NAV

Gibberellic acid

Identification

Generic Name
Gibberellic acid
DrugBank Accession Number
DB07814
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 346.3744
Monoisotopic: 346.141638436
Chemical Formula
C19H22O6
Synonyms
  • (+)-gibberellic acid
  • GA3
  • Gibberellic acid GA3
  • Gibberellin
  • Gibberellin 3
  • Gibberellin A3

Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UArylacetamide deacetylase-like 2Not AvailableHumans
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
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.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Prenol lipids
Sub Class
Diterpenoids
Direct Parent
C19-gibberellin 6-carboxylic acids
Alternative Parents
Diterpene lactones / Gamma butyrolactones / Dicarboxylic acids and derivatives / Tetrahydrofurans / Tertiary alcohols / Secondary alcohols / Cyclic alcohols and derivatives / Carboxylic acid esters / Oxacyclic compounds / Carboxylic acids
show 3 more
Substituents
20-norgibberellane-6-carboxylic acid / Alcohol / Aliphatic heteropolycyclic compound / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Carboxylic acid ester / Cyclic alcohol / Dicarboxylic acid or derivatives / Diterpene lactone
show 11 more
Molecular Framework
Aliphatic heteropolycyclic compounds
External Descriptors
organic heteropentacyclic compound, lactone, C19-gibberellin, gibberellin monocarboxylic acid (CHEBI:28833) / Gibberellins, Pesticides (C01699) / Gibberellins (LMPR0104170002)
Affected organisms
Not Available

Chemical Identifiers

UNII
BU0A7MWB6L
CAS number
77-06-5
InChI Key
IXORZMNAPKEEDV-OBDJNFEBSA-N
InChI
InChI=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
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
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

References

General References
Not Available
Human Metabolome Database
HMDB0003559
KEGG Compound
C01699
PubChem Compound
439551
PubChem Substance
99444285
ChemSpider
6223
ChEBI
28833
ChEMBL
CHEMBL1232952
ZINC
ZINC000003860467
PDBe Ligand
GA3
Wikipedia
Gibberellic_acid
PDB Entries
2zsh / 3ed1 / 4psb / 4q0k

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility1.95 mg/mLALOGPS
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 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity86.42 m3·mol-1ChemAxon
Polarizability23.92 Å3ChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9356
Blood Brain Barrier+0.7665
Caco-2 permeable+0.5079
P-glycoprotein substrateSubstrate0.7635
P-glycoprotein inhibitor INon-inhibitor0.7954
P-glycoprotein inhibitor IINon-inhibitor0.9753
Renal organic cation transporterNon-inhibitor0.7797
CYP450 2C9 substrateNon-substrate0.7925
CYP450 2D6 substrateNon-substrate0.8824
CYP450 3A4 substrateSubstrate0.6167
CYP450 1A2 substrateNon-inhibitor0.9045
CYP450 2C9 inhibitorNon-inhibitor0.9071
CYP450 2D6 inhibitorNon-inhibitor0.9417
CYP450 2C19 inhibitorNon-inhibitor0.9026
CYP450 3A4 inhibitorNon-inhibitor0.8404
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9518
Ames testNon AMES toxic0.9133
CarcinogenicityNon-carcinogens0.965
BiodegradationNot ready biodegradable0.9822
Rat acute toxicity1.7712 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9133
hERG inhibition (predictor II)Non-inhibitor0.8341
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
GC-MS Spectrum - GC-MS (3 TMS)GC-MSsplash10-06r7-1962110000-9177c556fa6efad1c774
GC-MS Spectrum - GC-MS (3 TMS)GC-MSsplash10-06r6-1962210000-a42d3ddb71fce133830e
GC-MS Spectrum - GC-MSGC-MSsplash10-067l-0963100000-6f900069528062a9617d
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
MS/MS Spectrum - DI-ESI-qTof , NegativeLC-MS/MSNot Available
MS/MS Spectrum - DI-ESI-qTof , PositiveLC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0005-0039000000-50b6ebc557b9ada50d23
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0076-1592000000-08bd6776369f44c15040
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-006x-1971000000-4e30b067ec25f0d63da2
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-000i-0093000000-d1f3b7e68a1b78bbf2f4
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-000i-0092000000-196f2c32602b9c5f73ba
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-0002-0019000000-39a25c8c230a57aedc68
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-0002-0019000000-206c614d4a7293c7afcd
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-000i-0091000000-e7b5a66ef5dbd698c22a
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-000i-0091000000-c7e1532d564d2bd5045c
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-004r-0069000000-46593ed0c0579cd9c345
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-004r-0069000000-bf21fc973b2bd1baa853

Targets

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Details1. Arylacetamide deacetylase-like 2
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Carboxylic ester hydrolase activity
Specific Function
Not Available
Gene Name
AADACL2
Uniprot ID
Q6P093
Uniprot Name
Arylacetamide deacetylase-like 2
Molecular Weight
46099.02 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]

Drug created at September 15, 2010 21:26 / Updated at June 12, 2020 16:52