1-(Furan-3-yl)-6-(hydroxymethyl)-3,3-dimethylcyclopenta[c]pyran-7-one

Details

• Internal ID: 9f1b064e-abca-4929-b4de-8414ae0fe5c4
• Taxonomy: Organoheterocyclic compounds > Pyrans
• IUPAC Name: 1-(furan-3-yl)-6-(hydroxymethyl)-3,3-dimethylcyclopenta[c]pyran-7-one
• InChI: InChI=1S/C15H14O4/c1-15(2)6-10-5-11(7-16)13(17)12(10)14(19-15)9-3-4-18-8-9/h3-6,8,16H,7H2,1-2H3
• InChI Key: JALVJVQQNNSJDS-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₄
• Molecular Weight: 258.27 g/mol
• Exact Mass: 258.08920892 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.23
• 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	+	0.9918	99.18%
Caco-2	+	0.6203	62.03%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8080	80.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8557	85.57%
OATP1B3 inhibitior	+	0.9488	94.88%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6210	62.10%
P-glycoprotein inhibitior	-	0.9064	90.64%
P-glycoprotein substrate	-	0.7711	77.11%
CYP3A4 substrate	+	0.5604	56.04%
CYP2C9 substrate	-	0.8090	80.90%
CYP2D6 substrate	-	0.8353	83.53%
CYP3A4 inhibition	-	0.5383	53.83%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	-	0.5594	55.94%
CYP2D6 inhibition	-	0.8939	89.39%
CYP1A2 inhibition	-	0.5227	52.27%
CYP2C8 inhibition	-	0.6612	66.12%
CYP inhibitory promiscuity	+	0.5986	59.86%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5635	56.35%
Eye corrosion	-	0.9751	97.51%
Eye irritation	-	0.4876	48.76%
Skin irritation	-	0.6838	68.38%
Skin corrosion	-	0.9267	92.67%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5139	51.39%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.5931	59.31%
skin sensitisation	-	0.6639	66.39%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5811	58.11%
Acute Oral Toxicity (c)	III	0.5056	50.56%
Estrogen receptor binding	+	0.8546	85.46%
Androgen receptor binding	+	0.6012	60.12%
Thyroid receptor binding	-	0.6246	62.46%
Glucocorticoid receptor binding	+	0.5774	57.74%
Aromatase binding	+	0.7182	71.82%
PPAR gamma	+	0.7812	78.12%
Honey bee toxicity	-	0.9272	92.72%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8556	85.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.72%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.31%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.78%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.56%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.74%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	88.17%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	85.51%	90.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.26%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.86%	96.09%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	82.95%	81.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.18%	89.00%
CHEMBL5555	O00767	Acyl-CoA desaturase	80.19%	97.50%

Plants that contains it

• Distimake kentrocaulos

Cross-Links

• PubChem: 10934151
• LOTUS: LTS0147764
• wikiData: Q105123833