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C7344

Cyclic adenosine diphosphate-ribose

Name: Cyclic adenosine diphosphate-ribose
Brand: SIGMA

≥90% (HPLC), from Ovotestis from sea hare, lyophilized powder

Synonym(s):

ADP-cyclo[N¹:1′′]-ribose, Cyclic ADPR, cADP-ribose, cADPR

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About This Item

Empirical Formula (Hill Notation):

C₁₅H₂₁N₅O₁₃P₂

CAS Number:

119340-53-3

Molecular Weight:

541.30

MDL number:

MFCD00214262

UNSPSC Code:

41106305

NACRES:

NA.51

Assay:

≥90% (HPLC)

Biological source:

(Ovotestis from sea hare)

Form:

lyophilized powder

Solubility:

water: 5 mg/mL, clear, colorless

Storage temp.:

−20°C

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Properties

Product Name

Cyclic adenosine diphosphate-ribose, ≥90% (HPLC), lyophilized powder

Quality Segment

200

biological source

(Ovotestis from sea hare)

assay

≥90% (HPLC)

form

lyophilized powder

solubility

water: 5 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

O[C@H]1[C@@H](O)[C@H]2O[C@@H]1COP(O)(=O)OP(O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)[n@H]4cnc5C(=N)[N@@H]2C=Nc45

InChI

1S/C15H21N5O13P2/c16-12-7-13-18-4-19(12)14-10(23)8(21)5(31-14)1-29-34(25,26)33-35(27,28)30-2-6-9(22)11(24)15(32-6)20(13)3-17-7/h3-6,8-11,14-16,21-24H,1-2H2,(H,25,26)(H,27,28)/t5-,6-,8-,9-,10-,11-,14-,15-/m1/s1

InChI key

BQOHYSXSASDCEA-KEOHHSTQSA-N

Description

Application

Cyclic adenosine diphosphate-ribose has been used to stimulate astrocytes to activate CD38 signaling. It has also been used as a supplement in buffered peptone water to recover S. enteritidis.

Cyclic adenosine diphosphate-ribose (cADPR) is an intracellular second messenger that mobilizes intracellular Ca²⁺ release from the sarcoplasmic reticulum through ryanodine receptors. CADPR is also a second messenger for glucose-induced insulin release from endocrine pancreas and for abscisic acid-induced calcium release in plants.

Biochem/physiol Actions

Mobilizes intracellular Ca²⁺; regulates Ca²⁺-induced Ca²⁺ release specifically blocked by ryanodine; second messenger for glucose-induced insulin release from the endocrine pancreas and for abscisic acid-induced calcium release in plants.

Packaging

Package size based on nucleotide content.

Physical form

Lyophilized powder

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c