Melanoxoin

Details

• Internal ID: d212df33-a3ae-4f81-a9a4-774fee49cc3f
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzophenones
• IUPAC Name: (2,5-dihydroxy-4-methoxyphenyl)-(3-hydroxy-4-methoxyphenyl)methanone
• SMILES (Canonical): COC1=C(C=C(C=C1)C(=O)C2=CC(=C(C=C2O)OC)O)O
• SMILES (Isomeric): COC1=C(C=C(C=C1)C(=O)C2=CC(=C(C=C2O)OC)O)O
• InChI: InChI=1S/C15H14O6/c1-20-13-4-3-8(5-11(13)17)15(19)9-6-12(18)14(21-2)7-10(9)16/h3-7,16-18H,1-2H3
• InChI Key: JCGYLYGMIXXHOU-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₆
• Molecular Weight: 290.27 g/mol
• Exact Mass: 290.07903816 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.05
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• RefChem:156308
• (2,5-dihydroxy-4-methoxyphenyl)-(3-hydroxy-4-methoxyphenyl)methanone
• CHEBI:67393
• CHEMBL1801608
• Q27135853

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9858	98.58%
Caco-2	+	0.8513	85.13%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8921	89.21%
OATP2B1 inhibitior	-	0.7082	70.82%
OATP1B1 inhibitior	+	0.9294	92.94%
OATP1B3 inhibitior	+	0.9553	95.53%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7855	78.55%
P-glycoprotein inhibitior	-	0.7575	75.75%
P-glycoprotein substrate	-	0.9156	91.56%
CYP3A4 substrate	-	0.6325	63.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7898	78.98%
CYP3A4 inhibition	-	0.7929	79.29%
CYP2C9 inhibition	-	0.7808	78.08%
CYP2C19 inhibition	+	0.7929	79.29%
CYP2D6 inhibition	-	0.8438	84.38%
CYP1A2 inhibition	+	0.8422	84.22%
CYP2C8 inhibition	+	0.7224	72.24%
CYP inhibitory promiscuity	+	0.5812	58.12%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7554	75.54%
Carcinogenicity (trinary)	Non-required	0.6515	65.15%
Eye corrosion	-	0.9221	92.21%
Eye irritation	+	0.9640	96.40%
Skin irritation	-	0.5906	59.06%
Skin corrosion	-	0.9513	95.13%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8247	82.47%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8665	86.65%
Respiratory toxicity	-	0.8000	80.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	+	0.4784	47.84%
Acute Oral Toxicity (c)	III	0.7094	70.94%
Estrogen receptor binding	+	0.7384	73.84%
Androgen receptor binding	-	0.5063	50.63%
Thyroid receptor binding	+	0.6575	65.75%
Glucocorticoid receptor binding	+	0.8002	80.02%
Aromatase binding	+	0.7327	73.27%
PPAR gamma	+	0.7026	70.26%
Honey bee toxicity	-	0.9430	94.30%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.7049	70.49%
Fish aquatic toxicity	+	0.9623	96.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2535	P11166	Glucose transporter	93.54%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.26%	96.09%
CHEMBL3194	P02766	Transthyretin	92.32%	90.71%
CHEMBL1255126	O15151	Protein Mdm4	92.16%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.25%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.67%	99.17%
CHEMBL4208	P20618	Proteasome component C5	87.74%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.85%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.53%	91.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.52%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.08%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.49%	91.07%

Plants that contains it

• Dalbergia melanoxylon
• Pterocarpus santalinus

Cross-Links

• PubChem: 53262825
• NPASS: NPC287395
• LOTUS: LTS0045513
• wikiData: Q27135853