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

Details

• Internal ID: 7fa56055-c8fb-441b-ad42-0b3252ea1fb7
• 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-[(2S)-2-methylbutanoyl]oxy-6,7-dihydro-4H-1-benzofuran-2-yl]-3-methyl-6-oxo-2H-pyran-3-yl]propanoic acid
• SMILES (Canonical): CCC(C)C(=O)OC1C2=C(C(C(C1(C)C)CC(=O)OC)C)OC(=C2)C3=CC(=O)OC(C3(C)CCC(=O)O)C4=COC=C4
• SMILES (Isomeric): CC[C@H](C)C(=O)O[C@H]1C2=C([C@@H]([C@H](C1(C)C)CC(=O)OC)C)OC(=C2)C3=CC(=O)O[C@H]([C@]3(C)CCC(=O)O)C4=COC=C4
• InChI: InChI=1S/C32H40O10/c1-8-17(2)30(37)42-29-20-13-23(40-27(20)18(3)21(31(29,4)5)14-25(35)38-7)22-15-26(36)41-28(19-10-12-39-16-19)32(22,6)11-9-24(33)34/h10,12-13,15-18,21,28-29H,8-9,11,14H2,1-7H3,(H,33,34)/t17-,18+,21+,28-,29-,32+/m0/s1
• InChI Key: SUDQSSBJBLXQMO-SNDZQYCVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₀O₁₀
• Molecular Weight: 584.70 g/mol
• Exact Mass: 584.26214747 g/mol
• Topological Polar Surface Area (TPSA): 142.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 6.38
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	-	0.7589	75.89%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7983	79.83%
OATP2B1 inhibitior	-	0.7138	71.38%
OATP1B1 inhibitior	-	0.3551	35.51%
OATP1B3 inhibitior	+	0.8047	80.47%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9936	99.36%
P-glycoprotein inhibitior	+	0.8493	84.93%
P-glycoprotein substrate	+	0.7184	71.84%
CYP3A4 substrate	+	0.6905	69.05%
CYP2C9 substrate	-	0.8106	81.06%
CYP2D6 substrate	-	0.8928	89.28%
CYP3A4 inhibition	+	0.5695	56.95%
CYP2C9 inhibition	-	0.5825	58.25%
CYP2C19 inhibition	-	0.7477	74.77%
CYP2D6 inhibition	-	0.9029	90.29%
CYP1A2 inhibition	-	0.8332	83.32%
CYP2C8 inhibition	+	0.7577	75.77%
CYP inhibitory promiscuity	-	0.6130	61.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4948	49.48%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9181	91.81%
Skin irritation	-	0.7438	74.38%
Skin corrosion	-	0.9200	92.00%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7525	75.25%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6302	63.02%
skin sensitisation	-	0.8129	81.29%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.9383	93.83%
Acute Oral Toxicity (c)	I	0.3966	39.66%
Estrogen receptor binding	+	0.8168	81.68%
Androgen receptor binding	+	0.7615	76.15%
Thyroid receptor binding	+	0.6033	60.33%
Glucocorticoid receptor binding	+	0.8622	86.22%
Aromatase binding	+	0.6122	61.22%
PPAR gamma	+	0.7874	78.74%
Honey bee toxicity	-	0.7246	72.46%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9916	99.16%

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	99.95%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.22%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.30%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.17%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.27%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.36%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.18%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.60%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.89%	96.00%
CHEMBL3038469	P24941	CDK2/Cyclin A	86.90%	91.38%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.71%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	86.38%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.34%	99.15%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.34%	95.71%
CHEMBL340	P08684	Cytochrome P450 3A4	82.23%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	80.80%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.45%	99.23%

Plants that contains it

• Xylocarpus granatum

Cross-Links

• PubChem: 101848629
• LOTUS: LTS0210666
• wikiData: Q105260827