3-butyl-4,7-dihydroxy-3H-2-benzofuran-1-one

Details

• Internal ID: ce37cfbf-98a1-4767-83cd-f288fb7986c7
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives
• IUPAC Name: 3-butyl-4,7-dihydroxy-3H-2-benzofuran-1-one
• SMILES (Canonical): CCCCC1C2=C(C=CC(=C2C(=O)O1)O)O
• SMILES (Isomeric): CCCCC1C2=C(C=CC(=C2C(=O)O1)O)O
• InChI: InChI=1S/C12H14O4/c1-2-3-4-9-10-7(13)5-6-8(14)11(10)12(15)16-9/h5-6,9,13-14H,2-4H2,1H3
• InChI Key: QTMNSNQNVBIAJF-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₄
• Molecular Weight: 222.24 g/mol
• Exact Mass: 222.08920892 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.50
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9883	98.83%
Caco-2	+	0.7054	70.54%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5806	58.06%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.8697	86.97%
OATP1B3 inhibitior	+	0.9608	96.08%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9705	97.05%
P-glycoprotein inhibitior	-	0.9710	97.10%
P-glycoprotein substrate	-	0.8625	86.25%
CYP3A4 substrate	-	0.5991	59.91%
CYP2C9 substrate	+	0.6458	64.58%
CYP2D6 substrate	-	0.8473	84.73%
CYP3A4 inhibition	-	0.7504	75.04%
CYP2C9 inhibition	-	0.6232	62.32%
CYP2C19 inhibition	+	0.5364	53.64%
CYP2D6 inhibition	-	0.8866	88.66%
CYP1A2 inhibition	+	0.6758	67.58%
CYP2C8 inhibition	-	0.7583	75.83%
CYP inhibitory promiscuity	-	0.6608	66.08%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5519	55.19%
Eye corrosion	-	0.9698	96.98%
Eye irritation	+	0.6773	67.73%
Skin irritation	-	0.5720	57.20%
Skin corrosion	-	0.8391	83.91%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7069	70.69%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.7091	70.91%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6555	65.55%
Acute Oral Toxicity (c)	III	0.3810	38.10%
Estrogen receptor binding	+	0.6572	65.72%
Androgen receptor binding	+	0.6843	68.43%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7251	72.51%
Aromatase binding	-	0.8317	83.17%
PPAR gamma	+	0.6988	69.88%
Honey bee toxicity	-	0.9877	98.77%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9394	93.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.28%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.35%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	93.27%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.63%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.76%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	86.54%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.58%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.83%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.22%	96.09%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.34%	96.37%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.03%	97.25%

Plants that contains it

• Conioselinum anthriscoides

Cross-Links

• PubChem: 5316756
• NPASS: NPC44373