
CYP inhibitory promiscuity	-	0.9347	93.47%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5107	51.07%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.8988	89.88%
Skin irritation	-	0.5786	57.86%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7365	73.65%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.6177	61.77%
skin sensitisation	-	0.8849	88.49%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7776	77.76%
Acute Oral Toxicity (c)	III	0.5237	52.37%
Estrogen receptor binding	+	0.7398	73.98%
Androgen receptor binding	+	0.7537	75.37%
Thyroid receptor binding	+	0.6761	67.61%
Glucocorticoid receptor binding	+	0.8168	81.68%
Aromatase binding	+	0.6067	60.67%
PPAR gamma	+	0.8110	81.10%
Honey bee toxicity	-	0.5731	57.31%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9785	97.85%

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	99.68%	91.11%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	98.26%	87.67%
CHEMBL2581	P07339	Cathepsin D	97.66%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	95.91%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.23%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.41%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.13%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.35%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.59%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.41%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.41%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.27%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.62%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	85.95%	94.73%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.57%	96.61%
CHEMBL1902	P62942	FK506-binding protein 1A	84.58%	97.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.59%	95.89%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.95%	89.34%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.34%	82.38%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.19%	91.24%
CHEMBL340	P08684	Cytochrome P450 3A4	81.91%	91.19%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.57%	97.36%
CHEMBL4208	P20618	Proteasome component C5	81.04%	90.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.80%	100.00%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	80.75%	94.01%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	80.69%	98.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.46%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.18%	99.23%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.12%	96.95%

Plants that contains it

• Bacopa monnieri

Cross-Links

• PubChem: 162916186
• LOTUS: LTS0008100
• wikiData: Q105007415