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Isocucurbitacin B

CAT: 0804-HY-N4189-02Size: 2 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N4189-02Size:2 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Isocucurbitacin B is a natural terpenoid compound found in Pedicellus Melo. Isocucurbitacin B can inhibit the PI3K/AKT, MAPK, and STAT3 signaling pathways and downregulate CAV1 expression. Isocucurbitacin B can inhbit cancer cell proliferation, migration and invision. Isocucurbitacin B can induce apoptosis and cause G2/M phase arrest. Isocucurbitacin B can decrease intracellular cholesterol and PH levels and increase intracellular calcium levels.  Isocucurbitacin B can be used for the research of cancer, such as glioma[1][2].
CAS Number
17278-28-3
UNSPSC
12352211
Target
Akt; Apoptosis; p38 MAPK; PI3K; STAT
Type
Natural Products
Related Pathways
Apoptosis; JAK/STAT Signaling; MAPK/ERK Pathway; PI3K/Akt/mTOR; Stem Cell/Wnt
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/isocucurbitacin-b.html
Purity
98.98
Solubility
10 mM in DMSO
Smiles
C[C@]12[C@@]([C@]([C@@](C)(O)C(/C=C/C(C)(C)OC(C)=O)=O)([H])[C@H](O)C1)(CC([C@]3(C)[C@@]2([H])CC=C4[C@@]3([H])CC([C@@H](O)C4(C)C)=O)=O)C
Molecular Formula
C32H46O8
Molecular Weight
558.70
References & Citations
[1]Han M, et al. Isocucurbitacin B inhibits glioma growth through PI3K/AKT pathways and increases glioma sensitivity to TMZ by inhibiting hsa-mir-1286a. Cancer Drug Resist. 2024;7:16. Published 2024 May 8.|[2]Han M, et al. Isocucurbitacin B inhibits gliomas through the promotion of anoikis by targeting caveolin 1. Cancer Lett. 2025;629:217873.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
STAT3

Chemical Information

Isocucurbitacin B

Isocucurbitacin B has been reported in Trichosanthes hupehensis, Trichosanthes tricuspidata, and other organisms with data available.

CAS Number17278-28-3
PubChem CID5352014
IUPAC Name[(E,6R)-6-[(3S,8S,9R,10R,13R,14S,16R,17R)-3,16-dihydroxy-4,4,9,13,14-pentamethyl-2,11-dioxo-3,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl] acetate
Molecular FormulaC32H46O8
Molecular Weight558.7
XLogP2.5
Topological Polar Surface Area138
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count8
Rotatable Bond Count6
Heavy Atom Count40
Formal Charge0
Complexity1210
SMILES
CC(=O)OC(C)(C)/C=C/C(=O)[C@@](C)([C@H]1[C@@H](C[C@@]2([C@@]1(CC(=O)[C@@]3([C@H]2CC=C4[C@H]3CC(=O)[C@H](C4(C)C)O)C)C)C)O)O
InChI
InChI=1S/C32H46O8/c1-17(33)40-27(2,3)13-12-23(36)32(9,39)25-21(35)15-29(6)22-11-10-18-19(14-20(34)26(38)28(18,4)5)31(22,8)24(37)16-30(25,29)7/h10,12-13,19,21-22,25-26,35,38-39H,11,14-16H2,1-9H3/b13-12+/t19-,21-,22+,25+,26-,29+,30-,31+,32+/m1/s1
InChIKey
WTBZNVRBNJWSPF-DZEACCAPSA-N
Chemical Structure
2D Structure
2D structure of Isocucurbitacin B
CAS: 17278-28-3
CID: 5352014
Formula: C32H46O8
MW: 558.7
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight558.7
XLogP32.5
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count8
Rotatable Bond Count6
Exact Mass558.31926842
Monoisotopic Mass558.31926842
Topological Polar Surface Area138 Ų
Heavy Atom Count40
Formal Charge0
Complexity1210
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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