3-(Furan-3-yl)-7-(hydroxymethyl)-3a-methyl-3,4,5,6-tetrahydro-2-benzofuran-1-one

Details

• Internal ID: ed8840aa-e1ef-4227-b8ed-2fc675a46154
• Taxonomy: Organoheterocyclic compounds > Isobenzofurans
• IUPAC Name: 3-(furan-3-yl)-7-(hydroxymethyl)-3a-methyl-3,4,5,6-tetrahydro-2-benzofuran-1-one
• SMILES (Canonical): CC12CCCC(=C1C(=O)OC2C3=COC=C3)CO
• SMILES (Isomeric): CC12CCCC(=C1C(=O)OC2C3=COC=C3)CO
• InChI: InChI=1S/C14H16O4/c1-14-5-2-3-9(7-15)11(14)13(16)18-12(14)10-4-6-17-8-10/h4,6,8,12,15H,2-3,5,7H2,1H3
• InChI Key: WIVNSULEOZPIDB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₄
• Molecular Weight: 248.27 g/mol
• Exact Mass: 248.10485899 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.36
• H-Bond Acceptor: 4
• 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	+	0.9937	99.37%
Caco-2	+	0.7730	77.30%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8073	80.73%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	-	0.3508	35.08%
OATP1B3 inhibitior	+	0.9318	93.18%
MATE1 inhibitior	-	0.7612	76.12%
OCT2 inhibitior	-	0.6352	63.52%
BSEP inhibitior	-	0.9239	92.39%
P-glycoprotein inhibitior	-	0.9693	96.93%
P-glycoprotein substrate	-	0.8679	86.79%
CYP3A4 substrate	+	0.5510	55.10%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8706	87.06%
CYP3A4 inhibition	-	0.6615	66.15%
CYP2C9 inhibition	-	0.6967	69.67%
CYP2C19 inhibition	-	0.7470	74.70%
CYP2D6 inhibition	-	0.9109	91.09%
CYP1A2 inhibition	-	0.5362	53.62%
CYP2C8 inhibition	-	0.6881	68.81%
CYP inhibitory promiscuity	-	0.7003	70.03%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4913	49.13%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.8972	89.72%
Skin irritation	-	0.6156	61.56%
Skin corrosion	-	0.9413	94.13%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4493	44.93%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.6100	61.00%
skin sensitisation	-	0.8556	85.56%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7983	79.83%
Acute Oral Toxicity (c)	III	0.3975	39.75%
Estrogen receptor binding	-	0.6689	66.89%
Androgen receptor binding	-	0.6070	60.70%
Thyroid receptor binding	-	0.5905	59.05%
Glucocorticoid receptor binding	-	0.6065	60.65%
Aromatase binding	-	0.4930	49.30%
PPAR gamma	+	0.6436	64.36%
Honey bee toxicity	-	0.9586	95.86%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9953	99.53%

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	97.35%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.19%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.18%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.92%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.98%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.76%	97.09%
CHEMBL2581	P07339	Cathepsin D	85.74%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.89%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.84%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.00%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.81%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.33%	92.62%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.65%	93.04%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.59%	93.99%

Plants that contains it

• Melia azedarach

Cross-Links

• PubChem: 162948763
• LOTUS: LTS0255892
• wikiData: Q105306550