Compound ID	CDAMM02338
Common name	Genipin
IUPAC name	methyl 1-hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
Molecular formula	C₁₁H₁₄O₅

Experimental data

Retention time	5.48
Adduct	[M+H]+
Actual mz	227.092
Theoretical mz	227.091
Error	1.43
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	6.3971

Identifiers and class information

Inchi key	AZKVWQKMDGGDSV-UHFFFAOYNA-N
Smiles	O=C(OC)C1=COC(O)C2C(=CCC12)CO
Superclass	Lipids and lipid-like molecules
Class	Prenol lipids

Plant source

Asparagus gonoclados Baker

External sources

HMDB ID	HMDB0035830
KNApSAcK ID	C00000321
FooDB ID	FDB014596
DrugBank ID
ChEBI ID	CHEBI:5298
Pubchem Compound ID	23340
PlantCyc ID
UNPD ID	UNPD107085
Coconut ID	CNP0231068
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)	4
Number of reactive functional groups (#rtvFG)	2
Predicted central nervous system activity (CNS)	-1
Molecular weight (mol_MW)	226.229
Computed dipole moment(dipole)	4.561
Total solvent accessible surface area (SASA)	434.881
Hydrophobic component of SASA (FOSA)	237.118
Hydrophilic component of SASA (FISA)	128.286
Pie component of the SASA (PISA)	69.478
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	727.692
Number of hydrogen bond donors (donorHB)	2
Number of hydrogen bond acceptors (accptHB)	7.1
Free energy of solvation of dipole (dip^2/V)	0.028592
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0230889
Globularity descriptor (glob)	0.899689
Predicted polarizability in cubic angstroms (QPpolrz)	21.063
Predicted hexadecane/gas partition coefficient (QPlogPC16)	6.944
Predicted octanol/gas partition coefficient (QPlogPoct)	13.522
Predicted water/gas partition coefficient (QPlogPw)	11.151
Predicted octanol/water partition coefficient (QPlogPo/w)	0.203
Predicted aqueous solubility (QPlogS)	-1.594
Conformation-independent predicted aqueous solubility (CIQPlogS)	-1.541
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-3.486
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	601.684
Predicted brain/blood partition coefficient (QPlogBB)	-0.734
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	285.676
Predicted skin permeability, log Kp (QPlogKp)	-3.255
PM3 calculated ionization potential (IP(ev))	9.676
PM3 calculated electron affinity (EA(eV))	-0.039
Number of likely metabolic reactions (#metab)	4
Prediction of binding to human serum albumin (QPlogKhsa)	-0.707
Predicted qualitative human oral absorption (HumanOralAbsorption)	3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	77.878
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)	83.371
Number of nitrogen and oxygen atoms (#NandO)	5
Number of violations of Lipinski’s rule of five (RuleOfFive)	0
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

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names