Compound ID	CDAMM01348
Common name	Triangularine B
IUPAC name	12-methoxy-14-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-3,5-dioxa-10-azapentacyclo[9.7.1.02,6.08,19.013,18]nonadeca-1(19),2(6),7,11,13(18),14,16-heptaen-9-one
Molecular formula	C₂₉H₃₁NO₁₅

Experimental data

Retention time	16.94
Adduct	[M+H]+
Actual mz	634.181
Theoretical mz	634.176
Error	6.82
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	5.4135

Identifiers and class information

Inchi key	GNZQTFWPRCGKGK-XGFWTJGFNA-N
Smiles	O=C1NC=2C(OC)=C3C(OC4OC(COC5OC(CO)C(O)C(O)C5O)C(O)C(O)C4O)=CC=CC3=C6C=7OCOC7C=C1C26
Superclass	Alkaloids and derivatives
Class	Aristolactams

Plant source

Cinnamomum verum J. Presl

Clitoria ternatea L.

External sources

HMDB ID
KNApSAcK ID	C00029147
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	163104158
PlantCyc ID
UNPD ID
Coconut ID	CNP0424449
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	8
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)	14
Number of reactive functional groups (#rtvFG)	3
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	633.562
Computed dipole moment(dipole)	7.631
Total solvent accessible surface area (SASA)	844.585
Hydrophobic component of SASA (FOSA)	347.646
Hydrophilic component of SASA (FISA)	319.016
Pie component of the SASA (PISA)	177.924
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1619.57
Number of hydrogen bond donors (donorHB)	8
Number of hydrogen bond acceptors (accptHB)	22.5
Free energy of solvation of dipole (dip^2/V)	0.0359548
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0753502
Globularity descriptor (glob)	0.789686
Predicted polarizability in cubic angstroms (QPpolrz)	51.371
Predicted hexadecane/gas partition coefficient (QPlogPC16)	18.616
Predicted octanol/gas partition coefficient (QPlogPoct)	41.95
Predicted water/gas partition coefficient (QPlogPw)	35.923
Predicted octanol/water partition coefficient (QPlogPo/w)	-2.153
Predicted aqueous solubility (QPlogS)	-2.481
Conformation-independent predicted aqueous solubility (CIQPlogS)	-4.053
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-5.784
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	9.347
Predicted brain/blood partition coefficient (QPlogBB)	-3.691
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	3.169
Predicted skin permeability, log Kp (QPlogKp)	-5.428
PM3 calculated ionization potential (IP(ev))	8.237
PM3 calculated electron affinity (EA(eV))	1.382
Number of likely metabolic reactions (#metab)	8
Prediction of binding to human serum albumin (QPlogKhsa)	-1.503
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	0
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)	239.88
Number of nitrogen and oxygen atoms (#NandO)	16
Number of violations of Lipinski’s rule of five (RuleOfFive)	3
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
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
P60568	IL2	Interleukin-2	T61698	SEA
P04746	AMY2A	Pancreatic alpha-amylase	T86918	SEA
P14679	TYR	Tyrosinase	T97035	SEA
Q9GZQ4	NMUR2	Neuromedin-U receptor 2	T04210	SEA
Q9NZ08	ERAP1	Endoplasmic reticulum aminopeptidase 1	T72849	SEA
P05231	IL6	Interleukin-6	T32578	SEA
Q99417	MYCBP	MYCBP messenger RNA	T37298	SEA
P30837	ALDH1B1	Acetaldehyde dehydrogenase	T99641	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
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
T86918	DI0110	Cystic fibrosis	[ICD-11: CA25]	P04746	AMY2A
T86918	DI0328	Pancreatic malfunction	[ICD-11: DC30-DC3Z]	P04746	AMY2A
T97035	DI0007	Acquired hypermelanosis	[ICD-11: ED60]	P14679	TYR
T97035	DI0008	Acquired hypomelanotic disorder	[ICD-11: ED63]	P14679	TYR
T32578	DI0028	Anemia	[ICD-11: 3A00-3A9Z]	P05231	IL6
T37298	DI0235	Liver cancer	[ICD-11: 2C12]	Q99417	MYCBP
T99641	DI0396	Substance abuse	[ICD-11: 6C40]	P30837	ALDH1B1