Grundinformationen
- CAS
700-06-1- Standard-SMILES
OCc1c[nH]c2ccccc12- InChIKey
IVYPNXXAYMYVSP-UHFFFAOYSA-N- Summenformel
- C9H9NO
- Durchschnittliche Molmasse
- 147,17 g/mol
- Monoisotopische Masse
- 147,06841391
Überblick
Indole-3-methanol is an indolyl alcohol carrying a hydroxymethyl group at position 3. It is a constituent of the cruciferous vegetables and had anticancer activity. It has a role as an antineoplastic agent and a plant metabolite.
Namen und Bezeichner
- Bevorzugter Name
- Indole-3-Carbinol
- IUPAC
- 1H-indol-3-ylmethanol
- Lokaler Name
- 3-Hydroxymethylindol
- Englischer Name
- Indole-3-carbinol
- Summenformel
- C9H9NO
- Molmasse
- 147.17
Namen und Synonyme
Indole-3-carbinol700-06-1INDOLE-3-METHANOL3-Hydroxymethylindole1H-Indole-3-methanol1H-indol-3-ylmethanol3-IndolylcarbinolI3C cpdDTXSID7031458Indole 3-carbinolNSC-525801C11E72455F
Weitere Namen anzeigen
I3CIndol-3-carbinolINDOLE-3-CARBINOLEThermal conductive oile-3-carbinoLndolemethanol
DTXCID5011458CHEBI:24814RefChem:148195211-836-23-Indolemethanol(1H-Indol-3-yl)methanolIndinol3-Indolylmethanol
Datenbank-Bezeichner
- CAS
700-06-1- PubChem CID
- 3712
- DTXSID
DTXSID7031458- ChEMBL
CHEMBL155625- ChEBI
CHEBI:24814- UNII
- C11E72455F
- EC Number
- 211-836-2
- Nikkaji
- J193.059A
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 1,1
- Polarare Oberfläche (TPSA)
- 36 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 1
- Frei drehbare Bindungen
- 1
- Schwere Atome
- 11
- Formalladung
- 0
- Komplexität
- 138
Experimentelle und physikochemische Eigenschaften
DrugsPharmaceuticals -> Listed in ZINC15
Solubility7 [ug/mL] (The mean of the results at pH 7.4)
Endocrine DisruptorsPotential endocrine disrupting compound
Melting Point90 °C
Physical DescriptionSolid
Collision Cross Section122.38 Ų [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physikochemische Eigenschaften
- Schmelzpunkt
- 96 · 96-99 °C (lit.)
- Siedepunkt
- 267.28 °C · 267.28°C (rough estimate)
- Dichte
- 1.1135 · 1.1135 (rough estimate)
- Brechungsindex
- 1.567 · 1.5670 (estimate)
- storage temp.
- 2 · 2-8°C
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Warning
H315 (97.8%): Causes skin irritation [Warning Skin corrosion/irritation]
P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)
Aggregated GHS information provided per 46 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory InformationCommission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Hazard Classes and CategoriesSkin Irrit. 2 (97.8%)
Toxikologische Informationen
Carcinogen Classification
Indole-3-Carbinol
TR-584: Toxicology Studies of Indole-3-Carbinol (CASRN 700-06-1) in F344/N Rats and B6C3F1/N Mice and Toxicology and Carcinogenesis Studies of Indole-3-Carbinol in Harlan Sprague Dawley Rats and B6C3F1/N Mice (Gavage Studies) (2017 )
05/22/14
No Evidence
Some Evidence
Clear Evidence
Sicherheitsdaten
- wgk
- 3
- hs_code
- 29339900
- RTECS-Nr.
- NL9483000
- risk_code
- 36/38
- hazard_code
- Xi
- hazard_note
Chemie und Industrie
Pharmakologische Informationen
MeSH Pharmacological ClassificationAgents that reduce the frequency or rate of spontaneous or induced tumors independently of the mechanism involved.
Anwendungen
OccurrenceIndole-3-carbinol is produced by members of the family Cruciferae, and particularly members of the genus Brassica (e.g., cabbage, radishes, cauliflower, broccoli, Brussels sprouts, and daikon).
VerwendenIndole-3-carbinol has been used for encapsulation with poly-lactic-co-glycolic acid (PLGA), to study its in-vitro anti-cancerogenic effects on breast adenocarcinoma epithelial (MCF7), colon adenocarcinoma epithelial (Caco2), prostate carcinoma epithelial (PC3) cells. It has also been used as a cytochrome P4501A (CYP1A) inducer.
Darstellung
synthetischeUsing indole, phosphorus oxychloride and N,N-dimethylformamide as raw materials, indole-3-carbaldehyde was synthesized by Vilsmeier-Haack reaction with a yield of 87.1%.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Anbieter100 Anbieter
Zugehörige Reaktionen
8
Notizen zur Verbindung
Wird geladen…