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38819-10-2

38819-10-2 structure
38819-10-2 structure
  • Name: Ara-G
  • Chemical Name: 9-β-D-arabinofuranosylguanine
  • CAS Number: 38819-10-2
  • Molecular Formula: C10H13N5O5
  • Molecular Weight: 283.241
  • Catalog: Biochemical Carbohydrate Monosaccharide
  • Create Date: 2018-03-22 08:00:00
  • Modify Date: 2026-07-02 11:34:12
  • 9-β-D-Arabinofuranosylguanine is a Guanosine (HY-N0097) analog and shows high affinity for deoxyguanosine kinase (dGK) with a Km of 8.0 μM. 9-β-D-Arabinofuranosylguanine can be used for the research of T-cell lymphoblastic disease[1][2].

Name 9-β-D-arabinofuranosylguanine
Synonyms 6H-Purin-6-one, 2-amino-9-beta-D-abinofuranosyl-1,9-dihydro
6H-Purin-6-one, 2-amino-9-β-D-abinofuranosyl-1,9-dihydro
a G,aG
9-β-D-abinofuranosylguanine
1-β-D-abinofuranosylguanine
)-9,11-oxy-1,21-dihydroxy-4,16-dimethyl-19-norpregna-1,3,5-trien-20-one
aguanosine
a-Guanosine
9-Arabinoguanine
9-β-D-abinofuranosyl-2-amino-9H-purin-6-ol
9-abinofuranosylguanine
9-β-D-abinofuranosyl-1,6-dihydro-2-amino-6-oxo-9H-purine
9-beta-abinosylguanine
Nsc
2-amino-9-(beta-D-abinofuranosyl)-3,9-dihydro-6H-purin-6-o
D-abinofuranosylguanine Hydrate
)-9,11-oxy-6-fluoro-21-hydroxy-16-methyl-pregna-1,4-diene-3,20-dione
)-9,11-oxy-pregna-1,4,16-triene-3,20-dione
2-amino-9-(beta-D-abinofuranosyl)-3,9-dihydro-6H-purin-6-one
9-beta-D-abinofuranosylguanine Hydrate
2-Amino-9-((2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxyMethyl)tetrahydrofuran-2-yl)-1H-purin-6(9H)-one
abinosylguanine
9-(β-D-abinoribofuranosyl)-guanine
Guanine abinoside
a-rG
9-β-D-abinofuranosyl guanine hydrate
9-β-D-abinofuranosylguanine Hydrate >
)-9,11-oxy-6-fluoropregna-1,4,16-triene-3,20-dione
GUANINE-9-ABINOSIDE
ABINOFURANOSYL-GUANINE
abinofuranosyl-guanine a-G)
)-21-(Acetyloxy)-9,11-oxy-6-fluoro-17-hydroxy-16-methylpregna-1,4-diene-3,20-dione
)-21-(Acetyloxy)-9,11-oxy-6-fluoro-16-methyl-d3-pregna-1,4-diene-3,20-dione
methyl-pregn-4-ene-3,20-dione
GUANINE-9-ARABINOSIDE
Guanine, 9-(beta-D-abinofuranosyl)
)-10-Bromo-8,9,10,11-tetrahydrobenz[a]anthracene-8,9,11-triol
oxy-21dehydroxy Betamethasone
9-&beta
9-beta-D-arabinofuranosylguanine
)-21-(Acetyloxy)-9,11-oxy-6-fluoro-pregna-1,4,16-triene-3,20-dione
2-Amino-9-(β-D-arabinofuranosyl)-1,9-dihydro-6H-purin-6-one
Arabinosylguanine
9-arabinofuranosylguanine
9-b-D-Arabinofuranosylguanine
A-G 9-(BETA-D-ABINOFURANOSYL)-GUANINE
2-Amino-9-β-D-abinofuranosyl-9H-purine-6(1H)-one
9-(BETA-D-ABINOFURANOSYL)GUANINE //BP
abinoguanosine
a-G
oxy-17,21-dihydroxy-16&beta
9-β-D-abinofuranosylguanine Hydrate
a-G hydrate inhibitor of DNA synthesis, an antimetabolite and antineoplastic
)-9-Bromo-8,9,10,11-tetrahydrobenz[a]anthracene-8,10,11-triol-d9
)-21-(Acetyloxy)-9,11-oxypregna-1,4,16-triene-3,20-dione
a-G hydrate
2-amino-9-beta-d-abinofuranosyl-1,9-dihydro-6h-purin-6-on
9-(β-D-abinofuranosyl)guanine
ARABINOFURANOSYL-GUANINE
)-9,11-oxy-21-hydroxy-16-methyl-pregna-1,4-diene-3,20-dione
9-(BETA-D-ABINOFURANOSYL)GUANINE
9-(b-D-abinofuranosyl)guanine
6H-Purin-6-one,2-amino-9-b-D-abinofuranosyl-1,9-dihydro
9-(beta-d-abinofuranosyl)-guanin
2-Amino-9-β-D-abinofuranosyl-1,9-dihydro-6H-purin-6-one
9-β-D-Arabinofuranosylguanine Hydrate
Description 9-β-D-Arabinofuranosylguanine is a Guanosine (HY-N0097) analog and shows high affinity for deoxyguanosine kinase (dGK) with a Km of 8.0 μM. 9-β-D-Arabinofuranosylguanine can be used for the research of T-cell lymphoblastic disease[1][2].
Related Catalog
Target

Km: 8.0 μM (dGK)[2]

In Vitro 9-β-D-Arabinofuranosylguanine 通过其 5 ' -三磷酸腺苷 Ara-GTP 在细胞内的积累引起细胞毒性,Ara-GTP 抑制 DNA 聚合酶和核糖核苷酸还原酶,并入 DNA,终止 DNA 链伸长,导致细胞死亡[1][2]。 9-β-D-Arabinofuranosylguanine 对培养的 T 淋巴母细胞具有选择性毒性,因为相对于 B- 和无淋巴母细胞,它们能够积累更高水平的细胞毒性代谢物 Ara-GTP[1]。 9-β-D-Arabinofuranosylguanine (0-1000 μM; 72 h) 具有细胞毒性,对 MOLT-4、MOLT-4/Ara-G500 和 MOLT-4/Ara-G900 的 IC50 分别为 4.2、452 和 777 μM[2]。 Cell Viability Assay[2] Cell Line: MOLT-4 and Ara-G-resistant sublines: MOLT-4/Ara-G500 and MOLT-4/Ara-G900 Concentration: 0-1000 μM Incubation Time: 72 h Result: Showed cytotoxicity with IC50s of 4.2, 452 and 777 μM against MOLT-4, MOLT-4/Ara-G500 and MOLT-4/Ara-G900 cells, respectively.
References

[1]. Shewach DS, et al. Differential metabolism of 9-beta-D-arabinofuranosylguanine in human leukemic cells. Cancer Res. 1989 Dec 1;49(23):6498-502.  

[2]. Lotfi K, et al. Low level of mitochondrial deoxyguanosine kinase is the dominant factor in acquired resistance to 9-beta-D-arabinofuranosylguanine cytotoxicity. Biochem Biophys Res Commun. 2002 May 24;293(5):1489-96.  

Density 2.3±0.1 g/cm3
Boiling Point 775.9ºC at 760 mmHg
Melting Point 225°C(lit.)
Molecular Formula C10H13N5O5
Molecular Weight 283.241
Flash Point 423.1ºC
Exact Mass 283.091675
PSA 159.51000
LogP -1.72
Index of Refraction 1.955
Storage condition 2-8°C
Water Solubility DMSO: >10mg/mL

CHEMICAL IDENTIFICATION

RTECS NUMBER :
MF8301000
CHEMICAL NAME :
Guanine, 9-(beta-D-arabinofuranosyl)-
CAS REGISTRY NUMBER :
38819-10-2
LAST UPDATED :
198806
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C10-H13-N5-O5
MOLECULAR WEIGHT :
283.28
WISWESSER LINE NOTATION :
T56 BN DN FVM INJ HZ B1- BT5OTJ CQ DQ EQ -D, BETA, ARAB

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :
DNA inhibition
TEST SYSTEM :
Human Lymphocyte
DOSE/DURATION :
50 umol/L
REFERENCE :
CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut Sts., Philadelphia, PA 19106) V.1- 1941- Volume(issue)/page/year: 45,1008,1985
Hazard Codes Xn
Risk Phrases R22;R36/37/38
Safety Phrases S26
RTECS MF8301000
HS Code 2934999090
Precursor  0

DownStream  3

HS Code 2934999090
Summary 2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%
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