BENZYL CINNAMATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C16H14O2
Molecular Weight	238.2812
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O=C(OCC1=CC=CC=C1)\C=C\C2=CC=CC=C2

InChI

InChIKey=NGHOLYJTSCBCGC-VAWYXSNFSA-N

InChI=1S/C16H14O2/c17-16(12-11-14-7-3-1-4-8-14)18-13-15-9-5-2-6-10-15/h1-12H,13H2/b12-11+

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/20252991 | https://www.ncbi.nlm.nih.gov/pubmed/13820044 | https://uk.lush.com/ingredients/benzyl-cinnamate-0

Benzyl cinnamate (also known as Jacobson's solution) was used to treat chronic salpingitis, and in combination with vitamin A to treat cerebrovascular lesions. In addition, it is used in heavy oriental perfumes and as a fixative and as a flavoring agent.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Chronic salpingitis 1 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20252991	Primary		Phase I 438	Unknown Approved Use Unknown
Cerebrovascular lesions 1 Sources: https://www.ncbi.nlm.nih.gov/pubmed/13820044	Primary		Not Provided 511	Unknown Approved Use Unknown

Doses

Dose	Population	Adverse events
8 % single, topical Highest studied dose Dose: 8 % Route: topical Route: single Dose: 8 % Sources: https://pubmed.ncbi.nlm.nih.gov/18037214/ https://pubmed.ncbi.nlm.nih.gov/6378513/	healthy, ADULT Health Status: healthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/18037214/ https://pubmed.ncbi.nlm.nih.gov/6378513/	Other AEs: Irritation skin... Other AEs: Irritation skin (3.2%) Sources: https://pubmed.ncbi.nlm.nih.gov/18037214/ https://pubmed.ncbi.nlm.nih.gov/6378513/
1 mL 1 times / day multiple, intramuscular Highest studied dose Dose: 1 mL, 1 times / day Route: intramuscular Route: multiple Dose: 1 mL, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/14889282/	unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: F Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/14889282/	Sources: https://pubmed.ncbi.nlm.nih.gov/14889282/

AEs

AE	Significance	Dose	Population
Irritation skin	3.2%	8 % single, topical Highest studied dose Dose: 8 % Route: topical Route: single Dose: 8 % Sources: https://pubmed.ncbi.nlm.nih.gov/18037214/ https://pubmed.ncbi.nlm.nih.gov/6378513/	healthy, ADULT Health Status: healthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/18037214/ https://pubmed.ncbi.nlm.nih.gov/6378513/

PubMed

Title	Date	PubMed
Benzyl cinnamate (Jacobson's solution) with vitamin A. A one-year experience in the treatment of cerebrovascular lesions.	1960-03	13820044
Cerebrovascular accidents; a clinical evaluation of treatment with a solution of benzyl cinnamate (Jacobson's solution) with vitamin A.	1958-12	13610141
Vascular changes in diabetic and arteriolosclerotic retinopathy obtained by a modified solution of benzyl cinnamate.	1953-04-15	13054907
Mode of action of benzyl cinnamate solution in chronic inflammatory lesions of the pelvis.	1951-08	14857270

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Other

In Vitro Use Guide

Unknown

Name

Type

Language

FEMA NO. 2142

Preferred Name

English

BENZYL CINNAMATE

Official Name

English

BENZYL TRANS-CINNAMATE

Systematic Name

English

2-PROPENOIC ACID, 3-PHENYL-, PHENYLMETHYL ESTER

Common Name

English

BENZYL 3-PHENYLPROPENOATE

Systematic Name

English

BENZYL CINNAMATE [HSDB]

Common Name

English

BENZYL CINNAMATE [FHFI]

Common Name

English

2-PROPENOIC ACID, 3-PHENYL-, PHENYLMETHYL ESTER, (2E)-

Systematic Name

English

BENZYL .GAMMA.-PHENYLACRYLATE

Common Name

English

BENZYL CINNAMATE [FCC]

Common Name

English

BENZYL CINNAMATE [MART.]

Common Name

English

NSC-11780

Code

English

NSC-44403

Code

English

3-PHENYL-2-PROPENOIC ACID BENZYL ESTER

Systematic Name

English

CINNAMIC ACID, BENZYL ESTER

Common Name

English

BENZYL CINNAMATE [MI]

Common Name

English

BENZYL CINNAMATE, (E)-

Systematic Name

English

CINNAMEIN

Common Name

English

Benzyl cinnamate [WHO-DD]

Common Name

English

Classification Tree Code System Code

EC SCIENTIFIC COMMITTEE ON CONSUMER SAFETY OPINION

SCCS/1459/11