5-(Dithiolan-3-yl)valeramid

Lipoamide

HCID 863CAS 3206-73-3

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Grundinformationen

Standard-SMILES: NC(=O)CCCCC1CCSS1
InChIKey: FCCDDURTIIUXBY-UHFFFAOYSA-N
Summenformel: C8H15NOS2
Durchschnittliche Molmasse: 205,3 g/mol
Monoisotopische Masse: 205,0595061

Überblick

Lipoamide is a monocarboxylic acid amide resulting from the formal condensation of the carboxy group of lipoic acid with ammonia. It has a role as a mouse metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a human metabolite. It is a monocarboxylic acid amide and a member of dithiolanes. It is functionally related to a lipoic acid.

Namen und Bezeichner

Bevorzugter Name: Lipoamide
IUPAC: 5-(dithiolan-3-yl)pentanamide
Lokaler Name: 5-(Dithiolan-3-yl)valeramid
Englischer Name: DL-5-(1,2-Dithiolan-3-yl)valeramide
Summenformel: C8H15NOS2
Molmasse: 205.34

Namen und Synonyme

lipoamide940-69-2Thioctamide5-(1,2-Dithiolan-3-yl)pentanamidethioctic acid amideLipoacindl-6,8-ThioctamideDL-lipoamideLipamideVitamin NLipoamidLipoicin

Weitere Namen anzeigen

DL-a-LipoamideDL-α-LipoamideDL-THIOCTAMIDETHIOCTIC AMIDEDL-α-LipoamideALPHA-LIPOAMIDE6-THIOCTIC AMIDEDL-thioctic amide

Pathoclon1,2-Dithiolane-3-pentanamideThioctamidThiotominThioamiTicolinLypoaranalpha-Lipoic acid amide

Datenbank-Bezeichner

CAS: 3206-73-3、940-69-2
PubChem CID: 863
DTXSID: DTXSID2046541
ChEMBL: CHEMBL1403899
ChEBI: CHEBI:17460
UNII: Q1GT04827L
EC Number: 213-375-2、221-710-9
Nikkaji: J25.390A

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 1
Polarare Oberfläche (TPSA): 93,7 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 3
Frei drehbare Bindungen: 5
Schwere Atome: 12
Formalladung: 0
Komplexität: 152

Experimentelle und physikochemische Eigenschaften

Chemical ClassesOther Classes -> Amides, Other

LipidsFatty Acyls [FA] -> Fatty amides [FA08] -> Primary amides [FA0801]

Melting Point126.0 - 129.0 °C

Physical Description · 2 Einträge

Yellow solid; [Alfa Aesar MSDS]

Solid

Collision Cross Section · 5 Einträge

146.29 Å² [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

150.4 Å² [M+Na]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

150.5 Å² [M+Na]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

139.3 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

150.6 Å² [M+Na]+

Physikochemische Eigenschaften

Schmelzpunkt: 127 · 127-129 °C(lit.)
storage temp.: 2 · 2-8°C
InChI: InChI=1S/C8H15NOS2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H2,9,10)
InChIKey: FCCDDURTIIUXBY-UHFFFAOYSA-N
SMILES: C(N)(=O)CCCCC1CCSS1
CAS Datenbank: 3206 · 3206-73-3(CAS DataBase Reference)
NIST chemische Informationen: 1 · 1,2-Dithiolane-3-pentanamide, (.+/-.)-(3206-73-3)