Compound ID	CDAMM02372
Common name	Sorgoleone 358
IUPAC name	2-hydroxy-5-methoxy-3-pentadeca-8,11,14-trienylcyclohexa-2,5-diene-1,4-dione
Molecular formula	C₂₂H₃₀O₄

Experimental data

Retention time	4.16
Adduct	[M+H]+
Actual mz	359.222
Theoretical mz	359.221
Error	2.85
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	7.3282

Identifiers and class information

Inchi key	FGWRUVXUQWGLOX-HHWLVVFRSA-N
Smiles	O=C1C=C(OC)C(=O)C(=C1O)CCCCCCCC=CCC=CCC=C
Superclass	Organic oxygen compounds
Class	Organooxygen compounds

Plant source

Asparagus gonoclados Baker

Convolvulus prostratus Forssk.

External sources

HMDB ID	HMDB0033443
KNApSAcK ID	C00000254
FooDB ID	FDB011481
DrugBank ID
ChEBI ID	CHEBI:61098
Pubchem Compound ID	479493
PlantCyc ID	CPD-10259
UNPD ID	UNPD105337
Coconut ID	CNP0198032
LipidMAPS ID	LMPK15050001
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	1
Number of non-conjugated amine groups (#amine)	0
Number of amidine and guanidine groups (#amidine)	0
Number of carboxylic acid groups (#acid)	0
Number of non-conjugated amide groups (#amide)	0
Number of rotatable bonds (#rotor)	14
Number of reactive functional groups (#rtvFG)	0
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	358.477
Computed dipole moment(dipole)	2.223
Total solvent accessible surface area (SASA)	794.015
Hydrophobic component of SASA (FOSA)	543.867
Hydrophilic component of SASA (FISA)	130.438
Pie component of the SASA (PISA)	119.711
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1367.64
Number of hydrogen bond donors (donorHB)	1
Number of hydrogen bond acceptors (accptHB)	5.5
Free energy of solvation of dipole (dip^2/V)	0.0036124
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0069268
Globularity descriptor (glob)	0.750441
Predicted polarizability in cubic angstroms (QPpolrz)	40.733
Predicted hexadecane/gas partition coefficient (QPlogPC16)	13.214
Predicted octanol/gas partition coefficient (QPlogPoct)	17.104
Predicted water/gas partition coefficient (QPlogPw)	7.125
Predicted octanol/water partition coefficient (QPlogPo/w)	4.784
Predicted aqueous solubility (QPlogS)	-6.396
Conformation-independent predicted aqueous solubility (CIQPlogS)	-4.665
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-6.141
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	574.065
Predicted brain/blood partition coefficient (QPlogBB)	-1.824
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	271.528
Predicted skin permeability, log Kp (QPlogKp)	-2.158
PM3 calculated ionization potential (IP(ev))	9.814
PM3 calculated electron affinity (EA(eV))	1.95
Number of likely metabolic reactions (#metab)	6
Prediction of binding to human serum albumin (QPlogKhsa)	0.638
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	100
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)	83.228
Number of nitrogen and oxygen atoms (#NandO)	4
Number of violations of Lipinski’s rule of five (RuleOfFive)	0
Number of violations of Jorgensen’s rule of three (RuleOfThree)	1

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID	Gene name	Target name	TTD_ID	Prediction source
P09917	ALOX5	Arachidonate 5-lipoxygenase	T00140	SEA
Q8TDS5	OXER1	Oxoeicosanoid receptor 1	T68834	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T00140	DI0037	Asthma	[ICD-11: CA23]	P09917	ALOX5
T00140	DI0147	Filariasis	[ICD-11: 1F66]	P09917	ALOX5
T00140	DI0403	Thrombocytopenia	[ICD-11: 3B64]	P09917	ALOX5