(4S,4aS,5aR,12aS)-4,7-bis(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide hydrochloride

• ChemBase ID: 134220
• Molecular Formular: C23H28ClN3O7
• Molecular Mass: 493.93732
• Monoisotopic Mass: 493.16157793
• SMILES: CN(C)c1ccc(c2c1C[C@H]1C[C@H]3[C@@H](C(=C(C(=O)[C@]3(C(=C1C2=O)O)O)C(=O)N)O)N(C)C)O.Cl
• Canonical SMILES: CN([C@@H]1C(=C(C(=O)N)C(=O)[C@@]2([C@H]1C[C@@H]1Cc3c(C(=O)C1=C2O)c(O)ccc3N(C)C)O)O)C.Cl
• InChI: InChI=1S/C23H27N3O7.ClH/c1-25(2)12-5-6-13(27)15-10(12)7-9-8-11-17(26(3)4)19(29)16(22(24)32)21(31)23(11,33)20(30)14(9)18(15)28;/h5-6,9,11,17,27,29-30,33H,7-8H2,1-4H3,(H2,24,32);1H/t9-,11-,17-,23-;/m0./s1
• InChIKey: GLMUAFMGXXHGLU-VQAITOIOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S,4aS,5aR,12aS)-4,7-bis(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide hydrochloride
• IUPAC Traditional name: minocycline hydrochloride
• Synonyms: Minocycline hydrochloride; [4S-(4α,4aα,5aα,12aα)]-4,7-Bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydro-1,11-dioxo-2-naphthacenecarboxamide Hydrochloride; Arestin; Dynacin; Klinomycin; Minocycline Hydrochloride; 二甲胺四环素 盐酸盐

Database IDs

• CAS Number: 13614-98-7
• EC Number: 237-099-7
• MDL Number: MFCD00083669
• PubChem SID: 24278175; 162228497
• PubChem CID: 54685925

CALCULATED PROPERTIES

• Acid pKa: -2.2551746
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -3.4607291
• LogD (pH = 7.4): -5.0696445
• Log P: -3.3341916
• Molar Refractivity: 122.5402 cm^3
• Polarizability: 45.459297 Å^3
• Polar Surface Area: 164.63 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: yellow crystalline; Yellow Solid
• Melting Point: >213°C (dec)

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Light Sensitive
• RTECS: QI7630500
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: 97%
• Suitability: suitable for 1694 per US EPA
• Empirical Formula (Hill Notation): C23H27N3O7 · HCl

DETAILS

Sigma Aldrich - M9511

Biochem/physiol Actions
Inhibits endothelial cell proliferation and angiogenesis.

Toronto Research Chemicals - M344800

Second generation tetracycline antibiotic. Antibacterial.

REFERENCES

• Zbinovsky, V., et al.: Anal. Profiles Drug Subs., 6, 323 (1977)
• Oringer, R.J., et al.: J. Periodontol., 73, 835 (1977)