5-[4-(carboxymethyl)-3,4-dimethyl-6-methylidene-2-oxo-3a,5,7,7a-tetrahydro-3H-1-benzofuran-5-yl]-2,3-dimethylpent-2-enoic acid

Details

• Internal ID: 5d5993fe-bf42-4156-b95e-dda2f5103c57
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 5-[4-(carboxymethyl)-3,4-dimethyl-6-methylidene-2-oxo-3a,5,7,7a-tetrahydro-3H-1-benzofuran-5-yl]-2,3-dimethylpent-2-enoic acid
• InChI: InChI=1S/C20H28O6/c1-10(12(3)18(23)24)6-7-14-11(2)8-15-17(13(4)19(25)26-15)20(14,5)9-16(21)22/h13-15,17H,2,6-9H2,1,3-5H3,(H,21,22)(H,23,24)
• InChI Key: KZCDZOUEHCXSSP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₆
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.18858861 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.42
• H-Bond Acceptor: 4
• 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	+	0.9765	97.65%
Caco-2	+	0.6824	68.24%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6868	68.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7894	78.94%
OATP1B3 inhibitior	+	0.9017	90.17%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6271	62.71%
BSEP inhibitior	-	0.8170	81.70%
P-glycoprotein inhibitior	-	0.6645	66.45%
P-glycoprotein substrate	-	0.6079	60.79%
CYP3A4 substrate	+	0.5956	59.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9146	91.46%
CYP3A4 inhibition	+	0.5824	58.24%
CYP2C9 inhibition	-	0.9213	92.13%
CYP2C19 inhibition	-	0.9194	91.94%
CYP2D6 inhibition	-	0.9406	94.06%
CYP1A2 inhibition	-	0.6624	66.24%
CYP2C8 inhibition	-	0.6384	63.84%
CYP inhibitory promiscuity	-	0.9088	90.88%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6030	60.30%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.8514	85.14%
Skin irritation	+	0.6858	68.58%
Skin corrosion	-	0.9047	90.47%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3752	37.52%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.9125	91.25%
skin sensitisation	-	0.7510	75.10%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	+	0.6186	61.86%
Acute Oral Toxicity (c)	III	0.5406	54.06%
Estrogen receptor binding	+	0.5941	59.41%
Androgen receptor binding	+	0.6521	65.21%
Thyroid receptor binding	+	0.5563	55.63%
Glucocorticoid receptor binding	+	0.7850	78.50%
Aromatase binding	-	0.5059	50.59%
PPAR gamma	-	0.5841	58.41%
Honey bee toxicity	-	0.8043	80.43%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9937	99.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.18%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	92.84%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.30%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.17%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.11%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.79%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.09%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	85.92%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	84.72%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.86%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.53%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.51%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.51%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139588035
• LOTUS: LTS0176503
• wikiData: Q104170716