Compound ID	CDAMM01518
Common name	Hypoloside A
IUPAC name	[4,5-dihydroxy-6-(hydroxymethyl)-2-(7-hydroxy-2,2,5,7-tetramethyl-1-oxospiro[3,7a-dihydroindene-6,1\'-cyclopropane]-3a-yl)oxyoxan-3-yl] acetate
Molecular formula	C₂₃H₃₄O₉

Experimental data

Retention time	4.47
Adduct	[M+NH4]+
Actual mz	472.25
Theoretical mz	472.254
Error	7.67
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	7.1634

Identifiers and class information

Inchi key	RYLFQOVBQSESBN-LHOHVAGVNA-N
Smiles	O=C(OC1C(OC(CO)C(O)C1O)OC23C=C(C)C4(CC4)C(O)(C)C3C(=O)C(C)(C)C2)C
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	C00021443
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	14313737
PlantCyc ID
UNPD ID	UNPD191884
Coconut ID	CNP0140053
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)	2
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	454.516
Computed dipole moment(dipole)	4.835
Total solvent accessible surface area (SASA)	680.988
Hydrophobic component of SASA (FOSA)	501.724
Hydrophilic component of SASA (FISA)	173.181
Pie component of the SASA (PISA)	6.082
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1337.06
Number of hydrogen bond donors (donorHB)	3
Number of hydrogen bond acceptors (accptHB)	11.3
Free energy of solvation of dipole (dip^2/V)	0.0174841
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0287409
Globularity descriptor (glob)	0.861903
Predicted polarizability in cubic angstroms (QPpolrz)	42.276
Predicted hexadecane/gas partition coefficient (QPlogPC16)	12.535
Predicted octanol/gas partition coefficient (QPlogPoct)	24.597
Predicted water/gas partition coefficient (QPlogPw)	16.337
Predicted octanol/water partition coefficient (QPlogPo/w)	1.699
Predicted aqueous solubility (QPlogS)	-3.571
Conformation-independent predicted aqueous solubility (CIQPlogS)	-3.919
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-3.796
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	225.746
Predicted brain/blood partition coefficient (QPlogBB)	-1.473
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	99.013
Predicted skin permeability, log Kp (QPlogKp)	-3.922
PM3 calculated ionization potential (IP(ev))	9.805
PM3 calculated electron affinity (EA(eV))	-0.568
Number of likely metabolic reactions (#metab)	6
Prediction of binding to human serum albumin (QPlogKhsa)	-0.171
Predicted qualitative human oral absorption (HumanOralAbsorption)	3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	79.017
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)	148.17
Number of nitrogen and oxygen atoms (#NandO)	9
Number of violations of Lipinskiâ€™s rule of five (RuleOfFive)	0
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
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
P17931	LGALS3	Galectin-3	T72038	SEA
Q07108	CD69	Early activation antigen CD69	T48780	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
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