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Eupalinolide O

CAT: 0804-HY-N8187-02Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N8187-02Size:10 mg
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Description
Eupalinolide O is a sesquiterpene lactone with anticancer activities. Eupalinolide O induces cell apoptosis in human MDA-MB-468 breast cancer cells[1].
CAS Number
2170228-67-6
UNSPSC
12352005
Target
Apoptosis
Type
Natural Products
Related Pathways
Apoptosis
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/eupalinolide-o.html
Purity
99.82
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
O=C(C1=C)O[C@@]2([H])[C@@]1([H])[C@H](OC(/C(C)=C/CO)=O)C/C(C=O)=C\C[C@@H](OC(C)=O)/C(C)=C\2
Molecular Formula
C22H26O8
Molecular Weight
418.44
References & Citations
[1]Bo Yang, et al. Precise discovery of a STAT3 inhibitor from Eupatorium lindleyanum and evaluation of its activity of anti-triple-negative breast cancer. Nat Prod Res. 2019 Feb;33 (4) :477-485.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C (Powder, protect from light)
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

Eupalinolide O
CAS Number2170228-67-6
PubChem CID154809464
IUPAC Name[(3aR,4R,6E,9S,10E,11aR)-9-acetyloxy-6-formyl-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] (E)-4-hydroxy-2-methylbut-2-enoate
Molecular FormulaC22H26O8
Molecular Weight418.4
XLogP1.1
Topological Polar Surface Area116
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count8
Rotatable Bond Count7
Heavy Atom Count30
Formal Charge0
Complexity832
SMILES
C/C/1=C\[C@@H]2[C@@H]([C@@H](C/C(=C\C[C@@H]1OC(=O)C)/C=O)OC(=O)/C(=C/CO)/C)C(=C)C(=O)O2
InChI
InChI=1S/C22H26O8/c1-12(7-8-23)21(26)29-19-10-16(11-24)5-6-17(28-15(4)25)13(2)9-18-20(19)14(3)22(27)30-18/h5,7,9,11,17-20,23H,3,6,8,10H2,1-2,4H3/b12-7+,13-9+,16-5+/t17-,18+,19+,20-/m0/s1
InChIKey
MAIWERGSXNNKMK-KJXUJBMCSA-N
Chemical Structure
2D Structure
2D structure of Eupalinolide O
CAS: 2170228-67-6
CID: 154809464
Formula: C22H26O8
MW: 418.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight418.4
XLogP31.1
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count8
Rotatable Bond Count7
Exact Mass418.16276778
Monoisotopic Mass418.16276778
Topological Polar Surface Area116 Ų
Heavy Atom Count30
Formal Charge0
Complexity832
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count3
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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