Compound ID	CDAMM00898
Common name	Pumilaside A
IUPAC name	2-[(5,8-dihydroxy-4a,8-dimethyl-2-propan-2-yl-1,2,3,4,5,6,7,8a-octahydronaphthalen-1-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Molecular formula	C₂₁H₃₈O₈

Experimental data

Retention time	10.94
Adduct	[M+H]+
Actual mz	419.264
Theoretical mz	419.264
Error	0.9
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	7.3087

Identifiers and class information

Inchi key	DQRUOTCFENUXKV-DSEYBXAWNA-N
Smiles	OCC1OC(OC2C(CCC3(C)C(O)CCC(O)(C)C23)C(C)C)C(O)C(O)C1O
Superclass	Lipids and lipid-like molecules
Class	Prenol lipids

Plant source

Cinnamomum verum J. Presl

External sources

HMDB ID
KNApSAcK ID	C00033323
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	73808182
PlantCyc ID
UNPD ID	UNPD113649
Coconut ID	CNP0245349
LipidMAPS ID
NANPDB ID	NANPDB_5372

Pharmacokinetic properties

Number of descriptor values(#stars)	1
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)	10
Number of reactive functional groups (#rtvFG)	1
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	418.526
Computed dipole moment(dipole)	3.709
Total solvent accessible surface area (SASA)	626.589
Hydrophobic component of SASA (FOSA)	432.105
Hydrophilic component of SASA (FISA)	194.484
Pie component of the SASA (PISA)	0
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1246.42
Number of hydrogen bond donors (donorHB)	6
Number of hydrogen bond acceptors (accptHB)	12.65
Free energy of solvation of dipole (dip^2/V)	0.011039
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0494519
Globularity descriptor (glob)	0.893908
Predicted polarizability in cubic angstroms (QPpolrz)	37.307
Predicted hexadecane/gas partition coefficient (QPlogPC16)	12.584
Predicted octanol/gas partition coefficient (QPlogPoct)	27.963
Predicted water/gas partition coefficient (QPlogPw)	21.592
Predicted octanol/water partition coefficient (QPlogPo/w)	0.314
Predicted aqueous solubility (QPlogS)	-2.373
Conformation-independent predicted aqueous solubility (CIQPlogS)	-2.661
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-3.249
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	141.778
Predicted brain/blood partition coefficient (QPlogBB)	-1.662
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	59.888
Predicted skin permeability, log Kp (QPlogKp)	-4.144
PM3 calculated ionization potential (IP(ev))	10.389
PM3 calculated electron affinity (EA(eV))	-1.822
Number of likely metabolic reactions (#metab)	6
Prediction of binding to human serum albumin (QPlogKhsa)	-0.536
Predicted qualitative human oral absorption (HumanOralAbsorption)	2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	54.338
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)	128.189
Number of nitrogen and oxygen atoms (#NandO)	8
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
P07900	HSP90AA1	Heat shock protein HSP 90-alpha	T18477	SwissTargetPrediction
P49810	PSEN2	Gamma-secretase	T99204	SwissTargetPrediction
P15692	VEGFA	Vascular endothelial growth factor A	T20761	SwissTargetPrediction and SEA
P05230	FGF1	Acidic fibroblast growth factor	T18639	SwissTargetPrediction and SEA
P09038	FGF2	Basic fibroblast growth factor	T31621	SwissTargetPrediction and SEA
Q9Y251	HPSE	Heparanase	T47623	SwissTargetPrediction
P60568	IL2	Interleukin-2	T61698	SEA
P17931	LGALS3	Galectin-3	T72038	SEA
P04746	AMY2A	Pancreatic alpha-amylase	T86918	SEA
P14679	TYR	Tyrosinase	T97035	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T18477	DI0015	Acute upper respiratory infection	[ICD-11: CA07]	P07900	HSP90AA1
T18477	DI0037	Asthma	[ICD-11: CA23]	P07900	HSP90AA1
T99204	DI0320	Osteoarthritis	[ICD-11: FA00-FA05]	P49810	PSEN2
T99204	DI0380	Shoulder lesion	[ICD-11: FB53]	P49810	PSEN2
T99204	DI0390	Soft tissue disorder	[ICD-11: FB56]	P49810	PSEN2
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
T47623	DI0020	African trypanosomiasis	[ICD-11: 1F51]	Q9Y251	HPSE
T47623	DI0310	Ocular disease	[ICD-11: N.A.]	Q9Y251	HPSE
T61698	DI0275	Multiple sclerosis	[ICD-11: 8A40]	P60568	IL2
T61698	DI0361	Renal cell carcinoma	[ICD-11: 2C90]	P60568	IL2
T72038	DI0190	Hypertension	[ICD-11: BA00-BA04]	P17931	LGALS3
T72038	DI0199	Idiopathic interstitial pneumonitis	[ICD-11: CB03]	P17931	LGALS3
T72038	DI0252	Melanoma	[ICD-11: 2C30]	P17931	LGALS3
T72038	DI0302	Non-alcoholic fatty liver disease	[ICD-11: DB92]	P17931	LGALS3
T72038	DI0351	Psoriasis	[ICD-11: EA90]	P17931	LGALS3
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