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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)-

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
Molecular Formula C16H28O2
Molecular Weight 252.3923
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
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

2013
596
Targets

Targets

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

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Optimisation of a solid-phase microextraction method for synthetic musk compounds in water.
2002 Jul 19
Patents

Patents

06255276
1
JPH11269482A
2
US2417151A
1
US3681395 A
1

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.
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:34:33 UTC 2023
Edited
by admin
on Fri Dec 15 18:34:33 UTC 2023
Record UNII
095I377U8F
Record Status Validated (UNII)
Record Version
  • Download
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
Created by admin on Fri Dec 15 18:34:33 UTC 2023 , Edited by admin on Fri Dec 15 18:34:33 UTC 2023
PRIMARY RxNorm
ECHA (EC/EINECS)
204-644-5
Created by admin on Fri Dec 15 18:34:33 UTC 2023 , Edited by admin on Fri Dec 15 18:34:33 UTC 2023
PRIMARY
MESH
C008563
Created by admin on Fri Dec 15 18:34:33 UTC 2023 , Edited by admin on Fri Dec 15 18:34:33 UTC 2023
PRIMARY
FDA UNII
095I377U8F
Created by admin on Fri Dec 15 18:34:33 UTC 2023 , Edited by admin on Fri Dec 15 18:34:33 UTC 2023
PRIMARY
PUBCHEM
5365703
Created by admin on Fri Dec 15 18:34:33 UTC 2023 , Edited by admin on Fri Dec 15 18:34:33 UTC 2023
PRIMARY
DAILYMED
095I377U8F
Created by admin on Fri Dec 15 18:34:33 UTC 2023 , Edited by admin on Fri Dec 15 18:34:33 UTC 2023
PRIMARY
EPA CompTox
DTXSID20881237
Created by admin on Fri Dec 15 18:34:33 UTC 2023 , Edited by admin on Fri Dec 15 18:34:33 UTC 2023
PRIMARY
EVMPD
SUB127476
Created by admin on Fri Dec 15 18:34:33 UTC 2023 , Edited by admin on Fri Dec 15 18:34:33 UTC 2023
PRIMARY
CAS
123-69-3
Created by admin on Fri Dec 15 18:34:33 UTC 2023 , Edited by admin on Fri Dec 15 18:34:33 UTC 2023
PRIMARY
NIH
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