5-hydroxy-7a-(hydroxymethyl)-4,4-dimethyl-3a,5-dihydro-3H-1-benzofuran-2-one

Details

• Internal ID: 883c7e13-e7fd-4944-87e3-ceab8520f9be
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 5-hydroxy-7a-(hydroxymethyl)-4,4-dimethyl-3a,5-dihydro-3H-1-benzofuran-2-one
• SMILES (Canonical): CC1(C2CC(=O)OC2(C=CC1O)CO)C
• SMILES (Isomeric): CC1(C2CC(=O)OC2(C=CC1O)CO)C
• InChI: InChI=1S/C11H16O4/c1-10(2)7-5-9(14)15-11(7,6-12)4-3-8(10)13/h3-4,7-8,12-13H,5-6H2,1-2H3
• InChI Key: LXPGLWRCFAPCPH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₆O₄
• Molecular Weight: 212.24 g/mol
• Exact Mass: 212.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.24
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9660	96.60%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7947	79.47%
OATP2B1 inhibitior	-	0.8515	85.15%
OATP1B1 inhibitior	+	0.8456	84.56%
OATP1B3 inhibitior	+	0.9554	95.54%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9286	92.86%
P-glycoprotein inhibitior	-	0.9709	97.09%
P-glycoprotein substrate	-	0.8895	88.95%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8583	85.83%
CYP3A4 inhibition	-	0.8335	83.35%
CYP2C9 inhibition	-	0.9197	91.97%
CYP2C19 inhibition	-	0.9018	90.18%
CYP2D6 inhibition	-	0.9450	94.50%
CYP1A2 inhibition	-	0.8520	85.20%
CYP2C8 inhibition	-	0.9394	93.94%
CYP inhibitory promiscuity	-	0.8311	83.11%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9517	95.17%
Carcinogenicity (trinary)	Non-required	0.6257	62.57%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.6838	68.38%
Skin irritation	-	0.6624	66.24%
Skin corrosion	-	0.9252	92.52%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7195	71.95%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5225	52.25%
skin sensitisation	-	0.7890	78.90%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.6442	64.42%
Acute Oral Toxicity (c)	III	0.5870	58.70%
Estrogen receptor binding	-	0.7711	77.11%
Androgen receptor binding	-	0.5601	56.01%
Thyroid receptor binding	-	0.7373	73.73%
Glucocorticoid receptor binding	-	0.5152	51.52%
Aromatase binding	-	0.7674	76.74%
PPAR gamma	-	0.7217	72.17%
Honey bee toxicity	-	0.8963	89.63%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9508	95.08%

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	96.32%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.64%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.48%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.32%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.02%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.09%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.76%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.18%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	80.02%	95.93%

Plants that contains it

• Melia azedarach

Cross-Links

• PubChem: 78385244
• LOTUS: LTS0046331
• wikiData: Q105158994