[4-methyl-3,8-dimethylidene-4-(oxiran-2-yl)-2,7-dioxo-5,5a,8a,8b-tetrahydro-3aH-furo[2,3-g][1]benzofuran-5-yl] acetate

Details

• Internal ID: 33069ca2-39cf-45ee-9d8e-e6ed42feed3b
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: [4-methyl-3,8-dimethylidene-4-(oxiran-2-yl)-2,7-dioxo-5,5a,8a,8b-tetrahydro-3aH-furo[2,3-g][1]benzofuran-5-yl] acetate
• SMILES (Canonical): CC(=O)OC1C2C(C3C(C1(C)C4CO4)C(=C)C(=O)O3)C(=C)C(=O)O2
• SMILES (Isomeric): CC(=O)OC1C2C(C3C(C1(C)C4CO4)C(=C)C(=O)O3)C(=C)C(=O)O2
• InChI: InChI=1S/C17H18O7/c1-6-10-12-11(7(2)16(20)23-12)17(4,9-5-21-9)14(22-8(3)18)13(10)24-15(6)19/h9-14H,1-2,5H2,3-4H3
• InChI Key: JLGWNDMZRXOKFW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₇
• Molecular Weight: 334.30 g/mol
• Exact Mass: 334.10525291 g/mol
• Topological Polar Surface Area (TPSA): 91.40 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.53
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9913	99.13%
Caco-2	-	0.5373	53.73%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7175	71.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9074	90.74%
OATP1B3 inhibitior	+	0.9063	90.63%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8971	89.71%
P-glycoprotein inhibitior	-	0.5832	58.32%
P-glycoprotein substrate	-	0.8163	81.63%
CYP3A4 substrate	+	0.5923	59.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8958	89.58%
CYP3A4 inhibition	-	0.6078	60.78%
CYP2C9 inhibition	-	0.8173	81.73%
CYP2C19 inhibition	-	0.7345	73.45%
CYP2D6 inhibition	-	0.9240	92.40%
CYP1A2 inhibition	-	0.7055	70.55%
CYP2C8 inhibition	-	0.7814	78.14%
CYP inhibitory promiscuity	-	0.6376	63.76%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6078	60.78%
Eye corrosion	-	0.9643	96.43%
Eye irritation	-	0.7083	70.83%
Skin irritation	-	0.6500	65.00%
Skin corrosion	-	0.8981	89.81%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6626	66.26%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.6158	61.58%
skin sensitisation	-	0.6073	60.73%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5992	59.92%
Acute Oral Toxicity (c)	III	0.4781	47.81%
Estrogen receptor binding	+	0.7920	79.20%
Androgen receptor binding	+	0.5940	59.40%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5437	54.37%
Aromatase binding	-	0.6083	60.83%
PPAR gamma	+	0.6489	64.89%
Honey bee toxicity	-	0.6435	64.35%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5397	53.97%
Fish aquatic toxicity	+	0.9857	98.57%

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	96.78%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.06%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.14%	97.25%
CHEMBL1951	P21397	Monoamine oxidase A	91.89%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.82%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	87.17%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.40%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.58%	86.33%
CHEMBL2581	P07339	Cathepsin D	85.08%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.39%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.58%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.74%	89.00%

Plants that contains it

• Zinnia flavicoma

Cross-Links

• PubChem: 162886191
• LOTUS: LTS0057381
• wikiData: Q105130702