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Antiflammin P2

HCID 159557
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Basic information

CAS
118850-72-9
Standard SMILES
CSCC[C@H](NC(=O)[C@H](CC(=O)O)NC(=O)[C@@H](N)Cc1cnc[nH]1)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CCCCN)C(=O)OC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](N)C(C)C
InChIKey
MSFJEXCKZQTGKA-KSALCKNPSA-N
Molecular formula
C46H77N13O15S
Average molar mass
1,084.2 g/mol
Monoisotopic mass
1,083.53827997

Overview

nonapeptide fragment of lipocortin I; has no phospholipase A2 inhibitory & anti-inflammatory activity; RN given refers to all (L)-isomer

Names & identifiers

Preferred name
Antiflammin P2
IUPAC
(3S)-4-[[(2S)-1-[[(2S)-4-amino-1-[[(2S)-6-amino-1-[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-amino-3-methylbutanoyl]amino]-4-methylpentanoyl]amino]-3-carboxypropanoyl]amino]-4-methylpentanoyl]oxy-1-oxohexan-2-yl]amino]-1,4-dioxobutan-2-yl]amino]-4-methylsulfanyl-1-oxobutan-2-yl]amino]-3-[[(2S)-2-amino-3-(1H-imidazol-5-yl)propanoyl]amino]-4-oxobutanoic acid
English name
ANTI-INFLAMMATORY PEPTIDE 2
Molecular formula
C46H77N13O15S
Molecular weight
1084.25

Names & synonyms

HdmnkvldlAntiflamin 2Histidyl-aspartyl-methionyl-asparaginyl-lysyl-valyl-leucyl-aspartyl-leucineHIS-ASP-MET-ASN-LYS-VAL-LEU-ASP-LEURefChem:113139118850-72-9Antiflammin P2SCHEMBL29391972(3S)-4-[[(2S)-1-[[(2S)-4-amino-1-[[(2S)-6-amino-1-[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-amino-3-methylbutanoyl]amino]-4-methylpentanoyl]amino]-3-carboxypropanoyl]amino]-4-methylpentanoyl]oxy-1-oxohexan-2-yl]amino]-1,4-dioxobutan-2-yl]amino]-4-methylsulfanyl-1-oxobutan-2-yl]amino]-3-[[(2S)-2-amino-3-(1H-imidazol-5-yl)propanoyl]amino]-4-oxobutanoic acidL-Leucine, N-(N-(N-(N-(N2-(N2-(N-(N-L-histidyl-L-alpha-aspartyl)-L-methionyl)-L-asparaginyl)-L-lysyl)-L-valyl)-L-leucyl)-L-alpha-aspartyl)-PEPTIDE 2ANTIFLAMMIN-2
Show more names
ANTIFLAMMIN P 2ANTI-INFLAMMATORY PEPTIDE 2H-HIS-ASP-MET-ASN-LYS-VAL-LEU-ASP-LEU-OHAnti-InflaMMatory Peptide 2 AntiflaMMin-2

Properties

Computed structural properties

XLogP
-6.9
Topological polar surface area
497 Ų
Hydrogen bond donors
14
Hydrogen bond acceptors
20
Rotatable bonds
38
Heavy atoms
75
Formal charge
0
Complexity
1,980

Physicochemical properties

storage temp.
20 °C · −20°C
form
Lyophilized powder
color
White to off-white
WGK Germany
3 · 3

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

wgk
3

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 1 item

Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects.

Applications

UsesAntiflammin 2 inhibits the synthesis of platelet-activating factor (PAF) with the IC50 of 100 nM[1].

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Compound notes

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ANTIFLAMMIN-2 (ANTIFLAMMIN P 2) SYNTHETI C>97%

Database identifiers

CAS
118850-72-9
PubChem CID
159557