6-Formylumbelliferone



Compound IDCDAMM01515
Common name6-Formylumbelliferone
IUPAC name7-hydroxy-2-oxochromene-6-carbaldehyde
Molecular formulaC10H6O4

Experimental data

Retention time8.87
Adduct[M+H]+
Actual mz191.035
Theoretical mz191.034
Error3.27
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.946

Identifiers and class information

Inchi keyYYVVBACXPUHKFH-UHFFFAOYSA-N
SmilesO=CC1=CC=2C=CC(=O)OC2C=C1O
SuperclassPhenylpropanoids and polyketides
ClassCoumarins and derivatives

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)2
Number of reactive functional groups (#rtvFG)1
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)190.155
Computed dipole moment(dipole)3.251
Total solvent accessible surface area (SASA)376.772
Hydrophobic component of SASA (FOSA)15.543
Hydrophilic component of SASA (FISA)192.954
Pie component of the SASA (PISA)168.276
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)600.959
Number of hydrogen bond donors (donorHB)0
Number of hydrogen bond acceptors (accptHB)4.25
Free energy of solvation of dipole (dip^2/V)0.0175844
Index of cohesive interaction in solids (ACxDN^.5/SA)0
Globularity descriptor (glob)0.914077
Predicted polarizability in cubic angstroms (QPpolrz)18.219
Predicted hexadecane/gas partition coefficient (QPlogPC16)6.455
Predicted octanol/gas partition coefficient (QPlogPoct)8.492
Predicted water/gas partition coefficient (QPlogPw)6.828
Predicted octanol/water partition coefficient (QPlogPo/w)0.008
Predicted aqueous solubility (QPlogS)-0.732
Conformation-independent predicted aqueous solubility (CIQPlogS)-1.739
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-3.725
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)146.594
Predicted brain/blood partition coefficient (QPlogBB)-1.097
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)62.09
Predicted skin permeability, log Kp (QPlogKp)-4.291
PM3 calculated ionization potential (IP(ev))9.418
PM3 calculated electron affinity (EA(eV))1.061
Number of likely metabolic reactions (#metab)1
Prediction of binding to human serum albumin (QPlogKhsa)-0.859
Predicted qualitative human oral absorption (HumanOralAbsorption)2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)65.759
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)98.081
Number of nitrogen and oxygen atoms (#NandO)4
Number of violations of Lipinski’s rule of five (RuleOfFive)0
Number of violations of Jorgensen’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
O43570CA12Carbonic anhydrase XIIT16987SEA
Q16790CA9Carbonic anhydrase IXT64567SwissTargetPrediction and SEA
P21917DRD4Dopamine D4 receptorT24983SEA
P43166CA7Carbonic anhydrase VIIT37541SEA
P23280CA6Carbonic anhydrase VIT06569SEA
Q9ULX7CA14Carbonic anhydrase XIVT31992SEA
P22748CA4Carbonic anhydrase IVT53378SEA
P27338MAOBMonoamine oxidase BT83011SEA
P06401PGRProgesterone receptorT22939SEA
P19838NFKB1Nuclear factor NF-kappa-B p105 subunitT83145SEA
P47989XDHXanthine dehydrogenaseT40954SEA
Q9HC98NEK6Serine/threonine-protein kinase NEK6T78992SEA
Q9NZ08ERAP1Endoplasmic reticulum aminopeptidase 1T72849SEA
P27169PON1Serum paraoxonase/arylesterase 1T34562SEA
O15427SLC16A3Monocarboxylate transporter 4T31788SEA
Q15717ELAVL1ELAV-like protein 1T78349SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T16987DI0046Bacterial infection[ICD-11: 1A00-1C4Z]O43570CA12
T16987DI0372Seborrhoeic dermatitis[ICD-11: EA81]O43570CA12
T64567DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q16790CA9
T24983DI0022Allergic/hypersensitivity disorder[ICD-11: 4A80-4A8Z]P21917DRD4
T24983DI0370Schizophrenia[ICD-11: 6A20]P21917DRD4
T06569DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P23280CA6
T06569DI0372Seborrhoeic dermatitis[ICD-11: EA81]P23280CA6
T31992DI0046Bacterial infection[ICD-11: 1A00-1C4Z]Q9ULX7CA14
T31992DI0204Inborn metabolism deficiency[ICD-11: 5C50-5C59]Q9ULX7CA14
T53378DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P22748CA4
T53378DI0166Glaucoma[ICD-11: 9C61]P22748CA4
T53378DI0372Seborrhoeic dermatitis[ICD-11: EA81]P22748CA4
T83011DI0115Dementia[ICD-11: 6D80-6D8Z]P27338MAOB
T83011DI0117Depression[ICD-11: 6A70-6A7Z]P27338MAOB
T83011DI0190Hypertension[ICD-11: BA00-BA04]P27338MAOB
T83011DI0243Malaria[ICD-11: 1F40-1F45]P27338MAOB
T83011DI0264Migraine[ICD-11: 8A80]P27338MAOB
T83011DI0331Parkinsonism[ICD-11: 8A00]P27338MAOB
T22939DI0062Breast cancer[ICD-11: 2C60-2C6Y]P06401PGR
T22939DI0100Contraceptive management[ICD-11: QA21]P06401PGR
T22939DI0255Menstrual cycle bleeding disorder[ICD-11: GA20]P06401PGR
T22939DI0344Preterm labour/delivery[ICD-11: JB00]P06401PGR
T22939DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P06401PGR
T83145DI0218Irritable bowel syndrome[ICD-11: DD91]P19838NFKB1
T83145DI0366Rheumatoid arthritis[ICD-11: FA20]P19838NFKB1
T40954DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]P47989XDH
T40954DI0266Mineral deficiency[ICD-11: 5B5K]P47989XDH

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