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Merck

437725

Lipoxin A4, 15-epi

Lipoxin A4, 15-epi, CAS 171030-11-8, is an epimeric lipoxin A4 (Cat. No. 437720) analog that is more potent and metabolically stable than LXA4.

Synonym(s):

Lipoxin A4, 15-epi, LXA4-15-epi, 15( R)-LXA4, Aspirin-triggered LXA4, (5 S,6 R,15 R)-5,6,15-Trihydroxy-7,9,13- trans-11- cis-eicosatetraenoic acid, LXA4-15-epi, 15(R)-LXA4, Aspirin-triggered LXA4, (5S,6R,15R)-5,6,15-Trihydroxy-7,9,13-trans-11-cis-eicosatetraenoic acid

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About This Item

Empirical Formula (Hill Notation):
C20H32O5
CAS Number:
171030-11-8
Molecular Weight:
352.47
MDL number:
MFCD02259382
UNSPSC Code:
12352211
NACRES:
NA.77

Key Documents

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Product Name

Lipoxin A4, 15-epi, Lipoxin A4, 15-epi, CAS 171030-11-8, is an epimeric lipoxin A4 (Cat. No. 437720) analog that is more potent and metabolically stable than LXA4.

SMILES string

OC(C(O)\C=C\C=C\C=C\C=C\C(O)CCCCC)CCCC(=O)O

InChI

1S/C20H32O5/c1-2-3-8-12-17(21)13-9-6-4-5-7-10-14-18(22)19(23)15-11-16-20(24)25/h4-7,9-10,13-14,17-19,21-23H,2-3,8,11-12,15-16H2,1H3,(H,24,25)/b6-4+,7-5+,13-9+,14-10+

InChI key

IXAQOQZEOGMIQS-CRSXNMAESA-N

assay

≥98% (HPLC)

form

liquid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
desiccated (hygroscopic)
protect from light

shipped in

wet ice

storage temp.

−70°C

Quality Level

100

Biochem/physiol Actions

Cell permeable: no
Primary Target
Exhibits anti-inflammatory properties
Product does not compete with ATP.
Reversible: no

Disclaimer

Toxicity: Flammable (J)

General description

A epimeric lipoxin A4 (Cat. No. 437720) analog that is more potent and metabolically stable than LXA4. Exhibits anti-inflammatory properties and serves as a "stop signal" to excessive leukocyte trafficking/infiltration. Blocks TNF-α-induced IL-8 release in human enterocyte. It is also an important modulator of the many pharmacological actions caused by aspirin.
An epimeric lipoxin A4 (Cat. No. 437720) analog that is more potent and metabolically stable than LXA4. Exhibits anti-inflammatory properties and serves as a "stop signal" to excessive leukocyte trafficking/infiltration. Reported to block TNF-α-induced IL-8 release in human enterocytes. Also reported to be an important modulator of the pharmacological actions of aspirin.



Caution! Product contains volatile liquid; keep cold at all times.
Caution! Product contains volatile liquid. Keep product cold at all times.

Other Notes

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.
Wallace, J.L., and Fiorucci, S. 2003. Trends Pharmacol. Sci.24, 323.
Filep, J.G., et al. 2002. Adv. Exp. Med. Biol.507, 223.
Titos, E., et al. 1999. Am. J. Physiol.277, C870.
Gronert, K., et al. 1998. J. Exp. Med.187, 1285.
Maddox, J.F., et al. 1997. J. Biol. Chem.272, 6972.
Claria, J., et al. 1996. Mol. Med.2, 583.
Claria, J., and Serhan, C.N. 1995. Proc. Natl. Acad. Sci. USA92, 9475.
Serhan, C.N., et al. 1995. Biochemistry34, 14609.

Packaging

Packaged under inert gas

Physical form

In Ethanol.

Preparation Note

Following initial thaw aliquot and freeze (-70°C).

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

hcodes

H225,H319

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk

WGK 1

flash_point_f

55.4 °F

flash_point_c

13 °C

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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