5-Methoxyindole-3-acetic acid

Modify Date: 2024-01-02 19:18:24

5-Methoxyindole-3-acetic acid Structure
5-Methoxyindole-3-acetic acid structure
Common Name 5-Methoxyindole-3-acetic acid
CAS Number 3471-31-6 Molecular Weight 205.21000
Density N/A Boiling Point 445.9ºC at 760 mmHg
Molecular Formula C11H11NO3 Melting Point 145-148 °C (dec.)(lit.)
MSDS Chinese USA Flash Point 223.5ºC

 Use of 5-Methoxyindole-3-acetic acid


5-Methoxyindole-3-acetic acid, isolated from pineal tissue, is a metabolite of Melatonin[1].

 Names

Name 2-(5-methoxy-1H-indol-3-yl)acetic acid
Synonym More Synonyms

 5-Methoxyindole-3-acetic acid Biological Activity

Description 5-Methoxyindole-3-acetic acid, isolated from pineal tissue, is a metabolite of Melatonin[1].
Related Catalog
Target

Human Endogenous Metabolite

References

[1]. KVEDER S, et al. The metabolism of melatonin (N-acetyl-5-methoxytryptamine) and 5-methoxytryptamine. J Biol Chem. 1961 Dec;236:3214-20.

 Chemical & Physical Properties

Boiling Point 445.9ºC at 760 mmHg
Melting Point 145-148 °C (dec.)(lit.)
Molecular Formula C11H11NO3
Molecular Weight 205.21000
Flash Point 223.5ºC
Exact Mass 205.07400
PSA 62.32000
LogP 1.80360
Storage condition 2-8°C
Water Solubility insoluble

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
NL3660500
CHEMICAL NAME :
Indole-3-acetic acid, 5-methoxy-
CAS REGISTRY NUMBER :
3471-31-6
LAST UPDATED :
198910
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C11-H11-N-O3
MOLECULAR WEIGHT :
205.23

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 :
98 mg/kg
TOXIC EFFECTS :
Behavioral - excitement
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 :
4 gm/kg/13W-I
TOXIC EFFECTS :
Tumorigenic - neoplastic by RTECS criteria Brain and Coverings - tumors
REFERENCE :
BEBMAE Byulleten' Eksperimental'noi Biologii i Meditsiny. Bulletin of Experimental Biology and Medicine. For English translation, see BEXBAN. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1- 1936- Volume(issue)/page/year: 101,605,1986
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2 gm/kg female 10-21 day(s) after conception
TOXIC EFFECTS :
Tumorigenic - equivocal tumorigenic agent by RTECS criteria Brain and Coverings - tumors Reproductive - Tumorigenic effects - transplacental tumorigenesis
REFERENCE :
BEBMAE Byulleten' Eksperimental'noi Biologii i Meditsiny. Bulletin of Experimental Biology and Medicine. For English translation, see BEXBAN. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1- 1936- Volume(issue)/page/year: 101,605,1986

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes Xi
Safety Phrases S24/25
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS NL3660500
HS Code 2933990090

 Customs

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%

 Articles26

More Articles
Indoleamines and 5-methoxyindoles in trout pineal organ in vivo: daily changes and influence of photoperiod.

Gen. Comp. Endocrinol. 144(1) , 67-77, (2005)

This study describes the diel rhythms in several indoleamines, melatonin, and related 5-methoxyindoles in the pineal organ of rainbow trout in vivo. In addition, the effect of different photoperiod co...

Total pineal endocrine substitution therapy (TPEST) as a new neuroendocrine palliative treatment of untreatable metastatic solid tumor patients: a phase II study.

Neuro Endocrinol. Lett. 24(3-4) , 259-62, (2003)

It is known since many years that the pineal gland plays an anticancer role, and melatonin (MLT), the most investigated pineal hormone, has been proven to exert antitumor activity. However, MLT would ...

Secretion of the methoxyindoles melatonin, 5-methoxytryptophol, 5-methoxyindoleacetic acid, and 5-methoxytryptamine from trout pineal organs in superfusion culture: effects of light intensity.

Gen. Comp. Endocrinol. 101(2) , 165-72, (1996)

The teleost pineal organ is a photoreceptive endocrine organ that synthesizes the hormone melatonin through specialized intrapineal photoreceptor cells in a light-dependent manner. The present study i...

 Synonyms

5-Methoxy-3-indoleacetic acid
5-methoxy-1H-indole-3-acetic acid
5-Methoxyindole-3-aceticacid
2-(5-Methoxy-3-indolyl)acetic acid
5-Methoxyindoleacetate
5-Methoxyindoleacetic acid
MFCD00005638
EINECS 222-438-3
1H-Indole-3-acetic acid, 5-methoxy-, ion(1-)
5-Methoxyindol-3-ylacetate
INDOLE-3-ACETIC ACID,5-METHOXY
(5-Methoxy-1H-indol-3-yl)acetate
5-Methoxyindol-3-ylacetic acid
5-Methoxyindole-3-acetate
5-Methoxyindole-3-acetic acid
2-(5-Methoxy-1H-indol-3-yl)acetic acid
Methoxyindoleacetic acid