Natural Product: ENC002556

NPs Basic Information

Download MOL File
Name
gibberellin A12(2-)
Molecular Formula C20H26O4-2
IUPAC Name*
(1R,2S,3S,4R,8S,9S,12R)-4,8-dimethyl-13-methylidenetetracyclo[10.2.1.01,9.03,8]pentadecane-2,4-dicarboxylate
SMILES
C[C@@]12CCC[C@@]([C@H]1[C@@H]([C@]34[C@H]2CC[C@H](C3)C(=C)C4)C(=O)[O-])(C)C(=O)[O-]
InChI
InChI=1S/C20H28O4/c1-11-9-20-10-12(11)5-6-13(20)18(2)7-4-8-19(3,17(23)24)15(18)14(20)16(21)22/h12-15H,1,4-10H2,2-3H3,(H,21,22)(H,23,24)/p-2/t12-,13+,14-,15+,18+,19-,20+/m1/s1
InChIKey
UJFQJDAESQJXTG-UFUZVNNQSA-L
Synonyms
gibberellin A12(2-); GA12; C20 skeleton; C20-GA skeleton; C20-gibberellin skeleton; C20-GAs; CHEBI:58627; open lactone gibberrellin skeleton; Q27125924; 1beta,4a-dimethyl-8-methylidene-4aalpha,4bbeta-gibbane-1alpha,10beta-dicarboxylate; (1R,2S,3S,4R,8S,9S,12R)-4,8-dimethyl-13-methylidenetetracyclo[10.2.1.0(1,9).0(3,8)]pentadecane-2,4-dicarboxylate; (1R,2S,3S,4R,8S,9S,12R)-4,8-dimethyl-13-methylidenetetracyclo[10.2.1.01,9.03,8]pentadecane-2,4-dicarboxylate
CAS NA
PubChem CID 25244528
ChEMBL ID NA
*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: C20-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: 330.4 ALogp: 5.2
HBD: 0 HBA: 4
Rotatable Bonds: 0 Lipinski's rule of five: Accepted
Polar Surface Area: 80.3 Aromatic Rings: 4
Heavy Atoms: 24 QED Weighted: 0.723

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.849 MDCK Permeability: 0.00002050
Pgp-inhibitor: 0.003 Pgp-substrate: 0.001
Human Intestinal Absorption (HIA): 0.013 20% Bioavailability (F20%): 0.036
30% Bioavailability (F30%): 0.005

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.775 Plasma Protein Binding (PPB): 85.46%
Volume Distribution (VD): 0.271 Fu: 11.82%

ADMET: Metabolism

CYP1A2-inhibitor: 0.009 CYP1A2-substrate: 0.223
CYP2C19-inhibitor: 0.01 CYP2C19-substrate: 0.182
CYP2C9-inhibitor: 0.023 CYP2C9-substrate: 0.163
CYP2D6-inhibitor: 0.01 CYP2D6-substrate: 0.122
CYP3A4-inhibitor: 0.079 CYP3A4-substrate: 0.034

ADMET: Excretion

Clearance (CL): 0.683 Half-life (T1/2): 0.619

ADMET: Toxicity

hERG Blockers: 0.01 Human Hepatotoxicity (H-HT): 0.418
Drug-inuced Liver Injury (DILI): 0.639 AMES Toxicity: 0.008
Rat Oral Acute Toxicity: 0.297 Maximum Recommended Daily Dose: 0.125
Skin Sensitization: 0.338 Carcinogencity: 0.527
Eye Corrosion: 0.68 Eye Irritation: 0.592
Respiratory Toxicity: 0.949
*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
ENC002559 0.773 D07BSQ 0.265
ENC002555 0.613 D02CJX 0.261
ENC001071 0.483 D0KR5B 0.259
ENC002558 0.478 D0X7HM 0.257
ENC002554 0.472 D0I2SD 0.255
ENC003145 0.440 D0F1UL 0.252
ENC000794 0.440 D0B4RU 0.252
ENC002541 0.394 D0X4RS 0.252
ENC003143 0.388 D0IX6I 0.248
ENC002542 0.371 D0Q6NZ 0.248
*Note: the compound similarity was calculated by RDKIT.