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586846

Sigma-Aldrich

N-Benzoyladenosine

96%

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About This Item

Empirical Formula (Hill Notation):
C17H17N5O5
CAS Number:
Molecular Weight:
371.35
Beilstein:
632501
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

96%

form

solid

optical activity

[α]20/D -49°, c = 1% in DMSO

mp

141-145 °C (lit.)

SMILES string

OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(NC(=O)c4ccccc4)ncnc23

InChI

1S/C17H17N5O5/c23-6-10-12(24)13(25)17(27-10)22-8-20-11-14(18-7-19-15(11)22)21-16(26)9-4-2-1-3-5-9/h1-5,7-8,10,12-13,17,23-25H,6H2,(H,18,19,21,26)/t10-,12-,13-,17-/m1/s1

InChI key

NZDWTKFDAUOODA-CNEMSGBDSA-N

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Chun-Lei Zhang et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 37(46), 11114-11126 (2017-10-17)
Classical and systems genetics have identified wide networks of genes associated with cognitive and neurodevelopmental diseases. In parallel to deciphering the role of each of these genes in neuronal or synaptic function, evaluating the response of neuronal and molecular networks
Kevin W-H Lo et al.
Journal of tissue engineering and regenerative medicine, 10(10), 867-875 (2014-02-05)
Small molecule-based regenerative engineering is emerging as a promising strategy for regenerating bone tissue. Small molecule cAMP analogues have been proposed as novel biofactors for bone repair and regeneration and, while promising, the effect that these small molecules have on
Marlies Schippers et al.
The Journal of pharmacology and experimental therapeutics, 363(2), 126-135 (2017-09-03)
Exchange protein activated by cAMP (Epac-1) is an important signaling mechanism for cAMP-mediated effects, yet factors that change Epac-1 levels are unknown. Such factors are relevant because it has been postulated that Epac-1 directly affects fibrogenesis. Prostaglandin E
Shuying He et al.
The American journal of pathology, 188(6), 1374-1388 (2018-03-27)
Epithelial-to-mesenchymal transition (EMT) is a key contributor to fibroblast activation in fibrosis of multiple organs, including the intestine. Parathyroid hormone-like hormone (PTHLH) is an important factor in renal fibrosis and regulates several processes, including EMT. Herein, we investigated the role
Estelle R Simo-Cheyou et al.
Canadian journal of physiology and pharmacology, 95(8), 928-937 (2017-05-02)
cAMP has been shown to inhibit vascular smooth muscle cell proliferation and exerts a vasculoprotective effect. An upregulation of the early growth response protein-1 (Egr-1) expression has been linked with the development of atherosclerosis and intimal hyperplasia. We have recently

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