Compound Summary
Compound Information
Melatonin
Compound Name: | Melatonin |
Compound CID: | 896 |
Synonyms: | Melatonin 73-31-4 Melatonine N-Acetyl-5-methoxytryptamine Circadin More... |
Iupac Name: | N-[2-(5-methoxy-1H-indol-3-yl)ethyl]acetamide |
InChI: | 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) |
InChIKey: | DRLFMBDRBRZALE-UHFFFAOYSA-N |
Canonical Smiles: | CC(=O)NCCC1=CNC2=C1C=C(C=C2)OC |
Isomeric Smiles: | CC(=O)NCCC1=CNC2=C1C=C(C=C2)OC |
Molecular Weight: | 232.28 |
Molecular Formula: | C13H16N2O2 |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
Melatonin
Molecular Weight: | 232.28 |
Molecular Formula: | C13H16N2O2 |
Hydrogen Bond Donor Count: | 2 |
Hydrogen Bond Acceptor Count: | 2 |
Rotatable Bond Count: | 4 |
Heavy Atom Count: | 17 |
Complexity: | 270 |
Synonyms
Melatonin
| Melatonin | Melatonin |
|---|---|
Melatonin |
73-31-4 |
Melatonine |
N-Acetyl-5-methoxytryptamine |
Circadin |
N-2-(5-Methoxy-1H-indol-3-yl)ethylacetamide |
5-Methoxy-N-acetyltryptamine |
N-(2-(5-Methoxy-1H-indol-3-yl)ethyl)acetamide |
Melatol |
Melovine |
Acetamide, N-2-(5-methoxy-1H-indol-3-yl)ethyl- |
N-2-(5-methoxyindol-3-yl)ethylacetamide |
N-(2-(5-Methoxyindol-3-yl)ethyl)acetamide |
UNII-JL5DK93RCL |
N-acetyl-5-methoxy-tryptamine |
NSC 113928 |
CHEMBL45 |
JL5DK93RCL |
Acetamide, N-(2-(5-methoxyindol-3-yl)ethyl)- |
3-(n-acetyl-2-aminoethyl)-5-methoxyindole |
8041-44-9 |
Melatonex |
CHEBI:16796 |
Acetamide, N-2-(5-methoxyindol-3-yl)ethyl- |
MFCD00005655 |
NSC-56423 |
NSC113928 |
NSC-113928 |
CAS-73-31-4 |
NCGC00015680-11 |
DSSTox_CID_2421 |
DSSTox_RID_76585 |
DSSTox_GSID_22421 |
Melapure |
Posidorm |
WLN: T56 BMJ D2MV1 GO1 |
3Hmelatonin |
Melatonina (TN) |
3H-melatonin |
ML1 |
SMR000326666 |
CCRIS 3472 |
N-(2-(5-methoxyindol-3-yl)ethyl)-Acetamide |
N-2-(5-methoxyindol-3-yl)ethyl-Acetamide |
N-2-(5-Methoxy-1H-indol-3-yl)ethyl)acetamide |
SR-01000075559 |
EINECS 200-797-7 |
BRN 0205542 |
3HMLT |
Acetamide, N-(2-(5-methoxy-1H-indol-3-yl)ethyl)- (9CI) |
Acetamide, N-2-(5-methoxy-1H-indol-3-yl)ethyl- (9CI) |
Melatonine; |
Guna-dermo |
HSDB 7509 |
Melatobel (TN) |
Melatonin (JAN) |
TNP00300 |
Prestwick_312 |
N-2-(5-Methoxy-1H-indol-3-yl)-ethyl-acetamide |
Spectrum_000185 |
Guna-dermo (Salt/Mix) |
Primex (8CI,9CI) |
Prestwick0_000458 |
Prestwick1_000458 |
Prestwick2_000458 |
Prestwick3_000458 |
Spectrum2_001344 |
Spectrum3_001393 |
Spectrum4_000066 |
Spectrum5_001745 |
Lopac-M-5250 |
M1105 |
ChemDiv2_003916 |
M 5250 |
M-1200 |
M-1250 |
Melatonin, >=99.5% |
Lopac0_000787 |
Oprea1_104553 |
Oprea1_814234 |
SCHEMBL19018 |
BSPBio_000536 |
BSPBio_003006 |
GTPL224 |
KBioGR_000591 |
KBioSS_000665 |
5-22-12-00042 (Beilstein Handbook Reference) |
Acetamide, {N-2-(5-methoxyindol-3-yl)ethyl-} |
MLS000859594 |
MLS001055382 |
MLS001240204 |
ARONIS24462 |
BIDD:ER0618 |
DivK1c_000353 |
SPECTRUM1500690 |
SPBio_001527 |
SPBio_002475 |
Melatonin (synth.) ultra-pure |
BDBM9019 |
BPBio1_000590 |
GTPL1357 |
Acetamide, {N-2-(5-methoxy-1H-indol-3-yl)ethyl-} |
DTXSID1022421 |
HMS501B15 |
KBio1_000353 |
KBio2_000665 |
KBio2_003233 |
KBio2_005801 |
KBio3_002226 |
ZINC57060 |
BCI-049 |
Melatonin 1.0 mg/ml in Methanol |
NINDS_000353 |
HMS1380B22 |
HMS1569K18 |
HMS1921E04 |
HMS2089F09 |
HMS2096K18 |
HMS2233D23 |
HMS3262M16 |
HMS3370J20 |
HMS3413P14 |
HMS3654A22 |
HMS3677P14 |
HMS3713K18 |
HMS3884M05 |
Melatonin (synth.) standard-grade |
ACT03490 |
AMY33320 |
BCP28154 |
HY-B0075 |
NSC56423 |
Tox21_110195 |
Tox21_201527 |
Tox21_302926 |
Tox21_500787 |
CCG-38837 |
HSCI1_000400 |
Melatonin, powder, >=98% (TLC) |
SBB003265 |
STK386880 |
AKOS000276269 |
Tox21_110195_1 |
CS-1769 |
DB01065 |
J5.258B |
KS-1454 |
LP00787 |
MCULE-1497884152 |
SDCCGMLS-0065812.P001 |
SDCCGMLS-0065812.P002 |
SDCCGSBI-0050765.P003 |
IDI1_000353 |
IDI1_002631 |
SMP2_000309 |
N-acetyl-5-methoxy-tryptamine Melatonine |
NCGC00015680-01 |
NCGC00015680-02 |
NCGC00015680-03 |
NCGC00015680-04 |
NCGC00015680-05 |
NCGC00015680-06 |
NCGC00015680-07 |
NCGC00015680-08 |
NCGC00015680-09 |
NCGC00015680-10 |
NCGC00015680-12 |
NCGC00015680-13 |
NCGC00015680-14 |
NCGC00015680-15 |
NCGC00015680-16 |
NCGC00015680-18 |
NCGC00015680-35 |
NCGC00090727-01 |
NCGC00090727-02 |
NCGC00090727-03 |
NCGC00090727-04 |
NCGC00090727-05 |
NCGC00090727-06 |
NCGC00090727-07 |
NCGC00090727-08 |
NCGC00090727-09 |
NCGC00256404-01 |
NCGC00259077-01 |
NCGC00261472-01 |
AC-10019 |
BA164660 |
NCI60_004378 |
ST057260 |
AB0007332 |
AB00053279 |
EU-0100787 |
FT-0628191 |
FT-0658928 |
FT-0670984 |
S1204 |
SW196607-4 |
C01598 |
D08170 |
J10164 |
AB00053279-10 |
AB00053279_12 |
{N-2-(5-methoxyindol-3-yl)ethyl-} Acetamide |
005M655 |
A929721 |
L001261 |
N-2-(5-methoxy-1H-indol-3-yl)ethyl-Acetamide |
Q180912 |
SR-01000075559-1 |
SR-01000075559-6 |
SR-01000075559-7 |
SR-01000075559-8 |
{N-2-(5-methoxy-1H-indol-3-yl)ethyl-} Acetamide |
BRD-K97530723-001-07-6 |
BRD-K97530723-001-11-8 |
F1929-1777 |
Melatonin, British Pharmacopoeia (BP) Reference Standard |
0E2B08C1-B325-45B1-8939-6F9081EFDFA4 |
Acetamide, N-2-(5-methoxyindol-3-yl)ethyl- (6CI,8CI) |
Melatonin, United States Pharmacopeia (USP) Reference Standard |
Melatonin, Pharmaceutical Secondary Standard; Certified Reference Material |
Melatonin solution, 1.0 mg/mL in methanol, ampule of 1 mL, certified reference material |
Experimental Data
Melatonin
| Species | Dosage | Unit | CG Lifespan(AVG/MED days) | TG Lifespan(AVG/MED days) | Lifespan Change(AVG/MED%) | CG Lifespan(MAX days) | TG Lifespan(MAX days) | Lifespan Change(MAX%) | Significant | Strain | Gender | PubMed | Active Label |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Paramecium tetraurelia | 10 | mg/L | 95 | 112 | 0.18 | Unclear | 9406982 | ||||||
| Paramecium tetraurelia | 10 | mg/L | 67 | 81 | 0.21 | Unclear | 9406982 | ||||||
| Paramecium tetraurelia | 10 | mg/L | 54 | 62 | 0.15 | Unclear | 9406982 | ||||||
| Paramecium tetraurelia | 10 | mg/L | 45.6 | 56 | 0.23 | S | 9406982 | Active | |||||
| Drosophila melanogaster | 100 | ug/mL | 13.5 | 33 | S | Oregon-R | 11909680 | Active | |||||
| Drosophila melanogaster | 0.08 | % | 37.47 | 37.15 | 0 | Unclear | Canton-S | MALES | 10100152 | ||||
| Drosophila melanogaster | 0.08 | % | 36.94 | 40.7 | 10.2 | S | Canton-S | MALES | 10100152 | Active | |||
| Mus musculus | 20 | mg/L | 705 | 747 | 0.06 | 740 | 867 | 0.17 | S | CBA | FEMALES | 11445596 | Active |
| Mus musculus | 10 | mg/mL | 18 | Unclear | FEMALES | 8290600 | |||||||
| Caenorhabditis elegans | 33 | umol/L | -6 | NS | N2 | 24134630 | Inactive | ||||||
| Drosophila melanogaster | 0.08 | % | 32.66 | 38.71 | 18.5 | S | Canton-S | MALES | 10100152 | Active | |||
| Drosophila melanogaster | 0.08 | % | 27.21 | 30.08 | 10.5 | S | Canton-S | MALES | 10100152 | Active | |||
| Drosophila melanogaster | 0.08 | % | 34.87 | 37.21 | 6.7 | Unclear | Canton-S | FEMALES | 10100152 | ||||
| Paramecium tetraurelia | 10 | mg/L | 36.1 | 43.6 | 0.21 | S | 9406982 | Active | |||||
| Drosophila melanogaster | 0.08 | % | 35.77 | 36.67 | 2.5 | Unclear | Canton-S | FEMALES | 10100152 | ||||
| Drosophila melanogaster | 0.08 | % | 32.73 | 36.68 | 12.1 | S | Canton-S | FEMALES | 10100152 | Active | |||
| Drosophila melanogaster | 0.08 | % | 36.76 | 38.52 | 4.8 | Unclear | Canton-S | FEMALES | 10100152 | ||||
| Drosophila melanogaster | 0.08 | % | 39.57 | 35.61 | -10 | S | Canton-S | MALES | 10100152 | Inactive | |||
| Drosophila melanogaster | 0.08 | % | 41.88 | 42.86 | 2.3 | Unclear | Canton-S | FEMALES | 10100152 |
Experimental Data Visualization
Melatonin
Statistics Data
Melatonin
| Species | Lifespan Change(AVG/MED%) | Lifespan Change(MAX%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Caenorhabditis elegans | -6 | 1 | 1 | |
| Drosophila melanogaster | 18.5 | 33 | 2 | 11 |
| Mus musculus | 18 | 0.17 | 2 | 2 |
| Paramecium tetraurelia | 0.23 | 0.21 | 1 | 5 |
Statistics Data Visualization
Melatonin
