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22075

(−)-trans-Caryophyllene

≥98.0% (sum of enantiomers, GC)

(−)-trans-Caryophyllene

Synonym(s):

β-Caryophyllene, trans-(1R,9S)-8-Methylene-4,11,11-trimethylbicyclo[7.2.0]undec-4-ene

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About This Item

Empirical Formula (Hill Notation):
C15H24
CAS Number:
Molecular Weight:
204.35
UNSPSC Code:
12352205
NACRES:
NA.22
PubChem Substance ID:
EC Number:
201-746-1
Beilstein/REAXYS Number:
2044564
MDL number:
Assay:
≥98.0% (sum of enantiomers, GC)
Form:
liquid
Pricing and availability is not currently available.
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Quality Segment

assay

≥98.0% (sum of enantiomers, GC)

form

liquid

optical activity

[α]20/D −10±1°, neat

refractive index

n20/D 1.499

bp

262-264 °C (lit.)

density

0.902 g/mL at 20 °C (lit.)

storage temp.

2-8°C

SMILES string

[H][C@@]12CC\C(C)=C\CCC(=C)[C@H]1CC2(C)C

InChI

1S/C15H24/c1-11-6-5-7-12(2)13-10-15(3,4)14(13)9-8-11/h6,13-14H,2,5,7-10H2,1,3-4H3/b11-6+/t13-,14-/m1/s1

InChI key

NPNUFJAVOOONJE-GFUGXAQUSA-N

General description

(-)-trans-Caryophyllene, a sesquiterpene, is the major constituent in the essential oil of Mentha longifolia and Commiphora gileadensis. It shows anti-inflammatory, local anaesthetic and antifungal properties. (-)-trans-Caryophyllene also shows potent cytotoxic activity.

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1 of 1

This Item
75541W225207PHL80717
assay

≥98.0% (sum of enantiomers, GC)

assay

≥98.0% (sum of enantiomers, GC)

assay

≥80%

assay

≥95.0% (GC)

Quality Level

200

Quality Level

100

Quality Level

300, 400

Quality Level

-

form

liquid

form

-

form

-

form

-

refractive index

n20/D 1.499

refractive index

-

refractive index

n20/D 1.5 (lit.)

refractive index

-

density

0.902 g/mL at 20 °C (lit.)

density

0.902 g/mL at 20 °C (lit.)

density

0.901 g/mL at 25 °C (lit.)

density

0.902 g/mL at 20 °C (lit.)

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

storage temp.

−20°C


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pictograms

Health hazardExclamation mark

signalword

Danger

hcodes

Hazard Classifications

Asp. Tox. 1 - Skin Sens. 1B

Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

221.9 °F - closed cup

flash_point_c

105.5 °C - closed cup

ppe

Eyeshields, Gloves



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?-Caryophyllene, a compound isolated from the biblical balm of gilead (Commiphora gileadensis), is a selective apoptosis inducer for tumor cell lines.
Amiel E, et al.
Evidence-Based Complementary and Alternative Medicine : ECAM, 2012 (2012)
Seasonal Variation in Content and Chemical Composition of Essential Oils from Leaves of Mentha longifolia Huds.(Lamiaceae).
Niksic H, et al.
Bulletin of the Chemists and Technologists of Bosnia and Herzegovina, 2014, 29-34 null
Fabienne Hilgers et al.
Microorganisms, 9(1) (2021-01-21)
Terpenoids constitute one of the largest and most diverse groups within the class of secondary metabolites, comprising over 80,000 compounds. They not only exhibit important functions in plant physiology but also have commercial potential in the biotechnological, pharmaceutical, and agricultural



Global Trade Item Number

SKUGTIN
22075-25ML-F04061838776617
22075-1ML-F04061838776600
22075-5ML-F04061838776624

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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