IMPPAT Phytochemical information: 
2-O-beta-Glucosylgibberellenic acid
2-O-beta-Glucosylgibberellenic acid
Summary

SMILES: OC[C@H]1O[C@@H](O[C@H]2C=CC3=C4[C@]5([C@H]([C@@H]3[C@]2(C)C(=O)O)C(=O)O)CC(=C)[C@@](C5)(CC4)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI: InChI=1S/C25H32O11/c1-10-7-24-9-25(10,34)6-5-12(24)11-3-4-14(23(2,22(32)33)15(11)16(24)20(30)31)36-21-19(29)18(28)17(27)13(8-26)35-21/h3-4,13-19,21,26-29,34H,1,5-9H2,2H3,(H,30,31)(H,32,33)/t13-,14+,15-,16-,17-,18+,19-,21+,23-,24+,25+/m1/s1
InChIKey: TYTGYUGSOKXRLP-XRWXVWKUSA-N
DeepSMILES: OC[C@H]O[C@@H]O[C@H]C=CC=C[C@][C@H][C@@H]5[C@]9C)C=O)O))))C=O)O)))CC=C)[C@@]C5)CC7))O)))))))))))[C@@H][C@H][C@@H]6O))O))O
Scaffold Graph/Node/Bond level: C=C1CC23CC1CCC2=C1C=CC(OC2CCCCO2)CC1C3
Scaffold Graph/Node level: CC1CC23CC1CCC2C1CCC(OC2CCCCO2)CC1C3
Scaffold Graph level: CC1CC23CC1CCC2C1CCC(CC2CCCCC2)CC1C3
Functional groups: CO; CO[C@@H](C)OC; CC(=C(C)C=CC)C; CC(=O)O; C=C(C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Terpene glycosides
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Diterpenoids
NP Classifier Class: Gibberellins|Secokaurane diterpenoids
Synonymous chemical names:
2-o-β-glucosylgibberellenic acid
External chemical identifiers:
CID:CID_101288416; ZINC:ZINC000255270456
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
2-O-beta-Glucosylgibberellenic acid
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 508.52
Log P RDKit -0.68
Topological polar surface area (Å2) RDKit 194.21
Number of hydrogen bond acceptors RDKit 9
Number of hydrogen bond donors RDKit 7
Number of carbon atoms RDKit 25
Number of heavy atoms RDKit 36
Number of heteroatoms RDKit 11
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 11
Stereochemical complexity RDKit 0.44
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 8
Number of sp3 hybridized carbon atoms RDKit 17
Shape complexity RDKit 0.68
Number of rotatable bonds RDKit 5
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 5
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
2-O-beta-Glucosylgibberellenic acid
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 RDKit Failed
Number of Ghose rule violations RDKit 2
Ghose rule RDKit Failed
Veber rule RDKit Bad
Egan rule RDKit Bad
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.23
2-O-beta-Glucosylgibberellenic acid
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.11
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -10.94
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No