Gramine, N-oxide

Details

• Internal ID: 89c5eca9-f2f4-4c2a-9656-5a91ff881caa
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: 1-(1H-indol-3-yl)-N,N-dimethylmethanamine oxide
• InChI: InChI=1S/C11H14N2O/c1-13(2,14)8-9-7-12-11-6-4-3-5-10(9)11/h3-7,12H,8H2,1-2H3
• InChI Key: GHUNMFJGWZLOFB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄N₂O
• Molecular Weight: 190.24 g/mol
• Exact Mass: 190.110613074 g/mol
• Topological Polar Surface Area (TPSA): 33.90 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.24
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 17206-03-0
• 1-(1H-indol-3-yl)-N,N-dimethylmethanamine oxide
• NSC24939
• DTXSID50938086
• NSC-24939
• (1H-Indol-3-yl)-N,N-dimethylmethanamine N-oxide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4750	47.50%
Caco-2	+	0.8466	84.66%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4539	45.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9422	94.22%
OATP1B3 inhibitior	+	0.9421	94.21%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.8784	87.84%
P-glycoprotein inhibitior	-	0.9848	98.48%
P-glycoprotein substrate	-	0.8867	88.67%
CYP3A4 substrate	-	0.5752	57.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7872	78.72%
CYP3A4 inhibition	+	0.5144	51.44%
CYP2C9 inhibition	-	0.8537	85.37%
CYP2C19 inhibition	-	0.7644	76.44%
CYP2D6 inhibition	-	0.7222	72.22%
CYP1A2 inhibition	-	0.6853	68.53%
CYP2C8 inhibition	-	0.8139	81.39%
CYP inhibitory promiscuity	-	0.8104	81.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.6335	63.35%
Eye corrosion	-	0.9774	97.74%
Eye irritation	+	0.9125	91.25%
Skin irritation	-	0.7083	70.83%
Skin corrosion	-	0.8854	88.54%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3933	39.33%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8261	82.61%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.7909	79.09%
Acute Oral Toxicity (c)	III	0.5123	51.23%
Estrogen receptor binding	-	0.7517	75.17%
Androgen receptor binding	-	0.7267	72.67%
Thyroid receptor binding	-	0.7411	74.11%
Glucocorticoid receptor binding	-	0.6494	64.94%
Aromatase binding	-	0.6074	60.74%
PPAR gamma	-	0.7307	73.07%
Honey bee toxicity	-	0.9630	96.30%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	-	0.4673	46.73%

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	96.39%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.70%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.59%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.02%	93.99%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	90.00%	90.71%
CHEMBL3310	Q96DB2	Histone deacetylase 11	88.49%	88.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.01%	96.09%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	83.32%	83.10%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.54%	94.62%

Plants that contains it

• Arundo donax

Cross-Links

• PubChem: 230284
• NPASS: NPC247698