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Merck

S6883

Substance P acetate salt hydrate

≥95% (HPLC), NK-1 agonist, powder

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About This Item

Empirical Formula (Hill Notation):
C63H98N18O13S · xC2H4O2 · yH2O
CAS Number:
Molecular Weight:
1347.63 (anhydrous free base basis)
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.32
Beilstein/REAXYS Number:
5153552

Product Name

Substance P acetate salt hydrate, ≥95% (HPLC), powder

SMILES string

[H]O[H].CC(O)=O.CSCC[C@H](NC(=O)[C@H](CC(C)C)NC(=O)CNC(=O)[C@@H](Cc1ccccc1)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H]3CCCN3C(=O)[C@H](CCCCN)NC(=O)[C@@H]4CCCN4C(=O)[C@@H](N)CCCNC(N)=N)C(N)=O

InChI

1S/C63H98N18O13S.C2H4O2.H2O/c1-37(2)33-45(57(89)74-41(53(68)85)27-32-95-3)73-52(84)36-72-54(86)46(34-38-15-6-4-7-16-38)78-58(90)47(35-39-17-8-5-9-18-39)79-56(88)42(23-25-50(66)82)75-55(87)43(24-26-51(67)83)76-59(91)49-22-14-31-81(49)62(94)44(20-10-11-28-64)77-60(92)48-21-13-30-80(48)61(93)40(65)19-12-29-71-63(69)70;1-2(3)4;/h4-9,15-18,37,40-49H,10-14,19-36,64-65H2,1-3H3,(H2,66,82)(H2,67,83)(H2,68,85)(H,72,86)(H,73,84)(H,74,89)(H,75,87)(H,76,91)(H,77,92)(H,78,90)(H,79,88)(H4,69,70,71);1H3,(H,3,4);1H2/t40-,41-,42-,43-,44-,45-,46?,47-,48-,49-;;/m0../s1

InChI key

VHKFRLDSEZYWAC-CIYRQLMPSA-N

assay

≥95% (HPLC)

form

powder

mol wt

1348 Da by calculation (Average Mass)

storage condition

(Keep container tightly closed in a dry and well-ventilated place.)

color

white

solubility

0.1 M acetic acid: 1 mg/mL

UniProt accession no.

storage temp.

−20°C

Quality Level

Gene Information

human ... TAC1(6863)

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Application

Substance P acetate salt hydrate has been:

  • used as a neurokinin 1 (NK1) receptor agonist for the activation of spinal nociceptive circuitry in mice
  • administered in central nucleus (ACE) in rat to study its positive reinforcing effects
  • used in competition binding assays
  • used as an inhibitor of myosin light chain kinase in isolated lymphatic vessels from rat

Biochem/physiol Actions

NK-1 agonist; potent vasodilator and hypotensive agent.
NK-1 agonist; potent vasodilator and hypotensive agent; induces salivation; increases capillary permeability; induces mast cell degranulation; putative neurotransmitter in sensory (pain) afferents.
Substance P has proinflammatory effects on epithelial and immune cells. It has been associated with inflammatory diseases related to gastrointestinal and respiratory systems. Substance P modulates contractility of smooth muscles, transport of ions in the epithelium, vascular permeability and immune functions in the gut.

General description

Research area: Cell Signaling

Substance P is a member of the tachykinin family of peptides. It is encoded by the tachykinin precursor 1 (TAC1) gene mapped to human chromosome 7q21-q22. Substance P is a small peptide produced by macrophages, lymphocytes, eosinophils, dendritic cells and nerves. It is part of the neurokinin group.

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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Positive reinforcing effects of substance P in the rat globus pallidus revealed by conditioned place preference
Kertes, E, et al.
Behavioural Brain Research, 215(1), 152-155 (2010)
The role of substance P in inflammatory disease.
O'Connor TM
Journal of Cellular Physiology, 201(2), 167-180 (2004)
Wei Wang et al.
American journal of physiology. Heart and circulatory physiology, 297(2), H726-H734 (2009-06-16)
Muscular lymphatics use both phasic and tonic contractions to transport lymph for conducting their vital functions. The molecular mechanisms regulating lymphatic muscle contractions are not well understood. Based on the well-established finding that the phosphorylation of myosin light chain 20
G F Joos et al.
Allergy, 55(4), 321-337 (2000-04-27)
The sensory neuropeptides substance P (SP) and neurokinin A (NKA) are localized to sensory airway nerves, from which they can be released by a variety of stimuli, including allergen, ozone, or inflammatory mediators. Sensory nerves containing these peptides are relatively
The effect of capsaicin on substance P expression in pulp tissue inflammation.
Caviedes-Bucheli J
International Endodontic Journal, 38(1), 30-33 (2005)

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