Melanocin B

Details

• Internal ID: 87d2a8dd-c437-4242-a01c-05835f08ac55
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: N-[(Z)-1,4-bis(3,4-dihydroxyphenyl)-3-oxobut-1-en-2-yl]formamide
• SMILES (Canonical): C1=CC(=C(C=C1CC(=O)C(=CC2=CC(=C(C=C2)O)O)NC=O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1CC(=O)/C(=C/C2=CC(=C(C=C2)O)O)/NC=O)O)O
• InChI: InChI=1S/C17H15NO6/c19-9-18-12(5-10-1-3-13(20)16(23)7-10)15(22)6-11-2-4-14(21)17(24)8-11/h1-5,7-9,20-21,23-24H,6H2,(H,18,19)/b12-5-
• InChI Key: ZKEKOVITAXRSLQ-XGICHPGQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₅NO₆
• Molecular Weight: 329.30 g/mol
• Exact Mass: 329.08993720 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.41
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

• N-[(Z)-1,4-bis(3,4-dihydroxyphenyl)-3-oxobut-1-en-2-yl]formamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9082	90.82%
Caco-2	-	0.8484	84.84%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7725	77.25%
OATP2B1 inhibitior	-	0.5642	56.42%
OATP1B1 inhibitior	+	0.8951	89.51%
OATP1B3 inhibitior	+	0.9463	94.63%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5976	59.76%
P-glycoprotein inhibitior	-	0.9231	92.31%
P-glycoprotein substrate	-	0.8905	89.05%
CYP3A4 substrate	-	0.5897	58.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8140	81.40%
CYP3A4 inhibition	-	0.5836	58.36%
CYP2C9 inhibition	-	0.7387	73.87%
CYP2C19 inhibition	-	0.8270	82.70%
CYP2D6 inhibition	-	0.8733	87.33%
CYP1A2 inhibition	-	0.5495	54.95%
CYP2C8 inhibition	-	0.6078	60.78%
CYP inhibitory promiscuity	-	0.6427	64.27%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7976	79.76%
Carcinogenicity (trinary)	Non-required	0.6625	66.25%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.7896	78.96%
Skin irritation	-	0.7865	78.65%
Skin corrosion	-	0.9489	94.89%
Ames mutagenesis	+	0.5446	54.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.6188	61.88%
Micronuclear	+	0.8259	82.59%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.7501	75.01%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7229	72.29%
Acute Oral Toxicity (c)	III	0.7106	71.06%
Estrogen receptor binding	+	0.7955	79.55%
Androgen receptor binding	+	0.8103	81.03%
Thyroid receptor binding	-	0.5974	59.74%
Glucocorticoid receptor binding	+	0.8550	85.50%
Aromatase binding	+	0.7215	72.15%
PPAR gamma	+	0.8442	84.42%
Honey bee toxicity	-	0.8878	88.78%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9647	96.47%

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	97.67%	91.11%
CHEMBL3492	P49721	Proteasome Macropain subunit	91.79%	90.24%
CHEMBL4208	P20618	Proteasome component C5	91.73%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.44%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.16%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.86%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.27%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.86%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	82.17%	91.49%
CHEMBL3194	P02766	Transthyretin	81.18%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	80.95%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.17%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10471757
• LOTUS: LTS0048971
• wikiData: Q75064518