N-Methyl-L-deoxymannojirimycin

Details

• Internal ID: 79bee24a-0fde-4004-a4d6-4243b713fff8
• Taxonomy: Organoheterocyclic compounds > Piperidines
• IUPAC Name: (2S,3S,4S,5S)-2-(hydroxymethyl)-1-methylpiperidine-3,4,5-triol
• SMILES (Canonical): CN1CC(C(C(C1CO)O)O)O
• SMILES (Isomeric): CN1C[C@@H]([C@@H]([C@H]([C@@H]1CO)O)O)O
• InChI: InChI=1S/C7H15NO4/c1-8-2-5(10)7(12)6(11)4(8)3-9/h4-7,9-12H,2-3H2,1H3/t4-,5-,6-,7-/m0/s1
• InChI Key: AAKDPDFZMNYDLR-AXMZGBSTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₁₅NO₄
• Molecular Weight: 177.20 g/mol
• Exact Mass: 177.10010796 g/mol
• Topological Polar Surface Area (TPSA): 84.20 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -2.62
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• MeLDMJ
• 117821-08-6
• DTXSID30151918
• (2S,3S,4S,5S)-2-(hydroxymethyl)-1-methyl-piperidine-3,4,5-triol
• 3,4,5-Piperidinetriol, 2-(hydroxymethyl)-1-methyl-, [2S-(2a,3b,4a,5a)]-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6995	69.95%
Caco-2	-	0.7594	75.94%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Lysosomes	0.5898	58.98%
OATP2B1 inhibitior	-	0.8475	84.75%
OATP1B1 inhibitior	+	0.9726	97.26%
OATP1B3 inhibitior	+	0.9446	94.46%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9512	95.12%
P-glycoprotein inhibitior	-	0.9818	98.18%
P-glycoprotein substrate	-	0.7834	78.34%
CYP3A4 substrate	-	0.5820	58.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4546	45.46%
CYP3A4 inhibition	-	0.9943	99.43%
CYP2C9 inhibition	-	0.9113	91.13%
CYP2C19 inhibition	-	0.9484	94.84%
CYP2D6 inhibition	-	0.9308	93.08%
CYP1A2 inhibition	-	0.9405	94.05%
CYP2C8 inhibition	-	0.9968	99.68%
CYP inhibitory promiscuity	-	0.9974	99.74%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6327	63.27%
Eye corrosion	-	0.9745	97.45%
Eye irritation	-	0.8910	89.10%
Skin irritation	-	0.7294	72.94%
Skin corrosion	-	0.8915	89.15%
Ames mutagenesis	-	0.5878	58.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.5452	54.52%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.8574	85.74%
skin sensitisation	-	0.8679	86.79%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.6928	69.28%
Acute Oral Toxicity (c)	III	0.6920	69.20%
Estrogen receptor binding	-	0.8926	89.26%
Androgen receptor binding	-	0.8558	85.58%
Thyroid receptor binding	-	0.7792	77.92%
Glucocorticoid receptor binding	-	0.8793	87.93%
Aromatase binding	-	0.9056	90.56%
PPAR gamma	-	0.9028	90.28%
Honey bee toxicity	-	0.9069	90.69%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	-	0.8700	87.00%
Fish aquatic toxicity	-	0.9774	97.74%

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	98.00%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.77%	97.25%
CHEMBL2581	P07339	Cathepsin D	89.70%	98.95%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	80.74%	97.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.33%	97.09%

Plants that contains it

• Angylocalyx pynaertii

Cross-Links

• PubChem: 452002
• LOTUS: LTS0241763
• wikiData: Q83018462