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

• ChemBase ID: 157746
• Molecular Formular: C22H23ClN2O8
• Molecular Mass: 478.87962
• Monoisotopic Mass: 478.11429339
• SMILES: CN(C)[C@H]1[C@@H]2[C@H]([C@@H]3C(=C)c4cccc(c4C(=O)C3=C([C@@]2(C(=O)C(=C1O)C(=O)N)O)O)O)O.Cl
• Canonical SMILES: CN([C@@H]1C(=C(C(=O)N)C(=O)[C@@]2([C@H]1[C@@H](O)[C@@H]1C(=C)c3cccc(c3C(=O)C1=C2O)O)O)O)C.Cl
• InChI: InChI=1S/C22H22N2O8.ClH/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29;/h4-6,10,14-15,17,25,27-29,32H,1H2,2-3H3,(H2,23,31);1H/t10-,14-,15+,17+,22+;/m1./s1
• InChIKey: VZQARNDJLLWXGL-CCHMMTNSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S,4aR,5S,5aR,12aS)-4-(dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methylidene-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide hydrochloride
• IUPAC Traditional name: methacycline hydrochloride
• Synonyms: 6-Demethyl-6-deoxy-6-methyleneoxytetracycline monohydrochloride; Methacycline hydrochloride; 盐酸甲烯土霉素; 甲烯土霉素 盐酸盐

Database IDs

• CAS Number: 3963-95-9
• EC Number: 223-568-3
• MDL Number: MFCD04972012
• Beilstein Number: 5470951
• PubChem SID: 162251883; 24863607
• PubChem CID: 54685047

CALCULATED PROPERTIES

• Acid pKa: -2.2804315
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -4.5773673
• LogD (pH = 7.4): -6.4795337
• Log P: -3.6468134
• Molar Refractivity: 113.6694 cm^3
• Polarizability: 43.031315 Å^3
• Polar Surface Area: 181.62 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• RTECS: QI9276000
• German water hazard class: 2
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C22H22N2O8 · HCl

DETAILS

Sigma Aldrich - 37906

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