Welcome to FlavorDB

Content

Generals
Classification
Quality
Toxicity & Safety
Receptors

Compound Summary

General Compound Information

p-anisaldehyde (4-methoxybenzaldehyde)

Click to view/hide 3D structure

Description

P-methoxybenzaldehyde is a member of the class of benzaldehydes consisting of benzaldehyde itself carrying a methoxy substituent at position 4. It has a role as an insect repellent, a human urinary metabolite, a plant metabolite and a bacterial metabolite.

Synonyms

4-Methoxybenzaldehyde; 123-11-5; P-ANISALDEHYDE; Anisic aldehyde; Anisaldehyde;

p-Methoxybenzaldehyde;4-Anisaldehyde;Aubepine;p-Formylanisole;Benzaldehyde, 4-methoxy-;Crategine;Obepin;p-Anisic aldehyde;para-anisaldehyde;4-Methoxy-benzaldehyde;4-methoxy benzaldehyde;anisal;MFCD00003385;FEMA No. 2670;NSC 5590;p-methoxy benzaldehyde;para-methoxybenzaldehyde;CHEMBL161598;DTXSID2026997;9PA5V6656V;NSC-5590;Formylanisole, p-;DTXCID906997;Caswell No. 051E;p-Anisaldehyde,p-Methoxybenzaldhyde;CAS-123-11-5;CCRIS 821;p-Methoxybenzaldehyde (natural);HSDB 2641;EINECS 204-602-6;anisaldehyd;Anis aldehyde;UNII-9PA5V6656V;AI3-00223;FEMA 2670;4-methoxybenzaldehye;4-methoxybezaldehyde;EINECS 256-891-3;Anisaldehyde (para);P-Anisaldehyde,(S);4-methoxylbenzaldehyde;p-Anisaldehyde, 8CI;4-methoxybenzylaldehyde;BRN 0471382;p-Anisaldehyde, 98%;p-Anisaldehyde, Reagent;para-methoxy benzaldehyde;4-(methyloxy)benzaldehyde;bmse010130;WLN: VHR DO1;ANISALDEHYDE [INCI];EC 204-602-6;SCHEMBL1100;P-ANISALDEHYDE [MI];68894-36-0;MLS002152921;NATURAL ANISIC ALDEHYDE;P-ANISALDEHYDE [HSDB];p-Methoxybenzylidenemalonitrile;4-methoxybenzene carboxaldehyde;p-Methoxy Benzaldehyde, Natural;PARA- METHOXYBENZALDEHYDE;P-ANISALDEHYDE [USP-RS];CHEBI:28235;NSC5590;HMS3039F08;ZINC157146;p-Anisaldehyde, analytical standard;P-METHOXYBENZALDEHYDE [FCC];HY-Y0740;p-Anisaldehyde, natural, 98%, FG;P-METHOXYBENZALDEHYDE [FHFI];Tox21_201943;Tox21_303331;AC7808;BDBM50139370;s5086;STL194068;AKOS000118814;3-Chlorobenzenesulfonyl chloride, 98%;CCG-214805;CS-W020189;p-Anisaldehyde, for synthesis, 98.0%;NCGC00090807-01;NCGC00090807-02;NCGC00257076-01;NCGC00259492-01;p-Anisaldehyde, >=97.5%, FCC, FG;50984-52-6;AC-10379;CS-11005;SMR001224521;SY001689;DB-012818;A0480;BENZALDEHYDE,4-METHOXY MFC8 H8 O2;FT-0617622;FT-0662227;FT-0662228;EN300-16096;4-08-00-00252 (Beilstein Handbook Reference);A805017;Q174937;MEPYRAMINE MALEATE IMPURITY P [EP IMPURITY];Q-100105;Z53833125;F2190-0575;p-Anisaldehyde, primary pharmaceutical reference standard;p-Anisaldehyde, certified reference material, TraceCERT(R);p-Anisaldehyde, United States Pharmacopeia (USP) Reference Standard;

FlavorDB ID

2858

PUBCHEM ID

Molecular Weight

136.15 Molecular Formula

C8H8O2

Openeye Can Smiles

COC1=CC=C(C=C1)C=O

IUPAC Inchikey

ZRSNZINYAWTAHE-UHFFFAOYSA-N

Network

Similarity

Toxicity Summary
Link to the Distributed Structure-Searchable Toxicity (DSSTox) Database
IDENTIFICATION AND USE: p-Anisaldehyde is oily liquid. It is used in perfumery and toilet soaps. It is also used in organic syntheses. p-Anisaldehyde is also an intermediate in many industrial processes. HUMAN STUDIES: When tested at 10% in petrolatum, it produced no irritation after a 48 hr closed-patch test on human subjects. A maximization test was carried out on 25 volunteers. The material was tested at a concentration of 10% in petrolatum and produced no sensitization reactions. p-Anisaldehyde was positive for sister chromatid exchange in human lymph oocytes but not Chinese Hamster Ovary (CHO) cells in vitro. ANIMAL STUDIES: In a combined oral repeated-dose/reproductive/developmental toxicity screening test in rats, decreased body weights, decreased platelets and hypertrophy of hepatocytes were noted at 100 mg/kg/day. In reproduction studies, it showed significantly reduced fertility index, number of pups/litter, delivery index and number of live pups at 500 mg/kg/day. It was not mutagenic in bacteria but it was mutagenic in mouse lymphoma cells in vitro.
Source: DrugBank or Hazardous Substances Data Bank (HSDB)

Food Additive Safety (OFAS)
P-METHOXYBENZALDEHYDE is used for FLAVORING AGENT OR ADJUVANT. More food additive safty information please view GRAS report.

EFSA's chemical Hazards Database : OpenFoodTox
This compound is found in OpenFoodTox with the name: 4-Methoxybenzaldehyde

Reference point : Defined point on an experimental dose–response relationship for the critical effect. This term is synonymous to Point of departure (USA). Reference points include the lowest or no observed adverse effect level (LOAEL/NOAEL) or benchmark dose lower confidence limit (BDML), used to derive a reference value or Margin of Exposure in human and animal health risk assessment. In the ecological area, these include lethal dose (LD50), effect concentration (EC5/ECx), no (adverse) effect concentration/dose (NOEC/NOAEC/NOAED), no (adverse) effect level (NEL/NOAEL), hazard concentration (HC5/HCx) derived from a Species Sensitivity Distributions (SSD) for the ecosystem (EFSA Scientific Committee,2018). Citation: DOI 10.5281/zenodo.4740174

Output ID	SPECIES	Route	Duration Days	END POINT	QUALIFIER	VALUE	UNIT	EFFECT	Toxicity
607	Rat	oral: gavage	42	NOAEL	=	20	mg/kg bw/day	body weight	systemic

Reference Value

Reference Value : The estimated maximum dose (on a body mass basis) or the concentration of an agent to which an individual may be exposed over a specified period without appreciable risk. Reference values are established by applying an uncertainty factor to the reference point. Examples of reference values in human health include acceptable daily intake (ADI) for food and feed additives, and pesticides, tolerable upper intake levels (UL) for vitamins and minerals, and tolerable daily intake (TDI) for contaminants and food contact materials. For acute effects and operators, the acute reference dose (ARfD) and the acceptable operator exposure level (AOEL). In animal health and the ecological area, these include safe feed concentrations and the Predicted no effect concentration (PNEC) respectively (EFSA Scientific Committee, 2018). Citation: DOI 10.5281/zenodo.4740174

OUTPUT ID	ASSESSMENT	QUALIFIER	VALUE	UNIT	POPULATION
2243	TTC Cramer Class I	=	30	µg/kg bw/day	Consumers
607	MSI/FC	=	1.7	mg/kg	Chicken for egg production
607	MSI/FC	=	1.7	mg/kg	Chicken for meat production
607	MSI/FC	=	2	mg/kg	Pigs - less than 1 year old
607	MSI/FC	=	3	mg/kg	Turkeys for meat production
607	MSI/FC	=	3.3	mg/kg	Cattle for milk production
607	MSI/FC	=	3.3	mg/kg	Pigs for meat production
607	MSI/FC	=	3.3	mg/kg	Pigs for reproduction
607	MSI/FC	=	5	mg/kg	Cats as pet
607	MSI/FC	=	5	mg/kg	Cattle for meat production
607	MSI/FC	=	5	mg/kg	Cattle for meat production - less than 1 year old
607	MSI/FC	=	6	mg/kg	Dogs as pet
607	critical study not identified		0		Workers

Genotoxicity

Author	YEAR	OUTPUT ID	Genotoxicity
EFSA AFC	2008	2243	Negative
EFSA FEEDAP	2012	607	Not determined

EFSA Outputs

Output ID	Title	DOI	Published
607	Scientific Opinion on the safety and efficacy of benzyl alcohols, aldehydes, acids, esters and acetals (chemical group 23) when used as flavourings for all animal species	doi:10.2903/j.efsa.2012.2785	24Jul2012
2243	Flavouring Group Evaluation 52 (FGE.52): Consideration of hydroxy- and alkoxy substituted benzyl derivatives evaluated by JECFA (57th meeting) structurally related to benzyl alcohols, benzaldehydes, a related acetal, benzoic acids, and related esters evaluated by EFSA in FGE.20 (2005) (Commission Regulation (EC) No 1565/2000 of 18 July 2000)	doi:10.2903/j.efsa.2008.637	07Mar2008

Receptors

Receptor	REFERENCE	EC50 [µM]	Effective Concentration [µM]
OR6P1	details	Activated

Consensus Spectra

Spectrum Type	Spectrum View	Description	Polarity
Experimental GCMS	view	GCMS	positive
Experimental LCMS	view	LCMS_Positive	positive

Content

Compound Summary

p-anisaldehyde (4-methoxybenzaldehyde)

Description

P-methoxybenzaldehyde is a member of the class of benzaldehydes consisting of benzaldehyde itself carrying a methoxy substituent at position 4. It has a role as an insect repellent, a human urinary metabolite, a plant metabolite and a bacterial metabolite.

Synonyms

4-Methoxybenzaldehyde; 123-11-5; P-ANISALDEHYDE; Anisic aldehyde; Anisaldehyde;

FlavorDB ID

2858

PUBCHEM ID

31244

Molecular Weight

136.15

Molecular Formula

C8H8O2

Openeye Can Smiles

COC1=CC=C(C=C1)C=O

IUPAC Inchikey

ZRSNZINYAWTAHE-UHFFFAOYSA-N

Network

Shown in network

Similarity

Show/Hide similarity panel

Content

Compound Summary

p-anisaldehyde (4-methoxybenzaldehyde)

Description

P-methoxybenzaldehyde is a member of the class of benzaldehydes consisting of benzaldehyde itself carrying a methoxy substituent at position 4. It has a role as an insect repellent, a human urinary metabolite, a plant metabolite and a bacterial metabolite.

Synonyms

4-Methoxybenzaldehyde; 123-11-5; P-ANISALDEHYDE; Anisic aldehyde; Anisaldehyde;

FlavorDB ID

2858

PUBCHEM ID

31244

Molecular Weight

136.15

Molecular Formula

C8H8O2

Openeye Can Smiles

COC1=CC=C(C=C1)C=O

IUPAC Inchikey

ZRSNZINYAWTAHE-UHFFFAOYSA-N

Network

Shown in network

Similarity

Show/Hide similarity panel

OpenFoodTox: component 4-Methoxybenzaldehyde

Reference Details

GC-MS Spectrum

GC-MS Spectrum