rac-(R*)-2-ヒドロキシ-2-(4-ヒドロキシ-3-メトキシフェニル)酢酸

Vanillylmandelic Acid

HCID 1245CAS 2394-20-9

基本情報

標準SMILES: COc1cc(C(O)C(=O)O)ccc1O
InChIKey: CGQCWMIAEPEHNQ-UHFFFAOYSA-N
分子式: C9H10O5
平均分子量: 198.17 g/mol
単同位体質量: 198.05282342

概要

Vanillylmandelic acid is an aromatic ether that is the 3-O-methyl ether of 3,4-dihydroxymandelic acid. It has a role as a human metabolite. It is a member of phenols, an aromatic ether and a 2-hydroxy monocarboxylic acid. It is functionally related to a mandelic acid. It is a conjugate acid of a vanillylmandelate.

名称と識別子

優先名称: Vanillylmandelic Acid
IUPAC: 2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetic acid
現地名: rac-(R*)-2-ヒドロキシ-2-(4-ヒドロキシ-3-メトキシフェニル)酢酸
英語名: DL-4-HYDROXY-3-METHOXYMANDELIC ACID
分子式: C9H10O5
分子量: 198.17

名称と別名

Vanillylmandelic acid55-10-72-hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetic acid4-HYDROXY-3-METHOXYMANDELIC ACIDVanilmandelic acidVanillinmandelic AcidHydroxy(4-hydroxy-3-methoxyphenyl)acetic acid3-methoxy-4-hydroxymandelic acid(4-Hydroxy-3-methoxyphenyl)glycolic acidDTXSID10861583Benzeneacetic acid, alpha,4-dihydroxy-3-methoxy-0DQI268449

名称をさらに表示

4-ヒドロキシ-3-メトキシ-DL-マンデル酸rac-(R*)-α,4-ジヒドロキシ-3-メトキシベンゼン酢酸DL-バニロマンデル酸DL-バニリルマンデル酸rac-(R*)-2-ヒドロキシ-2-(4-ヒドロキシ-3-メトキシフェニル)酢酸rac-(αR*)-α,4-ジヒドロキシ-3-メトキシベンゼン酢酸rac-(αR*)-3-メトキシ-α,4-ジヒドロキシベンゼン酢酸rac-(R*)-ヒドロキシ(4-ヒドロキシ-3-メトキシフェニル)酢酸DL-4-ヒドロキシ-3-メトキシマンデル酸4-ヒドロキシ-3-メトキシ-DL-マンデル酸, 98%rac-(R*)-2-(4-ヒドロキシ-3-メトキシフェニル)-2-ヒドロキシ酢酸Vanilinmandelic AciVANILLOMANDELIC ACIDDL-Vanillylmandelic acidVANILLYLMANDELIC ACID extrapure3-METHOXY-4-HYDROXY MANDELIC ACIDDL-3-METHOXY-4-HYDROXYMANDELIC ACIDHYDROXY-3-METHOXYMANDELIC ACID, D,L-4-

FEMA NO. 4660CHEBI:201064 Hydroxy 3 Methoxymandelic AcidAcid, VanilmandelicAcid, VanillylmandelicAcid, MethoxyhydroxymandelicAcid, 4-Hydroxy-3-MethoxymandelicVMA cpd

データベース識別子

CAS: 2394-20-9、55-10-7
PubChem CID: 1245
DTXSID: DTXSID10861583
ChEMBL: CHEMBL1256396
ChEBI: CHEBI:20106
UNII: 0DQI268449
EC Number: 200-224-0、681-859-4
Nikkaji: J27.583B

物性

構造計算による物性

XLogP: -0.2
極性表面積: 87 Å²
水素結合供与体数: 3
水素結合受容体数: 5
回転可能結合数: 3
重原子数: 14
形式電荷: 0
複雑度: 205

実験および物理化学的性質

LogP0.84

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

Flavoring AgentsEU Flavoring substances

Solubility · 2 件

Sparingly soluble in water

Sparingly soluble (in ethanol)

Physical DescriptionPale yellow powder; Sweet vanilla aroma

Collision Cross Section · 3 件

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

140.9 Å² [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

130.6 Å² [M-H]-

物理化学的性質

融点: 132 · 132-134 °C (dec.)(lit.)
沸点: 295.48 °C · 295.48°C (rough estimate)
比重(密度): 1.318 · 1.3180 (rough estimate)
屈折率: 1.4717 · 1.4717 (estimate)
貯蔵温度: 2 · 2-8°C
溶解性: 2 O: · H2O: ~50 mg/mL
外見: 粉
色: ホワイトからオフホワイト
CAS データベース: 2394 · 2394-20-9(CAS DataBase Reference)

安全と法規制

GHS分類

GHS Classification · 6 件

Warning

H315 (97.5%): 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 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

危険有害性情報

Regulatory Information · 2 件

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

Benzeneacetic acid, .alpha.,4-dihydroxy-3-methoxy-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Irrit. 2 (97.5%)

安全データ

F: 10-23
wgk: 3
risk_code: 36/37/38
hazard_code: Xi
safety_code: 26-36

化学と産業

用途と製造

Use ClassificationFlavoring Agents -> JECFA Flavorings Index

General Manufacturing InformationBenzeneacetic acid, .alpha.,4-dihydroxy-3-methoxy-: ACTIVE

上流・下流製品情報

上流原料

グアイアコール水酸化ナトリウムグリオキシル酸

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