(3S)-5-hydroxy-3-propyl-3H-2-benzofuran-1-one

Details

• Internal ID: 3ddeb9fb-2479-438f-a16c-1622c15fd121
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Benzofuranones
• IUPAC Name: (3S)-5-hydroxy-3-propyl-3H-2-benzofuran-1-one
• SMILES (Canonical): CCCC1C2=C(C=CC(=C2)O)C(=O)O1
• SMILES (Isomeric): CCC[C@H]1C2=C(C=CC(=C2)O)C(=O)O1
• InChI: InChI=1S/C11H12O3/c1-2-3-10-9-6-7(12)4-5-8(9)11(13)14-10/h4-6,10,12H,2-3H2,1H3/t10-/m0/s1
• InChI Key: PLNBPUCMGWGWIH-JTQLQIEISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.21 g/mol
• Exact Mass: 192.078644241 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.40
• 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	+	0.7736	77.36%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4937	49.37%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.7520	75.20%
OATP1B3 inhibitior	+	0.9615	96.15%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9587	95.87%
P-glycoprotein inhibitior	-	0.9731	97.31%
P-glycoprotein substrate	-	0.6695	66.95%
CYP3A4 substrate	-	0.5512	55.12%
CYP2C9 substrate	-	0.5814	58.14%
CYP2D6 substrate	-	0.8232	82.32%
CYP3A4 inhibition	-	0.9244	92.44%
CYP2C9 inhibition	-	0.7035	70.35%
CYP2C19 inhibition	+	0.5327	53.27%
CYP2D6 inhibition	-	0.9434	94.34%
CYP1A2 inhibition	+	0.7654	76.54%
CYP2C8 inhibition	-	0.6555	65.55%
CYP inhibitory promiscuity	-	0.8458	84.58%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.4680	46.80%
Eye corrosion	-	0.8970	89.70%
Eye irritation	+	0.5770	57.70%
Skin irritation	-	0.6113	61.13%
Skin corrosion	-	0.8746	87.46%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6586	65.86%
Micronuclear	-	0.7341	73.41%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	+	0.5949	59.49%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6345	63.45%
Acute Oral Toxicity (c)	III	0.7712	77.12%
Estrogen receptor binding	+	0.5997	59.97%
Androgen receptor binding	-	0.4840	48.40%
Thyroid receptor binding	-	0.5119	51.19%
Glucocorticoid receptor binding	-	0.7366	73.66%
Aromatase binding	-	0.6798	67.98%
PPAR gamma	-	0.6005	60.05%
Honey bee toxicity	-	0.9721	97.21%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8435	84.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.57%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.39%	91.11%
CHEMBL242	Q92731	Estrogen receptor beta	90.19%	98.35%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.13%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.60%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.97%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.45%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	84.54%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.10%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.93%	97.25%
CHEMBL1951	P21397	Monoamine oxidase A	80.42%	91.49%
CHEMBL226	P30542	Adenosine A1 receptor	80.23%	95.93%

Plants that contains it

• Foeniculum vulgare

Cross-Links

• PubChem: 163042664
• LOTUS: LTS0027487
• wikiData: Q105211048