Compound ID	CDAMM00440
Common name	Rocaglamide
IUPAC name	1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-N,N-dimethyl-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxamide
Molecular formula	C₂₉H₃₁NO₇

Experimental data

Retention time	0.31
Adduct	[M+K]+
Actual mz	544.179
Theoretical mz	544.173
Error	10.37
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	5.5401

Identifiers and class information

Inchi key	DAPAQENNNINUPW-AMVGUFJQNA-N
Smiles	O=C(N(C)C)C1C(O)C2(O)C=3C(OC)=CC(OC)=CC3OC2(C4=CC=C(OC)C=C4)C1C=5C=CC=CC5
Superclass	Organoheterocyclic compounds
Class	Benzofurans

Plant source

Centella asiatica (L.) Urban

External sources

HMDB ID
KNApSAcK ID	C00037744
FooDB ID
DrugBank ID
ChEBI ID	CHEBI:66309
Pubchem Compound ID	494234
PlantCyc ID
UNPD ID	UNPD172368
Coconut ID	CNP0160037
LipidMAPS ID
NANPDB ID

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)	1
Number of rotatable bonds (#rotor)	6
Number of reactive functional groups (#rtvFG)	0
Predicted central nervous system activity (CNS)	0
Molecular weight (mol_MW)	505.566
Computed dipole moment(dipole)	6.658
Total solvent accessible surface area (SASA)	769.393
Hydrophobic component of SASA (FOSA)	425.918
Hydrophilic component of SASA (FISA)	70.487
Pie component of the SASA (PISA)	272.988
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1476.49
Number of hydrogen bond donors (donorHB)	1
Number of hydrogen bond acceptors (accptHB)	7.45
Free energy of solvation of dipole (dip^2/V)	0.0300222
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.009683
Globularity descriptor (glob)	0.815025
Predicted polarizability in cubic angstroms (QPpolrz)	51.69
Predicted hexadecane/gas partition coefficient (QPlogPC16)	14.543
Predicted octanol/gas partition coefficient (QPlogPoct)	22.931
Predicted water/gas partition coefficient (QPlogPw)	12.956
Predicted octanol/water partition coefficient (QPlogPo/w)	4.635
Predicted aqueous solubility (QPlogS)	-5.784
Conformation-independent predicted aqueous solubility (CIQPlogS)	-6.983
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-4.453
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	1440.9
Predicted brain/blood partition coefficient (QPlogBB)	-0.506
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	1117.66
Predicted skin permeability, log Kp (QPlogKp)	-1.281
PM3 calculated ionization potential (IP(ev))	9.134
PM3 calculated electron affinity (EA(eV))	-0.076
Number of likely metabolic reactions (#metab)	8
Prediction of binding to human serum albumin (QPlogKhsa)	0.57
Predicted qualitative human oral absorption (HumanOralAbsorption)	3
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)	21.211
Van der Waals surface area (PSA)	87.216
Number of nitrogen and oxygen atoms (#NandO)	8
Number of violations of Lipinski’s rule of five (RuleOfFive)	1
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
P19838	NFKB1	Nuclear factor NF-kappa-B p105 subunit	T83145	SEA
P08183	ABCB1	P-glycoprotein 1	T25258	SEA
P19838	NFKB1	Nuclear factor NF-kappa-B p105 subunit	T83145	SEA
P25101	EDNRA	Endothelin receptor ET-A	T23499	SEA
P16109	SELP	P-selectin	T10965	SEA
P24530	EDNRB	Endothelin receptor ET-B	T92828	SEA
P60842	EIF4A1	Eukaryotic initiation factor 4A-I	T86805	SEA
P47901	AVPR1B	Vasopressin V1b receptor	T59881	SEA
Q7RTX1	TAS1R1	Taste receptor	T41263	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T83145	DI0218	Irritable bowel syndrome	[ICD-11: DD91]	P19838	NFKB1
T83145	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	P19838	NFKB1
T25258	DI0238	Lung cancer	[ICD-11: 2C25]	P08183	ABCB1
T83145	DI0218	Irritable bowel syndrome	[ICD-11: DD91]	P19838	NFKB1
T83145	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	P19838	NFKB1
T23499	DI0070	Cardiovascular disease	[ICD-11: BA00-BE2Z]	P25101	EDNRA
T23499	DI0356	Pulmonary hypertension	[ICD-11: BB01]	P25101	EDNRA
T23499	DI0425	Urinary system clinical symptom	[ICD-11: MF8Y]	P25101	EDNRA
T10965	DI0088	Circulatory system disease	[ICD-11: BE2Z]	P16109	SELP
T10965	DI0381	Sickle-cell disorder	[ICD-11: 3A51]	P16109	SELP
T92828	DI0070	Cardiovascular disease	[ICD-11: BA00-BE2Z]	P24530	EDNRB
T92828	DI0356	Pulmonary hypertension	[ICD-11: BB01]	P24530	EDNRB
T86805	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P60842	EIF4A1
T59881	DI0009	Acute diabete complication	[ICD-11: 5A2Y]	P47901	AVPR1B
T59881	DI0041	Autism spectrum disorder	[ICD-11: 6A02]	P47901	AVPR1B
T59881	DI0194	Hypo-osmolality/hyponatraemia	[ICD-11: 5C72]	P47901	AVPR1B
T41263	DI0078	Cholera	[ICD-11: 1A00]	Q7RTX1	TAS1R1