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γ-Eudesmol

CAT: 0804-HY-W587938Size: 500 µgDry Ice: NoHazardous: No
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CAT#:0804-HY-W587938Size:500 µg
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Description
γ-Eudesmol ((+) -γ-Eudesmol) is a mitochondrial-mediated apoptosis inducer. γ-Eudesmol binds mitochondrial membrane proteins, triggering depolarization of mitochondrial membrane potential and activating caspase cascades. γ-Eudesmol demonstrates cytotoxicity against multiple tumor cell lines (e.g., HepG2, B16-F10) with IC50 values ranging from 8.86-15.15 μg/mL. γ-Eudesmol is promising for research of cancers, such as hepatocellular carcinoma and melanoma[1][2][3].
CAS Number
1209-71-8
Product Name Alternative
(+) -γ-Eudesmol
UNSPSC
12352211
Hazard Statement
H302-H315-H319-H335
Target
Apoptosis
Related Pathways
Apoptosis
Field of Research
Cancer
Smiles
C[C@]12C(C[C@@H](CC1)C(C)(O)C)=C(CCC2)C
Molecular Formula
C15H26O
Molecular Weight
222.37
Precautions
P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501
References & Citations
[1]Chin YW, et al. Cytotoxic anticancer candidates from terrestrial plants. Anticancer Agents Med Chem. 2009 Oct;9 (8) :913-42.|[2]Bomfim DS, et al. Eudesmol isomers induce caspase-mediated apoptosis in human hepatocellular carcinoma HepG2 cells. Basic Clin Pharmacol Toxicol. 2013 Nov;113 (5) :300-6.|[3]Van Beek T A, et al. Essential oil of Amyris balsamifera[J]. Phytochemistry, 1989, 28 (7) : 1909-1911.
Shipping Conditions
Room temperature
Scientific Category
Reference compound2
Clinical Information
No Development Reported

Chemical Information

(+)-gamma-Eudesmol

Gamma-eudesmol is a eudesmane sesquiterpenoid in which the eudesmane skeleton carries a hydroxy substituent at C-11 and has a double bond between C-4 and C-5. It has a role as a volatile oil component.

CAS Number1209-71-8
PubChem CID6432005
IUPAC Name2-[(2R,4aR)-4a,8-dimethyl-2,3,4,5,6,7-hexahydro-1H-naphthalen-2-yl]propan-2-ol
Molecular FormulaC15H26O
Molecular Weight222.37
XLogP3.4
Topological Polar Surface Area20.2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count1
Heavy Atom Count16
Formal Charge0
Complexity313
SMILES
CC1=C2C[C@@H](CC[C@]2(CCC1)C)C(C)(C)O
InChI
InChI=1S/C15H26O/c1-11-6-5-8-15(4)9-7-12(10-13(11)15)14(2,3)16/h12,16H,5-10H2,1-4H3/t12-,15-/m1/s1
InChIKey
WMOPMQRJLLIEJV-IUODEOHRSA-N
Chemical Structure
2D Structure
2D structure of (+)-gamma-Eudesmol
CAS: 1209-71-8
CID: 6432005
Formula: C15H26O
MW: 222.37
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight222.37
XLogP33.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count1
Exact Mass222.198365449
Monoisotopic Mass222.198365449
Topological Polar Surface Area20.2 Ų
Heavy Atom Count16
Formal Charge0
Complexity313
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes