Busseihydroquinone A

Details

• Internal ID: a985150b-919b-4ae4-9c85-b0fbcf19c8ba
• Taxonomy: Benzenoids > Naphthalenes > Naphthalenecarboxylic acids and derivatives > Naphthalenecarboxylic acids
• IUPAC Name: methyl 1,8-dihydroxy-4,6,7-trimethoxynaphthalene-2-carboxylate
• SMILES (Canonical): COC1=CC(=C(C2=C(C(=C(C=C12)OC)OC)O)O)C(=O)OC
• SMILES (Isomeric): COC1=CC(=C(C2=C(C(=C(C=C12)OC)OC)O)O)C(=O)OC
• InChI: InChI=1S/C15H16O7/c1-19-9-6-8(15(18)22-4)12(16)11-7(9)5-10(20-2)14(21-3)13(11)17/h5-6,16-17H,1-4H3
• InChI Key: WHXSAEDTQLTZPH-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₇
• Molecular Weight: 308.28 g/mol
• Exact Mass: 308.08960285 g/mol
• Topological Polar Surface Area (TPSA): 94.40 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.06
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• CHEMBL2071293

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9707	97.07%
Caco-2	+	0.7888	78.88%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6691	66.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8942	89.42%
OATP1B3 inhibitior	-	0.3194	31.94%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5587	55.87%
P-glycoprotein inhibitior	-	0.7617	76.17%
P-glycoprotein substrate	-	0.8216	82.16%
CYP3A4 substrate	-	0.5294	52.94%
CYP2C9 substrate	-	0.8080	80.80%
CYP2D6 substrate	-	0.8289	82.89%
CYP3A4 inhibition	-	0.7611	76.11%
CYP2C9 inhibition	-	0.8764	87.64%
CYP2C19 inhibition	-	0.9009	90.09%
CYP2D6 inhibition	-	0.8953	89.53%
CYP1A2 inhibition	+	0.5800	58.00%
CYP2C8 inhibition	+	0.5939	59.39%
CYP inhibitory promiscuity	-	0.6073	60.73%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5960	59.60%
Eye corrosion	-	0.9844	98.44%
Eye irritation	+	0.8870	88.70%
Skin irritation	-	0.6601	66.01%
Skin corrosion	-	0.9639	96.39%
Ames mutagenesis	+	0.5363	53.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.5214	52.14%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.6099	60.99%
skin sensitisation	-	0.9061	90.61%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8300	83.00%
Acute Oral Toxicity (c)	II	0.4970	49.70%
Estrogen receptor binding	+	0.9408	94.08%
Androgen receptor binding	-	0.6648	66.48%
Thyroid receptor binding	+	0.6400	64.00%
Glucocorticoid receptor binding	+	0.8695	86.95%
Aromatase binding	+	0.7581	75.81%
PPAR gamma	+	0.6815	68.15%
Honey bee toxicity	-	0.9324	93.24%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9775	97.75%

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	98.43%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.32%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.85%	96.09%
CHEMBL2535	P11166	Glucose transporter	90.74%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.18%	99.17%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	88.13%	94.42%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.52%	94.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.27%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.22%	86.33%

Plants that contains it

• Rhodopentas bussei

Cross-Links

• PubChem: 60201020
• LOTUS: LTS0060661
• wikiData: Q105306063