Melatonin
precursor
Showing entry for Melatonin
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
- N-[2-(5-methoxy-1H-indol-3-yl)ethyl]acetamide
- 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
External Links
- ChEBI
- 16796
- HMDB
- HMDB0001389
- PeakForestCompound
- 000902
Taxonomy as Food Phytochemical
- 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 from Online Resources
No spectra information available
Food Sources
Name | Group | |||
---|---|---|---|---|
Bell pepper (Capsicum annuum, mild varieties) | Vegetables, Fruit vegetables | Publications | Show | |
Coffee | Coffee and coffee products | Publications | Show | |
Common walnut | Nuts | Publications | Show | |
Corn | Cereals and cereal products | Publications | Show | |
Grape | Fruit, Berries | Publications | Show | |
Mustard | Condiments and seasonings | Publications | Show | |
Pistachio | Nuts | Publications | Show | |
Red wine | Beverages, Alcoholic | Publications | Show | |
Strawberry | Fruit, Berries | Publications | Show | |
Tart cherry | Fruit, Drupes | Publications | Show | |
Tomato | Vegetables, Fruit vegetables | Publications | Show |
Role as Biomarker of intake
No roles as Biomarker of intake found
Metabolism
Food Phytochemical | Metabolite | Species | Biofluids | Origin | TMax | CMax | Urinary Excretion | Formula | Monoisotopic mass | ||||
---|---|---|---|---|---|---|---|---|---|---|---|---|---|
Melatonin | 6-Sulfatoxymelatonin | human | plasma (major), saliva, urine (major) | host metabolism | Not Available | Not Available | Not Available | C13H16N2O6S | 328.072907417 | Publications |
Inter-Individual Variations in Metabolism
Food Phytochemical | Metabolite | Effect | Value |
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