Details of Metabolite

General Information of MET (ID: META00926)
Name Beta-Caryophyllene
Synonyms   Click to Show/Hide Synonyms of This Metabolite
(-)-(e)-Caryophyllene; (-)-Caryophyllene; (-)-beta-Caryophyllene; (-)-e-Caryophyllene; (-)-trans-Caryophyllene; (e)-Caryophyllene; (e)-beta-Caryophyllene; Caryophyllene; Caryophyllene b; Caryophyllene, (R-(r*,4E,9S))-isomer; Caryophyllene, (R-(r*,4Z,9S*))-isomer; Caryophyllene, (S-(r*,4E,9S*))-isomer; Caryophyllene, (S-(r*,4Z,9S*))-isomer; Caryophyllene, (r*,4Z,9S*)-(+-)-isomer; beta-Caryophyllen; beta-Caryophyllene; trans-(1R,9S)-4,11,11-Trimethyl-8-methylenebicyclo[7.2.0]undec-4-ene; trans-Caryophyllene
Source Endogenous;Prenol lipids;Food;Cosmetic;Food additives;TCM Ingredients
Structure Type   Sesquiterpenoids  (Click to Show/Hide the Complete Structure Type Hierarchy)
Lipids and lipid-like molecules
Prenol lipids
Sesquiterpenoids
PubChem CID
5281515
HMDB ID
HMDB0036792
Formula
C15H24
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=5281515"></iframe>
3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
KEGG ID
C09629
ChEBI ID
10357
FooDB ID
FDB015736
Physicochemical Properties Molecular Weight 204.35 Topological Polar Surface Area N.A.
XlogP 4.4 Complexity 293
Heavy Atom Count 15 Rotatable Bond Count N.A.
Hydrogen Bond Donor Count N.A. Hydrogen Bond Acceptor Count N.A.
Function
beta-Caryophyllene, also known as caryophyllene or (.--caryophyllene, is a natural bicyclic sesquiterpene that is a constituent of many essential oils including that of Syzygium aromaticum (cloves), Cannabis sativa, rosemary, and hops. It is usually found as a mixture with isocaryophyllene (the cis double bond isomer) and -humulene (obsolete name: -caryophyllene), a ring-opened isomer. beta-Caryophyllene is notable for having both a cyclobutane ring and a trans-double bond in a nine-membered ring, both rarities in nature. beta-Caryophyllene is a sweet and dry tasting compound that can be found in a number of food items such as allspice, fig, pot marjoram, and roman camomile, which makes beta-caryophyllene a potential biomarker for the consumption of these food products. beta-Caryophyllene can be found in feces and saliva.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Transcription factor (TF)
            R2R3-MYB (AN2) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [1]
                      Introduced Variation Overexpression of AN2
                      Induced Change Beta-Caryophyllene concentration: increase (FC = 2.74)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that overexpression of AN2 leads to the increase of beta-caryophyllene levels compared with control group.
References
1 Comprehensive Influences of Overexpression of a MYB Transcriptor Regulating Anthocyanin Biosynthesis on Transcriptome and Metabolome of Tobacco Leaves. Int J Mol Sci. 2019 Oct 16;20(20):5123.

If you find any error in data or bug in web service, please kindly report it to Dr. Zhang and Dr. Mou.