Compound ID	CDAMM00860
Common name	gamma-Chaconine
IUPAC name	2-(hydroxymethyl)-6-[(10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.02,11.05,10.015,23.017,22]tetracos-4-en-7-yl)oxy]oxane-3,4,5-triol
Molecular formula	C₃₃H₅₃NO₆

Experimental data

Retention time	10.06
Adduct	[M+K]+
Actual mz	598.356
Theoretical mz	598.35
Error	9.26
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	7.3189

Identifiers and class information

Inchi key	IDGKMGZVTKHZDA-UHFFFAOYNA-N
Smiles	OCC1OC(OC2CC3=CCC4C(CCC5(C)C4CC6N7CC(C)CCC7C(C)C65)C3(C)CC2)C(O)C(O)C1O
Superclass	Lipids and lipid-like molecules
Class	Steroids and steroid derivatives

Plant source

Cinnamomum verum J. Presl

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

External sources

HMDB ID	HMDB0033678
KNApSAcK ID	C00034521
FooDB ID	FDB011781
DrugBank ID
ChEBI ID
Pubchem Compound ID	12302826
PlantCyc ID	CPD-9213
UNPD ID	UNPD3791
Coconut ID	CNP0178982
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	1
Number of non-conjugated amine groups (#amine)	1
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)	7
Number of reactive functional groups (#rtvFG)	1
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	559.785
Computed dipole moment(dipole)	6.078
Total solvent accessible surface area (SASA)	872.086
Hydrophobic component of SASA (FOSA)	691.962
Hydrophilic component of SASA (FISA)	154.734
Pie component of the SASA (PISA)	25.39
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1725.48
Number of hydrogen bond donors (donorHB)	4
Number of hydrogen bond acceptors (accptHB)	12.2
Free energy of solvation of dipole (dip^2/V)	0.0214072
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0279789
Globularity descriptor (glob)	0.797771
Predicted polarizability in cubic angstroms (QPpolrz)	58.647
Predicted hexadecane/gas partition coefficient (QPlogPC16)	16.335
Predicted octanol/gas partition coefficient (QPlogPoct)	32.185
Predicted water/gas partition coefficient (QPlogPw)	19.374
Predicted octanol/water partition coefficient (QPlogPo/w)	3.084
Predicted aqueous solubility (QPlogS)	-5.187
Conformation-independent predicted aqueous solubility (CIQPlogS)	-4.613
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-5.652
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	84.229
Predicted brain/blood partition coefficient (QPlogBB)	-1.081
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	37.738
Predicted skin permeability, log Kp (QPlogKp)	-5.672
PM3 calculated ionization potential (IP(ev))	8.835
PM3 calculated electron affinity (EA(eV))	-1.424
Number of likely metabolic reactions (#metab)	6
Prediction of binding to human serum albumin (QPlogKhsa)	0.541
Predicted qualitative human oral absorption (HumanOralAbsorption)	2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	66.507
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)	107.192
Number of nitrogen and oxygen atoms (#NandO)	7
Number of violations of Lipinskiâ€™s rule of five (RuleOfFive)	1
Number of violations of Jorgensenâ€™s rule of three (RuleOfThree)	0

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID	Gene name	Target name	TTD_ID	Prediction source
Q15125	EBP	Anti-estrogen binding site (AEBS)	T25317	SEA
P31213	SRD5A2	Steroid 5-alpha-reductase 2	T71390	SEA
P08185	SERPINA6	Corticosteroid binding globulin	T88452	SEA
Q9UHC9	NPC1L1	Niemann-Pick C1-like protein 1	T33901	SEA
Q13133	NR1H3	LXR-alpha	T52297	SEA
P11413	G6PD	Glucose-6-phosphate 1-dehydrogenase	T63484	SEA
P05093	CYP17A1	Cytochrome P450 17A1	T89041	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
P60568	IL2	Interleukin-2	T61698	SEA
P04746	AMY2A	Pancreatic alpha-amylase	T86918	SEA
O15439	ABCC4	Multidrug resistance protein 4	T39919	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T25317	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	Q15125	EBP
T71390	DI0348	Prostate hyperplasia	[ICD-11: GA90]	P31213	SRD5A2
T88452	DI0037	Asthma	[ICD-11: CA23]	P08185	SERPINA6
T88452	DI0339	Postoperative inflammation	[ICD-11: 1A00-CA43]	P08185	SERPINA6
T88452	DI0362	Respiratory system disease	[ICD-11: CB40-CB7Z]	P08185	SERPINA6
T33901	DI0188	Hyper-lipoproteinaemia	[ICD-11: 5C80]	Q9UHC9	NPC1L1
T52297	DI0117	Depression	[ICD-11: 6A70-6A7Z]	Q13133	NR1H3
T63484	DI0086	Chronic obstructive pulmonary disease	[ICD-11: CA22]	P11413	G6PD
T89041	DI0346	Prostate cancer	[ICD-11: 2C82]	P05093	CYP17A1
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