IMPPAT Phytochemical information: 
Betacyanin
Betacyanin
Summary

SMILES: OC[C@H]1O[C@@H](Oc2cc3C[C@H](/[N+](=C\C=C/4\C[C@H](NC(=C4)C(=O)O)C(=O)O)/c3cc2O)C(=O)[O-])[C@@H]([C@H]([C@@H]1O)O)O
InChI: InChI=1S/C24H26N2O13/c27-8-17-18(29)19(30)20(31)24(39-17)38-16-6-10-5-14(23(36)37)26(13(10)7-15(16)28)2-1-9-3-11(21(32)33)25-12(4-9)22(34)35/h1-3,6-7,12,14,17-20,24,27,29-31H,4-5,8H2,(H4,28,32,33,34,35,36,37)/t12-,14-,17+,18+,19-,20+,24+/m0/s1
InChIKey: DHHFDKNIEVKVKS-FMOSSLLZSA-N
DeepSMILES: OC[C@H]O[C@@H]OcccC[C@H]/[N+]=C\C=C\C[C@H]NC=C\6)C=O)O))))C=O)O)))))))/c5cc9O)))))C=O)[O-]))))))))[C@@H][C@H][C@@H]6O))O))O
Scaffold Graph/Node/Bond level: C1=CC(=CC=[N+]2CCc3cc(OC4CCCCO4)ccc32)CCN1
Scaffold Graph/Node level: C1CCC(OC2CCC3C(CCN3CCC3CCNCC3)C2)OC1
Scaffold Graph level: C1CCC(CCC2CCC3CC(CC4CCCCC4)CCC23)CC1
Functional groups: CO; cO[C@@H](C)OC; c/[N+](=C/C=C1\C=C(C(=O)O)NCC1)C; CC(=O)O; cO; CC(=O)[O-]
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Betalains
ClassyFire Subclass: Betacyanins and derivatives
Synonymous chemical names:
betacyanin, beta-cyanin, β-cyanin, Cyanin, beta-
External chemical identifiers:
CID:CID_6324775; ChEMBL:CHEMBL1172614; ChEBI:CHEBI:3080; SureChEMBL:SCHEMBL21638973
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Betacyanin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 550.47
Log P RDKit -3.7
Topological polar surface area (Å2) RDKit 249.38
Number of hydrogen bond acceptors RDKit 12
Number of hydrogen bond donors RDKit 8
Number of carbon atoms RDKit 24
Number of heavy atoms RDKit 39
Number of heteroatoms RDKit 15
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 7
Stereochemical complexity RDKit 0.29
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 14
Number of sp3 hybridized carbon atoms RDKit 10
Shape complexity RDKit 0.42
Number of rotatable bonds RDKit 7
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
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
Betacyanin
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 3
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 0.15
Betacyanin
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 -10.19
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 Yes