4aα,4bβ-Gibbane-1α,10β-dicarboxylic acid, 4a-formyl-1-methyl-8-methylene-, dimethyl ester

• Formula: C₂₂H₃₀O₅
• Molecular weight: 374.4706
• IUPAC Standard InChI: InChI=1S/C22H30O5/c1-13-10-22-11-14(13)6-7-15(22)21(12-23)9-5-8-20(2,19(25)27-4)17(21)16(22)18(24)26-3/h12,14-17H,1,5-11H2,2-4H3 Copy

  
• IUPAC Standard InChIKey: CDZKHHKZGGMPOC-UHFFFAOYSA-N Copy
• CAS Registry Number: 19427-33-9
• Chemical structure:
  This structure is also available as a 2d Mol file
• Stereoisomers:
  • GA24, Me-TMS
  • GA24 methyl ester
  • GA24, Methylated
• Other names: Dimethyl 4a-formyl-1-methyl-8-methylenegibbane-1,10-dicarboxylate, (1α,4aα,4bβ,10β)-; GA24, Me
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Mass spectrum (electron ionization)
  • Gas Chromatography
  • References
  • Notes
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Mass spectrum (electron ionization)

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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

Spectrum

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Additional Data

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.

Nakayama, Yokota, et al., 1996
Nakayama, M.; Yokota, T.; Sohma, R.; Mander, L.N.; Twitchin, B.; Komatsu, H.; Matsui, H.; Bukovac, M.J., Gibberellins in immature seed of Prunus cerasus: structure determination and synthesis of gibberellin, GA₉₅ (1,2-didehydro-GA₂₀), Phytochemistry, 1996, 42, 4, 913-920, https://doi.org/10.1016/0031-9422(96)00035-0 . [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]

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]

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, 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]

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]

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]

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

Go To: Top, Mass spectrum (electron ionization), Gas Chromatography, References

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