Dayang Chem (Hangzhou) Co., Ltd.
China
Product Name: hydrocotarnine
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Purity: 98.0%
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550-10-7

550-10-7 structure

Name: hydrocotarnine
Chemical Name: 4-methoxy-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinoline
CAS Number: 550-10-7
Molecular Formula: C₁₂H₁₅NO₃
Molecular Weight: 221.25200
Catalog: Signaling Pathways Metabolic Enzyme/Protease E1/E2/E3 Enzyme
Create Date: 2016-04-04 12:12:41
Modify Date: 2026-07-16 20:52:33
Hydrocotarnine is a Cbl inhibitor, and results in inflammasome-mediated IL-18 secretion in colitis. Hydrocotarnine increases expression of GLUT1 and cellular glucose uptake in glycolytic metabolism. Hydrocotarnine acts as an agent that provides analgesic effect in cancer research[1][2][3].

Name	4-methoxy-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinoline
Synonyms	1,2,3,4-Tetrahydro-2-methyl-6,7-(methylenebisoxy)-8-methoxyisoquinoline 4-methoxy-6-methyl-2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]isoquinoline 5,6,7,8-Tetrahydro-4-methoxy-6-methyl-1,3-dioxolo[4,5-g]isoquinoline Hydrocotnine Hydrochloride E3 ligating enzyme,IL-18,NP3,E1/E2/E3 Enzyme,hydrocotnine,inflammasome activation,IL-1β,Ubiquitin conjugating enzyme,E1 activating enzyme,inhibit,Ubiquitin activating enzyme,GLUT1,E2 conjugating enzyme,cancer pain,Ubiquitin ligase,Inhibitor,glycolytic metabolism,glycolytic capacity,cellulglucose uptake 8-methoxy-2-methyl-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline 4-methoxy-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinoline hydrate hydrochloride Hydrocotarnine 1,3-Dioxolo[4,5-g]isoquinoline, 5,6,7,8-tetrahydro-4-methoxy-6-methyl 8-Methoxy-2-methyl-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline 4-Methoxy-6-methyl-5,6,7,8-tetrahydro-1,3-dioxolo[4,5-g]isoquinoline hydrocotnine, 10 mM in DMSO Noscapine Impurity 3(Hydrocotnine)

Description	Hydrocotarnine is a Cbl inhibitor, and results in inflammasome-mediated IL-18 secretion in colitis. Hydrocotarnine increases expression of GLUT1 and cellular glucose uptake in glycolytic metabolism. Hydrocotarnine acts as an agent that provides analgesic effect in cancer research[1][2][3].
Related Catalog	Signaling Pathways >> Metabolic Enzyme/Protease >> E1/E2/E3 Enzyme Research Areas >> Inflammation/Immunology Research Areas >> Metabolic Disease Research Areas >> Neurological Disease
Target	Cbl[1][2]
In Vitro	Hydrocotarnine is an analgesic agent (CRIN-2), with the patent ID of WO2011160016A2[1]. Hydrocotarnine (10 μM; 1 h) elevates the secretion of IL-1β and IL-18, and (0.1-10 μM; 1 h) increases the global level of tyrosine-phosphorylated proteins in THP-1 cells[1]. Hydrocotarnine (50 μM; 0-100 min) increases the glycolytic capacity and glycolytic reserve capacity in THP-1-derived macrophages[2]. Hydrocotarnine (50 μM; 16 h) inhibits Cbl and increases the total GLUT1 protein in THP-1-derived macrophages[2]. Hydrocotarnine is known to enhance the analgesic effect of opioids, and alleviates cancer pain[3]. Western Blot Analysis[1] Cell Line: THP-1 cells Concentration: 0.1, 1, 10 μM Incubation Time: 1 hour Result: Induced p-Pyk2 loss and increased the level of tyrosine-phosphorylated proteins in a dose-dependent manner.
In Vivo	Hydrocotarnine (10 mg/kg/d; i.p.; 9 d) shows inhibitory effect on Cbl and results in increasing IL-18 levels, indicating that NLRP3 inflammasome activation is enhanced in mice[1]. Hydrocotarnine (10 mg/kg/d; i.p.; 9 d) protects mice from DSS-induced colitis, with low scores of pathological evaluation of inflammation, epithelial defects, and crypt atrophy[1]. Animal Model: DSS-induced colitis model in C57BL/6 mice (6-9 weeks old)[1] Dosage: 10 mg/kg Administration: Intraperitoneal injection; once daily; 9 days while 2.5% DSS treatment began on day 1 and ended on day 7 Result: Significantly attenuated the weight loss of DSS-induced colitis mice compared to PBS-treated control mice, indicating that decreasing negative regulation of the NLRP3 inflammasome activation could attenuate colitis in an animal model.
References	[1]. Chung IC, et al. Src-family kinase-Cbl axis negatively regulates NLRP3 inflammasome activation. Cell Death Dis. 2018 Oct 31;9(11):1109. [2]. Lin HC, et al. Cbl Negatively Regulates NLRP3 Inflammasome Activation through GLUT1-Dependent Glycolysis Inhibition. Int J Mol Sci. 2020 Jul 19;21(14):5104. [3]. Kim KU, et al. DITMD-induced mitotic defects and apoptosis in tumor cells by blocking the polo-box domain-dependent functions of polo-like kinase 1. Eur J Pharmacol. 2019 Mar 15;847:113-122.

Boiling Point	342.4ºC at 760 mmHg
Molecular Formula	C₁₂H₁₅NO₃
Molecular Weight	221.25200
Flash Point	106.7ºC
Exact Mass	221.10500
PSA	30.93000
LogP	1.34970

CHEMICAL IDENTIFICATION

RTECS NUMBER :: JI4825000

CHEMICAL NAME :: 1,3-Dioxolo(4,5-g)isoquinoline, 5,6,7,8-tetrahydro-4-methoxy-6-methyl-

CAS REGISTRY NUMBER :: 550-10-7

BEILSTEIN REFERENCE NO. :: 0017283

LAST UPDATED :: 199709

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C12-H15-N-O3

MOLECULAR WEIGHT :: 221.28

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 160 mg/kg

TOXIC EFFECTS :: Behavioral - tremor Lungs, Thorax, or Respiration - dyspnea

REFERENCE :: PHARAT Pharmazie. (VEB Verlag Volk und Gesundheit, Neue Gruenstr. 18, Berlin DDR-1020, Ger. Dem. Rep.) V.1- 1946- Volume(issue)/page/year: 15,111,1960

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 100 mg/kg

TOXIC EFFECTS :: Behavioral - tremor Lungs, Thorax, or Respiration - dyspnea

REFERENCE :: PHARAT Pharmazie. (VEB Verlag Volk und Gesundheit, Neue Gruenstr. 18, Berlin DDR-1020, Ger. Dem. Rep.) V.1- 1946- Volume(issue)/page/year: 15,111,1960

Precursor 9
108261-07-0 108434-79-3 108434-81-7 108261-03-6
5779-99-7 108261-00-3 108261-01-4 82-54-2
769-42-6
DownStream 5
30936-27-7 569-31-3 14097-39-3 88493-58-7
494-55-3

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