[17-(6-acetyloxy-2-hydroxy-6-methyl-3-oxohept-4-en-2-yl)-2-hydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthren-16-yl] acetate

Details

• Internal ID: fb5251cd-e663-4e18-9182-76c8a4505005
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cucurbitacins
• IUPAC Name: [17-(6-acetyloxy-2-hydroxy-6-methyl-3-oxohept-4-en-2-yl)-2-hydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthren-16-yl] acetate
• SMILES (Canonical): CC(=O)OC1CC2(C3CC=C4C(C3(C(=O)CC2(C1C(C)(C(=O)C=CC(C)(C)OC(=O)C)O)C)C)C=C(C(=O)C4(C)C)O)C
• SMILES (Isomeric): CC(=O)OC1CC2(C3CC=C4C(C3(C(=O)CC2(C1C(C)(C(=O)C=CC(C)(C)OC(=O)C)O)C)C)C=C(C(=O)C4(C)C)O)C
• InChI: InChI=1S/C34H46O9/c1-18(35)42-23-16-31(7)24-12-11-20-21(15-22(37)28(40)30(20,5)6)33(24,9)26(39)17-32(31,8)27(23)34(10,41)25(38)13-14-29(3,4)43-19(2)36/h11,13-15,21,23-24,27,37,41H,12,16-17H2,1-10H3
• InChI Key: MJBVHNXBYFMUNE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₆O₉
• Molecular Weight: 598.70 g/mol
• Exact Mass: 598.31418304 g/mol
• Topological Polar Surface Area (TPSA): 144.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 4.76
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9905	99.05%
Caco-2	-	0.7639	76.39%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8246	82.46%
OATP2B1 inhibitior	-	0.5701	57.01%
OATP1B1 inhibitior	+	0.8424	84.24%
OATP1B3 inhibitior	+	0.7951	79.51%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9331	93.31%
P-glycoprotein inhibitior	+	0.8019	80.19%
P-glycoprotein substrate	-	0.5096	50.96%
CYP3A4 substrate	+	0.7183	71.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9160	91.60%
CYP3A4 inhibition	-	0.7641	76.41%
CYP2C9 inhibition	-	0.8856	88.56%
CYP2C19 inhibition	-	0.9074	90.74%
CYP2D6 inhibition	-	0.9553	95.53%
CYP1A2 inhibition	-	0.6937	69.37%
CYP2C8 inhibition	+	0.6198	61.98%
CYP inhibitory promiscuity	-	0.8779	87.79%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5399	53.99%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.8978	89.78%
Skin irritation	+	0.5931	59.31%
Skin corrosion	-	0.9559	95.59%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5712	57.12%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.5177	51.77%
skin sensitisation	-	0.7192	71.92%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.5315	53.15%
Acute Oral Toxicity (c)	I	0.5830	58.30%
Estrogen receptor binding	+	0.7657	76.57%
Androgen receptor binding	+	0.7186	71.86%
Thyroid receptor binding	+	0.6595	65.95%
Glucocorticoid receptor binding	+	0.8054	80.54%
Aromatase binding	+	0.7483	74.83%
PPAR gamma	+	0.6630	66.30%
Honey bee toxicity	-	0.6491	64.91%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.43%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.51%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.64%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.32%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.19%	85.14%
CHEMBL1902	P62942	FK506-binding protein 1A	90.11%	97.05%
CHEMBL217	P14416	Dopamine D2 receptor	89.33%	95.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.82%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	88.02%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.96%	97.25%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.43%	91.07%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.35%	91.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.30%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.01%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.72%	95.56%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	85.63%	87.67%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.56%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.03%	100.00%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	81.98%	96.39%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.87%	89.34%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.80%	95.89%

Plants that contains it

• Bacopa monnieri

Cross-Links

• PubChem: 162959462
• LOTUS: LTS0216785
• wikiData: Q105165335