Compound ID	CDAMM01617
Common name	Pyrohyperforin
IUPAC name	4,4,10-trimethyl-1,11-bis(3-methylbut-2-enyl)-10-(4-methylpent-3-enyl)-9-(2-methylpropanoyl)-3-oxatricyclo[7.3.1.02,7]trideca-2(7),5-diene-8,13-dione
Molecular formula	C₃₅H₅₀O₄

Experimental data

Retention time	15.71
Adduct	[M+H]+
Actual mz	535.373
Theoretical mz	535.378
Error	10.23
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	6.2094

Identifiers and class information

Inchi key	FSQFBVMRHUNWAT-UHFFFAOYNA-N
Smiles	O=C1C=2C=CC(OC2C3(C(=O)C1(C(=O)C(C)C)C(C)(CCC=C(C)C)C(CC=C(C)C)C3)CC=C(C)C)(C)C
Superclass	Lipids and lipid-like molecules
Class	Prenol lipids

Plant source

Cinnamomum tamala (Buch.-Ham.) T.Nees & C.H.Eberm.

External sources

HMDB ID	HMDB0035899
KNApSAcK ID
FooDB ID	FDB014684
DrugBank ID
ChEBI ID
Pubchem Compound ID	73808497
PlantCyc ID
UNPD ID	UNPD167215
Coconut ID	CNP0198680
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	3
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)	9
Number of reactive functional groups (#rtvFG)	0
Predicted central nervous system activity (CNS)	0
Molecular weight (mol_MW)	534.778
Computed dipole moment(dipole)	7.021
Total solvent accessible surface area (SASA)	831.795
Hydrophobic component of SASA (FOSA)	720.09
Hydrophilic component of SASA (FISA)	34.823
Pie component of the SASA (PISA)	76.882
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1732.39
Number of hydrogen bond donors (donorHB)	0
Number of hydrogen bond acceptors (accptHB)	6.75
Free energy of solvation of dipole (dip^2/V)	0.0284541
Index of cohesive interaction in solids (ACxDN^.5/SA)	0
Globularity descriptor (glob)	0.838647
Predicted polarizability in cubic angstroms (QPpolrz)	58.132
Predicted hexadecane/gas partition coefficient (QPlogPC16)	14.741
Predicted octanol/gas partition coefficient (QPlogPoct)	22.98
Predicted water/gas partition coefficient (QPlogPw)	7.144
Predicted octanol/water partition coefficient (QPlogPo/w)	7.159
Predicted aqueous solubility (QPlogS)	-6.98
Conformation-independent predicted aqueous solubility (CIQPlogS)	-7.689
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-4.51
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	4631.01
Predicted brain/blood partition coefficient (QPlogBB)	-0.309
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	2593.39
Predicted skin permeability, log Kp (QPlogKp)	-1.026
PM3 calculated ionization potential (IP(ev))	9.198
PM3 calculated electron affinity (EA(eV))	0.637
Number of likely metabolic reactions (#metab)	10
Prediction of binding to human serum albumin (QPlogKhsa)	1.459
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)	54.515
Number of nitrogen and oxygen atoms (#NandO)	4
Number of violations of Lipinskiâ€™s rule of five (RuleOfFive)	2
Number of violations of Jorgensenâ€™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
P11926	ODC1	Ornithine decarboxylase	T60366	SEA
Q09472	EP300	Histone acetyltransferase p300	T25956	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T60366	DI0020	African trypanosomiasis	[ICD-11: 1F51]	P11926	ODC1
T25956	DI0346	Prostate cancer	[ICD-11: 2C82]	Q09472	EP300
T25956	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	Q09472	EP300