5-Isopropenyl-3-methyl-7-carboxybenzofuran

Details

• Internal ID: db873fc0-7ba3-4db7-9dcf-90016c3a006e
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 3-methyl-5-prop-1-en-2-yl-1-benzofuran-7-carboxylic acid
• SMILES (Canonical): CC1=COC2=C1C=C(C=C2C(=O)O)C(=C)C
• SMILES (Isomeric): CC1=COC2=C1C=C(C=C2C(=O)O)C(=C)C
• InChI: InChI=1S/C13H12O3/c1-7(2)9-4-10-8(3)6-16-12(10)11(5-9)13(14)15/h4-6H,1H2,2-3H3,(H,14,15)
• InChI Key: LYMYDNXBEGEXCL-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₃
• Molecular Weight: 216.23 g/mol
• Exact Mass: 216.078644241 g/mol
• Topological Polar Surface Area (TPSA): 50.40 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.47
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	+	0.5816	58.16%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Plasma membrane	0.4679	46.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9171	91.71%
OATP1B3 inhibitior	+	0.9393	93.93%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8550	85.50%
P-glycoprotein inhibitior	-	0.8680	86.80%
P-glycoprotein substrate	-	0.9263	92.63%
CYP3A4 substrate	-	0.6715	67.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9036	90.36%
CYP3A4 inhibition	-	0.6629	66.29%
CYP2C9 inhibition	-	0.8789	87.89%
CYP2C19 inhibition	-	0.7325	73.25%
CYP2D6 inhibition	-	0.9587	95.87%
CYP1A2 inhibition	+	0.5290	52.90%
CYP2C8 inhibition	-	0.6518	65.18%
CYP inhibitory promiscuity	-	0.6303	63.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7919	79.19%
Carcinogenicity (trinary)	Non-required	0.5476	54.76%
Eye corrosion	-	0.8918	89.18%
Eye irritation	+	0.9869	98.69%
Skin irritation	-	0.5117	51.17%
Skin corrosion	-	0.9508	95.08%
Ames mutagenesis	-	0.7070	70.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.8406	84.06%
Micronuclear	+	0.5901	59.01%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	+	0.5836	58.36%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6022	60.22%
Acute Oral Toxicity (c)	III	0.6309	63.09%
Estrogen receptor binding	-	0.5256	52.56%
Androgen receptor binding	+	0.6305	63.05%
Thyroid receptor binding	-	0.5227	52.27%
Glucocorticoid receptor binding	-	0.5254	52.54%
Aromatase binding	+	0.5810	58.10%
PPAR gamma	-	0.5164	51.64%
Honey bee toxicity	-	0.9454	94.54%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.8500	85.00%
Fish aquatic toxicity	+	0.9847	98.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293294	P51151	Ras-related protein Rab-9A	96.00%	87.67%
CHEMBL1811	P34995	Prostanoid EP1 receptor	91.61%	95.71%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	90.63%	81.11%
CHEMBL3401	O75469	Pregnane X receptor	87.47%	94.73%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.53%	93.00%
CHEMBL2581	P07339	Cathepsin D	86.00%	98.95%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.97%	94.42%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.75%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.65%	95.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.00%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	81.39%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.00%	95.56%

Plants that contains it

• Petasites albus

Cross-Links

• PubChem: 129882459
• LOTUS: LTS0233427
• wikiData: Q105159434