Compound ID	CDAMM01945
Common name	Thapsivillosin K
IUPAC name	[6-acetyloxy-3,3a-dihydroxy-3,6,9-trimethyl-8-(2-methylbut-2-enoyloxy)-7-(3-methylbut-2-enoyloxy)-2-oxo-4,5,6a,7,8,9b-hexahydroazuleno[4,5-b]furan-4-yl] 2-methylbutanoate
Molecular formula	C₃₂H₄₄O₁₂

Experimental data

Retention time	15.99
Adduct	[M+H]+
Actual mz	621.286
Theoretical mz	621.29
Error	6.24
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	6.5407

Identifiers and class information

Inchi key	QBBAXBRRZGCMLE-ATVHPVEENA-N
Smiles	O=C(OC1C(OC(=O)C(=CC)C)C(=C2C3OC(=O)C(O)(C)C3(O)C(OC(=O)C(C)CC)CC(OC(=O)C)(C)C21)C)C=C(C)C
Superclass	Organic acids and derivatives
Class	Carboxylic acids and derivatives

Plant source

Curcuma longa L.

External sources

HMDB ID
KNApSAcK ID	C00020716
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	162971562
PlantCyc ID
UNPD ID	UNPD190079
Coconut ID	CNP0243186
LipidMAPS ID
NANPDB ID

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)	4
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	620.692
Computed dipole moment(dipole)	7.085
Total solvent accessible surface area (SASA)	871.418
Hydrophobic component of SASA (FOSA)	691.111
Hydrophilic component of SASA (FISA)	159.128
Pie component of the SASA (PISA)	21.179
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1805.37
Number of hydrogen bond donors (donorHB)	2
Number of hydrogen bond acceptors (accptHB)	12.5
Free energy of solvation of dipole (dip^2/V)	0.0278082
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0202861
Globularity descriptor (glob)	0.822841
Predicted polarizability in cubic angstroms (QPpolrz)	59.878
Predicted hexadecane/gas partition coefficient (QPlogPC16)	16.368
Predicted octanol/gas partition coefficient (QPlogPoct)	30.048
Predicted water/gas partition coefficient (QPlogPw)	16.078
Predicted octanol/water partition coefficient (QPlogPo/w)	4.209
Predicted aqueous solubility (QPlogS)	-5.782
Conformation-independent predicted aqueous solubility (CIQPlogS)	-6.76
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-4.5
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	306.823
Predicted brain/blood partition coefficient (QPlogBB)	-1.606
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	137.955
Predicted skin permeability, log Kp (QPlogKp)	-3.418
PM3 calculated ionization potential (IP(ev))	9.937
PM3 calculated electron affinity (EA(eV))	0.258
Number of likely metabolic reactions (#metab)	11
Prediction of binding to human serum albumin (QPlogKhsa)	0.601
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	70.186
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)	181.506
Number of nitrogen and oxygen atoms (#NandO)	12
Number of violations of Lipinski’s rule of five (RuleOfFive)	2
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
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