4,5-Dihydroxytryptamine

4,5-Dihydroxytryptamine (4,5-DHT) is a serotonergic neurotoxin of the tryptamine family.^[1][2] It is structurally related to the monoamine neurotransmitter serotonin (5-hydroxytryptamine; 5-HT).^[1][2] The drug is also a monoamine reuptake inhibitor.^[3] Its analogue 4-hydroxy-5-methoxytryptamine (4-HO-5-MeO-T) is also a serotonergic neurotoxin.^[3] Rapid auto-oxidation of 4,5-DHT and 4-HO-5-MeO-T prevents them from being used as serotonergic neurotoxins in scientific research.^[4]

4,5-Dihydroxytryptamine

Clinical data
Other names	4,5-DHT
Drug class	Serotonergic neurotoxin
Identifiers
IUPAC name 3-(2-aminoethyl)-1H-indole-4,5-diol
CAS Number	42241-03-2
PubChem CID	179537
ChemSpider	156274
CompTox Dashboard (EPA)	DTXSID30195079
Chemical and physical data
Formula	C10H12N2O2
Molar mass	192.218 g·mol−1
3D model (JSmol)	Interactive image
SMILES C1=CC(=C(C2=C1NC=C2CCN)O)O
InChI InChI=1S/C10H12N2O2/c11-4-3-6-5-12-7-1-2-8(13)10(14)9(6)7/h1-2,5,12-14H,3-4,11H2 Key:HKPREGWFNPFQEA-UHFFFAOYSA-N

See also

• 5,6-Dihydroxytryptamine (5,6-DHT)
• 5,7-Dihydroxytryptamine (5,7-DHT)
• Psilomethoxin (4-HO-5-MeO-N,N-DMT)