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Merck
CN

SML1448

Cycloastragenol

≥98% (HPLC)

Synonym(s):

Astramembrangenin, Cyclosieversigenin, Cyclosiversigenin, GRN510, TAT2, (3β,6α,16β,20R,24S)-20,24-Epoxy-9,19-cyclolanostane-3,6,16,25-tetrol, Cyclogalegigenin

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About This Item

Empirical Formula (Hill Notation):
C30H50O5
CAS Number:
78574-94-4
Molecular Weight:
490.72
NACRES:
NA.77
PubChem Substance ID:
329825888
UNSPSC Code:
12352200
MDL number:
MFCD24849201
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100

Key Documents

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InChI

1S/C30H50O5/c1-24(2)20(33)8-11-30-16-29(30)13-12-26(5)23(28(7)10-9-21(35-28)25(3,4)34)18(32)15-27(26,6)19(29)14-17(31)22(24)30/h17-23,31-34H,8-16H2,1-7H3/t17-,18-,19-,20-,21-,22-,23-,26+,27-,28+,29-,30+/m0/s1

SMILES string

C[C@]1(O[C@H](C(O)(C)C)CC1)[C@@]2([H])[C@@H](O)C[C@@]3(C)[C@]4([H])C[C@H](O)[C@@]5([H])C(C)(C)[C@@H](O)CC[C@]5(C6)[C@]46CC[C@@]32C

InChI key

WENNXORDXYGDTP-UOUCMYEWSA-N

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D +45 to +60°, c = 1 in methanol

color

white to beige

solubility

DMSO: 10 mg/mL, clear

storage temp.

2-8°C

Quality Level

100

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General description

Cycloastragenol is isolated from Astragalus species.

Biochem/physiol Actions

Cycloastragenol is an aglycone of astragaloside IV isolated from Astragalus species that exhibits anti-inflammatory properties and promotes and wound gap closure. Cycloastragenol enhances the antiviral response in human CD8+ T-lymphocytes. Cycloastragenol induces telomerase activity and induces CREB (cAMP response element binding) activation in human neonatal keratinocytes, PC12 cells, and primary neurons.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000478102
0000478102
0000424227
0000424227
0000303386

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Claude Jourdan Le Saux et al.
PloS one, 8(3), e58423-e58423 (2013-03-22)
The emergence of diseases associated with telomere dysfunction, including AIDS, aplastic anemia and pulmonary fibrosis, has bolstered interest in telomerase activators. We report identification of a new small molecule activator, GRN510, with activity ex vivo and in vivo. Using a
Fanny C F Ip et al.
Neuro-Signals, 22(1), 52-63 (2014-08-07)
Cycloastragenol (CAG) is an aglycone of astragaloside IV. It was first identified when screening Astragalus membranaceus extracts for active ingredients with antiaging properties. The present study demonstrates that CAG stimulates telomerase activity and cell proliferation in human neonatal keratinocytes. In
Steven Russell Fauce et al.
Journal of immunology (Baltimore, Md. : 1950), 181(10), 7400-7406 (2008-11-05)
Telomerase reverse transcribes telomere DNA onto the ends of linear chromosomes and retards cellular aging. In contrast to most normal somatic cells, which show little or no telomerase activity, immune cells up-regulate telomerase in concert with activation. Nevertheless, during aging

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