CAS 94088-85-4|dicalcium,(5R,5aR,6S,6aR,7S,10aS)-9-[amino(oxido)methylidene]-7-(dimethylamino

Introduction：Basic information about CAS 94088-85-4|dicalcium,(5R,5aR,6S,6aR,7S,10aS)-9-[amino(oxido)methylidene]-7-(dimethylamino, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. BiologicalActivity
3. Chemical & Physical Properties
4. Synonyms

Common Name	dicalcium,(5R,5aR,6S,6aR,7S,10aS)-9-[amino(oxido)methylidene]-7-(dimethylamino)-10a-hydroxy-5-methyl-8,10,11-trioxo-5a,6,6a,7-tetrahydro-5H-tetracene-1,6,12-triolate
CAS Number	94088-85-4	Molecular Weight	520.55900
Density	/	Boiling Point	685.2ºC at 760mmHg
Molecular Formula	C₂₂H₂₀Ca₂N₂O₈	Melting Point	/
MSDS	/	Flash Point	368.2ºC

Names

Name	dicalcium,(5R,5aR,6S,6aR,7S,10aS)-9-[amino(oxido)methylidene]-7-(dimethylamino)-10a-hydroxy-5-methyl-8,10,11-trioxo-5a,6,6a,7-tetrahydro-5H-tetracene-1,6,12-triolate
Synonym	More Synonyms

BiologicalActivity

Description	Doxycycline calcium, an antibiotic, is an orally active and broad-spectrum metalloproteinase (MMP) inhibitor[1]. Doxycycline calcium shows antibacterial activity and anti-cancer cell proliferation activity[1][2][3][4][5].
Related Catalog	Research Areas >>CancerResearch Areas >>InfectionSignaling Pathways >>Metabolic Enzyme/Protease >>MMPSignaling Pathways >>Anti-infection >>Bacterial
In Vitro	Doxycycline calcium (0.01-10 µg/mL, 4 d) affects growth of glioma cells only under high concentrations[2]. Doxycycline calcium (0.01-10 µg/mL, 24 h) decreases MT-CO1 protein content with concentrations of 1 µg/mL and higher in SVG cells[2]. Doxycycline calcium (100 ng/mL, 1 µg/mL; 24 h) reduces proliferation of human cell lines[4]. Doxycycline calcium (0-250 μM, 72 h) inhibits cell viability of breast cancer cells [5]. Cell Viability Assay[2] Cell Line: LNT-229, G55, and U343 glioma cells Concentration: 0.01, 0.1, 1 or 10 µg/mL Incubation Time: 4 days Result: Affected growth of glioma cells only under high concentration (10 µg/mL). Cell Viability Assay[2] Cell Line: SVG cells Concentration: 0.01, 0.1, 1 or 10 µg/mL Incubation Time: 24 hours Result: Decreaseed MT-CO1 protein content with concentrations of 1 µg/mL and higher. Cell Proliferation Assay[4] Cell Line: MCF 12A, 293T cells Concentration: 100 ng/mL, 1 µg/mL Incubation Time: 96 hours Result: Caused reduced proliferation of MCF 12A and 293T cells at 1 µg/mL. Cell Viability Assay[5] Cell Line: MCF-7, MDA-MB-468 cells Concentration: 0-250 μM Incubation Time: 72 hours Result: Inhibited breast cancer cells in a dose-dependent manner with IC50 values for MCF-7 and MDA-MB-468 of 11.39 μM and 7.13 μM respectively.
In Vivo	Doxycycline calcium (oral gavage; 200 or 800 mg/kg; once daily; 3 months) reduces MMP-9 activity in untreated HT mice in a dose-dependent manner[3]. Animal Model: 6-month-old female Heterozygous Col3a1-deficient (HT) mice[3] Dosage: 200 or 800 mg/kg Administration: Oral gavage; 200 or 800 mg/kg; once daily; 3 months Result: Reduced MMP-9 activity in a dose-dependent manner.
References	[1]. Eusebio Manchado, et al. A combinatorial strategy for treating KRAS-mutant lung cancer. Nature. 2016 Jun 30;534(7609):647-51. [2]. Anna-Luisa Luger, et al. Doxycycline Impairs Mitochondrial Function and Protects Human Glioma Cells from Hypoxia-Induced Cell Death: Implications of Using Tet-Inducible Systems. Int J Mol Sci. 2018 May 17;19(5):1504. [3]. Wilfried Briest, et al. Doxycycline ameliorates the susceptibility to aortic lesions in a mouse model for the vascular type of Ehlers-Danlos syndrome. J Pharmacol Exp Ther. 2011 Jun;337(3):621-7. [4]. Ethan Ahler, et al. Doxycycline alters metabolism and proliferation of human cell lines. PLoS One. 2013 May 31;8(5):e64561. [5]. Le Zhang, et al. Doxycycline inhibits the cancer stem cell phenotype and epithelial-to-mesenchymal transition in breast cancer. Cell Cycle. 2017 Apr 18;16(8):737-745.

Chemical & Physical Properties

Boiling Point	685.2ºC at 760mmHg
Molecular Formula	C₂₂H₂₀Ca₂N₂O₈
Molecular Weight	520.55900
Flash Point	368.2ºC
Exact Mass	520.04700
PSA	137.62000
LogP	0.82460
InChIKey	MMKQSGFKEYQEBB-QFWOMMJSSA-L
SMILES	CC1c2cccc(O)c2C([O-])=C2C(=O)C3([O-])C([O-])=C(C(N)=O)C(=O)C(N(C)C)C3C([O-])C21.[Ca+2].[Ca+2]

Synonyms

DOXYCYCLINE CALCIUM

Doxycycline calcium (internal use)

EINECS 302-088-9

Vibramycin calcium

2-Naphthacenecarboxamide,4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-,calcium salt (1:2),(4S-(4alpha,4aalpha,5alpha,5aalpha,6alpha,12aalpha))

Doxycycline calcium [USAN]

Doxycycline calcium [USAN:USP]

C22H24N2O8.2Ca

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