(4S,4aS,5aS,12aS)-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: 158150
• Molecular Formular: C22H23ClN2O8
• Molecular Mass: 478.87962
• Monoisotopic Mass: 478.11429339
• SMILES: CC1(c2c(ccc(c2C(=O)C2=C([C@]3([C@@H](C[C@H]12)[C@@H](C(=C(C3=O)C(=O)N)O)N(C)C)O)O)O)Cl)O
• Canonical SMILES: CN([C@@H]1C(=C(C(=O)N)C(=O)[C@@]2([C@H]1C[C@H]1C(=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)/t7-,8-,15-,21?,22-/m0/s1
• InChIKey: CYDMQBQPVICBEU-BLJISXJUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S,4aS,5aS,12aS)-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: (4S,4aS,5aS,12aS)-7-chloro-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide
• Synonyms: Chlorotetracycline; Chlortetracycline; Chlortetracycline Selective Supplement; 氯四环素; 金霉素; 氯四环素选择性添加剂

Database IDs

• CAS Number: 57-62-5
• EC Number: 200-341-7
• MDL Number: MFCD00864876
• PubChem SID: 162252286
• PubChem CID: 54737570

CALCULATED PROPERTIES

• Polar Surface Area: 181.62 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false
• 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: 118.9931 cm^3
• Polarizability: 45.145546 Å^3

PROPERTIES

Safety Information

• RTECS: QI7750000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 1
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Grade: for microbiology
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C22H23ClN2O8

DETAILS

Sigma Aldrich - 17776

Components
Composition (per vial; sufficient for 1000 mL medium) Chlortetracycline 50 mg
Application
An antibiotic supplement recommended for selective isolation of Penicillium viridicatum and related species isolated from foods.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 17776.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.