Methoxybrassenin A

Details

• Internal ID: 69927943-dfb5-4716-92d9-c401afa1584c
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: N-[(1-methoxyindol-3-yl)methyl]-1,1-bis(methylsulfanyl)methanimine
• InChI: InChI=1S/C13H16N2OS2/c1-16-15-9-10(8-14-13(17-2)18-3)11-6-4-5-7-12(11)15/h4-7,9H,8H2,1-3H3
• InChI Key: GQIAOJZSWXEICD-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆N₂OS₂
• Molecular Weight: 280.40 g/mol
• Exact Mass: 280.07040549 g/mol
• Topological Polar Surface Area (TPSA): 77.10 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.28
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• 142449-74-9
• Carbonimidodithioic acid, [(1-methoxy-1H-indol-3-yl)methyl]-, dimethyl ester
• 8Z5NLD3GDT
• DTXSID601142378
• N-[(1-methoxyindol-3-yl)methyl]-1,1-bis(methylsulfanyl)methanimine

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9727	97.27%
Caco-2	+	0.8709	87.09%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5003	50.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9286	92.86%
OATP1B3 inhibitior	+	0.9401	94.01%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.7950	79.50%
P-glycoprotein inhibitior	-	0.8616	86.16%
P-glycoprotein substrate	-	0.7963	79.63%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7912	79.12%
CYP2D6 substrate	-	0.6981	69.81%
CYP3A4 inhibition	-	0.5441	54.41%
CYP2C9 inhibition	-	0.5487	54.87%
CYP2C19 inhibition	+	0.5609	56.09%
CYP2D6 inhibition	-	0.7983	79.83%
CYP1A2 inhibition	+	0.8383	83.83%
CYP2C8 inhibition	-	0.6485	64.85%
CYP inhibitory promiscuity	+	0.7120	71.20%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.5355	53.55%
Eye corrosion	-	0.9775	97.75%
Eye irritation	-	0.5888	58.88%
Skin irritation	-	0.7376	73.76%
Skin corrosion	-	0.9067	90.67%
Ames mutagenesis	+	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6827	68.27%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.6118	61.18%
skin sensitisation	-	0.8193	81.93%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7302	73.02%
Nephrotoxicity	+	0.6079	60.79%
Acute Oral Toxicity (c)	III	0.5092	50.92%
Estrogen receptor binding	+	0.7825	78.25%
Androgen receptor binding	-	0.5632	56.32%
Thyroid receptor binding	+	0.6992	69.92%
Glucocorticoid receptor binding	+	0.5895	58.95%
Aromatase binding	+	0.7535	75.35%
PPAR gamma	+	0.5505	55.05%
Honey bee toxicity	-	0.7559	75.59%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.8955	89.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.65%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.31%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.01%	91.11%
CHEMBL240	Q12809	HERG	92.92%	89.76%
CHEMBL2581	P07339	Cathepsin D	88.10%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.30%	86.33%
CHEMBL2885	P07451	Carbonic anhydrase III	82.47%	87.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.33%	89.62%

Plants that contains it

• Brassica oleracea

Cross-Links

• PubChem: 101618767
• LOTUS: LTS0166702
• wikiData: Q105015397