(3Z)-3-[(2R)-2-hydroxybutylidene]-2-benzofuran-1-one

Details

• Internal ID: e4cf50ff-19b1-4488-a90a-68e413dc717e
• Taxonomy: Organoheterocyclic compounds > Isocoumarans > Isobenzofuranones
• IUPAC Name: (3Z)-3-[(2R)-2-hydroxybutylidene]-2-benzofuran-1-one
• SMILES (Canonical): CCC(C=C1C2=CC=CC=C2C(=O)O1)O
• SMILES (Isomeric): CC[C@H](/C=C\1/C2=CC=CC=C2C(=O)O1)O
• InChI: InChI=1S/C12H12O3/c1-2-8(13)7-11-9-5-3-4-6-10(9)12(14)15-11/h3-8,13H,2H2,1H3/b11-7-/t8-/m1/s1
• InChI Key: RAGLCXMIVOLFJJ-XNYAHFKXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂O₃
• Molecular Weight: 204.22 g/mol
• Exact Mass: 204.078644241 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.97
• H-Bond Acceptor: 3
• 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	+	1.0000	100.00%
Caco-2	+	0.9033	90.33%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5072	50.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8676	86.76%
OATP1B3 inhibitior	+	0.9711	97.11%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8443	84.43%
P-glycoprotein inhibitior	-	0.9732	97.32%
P-glycoprotein substrate	-	0.9574	95.74%
CYP3A4 substrate	-	0.6435	64.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7665	76.65%
CYP3A4 inhibition	-	0.9419	94.19%
CYP2C9 inhibition	-	0.8627	86.27%
CYP2C19 inhibition	-	0.5098	50.98%
CYP2D6 inhibition	-	0.9637	96.37%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.8910	89.10%
CYP inhibitory promiscuity	-	0.6718	67.18%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8819	88.19%
Carcinogenicity (trinary)	Non-required	0.4729	47.29%
Eye corrosion	-	0.9099	90.99%
Eye irritation	+	0.8924	89.24%
Skin irritation	-	0.5452	54.52%
Skin corrosion	-	0.9293	92.93%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6827	68.27%
Micronuclear	-	0.5067	50.67%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	+	0.7053	70.53%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.5767	57.67%
Acute Oral Toxicity (c)	III	0.5951	59.51%
Estrogen receptor binding	-	0.5259	52.59%
Androgen receptor binding	-	0.5549	55.49%
Thyroid receptor binding	-	0.5505	55.05%
Glucocorticoid receptor binding	-	0.5567	55.67%
Aromatase binding	-	0.6777	67.77%
PPAR gamma	-	0.6475	64.75%
Honey bee toxicity	-	0.9222	92.22%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8415	84.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.31%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.25%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	91.34%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.31%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.76%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.40%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.11%	99.23%

Plants that contains it

• Angelica acutiloba

Cross-Links

• PubChem: 124404443
• LOTUS: LTS0008120
• wikiData: Q105232601