Compound ID	CDAMM00657
Common name	Apigenosylide B
IUPAC name	6-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]-5-hydroxy-2-(4-hydroxyphenyl)-5\'-methyl-10-octylspiro[10H-pyrano[2,3-f][1,2]benzodioxine-9,3\'-oxolane]-2\',4,4\'-trione
Molecular formula	C₄₁H₅₀O₁₈

Experimental data

Retention time	13.29
Adduct	[M+H]+
Actual mz	831.315
Theoretical mz	831.307
Error	9.77
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	5.9225

Identifiers and class information

Inchi key	LQXSGEOEMJXPTE-AVRUUHJBNA-N
Smiles	O=C1C=C(OC2=C1C(O)=C(C=3OOC4(C(=O)OC(C4=O)C)C(C23)CCCCCCCC)C5OC(CO)C(O)C(O)C5OC6OC(C)C(O)C(O)C6O)C=7C=CC(O)=CC7
Superclass	Phenylpropanoids and polyketides
Class	Flavonoids

Plant source

Piper longum L.

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

External sources

HMDB ID
KNApSAcK ID	C00047722
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	56667137
PlantCyc ID
UNPD ID	UNPD184480
Coconut ID	CNP0188890
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	14
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)	18
Number of reactive functional groups (#rtvFG)	2
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	830.835
Computed dipole moment(dipole)	14.646
Total solvent accessible surface area (SASA)	1071.28
Hydrophobic component of SASA (FOSA)	533.731
Hydrophilic component of SASA (FISA)	374.686
Pie component of the SASA (PISA)	162.866
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	2229.35
Number of hydrogen bond donors (donorHB)	7
Number of hydrogen bond acceptors (accptHB)	24.8
Free energy of solvation of dipole (dip^2/V)	0.0962251
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0612487
Globularity descriptor (glob)	0.770395
Predicted polarizability in cubic angstroms (QPpolrz)	73.062
Predicted hexadecane/gas partition coefficient (QPlogPC16)	24.047
Predicted octanol/gas partition coefficient (QPlogPoct)	50.467
Predicted water/gas partition coefficient (QPlogPw)	36.663
Predicted octanol/water partition coefficient (QPlogPo/w)	-0.023
Predicted aqueous solubility (QPlogS)	-3.914
Conformation-independent predicted aqueous solubility (CIQPlogS)	-7.025
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-6.024
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	2.772
Predicted brain/blood partition coefficient (QPlogBB)	-4.73
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	0.852
Predicted skin permeability, log Kp (QPlogKp)	-6.123
PM3 calculated ionization potential (IP(ev))	9.443
PM3 calculated electron affinity (EA(eV))	1.22
Number of likely metabolic reactions (#metab)	12
Prediction of binding to human serum albumin (QPlogKhsa)	-0.945
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	0
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)	280.847
Number of nitrogen and oxygen atoms (#NandO)	18
Number of violations of Lipinskiâ€™s rule of five (RuleOfFive)	3
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
P15692	VEGFA	Vascular endothelial growth factor A	T20761	SEA
P05230	FGF1	Acidic fibroblast growth factor	T18639	SEA
P09038	FGF2	Basic fibroblast growth factor	T31621	SEA
P60568	IL2	Interleukin-2	T61698	SEA
P04746	AMY2A	Pancreatic alpha-amylase	T86918	SEA
P14679	TYR	Tyrosinase	T97035	SEA
Q9GZQ4	NMUR2	Neuromedin-U receptor 2	T04210	SEA
P30837	ALDH1B1	Acetaldehyde dehydrogenase	T99641	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T20761	DI0095	Colorectal cancer	[ICD-11: 2B91]	P15692	VEGFA
T20761	DI0365	Retinopathy	[ICD-11: 9B71]	P15692	VEGFA
T20761	DI0430	Vascular system developmental anomaly	[ICD-11: LA90]	P15692	VEGFA
T18639	DI0081	Chronic arterial occlusive disease	[ICD-11: BD4Z]	P05230	FGF1
T18639	DI0102	Coronary atherosclerosis	[ICD-11: BA52]	P05230	FGF1
T31621	DI0005	Acne vulgaris	[ICD-11: ED80]	P09038	FGF2
T61698	DI0275	Multiple sclerosis	[ICD-11: 8A40]	P60568	IL2
T61698	DI0361	Renal cell carcinoma	[ICD-11: 2C90]	P60568	IL2
T86918	DI0110	Cystic fibrosis	[ICD-11: CA25]	P04746	AMY2A
T86918	DI0328	Pancreatic malfunction	[ICD-11: DC30-DC3Z]	P04746	AMY2A
T97035	DI0007	Acquired hypermelanosis	[ICD-11: ED60]	P14679	TYR
T97035	DI0008	Acquired hypomelanotic disorder	[ICD-11: ED63]	P14679	TYR
T99641	DI0396	Substance abuse	[ICD-11: 6C40]	P30837	ALDH1B1