1-Deoxynojirimycin - Moligand™, analytical standard, ≥98% , Inhibitor of alpha glucosidase, CAS No.19130-96-2, Inhibitor of alpha glucosidase

CAS: 19130-96-2 Cat. No.: D101242 Peso molecular: 163.17 Número EC: 606-239-2

GRADE & PURITY Analytical standard, Moligand™, ≥98%

Synonyms

(2R,3R,4R,5S)-2-Hydroxymethyl-piperidine-3,4,5-triol | (2R,3R,4R,5S)-2-(Hydroxymethyl)-3,4,5-piperidinetriol | (+)-1-Deoxynojirimycin | 1,5-Dideoxy-1,5-imino-D-sorbitol | DNJ

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Descripción general

Deoxynojirimycin is a Maltase-glucoamylase (α-glucosidase I and II) inhibitor. Interferes with N-linked glycosylation. Reported to inhibit trimming of oligosaccharides upon treatment of secretory glycoprotein IgD- and IgM-producing cells. Reported to inhibit secretion of IgD. Deoxynojirimycin is an inhibitor of β-glucosidase and Maltase-glucoamylase.
An inhibitor of α-glucosidase I and II

Specifications

Sinónimos

(2R, 3R, 4R, 5S)-2-Hydroxymethyl-piperidine-3, 4, 5-triol | (2R, 3R, 4R, 5S)-2-(Hydroxymethyl)-3, 4, 5-piperidinetriol | (+)-1-Deoxynojirimycin | 1, 5-Dideoxy-1, 5-imino-D-sorbitol | DNJ

Especificaciones y pureza

Moligand™, analytical standard, ≥98%

Mecanismos bioquímicos y fisiológicos

Potent α-glycosidase inhibitor (IC 50 = 30 nM). Antihyperglycemic agent. Downregulates SGLT1, Na + /K + -ATP and GLUT2 expression. Decreases MCP-1 and TNF-α levels. Shows antidiabetic, antiviral, antiobesity and anti-inflammatory effects in vivo. Orally a

Condiciones de almacenamiento de almacenamiento

Store at -20°C, Argon charged

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Grado

Analytical standard, Moligand™

Tipo de acción

INHIBITOR

Mecanismo de acción

Inhibitor of alpha glucosidase

Nota

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Pureza

≥98%

Nombres e identificadores

• Sonrisas canónicas: C1C(C(C(C(N1)CO)O)O)O
• IUPAC Name: (2R,3R,4R,5S)-2-(hydroxymethyl)piperidine-3,4,5-triol
• InChIKey: LXBIFEVIBLOUGU-JGWLITMVSA-N
• INCHI: 1S/C6H13NO4/c8-2-3-5(10)6(11)4(9)1-7-3/h3-11H,1-2H2/t3-,4+,5-,6-/m1/s1
• Isómeros SMILES: C1[C@@H]([C@H]([C@@H]([C@H](N1)CO)O)O)O
• Peso molecular: 163.17
• Reaxy-Rn: 13313614
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=13313614&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Clase Piperidines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: Piperidines
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Piperidines
• Alternative Parents: Secondary alcohols 1,2-aminoalcohols Polyols Dialkylamines Azacyclic compounds Primary alcohols Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Piperidine - 1,2-aminoalcohol - Secondary alcohol - Secondary aliphatic amine - Polyol - Secondary amine - Azacycle - Primary alcohol - Alcohol - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Organopnictogen compound - Amine - Hydrocarbon derivative - Aliphatic heteromonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as piperidines. These are compounds containing a piperidine ring, which is a saturated aliphatic six-member ring with one nitrogen atom and five carbon atoms.
• External Descriptors: 2-(hydroxymethyl)piperidine-3,4,5-triol

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Objetivos asociados (humanos)

GAA Tclin Lysosomal alpha-glucosidase (4 Activities)

Discover Target: GAA

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

MGAM Tclin Maltase-glucoamylase, intestinal (2 Activities)

Discover Target: MGAM

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

GANAB Tchem Neutral alpha-glucosidase AB (2 Activities)

Discover Target: GANAB

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

MGAM Tclin Maltase-glucoamylase (654 Activities)

Discover Target: MGAM

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

UGCG Tclin Ceramide glucosyltransferase (308 Activities)

Discover Target: UGCG

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GLB1 Tchem Beta-galactosidase (339 Activities)

Discover Target: GLB1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GLA Tclin Alpha-galactosidase A (5444 Activities)

Discover Target: GLA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GBA1 Tclin Beta-glucocerebrosidase (14647 Activities)

Discover Target: GBA1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GANAB Tchem Neutral alpha-glucosidase AB (90 Activities)

Discover Target: GANAB

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GANC Tchem Neutral alpha-glucosidase C (4 Activities)

Discover Target: GANC

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TREH Tchem Trehalase (5 Activities)

Discover Target: TREH

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

JAK1 Tclin Tyrosine-protein kinase JAK1 (8569 Activities)

Discover Target: JAK1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GAA Tclin Lysosomal alpha-glucosidase (35701 Activities)

Discover Target: GAA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

NAGA Tbio Alpha-galactosidase B (11 Activities)

Discover Target: NAGA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

NR1H3 Tchem LXR-alpha (2891 Activities)

Discover Target: NR1H3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MANBA Tchem Beta-mannosidase (62 Activities)

Discover Target: MANBA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

FUCA1 Tchem Alpha-L-fucosidase I (304 Activities)

Discover Target: FUCA1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MAN2B1 Tchem Lysosomal alpha-mannosidase (172 Activities)

Discover Target: MAN2B1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GBA2 Tchem Beta-glucosidase (258 Activities)

Discover Target: GBA2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GBA3 Tbio Beta-glucosidase cytosolic (63 Activities)

Discover Target: GBA3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SI Tchem Sucrase-isomaltase (84 Activities)

Discover Target: SI

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

FUT10 Tdark Fucosyltransferase 10 (23 Activities)

Discover Target: FUT10

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MAN2B2 Tbio Epididymis-specific alpha-mannosidase (14 Activities)

Discover Target: MAN2B2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

NR1H2 Tchem LXR-beta (3841 Activities)

Discover Target: NR1H2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

BGC-823 (3035 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MCF7 (126967 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MOLT-4 (49676 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MT4 (17854 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

A549 (127892 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HCT-116 (91556 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HepG2 (196354 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HUVEC (11049 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PBMC (10003 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

AGL Tbio Glycogen debranching enzyme (27 Activities)

Discover Target: AGL

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)

Discover Target: APEX1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

LCT Tbio Lactase-phlorizin hydrolase (37 Activities)

Discover Target: LCT

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HCC1937 (423 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MS-1 (160 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MGAM Tclin Alpha glucosidase (860 Activities)

Discover Target: MGAM

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Objetivos asociados (no humanos)

Gusb Beta-glucuronidase (17 Activities)

Discover Target: Gusb

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Ptpn1 Protein-tyrosine phosphatase 1B (270 Activities)

Discover Target: Ptpn1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GAA Alpha-glucosidase (25 Activities)

Discover Target: GAA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Lct Lactase-glycosylceramidase (87 Activities)

Discover Target: Lct

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Man2a1 Mannosidase 2 alpha 1 (15 Activities)

Discover Target: Man2a1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Man2c1 Alpha-mannosidase 2C1 (19 Activities)

Discover Target: Man2c1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Man2b1 Mannosidase 2, alpha B1 (9 Activities)

Discover Target: Man2b1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Gaa Acidic alpha-glucosidase (551 Activities)

Discover Target: Gaa

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

bglA Beta-glucosidase A (127 Activities)

Discover Target: bglA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

aglC Alpha-galactosidase C (14 Activities)

Discover Target: aglC

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MAL62 Alpha-glucosidase MAL62 (106 Activities)

Discover Target: MAL62

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mus musculus (284745 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Rattus norvegicus (775804 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

melA Alpha-galactosidase (10 Activities)

Discover Target: melA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Man1 Alpha-mannosidase (188 Activities)

Discover Target: Man1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

FUCA1 Alpha-L-fucosidase 1 (358 Activities)

Discover Target: FUCA1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

IMA1 Oligo-1,6-glucosidase (218 Activities)

Discover Target: IMA1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

BCHE Cholinesterase (8742 Activities)

Discover Target: BCHE

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GBA1 Glucosylceramidase (58 Activities)

Discover Target: GBA1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GCGR Uncharacterized protein (2 Activities)

Discover Target: GCGR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Soluble in water (25 mg/ml), and methanol., Soluble in water (25 mg/ml), and methanol.
• Sensibilidad: Air sensitive
• Peso molecular: 163.170 g/mol
• XLogP3: -2.300
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 163.084 Da
• Monoisotopic Mass: 163.084 Da
• Topological Polar Surface Area: 93.000 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 132.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Referencias

1. Xinlin Chen, Ying Wu, Yucheng Gu, Jianguang Luo, Lingyi Kong.  (2022)  Efficient discovery of potent α-glucosidase inhibitors from Paeoniae lactiflora using enzyme–MOF nanocomposites and competitive indicators.  Food & Function,  14  (1): (171-180).  [PMID:36477546] [10.1039/D2FO02783F]

2. Yang Liu, Xue Zhou, Dan Zhou, Yongxing Jian, Jingfu Jia, Fahuan Ge.  (2022)  Isolation of Chalcomoracin as a Potential α-Glycosidase Inhibitor from Mulberry Leaves and Its Binding Mechanism.  MOLECULES,  27  (18): (5742).  [PMID:36144478] [10.3390/molecules27185742]

3. Yanfang Yu, Yuhuan Chen, Xuping Shi, Chuan Ye, Junwen Wang, Jinzhi Huang, Bing Zhang, Zeyuan Deng.  (2022)  Hepatoprotective effects of different mulberry leaf extracts against acute liver injury in rats by alleviating oxidative stress and inflammatory response.  Food & Function,  13  (16): (8593-8604).  [PMID:35894215] [10.1039/D2FO00282E]

4. Yanfang Yu, Hongyan Li, Bing Zhang, Junwen Wang, Xuping Shi, Jinzhi Huang, Jianyuan Yang, Yanfei Zhang, Zeyuan Deng.  (2018)  Nutritional and functional components of mulberry leaves from different varieties: Evaluation of their potential as food materials.  INTERNATIONAL JOURNAL OF FOOD PROPERTIES,      [PMID:] [10.1080/10942912.2018.1489833]

5. Nan Wu, Wenjing Zhang, Sunyue He, Lusi Lu, Yiming Liu, Shuainan Liu, Lei Lei, Shuiya Sun, Yuchen Zhao, Chunyi Xu, Xihua Lin, Jiaqiang Zhou.  (2025)  Ramulus Mori (Sangzhi) Alkaloids Enhance Pancreatic β-Cell Maturation and Function by Targeting the CD81/Endoplasmic Reticulum Stress Pathway.  PHYTOMEDICINE,      [PMID:40819639] [10.1016/j.phymed.2025.157150]