7-chloro-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide

• ChemBase ID: 105476
• Molecular Formular: C22H23ClN2O8
• Molecular Mass: 478.87962
• Monoisotopic Mass: 478.11429339
• SMILES: CN(C)C1C2CC3C(=C(O)C2(O)C(=O)C(=C1O)C(=O)N)C(=O)c1c(O)ccc(Cl)c1C3(C)O
• Canonical SMILES: CN(C1C(=C(C(=O)N)C(=O)C2(C1CC1C(=C2O)C(=O)c2c(C1(C)O)c(Cl)ccc2O)O)O)C
• InChI: InChI=1S/C22H23ClN2O8/c1-21(32)7-6-8-15(25(2)3)17(28)13(20(24)31)19(30)22(8,33)18(29)11(7)16(27)12-10(26)5-4-9(23)14(12)21/h4-5,7-8,15,26,28-29,32-33H,6H2,1-3H3,(H2,24,31)
• InChIKey: CYDMQBQPVICBEU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-chloro-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
• IUPAC Traditional name: 7-chloro-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide
• Synonyms: Aureomycin; Chlorotetracycline hydrochloride; CHLORTETRACYCLINE HYDROCHLORIDE

Database IDs

• CAS Number: 64-72-2
• EC Number: 200-591-7
• PubChem SID: 162093621
• PubChem CID: 54677440

CALCULATED PROPERTIES

• Acid pKa: -2.5133889
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -4.0490828
• LogD (pH = 7.4): -5.852484
• Log P: -2.951973
• Molar Refractivity: 118.993095 cm^3
• Polarizability: 45.145546 Å^3
• Polar Surface Area: 181.62 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 243-247°C (dec.)

Safety Information

• Storage Condition: 0°C, Protect from light
• RTECS: QI7800000
• European Hazard Symbols: Harmful (Xn)
• Risk Statements: R:22
• Safety Statements: S:36/37/39

DETAILS

MP Biomedicals - 02190327

Antibacterial