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MedKoo Cat#: 591304 | Name: AFB1-N7-guanine

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Aflatoxin B1-N7-guanine serum albumin adducts have been established as biomarkers of dietary aflatoxin exposure in epidemiological studies.

Chemical Structure

AFB1-N7-guanine
AFB1-N7-guanine
CAS#79982-94-8

Theoretical Analysis

MedKoo Cat#: 591304

Name: AFB1-N7-guanine

CAS#: 79982-94-8

Chemical Formula: C22H17N5O8

Exact Mass: 479.1077

Molecular Weight: 479.41

Elemental Analysis: C, 55.12; H, 3.57; N, 14.61; O, 26.70

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
AFB1-N7-guanine;
IUPAC/Chemical Name
Cyclopenta(c)furo(3',2':4,5)furo(2,3-h)(1)benzopyran-1,11-dione, 8-(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)-2,3,6a,8,9,9a-hexahydro-9-hydroxy-4-methoxy-, (6aS-(6aalpha,8beta,9alpha,9aalpha))-
InChi Key
GXTQFZWLCDHVQV-CKJDJMSUSA-N
InChi Code
InChI=1S/C22H17N5O8/c1-32-8-4-9-12(16-11(8)6-2-3-7(28)10(6)20(31)34-16)13-15(29)19(35-21(13)33-9)27-5-24-14-17(27)25-22(23)26-18(14)30/h4-5,13,15,19,21,29H,2-3H2,1H3,(H3,23,25,26,30)/t13-,15-,19-,21+/m1/s1
SMILES Code
O=C1CCC(C2=C(C3=C(O[C@]4([H])[C@@]3([H])[C@@H](O)[C@H](N5C=NC6=C5N=C(N)NC6=O)O4)C=C2OC)O7)=C1C7=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Solvent mg/mL mM comments
Solubility
Soluble in DMSO 0.0 100.00
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 479.41 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Sriwattanapong K, Slocum SL, Chawanthayatham S, Fedeles BI, Egner PA, Groopman JD, Satayavivad J, Croy RG, Essigmann JM. Editor's Highlight: Pregnancy Alters Aflatoxin B1 Metabolism and Increases DNA Damage in Mouse Liver. Toxicol Sci. 2017 Nov 1;160(1):173-179. doi: 10.1093/toxsci/kfx171. PubMed PMID: 28973694; PubMed Central PMCID: PMC5837592. 2: Mupunga I, Izaaks CD, Shai LJ, Katerere DR. Aflatoxin biomarkers in hair may facilitate long-term exposure studies. J Appl Toxicol. 2017 Apr;37(4):395-399. doi: 10.1002/jat.3422. Epub 2016 Dec 9. Review. PubMed PMID: 27933645. 3: Taguchi K, Takaku M, Egner PA, Morita M, Kaneko T, Mashimo T, Kensler TW, Yamamoto M. Generation of a New Model Rat: Nrf2 Knockout Rats Are Sensitive to Aflatoxin B1 Toxicity. Toxicol Sci. 2016 Jul;152(1):40-52. doi: 10.1093/toxsci/kfw065. Epub 2016 Apr 12. PubMed PMID: 27071940; PubMed Central PMCID: PMC4922541. 4: Reddy L, Odhav B, Bhoola K. Aflatoxin B1-induced toxicity in HepG2 cells inhibited by carotenoids: morphology, apoptosis and DNA damage. Biol Chem. 2006 Jan;387(1):87-93. PubMed PMID: 16497168. 5: Nayak S, Sashidhar RB, Bhat RV. Quantification and validation of enzyme immunoassay for urinary aflatoxin B1-N7-guanine adduct for biological monitoring of aflatoxins. Analyst. 2001 Feb;126(2):179-83. PubMed PMID: 11235100. 6: Ha TG, Jang JJ, Kim SG, Kim ND. 2-(Allylthio)pyrazine inhibition of aflatoxin B1-induced hepatocarcinogenesis in rats. Chem Biol Interact. 1999 Jul 1;121(2):209-22. PubMed PMID: 10418965. 7: Wang JS, Groopman JD. DNA damage by mycotoxins. Mutat Res. 1999 Mar 8;424(1-2):167-81. Review. PubMed PMID: 10064859. 8: de Oliveira CA, Germano PM. [Aflatoxins: current concepts on mechanisms of toxicity and their involvement in the etiology of hepatocellular carcinoma]. Rev Saude Publica. 1997 Aug;31(4):417-24. Review. Portuguese. PubMed PMID: 9595771. 9: Yu MW, Lien JP, Chiu YH, Santella RM, Liaw YF, Chen CJ. Effect of aflatoxin metabolism and DNA adduct formation on hepatocellular carcinoma among chronic hepatitis B carriers in Taiwan. J Hepatol. 1997 Aug;27(2):320-30. PubMed PMID: 9288607. 10: Vidyasagar T, Sujatha N, Sashidhar RB. Direct synthesis of aflatoxin B1-N7 guanine adduct: a reference standard for biological monitoring of dietary aflatoxin exposure in molecular epidemiological studies. Food Addit Contam. 1997 Jul;14(5):457-67. PubMed PMID: 9328530. 11: Macé K, Aguilar F, Wang JS, Vautravers P, Gómez-Lechón M, Gonzalez FJ, Groopman J, Harris CC, Pfeifer AM. Aflatoxin B1-induced DNA adduct formation and p53 mutations in CYP450-expressing human liver cell lines. Carcinogenesis. 1997 Jul;18(7):1291-7. PubMed PMID: 9230270. 12: Yu MW, Chiang YC, Lien JP, Chen CJ. Plasma antioxidant vitamins, chronic hepatitis B virus infection and urinary aflatoxin B1-DNA adducts in healthy males. Carcinogenesis. 1997 Jun;18(6):1189-94. PubMed PMID: 9214602. 13: Li Y, Yokoi T, Katsuki M, Wang JS, Groopman JD, Kamataki T. In vivo activation of aflatoxin B1 in C57BL/6N mice carrying a human fetus-specific CYP3A7 gene. Cancer Res. 1997 Feb 15;57(4):641-5. PubMed PMID: 9044840. 14: Yu MW, Lien JP, Liaw YF, Chen CJ. Effects of multiple risk factors for hepatocellular carcinoma on formation of aflatoxin B1-DNA adducts. Cancer Epidemiol Biomarkers Prev. 1996 Aug;5(8):613-9. PubMed PMID: 8824363. 15: Putt DA, Ding X, Coon MJ, Hollenberg PF. Metabolism of aflatoxin B1 by rabbit and rat nasal mucosa microsomes and purified cytochrome P450, including isoforms 2A10 and 2A11. Carcinogenesis. 1995 Jun;16(6):1411-7. PubMed PMID: 7788862. 16: Macé K, Gonzalez FJ, McConnell IR, Garner RC, Avanti O, Harris CC, Pfeifer AM. Activation of promutagens in a human bronchial epithelial cell line stably expressing human cytochrome P450 1A2. Mol Carcinog. 1994 Oct;11(2):65-73. PubMed PMID: 7916994. 17: Rubano DC, Teel RW, Strother A. Effect of glucose administration on hamster liver S9-mediated mutagenesis, metabolism and DNA-binding of benzo[a]pyrene and aflatoxin B1. Cancer Lett. 1990 Jul 16;52(2):123-31. PubMed PMID: 2116220. 18: Loveland PM, Wilcox JS, Pawlowski NE, Bailey GS. Metabolism and DNA binding of aflatoxicol and aflatoxin B1 in vivo and in isolated hepatocytes from rainbow trout (Salmo gairdneri). Carcinogenesis. 1987 Aug;8(8):1065-70. PubMed PMID: 3111740. 19: Irvin TR, Wogan GN. Quantitation of aflatoxin B1 adduction within the ribosomal RNA gene sequences of rat liver DNA. Proc Natl Acad Sci U S A. 1984 Feb;81(3):664-8. PubMed PMID: 6422462; PubMed Central PMCID: PMC344895. 20: Leadon SA, Zolan ME, Hanawalt PC. Restricted repair of aflatoxin B1 induced damage in alpha DNA of monkey cells. Nucleic Acids Res. 1983 Aug 25;11(16):5675-89. PubMed PMID: 6412212; PubMed Central PMCID: PMC326306.