Compound ID	CDAMM01540
Common name	Machaeriol B
IUPAC name	3-(1-benzofuran-2-yl)-6,6,9-trimethyl-6a,7,8,9,10,10a-hexahydrobenzo[c]chromen-1-ol
Molecular formula	C₂₄H₂₆O₃

Experimental data

Retention time	12.72
Adduct	[M+Na]+
Actual mz	385.18
Theoretical mz	385.177
Error	8
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	6.4352

Identifiers and class information

Inchi key	HCVQRSCZRRQWTK-PKPWXYQNNA-N
Smiles	OC1=CC(=CC=2OC(C)(C)C3CCC(C)CC3C12)C=4OC=5C=CC=CC5C4
Superclass	Phenylpropanoids and polyketides
Class	2-arylbenzofuran flavonoids

Plant source

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

External sources

HMDB ID
KNApSAcK ID	C00046101
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	22298364
PlantCyc ID
UNPD ID	UNPD59738
Coconut ID	CNP0303301
LipidMAPS ID
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)	1
Number of reactive functional groups (#rtvFG)	0
Predicted central nervous system activity (CNS)	1
Molecular weight (mol_MW)	362.468
Computed dipole moment(dipole)	1.033
Total solvent accessible surface area (SASA)	655.669
Hydrophobic component of SASA (FOSA)	320.123
Hydrophilic component of SASA (FISA)	37.438
Pie component of the SASA (PISA)	298.109
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1178.02
Number of hydrogen bond donors (donorHB)	1
Number of hydrogen bond acceptors (accptHB)	2
Free energy of solvation of dipole (dip^2/V)	0.000905
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0030503
Globularity descriptor (glob)	0.822711
Predicted polarizability in cubic angstroms (QPpolrz)	43.195
Predicted hexadecane/gas partition coefficient (QPlogPC16)	11.752
Predicted octanol/gas partition coefficient (QPlogPoct)	16.58
Predicted water/gas partition coefficient (QPlogPw)	6.794
Predicted octanol/water partition coefficient (QPlogPo/w)	5.932
Predicted aqueous solubility (QPlogS)	-7.335
Conformation-independent predicted aqueous solubility (CIQPlogS)	-6.697
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-5.822
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	4373.95
Predicted brain/blood partition coefficient (QPlogBB)	0.134
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	2438.14
Predicted skin permeability, log Kp (QPlogKp)	-1.063
PM3 calculated ionization potential (IP(ev))	8.545
PM3 calculated electron affinity (EA(eV))	0.663
Number of likely metabolic reactions (#metab)	3
Prediction of binding to human serum albumin (QPlogKhsa)	1.408
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	100
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)	34.044
Number of nitrogen and oxygen atoms (#NandO)	3
Number of violations of Lipinskiâ€™s rule of five (RuleOfFive)	1
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
P41594	GRM5	Metabotropic glutamate receptor 5	T99347	SwissTargetPrediction
P06239	LCK	Tyrosine-protein kinase LCK	T12499	SwissTargetPrediction
P21554	CNR1	Cannabinoid receptor 1 (by homology)	T76685	SwissTargetPrediction and SEA
P34972	CNR2	Cannabinoid receptor 2	T37693	SwissTargetPrediction and SEA
P41146	OPRL1	Nociceptin receptor	T52921	SwissTargetPrediction
P53609	PGGT1B	Geranylgeranyl transferase type I	T76396	SwissTargetPrediction
P49146	NPY2R	Neuropeptide Y receptor type 2	T10670	SwissTargetPrediction
Q14330	GPR18	N-arachidonyl glycine receptor	T72267	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T99347	DI0152	Fragile X chromosome	[ICD-11: LD55]	P41594	GRM5
T99347	DI0331	Parkinsonism	[ICD-11: 8A00]	P41594	GRM5
T12499	DI0286	Myeloproliferative neoplasm	[ICD-11: 2A20]	P06239	LCK
T76685	DI0031	Anorexia nervosa	[ICD-11: 6B80]	P21554	CNR1
T76685	DI0214	Insomnia	[ICD-11: 7A00-7A0Z]	P21554	CNR1
T76685	DI0308	Obesity	[ICD-11: 5B80-5B81]	P21554	CNR1
T37693	DI0040	Attention deficit hyperactivity disorder	[ICD-11: 6A05]	P34972	CNR2
T37693	DI0214	Insomnia	[ICD-11: 7A00-7A0Z]	P34972	CNR2
T52921	DI0039	Atopic eczema	[ICD-11: EA80]	P41146	OPRL1
T52921	DI0117	Depression	[ICD-11: 6A70-6A7Z]	P41146	OPRL1
T52921	DI0173	Headache	[ICD-11: 8A80-8A84]	P41146	OPRL1
T52921	DI0175	Heart failure	[ICD-11: BD10-BD1Z]	P41146	OPRL1
T76396	DI0241	Lymphoma	[ICD-11: 2A80-2A86]	P53609	PGGT1B
T10670	DI0009	Acute diabete complication	[ICD-11: 5A2Y]	P49146	NPY2R
T10670	DI0257	Metabolic disorder	[ICD-11: 5C50-5D2Z]	P49146	NPY2R
T10670	DI0308	Obesity	[ICD-11: 5B80-5B81]	P49146	NPY2R