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SMB00287

Formycin A

Name: Formycin A
Brand: SIGMA

from Streptomyces kaniharaensis, ≥98% (HPLC)

Synonym(s):

1-C-(7-Amino-1H-pyrazolo[4,3-d]pyrimidin-3-yl)-1,4-anhydro-(1S)-D-Ribitol, 7-Amino-3-(β-D-ribofuranosyl)-1H-pyrazolo[4,3-d]pyrimidine, 8-Aza-9-deazaadenosine, Formycin, NSC 102811

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About This Item

Empirical Formula (Hill Notation):

C₁₀H₁₃N₅O₄

CAS Number:

6742-12-7

Molecular Weight:

267.24

UNSPSC Code:

51102829

NACRES:

NA.85

PubChem Substance ID:

329824924

MDL number:

MFCD00036807

Beilstein/REAXYS Number:

624229

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Properties

biological source

Streptomyces kaniharaensis

Quality Segment

200

assay

≥98% (HPLC)

form

powder

storage condition

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

color

white to off-white

solubility

DMSO: soluble 1 mg/mL, H₂O: soluble 3 mg/mL

antibiotic activity spectrum

viruses (Antiretroviral)

mode of action

enzyme | inhibits

storage temp.

−20°C

SMILES string

Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O

InChI

1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1

InChI key

OIRDTQYFTABQOQ-KQYNXXCUSA-N

Gene Information

human ... ADORA1(134), ADORA2A(135), ADORA2B(136), ADORA3(140)

Description

General description

Chemical structure: nucleoside

Formycin A is an adenosine analog, and is cytotoxic in nature. It acts as a substrate for the human enzymes human erythrocytic adenosine deaminase and adenosine kinase.

Biochem/physiol Actions

Formycin A possess antitumor function, along with its antibacterial and antiviral activity.

Formycin A (FA) is a C-nucleoside that inhibits the E.coli enzyme purine nucleoside phosphorylase (PNP).

Formycin A (FA) is a C-nucleoside that inhibits the E.coli enzyme purine nucleoside phosphorylase (PNP). FA was found to upsurge insulin release elevated by glucose, and was also shown to inhibit 5′-Methylthioadenosine/S-adenosylhomocysteine (MTA/AdoHcy) nucleosidase, an enzyme important in the recycling of methionine. Research has shown FA is an antiretroviral agent against HIV-1, targeting reverse transcription.

Packaging

10MG

Other Notes

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

Store the product sealed at –20 °C. Under these conditions the product is stable for at least 4 years.

pictograms

GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c