GIBBERELLIC ACID & POTASSIUM GIBBERELLATE (CHEM005841)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 02:07:03 UTC
Update Date2016-11-09 01:09:37 UTC
Accession NumberCHEM005841
Identification
Common NameGIBBERELLIC ACID & POTASSIUM GIBBERELLATE
ClassSmall Molecule
DescriptionA C19-gibberellin that is a pentacyclic diterpenoid responsible for promoting growth and elongation of cells in plants. Initially identified in Gibberella fujikuroi,it differs from gibberellin A1 in the presence of a double bond between C-3 and C-4.
Contaminant Sources
  • EAFUS Chemicals
  • FooDB Chemicals
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
(+)-Gibberellic acidChEBI
GA3ChEBI
Gibberellic acidChEBI
Gibberellic acid ga3ChEBI
GibberellinChEBI
Gibberellin 3ChEBI
GibberellinsaeureChEBI
(+)-GibberellateGenerator
GibberellateGenerator
Gibberellate ga3Generator
GA(3) gibberellinMeSH
GA3 gibberellinMeSH
GibberelateHMDB
Gibberelic acidHMDB
GibberelinHMDB
GibberellinsHMDB
GibberillateHMDB
Gibberillic acidHMDB
Gibberellin A3MeSH
(+)-Gibberellin A3HMDB
GAHMDB
Gibberellin GA3HMDB
Chemical FormulaC19H22O6
Average Molecular Mass346.374 g/mol
Monoisotopic Mass346.142 g/mol
CAS Registry Number977136-81-4
IUPAC Name(1R,2R,5S,8S,9S,10R,11R,12S)-5,12-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1^{5,8}.0^{1,10}.0^{2,8}]heptadec-13-ene-9-carboxylic acid
Traditional Name(1R,2R,5S,8S,9S,10R,11R,12S)-5,12-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1^{5,8}.0^{1,10}.0^{2,8}]heptadec-13-ene-9-carboxylic acid
SMILES[H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(O)=O)[C@]1([H])[C@]3(C)[C@@H](O)C=C[C@@]21OC3=O
InChI IdentifierInChI=1S/C19H22O6/c1-9-7-17-8-18(9,24)5-3-10(17)19-6-4-11(20)16(2,15(23)25-19)13(19)12(17)14(21)22/h4,6,10-13,20,24H,1,3,5,7-8H2,2H3,(H,21,22)/t10-,11+,12-,13-,16-,17+,18+,19-/m1/s1
InChI KeyIXORZMNAPKEEDV-OBDJNFEBSA-N
Chemical Taxonomy
Description 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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassDiterpenoids
Direct ParentC19-gibberellin 6-carboxylic acids
Alternative Parents
Substituents
  • 20-norgibberellane-6-carboxylic acid
  • Diterpene lactone
  • Dicarboxylic acid or derivatives
  • Gamma butyrolactone
  • Cyclic alcohol
  • Tetrahydrofuran
  • Tertiary alcohol
  • Carboxylic acid ester
  • Secondary alcohol
  • Lactone
  • Carboxylic acid derivative
  • Carboxylic acid
  • Oxacycle
  • Organoheterocyclic compound
  • Organic oxide
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Alcohol
  • Organooxygen compound
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility1.95 g/LALOGPS
logP0.66ALOGPS
logP0.35ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)4.16ChemAxon
pKa (Strongest Basic)-0.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area104.06 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity86.42 m³·mol⁻¹ChemAxon
Polarizability36.35 ųChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-MS (3 TMS)splash10-06r7-1962110000-9177c556fa6efad1c774Spectrum
GC-MSGC-MS Spectrum - GC-MS (3 TMS)splash10-06r6-1962210000-a42d3ddb71fce133830eSpectrum
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-067l-0963100000-6f900069528062a9617dSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0pdr-5229000000-ca2cc506a5a34ba66af0Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-00b9-7531690000-6f8b76893b13c7428e22Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - DI-ESI-qTof , Negativesplash10-006x-0691000000-17b74d24c35961a24e49Spectrum
LC-MS/MSLC-MS/MS Spectrum - DI-ESI-qTof , Positivesplash10-004r-0089000000-8d300c6db336d16982a7Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0005-0039000000-50b6ebc557b9ada50d23Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0076-1592000000-08bd6776369f44c15040Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-006x-1971000000-4e30b067ec25f0d63da2Spectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-000i-0093000000-d1f3b7e68a1b78bbf2f4Spectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-000i-0092000000-196f2c32602b9c5f73baSpectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-0002-0019000000-39a25c8c230a57aedc68Spectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-0002-0019000000-206c614d4a7293c7afcdSpectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-000i-0091000000-e7b5a66ef5dbd698c22aSpectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-000i-0091000000-c7e1532d564d2bd5045cSpectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-004r-0069000000-46593ed0c0579cd9c345Spectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-004r-0069000000-bf21fc973b2bd1baa853Spectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-006x-2692000000-149d66a60d549fb2825bSpectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-0006-2930000000-e3e6971d87376cd05974Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-0002-0169000000-223cda14569af5407aa4Spectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-000f-0690000000-aa9335a970ea9ab52ed2Spectrum
LC-MS/MSLC-MS/MS Spectrum - 15V, Negativesplash10-0002-0149000000-1b52adcaf5e960cc13b3Spectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-006x-3791000000-b006d7e314cd964921a8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01t9-0029000000-dbd2761f6bef9faffa5aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03gi-0249000000-7985bca540521d6fe6b3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001r-1392000000-f0c7ffeb48b0ad103a30Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0019000000-87518c245603d07ff79cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0faj-0049000000-773fc25a8c0de9d6410dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-3291000000-5f5b232ca9fa294273f0Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB07814
HMDB IDHMDB0003559
FooDB IDFDB005727
Phenol Explorer IDNot Available
KNApSAcK IDC00000003
BiGG IDNot Available
BioCyc IDGIBBERELLIN
METLIN ID6954
PDB IDNot Available
Wikipedia LinkGibberellic_acid
Chemspider ID6223
ChEBI ID28833
PubChem Compound ID6466
Kegg Compound IDC01699
YMDB IDNot Available
ECMDB IDM2MDB005330
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=18948165
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=19815399
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=21216576
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=22044348
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=22516192
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=23076568
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=23818834
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=23857350
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=24232845
10.
11. Lischewski, Manfred; Adam, Guenter. Gibberellin compounds. Ger. (East) (1979), 10 pp.
12. Yamaki T, Takeda K: [A simple bioassay method of urinary indoleacetic acid, a cancer growth factor]. J UOEH. 1986 Mar 20;8 Suppl:297-302.