Pipacycline
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| Category | Enzyme inhibitors |
| Catalog number | BBF-04149 |
| CAS | 1110-80-1 |
| Molecular Weight | 586.63 |
| Molecular Formula | C29H38N4O9 |
| Purity | >98% by HPLC |
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Description
A semi-synthetic tetracycline formed by a mannich condensation of formaldehyde and 4-hydroxyethylpiperazine with tetracyclin. It inhibits the formation of penicillinase, the enzyme that inactivates penicillin in bacteria. It is used in salt form with penicillin V for parenteral use.
Specification
| Synonyms | Mepicycline; Pipacyclinum |
| Storage | Store at -20°C |
| IUPAC Name | (4S,4aS,5aS,6S,12aR)-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-N-[[4-(2-hydroxyethyl)piperazin-1-yl]methyl]-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide |
| Canonical SMILES | CC1(C2CC3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)NCN5CCN(CC5)CCO)N(C)C)O |
| InChI | InChI=1S/C29H38N4O9/c1-28(41)15-5-4-6-18(35)19(15)23(36)20-16(28)13-17-22(31(2)3)24(37)21(26(39)29(17,42)25(20)38)27(40)30-14-33-9-7-32(8-10-33)11-12-34/h4-6,16-17,22,34-36,39,41-42H,7-14H2,1-3H3,(H,30,40)/t16-,17-,22-,28+,29-/m0/s1 |
| InChI Key | RAUQZDNDLCIQFJ-REHNUXHNSA-N |
| Source | Semi-synthetic |
Properties
| Appearance | Yellow to Orange Solid |
| Boiling Point | 810.7°C at 760 mmHg |
| Density | 1.55 g/cm3 |
| Solubility | Soluble in ethanol, methanol, DMF, DMSO, Water |
Reference Reading
1. Podacycline A and B, two cyclic peptides in the latex of Jatropha podagrica
R P Labadie, B R Leeflang, B H Kroes, S F Horsten, J J Kettenes-van den Bosch, A J Van den Berg, C J Beukelman Phytochemistry . 1996 May;42(1):129-33. doi: 10.1016/0031-9422(95)00912-4.
Two novel cyclic peptides were isolated from the latex of Jatropha podagrica, which we named podacycline A and B. Podacycline A is a cyclic nonapeptide with the sequence Gly1-Leu2-Leu3-Gly4-Ala5-Val6-Trp7-Ala8-Gly9+ ++-Gly1. The sequence of podacycline B, a cyclic heptapeptide, was determined to be Phe1-Ala2-Gly3-Thr4-Ile5-Phe6-Gly7-Phe1. The amino acid residues of both compounds were found to have the L-configuration.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
