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

• Formula: C₂₀H₂₆O₄
• Molecular weight: 330.4180
• IUPAC Standard InChI: InChI=1S/C20H26O4/c1-11-9-19-10-12(11)5-6-13(19)20-8-4-7-18(2,17(22)24-20)15(20)14(19)16(21)23-3/h12-15H,1,4-10H2,2-3H3 Copy

  
• IUPAC Standard InChIKey: GKRMJALKMNRHGF-UHFFFAOYSA-N Copy
• CAS Registry Number: 2112-08-5
• Chemical structure:
  This structure is also available as a 2d Mol file or as a computed 3d SD file
  The 3d structure may be viewed using Java or Javascript.
• Stereoisomers:
  • GA9, Me-TMS
• Other names: 4aα,4bβ-Gibbane-1α,10β-dicarboxylic acid, 4a-hydroxy-1-methyl-8-methylene-, 1,4a-lactone, methyl ester; Gibberellin A9 methyl ester; GA9 Me; GA9, methyl ester; Gibberelline GA9, 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.

Morvan-Bertrand, Ernstsen, et al., 2001
Morvan-Bertrand, A.; Ernstsen, A.; Lindgård, B.; Koshioka, M.; le Saos, J.; Boucaud, J.; Prud'homme, M.-P.; Junttila, O., Endogenous gibberellins in Lolium perenne and influence of defoliation on their contents in elongating leaf bases and in leaf sheaths, Physiol. Plant., 2001, 111, 2, 225-231, https://doi.org/10.1034/j.1399-3054.2001.1110214.x . [all data]

Odén, Wang, et al., 1995
Odén, P.C.; Wang, Q.; Högberg, K.-A.; Werner, M., Transport and metabolism of gibberellins in relation to flower bud differentiation in Norway spruce (Picea abies), Tree Physiol., 1995, 15, 7-8, 451-456, https://doi.org/10.1093/treephys/15.7-8.451 . [all data]

Tanno, Yokota, et al., 1992
Tanno, N.; Yokota, T.; Abe, M.; Okagami, N., Identification of endogenous gibberellins in dormant bulbils of Chinese yam, Dioscorea opposita, Plant Physiol., 1992, 100, 4, 1823-1826, https://doi.org/10.1104/pp.100.4.1823 . [all data]

Poling, 1991
Poling, S.M., Identification of endogenous gibberellins in immature navel orange fruit, J. Agric. Food Chem., 1991, 39, 4, 677-680, https://doi.org/10.1021/jf00004a010 . [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]

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]

Pearce, Hutt, et al., 2002
Pearce, D.W.; Hutt, O.E.; Rood, S.B.; Mander, L.N., Gibberellins in shoots and developing capsules of Populus species, Phytochemistry, 2002, 59, 6, 679-687, https://doi.org/10.1016/S0031-9422(02)00009-2 . [all data]

Kang, Jun, et al., 1999
Kang, H.-G.; Jun, S.-H.; Kim, J.; Kawaide, H.; Kamiya, Y.; An, G., Cloning and molecular analyses of a gibberellin 20-oxidase gene expressed specifically in developing seeds of watermelon, Plant Physiol., 1999, 121, 2, 373-382, https://doi.org/10.1104/pp.121.2.373 . [all data]

Webb, Appleford, et al., 1998
Webb, S.E.; Appleford, N.E.J.; Gaskin, P.; Lenton, J.R., Gibberellins in internodes and ears of wheat containing different dwarfing alleles, Phytochemistry, 1998, 47, 5, 671-677, https://doi.org/10.1016/S0031-9422(97)00684-5 . [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]

Ridoutt, Pharis, et al., 1995
Ridoutt, B.G.; Pharis, R.P.; Sands, R., Identification and quantification of cambial region hormones of Eucalyptus globulus, Plant Cell Physiol., 1995, 36, 6, 1143-1147. [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]

Oyama, Yamauchi, et al., 1996, 2
Oyama, N.; Yamauchi, T.; Yamane, H.; Murofushi, N.; Agatsuma, M.; Pour, M.; Mander, L.N., Identification of gibberellins and 9,15-cyclogibberellins in developing apple seeds, Biosci. Biotechnol. Biochem., 1996, 60, 2, 305-308, https://doi.org/10.1271/bbb.60.305 . [all data]

Nakayama, Koshioka, et al., 2001
Nakayama, M.; Koshioka, M.; Matsui, H.; Ohara, H.; Mander, L.N.; Leitch, S.K.; Twitchin, B.; Kraft-Klaunzer, P.; Pharis, R.P.; Yokota, T., Endogenous gibberellins in immature seeds of Prunus persica L.: identification of GA₁₁₈, GA₁₁₉, GA₁₂₀, GA₁₂₁, GA₁₂₂ and GA₁₂₆, Phytochemistry, 2001, 57, 5, 749-758, https://doi.org/10.1016/S0031-9422(01)00154-6 . [all data]

Wang, Little, et al., 1996
Wang, Q.; Little, C.H.A.; Moritz, T.; Odén, P.C., Identification of endogenous gibberellins, and metabolism of tritiated and deuterated GA₄, GA₉, and GA₂₀, in Scots pine (Pinus sylvestris) shoots, Physiol. Plant., 1996, 97, 4, 764-771, https://doi.org/10.1111/j.1399-3054.1996.tb00542.x . [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]

Koshioka, Nishijama, et al., 1995
Koshioka, M.; Nishijama, T.; Mander, L.N., Gibberellin metabolism in suspension cultured cells of Raphanus Sativus, Phytochemistry, 1995, 38, 2, 359-363, https://doi.org/10.1016/0031-9422(94)00624-3 . [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]

Nakayama, Yamane, et al., 1990
Nakayama, M.; Yamane, H.; Yokota, T.; Yamaguchi, I.; Murofushi, N.; Takahashi, N.; Nishijima, T.; Katsura, N.; Nonaka, M.; Gaskin, P.; MacMillan, J.; Mander, L.N.; Chu, A., Endogenous gibberellins in mature seed of Raphanus sativus L. cv. Taibyo-sobutori, Agric. Biol. Chem., 1990, 54, 3, 837-840, https://doi.org/10.1271/bbb1961.54.837 . [all data]

Notes

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