GIBBERELLIN A3

Identification

Name
GIBBERELLIN A3
Accession Number
DB07814
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
UNII
BU0A7MWB6L
CAS number
Not Available
Weight
Average: 346.3744
Monoisotopic: 346.141638436
Chemical Formula
C19H22O6
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[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]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(=O)O[C@]21C=C[C@]3([H])O

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UArylacetamide deacetylase-like 2Not AvailableHuman
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
Human Metabolome Database
HMDB0003559
KEGG Compound
C01699
PubChem Compound
439551
PubChem Substance
99444285
ChemSpider
6223
ChEBI
28833
ChEMBL
CHEMBL1232952
HET
GA3
PDB Entries
2zsh / 3ed1 / 4psb / 4q0k

Clinical Trials

Clinical Trials
Not Available

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
Polarizability48.43 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

Taxonomy

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 / Diterpene lactone / Dicarboxylic acid or derivatives / Gamma butyrolactone / Cyclic alcohol / Tetrahydrofuran / Tertiary alcohol / Carboxylic acid ester / Secondary alcohol / 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)

Targets

Kind
Protein
Organism
Human
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. [PubMed:10592235]

Drug created on September 15, 2010 15:26 / Updated on June 02, 2018 07:58