NPs Basic Information

Name
Gibberellic acid
Molecular Formula C19H22O6
IUPAC Name*
(1R,2R,5S,8S,9S,10R,11S,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
C[C@@]12[C@H](C=C[C@@]3([C@@H]1[C@@H]([C@]45[C@H]3CC[C@](C4)(C(=C)C5)O)C(=O)O)OC2=O)O
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
InChIKey
IXORZMNAPKEEDV-OBDJNFEBSA-N
Synonyms
GIBBERELLIC ACID; Gibberellin A3; 77-06-5; Gibberellin; Berelex; Brellin; Gibberellin X; Gib-Tabs; Gibberellic acid GA3; Gib-Sol; Gibreskol; Cekugib; Grocel; Pro-Gibb; Pro-Gibb Plus; Gibberellins A4A7; Gibefol; Gibrescol; Regulex; Ryzup; Gibberellins; Gibberellinsaeure; (+)-Gibberellic Acid; Activol GA; Pgr-iv; Acide gibberellique; GA3; Gibberelic acid; CHEBI:28833; Acide gibberellique [ISO-French]; NCI-C55823; MFCD00079329; BU0A7MWB6L; Gibb-3-ene-1,10-dicarboxylic acid, 2,4a,7-trihydroxy-1-methyl-8-methylene-, 1,4a-lactone, (1alpha,2beta,4aalpha,4bbeta,10beta)-; Gibbrel; Gibberellic acid [BSI:ISO]; AI3-52922; NSC-14190; (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; NCGC00091033-01; DSSTox_CID_656; Gibberellic acid 100 microg/mL in Acetonitrile; 2,4a,7-Trihydroxy-1-methyl-8-methylenegibb-3-ene-1,10-dicarboxylic acid 1,4a-lactone; DSSTox_RID_75715; Gibb-3-ene-1,10-dicarboxylic acid, 2,4a,7-trihydroxy-1-methyl-8-methylene-, 1,4a-lactone; DSSTox_GSID_20656; Gibberellate; (1alpha,2beta,4aalpha,4bbeta,10beta)-2,4a,7-Trihydroxy-1-methyl-8-methylenegibb-3-ene-1,10-dicarboxylic acid 1,4a-lactone; (3S,3aR,4S,4aS,7S,9aR,9bR,12S)-7,12-Dihydroxy-3-methyl-6-methylene-2-oxoperhydro-4a,7-methano-9b,3-propenoazuleno(1,2-b)furan-4-carboxylic acid; (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; (3S,3aS,4S,4aS,6S,8aS,8bS,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; (3S,3aS,4S,4aS,7S,9aR,9bR,12S)-7,12-Dihydroxy-3-methyl-6-methylene-2-oxoperhydro-4a,7-methano-9b,3-propeno(1,2-b)furan-4-carboxylic acid; 2beta,4aalpha,7-Trihydroxy-1beta-methyl-8-methylene-4aalpha,4bbeta-gibb-3-ene-1alpha,10beta-dicarboxylic acid 1,4a-lactone; 2beta,4alpha,7-Trihydroxy-1-methyl-8-methylene-4aalpha,4bbeta-gibb-3-ene-1alpha,10beta-dicarboxylic acid 1,4a-lactone; 2beta,4alpha,7-Trihydroxy-1-methylene-4aalpha,4bbeta-gibb-3-ene-1alpha,10beta-dicarboxylic acid 1,4a-lactone; GIBERELLIN; 2,4alpha,7-Trihydroxy-1-methyl-8-methylenegibb-3-ene-1,10 beta-dicarboxylic acid 1,4alpha-lactone; Caswell No. 467; UNII-BU0A7MWB6L; Gibberelate; Gibberelin; Gibberillate; GA [Plant Growth Regulator]; Gibberellic acid [ISO:BSI]; NSC14190; NSC19450; CCRIS 4820; Gibberillic acid; HSDB 712; Gibb-tabs; gibberellin 3; 4psb; 2,7-Trihydroxy-1-methyl-8-methylenegibb-3-ene-1,10-carboxylic acid 1-4-lactone; CAS-77-06-5; Gibberellin (GA); (1S,2S,4aR,4bR,7S,9aS,10S,10aR)-2,7-dihydroxy-1-methyl-8-methylene-13-oxo-1,2,4b,5,6,7,8,9,10,10a-decahydro-4a,1-(epoxymethano)-7,9a-methanobenzo[a]azulene-10-carboxylic acid; Gibb-3-ene-1, 2,4a,7-trihydroxy-1-methyl-8-methylene-, 1,4a-lactone, (1.alpha.,2.beta.,4a.alpha.,4b.beta.,10.beta.)-; 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.)-; EINECS 201-001-0; NSC 14190; EPA Pesticide Chemical Code 043801; GIBERILLIC ACID; BRN 0054346; Spectrum_000628; 4q0k; SpecPlus_000148; 2b-Hydroxygibberellin 1; GibberellinsA currencyure; PS49_SUPELCO; Prestwick0_000965; Prestwick1_000965; Prestwick2_000965; Prestwick3_000965; Spectrum2_000311; Spectrum3_001301; Spectrum4_001444; Spectrum5_000027; gibberellic acid (ga-3); bmse000317; SCHEMBL15577; BSPBio_000969; BSPBio_002961; KBioGR_001927; KBioSS_001108; 10365-11-4; 5-18-09-00269 (Beilstein Handbook Reference); MLS001055447; MLS002154076; DivK1c_006244; G7645_SIGMA; GIBBERELLIC ACID [MI]; SPBio_000302; SPBio_002890; GIBBERELLIC ACID [ISO]; BPBio1_001067; MEGxm0_000440; GIBBERELLIC ACID [HSDB]; GIBBERELLIC ACID [INCI]; GIBBERELLIC ACID, 90%; CHEMBL1232952; ACon0_000224; ACon1_000551; BCBcMAP01_000012; KBio1_001188; KBio2_001108; KBio2_003676; KBio2_006244; KBio3_002181; GIBBERELLIC ACID [USP-RS]; HMS1571A11; HMS2098A11; HMS2231J16; HMS3039M06; HY-N1964; ZINC3860467; Tox21_202052; Tox21_303023; BDBM50561592; GEO-04261; MD-920; NSC-19450; s4766; AKOS025310145; CCG-208472; DB07814; SMP1_000136; NCGC00091033-02; NCGC00091033-03; NCGC00091033-04; NCGC00091033-05; NCGC00091033-06; NCGC00091033-07; NCGC00091033-09; NCGC00256446-01; NCGC00259601-01; (1R,2R,5S,8S,9S,10R,11S,12S)-5,12-Dihydroxy-11-methyl-6-methylene-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadec-13-ene-9-carboxylic acid; AS-14216; NCI60_000922; SMR000686070; SMR001233386; AB00513979; CS-0018282; Gibberellin, 80% gibberellin A3 basis (TLC); 079G329; EN300-19631964; Q411138; Gibberellic acid, 90% gibberellin A3 basis (HPLC); Gibberellic acid, PESTANAL(R), analytical standard; BRD-K92758126-001-05-5; BRD-K92758126-001-06-3; BRD-K92758126-001-17-0; 6F94D8A8-3230-4AB5-93C1-46F5E84FE343; Gibberellic acid, United States Pharmacopeia (USP) Reference Standard; Gibberellic Acid, Pharmaceutical Secondary Standard; Certified Reference Material; (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; (1R,2R,5S,8S,9S,10R,11S,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; (1R,2R,5S,8S,9S,10R,11S,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; (1S,2S,4aR,4bR,7S,9aS,10S,10aR)-2,7-dihydroxy-1-methyl-8-methylidene-13-oxo-1,2,4b,5,6,7,8,9,10,10a-decahydro-4a,1-(epoxymethano)-7,9a-methanobenzo[a]azulene-10-carboxylic acid; 2,4.ALPHA.,7-TRIHYDROXY-1-METHYL-8-METHYLENEGIBB-3-ENE-1,10-DICARBOXYLIC ACID 1,4-.ALPHA.-LACTONE; 2beta,7alpha-dihydroxy-1beta-methyl-8-methylidene-13-oxo-4a,1alpha-epoxymethano-4aalpha,4bbeta-gibb-3-ene-10beta-carboxylic acid; Gibberellic acid, plant cell culture tested, BioReagent, >=90% gibberellin A3 basis (of total gibberellins.)
CAS 77-06-5
PubChem CID 6466
ChEMBL ID CHEMBL1232952
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Prenol lipids
        • Subclass: Diterpenoids
          • Direct Parent: C19-gibberellin 6-carboxy

ClassyFire Version 1.0
PMID:27867422

NPs Species Source

Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference
Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference

NPs Content

*Note: The vaules in Content Percentage are calculated by dividing the content value by the maximum content value in NP Content.
**Note: The units with different NP content, due to their incomparable values, are separated into different tables.

NPs Biological Activity

Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name
Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name

NPs Physi-Chem Properties

Molecular Weight: 346.4 ALogp: 0.2
HBD: 3 HBA: 6
Rotatable Bonds: 1 Lipinski's rule of five: Accepted
Polar Surface Area: 104.0 Aromatic Rings: 5
Heavy Atoms: 25 QED Weighted: 0.491

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.989 MDCK Permeability: 0.00002640
Pgp-inhibitor: 0 Pgp-substrate: 0.863
Human Intestinal Absorption (HIA): 0.024 20% Bioavailability (F20%): 0.597
30% Bioavailability (F30%): 0.254

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.182 Plasma Protein Binding (PPB): 28.73%
Volume Distribution (VD): 0.349 Fu: 55.73%

ADMET: Metabolism

CYP1A2-inhibitor: 0.002 CYP1A2-substrate: 0.953
CYP2C19-inhibitor: 0.009 CYP2C19-substrate: 0.379
CYP2C9-inhibitor: 0.005 CYP2C9-substrate: 0.068
CYP2D6-inhibitor: 0.004 CYP2D6-substrate: 0.094
CYP3A4-inhibitor: 0.277 CYP3A4-substrate: 0.047

ADMET: Excretion

Clearance (CL): 2.169 Half-life (T1/2): 0.436

ADMET: Toxicity

hERG Blockers: 0.058 Human Hepatotoxicity (H-HT): 0.881
Drug-inuced Liver Injury (DILI): 0.045 AMES Toxicity: 0.01
Rat Oral Acute Toxicity: 0.106 Maximum Recommended Daily Dose: 0.916
Skin Sensitization: 0.063 Carcinogencity: 0.172
Eye Corrosion: 0.003 Eye Irritation: 0.012
Respiratory Toxicity: 0.978
*Note: the ADMET properties was calculated by ADMETlab 2.0. Reference: PMID: 33893803.

Similar Compounds*

Compounds similar to EMNPD with top10 similarity:

Similar NPs Similar Drugs
NPs ID NPs 2D Structure Similarity Score TTD ID Drug 2D Structure Similarity Score
ENC002554 0.576 D0D1SG 0.275
ENC002542 0.563 D0P0HT 0.273
ENC001071 0.500 D0V9DZ 0.270
ENC002541 0.489 D08PIQ 0.270
ENC000794 0.441 D0IT2G 0.265
ENC002558 0.360 D0CW1P 0.265
ENC002555 0.320 D07DVK 0.265
ENC002603 0.289 D03BLF 0.265
ENC002832 0.274 D0FL5V 0.254
ENC003282 0.271 D03HYX 0.254
*Note: the compound similarity was calculated by RDKIT.