Fogacin

Details

• Internal ID: f27c70f2-fc35-4d40-a445-64fba37c2676
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: 2-[(1S,3R)-6,10-dihydroxy-1-methyl-9-oxo-1,3,4,6,7,8-hexahydrobenzo[g]isochromen-3-yl]acetic acid
• InChI: InChI=1S/C16H18O6/c1-7-14-8(4-9(22-7)6-13(19)20)5-10-11(17)2-3-12(18)15(10)16(14)21/h5,7,9,11,17,21H,2-4,6H2,1H3,(H,19,20)/t7-,9+,11?/m0/s1
• InChI Key: WGMNUJNCGZFZPD-GZALTDKGSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₆
• Molecular Weight: 306.31 g/mol
• Exact Mass: 306.11033829 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.88
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9000	90.00%
Caco-2	-	0.7627	76.27%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8392	83.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8304	83.04%
OATP1B3 inhibitior	+	0.9558	95.58%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8571	85.71%
P-glycoprotein inhibitior	-	0.9380	93.80%
P-glycoprotein substrate	-	0.7190	71.90%
CYP3A4 substrate	+	0.5471	54.71%
CYP2C9 substrate	+	0.6089	60.89%
CYP2D6 substrate	-	0.8571	85.71%
CYP3A4 inhibition	-	0.8258	82.58%
CYP2C9 inhibition	-	0.7774	77.74%
CYP2C19 inhibition	-	0.8565	85.65%
CYP2D6 inhibition	-	0.9175	91.75%
CYP1A2 inhibition	-	0.6397	63.97%
CYP2C8 inhibition	-	0.6584	65.84%
CYP inhibitory promiscuity	-	0.9282	92.82%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5969	59.69%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.8251	82.51%
Skin irritation	-	0.6994	69.94%
Skin corrosion	-	0.8734	87.34%
Ames mutagenesis	+	0.5346	53.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.7940	79.40%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.5928	59.28%
skin sensitisation	-	0.8476	84.76%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.9243	92.43%
Acute Oral Toxicity (c)	III	0.3886	38.86%
Estrogen receptor binding	+	0.8103	81.03%
Androgen receptor binding	+	0.5525	55.25%
Thyroid receptor binding	-	0.6027	60.27%
Glucocorticoid receptor binding	+	0.7581	75.81%
Aromatase binding	-	0.7505	75.05%
PPAR gamma	+	0.5574	55.74%
Honey bee toxicity	-	0.9597	95.97%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.6829	68.29%

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	99.21%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.90%	98.95%
CHEMBL217	P14416	Dopamine D2 receptor	92.81%	95.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.71%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.14%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.22%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.89%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.15%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.87%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.79%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.69%	95.89%
CHEMBL4208	P20618	Proteasome component C5	84.11%	90.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.03%	93.04%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.38%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.11%	96.21%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.66%	93.40%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.56%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11493248
• LOTUS: LTS0225032
• wikiData: Q105304625