Fusarubinoic acid

Details

• Internal ID: 53f615a4-05a5-4b85-867d-fdfaf00446a5
• Taxonomy: Benzenoids > Naphthalenes > Naphthalenecarboxylic acids and derivatives > Naphthalenecarboxylic acids
• IUPAC Name: 1,4-dihydroxy-6-methoxy-5,8-dioxo-3-(2-oxopropyl)naphthalene-2-carboxylic acid
• SMILES (Canonical): CC(=O)CC1=C(C(=C2C(=O)C=C(C(=O)C2=C1O)OC)O)C(=O)O
• SMILES (Isomeric): CC(=O)CC1=C(C(=C2C(=O)C=C(C(=O)C2=C1O)OC)O)C(=O)O
• InChI: InChI=1S/C15H12O8/c1-5(16)3-6-9(15(21)22)14(20)10-7(17)4-8(23-2)13(19)11(10)12(6)18/h4,18,20H,3H2,1-2H3,(H,21,22)
• InChI Key: JCQVSLPRIQVCHH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₈
• Molecular Weight: 320.25 g/mol
• Exact Mass: 320.05321734 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.84
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• 117333-11-6
• DTXSID20766797
• CHEBI:222226
• 1,4-dihydroxy-6-methoxy-5,8-dioxo-3-(2-oxopropyl)naphthalene-2-carboxylic acid
• 1,4-Dihydroxy-6-methoxy-5,8-dioxo-3-(2-oxopropyl)-5,8-dihydronaphthalene-2-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9572	95.72%
Caco-2	+	0.5087	50.87%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6114	61.14%
OATP2B1 inhibitior	-	0.7131	71.31%
OATP1B1 inhibitior	+	0.8680	86.80%
OATP1B3 inhibitior	+	0.9247	92.47%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9088	90.88%
BSEP inhibitior	-	0.7626	76.26%
P-glycoprotein inhibitior	-	0.8902	89.02%
P-glycoprotein substrate	-	0.9098	90.98%
CYP3A4 substrate	-	0.5689	56.89%
CYP2C9 substrate	+	0.5939	59.39%
CYP2D6 substrate	-	0.8817	88.17%
CYP3A4 inhibition	-	0.7493	74.93%
CYP2C9 inhibition	-	0.6083	60.83%
CYP2C19 inhibition	-	0.7811	78.11%
CYP2D6 inhibition	-	0.7259	72.59%
CYP1A2 inhibition	+	0.5709	57.09%
CYP2C8 inhibition	-	0.6377	63.77%
CYP inhibitory promiscuity	-	0.5502	55.02%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9118	91.18%
Carcinogenicity (trinary)	Non-required	0.6232	62.32%
Eye corrosion	-	0.9872	98.72%
Eye irritation	+	0.6113	61.13%
Skin irritation	-	0.7312	73.12%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6080	60.80%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.6611	66.11%
skin sensitisation	-	0.7504	75.04%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6440	64.40%
Acute Oral Toxicity (c)	III	0.3461	34.61%
Estrogen receptor binding	+	0.6441	64.41%
Androgen receptor binding	-	0.5779	57.79%
Thyroid receptor binding	-	0.8250	82.50%
Glucocorticoid receptor binding	+	0.5657	56.57%
Aromatase binding	-	0.6791	67.91%
PPAR gamma	+	0.6687	66.87%
Honey bee toxicity	-	0.9142	91.42%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.9901	99.01%

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	96.06%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.30%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.81%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.51%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.34%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.75%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.02%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.55%	96.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.41%	89.34%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.32%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71339348
• LOTUS: LTS0267041
• wikiData: Q77571081