Compound ID	CDAMM01600
Common name	Cripowelline B
IUPAC name	14-hydroxy-15-[6-(hydroxymethyl)-3,4,5-trimethoxyoxan-2-yl]oxy-5,7-dioxa-12-azatetracyclo[10.5.2.02,10.04,8]nonadeca-2,4(8),9-triene-13,17-dione
Molecular formula	C₂₅H₃₃NO₁₁

Experimental data

Retention time	11.59
Adduct	[M+H]+
Actual mz	524.21
Theoretical mz	524.212
Error	3.77
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	6.8265

Identifiers and class information

Inchi key	TXWCOJRTRFJBOE-KVOUIFQNNA-N
Smiles	O=C1N2CC3=CC=4OCOC4C=C3C(C(=O)CC(OC5OC(CO)C(OC)C(OC)C5OC)C1O)CC2
Superclass	Organoheterocyclic compounds
Class	Benzazepines

Plant source

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

External sources

HMDB ID
KNApSAcK ID	C00028101
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	73162395
PlantCyc ID
UNPD ID	UNPD163237
Coconut ID	CNP0225692
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)	1
Number of rotatable bonds (#rotor)	8
Number of reactive functional groups (#rtvFG)	3
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	523.536
Computed dipole moment(dipole)	3.623
Total solvent accessible surface area (SASA)	719.667
Hydrophobic component of SASA (FOSA)	523.133
Hydrophilic component of SASA (FISA)	119.566
Pie component of the SASA (PISA)	76.968
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1423.27
Number of hydrogen bond donors (donorHB)	2
Number of hydrogen bond acceptors (accptHB)	18.4
Free energy of solvation of dipole (dip^2/V)	0.0092211
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0361577
Globularity descriptor (glob)	0.850272
Predicted polarizability in cubic angstroms (QPpolrz)	46.403
Predicted hexadecane/gas partition coefficient (QPlogPC16)	13.178
Predicted octanol/gas partition coefficient (QPlogPoct)	28.15
Predicted water/gas partition coefficient (QPlogPw)	24.182
Predicted octanol/water partition coefficient (QPlogPo/w)	-0.739
Predicted aqueous solubility (QPlogS)	-0.787
Conformation-independent predicted aqueous solubility (CIQPlogS)	-1.88
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-2.947
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	431.996
Predicted brain/blood partition coefficient (QPlogBB)	-1.021
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	350.95
Predicted skin permeability, log Kp (QPlogKp)	-2.684
PM3 calculated ionization potential (IP(ev))	9.05
PM3 calculated electron affinity (EA(eV))	0.15
Number of likely metabolic reactions (#metab)	5
Prediction of binding to human serum albumin (QPlogKhsa)	-1.635
Predicted qualitative human oral absorption (HumanOralAbsorption)	2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	43.871
Solvent-accessible surface area of fluorine atoms (SAFluorine)	0
Solvent-accessible surface area of amide oxygen atoms (SAamideO)	28.464
Van der Waals surface area (PSA)	137.495
Number of nitrogen and oxygen atoms (#NandO)	12
Number of violations of Lipinskiâ€™s rule of five (RuleOfFive)	2
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
O43570	CA12	Carbonic anhydrase XII	T16987	SwissTargetPrediction
Q16790	CA9	Carbonic anhydrase IX	T64567	SwissTargetPrediction
P00915	CA1	Carbonic anhydrase I	T13201	SwissTargetPrediction
P00918	CA2	Carbonic anhydrase II	T20401	SwissTargetPrediction
P13866	SLC5A1	Sodium/glucose cotransporter 1	T54771	SwissTargetPrediction
P31639	SLC5A2	Sodium/glucose cotransporter 2	T30085	SwissTargetPrediction

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T16987	DI0046	Bacterial infection	[ICD-11: 1A00-1C4Z]	O43570	CA12
T16987	DI0372	Seborrhoeic dermatitis	[ICD-11: EA81]	O43570	CA12
T64567	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	Q16790	CA9
T13201	DI0166	Glaucoma	[ICD-11: 9C61]	P00915	CA1
T13201	DI0372	Seborrhoeic dermatitis	[ICD-11: EA81]	P00915	CA1
T20401	DI0046	Bacterial infection	[ICD-11: 1A00-1C4Z]	P00918	CA2
T20401	DI0137	Essential hypertension	[ICD-11: BA00]	P00918	CA2
T20401	DI0166	Glaucoma	[ICD-11: 9C61]	P00918	CA2
T20401	DI0175	Heart failure	[ICD-11: BD10-BD1Z]	P00918	CA2
T20401	DI0214	Insomnia	[ICD-11: 7A00-7A0Z]	P00918	CA2
T20401	DI0372	Seborrhoeic dermatitis	[ICD-11: EA81]	P00918	CA2
T54771	DI0120	Diabetes mellitus	[ICD-11: 5A10]	P13866	SLC5A1
T54771	DI0175	Heart failure	[ICD-11: BD10-BD1Z]	P13866	SLC5A1
T54771	DI0417	Type 2 diabetes mellitus	[ICD-11: 5A11]	P13866	SLC5A1
T30085	DI0120	Diabetes mellitus	[ICD-11: 5A10]	P31639	SLC5A2
T30085	DI0175	Heart failure	[ICD-11: BD10-BD1Z]	P31639	SLC5A2
T30085	DI0417	Type 2 diabetes mellitus	[ICD-11: 5A11]	P31639	SLC5A2