IMPPAT Phytochemical information: 
1-Homoisoacevaltrate
1-Homoisoacevaltrate
Summary

SMILES: CCC(CC(=O)O[C@@H]1OC=C(C2=C[C@@H]([C@]3([C@@H]12)OC3)OC(=O)C)COC(=O)C(C(C)C)OC(=O)C)C
InChI: InChI=1S/C25H34O10/c1-7-14(4)8-20(28)35-24-21-18(9-19(33-15(5)26)25(21)12-32-25)17(11-31-24)10-30-23(29)22(13(2)3)34-16(6)27/h9,11,13-14,19,21-22,24H,7-8,10,12H2,1-6H3/t14?,19-,21+,22?,24-,25+/m0/s1
InChIKey: XACDKHBZZCTLAX-IPYWJXQPSA-N
DeepSMILES: CCCCC=O)O[C@@H]OC=CC=C[C@@H][C@][C@@H]95)OC3)))OC=O)C))))))COC=O)CCC)C))OC=O)C))))))))))))))C
Scaffold Graph/Node/Bond level: C1=CC2=CCC3(CO3)C2CO1
Scaffold Graph/Node level: C1CC2CCC3(CO3)C2CO1
Scaffold Graph level: C1CCC2C(C1)CCC21CC1
Functional groups: CC(=O)O[C@H]1CC(=CC)C(C)=CO1; C[C@]1(C)CO1; CC(=O)OC; COC(C)=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic acids and derivatives
ClassyFire Class: Carboxylic acids and derivatives
ClassyFire Subclass: Tetracarboxylic acids and derivatives
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Monoterpenoids
NP Classifier Class: Iridoids monoterpenoids
Synonymous chemical names:
1-homoisoacevaltrate
External chemical identifiers:
CID:CID_11103050
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
1-Homoisoacevaltrate
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 494.54
Log P RDKit 2.59
Topological polar surface area (Å2) RDKit 126.96
Number of hydrogen bond acceptors RDKit 10
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 25
Number of heavy atoms RDKit 35
Number of heteroatoms RDKit 10
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 6
Stereochemical complexity RDKit 0.24
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 14
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 3
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3
1-Homoisoacevaltrate
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 1
Ghose rule RDKit Failed
Veber rule RDKit Bad
Egan rule RDKit Good
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.25
1-Homoisoacevaltrate
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.67
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No