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Merck

F8014

Ferrichrome Iron-free from Ustilago sphaerogena

Synonym(s):

Deferriferrichrome

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About This Item

Empirical Formula (Hill Notation):
C27H45N9O12
CAS Number:
Molecular Weight:
687.70
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.25
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storage temp.

2-8°C

Quality Level

SMILES string

C\C(CC(O)=O)=C/C1=[O][Fe]2345ON1CCCC6NC(=O)CNC(=O)C(CO)NC(=O)C(CO)NC(=O)C(CCCN(O2)C(\C=C(\C)CC(O)=O)=[O]3)NC(=O)C(CCCN(O4)C(\C=C(/C)CC(O)=O)=[O]5)NC6=O

InChI

1S/C27H45N9O12/c1-16(37)34(46)10-4-7-19-25(43)30-14-23(41)28-13-22(40)29-15-24(42)31-20(8-5-11-35(47)17(2)38)26(44)33-21(27(45)32-19)9-6-12-36(48)18(3)39/h19-21,46-48H,4-15H2,1-3H3,(H,28,41)(H,29,40)(H,30,43)(H,31,42)(H,32,45)(H,33,44)/t19-,20-,21-/m0/s1

InChI key

ZFDAUYPBCXMSBF-ACRUOGEOSA-N

Biochem/physiol Actions

Growth-promoting iron chelator


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Takuya Iwama et al.
Cancer cell international, 21(1), 21-21 (2021-01-08)
Colorectal cancers develop through several pathways, including the adenoma-carcinoma sequence and colitis-associated carcinogenesis. An altered intestinal microflora has been reported to be associated with the development and progression of colorectal cancer via these pathways. We identified Lactobacillus casei-derived ferrichrome as
Microbial iron compounds.
J B Neilands
Annual review of biochemistry, 50, 715-731 (1981-01-01)
K L Constantine et al.
Biopolymers, 30(3-4), 239-256 (1990-01-01)
We have applied computational procedures that utilize nmr data to model the solution conformation of ferrichrome, a rigid microbial iron transport cyclohexapeptide of known x-ray crystallographic structure [D. van der Helm et al. (1980) J. Am. Chem. Soc. 102, 4224-4231].



Global Trade Item Number

SKUGTIN
F8014-1MG04061826674802
F8014-5MG04061832862163