3-(Indol-3-yl)propionsure

1H-Indole-3-propanoic acid

HCID 3744CAS 830-96-6

Grundinformationen

Standard-SMILES
O=C(O)CCc1c[nH]c2ccccc12
InChIKey
GOLXRNDWAUTYKT-UHFFFAOYSA-N
Summenformel
C11H11NO2
Durchschnittliche Molmasse
189,21 g/mol
Monoisotopische Masse
189,07897859

Überblick

3-(1H-indol-3-yl)propanoic acid is an indol-3-yl carboxylic acid that is propionic acid substituted by a 1H-indol-3-yl group at position 3. It has a role as an auxin, a plant metabolite and a human metabolite. It is functionally related to a propionic acid. It is a conjugate acid of a 3-(1H-indol-3-yl)propanoate.

Namen und Bezeichner

Bevorzugter Name
1H-Indole-3-propanoic acid
IUPAC
3-(1H-indol-3-yl)propanoic acid
Lokaler Name
3-(Indol-3-yl)propionsure
Englischer Name
3-Indolepropionic acid
Summenformel
C11H11NO2
Molmasse
189.21

Namen und Synonyme

3-Indolepropionic acid830-96-6Indole-3-propionic acid1H-Indole-3-propanoic acidIndolepropionic acid3-(3-Indolyl)propionic acid3-(3-Indolyl)propanoic acidOxigon3-(Indol-3-yl)propionic acid1H-INDOLE-3-PROPIONIC ACID3-(3-Indole)propionic acidbeta-(3-Indolyl)propionic acid
Weitere Namen anzeigen
PROPAN-2-OL3-(1H-INDOL-3-YL)PROPANOIC ACIDISOPROPYL ALCOHOISOPROPANEFEMA 2929ISOPROPANOISOPROPANOL ALCOHOL2-PPROPANOL
3-Indolepropionicacidindole-3-propanoic acidJF49U1Q7KN1H-Indole-3-proponoic acidVP-20629NSC-3252NSC-47831SHP622

Datenbank-Bezeichner

CAS
830-96-6
PubChem CID
3744
DTXSID
DTXSID7061192
ChEMBL
CHEMBL207225
ChEBI
CHEBI:43580
UNII
JF49U1Q7KN
EC Number
212-600-1
Nikkaji
J7.131E

Eigenschaften

Berechnete Struktureigenschaften

XLogP
1,8
Polarare Oberfläche (TPSA)
53,1 Ų
H-Brücken-Donoren
2
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
3
Schwere Atome
14

Experimentelle und physikochemische Eigenschaften

DrugsPharmaceuticals -> Listed in ZINC15
LogP1.75
Melting Point134 - 135 °C
Physical DescriptionSolid

Physikochemische Eigenschaften

Schmelzpunkt
133 °C · ~133 °C
Siedepunkt
82 °C · 82 °C(lit.)
Dichte
0.96 g/mL · 0.960 g/mL at 20 °C
Dampfdichte
2.1 · 2.1 (vs air)
Dampfdruck
33 mm · 33 mm Hg ( 20 °C)
Brechungsindex
20 · n20/D 1.377(lit.)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 18.2% (2 of 11) of reports.

Warning

H302 (18.2%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 11 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information1H-Indole-3-propanoic acid: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesAcute Tox. 4 (18.2%)

Sicherheitsdaten

F
8-10-23
wgk
3
tsca
TSCA listed
hs_code
29339990
RTECS-Nr.
NM1329000
risk_code
22-36/37/38

Chemie und Industrie

Pharmakologische Informationen

Cellular LocationsMembrane

Verwendung und Herstellung

General Manufacturing Information1H-Indole-3-propanoic acid: INACTIVE
Anwendungen · 2 Einträge

Beschreibung3-Indolepropionic acid is a bacterial metabolite that has antioxidant and neuroprotective activities. It scavenges ABTS radicals in a cell-free assay when used at concentrations ranging from 50 to 150 μM and decreases hydrogen peroxide-induced malondialdehyde (MDA) levels in rat striatal membranes (IC50 = 180 μM). Indole-3-propionic acid also decreases increases in MDA levels induced by amyloid β (1-42) in PC12 cells. It decreases ischemia-induced increases in cell death of pyramidal neurons and levels of 4-hydroxy nonenal (HNE; ) and glial fibrillary acidic protein (GFAP) in the hippocampal CA1 region in gerbils when administered at a dose of 10 mg/kg per day.

Verwenden3-Indolepropionic acid is a deamination product of Tryptophan (T947200) that protects the hippocampus (studied in gerbils) from ischemic damage and oxidative stress. It’s ability to protect the neurons in this way is attributed to its potent antioxidative effects. 3-Indolepropionic acid is also hypothesized to have protective effects on the thyroid gland.

Anbieter50 Anbieter

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]
韶远科技(上海)有限公司021-50795510 4000665055 · [email protected]

Ergänzende Hinweise

DefinitionChEBI: An indol-3-yl carboxylic acid that is propionic acid substituted by a 1H-indol-3-yl group at position 3.

Zugehörige Reaktionen

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