3-Carboxy-2,3-didesoxy-1-hydroxypropan-1,2,3-tricarbonsure

Isocitric Acid

HCID 1198CAS 320-77-4

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Grundinformationen

Standard-SMILES: O=C(O)CC(C(=O)O)C(O)C(=O)O
InChIKey: ODBLHEXUDAPZAU-UHFFFAOYSA-N
Summenformel: C6H8O7
Durchschnittliche Molmasse: 192,12 g/mol
Monoisotopische Masse: 192,02700259

Namen und Bezeichner

Bevorzugter Name: Isocitric Acid
IUPAC: 1-hydroxypropane-1,2,3-tricarboxylic acid
Lokaler Name: 3-Carboxy-2,3-didesoxy-1-hydroxypropan-1,2,3-tricarbonsure
Englischer Name: 3-carboxy-2,3-dideoxy-1-hydroxypropan-1,2,3-tricarboxylic acid
Summenformel: C6H8O7
Molmasse: 192.12

Namen und Synonyme

isocitric acid320-77-41-Hydroxypropane-1,2,3-tricarboxylic acid3-carboxy-2,3-dideoxypentaric acid1-Hydroxytricarballylic acid9RW6G5D4MQCHEBI:30887DTXSID10415742RefChem:923656DTXCID40366591206-282-3isocitrate

Weitere Namen anzeigen

isocitricaci3-carboxy-2-hydroxypentane-1,5-dioic acid

DL-Isocitric acid3-Carboxy-2,3-dideoxy-1-hydroxypropan-1,2,3-tricarboxylic acidI-CIT1-Hydroxy-1,2,3-propanetricarboxylic acidD-isocitratepentaric acid, 3-carboxy-2,3-dideoxy-Isocitrate acidiso citric acid

Datenbank-Bezeichner

CAS: 320-77-4
PubChem CID: 1198
DTXSID: DTXSID60861871
ChEMBL: CHEMBL390356、CHEMBL539669
ChEBI: CHEBI:30887
UNII: 9RW6G5D4MQ
EC Number: 206-282-3
Nikkaji: J95.796H

Eigenschaften

Berechnete Struktureigenschaften

XLogP: -1,8
Polarare Oberfläche (TPSA): 132 Å²
H-Brücken-Donoren: 4
H-Brücken-Akzeptoren: 7
Frei drehbare Bindungen: 5
Schwere Atome: 13
Formalladung: 0
Komplexität: 233

Experimentelle und physikochemische Eigenschaften

Solubility466 mg/mL

Melting Point162 - 165 °C

Physical DescriptionSolid

Collision Cross Section · 4 Einträge

136.4 Å² [M+Na-2H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]；142.7 Å² [M+Na]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]；127 Å² [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

125.26 Å² [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

130.03 Å² [M-H]- [CCS Type: DT; Method: stepped-field]；146.78 Å² [M+Na]+ [CCS Type: DT; Method: stepped-field]

142.8 Å² [M+Na]+；136.5 Å² [M-2H+Na]-；127.3 Å² [M-H]-

Physikochemische Eigenschaften

Schmelzpunkt: 105 °C · 105°C
Siedepunkt: 248.08 °C · 248.08°C (rough estimate)
Dichte: 1.4845 · 1.4845 (rough estimate)
Brechungsindex: 1.4455 · 1.4455 (estimate)
pka: 3.4 · 3.40±0.34(Predicted)
Aggregatzustand: Solid
Farbe: White to off-white

Chemie und Industrie

Pharmakologische Informationen

Tissue LocationsAdrenal Gland

Cellular LocationsCytoplasm；Mitochondria；Peroxisome

Metabolite Pathways · 1 Eintrag

2-ketoglutarate dehydrogenase complex deficiency；Citric Acid Cycle；Congenital lactic acidosis；Fumarase deficiency；Glutaminolysis and Cancer；Mitochondrial complex II deficiency；Pyruvate dehydrogenase deficiency (E2)；Pyruvate dehydrogenase deficiency (E3)；The oncogenic action of 2-hydroxyglutarate；The oncogenic action of D-2-hydroxyglutarate in Hydroxygluaricaciduria ；Total 14 pathways, visit the HMDB page for details