Compound ID	CDAMM00822
Common name	(R)-Heraclenol
IUPAC name	9-(2,3-dihydroxy-3-methylbutoxy)furo[3,2-g]chromen-7-one
Molecular formula	C₁₆H₁₆O₆

Experimental data

Retention time	14.54
Adduct	[M+H]+
Actual mz	305.104
Theoretical mz	305.102
Error	6.31
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	7.4306

Identifiers and class information

Inchi key	FOINLJRVEBYARJ-UHFFFAOYNA-N
Smiles	O=C1OC=2C(C=C1)=CC=3C=COC3C2OCC(O)C(O)(C)C
Superclass	Phenylpropanoids and polyketides
Class	Coumarins and derivatives

Plant source

Cinnamomum verum J. Presl

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

External sources

HMDB ID	HMDB0030745
KNApSAcK ID	C00037262
FooDB ID	FDB002673
DrugBank ID
ChEBI ID	CHEBI:93899
Pubchem Compound ID	328236
PlantCyc ID
UNPD ID	UNPD181173
Coconut ID	CNP0150510
LipidMAPS ID
NANPDB ID	NANPDB_3622

Pharmacokinetic properties

Number of descriptor values(#stars)	0
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)	6
Number of reactive functional groups (#rtvFG)	1
Predicted central nervous system activity (CNS)	-1
Molecular weight (mol_MW)	304.299
Computed dipole moment(dipole)	6.053
Total solvent accessible surface area (SASA)	535.326
Hydrophobic component of SASA (FOSA)	165.087
Hydrophilic component of SASA (FISA)	131.179
Pie component of the SASA (PISA)	239.06
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	936.895
Number of hydrogen bond donors (donorHB)	2
Number of hydrogen bond acceptors (accptHB)	6.2
Free energy of solvation of dipole (dip^2/V)	0.0391065
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.016379
Globularity descriptor (glob)	0.864983
Predicted polarizability in cubic angstroms (QPpolrz)	29.771
Predicted hexadecane/gas partition coefficient (QPlogPC16)	10.015
Predicted octanol/gas partition coefficient (QPlogPoct)	16.404
Predicted water/gas partition coefficient (QPlogPw)	11.238
Predicted octanol/water partition coefficient (QPlogPo/w)	1.887
Predicted aqueous solubility (QPlogS)	-2.973
Conformation-independent predicted aqueous solubility (CIQPlogS)	-3.734
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-4.857
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	564.841
Predicted brain/blood partition coefficient (QPlogBB)	-0.967
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	266.816
Predicted skin permeability, log Kp (QPlogKp)	-2.519
PM3 calculated ionization potential (IP(ev))	8.965
PM3 calculated electron affinity (EA(eV))	1.007
Number of likely metabolic reactions (#metab)	4
Prediction of binding to human serum albumin (QPlogKhsa)	-0.235
Predicted qualitative human oral absorption (HumanOralAbsorption)	3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	87.248
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)	96.647
Number of nitrogen and oxygen atoms (#NandO)	6
Number of violations of Lipinskiâ€™s rule of five (RuleOfFive)	0
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
Q16790	CA9	Carbonic anhydrase IX	T64567	SEA
P43166	CA7	Carbonic anhydrase VII	T37541	SEA
P19838	NFKB1	Nuclear factor NF-kappa-B p105 subunit	T83145	SEA
O14980	XPO1	Exportin-1	T51407	SEA
P22460	KCNA5	Voltage-gated potassium channel subunit Kv1.5	T17569	SEA
P22001	KCNA3	Voltage-gated potassium channel subunit Kv1.3	T76914	SEA
Q92952	KCNN1	Small conductance calcium-activated potassium channel protein 1	T11911	SEA
Q9H2S1	KCNN2	Small conductance calcium-activated potassium channel protein 2	T86271	SEA
Q09470	KCNA1	Voltage-gated potassium channel Kv1.1	T85272	SEA
Q96RP8	KCNA7	Voltage-gated potassium channel Kv1.7	T84737	SEA
P22459	KCNA4	Voltage-gated A-type potassium channel	T15665	SEA
P16389	KCNA2	Voltage-gated potassium channel Kv1.2	T19492	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T64567	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	Q16790	CA9
T83145	DI0218	Irritable bowel syndrome	[ICD-11: DD91]	P19838	NFKB1
T83145	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	P19838	NFKB1
T51407	DI0234	Liposarcoma	[ICD-11: 2B59]	O14980	XPO1
T51407	DI0274	Multiple myeloma	[ICD-11: 2A83]	O14980	XPO1
T51407	DI0395	Stomach cancer	[ICD-11: 2B72]	O14980	XPO1
T17569	DI0030	Angina pectoris	[ICD-11: BA40]	P22460	KCNA5
T76914	DI0198	Idiopathic inflammatory myopathy	[ICD-11: 4A41]	P22001	KCNA3
T76914	DI0351	Psoriasis	[ICD-11: EA90]	P22001	KCNA3
T76914	DI0352	Psoriatic arthritis	[ICD-11: FA21]	P22001	KCNA3
T11911	DI0285	Myelopathy	[ICD-11: 8B42]	Q92952	KCNN1
T86271	DI0285	Myelopathy	[ICD-11: 8B42]	Q9H2S1	KCNN2