Compound ID	CDAMM00643
Common name	Archangelolide
IUPAC name	[3,6-diacetyloxy-3,6,9-trimethyl-7-(2-methylbut-2-enoyloxy)-2-oxo-4,5,6a,7,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-4-yl] 2-methylbutanoate
Molecular formula	C₂₉H₄₀O₁₀

Experimental data

Retention time	0.47
Adduct	[M+Na]+
Actual mz	571.245
Theoretical mz	571.251
Error	11.76
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	6.8198

Identifiers and class information

Inchi key	VIFTUZUHQDHAIL-KDKKMWSYNA-N
Smiles	O=C(OC1C=C(C)C2C3OC(=O)C(OC(=O)C)(C)C3C(OC(=O)C(C)CC)CC(OC(=O)C)(C)C12)C(=CC)C
Superclass	Lipids and lipid-like molecules
Class	Prenol lipids

Plant source

Piper longum L.

External sources

HMDB ID
KNApSAcK ID	C00003214
FooDB ID
DrugBank ID
ChEBI ID	CHEBI:2809
Pubchem Compound ID	5089294
PlantCyc ID
UNPD ID	UNPD116653
Coconut ID	CNP0182187
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)	7
Number of reactive functional groups (#rtvFG)	4
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	548.629
Computed dipole moment(dipole)	7.846
Total solvent accessible surface area (SASA)	794.925
Hydrophobic component of SASA (FOSA)	591.428
Hydrophilic component of SASA (FISA)	167.511
Pie component of the SASA (PISA)	35.985
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1629.99
Number of hydrogen bond donors (donorHB)	0
Number of hydrogen bond acceptors (accptHB)	11
Free energy of solvation of dipole (dip^2/V)	0.0377676
Index of cohesive interaction in solids (ACxDN^.5/SA)	0
Globularity descriptor (glob)	0.842614
Predicted polarizability in cubic angstroms (QPpolrz)	54.927
Predicted hexadecane/gas partition coefficient (QPlogPC16)	14.531
Predicted octanol/gas partition coefficient (QPlogPoct)	24.901
Predicted water/gas partition coefficient (QPlogPw)	12.307
Predicted octanol/water partition coefficient (QPlogPo/w)	3.455
Predicted aqueous solubility (QPlogS)	-4.382
Conformation-independent predicted aqueous solubility (CIQPlogS)	-5.638
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-4.25
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	255.501
Predicted brain/blood partition coefficient (QPlogBB)	-1.431
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	113.191
Predicted skin permeability, log Kp (QPlogKp)	-3.808
PM3 calculated ionization potential (IP(ev))	9.976
PM3 calculated electron affinity (EA(eV))	0.293
Number of likely metabolic reactions (#metab)	6
Prediction of binding to human serum albumin (QPlogKhsa)	0.11
Predicted qualitative human oral absorption (HumanOralAbsorption)	3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	77.304
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)	156.992
Number of nitrogen and oxygen atoms (#NandO)	10
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
P19838	NFKB1	Nuclear factor NF-kappa-B p105 subunit	T83145	SEA
P35354	PTGS2	Cyclooxygenase-2	T66665	SwissTargetPrediction
Q08499	PDE4D	Phosphodiesterase 4D	T02001	SwissTargetPrediction

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T83145	DI0218	Irritable bowel syndrome	[ICD-11: DD91]	P19838	NFKB1
T83145	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	P19838	NFKB1
T66665	DI0087	Chronic pain	[ICD-11: MG30]	P35354	PTGS2
T66665	DI0145	Female pelvic pain	[ICD-11: GA34]	P35354	PTGS2
T66665	DI0188	Hyper-lipoproteinaemia	[ICD-11: 5C80]	P35354	PTGS2
T66665	DI0207	Indeterminate colitis	[ICD-11: DD72]	P35354	PTGS2
T66665	DI0227	Knee osteoarthritis	[ICD-11: FA01]	P35354	PTGS2
T66665	DI0320	Osteoarthritis	[ICD-11: FA00-FA05]	P35354	PTGS2
T66665	DI0324	Pain	[ICD-11: MG30-MG3Z]	P35354	PTGS2
T66665	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	P35354	PTGS2
T66665	DI0416	Tuberculosis	[ICD-11: 1B10-1B12]	P35354	PTGS2
T02001	DI0411	Tonus and reflex abnormality	[ICD-11: MB47]	Q08499	PDE4D