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Sigma-Aldrich

Coenzyme Q9

≥96.0% (HPLC)

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Synonym(s):
Q-9, Ubiquinone-45, Ubiquinone-9
Empirical Formula (Hill Notation):
C54H82O4
CAS Number:
303-97-9
Molecular Weight:
795.23
Beilstein:
1900081
MDL number:
MFCD00056635
UNSPSC Code:
12352204
PubChem Substance ID:
57648260
NACRES:
NA.51

Quality Level

100

Assay

≥96.0% (HPLC)

form

powder

application(s)

cell analysis

storage temp.

−20°C

SMILES string

COC1=C(OC)C(=O)C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(\C)C)=C(C)C1=O

InChI

1S/C54H82O4/c1-40(2)22-14-23-41(3)24-15-25-42(4)26-16-27-43(5)28-17-29-44(6)30-18-31-45(7)32-19-33-46(8)34-20-35-47(9)36-21-37-48(10)38-39-50-49(11)51(55)53(57-12)54(58-13)52(50)56/h22,24,26,28,30,32,34,36,38H,14-21,23,25,27,29,31,33,35,37,39H2,1-13H3/b41-24+,42-26+,43-28+,44-30+,45-32+,46-34+,47-36+,48-38+

InChI key

UUGXJSBPSRROMU-WJNLUYJISA-N

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General description

Coenzyme Q9 (Ubiquinone-9; Ubi-9) is a 9 isoprenyl group member of a family of ubiquinones that share a quinine chemical group but differ in the number of isoprenyl chemical subunits in their tail. The CoQ compounds are lipid soluble components of cell membranes.

Application

Coenzyme Q9 (Ubiquinone-9; Ubi-9) may be used in the study of ubiquinones in vivo and in vitro. Coenzyme Q9 may be used as a reference compound in analytic procedures that monitor specific ubiquinone levels under various physiological and pathological conditions and in food-stocks.
Coenzyme Q9 has been used to investigate its interference in the detection of coenzyme Q10 (CoQ10) by fluorescent spectrophotometer (FS-ECA). It has also been used as an analyte in chromatographic analysis of different biological samples that correspond to different genetic conditions.

Biochem/physiol Actions

The coenzyme Q (CoQ) can perform multiple functions such as electron and proton transport. CoQ9 performs similar functions to CoQ10 as the native CoQ in Caenorhabditis elegans. CoQ9 as well as other CoQ molecules may have an impact on cell life-span and these molecules are seeing increase usage in such studies.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

An efficient electron and proton translocator in liposome systems; Prevents the appearance of adriamycin®-associated cardiotoxic phenomena in mice and rabbits.

Legal Information

Adriamycin is a registered trademark of RDF Pharmacia & Upjohn S.P.A.

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Adriamycin associated cardiotoxicity: research on prevention with coenzyme Q.
C Bertazzoli et al.
Pharmacological research communications, 9(3), 235-250 (1977-03-01)
A rapid and non-invasive fluorescence method for quantifying coenzyme Q10 in blood and urine in clinical analysis
Fei X, et al.
Journal of Clinical Laboratory Analysis, e23130-e23130 (2019)
Carmen Venegas et al.
Journal of agricultural and food chemistry, 59(22), 12102-12108 (2011-10-20)
Virgin argan oil possesses high antioxidant capacity (AC), which may be partially explained by its high content in antioxidant molecules such as polyphenols and tocopherols. However, the content in other antioxidant molecules, for example, coenzyme Q10 (CoQ(10)), coenzyme Q9 (CoQ(9))
Yuzuru Akamatsu
Proceedings of the Japan Academy. Series B, Physical and biological sciences, 88(10), 536-553 (2012-12-12)
By using "our devised up-to-the-second technique" over 30 years ago, we succeeded in the first isolation in the world of the three different kinds of mammalian cell mutants defective in the biosynthesis on each of phosphatidylserine (PS), cardiolipin (CL) and
13 C-isotope-based protocol for prenyl lipid metabolic analysis in zebrafish embryos
Mugoni V, et al.
Nature Protocols, 8(12), 2337-2337 (2013)
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