Compound ID	CDAMM01740
Common name	Orthosiphol W
IUPAC name	(3,9-diacetyloxy-7-ethenyl-2,5,8a-trihydroxy-1,1,4a,7-tetramethyl-8-oxo-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthren-4-yl) benzoate
Molecular formula	C₃₁H₄₀O₁₀

Experimental data

Retention time	5.03
Adduct	[M+K]+
Actual mz	611.231
Theoretical mz	611.225
Error	8.9
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	6.7523

Identifiers and class information

Inchi key	LOZCNNJQVGZXFP-DKVBIXDNNA-N
Smiles	O=C(OC1C(OC(=O)C)C(O)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

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

External sources

HMDB ID
KNApSAcK ID	C00044980
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	85388569
PlantCyc ID
UNPD ID	UNPD179454
Coconut ID	CNP0220155
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)	8
Number of reactive functional groups (#rtvFG)	3
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	572.651
Computed dipole moment(dipole)	2.162
Total solvent accessible surface area (SASA)	801.145
Hydrophobic component of SASA (FOSA)	444.701
Hydrophilic component of SASA (FISA)	175.811
Pie component of the SASA (PISA)	180.633
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1626.23
Number of hydrogen bond donors (donorHB)	3
Number of hydrogen bond acceptors (accptHB)	12.15
Free energy of solvation of dipole (dip^2/V)	0.0028737
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0262679
Globularity descriptor (glob)	0.834784
Predicted polarizability in cubic angstroms (QPpolrz)	55.516
Predicted hexadecane/gas partition coefficient (QPlogPC16)	16.292
Predicted octanol/gas partition coefficient (QPlogPoct)	29.815
Predicted water/gas partition coefficient (QPlogPw)	18.668
Predicted octanol/water partition coefficient (QPlogPo/w)	3.248
Predicted aqueous solubility (QPlogS)	-5.156
Conformation-independent predicted aqueous solubility (CIQPlogS)	-6.239
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-5.067
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	213.147
Predicted brain/blood partition coefficient (QPlogBB)	-1.601
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	93.053
Predicted skin permeability, log Kp (QPlogKp)	-3.355
PM3 calculated ionization potential (IP(ev))	10.055
PM3 calculated electron affinity (EA(eV))	0.432
Number of likely metabolic reactions (#metab)	3
Prediction of binding to human serum albumin (QPlogKhsa)	0.334
Predicted qualitative human oral absorption (HumanOralAbsorption)	3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	74.683
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)	164.203
Number of nitrogen and oxygen atoms (#NandO)	10
Number of violations of Lipinskiâ€™s rule of five (RuleOfFive)	1
Number of violations of Jorgensenâ€™s rule of three (RuleOfThree)	0

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	SEA
Q08828	ADCY1	Brain adenylate cyclase 1	T63609	SEA
O75908	SOAT2	Acyl coenzyme A:cholesterol acyltransferase 2	T14463	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
T14463	DI0017	Adrenal cancer	[ICD-11: 2D11]	O75908	SOAT2