Gibberellin A4 - ≥90% , CAS No.468-44-0

CAS: 468-44-0 Cat. No.: G135838 Molecular Weight: 332.39 EC Number: 207-406-9

GRADE & PURITY ≥90%

Synonyms

2',6'-Pipecoloxylidide, 1-methyl-, (+)- | (1S,2S,4aR,4bR,7S,9aR,10S,10aR)-2-Hydroxy-1-methyl-8-methylene-13-oxododecahydro-4a,1-(epoxymethano)-7,9a-methanobenzo[a]azulene-10-carboxylic acid | 2beta,4a-dihydroxy-1-methyl-8-methylene-4aalpha,4bbeta-gibbane-

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Application：
Used for its stimulating effect on cell division and cell elongation, seed germination and flowering in long day plants

Specifications

Synonyms

2', 6'-Pipecoloxylidide, 1-methyl-, (+)- | (1S, 2S, 4aR, 4bR, 7S, 9aR, 10S, 10aR)-2-Hydroxy-1-methyl-8-methylene-13-oxododecahydro-4a, 1-(epoxymethano)-7, 9a-methanobenzo[a]azulene-10-carboxylic acid | 2beta, 4a-dihydroxy-1-methyl-8-methylene-4aalpha, 4bbeta-gibbane-

Specifications & Purity

≥90%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥90%

Names and Identifiers

• Pubchem Sid: 488186682
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488186682
• Canonical Smiles: CC12C(CCC3(C1C(C45C3CCC(C4)C(=C)C5)C(=O)O)OC2=O)O
• IUPAC Name: (1R,2R,5R,8R,9S,10R,11S,12S)-12-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadecane-9-carboxylic acid
• InChIKey: RSQSQJNRHICNNH-NFMPGMCNSA-N
• INCHI: 1S/C19H24O5/c1-9-7-18-8-10(9)3-4-11(18)19-6-5-12(20)17(2,16(23)24-19)14(19)13(18)15(21)22/h10-14,20H,1,3-8H2,2H3,(H,21,22)/t10-,11-,12+,13-,14-,17-,18+,19-/m1/s1
• Isomeric SMILES: C[C@@]12[C@H](CC[C@@]3([C@@H]1[C@@H]([C@]45[C@H]3CC[C@H](C4)C(=C)C5)C(=O)O)OC2=O)O
• WGK Germany: 3
• Molecular Weight: 332.39
• Reaxy-Rn: 14455050
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=14455050&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Prenol lipids
      • Subclass Diterpenoids
        • Level5 Gibberellins
          • Level6 C19-gibberellins
            • Level7 C19-gibberellin 6-carboxylic acids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Diterpenoids
• Intermediate Tree Nodes: Gibberellins - C19-gibberellins
• Direct Parent: C19-gibberellin 6-carboxylic acids
• Alternative Parents: Diterpene lactones Oxepanes Gamma butyrolactones Dicarboxylic acids and derivatives Tetrahydrofurans Secondary alcohols Cyclic alcohols and derivatives Carboxylic acid esters Oxacyclic compounds Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: 20-norgibberellane-6-carboxylic acid - Diterpene lactone - Caprolactone - Oxepane - Dicarboxylic acid or derivatives - Gamma butyrolactone - Cyclic alcohol - Tetrahydrofuran - Carboxylic acid ester - Lactone - Secondary alcohol - Organoheterocyclic compound - Oxacycle - Carboxylic acid - Carboxylic acid derivative - Hydrocarbon derivative - Organic oxide - Alcohol - Carbonyl group - Organooxygen compound - Organic oxygen compound - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as c19-gibberellin 6-carboxylic acids. These are c19-gibberellins with a carboxyl group at the 6-position.
• External Descriptors: Gibberellins

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in methanol or ethanol. Also soluble in aqueous sodium bicarbonate or sodium acetate
• Boil Point(°C): 574 °C
• Molecular Weight: 332.400 g/mol
• XLogP3: 1.700
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 332.162 Da
• Monoisotopic Mass: 332.162 Da
• Topological Polar Surface Area: 83.800 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 685.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 8
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Lian-Ming ZHANG, Xiao-Ping WEI, Yan-Xi WEI, Jian-Ping LI, Ying ZENG.  (2014)  Determination of Trace Gibberellin A3 by Magnetic Self-assembly Molecularly Imprinted Electrochemical Sensor.  CHINESE JOURNAL OF ANALYTICAL CHEMISTRY,      [PMID:] [10.1016/S1872-2040(14)60780-5]