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Details

Stereochemistry ABSOLUTE
Molecular Formula C19H22O6
Molecular Weight 346.3744
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GIBBERELLIC ACID

SMILES

[H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(O)=O)[C@]4([H])[C@@]5(C)[C@@H](O)C=C[C@@]24OC5=O

InChI

InChIKey=IXORZMNAPKEEDV-OBDJNFEBSA-N
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

HIDE SMILES / InChI

Molecular Formula C19H22O6
Molecular Weight 346.3744
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 7 / 8
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: Description was created based on several sources, including http://www.rarexoticseeds.com/en/gibberellic-acid-powder-ga3-90.html http://www.lifesciencesite.com/lsj/life0803/060_6326life0803_373_383.pdf

Gibberellic acid was first discovered in Japan in 1935 as a result of the study of a condition common in rice plants called "foolish seedling" disease, which caused the plants to grow much taller than normal. The effects of gibberellins weren't widely understood until years later. Gibberellic acid, GA3 is a naturally occurring plant hormone that regulates the growth of plants, including triggering seed germination. Gibberellic Acid is not manufactured; it's a natural product extracted from the Gibberella fujikuroi fungus. There are over 100 known forms of gibberellic acid; GA3 is the most effective. Gibberellic acid (GA3) is used extensively in Egypt and other countries, to increase the growth of many fruits (such as strawberries and grapes) and vegetables (such as tomatoes, cabbages and cauliflower). Carcinogenic effect of Gibberellic acid has being demonstrated in several studies. Gibberellic acid increased the activity of testicular 3β-HSD and 17β-HSD and elevated testosterone content in rats, acting as an agonist of steroidogenesis in male rats. Gibberellic acid has being suggested to promote ulcer-healing, healing of surgical wounds or open fractures and treatment of bronchitis or thrombophlebitis in animals including humans.

CNS Activity

Curator's Comment: shown in rats

Originator

Curator's Comment: Gibberellic acid was first discovered in Japan in 1935

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown

Sample Use Guides

In Vivo Use Guide
Rats:100 - 200 ppm of Gibberellic acid daily in drinking tap water for eight weeks, Gibberellic acid amount of each rat was about 3± 0.3mg - 6± 0.6 mg per
Route of Administration: Oral
150 ug of gibberellic acid increased the levels of StAR protein and ABP in the rat testis
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:04:47 UTC 2023
Edited
by admin
on Fri Dec 15 15:04:47 UTC 2023
Record UNII
BU0A7MWB6L
Record Status Validated (UNII)
Record Version
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Name Type Language
GIBBERELLIC ACID
FCC   HSDB   INCI   ISO   MI   USP-RS  
INCI  
Official Name English
GIBB-3-ENE-1,10-DICARBOXYLIC ACID, 2,4A,7-TRIHYDROXY-1-METHYL-8-METHYLENE-, 1,4A-LACTONE, (1.ALPHA.,2.BETA.,4A.ALPHA.,4B.BETA.,10.BETA.)-
Common Name English
NSC-14190
Code English
GIBBERELLIC ACID [MI]
Common Name English
(1.ALPHA.,2.BETA.,4A.ALPHA.,4B.BETA.,10.BETA.)-2,4A,7-TRIHYDROXY-1-METHYL-8-METHYLENEGIBB-3-ENE-1,10-DICARBOXYLIC ACID 1,4A-LACTONE
Common Name English
2,4.ALPHA.,7-TRIHYDROXY-1-METHYL-8-METHYLENEGIBB-3-ENE-1,10-DICARBOXYLIC ACID 1,4-.ALPHA.-LACTONE
Common Name English
GIBBERELLIC ACID [ISO]
Common Name English
GIBBERELLIC ACID [HSDB]
Common Name English
GIBBERELLIC ACID [INCI]
Common Name English
(3S,3AS,4S,4AS,6S,8AR,8BR,11S)-6,11-DIHYDROXY-3-METHYL-12-METHYLENE-2-OXO-4A,6-ETHANO-3,8B-PROP-1-ENOPERHYDROINDENO(1,2-B)FURAN-4-CARBOXYLIC ACID
Common Name English
GIBBERELLIC ACID [USP-RS]
Common Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 43801
Created by admin on Fri Dec 15 15:04:47 UTC 2023 , Edited by admin on Fri Dec 15 15:04:47 UTC 2023
CFR 21 CFR 172.725
Created by admin on Fri Dec 15 15:04:47 UTC 2023 , Edited by admin on Fri Dec 15 15:04:47 UTC 2023
Code System Code Type Description
MESH
C007842
Created by admin on Fri Dec 15 15:04:47 UTC 2023 , Edited by admin on Fri Dec 15 15:04:47 UTC 2023
PRIMARY
WIKIPEDIA
GIBBERELLIC ACID
Created by admin on Fri Dec 15 15:04:47 UTC 2023 , Edited by admin on Fri Dec 15 15:04:47 UTC 2023
PRIMARY
HSDB
712
Created by admin on Fri Dec 15 15:04:47 UTC 2023 , Edited by admin on Fri Dec 15 15:04:47 UTC 2023
PRIMARY
FDA UNII
BU0A7MWB6L
Created by admin on Fri Dec 15 15:04:47 UTC 2023 , Edited by admin on Fri Dec 15 15:04:47 UTC 2023
PRIMARY
CHEBI
28833
Created by admin on Fri Dec 15 15:04:47 UTC 2023 , Edited by admin on Fri Dec 15 15:04:47 UTC 2023
PRIMARY
MERCK INDEX
m5724
Created by admin on Fri Dec 15 15:04:47 UTC 2023 , Edited by admin on Fri Dec 15 15:04:47 UTC 2023
PRIMARY Merck Index
PUBCHEM
6466
Created by admin on Fri Dec 15 15:04:47 UTC 2023 , Edited by admin on Fri Dec 15 15:04:47 UTC 2023
PRIMARY
CAS
77-06-5
Created by admin on Fri Dec 15 15:04:47 UTC 2023 , Edited by admin on Fri Dec 15 15:04:47 UTC 2023
PRIMARY
ALANWOOD
gibberellic acid
Created by admin on Fri Dec 15 15:04:47 UTC 2023 , Edited by admin on Fri Dec 15 15:04:47 UTC 2023
PRIMARY
DRUG BANK
DB07814
Created by admin on Fri Dec 15 15:04:47 UTC 2023 , Edited by admin on Fri Dec 15 15:04:47 UTC 2023
PRIMARY
EPA CompTox
DTXSID0020656
Created by admin on Fri Dec 15 15:04:47 UTC 2023 , Edited by admin on Fri Dec 15 15:04:47 UTC 2023
PRIMARY
ECHA (EC/EINECS)
201-001-0
Created by admin on Fri Dec 15 15:04:47 UTC 2023 , Edited by admin on Fri Dec 15 15:04:47 UTC 2023
PRIMARY
NSC
14190
Created by admin on Fri Dec 15 15:04:47 UTC 2023 , Edited by admin on Fri Dec 15 15:04:47 UTC 2023
PRIMARY
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