OXACYCLOHEPTADEC-8-EN-2-ONE, (8Z)-

Details

Stereochemistry	ACHIRAL
Molecular Formula	C16H28O2
Molecular Weight	252.3923
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of OXACYCLOHEPTADEC-8-EN-2-ONE, (8Z)-

Structure Search

SMILES

O=C1CCCCCC=CCCCCCCCCO1

InChI

InChIKey=NVIPUOMWGQAOIT-RQOWECAXSA-N

InChI=1S/C16H28O2/c17-16-14-12-10-8-6-4-2-1-3-5-7-9-11-13-15-18-16/h2,4H,1,3,5-15H2/b4-2-

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/21802480
Curator's Comment: description was created based on several sources, including: https://www.google.com/patents/US3681395 http://www.accessdata.fda.gov/scripts/cdrh/cfdocs/cfcfr/cfrsearch.cfm?cfrpart=172&showfr=1 https://www.ncbi.nlm.nih.gov/pubmed/18941821 https://en.wikipedia.org/wiki/Abelmoschus_moschatus

Ambrettolide itself naturally occurs in the seed oil of Abelmoschus moschatus and is a valuable perfume base because of its desirable odor. Ambrettolide have been isolated from the bulbs of Zephyranthes candida also. It has an elegant and tingling top note musk; harmonizes well with floral heart notes; reflects aspects of ambrette seed oil. Different parts of the Abelmoschus moschatus have uses in Ayurveda herbal medicine. Ambrettolide presents in the FDA list of synthetic flavoring substances and adjuvants, which might be safely used in food.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Arachidonate 5-lipoxygenase 49 Target ID: CHEMBL215 Sources: doi: 10.1016/S0962-4562(03)00083-3	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed

Patents

Sample Use Guides

In Vivo Use Guide

Maximum daily exposure on the skin of ambrettolide is 0.0005 mg/kg for high end cosmetic products user.

Route of Administration: Topical

In Vitro Use Guide

Ambrette seed oil (where ambettolide is one of the major compounds - 12,96%) at concentration 18 mg/ml showed satisfactory inhibitory effect on B. subtilis, S. aureus and E. faecalis.

Name

Type

Language

OXACYCLOHEPTADEC-8-EN-2-ONE, (8Z)-

Systematic Name

English

AMBRETTOLIDE

Common Name

English

NATURAL MUSK AMBRETTE

Common Name

English

MUSK

Common Name

English

AMBRETTE MUSK

Common Name

English

7-HEXADECEN-16-OLIDE, (Z)-

Common Name

English

AMBRETTOLID

Common Name

English

(Z)-OXACYCLOHEPTADEC-8-EN-2-ONE

Systematic Name

English

16-HYDROXY-7-HEXADECENOIC ACID LACTONE

Common Name

English

OXACYCLOHEPTADEC-8-EN-2-ONE, (Z)-

Systematic Name

English

Musk [WHO-DD]

Common Name

English

Code System Code Type Description

RXCUI

1366226