Gibbane-1,10-dicarboxylic acid, 4a-(hydroxymethyl)-1-methyl-8-methylene-, 1,4a-lactone, 10-methyl ester, (1α,4aα,4bβ,10β)-

• Formula: C₂₁H₂₈O₄
• Molecular weight: 344.4446
• IUPAC Standard InChI: InChI=1S/C21H28O4/c1-12-9-21-10-13(12)5-6-14(21)20-8-4-7-19(2,18(23)25-11-20)16(20)15(21)17(22)24-3/h13-16H,1,4-11H2,2-3H3 Copy

  
• IUPAC Standard InChIKey: SDNANUVFTHNCBP-UHFFFAOYSA-N Copy
• CAS Registry Number: 13744-19-9
• Chemical structure:
  This structure is also available as a 2d Mol file
• Stereoisomers:
  • GA15, Me-TMS
• Other names: 4aα,4bβ-Gibbane-1α,10β-dicarboxylic acid, 4a-(hydroxymethyl)-1-methyl-8-methylene-, 1,4a-lactone, methyl ester; Gibberellin A15, methyl ester; GA15, Me; GA15 methyl ester
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• Information on this page:
  • Gas Chromatography
  • References
  • Notes
• Other data available:
  • Mass spectrum (electron ionization)
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Gas Chromatography

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Kovats' RI, non-polar column, custom temperature program

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Van Den Dool and Kratz RI, non-polar column, custom temperature program

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Normal alkane RI, non-polar column, temperature ramp

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Normal alkane RI, non-polar column, custom temperature program

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References

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Talon M., Koornneef M., et al., 1990
Talon M.; Koornneef M.; Zeevaart J.A.D., Accumulation of C19-gibberelins in the gibbrellin-insensitive dwarf mutant gai if Arabidopsis thaliana (L.) Heynh, Planta, 1990, 182, 4, 501-505, https://doi.org/10.1007/BF02341024 . [all data]

Talon, Koornneef, et al., 1990
Talon, M.; Koornneef, M.; Zeevaart, J.A.D., Endogenous gibberellins in Arabidopsis thaliana and possible steps blocked in the biosynthetic pathways of the semidwarf ga4 and ga5 mutants, Proc. Nat. Acad. Sci. U.S.A., 1990, 87, 20, 7983-7987, https://doi.org/10.1073/pnas.87.20.7983 . [all data]

Hedden, Croker, et al., 1989
Hedden, P.; Croker, S.J.; Rademacher, W.; Jung, J., Effects of the triazole plant growth retardant BAS 111..W on gibberellin levels in oilseed rape, Brassica napus, Physiol. Plant., 1989, 75, 4, 445-451, https://doi.org/10.1111/j.1399-3054.1989.tb05607.x . [all data]

Kim, Lee, et al., 2003
Kim, S.-K.; Lee, S.-C.; Shin, D.-H.; Jang, S.-W.; Nam, J.-W.; Park, T.-S.; Lee, I.-J., Quantification of endogenous gibberellins in leaves and tubers of Chinese yam, Dioscorea opposita Thunb. cv. Tsukune during tuber enlargement, Plant Growth Regul., 2003, 39, 2, 125-130, https://doi.org/10.1023/A:1022569506883 . [all data]

Davis, Kobayashi, et al., 1999
Davis, G.; Kobayashi, M.; Phinney, B.O.; Lange, T.; Croker, S.J.; Gaskin, P.; MacMillan, J., Gibberellin biosynthesis in maize. Metabolic studies with GA₁₅, GA₂₄, GA₂₅, GA₇, and 2,3-dehydro-GA₉, Plant Physiol., 1999, 121, 3, 1037-1045, https://doi.org/10.1104/pp.121.3.1037 . [all data]

Kappers, Jordi, et al., 1997
Kappers, I.F.; Jordi, W.; Maas, F.M.; van der Plas, L.H.W., Gibberellins in leaves of Alstroemeria hybrida: identification and quantification in relation to leaf age, J. Plant Growth Regul., 1997, 16, 4, 219-225, https://doi.org/10.1007/PL00007000 . [all data]

Pearce, Koshioka, et al., 1994
Pearce, D.W.; Koshioka, M.; Pharis, R.P., Chromatography of gibberellins, J. Chromatogr. A, 1994, 658, 1, 91-122, https://doi.org/10.1016/0021-9673(94)85210-3 . [all data]

Hedden, Hoad, et al., 1993
Hedden, P.; Hoad, G.V.; Gaskin, P.; Lewis, M.J.; Green, J.R.; Furber, M.; Mander, L.N., Kaurenoids and gibberellins, including the newly characterized gibberellin A₈₈, in developing apple seeds, Phytochemistry, 1993, 32, 2, 231-237, https://doi.org/10.1016/S0031-9422(00)94973-2 . [all data]

Oyama, Yamauchi, et al., 1996
Oyama, N.; Yamauchi, T.; Yamane, H.; Yamaguchi, I.; Schraudolf, H.; Mander, L.N.; Murofushi, N., Gibberellins and antheridiogens in prothallia and sporophytes of Anemia phyllitidis, Biosci. Biotechnol. Biochem., 1996, 60, 2, 301-304, https://doi.org/10.1271/bbb.60.301 . [all data]

Yamazaki, Nishijima, et al., 2002
Yamazaki, H.; Nishijima, T.; Koshioka, M.; Miura, H., Gibberellins do no act against abscisic acid in the regulation of bulb dormancy of Allium wakegi Araki, Plant Growth Regul., 2002, 36, 3, 223-229, https://doi.org/10.1023/A:1016577529378 . [all data]

Motosugi, Nishijima, et al., 1996
Motosugi, H.; Nishijima, T.; Hiehata, N.; Koshioka, M.; Sugiura, A., Endogenous gibberellins in the xylem exudate from apple trees, Biosci. Biotechnol. Biochem., 1996, 60, 9, 1500-1502, https://doi.org/10.1271/bbb.60.1500 . [all data]

Kawaide, Sassa, et al., 1995
Kawaide, H.; Sassa, T.; Kamiya, Y., Plant-like biosynthesis of gibberellin A₁ in the fungus Phaeosphaeria Sp. L487, Phytochemistry, 1995, 39, 2, 305-310, https://doi.org/10.1016/0031-9422(95)00006-S . [all data]

Talon, Zeevaart, et al., 1991
Talon, M.; Zeevaart, J.A.D.; Gage, D.A., Identification of gibberellins in spinach and effects of light and darkness on their levels, Plant Physiol., 1991, 97, 4, 1521-1526, https://doi.org/10.1104/pp.97.4.1521 . [all data]

Notes

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• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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