Methyl 2-[14-acetyloxy-6-(furan-3-yl)-13-hydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7,18-dioxatetracyclo[11.3.2.02,11.05,10]octadec-10-en-16-yl]-2-hydroxyacetate

Details

• Internal ID: dbda8712-c2c2-45ae-a581-b51e36fcadf0
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: methyl 2-[14-acetyloxy-6-(furan-3-yl)-13-hydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7,18-dioxatetracyclo[11.3.2.02,11.05,10]octadec-10-en-16-yl]-2-hydroxyacetate
• SMILES (Canonical): CC(=O)OC1C(C(C2(C3CCC4(C(OC(=O)CC4=C3CC1(OC2=O)O)C5=COC=C5)C)C)C(C(=O)OC)O)(C)C
• SMILES (Isomeric): CC(=O)OC1C(C(C2(C3CCC4(C(OC(=O)CC4=C3CC1(OC2=O)O)C5=COC=C5)C)C)C(C(=O)OC)O)(C)C
• InChI: InChI=1S/C29H36O11/c1-14(30)38-24-26(2,3)21(20(32)23(33)36-6)28(5)17-7-9-27(4)18(16(17)12-29(24,35)40-25(28)34)11-19(31)39-22(27)15-8-10-37-13-15/h8,10,13,17,20-22,24,32,35H,7,9,11-12H2,1-6H3
• InChI Key: UKIWAPDVWUMXJR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₆O₁₁
• Molecular Weight: 560.60 g/mol
• Exact Mass: 560.22576196 g/mol
• Topological Polar Surface Area (TPSA): 159.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.74
• H-Bond Acceptor: 11
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9884	98.84%
Caco-2	-	0.7529	75.29%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7912	79.12%
OATP2B1 inhibitior	-	0.7168	71.68%
OATP1B1 inhibitior	+	0.6935	69.35%
OATP1B3 inhibitior	+	0.9574	95.74%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8577	85.77%
P-glycoprotein inhibitior	+	0.7588	75.88%
P-glycoprotein substrate	+	0.5742	57.42%
CYP3A4 substrate	+	0.7060	70.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8390	83.90%
CYP3A4 inhibition	+	0.7832	78.32%
CYP2C9 inhibition	-	0.7802	78.02%
CYP2C19 inhibition	-	0.8648	86.48%
CYP2D6 inhibition	-	0.9240	92.40%
CYP1A2 inhibition	-	0.8159	81.59%
CYP2C8 inhibition	+	0.6462	64.62%
CYP inhibitory promiscuity	-	0.8991	89.91%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Danger	0.4695	46.95%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.8886	88.86%
Skin irritation	-	0.6168	61.68%
Skin corrosion	-	0.9228	92.28%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4237	42.37%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.5678	56.78%
skin sensitisation	-	0.8427	84.27%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.4771	47.71%
Acute Oral Toxicity (c)	I	0.6605	66.05%
Estrogen receptor binding	+	0.8203	82.03%
Androgen receptor binding	+	0.7176	71.76%
Thyroid receptor binding	+	0.5999	59.99%
Glucocorticoid receptor binding	+	0.8238	82.38%
Aromatase binding	+	0.7405	74.05%
PPAR gamma	+	0.7552	75.52%
Honey bee toxicity	-	0.7614	76.14%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9918	99.18%

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	98.88%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.70%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.34%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.85%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.69%	99.23%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	90.69%	92.88%
CHEMBL221	P23219	Cyclooxygenase-1	89.87%	90.17%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.77%	91.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.19%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.69%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.96%	82.69%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.84%	96.38%
CHEMBL340	P08684	Cytochrome P450 3A4	86.73%	91.19%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	86.33%	95.71%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.92%	94.33%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.53%	91.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.32%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.28%	97.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.83%	97.14%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.42%	93.03%
CHEMBL3038469	P24941	CDK2/Cyclin A	84.09%	91.38%
CHEMBL4208	P20618	Proteasome component C5	84.00%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.06%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.33%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.31%	91.07%
CHEMBL5028	O14672	ADAM10	80.44%	97.50%

Plants that contains it

• Khaya ivorensis
• Leucosceptrum canum

Cross-Links

• PubChem: 162983214
• LOTUS: LTS0144606
• wikiData: Q105124350