5-hydroxy-4,4,7a-trimethyl-3a,5-dihydro-3H-1-benzofuran-2-one

Details

• Internal ID: d3c0465f-623f-470c-8376-2ff4deaffac6
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 5-hydroxy-4,4,7a-trimethyl-3a,5-dihydro-3H-1-benzofuran-2-one
• InChI: InChI=1S/C11H16O3/c1-10(2)7-6-9(13)14-11(7,3)5-4-8(10)12/h4-5,7-8,12H,6H2,1-3H3
• InChI Key: QMPUENMENUQYLB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₆O₃
• Molecular Weight: 196.24 g/mol
• Exact Mass: 196.109944368 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.27
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9916	99.16%
Caco-2	+	0.6351	63.51%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6602	66.02%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.8772	87.72%
OATP1B3 inhibitior	+	0.9627	96.27%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9372	93.72%
P-glycoprotein inhibitior	-	0.9598	95.98%
P-glycoprotein substrate	-	0.9332	93.32%
CYP3A4 substrate	-	0.5066	50.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8505	85.05%
CYP3A4 inhibition	-	0.8341	83.41%
CYP2C9 inhibition	-	0.9344	93.44%
CYP2C19 inhibition	-	0.8931	89.31%
CYP2D6 inhibition	-	0.9609	96.09%
CYP1A2 inhibition	-	0.7938	79.38%
CYP2C8 inhibition	-	0.9531	95.31%
CYP inhibitory promiscuity	-	0.8875	88.75%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9417	94.17%
Carcinogenicity (trinary)	Non-required	0.5029	50.29%
Eye corrosion	-	0.9597	95.97%
Eye irritation	+	0.6485	64.85%
Skin irritation	+	0.6097	60.97%
Skin corrosion	-	0.6933	69.33%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6676	66.76%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	+	0.5296	52.96%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.6734	67.34%
Acute Oral Toxicity (c)	III	0.5717	57.17%
Estrogen receptor binding	-	0.8001	80.01%
Androgen receptor binding	-	0.6405	64.05%
Thyroid receptor binding	-	0.8077	80.77%
Glucocorticoid receptor binding	-	0.7032	70.32%
Aromatase binding	-	0.7897	78.97%
PPAR gamma	-	0.8115	81.15%
Honey bee toxicity	-	0.8360	83.60%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.8952	89.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.27%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.24%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.13%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.25%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.57%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.22%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.00%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.59%	97.09%

Plants that contains it

• Melia azedarach

Cross-Links

• PubChem: 129910630
• LOTUS: LTS0171847
• wikiData: Q105224105