16-Hydroxyhexadecansure

16-Hydroxyhexadecanoic acid

HCID 10466CAS 506-13-8

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Grundinformationen

Standard-SMILES: O=C(O)CCCCCCCCCCCCCCCO
InChIKey: UGAGPNKCDRTDHP-UHFFFAOYSA-N
Summenformel: C16H32O3
Durchschnittliche Molmasse: 272,42 g/mol
Monoisotopische Masse: 272,23514488

Überblick

16-hydroxyhexadecanoic acid is an -hydroxy-long-chain fatty acid that is hexadecanoic acid (also known as palmitic acid) which is substituted at position 16 by a hydroxy group. It is a key monomer of cutin in the plant cuticle. It has a role as a plant metabolite. It is an omega-hydroxy-long-chain fatty acid and a hydroxypalmitic acid. It is a conjugate acid of a 16-hydroxyhexadecanoate.

Namen und Bezeichner

Bevorzugter Name: 16-Hydroxyhexadecanoic acid
IUPAC: 16-hydroxyhexadecanoic acid
Lokaler Name: 16-Hydroxyhexadecansure
Englischer Name: 16-HYDROXYHEXADECANOIC ACID
Summenformel: C16H32O3
Molmasse: 272.42

Namen und Synonyme

16-Hydroxyhexadecanoic acid506-13-8Juniperic acid16-HYDROXYPALMITIC ACIDPalmitic acid, 16-hydroxy-omega-Hydroxypalmitic acid7IPP3U0F3INSC-159292DTXSID6060133CHEBI:55328RefChem:437511DTXCID8040858

Weitere Namen anzeigen

16-hydroxy-hexadecanoicacijunipericaci16-HYDROXYHEXADECANOI16-hydroxyhexadecanoateLactic Acid Impurity 12416-HydroxyhexadecanoicAcid>Hexadecanoic acid, 16-hydroxy-

208-028-7Hexadecanoic acid, 16-hydroxy-.omega.-Hydroxypalmitic acid16-hydroxy-hexadecanoic acidMFCD0000275016-hydroxy hexadecanoic acidhydroxy hexadecanoatehydroxy hexadecanoic acid

Datenbank-Bezeichner

CAS: 506-13-8
PubChem CID: 10466
DTXSID: DTXSID6060133
ChEMBL: CHEMBL4281719
ChEBI: CHEBI:55328
UNII: 7IPP3U0F3I
EC Number: 208-028-7
Nikkaji: J11.795A

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 4,8
Polarare Oberfläche (TPSA): 57,5 Å²
H-Brücken-Donoren: 2
H-Brücken-Akzeptoren: 3
Frei drehbare Bindungen: 15
Schwere Atome: 19
Formalladung: 0
Komplexität: 192

Experimentelle und physikochemische Eigenschaften

LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Hydroxy fatty acids [FA0105]

Melting Point94.00 to 98.00 °C. @ 760.00 mm Hg

Physical DescriptionSolid

Collision Cross Section168.99 Å² [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

Physikochemische Eigenschaften

Schmelzpunkt: 94 · 94-98 °C(lit.)
Siedepunkt: 414.4 · 414.4±18.0 °C(Predicted)
Dichte: 0.956 · 0.956±0.06 g/cm3(Predicted)
storage temp.: 2 · 2-8°C
Löslichkeit: 20 mg/ml; · DMF: 20 mg/ml; DMSO: 20 mg/ml; DMSO:PBS(pH 7.2) (1:2): 0.33 mg/ml; Ethanol: 2.5 mg/ml
Aggregatzustand: Crystalline Powder
pka: 4.78 · 4.78±0.10(Predicted)
Farbe: White
BRN: 1783998 · 1783998
InChI: InChI=1S/C16H32O3/c17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16(18)19/h17H,1-15H2,(H,18,19)
InChIKey: UGAGPNKCDRTDHP-UHFFFAOYSA-N
SMILES: C(O)(=O)CCCCCCCCCCCCCCCO
LogP: 4.904 · 4.904 (est)
CAS Datenbank: 506 · 506-13-8(CAS DataBase Reference)
EPA chemische Informationen: 16 · 16-Hydroxypalmitic acid (506-13-8)

Sicherheit und Regulatorisches

Sicherheitsdaten

wgk: 3
tsca: TSCA listed
hs_code: 29181998
risk_code: 36/37/38
safety_code: 22-24/25
Speicherklasse: 11 - Combustible Solids

Chemie und Industrie

Pharmakologische Informationen

Cellular LocationsCytoplasm

Verwendung und Herstellung

General Manufacturing InformationHexadecanoic acid, 16-hydroxy-: ACTIVE

Anwendungen · 2 Einträge

Beschreibung16-hydroxy Hexadecanoic acid is a metabolite of the saturated fatty acid palmitic acid (16:0) that has been hydroxylated on its terminal (ω) carbon. It is produced by ω-hydroxylation of palmitic acid by cytochrome P450 in both plants and animals. In plants, it is commonly a component of cutin.

Verwenden16-Hydroxyhexadecanoic acid was used in the synthesis of dihydroxypalmitic acids. It was also used to induce the expression of two GRP genes of Arabidopsis thaliana, AtGRP5 and AtGRP23.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

2H-Pyran, 2-[(15-bromo-2-pentadecyn-1-yl)oxy]tetrahydro-10,12-Hexadecadiynoic acid, 16-hydroxy-9-Hexadecenoic acid, 16-hydroxy-, (9Z)-IHDA Undec-10-insure Undecanoic acid,10,11-dibromo-1,12-Dibromdodecan

Nachgelagerte Produkte

2-Hexanone, 4-hydroxy- (6CI,9CI)Hexadecanoic acid, 16-amino-Oxacycloheptadecan-2-on Hexadecan-1,16-diol

Anbieter50 Anbieter

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Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: 16-hydroxyhexadecanoic acid is an omega-hydroxy-long-chain fatty acid that is hexadecanoic acid (also known as palmitic acid) which is substituted at position 16 by a hydroxy group. It is a key monomer of cutin in the plant cuticle. It has a role as a plant metabolite. It is an omega-hydroxy-long-chain fatty acid and a hydroxypalmitic acid. It is a conjugate acid of a 16-hydroxyhexadecanoate.