Fuscinarin

Details

• Internal ID: 65951f88-f42f-4f2d-bdfa-861489454da4
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives > Gallic acid and derivatives
• IUPAC Name: 4,5-dihydroxy-3,7,7-trimethyl-8,9-dihydro-3H-furo[3,4-f]chromen-1-one
• InChI: InChI=1S/C14H16O5/c1-6-8-9(13(17)18-6)7-4-5-14(2,3)19-12(7)11(16)10(8)15/h6,15-16H,4-5H2,1-3H3
• InChI Key: VXRIEWIAVSRHJN-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₅
• Molecular Weight: 264.27 g/mol
• Exact Mass: 264.09977361 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.43
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• CHEMBL469856
• VXRIEWIAVSRHJN-UHFFFAOYSA-
• BDBM50242056
• 4,5-dihydroxy-3,7,7-trimethyl-8,9-dihydro-3H-furo[3,4-f]chromen-1-one
• InChI=1/C14H16O5/c1-6-8-9(13(17)18-6)7-4-5-14(2,3)19-12(7)11(16)10(8)15/h6,15-16H,4-5H2,1-3H3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9244	92.44%
Caco-2	-	0.5168	51.68%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7947	79.47%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.8756	87.56%
OATP1B3 inhibitior	+	0.9547	95.47%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9541	95.41%
P-glycoprotein inhibitior	-	0.8987	89.87%
P-glycoprotein substrate	-	0.9238	92.38%
CYP3A4 substrate	+	0.5887	58.87%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8087	80.87%
CYP3A4 inhibition	-	0.9323	93.23%
CYP2C9 inhibition	-	0.8340	83.40%
CYP2C19 inhibition	-	0.8116	81.16%
CYP2D6 inhibition	-	0.8499	84.99%
CYP1A2 inhibition	+	0.5349	53.49%
CYP2C8 inhibition	-	0.8854	88.54%
CYP inhibitory promiscuity	-	0.9090	90.90%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4804	48.04%
Eye corrosion	-	0.9907	99.07%
Eye irritation	+	0.8664	86.64%
Skin irritation	-	0.6398	63.98%
Skin corrosion	-	0.8300	83.00%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6111	61.11%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8035	80.35%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.7107	71.07%
Acute Oral Toxicity (c)	III	0.6026	60.26%
Estrogen receptor binding	+	0.7519	75.19%
Androgen receptor binding	+	0.5510	55.10%
Thyroid receptor binding	-	0.4933	49.33%
Glucocorticoid receptor binding	+	0.8297	82.97%
Aromatase binding	-	0.7719	77.19%
PPAR gamma	+	0.5982	59.82%
Honey bee toxicity	-	0.8458	84.58%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9555	95.55%

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	98.65%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	92.11%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.78%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.48%	99.23%
CHEMBL299	P17252	Protein kinase C alpha	87.21%	98.03%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.09%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.51%	89.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.20%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.13%	96.09%
CHEMBL2581	P07339	Cathepsin D	81.51%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.42%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.19%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10445499
• LOTUS: LTS0235913
• wikiData: Q77369113