Leucomethylene blue

Details

• Internal ID: 9223274c-a0ea-4bb9-a2a1-88fc3c348f29
• Taxonomy: Organoheterocyclic compounds > Benzothiazines > Phenothiazines
• IUPAC Name: 3-N,3-N,7-N,7-N-tetramethyl-10H-phenothiazine-3,7-diamine
• InChI: InChI=1S/C16H19N3S/c1-18(2)11-5-7-13-15(9-11)20-16-10-12(19(3)4)6-8-14(16)17-13/h5-10,17H,1-4H3
• InChI Key: QTWZICCBKBYHDM-UHFFFAOYSA-N
• Popularity: 171 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₉N₃S
• Molecular Weight: 285.40 g/mol
• Exact Mass: 285.12996879 g/mol
• Topological Polar Surface Area (TPSA): 43.80 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.03
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 613-11-6
• Hydromethylthionine
• Leukomethylene blue
• Reduced methylene blue
• Methylene blue, leuco
• hidrometiltionina
• IHU4GYZ2R3
• 3-N,3-N,7-N,7-N-tetramethyl-10H-phenothiazine-3,7-diamine
• leuco-methylthioninium
• DTXSID2047985
• CHEBI:134180
• N,N,N',N'-Tetramethyl-10H-phenothiazine-3,7-diamine
• LMTX compound
• hydromethylthioninum
• Methylene blue leuco
• RefChem:147090
• DTXCID7027962
• leucoform
• Panatone
• N3,N3,N7,N7-tetramethyl-10H-phenothiazine-3,7-diamine
• Methylene blue leuco form
• Hydromethylthionine [USAN]
• 3-N,3-N,7-N,7-N-tetramethyl-10H-phenothiazine-3,7-diamine2HBr
• UNII-IHU4GYZ2R3
• leuco-form
• leucomethylene-blue
• leuco methylene blue
• Leuco methylthioninium
• 10H-Phenothiazine-3,7-diamine, N,N,N',N'-tetramethyl-
• 2w9i
• Methylene blue Impurity 11
• SCHEMBL109756
• CHEMBL549963
• orb3143485
• SCHEMBL29356148
• HYDROMETHYLTHIONINE [INN]
• AAA61311
• ZB1100
• AKOS015962343
• HY-109116
• CS-0078094
• C05721
• Methylene Blue Impurity 11 (Leucomethylene Blue)
• BRD-K27460187-334-01-8
• Q27280736
• 10H-PHENOTHIAZINE-3,7-DIAMINE, N3,N3,N7,N7-TETRAMETHYL-
• N(3),N(3),N(7),N(7)-tetramethyl-10H-phenothiazine-3,7-diamine
• N~3~,N~3~,N~7~,N~7~-Tetramethyl-10H-phenothiazine-3,7-diamine

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9802	98.02%
Caco-2	+	0.8802	88.02%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5982	59.82%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.9496	94.96%
OATP1B3 inhibitior	+	0.9483	94.83%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7069	70.69%
BSEP inhibitior	+	0.8332	83.32%
P-glycoprotein inhibitior	-	0.4904	49.04%
P-glycoprotein substrate	-	0.8200	82.00%
CYP3A4 substrate	-	0.5952	59.52%
CYP2C9 substrate	-	0.5942	59.42%
CYP2D6 substrate	+	0.5000	50.00%
CYP3A4 inhibition	-	0.5752	57.52%
CYP2C9 inhibition	-	0.8124	81.24%
CYP2C19 inhibition	+	0.6909	69.09%
CYP2D6 inhibition	+	0.7934	79.34%
CYP1A2 inhibition	+	0.8220	82.20%
CYP2C8 inhibition	-	0.9394	93.94%
CYP inhibitory promiscuity	+	0.8998	89.98%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4528	45.28%
Eye corrosion	-	0.9805	98.05%
Eye irritation	+	0.7604	76.04%
Skin irritation	-	0.5481	54.81%
Skin corrosion	-	0.7703	77.03%
Ames mutagenesis	+	0.6630	66.30%
Human Ether-a-go-go-Related Gene inhibition	+	0.7622	76.22%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.7426	74.26%
skin sensitisation	-	0.7935	79.35%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.5975	59.75%
Acute Oral Toxicity (c)	III	0.6154	61.54%
Estrogen receptor binding	+	0.9796	97.96%
Androgen receptor binding	+	0.7955	79.55%
Thyroid receptor binding	+	0.9428	94.28%
Glucocorticoid receptor binding	+	0.8321	83.21%
Aromatase binding	+	0.9396	93.96%
PPAR gamma	+	0.8924	89.24%
Honey bee toxicity	-	0.9174	91.74%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.7500	75.00%
Fish aquatic toxicity	+	0.8698	86.98%

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	93.19%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.90%	98.95%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	90.25%	85.30%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	90.22%	95.48%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.59%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	85.89%	94.73%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	85.00%	85.49%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.95%	94.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.23%	93.99%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.06%	90.24%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.73%	85.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.09%	86.33%
CHEMBL4578	Q14680	Maternal embryonic leucine zipper kinase	80.47%	81.58%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.09%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 164695
• LOTUS: LTS0018247
• wikiData: Q27280736