CAS 373-49-9 Palmitoleic Acid (HCID 445638)

概要

Palmitoleic acid is a hexadec-9-enoic acid in which the double bond at position C-9 has cis configuration. It has a role as an Escherichia coli metabolite, an EC 3.1.1.1 (carboxylesterase) inhibitor, a Daphnia galeata metabolite, an algal metabolite and a human blood serum metabolite. It is a conjugate acid of a palmitoleate.

名称と識別子

優先名称: Palmitoleic Acid
IUPAC: (Z)-hexadec-9-enoic acid
現地名: パルミトレイン酸
英語名: Palmitoleic acid
分子式: C16H30O2
分子量: 254.41

名称と別名

palmitoleic acid373-49-9(Z)-Hexadec-9-enoic acidcis-9-Hexadecenoic acid9-cis-Hexadecenoic acid(9Z)-hexadec-9-enoic acidzoomaric acidcis-Palmitoleic acidOleopalmitic acidcis-9-palmitoleic acidZoomeric acid(9Z)-Hexadecenoic acid

名称をさらに表示

cis-9-ヘキサデセン酸ゾオマリン酸(Z)-9-ヘキサデセン酸パルミトオレイン酸(9Z)-9-ヘキサデセン酸オレオパルミチン酸パーム脂肪酸（Z）-ヘキサデカ-9-エン酸CIS‐9‐ヘキサデセン酸パルミトレイン酸cis-パルミトレイン酸(9Z)-ヘキサデカ-9-エン酸9-HEXADECENOIC ACIDC16:1PALM ACID(Z)-9-hexadecenoic acidPalmitoleicPalmitoleic Acid(PA)

9Z-hexadecenoic acidDTXSID0041197CHEBI:28716209B6YPZ4IDTXCID802119716:1(N-7)NSC-277452C16:1 trans-9

データベース識別子

CAS: 373-49-9
PubChem CID: 445638
DTXSID: DTXSID0041197
ChEMBL: CHEMBL453509
ChEBI: CHEBI:28716
UNII: 209B6YPZ4I
EC Number: 206-765-9
Nikkaji: J12.503B

物性

構造計算による物性

XLogP: 6.4
極性表面積: 37.3 Å²
水素結合供与体数: 1
水素結合受容体数: 2
回転可能結合数: 13
重原子数: 18
形式電荷: 0
複雑度: 209

実験および物理化学的性質

DrugsPharmaceuticals -> Listed in ZINC15

Lipids · 2 件

Lipids -> Unambiguous Lipids

Fatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Unsaturated fatty acids [FA0103]

Endocrine DisruptorsPotential endocrine disrupting compound

Melting Point-0.1 °C

Physical DescriptionLiquid

Collision Cross Section · 5 件

168.4 Å² [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID0041197]

167.3 Å² [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

167.95 Å² [M-H]- [CCS Type: DT; Method: stepped-field]

167.86 Å² [M-H]- [CCS Type: DT; Method: stepped-field]

167.8 Å² [M-H]-

物理化学的性質

融点: 0.5 °C · 0.5 °C (lit.)
沸点: 162 °C/0.6 · 162 °C/0.6 mmHg (lit.)
比重(密度): 0.895 g/mL · 0.895 g/mL at 20 °C (lit.)
屈折率: 1.457 · 1.457-1.459
闪点: 62 °C · 62 °C
貯蔵温度: -20 °C · -20°C
溶解性: クロロホルム、メタノール（微量）
酸解離定数(Pka): 4.78 · 4.78±0.10(Predicted)
外見: 液体
色: クリア
由来生物: Macadamia integrifolia
BRN: 1725389 · 1725389
InChI: 1S/C16H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h7-8H,2-6,9-15H2,1H3,(H,17,18)/b8-7-
InChIKey: SECPZKHBENQXJG-FPLPWBNLSA-N
SMILES: CCCCCC\C=C/CCCCCCCC(O)=O
LogP: 6.402 · 6.402 (est)
CAS データベース: 373 · 373-49-9(CAS DataBase Reference)
EPAの化学物質情報: 9 · 9-Hexadecenoic acid, (9Z)- (373-49-9)

化学的性質 · 1 件

化学的特性PALMITOLEIC ACID, Also called cis-9-hexa decanoic acid, formula CH3(CH2)5CH:CH(CH2)7COOH. This is an unsaturated fatty acid found in nearly every fat, especially in marine oils (15–20%). At room temperature, it is a colorless liquid. Insoluble in water; soluble in alcohol and ether. Insoluble in water; soluble in alcohol and ether. Combustible.

安全と法規制

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 26.4% (78 of 295) of reports.

Warning

H315 (73.6%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 295 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information9-Hexadecenoic acid, (9Z)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

EPA Safer Chemical · 2 件

Chemical: (Z)-9-Hexadecenoic acid

Chemical: Palmitoleic acid

Hazard Classes and CategoriesSkin Irrit. 2 (73.6%)

安全データ

wgk: 3
ridadr: NA 1993 / PGIII
hs_code: 29161995
risk_code: 36/37/38
化審法: (2)-609
消防法: 危-4-2-III
hazard_code: Xi
safety_code: 37/39-26-36
hazard_class: CBL
Hazard Classifications: Aquatic Chronic 4Eye Irrit. 2Skin Irrit. 2STOT SE 3
ストレージクラス: 10 - Combustible liquids

化学と産業

薬理情報

Tissue LocationsAdipose Tissue

Cellular LocationsExtracellular

用途と製造

Household ProductsInformation on 2 consumer products that contain Palmitoleic acid in the following categories is provided:

Use Classification · 4 件

EPA Safer Chemical Functional Use Classes -> Surfactants

Safer Chemical Classes -> Green circle - The chemical has been verified to be of low concern

EPA Safer Chemical Functional Use Classes -> Surfactants

Safer Chemical Classes -> Green circle - The chemical has been verified to be of low concern

応用分野 · 4 件

解説cis-9-hexadecenoic acid．C16H30O2(254.41)．CH3(CH2)5CH=CH(CH2)7COOH．融点－0.5～＋0.5 ℃．n20D1.4585．パルミトレイン酸は，生物界に広く分布しており，タラ肝油，ニシン油などの海産動物油に15～20％，ほ乳動物の肝臓の脂質に6～8％，乳脂に3～4％含まれている．生体内ではパルミチン酸からつくられる．森北出版「化学辞典（第2版）

説明Palmitoleic acid, or (Z)-9-hexadecenoic acid, is an omega - 7 mono unsaturated fatty acid with the formula CH3(CH2)5CH=CH(CH2)7COOH that is a common constituent of the glycerides of human adipose tissue. It is present in all tissues, but generally found in higher concentrations in the liver. It is biosynthesized from palmitic acid by the action of the enzyme delta-9 desaturase. A beneficial fatty acid, it has been shown to increase insulin sensitivity by suppressing inflammation, as well as inhibit the destruction of insulin-secreting pancreatic beta cells.

天然物の起源Palmitoleic acid can be abbreviated as 16:1Δ9. Dietary sources of palmitoleic acid include a variety of animal oils, vegetable oils, and marine oils. Macadamia oil (Macadamia integrifolia) and sea buckthorn oil (Hippophae rhamnoides) are botanical sources with high concentrations, containing 17 % and 40 % of palmitoleic acid, respectively.

一般的な説明Palmitoleic acid is a monounsaturated fatty acid found in macadamia oil and also in blood plasma. In the human body it is produced via endogenous fat synthesis.

上流・下流製品情報

上流原料

10,12-Octadecadienoic acid, (10Z,12Z)-(9Z)-9-イコセン酸アラキジン酸ベヘン酸 (9E)-9-ヘキサデセン酸 9,11-共役リノール酸エライジン酸パルミチン酸リノール酸オレイン酸ステアリン酸ミリスチン酸

下流製品

1-デセン

サプライヤー100 社

北京华美互利生物化工010-56205725 · [email protected]

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

衢州润东化工有限公司0570-8789886 18892685668 · [email protected]

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

南通润丰石油化工有限公司66017690 19952660367 · [email protected]

補足説明

定義本品は、パーム油(*)から得られる脂肪酸である。参照表示名称：パーム油

定義ChEBI: A hexadecenoic acid with a cis-double bond at position C-9.

化合物ノート

読み込み中…

パルミトレイン酸

基本情報

概要