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Key Documents

C9275

Sigma-Aldrich

Calcium Ionophore A23187 hemicalcium salt

powder

Synonym(s):

A23187 hemicalcium salt, Antibiotic A 23187 hemicalcium salt, Calcimycin hemicalcium salt, Calimycin hemicalcium salt

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About This Item

Empirical Formula (Hill Notation):
C29H36Ca0.5N3O6
CAS Number:
Molecular Weight:
542.65
Beilstein:
6765084
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.32

sterility

non-sterile

Quality Level

form

powder

color

yellow

solubility

DMSO: soluble
ethanol: soluble

antibiotic activity spectrum

Gram-positive bacteria
fungi

Mode of action

cell membrane | interferes

storage temp.

2-8°C

SMILES string

CNc1ccc2oc(C[C@H]3O[C@@]4(CC[C@H]3C)O[C@@H]([C@H](C)C[C@H]4C)[C@H](C)C(=O)c5ccc[nH]5)nc2c1C(=O)O[Ca]OC(=O)c6c(NC)ccc7oc(C[C@H]8O[C@@]9(CC[C@H]8C)O[C@@H]([C@H](C)C[C@H]9C)[C@H](C)C(=O)c%10ccc[nH]%10)nc67

InChI

1S/2C29H37N3O6.Ca/c2*1-15-10-11-29(17(3)13-16(2)27(38-29)18(4)26(33)20-7-6-12-31-20)37-22(15)14-23-32-25-21(36-23)9-8-19(30-5)24(25)28(34)35;/h2*6-9,12,15-18,22,27,30-31H,10-11,13-14H2,1-5H3,(H,34,35);/q;;+2/p-2/t15-,16-,17-,18-,22-,27+,29?;15-,16-,17-,18-,22-,27+,29+;/m11./s1

InChI key

LAQWEYASNNRUGY-PLYBNSMSSA-L

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Application

Ionophore highly selective for Ca2+. Potentiates responses to NMDA but not quisqualate. In cell culture, stimulates nitric oxide production by calmodulin-dependent constitutive nitric oxide synthase.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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American journal of physiology. Heart and circulatory physiology, 319(6), H1482-H1495 (2020-10-17)
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Quan-Fang Zhang et al.
Frontiers in plant science, 11, 145-145 (2020-03-13)
Ceramide sphingolipids are major components of membranes. C2 and C6 ceramides induce programmed cell death (PCD) in animals and plants, and we previously showed that C2 and C6 ceramides induce PCD in rice (Oryza sativa) protoplasts. However, the mechanistic link

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