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Cucurbitacin D

CAT: 0013-GTR19183706-02Size: 2 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19183706-02Size:2 mg
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Description
Cucurbitacin D is a bioactive triterpenoid from Ecballium elaterium with demonstrated anticancer properties. It inhibits proliferation and metabolic pathways in various cancer cell lines, including prostate, liver, and leukemia models, by targeting key signaling cascades such as JAK/STAT3 and PI3K/Akt. This compound also acts as a novel inflammasome activator in macrophages, making it a valuable tool for oncology and immunology research.
CAS Number
3877-86-9
Product Name Alternative
Apoptosis, Cucurbitacin D, IL Receptor, JNK, STAT
Field of Research
Cell Biology, Metabolism Research, Signal Transduction
Purity
97.69% (May vary between batches)
Solubility
DMSO:80 mg/mL (154.84 mM) ;10% DMSO+90% Corn Oil:3.3 mg/mL (6.39 mM)
Smiles
CC (C) (O) \C=C\C (=O) [C@] (C) (O) [C@H]1[C@H] (O) C[C@@]2 (C) [C@@H]3CC=C4[C@@H] (C[C@H] (O) C (=O) C4 (C) C) [C@]3 (C) C (=O) C[C@]12C
Molecular Formula
C30H44O7
Molecular Weight
516.67
Storage Conditions
Keep away from direct sunlight | Powder: -20°C for 3 years | In solvent: -80°C for 1 year | Shipping with blue ice/Shipping at ambient temperature.
Notes
For research use only.

Chemical Information

Cucurbitacin D

Cucurbitacin D is a cucurbitacin in which a lanostane skeleton is multi-substituted with hydroxy, methyl and oxo substituents, with unsaturation at positions 5 and 23. It is a tertiary alpha-hydroxy ketone, a cucurbitacin and a secondary alpha-hydroxy ketone. It derives from a hydride of a lanostane.

CAS Number3877-86-9
PubChem CID5281318
IUPAC Name(2S,8S,9R,10R,13R,14S,16R,17R)-17-[(E,2R)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-2,16-dihydroxy-4,4,9,13,14-pentamethyl-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-3,11-dione
Molecular FormulaC30H44O7
Molecular Weight516.7
XLogP2.1
Topological Polar Surface Area132
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count7
Rotatable Bond Count4
Heavy Atom Count37
Formal Charge0
Complexity1100
SMILES
C[C@@]12C[C@H]([C@@H]([C@]1(CC(=O)[C@@]3([C@H]2CC=C4[C@H]3C[C@@H](C(=O)C4(C)C)O)C)C)[C@](C)(C(=O)/C=C/C(C)(C)O)O)O
InChI
InChI=1S/C30H44O7/c1-25(2,36)12-11-21(33)30(8,37)23-19(32)14-27(5)20-10-9-16-17(13-18(31)24(35)26(16,3)4)29(20,7)22(34)15-28(23,27)6/h9,11-12,17-20,23,31-32,36-37H,10,13-15H2,1-8H3/b12-11+/t17-,18+,19-,20+,23+,27+,28-,29+,30+/m1/s1
InChIKey
SRPHMISUTWFFKJ-QJNWWGCFSA-N
Chemical Structure
2D Structure
2D structure of Cucurbitacin D
CAS: 3877-86-9
CID: 5281318
Formula: C30H44O7
MW: 516.7
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight516.7
XLogP32.1
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count7
Rotatable Bond Count4
Exact Mass516.30870374
Monoisotopic Mass516.30870374
Topological Polar Surface Area132 Ų
Heavy Atom Count37
Formal Charge0
Complexity1100
Isotope Atom Count0
Defined Atom Stereocenter Count9
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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