IMPPAT Phytochemical information: 
Jasmolactone B
Jasmolactone B
Summary

SMILES: O=C1OC[C@H]([C@@H]2[C@H](C1)C(=CO[C@H]2O)C(=O)OCCc1ccc(c(c1)O)O)OCCc1ccc(c(c1)O)O
InChI: InChI=1S/C26H28O11/c27-18-3-1-14(9-20(18)29)5-7-34-22-13-36-23(31)11-16-17(12-37-26(33)24(16)22)25(32)35-8-6-15-2-4-19(28)21(30)10-15/h1-4,9-10,12,16,22,24,26-30,33H,5-8,11,13H2/t16-,22-,24+,26-/m1/s1
InChIKey: GJLGUDQPCIWEPW-MATHTASDSA-N
DeepSMILES: O=COC[C@H][C@@H][C@H]C7)C=CO[C@H]6O))))C=O)OCCcccccc6)O))O))))))))))))OCCcccccc6)O))O
Scaffold Graph/Node/Bond level: O=C1CC2C(C(=O)OCCc3ccccc3)=COCC2C(OCCc2ccccc2)CO1
Scaffold Graph/Node level: OC1CC2C(C(O)OCCC3CCCCC3)COCC2C(OCCC2CCCCC2)CO1
Scaffold Graph level: CC1CCC(CCCC2CCCCC2)C2CCCC(C(C)CCCC3CCCCC3)C2C1
Functional groups: COC(=O)C; cO; COC(=O)C1=CO[C@@H](O)CC1; COC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Phenols
ClassyFire Subclass: Tyrosols and derivatives
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Monoterpenoids
NP Classifier Class: Secoiridoid monoterpenoids
Synonymous chemical names:
jasmolactone d, Jasmolactone B, jasmolactone b
External chemical identifiers:
CID:CID_11049569; ChEMBL:CHEMBL530342; ZINC:ZINC000042922772
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Jasmolactone B
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 516.5
Log P RDKit 1.63
Topological polar surface area (Å2) RDKit 172.21
Number of hydrogen bond acceptors RDKit 11
Number of hydrogen bond donors RDKit 5
Number of carbon atoms RDKit 26
Number of heavy atoms RDKit 37
Number of heteroatoms RDKit 11
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.15
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 16
Number of sp3 hybridized carbon atoms RDKit 10
Shape complexity RDKit 0.38
Number of rotatable bonds RDKit 9
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 4
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 4
Jasmolactone B
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 1
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 0.25
Jasmolactone B
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.11
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -8.09
Number of PAINS structural alerts SwissADME 1
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes