Compound ID	CDAMM01651
Common name	Pilosanol A
IUPAC name	1-[3-[[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]methyl]-2,4-dihydroxy-6-methoxy-5-methylphenyl]-2-methylbutan-1-one
Molecular formula	C₂₉H₃₂O₁₀

Experimental data

Retention time	0.36
Adduct	[M+K]+
Actual mz	579.16
Theoretical mz	579.163
Error	5.45
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	7.2749

Identifiers and class information

Inchi key	AXODAJZSINDBPB-QJFKVZSGNA-N
Smiles	O=C(C=1C(O)=C(C(O)=C(C1OC)C)CC2=C(O)C=C(O)C3=C2OC(C4=CC=C(O)C(O)=C4)C(O)C3)C(C)CC
Superclass	Phenylpropanoids and polyketides
Class	Flavonoids

Plant source

Cinnamomum tamala (Buch.-Ham.) T.Nees & C.H.Eberm.

External sources

HMDB ID
KNApSAcK ID	C00008970
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	74977167
PlantCyc ID
UNPD ID	UNPD55866
Coconut ID	CNP0299940
LipidMAPS ID	LMPK12020071
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)	13
Number of reactive functional groups (#rtvFG)	0
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	540.566
Computed dipole moment(dipole)	3.406
Total solvent accessible surface area (SASA)	813.922
Hydrophobic component of SASA (FOSA)	391.61
Hydrophilic component of SASA (FISA)	255.753
Pie component of the SASA (PISA)	166.559
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1553.76
Number of hydrogen bond donors (donorHB)	6
Number of hydrogen bond acceptors (accptHB)	8.7
Free energy of solvation of dipole (dip^2/V)	0.0074665
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0261825
Globularity descriptor (glob)	0.797085
Predicted polarizability in cubic angstroms (QPpolrz)	49.271
Predicted hexadecane/gas partition coefficient (QPlogPC16)	17.005
Predicted octanol/gas partition coefficient (QPlogPoct)	30.178
Predicted water/gas partition coefficient (QPlogPw)	19.04
Predicted octanol/water partition coefficient (QPlogPo/w)	2.982
Predicted aqueous solubility (QPlogS)	-5.177
Conformation-independent predicted aqueous solubility (CIQPlogS)	-7.372
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-5.61
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	37.204
Predicted brain/blood partition coefficient (QPlogBB)	-2.904
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	14.104
Predicted skin permeability, log Kp (QPlogKp)	-4.398
PM3 calculated ionization potential (IP(ev))	8.862
PM3 calculated electron affinity (EA(eV))	0.211
Number of likely metabolic reactions (#metab)	13
Prediction of binding to human serum albumin (QPlogKhsa)	0.276
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	46.599
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)	170.775
Number of nitrogen and oxygen atoms (#NandO)	10
Number of violations of Lipinskiâ€™s rule of five (RuleOfFive)	2
Number of violations of Jorgensenâ€™s rule of three (RuleOfThree)	1

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID	Gene name	Target name	TTD_ID	Prediction source
O43570	CA12	Carbonic anhydrase XII	T16987	SwissTargetPrediction
P43166	CA7	Carbonic anhydrase VII	T37541	SwissTargetPrediction
P22748	CA4	Carbonic anhydrase IV	T53378	SwissTargetPrediction
P11926	ODC1	Ornithine decarboxylase	T60366	SEA
P08253	MMP2	Matrix metalloproteinase 2	T68251	SwissTargetPrediction
P14780	MMP9	Matrix metalloproteinase 9	T54156	SwissTargetPrediction
Q14534	SQLE	Squalene monooxygenase (by homology)	T93344	SwissTargetPrediction
P56817	BACE1	Beta-secretase 1	T79031	SwissTargetPrediction
P20151	KLK2	Kallikrein 2	T01908	SEA
P15692	VEGFA	Vascular endothelial growth factor A	T20761	SwissTargetPrediction and SEA
P49763	PGF	Placenta growth factor	T70792	SwissTargetPrediction and SEA
P52209	PGD	6-phosphogluconate dehydrogenase	T76497	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T16987	DI0046	Bacterial infection	[ICD-11: 1A00-1C4Z]	O43570	CA12
T16987	DI0372	Seborrhoeic dermatitis	[ICD-11: EA81]	O43570	CA12
T53378	DI0046	Bacterial infection	[ICD-11: 1A00-1C4Z]	P22748	CA4
T53378	DI0166	Glaucoma	[ICD-11: 9C61]	P22748	CA4
T53378	DI0372	Seborrhoeic dermatitis	[ICD-11: EA81]	P22748	CA4
T60366	DI0020	African trypanosomiasis	[ICD-11: 1F51]	P11926	ODC1
T68251	DI0238	Lung cancer	[ICD-11: 2C25]	P08253	MMP2
T54156	DI0219	Ischaemic/haemorrhagic stroke	[ICD-11: 8B20]	P14780	MMP9
T54156	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P14780	MMP9
T54156	DI0395	Stomach cancer	[ICD-11: 2B72]	P14780	MMP9
T54156	DI0419	Ulcerative colitis	[ICD-11: DD71]	P14780	MMP9
T93344	DI0118	Dermatophytosis	[ICD-11: 1F28]	Q14534	SQLE
T93344	DI0385	Skin fungal infection disorder	[ICD-11: EA60]	Q14534	SQLE
T79031	DI0025	Alzheimer disease	[ICD-11: 8A20]	P56817	BACE1
T01908	DI0213	Innate/adaptive immunodeficiency	[ICD-11: 4A00]	P20151	KLK2
T20761	DI0095	Colorectal cancer	[ICD-11: 2B91]	P15692	VEGFA
T20761	DI0365	Retinopathy	[ICD-11: 9B71]	P15692	VEGFA
T20761	DI0430	Vascular system developmental anomaly	[ICD-11: LA90]	P15692	VEGFA
T70792	DI0095	Colorectal cancer	[ICD-11: 2B91]	P49763	PGF
T76497	DI0337	Pituitary gland disorder	[ICD-11: 5A60-5A61]	P52209	PGD