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54-16-0

54-16-0 structure
54-16-0 structure
  • Name: 5-Hydroxyindole-3-acetic acid
  • Chemical Name: (5-hydroxyindol-3-yl)acetic acid
  • CAS Number: 54-16-0
  • Molecular Formula: C10H9NO3
  • Molecular Weight: 191.183
  • Catalog: Research Areas Cancer
  • Create Date: 2018-05-29 08:00:00
  • Modify Date: 2025-08-24 14:24:41
  • 5-Hydroxyindole-3-acetic acid is the main metabolite of serotonin or metanephrines, which can be used as a biomarker of neuroendocrine tumors.
Name (5-hydroxyindol-3-yl)acetic acid
Synonyms 5-Hydroxyindoleacetic acid
(5-Hydroxy-1H-indol-3-yl)acetic acid
2-(5-Hydroxy-1H-indol-3-yl)acetic acid
(5-hydroxyindol-3-yl)acetic acid
5-hydroxy-indole-3-acetic acid
EINECS 200-195-4
MFCD00005639
5-Hydroxyindoleacetate
5-Hydroxyindole-3-acetic Acid
1H-Indole-3-acetic acid, 5-hydroxy-
5-Hydroxyindolacetic Acid
Description 5-Hydroxyindole-3-acetic acid is the main metabolite of serotonin or metanephrines, which can be used as a biomarker of neuroendocrine tumors.
Related Catalog
Target

Human Endogenous Metabolite

In Vitro 5-Hydroxyindole-3-acetic acid (5HIAA) is a metabolite issued from serotonin metabolism, and the latter is synthetized from the essential amino acid tryptophan. Serotonin is mainly metabolised by monoamine oxidase in the liver and the lungs[1].
References

[1]. Corcuff JB, et al. Urinary sampling for 5HIAA and metanephrines determination: revisiting the recommendations. Endocr Connect. 2017 Aug;6(6):R87-R98.
Density 1.496±0.06 g/cm3
Boiling Point 497.1±30.0 °C at 760 mmHg
Melting Point 161-164ºC (dec.)(lit.)
Molecular Formula C10H9NO3
Molecular Weight 191.183
Flash Point 254.4±24.6 °C
Exact Mass 191.058243
PSA 73.32000
LogP 0.26
Vapour Pressure 0.0±1.3 mmHg at 25°C
Index of Refraction 1.740
Water Solubility Sparingly soluble (11 g/L) (25 ºC)

CHEMICAL IDENTIFICATION

RTECS NUMBER :
NL3650000
CHEMICAL NAME :
1H-Indole-3-acetic acid, 5-hydroxy-
CAS REGISTRY NUMBER :
54-16-0
BEILSTEIN REFERENCE NO. :
0168797
LAST UPDATED :
199709
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C10-H9-N-O3
MOLECULAR WEIGHT :
191.20

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1125 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity)
REFERENCE :
JTEHD6 Journal of Toxicology and Environmental Health. (Hemisphere Pub., 1025 Vermont Ave., NW, Washington, DC 20005) V.1- 1975/76- Volume(issue)/page/year: 1,515,1976 ** TUMORIGENIC DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2000 mg/kg/20W-I
TOXIC EFFECTS :
Tumorigenic - equivocal tumorigenic agent by RTECS criteria Tumorigenic - tumor types after systemic administration not seen spontaneously
REFERENCE :
AICCA6 Acta Unio Internationalis Contra Cancrum. (Louvain, Belgium) V.1-20, 1936-64. For publisher information, see IJCNAW. Volume(issue)/page/year: 19,660,1963
Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Safety Phrases S22;S24/25
RIDADR NONH for all modes of transport
RTECS NL3650000
HS Code 2933990090
4382-53-0 structure

4382-53-0

~%

54-16-0 structure

54-16-0

Literature: Journal of Organic Chemistry, , vol. 24, p. 179,183 Journal of the American Chemical Society, , vol. 76, p. 5579,5584
1453-97-0 structure

1453-97-0

~%

54-16-0 structure

54-16-0

Literature: Journal of Organic Chemistry, , vol. 24, p. 179,183 Journal of the American Chemical Society, , vol. 76, p. 5579,5584
1215-59-4 structure

1215-59-4

~%

54-16-0 structure

54-16-0

Literature: Journal of the American Chemical Society, , vol. 76, p. 5579,5584
92438-11-4 structure

92438-11-4

~%

54-16-0 structure

54-16-0

Literature: Journal of the American Chemical Society, , vol. 76, p. 5579,5584
3471-31-6 structure

3471-31-6

~%

54-16-0 structure

54-16-0

Literature: Farmaco, Edizione Scientifica, , vol. 11, p. 219
2436-17-1 structure

2436-17-1

~%

54-16-0 structure

54-16-0

Literature: Farmaco, Edizione Scientifica, , vol. 11, p. 219
HS Code 2933990090
Summary 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%
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