Vanillyl alcohol (HCID 62348)

概要

Vanillyl alcohol is a monomethoxybenzene that is 2-methoxyphenol substituted by a hydroxymethyl group at position 4. It has a role as a plant metabolite. It is a member of guaiacols and a member of benzyl alcohols.

名称と識別子

優先名称: Vanillyl alcohol
IUPAC: 4-(hydroxymethyl)-2-methoxyphenol
現地名: バニリルアルコール
英語名: Vanillyl alcohol
分子式: C8H10O3
分子量: 154.16

名称と別名

Vanillyl alcohol498-00-04-Hydroxy-3-methoxybenzyl alcohol4-(Hydroxymethyl)-2-methoxyphenolVanillin alcoholVanillic alcohol4-Hydroxy-3-methoxybenzenemethanolFEMA No. 3737X7EA1JUA6MNSC-3993DTXSID20198074V0018

名称をさらに表示

バニリルアルコール3-メトキシ-4-ヒドロキシベンゼンメタノール4-ヒドロキシ-3-メトキシベンジルアルコール4-(ヒドロキシメチル)-2-メトキシフェノール4-ヒドロキシ-3-メトキシベンゼンメタノール3-メトキシ-4-ヒドロキシベンジルアルコール2-メトキシ-4-(ヒドロキシメチル)フェノール4-ヒドロキシメチル-2-メトキシフェノール4‐ヒドロキシ‐3‐メトキシベンジルアルコールFEMA 3737VanillylVanillinolVANILLYL ALCOHOL(RG)4-Hydroxy-3-Methoxybenze-neMenthanol4-HYDROXY-3-METHOXYBENZYL ALCOHOL (VANILLYL ALCOHOL)

CHEBI:18353V-0018RefChem:901716DTXCID50120565207-852-4Benzenemethanol, 4-hydroxy-3-methoxy-vanillol4-Hydroxy-3-methoxyphenylmethanol

データベース識別子

CAS: 498-00-0
PubChem CID: 62348
DTXSID: DTXSID20198074
ChEMBL: CHEMBL4297450
ChEBI: CHEBI:18353
UNII: X7EA1JUA6M
EC Number: 207-852-4
Nikkaji: J28.483A

物性

構造計算による物性

XLogP: 0
極性表面積: 49.7 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: 2
重原子数: 11
形式電荷: 0
複雑度: 116

実験および物理化学的性質

DrugsPharmaceuticals -> Listed in ZINC15

PolymersOther Classes -> Alcohols and Polyols, Other

LogP0.420

Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food

Flavoring AgentsEU Flavoring substances

Solubility · 3 件

2 mg/mL at 20 °C

soluble in hot water, organic solvents, oils

soluble (in ethanol)

物理化学的性質

融点: 110 · 110-117 °C (lit.)
沸点: 237.52 °C · 237.52°C (rough estimate)
比重(密度): 1.169 · 1.1690 (rough estimate)
屈折率: 1.462 · 1.4620 (estimate)
FEMA: 3737 · 3737 | VANILLYL ALCOHOL
貯蔵温度: Inert atmosphere,Room Temperature
溶解性: soluble in Methanol
外見: 微結晶性粉末
酸解離定数(Pka): 9.75 · 9.75±0.18(Predicted)
色: オフホワイトからベージュ
臭い (Odor): 100 %で。スイート · 100.00%で。スイートクリーミーバニラキャラメルココナッツグラハムクラッカートンカミルキーパウダリー
においのタイプ: クリーミーな
由来生物: synthetic
水溶解度: 95 % · 95% エタノール (5%)、水、油に可溶。
JECFA Number: 886 · 886
BRN: 1910044 · 1910044
Henry's Law Constant: 9.6 · 9.6×104 mol/(m3Pa) at 25℃, McFall et al. (2020)
安定性: 安定。強酸化剤、強酸とは相容れない。
InChI: 1S/C8H10O3/c1-11-8-4-6(5-9)2-3-7(8)10/h2-4,9-10H,5H2,1H3
InChIKey: ZENOXNGFMSCLLL-UHFFFAOYSA-N
SMILES: COc1cc(CO)ccc1O
LogP: 0.42 · 0.42
CAS データベース: 498 · 498-00-0(CAS DataBase Reference)
NISTの化学物質情報: 4 · 4-Hydroxy-3-methoxybenzyl alcohol(498-00-0)

化学的性質

化学的特性crystalline white to off-white powder

安全と法規制

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 58.6% (82 of 140) of all reports.

Warning

H315 (40.7%): 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 140 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 4 件

Chemical: Benzenemethanol, 4-hydroxy-3-methoxy

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Status: Active Update: 29-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/34654

Benzenemethanol, 4-hydroxy-3-methoxy-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummarySafe when used as a flavoring agent in food; [JECFA] A skin and strong eye irritant; [Alfa Aesar MSDS] See Vanillin.

Hazard Classes and CategoriesSkin Irrit. 2 (40.7%)

安全データ

wgk: 3
hs_code: 29095090
risk_code: 36/37/38
hazard_code: Xi
hazard_note: Irritant
safety_code: 26-36
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

UsesUsed as a flavoring agent; [FDA]

Use Classification · 3 件

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

応用分野 · 4 件

用途有機合成原料。

説明4-hydroxy-3-methoxybenzyl alcohol (also known as vanillyl alcohol) is often used as a deodorant component that is active in preventing the formation of body odor. It can also be used as a flavoring agent. Recent studies have also demonstrated that it has certain pharmacological effects. For example, it has been confirmed that it has certain neuro-protective effects through suppressing the oxidative stress and anti-apoptotic activity in toxin-induced dopaminergic MN9D cells, making it a potential candidate for the treatment of neurodegenerative diseases such as Parkinson’s disease.

使用Used as a flavoring agent. Other possible uses, vanilla, coconut, cream and other dairy nuances, coumarin.

一般的な説明Vanillyl alcohol belongs to the phenolic group of compounds which are widely used as oxidants in food products.