Fumiquinone A

Details

• Internal ID: 421ba292-883a-4c51-99ec-14226b06575f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Prenylquinones > Ubiquinones
• IUPAC Name: 2-(4-hydroxy-5-methoxy-2-methyl-3,6-dioxocyclohexa-1,4-dien-1-yl)ethyl acetate
• SMILES (Canonical): CC1=C(C(=O)C(=C(C1=O)O)OC)CCOC(=O)C
• SMILES (Isomeric): CC1=C(C(=O)C(=C(C1=O)O)OC)CCOC(=O)C
• InChI: InChI=1S/C12H14O6/c1-6-8(4-5-18-7(2)13)10(15)12(17-3)11(16)9(6)14/h16H,4-5H2,1-3H3
• InChI Key: HMEZWNGVEQMXAZ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₆
• Molecular Weight: 254.24 g/mol
• Exact Mass: 254.07903816 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.82
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9651	96.51%
Caco-2	+	0.8107	81.07%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8858	88.58%
OATP2B1 inhibitior	-	0.8531	85.31%
OATP1B1 inhibitior	+	0.9053	90.53%
OATP1B3 inhibitior	+	0.9391	93.91%
MATE1 inhibitior	-	0.5400	54.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8307	83.07%
P-glycoprotein inhibitior	-	0.9153	91.53%
P-glycoprotein substrate	-	0.9178	91.78%
CYP3A4 substrate	-	0.5088	50.88%
CYP2C9 substrate	-	0.5936	59.36%
CYP2D6 substrate	-	0.8901	89.01%
CYP3A4 inhibition	-	0.8952	89.52%
CYP2C9 inhibition	-	0.9053	90.53%
CYP2C19 inhibition	-	0.8539	85.39%
CYP2D6 inhibition	-	0.8462	84.62%
CYP1A2 inhibition	-	0.8648	86.48%
CYP2C8 inhibition	-	0.8539	85.39%
CYP inhibitory promiscuity	-	0.9486	94.86%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7571	75.71%
Carcinogenicity (trinary)	Non-required	0.7381	73.81%
Eye corrosion	-	0.9775	97.75%
Eye irritation	+	0.7483	74.83%
Skin irritation	-	0.7054	70.54%
Skin corrosion	-	0.9812	98.12%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5639	56.39%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.8114	81.14%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	+	0.6518	65.18%
Acute Oral Toxicity (c)	III	0.7289	72.89%
Estrogen receptor binding	-	0.4852	48.52%
Androgen receptor binding	-	0.5116	51.16%
Thyroid receptor binding	-	0.6946	69.46%
Glucocorticoid receptor binding	-	0.6996	69.96%
Aromatase binding	-	0.6766	67.66%
PPAR gamma	-	0.5719	57.19%
Honey bee toxicity	-	0.9127	91.27%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.7999	79.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.99%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.61%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.07%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.14%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	85.57%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.72%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.46%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.04%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.61%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 136773314
• LOTUS: LTS0249519
• wikiData: Q77384384