Compound ID	CDAMM00632
Common name	Racemosic acid
IUPAC name	3-[3,4,7,9-tetrahydroxy-2-(hydroxymethyl)-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,4,4a,9b-tetrahydro-2H-pyrano[3,2-b][1]benzofuran-8-yl]but-2-enoic acid
Molecular formula	C₂₂H₂₈O₁₄

Experimental data

Retention time	13.46
Adduct	[M+NH4]+
Actual mz	534.188
Theoretical mz	534.182
Error	12.5
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	6.7065

Identifiers and class information

Inchi key	UOMHRBZAKXQMCC-GORDUTHDNA-N
Smiles	O=C(O)C=C(C=1C(O)=C(C=2OC3C(O)C(O)C(OC3C2C1O)CO)C4OC(CO)C(O)C(O)C4O)C
Superclass	Organic oxygen compounds
Class	Organooxygen compounds

Plant source

Piper longum L.

External sources

HMDB ID
KNApSAcK ID	C00035381
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	85142470
PlantCyc ID
UNPD ID	UNPD60345
Coconut ID	CNP0180511
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	7
Number of non-conjugated amine groups (#amine)	0
Number of amidine and guanidine groups (#amidine)	0
Number of carboxylic acid groups (#acid)	1
Number of non-conjugated amide groups (#amide)	0
Number of rotatable bonds (#rotor)	14
Number of reactive functional groups (#rtvFG)	1
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	516.455
Computed dipole moment(dipole)	5.443
Total solvent accessible surface area (SASA)	709.67
Hydrophobic component of SASA (FOSA)	288.833
Hydrophilic component of SASA (FISA)	408.57
Pie component of the SASA (PISA)	12.267
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1358.94
Number of hydrogen bond donors (donorHB)	10
Number of hydrogen bond acceptors (accptHB)	19.55
Free energy of solvation of dipole (dip^2/V)	0.0218022
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0871144
Globularity descriptor (glob)	0.836067
Predicted polarizability in cubic angstroms (QPpolrz)	39.358
Predicted hexadecane/gas partition coefficient (QPlogPC16)	16.038
Predicted octanol/gas partition coefficient (QPlogPoct)	39.149
Predicted water/gas partition coefficient (QPlogPw)	35.104
Predicted octanol/water partition coefficient (QPlogPo/w)	-2.792
Predicted aqueous solubility (QPlogS)	-1.842
Conformation-independent predicted aqueous solubility (CIQPlogS)	-2.341
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-2.436
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	0.335
Predicted brain/blood partition coefficient (QPlogBB)	-4.177
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	0.11
Predicted skin permeability, log Kp (QPlogKp)	-7.662
PM3 calculated ionization potential (IP(ev))	9.173
PM3 calculated electron affinity (EA(eV))	0.096
Number of likely metabolic reactions (#metab)	14
Prediction of binding to human serum albumin (QPlogKhsa)	-1.491
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)	255.858
Number of nitrogen and oxygen atoms (#NandO)	14
Number of violations of Lipinski’s rule of five (RuleOfFive)	3
Number of violations of Jorgensen’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
P16278	GLB1	Beta-galactosidase (by homology)	T73134	SEA
Q9BZP6	CHIA	Acidic mammalian chitinase (by homology)	T51597	SEA
P31639	SLC5A2	Sodium/glucose cotransporter 2	T30085	SwissTargetPrediction
P16109	SELP	P-selectin	T10965	SwissTargetPrediction
P05231	IL6	Interleukin-6	T32578	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T73134	DI0242	Lysosomal disease	[ICD-11: 5C56]	P16278	GLB1
T30085	DI0120	Diabetes mellitus	[ICD-11: 5A10]	P31639	SLC5A2
T30085	DI0175	Heart failure	[ICD-11: BD10-BD1Z]	P31639	SLC5A2
T30085	DI0417	Type 2 diabetes mellitus	[ICD-11: 5A11]	P31639	SLC5A2
T10965	DI0088	Circulatory system disease	[ICD-11: BE2Z]	P16109	SELP
T10965	DI0381	Sickle-cell disorder	[ICD-11: 3A51]	P16109	SELP
T32578	DI0028	Anemia	[ICD-11: 3A00-3A9Z]	P05231	IL6