3-[(2R,3R)-2-(furan-3-yl)-4-[(4R,6R,7R)-6-(2-methoxy-2-oxoethyl)-5,5,7-trimethyl-4-(2-methylpropanoyloxy)-6,7-dihydro-4H-1-benzofuran-2-yl]-3-methyl-6-oxo-2H-pyran-3-yl]propanoic acid

Details

• Internal ID: 9f169de4-4750-4a64-9c09-d3a1cac3be3c
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: 3-[(2R,3R)-2-(furan-3-yl)-4-[(4R,6R,7R)-6-(2-methoxy-2-oxoethyl)-5,5,7-trimethyl-4-(2-methylpropanoyloxy)-6,7-dihydro-4H-1-benzofuran-2-yl]-3-methyl-6-oxo-2H-pyran-3-yl]propanoic acid
• SMILES (Canonical): CC1C(C(C(C2=C1OC(=C2)C3=CC(=O)OC(C3(C)CCC(=O)O)C4=COC=C4)OC(=O)C(C)C)(C)C)CC(=O)OC
• SMILES (Isomeric): C[C@@H]1[C@H](C([C@H](C2=C1OC(=C2)C3=CC(=O)O[C@H]([C@]3(C)CCC(=O)O)C4=COC=C4)OC(=O)C(C)C)(C)C)CC(=O)OC
• InChI: InChI=1S/C31H38O10/c1-16(2)29(36)41-28-19-12-22(39-26(19)17(3)20(30(28,4)5)13-24(34)37-7)21-14-25(35)40-27(18-9-11-38-15-18)31(21,6)10-8-23(32)33/h9,11-12,14-17,20,27-28H,8,10,13H2,1-7H3,(H,32,33)/t17-,20-,27+,28+,31-/m1/s1
• InChI Key: JEISURNDJJEINR-XTTGJLBUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₈O₁₀
• Molecular Weight: 570.60 g/mol
• Exact Mass: 570.24649740 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 5.99
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9933	99.33%
Caco-2	-	0.7744	77.44%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8148	81.48%
OATP2B1 inhibitior	-	0.7156	71.56%
OATP1B1 inhibitior	-	0.3604	36.04%
OATP1B3 inhibitior	-	0.2404	24.04%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9916	99.16%
P-glycoprotein inhibitior	+	0.8453	84.53%
P-glycoprotein substrate	+	0.7063	70.63%
CYP3A4 substrate	+	0.6922	69.22%
CYP2C9 substrate	-	0.8106	81.06%
CYP2D6 substrate	-	0.8928	89.28%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.6146	61.46%
CYP2C19 inhibition	-	0.7907	79.07%
CYP2D6 inhibition	-	0.8952	89.52%
CYP1A2 inhibition	-	0.8334	83.34%
CYP2C8 inhibition	+	0.7557	75.57%
CYP inhibitory promiscuity	-	0.6991	69.91%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4784	47.84%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9158	91.58%
Skin irritation	-	0.7436	74.36%
Skin corrosion	-	0.9206	92.06%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7385	73.85%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.6427	64.27%
skin sensitisation	-	0.8111	81.11%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8971	89.71%
Acute Oral Toxicity (c)	I	0.5136	51.36%
Estrogen receptor binding	+	0.8116	81.16%
Androgen receptor binding	+	0.7658	76.58%
Thyroid receptor binding	+	0.5752	57.52%
Glucocorticoid receptor binding	+	0.8320	83.20%
Aromatase binding	+	0.5515	55.15%
PPAR gamma	+	0.8033	80.33%
Honey bee toxicity	-	0.6998	69.98%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9882	98.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.70%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.60%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.17%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.65%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.45%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.55%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.06%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.24%	99.15%
CHEMBL3038469	P24941	CDK2/Cyclin A	89.15%	91.38%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.98%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.96%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	88.17%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.78%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.01%	91.19%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.46%	95.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.46%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.26%	99.23%

Plants that contains it

• Xylocarpus granatum

Cross-Links

• PubChem: 101848631
• LOTUS: LTS0238975
• wikiData: Q105126105