Email:
 Phone:
Get A Quote

Aldecalmycin

* Please be kindly noted products are not for therapeutic use. We do not sell to patients.

Aldecalmycin
Category Antibiotics
Catalog number BBF-00413
CAS 139953-58-5
Molecular Weight 594.77
Molecular Formula C33H54O9
Purity 95%

Online Inquiry

Capabilities & Facilities

Fermentation Lab

4 R&D and scale-up labs

2 Preparative purification labs

Fermentation Plant

Semi pilot, pilot and industrial plant 4 Manufacturing sites 7 Production lines at pilot scale 100+ Reactors of 30-4000 L; 170+ reactors of 20 KL-30 KL; 24+ reactors of >100 KL 2 Hydrogenation reactors (200 L, 4Mpa and 1000L, 4Mpa)

Product Description

It is produced by the strain of Streptomyces sp. MJ147-72F6. Anti-gram-positive bacteria activity, anti-sensitive Staphylococcus aureus and methicillin-resistant Staphylococcus aureus (MRSA) activity is the same. MIC: 6.25-25 ㎍/mL.

  • Specification
  • Properties
  • Reference Reading
  • Price Product List
Synonyms 3-[(1R,2S,4aR,6S,8R,8aS)-2-[(E,2S,3R,4S)-4-hydroxy-3,5-dimethyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoct-5-enyl]-1,3,6,8-tetramethyl-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-3-oxopropanal; 1-Naphthalenepropanal, 2-[(2S,3R,4S,5E)-2-(b-D-glucopyranosyloxy)-4-hydroxy-3,5-dimethyl-5-octenyl]-1,2,4a,5,6,7,8,8a-octahydro-1,3,6,8-tetramethyl-b-oxo-, (1R,2S,4aR,6S,8R,8aS)-
IUPAC Name 3-[2-[(E)-4-hydroxy-3,5-dimethyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoct-5-enyl]-1,3,6,8-tetramethyl-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-3-oxopropanal
Canonical SMILES CCC=C(C)C(C(C)C(CC1C(=CC2CC(CC(C2C1(C)C(=O)CC=O)C)C)C)OC3C(C(C(C(O3)CO)O)O)O)O
InChI InChI=1S/C33H54O9/c1-8-9-18(3)28(37)21(6)24(41-32-31(40)30(39)29(38)25(16-35)42-32)15-23-19(4)14-22-13-17(2)12-20(5)27(22)33(23,7)26(36)10-11-34/h9,11,14,17,20-25,27-32,35,37-40H,8,10,12-13,15-16H2,1-7H3/b18-9+
InChI Key BKXWBAOGONGQJL-GIJQJNRQSA-N
Appearance White Powder
Antibiotic Activity Spectrum Gram-positive bacteria
Boiling Point 742.6 °C at 760 mmHg
Melting Point 125-128 °C
Density 1.190 g/cm3
Solubility Soluble in Methanol
1. Aldecalmycin, a new antimicrobial antibiotic from Streptomyces. I. Taxonomy, fermentation, isolation, physico-chemical and biological properties
R Sawa, Y Takahashi, S Itoh, K Shimanaka, N Kinoshita, Y Homma, M Hamada, T Sawa, H Naganawa, T Takeuchi J Antibiot (Tokyo). 1994 Nov;47(11):1266-72. doi: 10.7164/antibiotics.47.1266.
A new antibiotic, aldecalmycin, has been discovered in the culture broth of Streptomyces sp. MJ147-72F6. Aldecalmycin was purified by solvent extraction, Diaion HP-20 chromatography, silica gel chromatography, Sephadex LH-20 chromatography, HPLC and centrifugal partition chromatography. The 1H and 13C NMR spectra of aldecalmycin showed the presence of keto-enol tautomers. Aldecalmycin is equipotent in inhibiting the growth of sensitive and methicillin-resistant Staphylococcus aureus (MRSA).
2. Aldecalmycin, a new antimicrobial antibiotic from Streptomyces. III. Determination of absolute configuration
R Sawa, Y Takahashi, H Nakamura, K T Nakamura, H Naganawa, T Takeuchi J Antibiot (Tokyo). 1994 Nov;47(11):1280-3. doi: 10.7164/antibiotics.47.1280.
The planar structure of aldecalmycin (1) had been determined in the previous paper, together with the conformations of the substituted trans decalin ring having one double bond and the sugar: beta-glucopyranoside type. The absolute configuration of 1 was a following problem to be solved. X-Ray crystallographic analysis of crystalline 4'-6'-O-benzylidenedihydroaldecalmycin (4) revealed the relative configuration. On the other hand, the stereoisomerism of the sugar was determined to be D by the optical rotation value of tetra-O-acetyl-alpha-methylglucopyranoside derived from 1. These results established the absolute configuration of 1.
3. Aldecalmycin, a new antimicrobial antibiotic from Streptomyces. II. Structure elucidation by NMR studies
R Sawa, Y Takahashi, T Sawa, H Naganawa, T Takeuchi J Antibiot (Tokyo). 1994 Nov;47(11):1273-9. doi: 10.7164/antibiotics.47.1273.
A new antibiotic, aldecalmycin (1) was isolated from the culture broth of Streptomyces sp. MJ147-72F6. The 1H and 13C NMR spectra of 1 were complicated due to the presence of a beta-ketoaldehyde moiety. Therefore, 1 was converted into an ethylene ketal derivative (2) and into a dihydroaldecalmycin (3). These derivatives gave assignable NMR spectra. The planar structure was elucidated by using 1H-1H COSY, 2D-HOHAHA, 1H-13C COSY and HMBC spectra of 2. The conformation of the decalin ring was elucidated by using ID-HOHAHA, NOE difference and NOESY spectra of 3. The geometry of double bond in the side chain was determined by NOE difference and NOESY spectra of 3.

Bio Calculators

  • Solution Dilution Calculator
  • Molecular Weight Calculator
  • Molarity Calculator
Stock concentration: *
Desired final volume: *
Desired concentration: *

L

* 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

Calculate
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
g/mol
g

Recently viewed products

Furaneol | Monensin B | Aldecalmycin

Online Inquiry

USA

  • International : 
    US & Canada (Toll free):
  • Fax:
  • Email:

UK

  • Tel:
  • Email:

Copyright © 2025 BOC Sciences. All rights reserved.

cartIcon
Inquiry Basket
Loading ......
Delete selectedGo to checkout