4-(Furan-3-yl)-3-hydroxy-1-methyl-5,10-dioxatricyclo[7.2.1.02,7]dodec-2(7)-ene-6,11-dione

Details

• Internal ID: 01a9b9e2-12fc-4c2f-b540-538eb7760acc
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: 4-(furan-3-yl)-3-hydroxy-1-methyl-5,10-dioxatricyclo[7.2.1.02,7]dodec-2(7)-ene-6,11-dione
• SMILES (Canonical): CC12CC(CC3=C1C(C(OC3=O)C4=COC=C4)O)OC2=O
• SMILES (Isomeric): CC12CC(CC3=C1C(C(OC3=O)C4=COC=C4)O)OC2=O
• InChI: InChI=1S/C15H14O6/c1-15-5-8(20-14(15)18)4-9-10(15)11(16)12(21-13(9)17)7-2-3-19-6-7/h2-3,6,8,11-12,16H,4-5H2,1H3
• InChI Key: NSPFPSMQFNYBQM-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₆
• Molecular Weight: 290.27 g/mol
• Exact Mass: 290.07903816 g/mol
• Topological Polar Surface Area (TPSA): 86.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 1.26
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9817	98.17%
Caco-2	+	0.5233	52.33%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7735	77.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7969	79.69%
OATP1B3 inhibitior	+	0.9346	93.46%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5986	59.86%
P-glycoprotein inhibitior	-	0.8171	81.71%
P-glycoprotein substrate	-	0.7590	75.90%
CYP3A4 substrate	+	0.5858	58.58%
CYP2C9 substrate	-	0.8041	80.41%
CYP2D6 substrate	-	0.8556	85.56%
CYP3A4 inhibition	-	0.5339	53.39%
CYP2C9 inhibition	-	0.6860	68.60%
CYP2C19 inhibition	-	0.7583	75.83%
CYP2D6 inhibition	-	0.9351	93.51%
CYP1A2 inhibition	-	0.7719	77.19%
CYP2C8 inhibition	-	0.7723	77.23%
CYP inhibitory promiscuity	-	0.7930	79.30%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.4933	49.33%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9755	97.55%
Skin irritation	-	0.6166	61.66%
Skin corrosion	-	0.9037	90.37%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6705	67.05%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.8125	81.25%
skin sensitisation	-	0.8089	80.89%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6865	68.65%
Acute Oral Toxicity (c)	I	0.4776	47.76%
Estrogen receptor binding	+	0.6943	69.43%
Androgen receptor binding	-	0.5693	56.93%
Thyroid receptor binding	-	0.7295	72.95%
Glucocorticoid receptor binding	+	0.6702	67.02%
Aromatase binding	+	0.6465	64.65%
PPAR gamma	+	0.6693	66.93%
Honey bee toxicity	-	0.8850	88.50%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9844	98.44%

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	94.43%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.85%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.64%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.90%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.41%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.04%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.31%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.25%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	85.32%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.80%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.90%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	81.81%	91.49%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.57%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.54%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73819570
• LOTUS: LTS0175813
• wikiData: Q104179969