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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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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
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
Biosynthesis of albocycline: origin of the carbon skeleton.
A Taddei et al.
The Journal of antibiotics, 50(6), 526-528 (1997-06-01)
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.
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