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8-Oxoguanine

8-Oxoguanine structure

8-Oxoguanine 

structure
  • CAS No:

    5614-64-2

  • Formula:

    C5H5N5O2

  • Chemical Name:

    8-Oxoguanine

  • Synonyms:

    1H-Purine-6,8-dione,2-amino-7,9-dihydro-;Purine-6,8(1H,9H)-dione,2-amino-;Purine-6,8-diol,2-amino-;2-Amino-7,9-dihydro-1H-purine-6,8-dione;8-Hydroxyguanine;2-Amino-6,8-dihydroxypurine;8-Oxoguanine;8-Oxo-7,8-dihydroguanine;7,8-Dihydro-8-oxoguanine;NSC 22720;2-Amino-8-hydroxy-1H-purin-6(7H)-one;2-Amino-8-hydroxy-6,9-dihydro-1H-purin-6-one;2-Amino-7,9-dihydro-3H-purine-6,8-dione;14937-62-3;21823-83-6

Description

8-Hydroxyguanine is a major pre-mutagenic lesion generated from reactive oxygen species. It causes G-T and A-C substitutions.


Solid


7,8-dihydro-8-oxoguanine is an oxopurine that is guanine in which the hydrogen at position 8 is replaced by an oxo group and in which the nitrogens at positions 7 and 9 each bear a hydrogen. It derives from a guanine.

8-Oxoguanine Basic Attributes

167.128

167.13

227-035-6

22720

DTXSID10204673

2933990090

Characteristics

109

-2.2

Solid

2.49g/cm3

>400ºC dec.

327.7ºC at 760 mmHg

152ºC

2.156

Safety Information

S24/25

Xi

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

H315

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

2-amino-6,8-dihydroxypurine

8-Oxoguanine Use and Manufacturing

Involved in DNA lesion repair. 2-Amino-6,8-dihydroxypurine is an 8-oxo-guanine repair pathway coordinated by MUTYH glycosylase and DNA polymerase λ.

Computed Properties

Molecular Weight:167.13
XLogP3:-2.2
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:3
Exact Mass:167.04432442
Monoisotopic Mass:167.04432442
Topological Polar Surface Area:109
Heavy Atom Count:12
Complexity:342
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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