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SMB00010

Sigma-Aldrich

Albocycline

≥95% (LC/MS-ELSD)

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
MDL number:
MFCD01674465
UNSPSC Code:
12352205
PubChem Substance ID:
329824669
NACRES:
NA.25

Assay

≥95% (LC/MS-ELSD)

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°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

Related Categories

General description

Natural product derived from fungal source.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

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

Certificates of Analysis (COA)

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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)
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.
Biosynthesis of albocycline: origin of the carbon skeleton.
A Taddei et al.
The Journal of antibiotics, 50(6), 526-528 (1997-06-01)
A new inhibitor of melanogenesis, albocycline K3, produced by Streptomyces sp. OH-3984.
S Takamatsu et al.
The Journal of antibiotics, 49(5), 485-486 (1996-05-01)
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
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