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468-44-0 molecular structure
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(1R,2R,5S,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

ChemBase ID: 133194
Molecular Formular: C19H24O5
Molecular Mass: 332.39086
Monoisotopic Mass: 332.16237387
SMILES and InChIs

SMILES:
C[C@@]12[C@H](CC[C@@]3([C@@H]1[C@@H]([C@]14[C@H]3CC[C@H](C1)C(=C)C4)C(=O)O)OC2=O)O
Canonical SMILES:
C=C1C[C@@]23C[C@H]1CC[C@H]3[C@@]13[C@H]([C@@H]2C(=O)O)[C@@](C)([C@H](CC1)O)C(=O)O3
InChI:
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+/m0/s1
InChIKey:
RSQSQJNRHICNNH-OZGZIUBOSA-N

Cite this record

CBID:133194 http://www.chembase.cn/molecule-133194.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(1R,2R,5S,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
IUPAC Traditional name
(1R,2R,5S,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
Synonyms
Gibberellin A4
CAS Number
468-44-0
EC Number
207-406-9
MDL Number
MFCD00133363
PubChem SID
162227471
24895150
PubChem CID
3034393

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID Price
Sigma Aldrich
G7276 external link Add to cart Please log in.
Data Source Data ID
PubChem 3034393 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 4.288334  H Acceptors
H Donor LogD (pH = 5.5) 0.32484943 
LogD (pH = 7.4) -1.4111365  Log P 1.5603198 
Molar Refractivity 84.0788 cm3 Polarizability 33.795246 Å3
Polar Surface Area 83.83 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Safety Information Product Information Bioassay(PubChem)
German water hazard class
3 expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
-20°C expand Show data source
Purity
≥90% expand Show data source
Suitability
plant cell culture tested expand Show data source
Impurities
≤5% gibberellin A7 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - G7276 external link
Application
Gibberillic acids (GA) are important plant growth hormones that promote plant cell growth and elongation. Gebberillins promote rapid stem and root growth, induce mitotic division and initiate (break dormancy) and increase seed germination rates. The gibberellins are also involved in processes such as gravitropism, tensioning and floral display.Gibberellin A3 (G1025, G7645) and A4 (G7276) may be used as supplements to plant growth media such as Murashige and Skoog media. The specific actions of A3 and A4 or combinations of Gebberellins should be determined in specific plant applications.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. G7276.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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