Fumaquinone

Details

• Internal ID: 8df97f81-251a-4160-b1df-22f611ebff95
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 5,7-dihydroxy-2-methoxy-3-methyl-6-(3-methylbut-2-enyl)naphthalene-1,4-dione
• SMILES (Canonical): CC1=C(C(=O)C2=CC(=C(C(=C2C1=O)O)CC=C(C)C)O)OC
• SMILES (Isomeric): CC1=C(C(=O)C2=CC(=C(C(=C2C1=O)O)CC=C(C)C)O)OC
• InChI: InChI=1S/C17H18O5/c1-8(2)5-6-10-12(18)7-11-13(15(10)20)14(19)9(3)17(22-4)16(11)21/h5,7,18,20H,6H2,1-4H3
• InChI Key: DZMXLHINHRMDEG-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₅
• Molecular Weight: 302.32 g/mol
• Exact Mass: 302.11542367 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 5,7-dihydroxy-2-methoxy-3-methyl-6-(3-methylbut-2-enyl)naphthalene-1,4-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	+	0.7440	74.40%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5677	56.77%
OATP2B1 inhibitior	-	0.7180	71.80%
OATP1B1 inhibitior	+	0.8687	86.87%
OATP1B3 inhibitior	+	0.8697	86.97%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8689	86.89%
P-glycoprotein inhibitior	-	0.8373	83.73%
P-glycoprotein substrate	-	0.8941	89.41%
CYP3A4 substrate	+	0.5134	51.34%
CYP2C9 substrate	-	0.8007	80.07%
CYP2D6 substrate	-	0.8270	82.70%
CYP3A4 inhibition	-	0.7579	75.79%
CYP2C9 inhibition	+	0.8262	82.62%
CYP2C19 inhibition	+	0.7112	71.12%
CYP2D6 inhibition	-	0.5232	52.32%
CYP1A2 inhibition	+	0.8665	86.65%
CYP2C8 inhibition	-	0.7378	73.78%
CYP inhibitory promiscuity	+	0.7664	76.64%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9472	94.72%
Carcinogenicity (trinary)	Non-required	0.7118	71.18%
Eye corrosion	-	0.9864	98.64%
Eye irritation	+	0.7957	79.57%
Skin irritation	-	0.7188	71.88%
Skin corrosion	-	0.9342	93.42%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6382	63.82%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.5040	50.40%
skin sensitisation	-	0.6576	65.76%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6078	60.78%
Acute Oral Toxicity (c)	III	0.6146	61.46%
Estrogen receptor binding	+	0.8247	82.47%
Androgen receptor binding	-	0.5814	58.14%
Thyroid receptor binding	-	0.6321	63.21%
Glucocorticoid receptor binding	+	0.6085	60.85%
Aromatase binding	+	0.6392	63.92%
PPAR gamma	+	0.6991	69.91%
Honey bee toxicity	-	0.8988	89.88%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9942	99.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.64%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.91%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.38%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.78%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.63%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.96%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.61%	86.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.04%	97.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.47%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.25%	96.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.80%	95.17%
CHEMBL2535	P11166	Glucose transporter	82.50%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.61%	99.15%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.34%	96.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11460838
• LOTUS: LTS0110207
• wikiData: Q77484512