Compound ID	CDAMM02789
Common name	Orthosiphol D
IUPAC name	(6,10-diacetyloxy-2-ethenyl-10a-hydroxy-2,4b,8,8-tetramethyl-1,7-dioxo-3,4,4a,8a,9,10-hexahydrophenanthren-4-yl) benzoate
Molecular formula	C₃₁H₃₆O₉

Experimental data

Retention time	5.11
Adduct	[M+H]+
Actual mz	553.249
Theoretical mz	553.243
Error	10.17
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	7.3058

Identifiers and class information

Inchi key	LSZJDNYREMWISO-WBIQFAPQNA-N
Smiles	O=C(OC1CC(C=C)(C(=O)C2(O)C(OC(=O)C)CC3C(C=C(OC(=O)C)C(=O)C3(C)C)(C)C12)C)C=4C=CC=CC4
Superclass	Lipids and lipid-like molecules
Class	Prenol lipids

Plant source

Convolvulus prostratus Forssk.

External sources

HMDB ID
KNApSAcK ID	C00044974
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	75051747
PlantCyc ID
UNPD ID	UNPD26768
Coconut ID	CNP0338142
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)	6
Number of reactive functional groups (#rtvFG)	3
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	552.62
Computed dipole moment(dipole)	5.329
Total solvent accessible surface area (SASA)	756.506
Hydrophobic component of SASA (FOSA)	417
Hydrophilic component of SASA (FISA)	170.31
Pie component of the SASA (PISA)	169.196
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1594.09
Number of hydrogen bond donors (donorHB)	1
Number of hydrogen bond acceptors (accptHB)	11.25
Free energy of solvation of dipole (dip^2/V)	0.0178174
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.014871
Globularity descriptor (glob)	0.872357
Predicted polarizability in cubic angstroms (QPpolrz)	55.405
Predicted hexadecane/gas partition coefficient (QPlogPC16)	15.338
Predicted octanol/gas partition coefficient (QPlogPoct)	26.76
Predicted water/gas partition coefficient (QPlogPw)	15.071
Predicted octanol/water partition coefficient (QPlogPo/w)	3.595
Predicted aqueous solubility (QPlogS)	-4.771
Conformation-independent predicted aqueous solubility (CIQPlogS)	-6.435
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-4.404
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	240.355
Predicted brain/blood partition coefficient (QPlogBB)	-1.29
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	105.956
Predicted skin permeability, log Kp (QPlogKp)	-3.486
PM3 calculated ionization potential (IP(ev))	10.209
PM3 calculated electron affinity (EA(eV))	0.644
Number of likely metabolic reactions (#metab)	1
Prediction of binding to human serum albumin (QPlogKhsa)	0.442
Predicted qualitative human oral absorption (HumanOralAbsorption)	3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	77.652
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)	155.501
Number of nitrogen and oxygen atoms (#NandO)	9
Number of violations of Lipinski’s rule of five (RuleOfFive)	1
Number of violations of Jorgensen’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
O75908	SOAT2	Acyl coenzyme A:cholesterol acyltransferase 2	T14463	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
T14463	DI0017	Adrenal cancer	[ICD-11: 2D11]	O75908	SOAT2