4-Methylvaleriansure

Isocaproic acid

HCID 12587
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Grundinformationen

CAS
646-07-1
Standard-SMILES
CC(C)CCC(=O)O
InChIKey
FGKJLKRYENPLQH-UHFFFAOYSA-N
Summenformel
C6H12O2
Durchschnittliche Molmasse
116,16 g/mol
Monoisotopische Masse
116,08372962

Überblick

Isocaproic acid is a methyl-branched fatty acid that is pentanoic acid with a methyl group substituent at position 4. It is a metabolite of 20 alpha-hydroxycholesterol. It has a role as a human metabolite. It is a branched-chain saturated fatty acid, a medium-chain fatty acid and a methyl-branched fatty acid. It is a conjugate acid of an isocaproate.

Namen und Bezeichner

Bevorzugter Name
Isocaproic acid
IUPAC
4-methylpentanoic acid
Lokaler Name
4-Methylvaleriansure
Englischer Name
4-Methylvaleric acid
Summenformel
C6H12O2
Molmasse
116.16

Namen und Synonyme

4-Methylvaleric acid4-METHYLPENTANOIC ACIDIsocaproic acid646-07-1Isohexanoic acidPentanoic acid, 4-methyl-Isobutylacetic acidValeric acid, 4-methyl-FEMA No. 34634G4U8JA28TNSC-4126DTXSID8060951
Weitere Namen anzeigen
FEMA 3463isohexoicacidisocaproicaciIsohexoic acidIsocapronsαure4-Methylvaleri
CHEBI:74903RefChem:791685DTXCID7044342211-464-04-methyl-pentanoic acid4-METHYL VALERIC ACID4,4-Dimethylbutanoic acid4-Methyl-n-valeric acid

Datenbank-Bezeichner

CAS
646-07-1
PubChem CID
12587
DTXSID
DTXSID8060951
ChEMBL
CHEMBL1230308
ChEBI
CHEBI:74903
UNII
4G4U8JA28T
EC Number
211-464-0
Nikkaji
J1.720E

Eigenschaften

Berechnete Struktureigenschaften

XLogP
1,4
Polarare Oberfläche (TPSA)
37,3 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
3
Schwere Atome
8

Experimentelle und physikochemische Eigenschaften

Chemical ClassesOther Classes -> Organic Acids
DrugsPharmaceuticals -> Listed in ZINC15
LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Branched fatty acids [FA0102]
SpringerMaterials PropertiesBoiling point
FragrancesFragrance Ingredient (4-Methylpentanoic acid) -> IFRA transparency List
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food

Physikochemische Eigenschaften

Schmelzpunkt
-35 °C · -35 °C
Siedepunkt
199 · 199-201 °C (lit.)
Dichte
0.923 g/mL · 0.923 g/mL at 25 °C (lit.)
Brechungsindex
20 · n20/D 1.414(lit.)
FEMA
3463 · 3463 | 4-METHYLPENTANOIC ACID
Flammpunkt
207 °F · 207 °F

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for < 0.1% (1 of 1591) of reports.

Danger

H311 (98%): Toxic in contact with skin [Danger Acute toxicity, dermal]

P260, P262, P264, P264+P265, P270, P280, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P361+P364, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1591 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 3 Einträge

Chemical: Pentanoic acid, 4-methyl-

Status: Active Update: 02-06-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/19719

4-Methyl pentanoic acid: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Hazards SummaryA moderate skin and mild eye irritant; Dermal LD50 (rabbit) = 1,050 uL/kg; [RTECS] Safe when used as a flavoring agent in food; [JECFA] A skin and strong eye irritant; Toxic by skin absorption; [Sigma-Aldrich MSDS]
Hazard Classes and CategoriesAcute Tox. 3 (98%)

Sicherheitsdaten

F
13
wgk
3
tsca
TSCA listed
ridadr
UN 2810 6.1/PG 3
hs_code
29159080
RTECS-Nr.
NR2975000

Chemie und Industrie

Pharmakologische Informationen

Cellular LocationsExtracellular

Verwendung und Herstellung

UsesUsed as a flavoring agent; [FDA]
Use Classification · 3 Einträge

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

General Manufacturing InformationPentanoic acid, 4-methyl-: ACTIVE
Anwendungen · 3 Einträge

Beschreibung4-Methylpentanoic acid has an unpleasant sour and penetrating odor.

OccurrenceReported found in apple, roasted barley, beef, prefermented bread, Camembert cheese, Emmenthal cheese, roasted cocoa beans, dry cured ham, hops, roasted pecans, rum, soybeans, black tea, wine, guava, papaya, strawberry fruit and jam, baked potato, bell pepper, tomato, many cheeses, fish, beef, mutton, hop oil, mushrooms, mango, rice, sake, malt, wort, dried bonito and mussels

Verwenden4-Methylvaleric acid has been used in asymmetric synthesis of (4S)-4-isopropyl-3-[(2S)-2,4-dimethyl-valeryl)]-2-oxazolidinone. It is a versatile building block used in the synthesis of various pharmaceutical and biologically active compounds, including inhibitors and antagonists. It is involved in the synthesis of novel series of high affinity, functionally potent antagonists of the CCR1 receptor.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

Anbieter100 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]
巨野众悦香料有限公司0530-8599699 13701896116 · [email protected]
河北创海生物科技有限公司+86-86-13131129325 · [email protected]

Ergänzende Hinweise

DefinitionChEBI: A methyl-branched fatty acid that is pentanoic acid with a methyl group substituent at position 4. It is a metabolite of 20 alpha-hydroxycholesterol

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