Compound ID	CDAMM01931
Common name	Orthosiphol J
IUPAC name	(2,3,9-triacetyloxy-7-ethenyl-8a-hydroxy-1,1,4a,7-tetramethyl-5,8-dioxo-2,3,4,4b,6,9,10,10a-octahydrophenanthren-4-yl) benzoate
Molecular formula	C₃₃H₄₀O₁₁

Experimental data

Retention time	28.27
Adduct	[M+H]+
Actual mz	613.267
Theoretical mz	613.264
Error	4.44
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	6.7025

Identifiers and class information

Inchi key	HOFNFIRZXJMXPW-PLENYXRHNA-N
Smiles	O=C(OC1C(OC(=O)C)C(OC(=O)C)C(C)(C)C2CC(OC(=O)C)C3(O)C(=O)C(C=C)(C)CC(=O)C3C12C)C=4C=CC=CC4
Superclass	Lipids and lipid-like molecules
Class	Prenol lipids

Plant source

Curcuma longa L.

External sources

HMDB ID
KNApSAcK ID	C00033277
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	85143175
PlantCyc ID
UNPD ID	UNPD140280
Coconut ID	CNP0265944
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	0
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)	7
Number of reactive functional groups (#rtvFG)	5
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	612.672
Computed dipole moment(dipole)	3.607
Total solvent accessible surface area (SASA)	879.543
Hydrophobic component of SASA (FOSA)	510.575
Hydrophilic component of SASA (FISA)	164.372
Pie component of the SASA (PISA)	204.596
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1775.6
Number of hydrogen bond donors (donorHB)	1
Number of hydrogen bond acceptors (accptHB)	12.75
Free energy of solvation of dipole (dip^2/V)	0.0073288
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0144962
Globularity descriptor (glob)	0.806253
Predicted polarizability in cubic angstroms (QPpolrz)	62.365
Predicted hexadecane/gas partition coefficient (QPlogPC16)	17.345
Predicted octanol/gas partition coefficient (QPlogPoct)	29.638
Predicted water/gas partition coefficient (QPlogPw)	16.825
Predicted octanol/water partition coefficient (QPlogPo/w)	4.115
Predicted aqueous solubility (QPlogS)	-6.116
Conformation-independent predicted aqueous solubility (CIQPlogS)	-6.896
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-5.643
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	273.627
Predicted brain/blood partition coefficient (QPlogBB)	-1.544
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	121.895
Predicted skin permeability, log Kp (QPlogKp)	-3.156
PM3 calculated ionization potential (IP(ev))	10.089
PM3 calculated electron affinity (EA(eV))	0.488
Number of likely metabolic reactions (#metab)	3
Prediction of binding to human serum albumin (QPlogKhsa)	0.509
Predicted qualitative human oral absorption (HumanOralAbsorption)	2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	68.743
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)	179.827
Number of nitrogen and oxygen atoms (#NandO)	11
Number of violations of Lipinski’s rule of five (RuleOfFive)	2
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
P08183	ABCB1	P-glycoprotein 1	T25258	SwissTargetPrediction and SEA
Q08828	ADCY1	Brain adenylate cyclase 1	T63609	SEA
P51843	NR0B1	Orphan nuclear receptor DAX-1	T23191	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T25258	DI0238	Lung cancer	[ICD-11: 2C25]	P08183	ABCB1
T63609	DI0306	Nutritional deficiency	[ICD-11: 5B50-5B71]	Q08828	ADCY1