16-Hydroxyhexadecanoic acid (HCID 10466)

概要

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.

名称と識別子

優先名称: 16-Hydroxyhexadecanoic acid
IUPAC: 16-hydroxyhexadecanoic acid
現地名: 16-ヒドロキシヘキサデカン酸
英語名: 16-HYDROXYHEXADECANOIC ACID
分子式: C16H32O3
分子量: 272.42

名称と別名

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

名称をさらに表示

16-ヒドロキシヘキサデカン酸ω-ヒドロキシパルミチン酸ジュニペリン酸16-ヒドロキシパルミチン酸ジュニペル酸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

データベース識別子

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

物性

構造計算による物性

XLogP: 4.8
極性表面積: 57.5 Å²
水素結合供与体数: 2
水素結合受容体数: 3
回転可能結合数: 15
重原子数: 19
形式電荷: 0
複雑度: 192

実験および物理化学的性質

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)]

物理化学的性質

融点: 94 · 94-98 °C(lit.)
沸点: 414.4 · 414.4±18.0 °C(Predicted)
比重(密度): 0.956 · 0.956±0.06 g/cm3(Predicted)
貯蔵温度: 2 · 2-8°C
溶解性: 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
外見: 結晶性粉末
酸解離定数(Pka): 4.78 · 4.78±0.10(Predicted)
色: 白い
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 データベース: 506 · 506-13-8(CAS DataBase Reference)
EPAの化学物質情報: 16 · 16-Hydroxypalmitic acid (506-13-8)

化学的性質

化学的特性white crystalline solid

安全と法規制

安全データ

wgk: 3
tsca: TSCA listed
hs_code: 29181998
risk_code: 36/37/38
化審法: (2)-1340
safety_code: 22-24/25
ストレージクラス: 11 - Combustible Solids

化学と産業

薬理情報

Cellular LocationsCytoplasm

用途と製造

General Manufacturing InformationHexadecanoic acid, 16-hydroxy-: ACTIVE

応用分野 · 2 件

説明16-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.

使用16-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.

上流・下流製品情報

上流原料

2H-Pyran, 2-[(15-bromo-2-pentadecyn-1-yl)oxy]tetrahydro-10,12-Hexadecadiynoic acid, 16-hydroxy-9-Hexadecenoic acid, 16-hydroxy-, (9Z)-IHDA 10-ウンデシン酸 10,11-ジブロモウンデカン酸 1,12-ジブロモドデカン

下流製品

2-Hexanone, 4-hydroxy- (6CI,9CI)Hexadecanoic acid, 16-amino-16-ヘキサデカノリド 1,16-ヘキサデカンジオル

サプライヤー50 社

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

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上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

湖南韵邦生物科技股份有限公司85561037 15386497078 · [email protected]

上海策嵘生物科技有限公司[email protected]

補足説明 · 1 件

定義ChEBI: 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.