Neoantimycin - ≥95% , CAS No.22862-63-1

CAS: 22862-63-1 Cat. No.: N329566 Molecular Weight: 698.76

GRADE & PURITY ≥95%

Synonyms

1,4,8,11-Tetraoxacyclopentadecane, neoantimycin deriv. | 3-(Formylamino)-2-hydroxy-N-[(3S,6S,7R,10S,14R,15R)-14-hydroxy-7,13,13-trimethyl-3-(1-methylethyl)-10-[(1S)-1-methylpropyl]-2,5,9,12-tetraoxo-15-(phenylmethyl)-1,4,8,11-tetraoxacyclopentadec-6-yl]be

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Neoantimycin is a macrocyclic antibiotic isolated from|Streptomyces|bacteria. The mechanism of action of Neoantimycin is undescribed in the literature. A closely related compound described as an oxidized-type neoantimycin, prunustatin A, is demonstrated to downregulate grp78 transcription and suppress the expression of the GRP 78 molecular chaperone. This suppression affects the role of GRP 78 in promoting protein folding at the endoplasmic reticulum (ER), and suppresses the pro-resistance enhancement of ER stress response by chemotherapy-resistant tumors. The close structural kinship between prunustatin A and Neoantimycin suggests a similar mechanism of action for Neoantimycin toxicity.

Specifications

Synonyms

1, 4, 8, 11-Tetraoxacyclopentadecane, neoantimycin deriv. | 3-(Formylamino)-2-hydroxy-N-[(3S, 6S, 7R, 10S, 14R, 15R)-14-hydroxy-7, 13, 13-trimethyl-3-(1-methylethyl)-10-[(1S)-1-methylpropyl]-2, 5, 9, 12-tetraoxo-15-(phenylmethyl)-1, 4, 8, 11-tetraoxacyclopentadec-6-yl]be

Specifications & Purity

≥95%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥95%

Names and Identifiers

• Canonical Smiles: CCC(C)C1C(=O)OC(C(C(=O)OC(C(=O)OC(C(C(C(=O)O1)(C)C)O)CC2=CC=CC=C2)C(C)C)NC(=O)C3=C(C(=CC=C3)NC=O)O)C
• IUPAC Name: N-(15-benzyl-10-butan-2-yl-14-hydroxy-7,13,13-trimethyl-2,5,9,12-tetraoxo-3-propan-2-yl-1,4,8,11-tetraoxacyclopentadec-6-yl)-3-formamido-2-hydroxybenzamide
• InChIKey: JIJATTFJYJZEBT-UHFFFAOYSA-N
• INCHI: 1S/C36H46N2O12/c1-8-20(4)29-34(45)47-21(5)26(38-31(42)23-15-12-16-24(27(23)40)37-18-39)32(43)49-28(19(2)3)33(44)48-25(17-22-13-10-9-11-14-22)30(41)36(6,7)35(46)50-29/h9-16,18-21,25-26,28-30,40-41H,8,17H2,1-7H3,(H,37,39)(H,38,42)
• Isomeric SMILES: CCC(C)C1C(=O)OC(C(C(=O)OC(C(=O)OC(C(C(C(=O)O1)(C)C)O)CC2=CC=CC=C2)C(C)C)NC(=O)C3=C(C(=CC=C3)NC=O)O)C
• Molecular Weight: 698.76
• Reaxy-Rn: 3116939
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3116939&ln=

Chemical and Physical Properties

• Solubility: Soluble in ethanol, methanol, DMF, and DMSO.
• Refractive Index: n20D1.58 (Predicted)
• Boil Point(°C): 930.35° C at 760 mmHg (Predicted)

References

1. Ou Panpan, Wu Jiawen, Lin Yu, Tan Xuecai, Wu Yeyu, Chen Zhifan, Wei Fucun, Huang Kejing.  (2022)  Flexible photoelectrochemical sensor for highly sensitive chloramphenicol detection based on M-TiO2-CdTe QDs/CdS QDs composite.  ANALYTICAL AND BIOANALYTICAL CHEMISTRY,  414  (6): (2065-2078).  [PMID:34984509] [10.1007/s00216-021-03840-4]