Vanillylmandelic Acid (HCID 1245)

Overview

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.

Names & identifiers

Preferred name: Vanillylmandelic Acid
IUPAC: 2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetic acid
English name: DL-4-HYDROXY-3-METHOXYMANDELIC ACID
Molecular formula: C9H10O5
Molecular weight: 198.17

Names & synonyms

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

Show more names

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

Database identifiers

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

Properties

Computed structural properties

XLogP: -0.2
Topological polar surface area: 87 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 5
Rotatable bonds: 3
Heavy atoms: 14
Formal charge: 0
Complexity: 205

Experimental & physicochemical properties

LogP0.84

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

Flavoring AgentsEU Flavoring substances

Solubility · 2 items

Sparingly soluble in water

Sparingly soluble (in ethanol)

Physical DescriptionPale yellow powder; Sweet vanilla aroma

Collision Cross Section · 3 items

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]-

Physicochemical properties

Melting point: 132 · 132-134 °C (dec.)(lit.)
Boiling point: 295.48 °C · 295.48°C (rough estimate)
Density: 1.318 · 1.3180 (rough estimate)
refractive index: 1.4717 · 1.4717 (estimate)
storage temp.: 2 · 2-8°C
solubility: 2 O: · H2O: ~50 mg/mL
form: powder
color: white to off-white
CAS DataBase Reference: 2394 · 2394-20-9(CAS DataBase Reference)
FDA UNII: 19 V3799SB · M19V3799SB
Symbol(GHS): 7 · GHS07
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36
WGK Germany: 3 · 3
F: 10 · 10-23

Safety & regulation

GHS classification

GHS Classification · 6 items

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]

Hazard information

Regulatory Information · 2 items

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%)

Safety data

F: 10-23
wgk: 3
risk_code: 36/37/38
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36
Hazard statements: H315-H319-H335
Precautionary statements: P261-P280a-P304+P340-P305+P351+P338-P405-P501a

Chemistry & industry

Uses & manufacturing

Use ClassificationFlavoring Agents -> JECFA Flavorings Index

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

Upstream & downstream products

Upstream raw materials

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]

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

阿诺西（上海）生物技术有限公司400-1107768 15058188853 · [email protected]

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]

Additional notes · 1 item

DefinitionChEBI: 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 an aromatic ether, a 2-hydroxy monocarboxylic acid and a member of phenols. It is functionally related to a mandelic acid. It is a conjugate acid of a vanillylmandelate.