Identification

PhytoHub ID
PHUB001644
Name
Melatonin
Systematic Name
Not Available
Synonyms
  • N-acetyl-5-methoxy tryptamine
CAS Number
73-31-4
Average Mass
232.283
Monoisotopic Mass
232.121177763
Chemical Formula
C13H16N2O2
IUPAC Name
melatonin
InChI Key
DRLFMBDRBRZALE-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C13H16N2O2/c1-9(16)14-6-5-10-8-15-13-4-3-11(17-2)7-12(10)13/h3-4,7-8,15H,5-6H2,1-2H3,(H,14,16)
SMILES
COC1=CC2=C(NC=C2CCNC(C)=O)C=C1
Structure

Calculated Properties

Solubility (ALOGPS)
1.43e-01 g/l
LogS (ALOGPS)
-3.21
LogP (ALOGPS)
1.42
Hydrogen Acceptors
2
Hydrogen Donors
2
Rotatable Bond Count
4
Polar Surface Area
54.12
Refractivity
66.27990000000001
Polarizability
25.643523757216418
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-1.5686177648392254
pKa (strongest acidic)
15.795496949109145
Number of Rings
2
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

Taxonomy

Family
Miscellaneous phytochemicals
Class
Not Available
Sub-class
Not Available

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Indoles and derivatives
Super-class
Organoheterocyclic compounds
Sub-class
Indoles
Direct Parent Name
3-alkylindoles
Alternative Parent Names
["Alkyl aryl ethers", "Anisoles", "Azacyclic compounds", "Carboximidic acids", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Organonitrogen compounds", "Organopnictogen compounds", "Propargyl-type 1,3-dipolar organic compounds", "Substituted pyrroles"]
External Descriptor Annotations
["Indole alkaloids", "Melatonin", "a small molecule", "acetamides", "tryptamines"]
Substituent Names
["3-alkylindole", "Alkyl aryl ether", "Anisole", "Aromatic heteropolycyclic compound", "Azacycle", "Benzenoid", "Carboximidic acid", "Carboximidic acid derivative", "Ether", "Heteroaromatic compound", "Hydrocarbon derivative", "Organic 1,3-dipolar compound", "Organic nitrogen compound", "Organic oxygen compound", "Organonitrogen compound", "Organooxygen compound", "Organopnictogen compound", "Propargyl-type 1,3-dipolar organic compound", "Pyrrole", "Substituted pyrrole"]

Spectra

No spectra information available

Food Sources

NameGroup
Bell pepper (Capsicum annuum, mild varieties)Vegetables, Fruit vegetables PublicationsShow
CoffeeCoffee and coffee products PublicationsShow
Common walnutNuts PublicationsShow
CornCereals and cereal products PublicationsShow
GrapeFruit, Berries PublicationsShow
MustardCondiments and seasonings PublicationsShow
PistachioNuts PublicationsShow
Red wineBeverages, Alcoholic PublicationsShow
StrawberryFruit, Berries PublicationsShow
Tart cherryFruit, Drupes PublicationsShow
TomatoVegetables, Fruit vegetables PublicationsShow

Metabolism

PrecursorMetaboliteSpeciesBiofluidsOriginFormulaMonoisotopic mass
Melatonin 6-Sulfatoxymelatoninhumanplasma (major), saliva, urine (major)host metabolismC13H16N2O6S328.072907417 Publications
Back