Compound ID	CDAMM00207
Common name	Phellamurin
IUPAC name	(2R,3R)-3,5-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
Molecular formula	C₂₆H₃₀O₁₁

Experimental data

Retention time	49.34
Adduct	[M+H]+
Actual mz	519.185
Theoretical mz	519.186
Error	1.15
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	5.2809

Identifiers and class information

Inchi key	GRDZTDZJQRPNCN-YIPRNBEHNA-N
Smiles	CC(=CCC1=C(C=C(C2=C1OC(C(C2=O)O)C3=CC=C(C=C3)O)O)OC4C(C(C(C(O4)CO)O)O)O)C
Superclass	Phenylpropanoids and polyketides
Class	Flavonoids

Plant source

Tinospora cordifolia (Willd.) Miers ex Hook.f. & Thomson

Tinospora sinensis (Lour.) Merr.

External sources

HMDB ID
KNApSAcK ID	C00000989
FooDB ID
DrugBank ID
ChEBI ID	CHEBI:8048
Pubchem Compound ID	193876
PlantCyc ID
UNPD ID	UNPD100400
Coconut ID	CNP0275580
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	3
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)	12
Number of reactive functional groups (#rtvFG)	1
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	518.516
Computed dipole moment(dipole)	7.569
Total solvent accessible surface area (SASA)	765.907
Hydrophobic component of SASA (FOSA)	278.199
Hydrophilic component of SASA (FISA)	335.682
Pie component of the SASA (PISA)	152.026
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1469.44
Number of hydrogen bond donors (donorHB)	6
Number of hydrogen bond acceptors (accptHB)	14.2
Free energy of solvation of dipole (dip^2/V)	0.0389844
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0454138
Globularity descriptor (glob)	0.816127
Predicted polarizability in cubic angstroms (QPpolrz)	46.4
Predicted hexadecane/gas partition coefficient (QPlogPC16)	16.629
Predicted octanol/gas partition coefficient (QPlogPoct)	33.037
Predicted water/gas partition coefficient (QPlogPw)	25.007
Predicted octanol/water partition coefficient (QPlogPo/w)	0.036
Predicted aqueous solubility (QPlogS)	-3.472
Conformation-independent predicted aqueous solubility (CIQPlogS)	-4.773
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-5.232
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	6.496
Predicted brain/blood partition coefficient (QPlogBB)	-3.52
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	2.138
Predicted skin permeability, log Kp (QPlogKp)	-6.018
PM3 calculated ionization potential (IP(ev))	9.024
PM3 calculated electron affinity (EA(eV))	0.347
Number of likely metabolic reactions (#metab)	11
Prediction of binding to human serum albumin (QPlogKhsa)	-0.563
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	2.827
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)	198.269
Number of nitrogen and oxygen atoms (#NandO)	11
Number of violations of Lipinskiâ€™s rule of five (RuleOfFive)	3
Number of violations of Jorgensenâ€™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
P43166	CA7	Carbonic anhydrase VII	T37541	SEA
P11926	ODC1	Ornithine decarboxylase	T60366	SEA
P11387	TOP1	DNA topoisomerase I	T09826	SEA
P20151	KLK2	Kallikrein 2	T01908	SEA
P15692	VEGFA	Vascular endothelial growth factor A	T20761	SEA
P05230	FGF1	Acidic fibroblast growth factor	T18639	SEA
P09038	FGF2	Basic fibroblast growth factor	T31621	SEA
P01112	HRAS	Transforming protein p21/H-Ras-1	T71081	SEA
P60568	IL2	Interleukin-2	T61698	SEA
P14679	TYR	Tyrosinase	T97035	SEA
P63316	TNNC1	Troponin, cardiac muscle	T12966	SEA
Q9NZ08	ERAP1	Endoplasmic reticulum aminopeptidase 1	T72849	SEA
P05231	IL6	Interleukin-6	T32578	SEA
P30837	ALDH1B1	Acetaldehyde dehydrogenase	T99641	SEA
P19429	TNNI3	Cardiac troponin I	T20186	SEA
P45379	TNNT2	Cardiac muscle troponin T	T05887	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T60366	DI0020	African trypanosomiasis	[ICD-11: 1F51]	P11926	ODC1
T09826	DI0046	Bacterial infection	[ICD-11: 1A00-1C4Z]	P11387	TOP1
T09826	DI0095	Colorectal cancer	[ICD-11: 2B91]	P11387	TOP1
T09826	DI0238	Lung cancer	[ICD-11: 2C25]	P11387	TOP1
T09826	DI0321	Ovarian cancer	[ICD-11: 2C73]	P11387	TOP1
T09826	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P11387	TOP1
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
T18639	DI0081	Chronic arterial occlusive disease	[ICD-11: BD4Z]	P05230	FGF1
T18639	DI0102	Coronary atherosclerosis	[ICD-11: BA52]	P05230	FGF1
T31621	DI0005	Acne vulgaris	[ICD-11: ED80]	P09038	FGF2
T61698	DI0275	Multiple sclerosis	[ICD-11: 8A40]	P60568	IL2
T61698	DI0361	Renal cell carcinoma	[ICD-11: 2C90]	P60568	IL2
T97035	DI0007	Acquired hypermelanosis	[ICD-11: ED60]	P14679	TYR
T97035	DI0008	Acquired hypomelanotic disorder	[ICD-11: ED63]	P14679	TYR
T12966	DI0006	Acquired cutaneous blood vessel malformation	[ICD-11: EF20]	P63316	TNNC1
T12966	DI0175	Heart failure	[ICD-11: BD10-BD1Z]	P63316	TNNC1
T32578	DI0028	Anemia	[ICD-11: 3A00-3A9Z]	P05231	IL6
T99641	DI0396	Substance abuse	[ICD-11: 6C40]	P30837	ALDH1B1