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Merck
CN

SMB00010

Albocycline

Synonym(s):

Albocyclin, Cineromycin-β-methylaether, Ingramycin

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About This Item

Empirical Formula (Hill Notation):
C18H28O4
CAS Number:
25129-91-3
Molecular Weight:
308.41
UNSPSC Code:
12352205
PubChem Substance ID:
329824669
NACRES:
NA.25
MDL number:
MFCD01674465

Key Documents

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SMILES string

O1[C@@H]([C@H](CC\C=C(\[C@H](\C=C\[C@](\C=C\C1=O)(O)C)OC)/C)C)C

InChI

1S/C18H28O4/c1-13-7-6-8-14(2)16(21-5)9-11-18(4,20)12-10-17(19)22-15(13)3/h8-13,15-16,20H,6-7H2,1-5H3/b11-9+,12-10+,14-8+/t13-,15+,16-,18+/m0/s1

InChI key

BYWWNDLILWPPJP-REXWONOSSA-N

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Related Categories

General description

Natural product derived from fungal source.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
122228102V
122228-102V

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R C Thomas et al.
The Journal of antibiotics, 35(12), 1658-1664 (1982-12-01)
The structure and absolute configuration of the macrolide antibiotic albocycline (1a) has been determined by X-ray crystallographic analysis on the derived p-bromobenzoate (1b). The absolute configuration of albocycline is 4R, 7S, 12S, 13R.
Albocycline- and carbomycin-type macrolides, inhibitors of human prolyl endopeptidases.
C Christner et al.
The Journal of antibiotics, 51(3), 368-371 (1998-05-20)
Robert V O'Brien et al.
The Journal of antibiotics, 67(1), 89-97 (2013-12-05)
The increasing availability of DNA sequence data offers an opportunity for identifying new assembly-line polyketide synthases (PKSs) that produce biologically active natural products. We developed an automated method to extract and consolidate all multimodular PKS sequences (including hybrid PKS/non-ribosomal peptide
Biosynthesis of albocycline: origin of the carbon skeleton.
A Taddei et al.
The Journal of antibiotics, 50(6), 526-528 (1997-06-01)
K Harada et al.
The Journal of antibiotics, 37(10), 1187-1197 (1984-10-01)
As an approach to the search for new potentially useful macrolide antibiotics, we explored the minor components of albocycline (ALB) from the culture broth of Streptomyces bruneogriseus. Eight minor components were isolated and their structures were confirmed as 1 approximately
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