Compound ID	CDAMM02521
Common name	Guttiferone A
IUPAC name	3-[(3,4-dihydroxyphenyl)-hydroxymethylidene]-6-methyl-1,5,7-tris(3-methylbut-2-enyl)-6-(4-methylpent-3-enyl)bicyclo[3.3.1]nonane-2,4,9-trione
Molecular formula	C₃₈H₅₀O₆

Experimental data

Retention time	10.75
Adduct	[M+H]+
Actual mz	603.377
Theoretical mz	603.368
Error	14.13
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	5.9796

Identifiers and class information

Inchi key	QKKRBNPMUBNTPA-UHFFFAOYNA-N
Smiles	O=C(C1=CC=C(O)C(O)=C1)C=2C(=O)C3(C(=O)C(C2O)(CC=C(C)C)CC(CC=C(C)C)C3(C)CCC=C(C)C)CC=C(C)C
Superclass	Lipids and lipid-like molecules
Class	Prenol lipids

Plant source

Convolvulus prostratus Forssk.

External sources

HMDB ID	HMDB0039709
KNApSAcK ID	C00034855
FooDB ID	FDB019344
DrugBank ID
ChEBI ID	CHEBI:65990
Pubchem Compound ID	3527
PlantCyc ID
UNPD ID	UNPD157968
Coconut ID	CNP0108469
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	4
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)	13
Number of reactive functional groups (#rtvFG)	0
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	602.809
Computed dipole moment(dipole)	6.396
Total solvent accessible surface area (SASA)	1004.97
Hydrophobic component of SASA (FOSA)	698.171
Hydrophilic component of SASA (FISA)	184.212
Pie component of the SASA (PISA)	122.588
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1979.34
Number of hydrogen bond donors (donorHB)	2
Number of hydrogen bond acceptors (accptHB)	9.5
Free energy of solvation of dipole (dip^2/V)	0.0206703
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0133686
Globularity descriptor (glob)	0.758621
Predicted polarizability in cubic angstroms (QPpolrz)	65.882
Predicted hexadecane/gas partition coefficient (QPlogPC16)	19.364
Predicted octanol/gas partition coefficient (QPlogPoct)	30.334
Predicted water/gas partition coefficient (QPlogPw)	13.644
Predicted octanol/water partition coefficient (QPlogPo/w)	6.444
Predicted aqueous solubility (QPlogS)	-8.704
Conformation-independent predicted aqueous solubility (CIQPlogS)	-8.113
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-6.022
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	177.427
Predicted brain/blood partition coefficient (QPlogBB)	-2.354
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	76.318
Predicted skin permeability, log Kp (QPlogKp)	-3.235
PM3 calculated ionization potential (IP(ev))	9.225
PM3 calculated electron affinity (EA(eV))	0.566
Number of likely metabolic reactions (#metab)	15
Prediction of binding to human serum albumin (QPlogKhsa)	1.481
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	79.011
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)	120.214
Number of nitrogen and oxygen atoms (#NandO)	6
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
Q13133	NR1H3	LXR-alpha	T52297	SwissTargetPrediction
P07858	CTSB	Cathepsin (B and K)	T61746	SwissTargetPrediction
Q09472	EP300	Histone acetyltransferase p300	T25956	SwissTargetPrediction and SEA
Q92831	KAT2B	Histone acetyltransferase PCAF	T16902	SwissTargetPrediction
P08581	MET	Hepatocyte growth factor receptor	T40474	SwissTargetPrediction
Q96EB6	SIRT1	NAD-dependent deacetylase sirtuin 1	T14731	SwissTargetPrediction
P42224	STAT1	Signal transducer and activator of transcription 1-alpha/beta	T64205	SwissTargetPrediction
P08311	CTSG	Cathepsin G	T86385	SwissTargetPrediction

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T52297	DI0117	Depression	[ICD-11: 6A70-6A7Z]	Q13133	NR1H3
T61746	DI0023	Alopecia	[ICD-11: ED70]	P07858	CTSB
T61746	DI0025	Alzheimer disease	[ICD-11: 8A20]	P07858	CTSB
T61746	DI0037	Asthma	[ICD-11: CA23]	P07858	CTSB
T61746	DI0055	Bone cancer	[ICD-11: 2B5Z]	P07858	CTSB
T61746	DI0060	Brain cancer	[ICD-11: 2A00]	P07858	CTSB
T61746	DI0067	Cardiac arrest	[ICD-11: MC82]	P07858	CTSB
T61746	DI0074	Cerebral ischaemic stroke	[ICD-11: 8B11]	P07858	CTSB
T61746	DI0086	Chronic obstructive pulmonary disease	[ICD-11: CA22]	P07858	CTSB
T61746	DI0087	Chronic pain	[ICD-11: MG30]	P07858	CTSB
T61746	DI0110	Cystic fibrosis	[ICD-11: CA25]	P07858	CTSB
T61746	DI0124	Digestive system disease	[ICD-11: DE2Z]	P07858	CTSB
T61746	DI0178	Hepatic fibrosis/cirrhosis	[ICD-11: DB93]	P07858	CTSB
T61746	DI0199	Idiopathic interstitial pneumonitis	[ICD-11: CB03]	P07858	CTSB
T61746	DI0253	Meningioma	[ICD-11: 2A01]	P07858	CTSB
T61746	DI0262	Metastatic tumour	[ICD-11: 2D50-2E2Z]	P07858	CTSB
T61746	DI0275	Multiple sclerosis	[ICD-11: 8A40]	P07858	CTSB
T61746	DI0296	Neurodegenerative disorder	[ICD-11: 8A20-8A23]	P07858	CTSB
T61746	DI0320	Osteoarthritis	[ICD-11: FA00-FA05]	P07858	CTSB
T61746	DI0351	Psoriasis	[ICD-11: EA90]	P07858	CTSB
T61746	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	P07858	CTSB
T25956	DI0346	Prostate cancer	[ICD-11: 2C82]	Q09472	EP300
T25956	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	Q09472	EP300
T40474	DI0238	Lung cancer	[ICD-11: 2C25]	P08581	MET
T40474	DI0303	Non-small-cell lung cancer	[ICD-11: 2C25]	P08581	MET
T40474	DI0407	Thyroid cancer	[ICD-11: 2D10]	P08581	MET
T14731	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	Q96EB6	SIRT1
T14731	DI0399	Systemic sclerosis	[ICD-11: 4A42]	Q96EB6	SIRT1
T14731	DI0431	Vasculitis	[ICD-11: 4A44]	Q96EB6	SIRT1
T64205	DI0383	Skin and skin-structure infection	[ICD-11: 1F28-1G0Z]	P42224	STAT1
T86385	DI0086	Chronic obstructive pulmonary disease	[ICD-11: CA22]	P08311	CTSG