TPU-0037C

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TPU-0037C
Category Antibiotics
Catalog number BBF-04606
CAS 485815-61-0
Molecular Weight 825.09
Molecular Formula C46H72N4O9
Purity >95% by HPLC

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Description

A close structural analogue of lydicamycin produced by the marine actinomycete Streptomyces platensis. It has antibacterial activity against gram-positive bacteria, including methicillin-resistant Staphylococcus aureus (MRSA). It is closely related to BU-4514N which is isolated from a strain of microtetraspora as a neuritogenic agent.

Specification

Synonyms Antibiotic TPU-0037C; 8-Dehydroxy-30-demethyllydicamycin; (+)​-2-​[21-​[1-​[(2,​5-​Dihydro-​4-​hydroxy-​2-​oxo-​1H-​pyrrol-​3-​yl)​carbonyl]​-​1,​2,​4a,​5,​6,​7,​8,​8a-​octahydro-​5-​hydroxy-​1,​3-​dimethyl-​2-​naphthalenyl]​-​2,​6,​10,​14,​18-​pentahydroxy-​11,​17,​19-​trimethyl-​4,​8,​12,​16-​heneicosatetraen-​1-​yl]​-1-​pyrrolidinecarboximi​damide
Storage Store at -20°C
IUPAC Name 2-[(4E,8E,12E,16E)-21-[1-[(E)-(2,4-dioxopyrrolidin-3-ylidene)-hydroxymethyl]-5-hydroxy-1,3-dimethyl-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-2-yl]-2,6,10,14,18-pentahydroxy-11,17,19-trimethylhenicosa-4,8,12,16-tetraenyl]pyrrolidine-1-carboximidamide
Canonical SMILES CC1=CC2C(CCCC2O)C(C1CCC(C)C(C(=CCC(C=CC(C)C(C=CCC(C=CCC(CC3CCCN3C(=N)N)O)O)O)O)C)O)(C)C(=C4C(=O)CNC4=O)O
InChI InChI=1S/C46H72N4O9/c1-27(38(54)15-7-12-32(51)11-6-13-34(53)25-31-10-9-23-50(31)45(47)48)17-20-33(52)21-18-28(2)42(57)29(3)19-22-36-30(4)24-35-37(14-8-16-39(35)55)46(36,5)43(58)41-40(56)26-49-44(41)59/h6-7,11,15,17-18,20,24,27,29,31-39,42,51-55,57-58H,8-10,12-14,16,19,21-23,25-26H2,1-5H3,(H3,47,48)(H,49,59)/b11-6+,15-7+,20-17+,28-18+,43-41+
InChI Key ABOXJBHGJDKUNW-OZIHTJRTSA-N
Source Streptomyces sp.

Properties

Appearance Colorless Film
Antibiotic Activity Spectrum Gram-positive bacteria
Melting Point 161-163°C
Density 1.3±0.1 g/cm3
Solubility Soluble in Ethanol, Methanol, DMF, DMSO; Poorly soluble in Water

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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