13-epi-Phaeophorbide a



Compound IDCDAMM00649
Common name13-epi-Phaeophorbide a
IUPAC name3-(16-ethenyl-11-ethyl-4-hydroxy-3-methoxycarbonyl-12,17,21,26-tetramethyl-7,23,24,25-tetrazahexacyclo[18.2.1.15,8.110,13.115,18.02,6]hexacosa-1,4,6,8(26),9,11,13(25),14,16,18(24),19-undecaen-22-yl)propanoic acid
Molecular formulaC35H36N4O5

Experimental data

Retention time0.51
Adduct[M+K]+
Actual mz631.237
Theoretical mz631.232
Error6.88
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.4696

Identifiers and class information

Inchi keyNSFSLUUZQIAOOX-DBPJEZTQNA-N
SmilesO=C(O)CCC1C2=NC(=CC=3NC(C=C4N=C(C=C5NC=6C(C(=O)C(C(=O)OC)C62)=C5C)C(=C4C)CC)=C(C=C)C3C)C1C
SuperclassOrganoheterocyclic compounds
ClassTetrapyrroles and derivatives

Pharmacokinetic properties

Number of descriptor values(#stars)4
Number of non-conjugated amine groups (#amine)0
Number of amidine and guanidine groups (#amidine)0
Number of carboxylic acid groups (#acid)1
Number of non-conjugated amide groups (#amide)0
Number of rotatable bonds (#rotor)13
Number of reactive functional groups (#rtvFG)1
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)592.693
Computed dipole moment(dipole)6.764
Total solvent accessible surface area (SASA)910.536
Hydrophobic component of SASA (FOSA)608.371
Hydrophilic component of SASA (FISA)170.325
Pie component of the SASA (PISA)131.839
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1763.14
Number of hydrogen bond donors (donorHB)2
Number of hydrogen bond acceptors (accptHB)8.25
Free energy of solvation of dipole (dip^2/V)0.0259521
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0128136
Globularity descriptor (glob)0.775162
Predicted polarizability in cubic angstroms (QPpolrz)57.319
Predicted hexadecane/gas partition coefficient (QPlogPC16)17.264
Predicted octanol/gas partition coefficient (QPlogPoct)26.682
Predicted water/gas partition coefficient (QPlogPw)12.154
Predicted octanol/water partition coefficient (QPlogPo/w)6.24
Predicted aqueous solubility (QPlogS)-7.513
Conformation-independent predicted aqueous solubility (CIQPlogS)-9.088
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-3.991
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)60.856
Predicted brain/blood partition coefficient (QPlogBB)-2.11
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)30.533
Predicted skin permeability, log Kp (QPlogKp)-2.946
PM3 calculated ionization potential (IP(ev))7.768
PM3 calculated electron affinity (EA(eV))1.752
Number of likely metabolic reactions (#metab)10
Prediction of binding to human serum albumin (QPlogKhsa)1.003
Predicted qualitative human oral absorption (HumanOralAbsorption)1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)69.5
Solvent-accessible surface area of fluorine atoms (SAFluorine)0
Solvent-accessible surface area of amide oxygen atoms (SAamideO)0
Van der Waals surface area (PSA)138.452
Number of nitrogen and oxygen atoms (#NandO)9
Number of violations of Lipinski’s rule of five (RuleOfFive)2
Number of violations of Jorgensen’s rule of three (RuleOfThree)2

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID Gene name Target name TTD_ID Prediction source
P30536TSPOTranslocator protein (by homology)T75440SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T75440DI0033Anxiety disorder[ICD-11: 6B00-6B0Z]P30536TSPO
T75440DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]P30536TSPO
T75440DI0214Insomnia[ICD-11: 7A00-7A0Z]P30536TSPO
T75440DI0216Intentional self-harm[ICD-11: PC91]P30536TSPO
T75440DI0271Mood/affect symptom[ICD-11: MB24]P30536TSPO
T75440DI0411Tonus and reflex abnormality[ICD-11: MB47]P30536TSPO

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