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CUCURBITACIN I

Product Name
CUCURBITACIN I
CAS No.
2222-07-3
Chemical Name
CUCURBITACIN I
Synonyms
JSI-124;Ibamarin;ELATERIN B;NSC 521777;ELATERICIN B;CUCURBITACIN I;5-tetrahydroxy-;cucurbitacine(i);Cucurbitacin I-RM;CUCURBITACIN I(SH)
CBNumber
CB6480840
Molecular Formula
C30H42O7
Formula Weight
514.65
MOL File
2222-07-3.mol
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CUCURBITACIN I Property

Melting point:
148-150°C
Boiling point:
698.3±55.0 °C(Predicted)
Density 
1.26±0.1 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
≥22.45 mg/mL in DMSO; insoluble in EtOH; ≥51.2 mg/mL in H2O with ultrasonic
form 
solid
pka
8.51±0.70(Predicted)
color 
white to off-white
LogP
2.330 (est)
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Safety

Hazard Codes 
Xi,T+
Risk Statements 
25-28
Safety Statements 
1-22-45-36/37-28
RIDADR 
UN 2811 6.1/PG 1
WGK Germany 
3
RTECS 
RC6200000
Toxicity
LD50 oral in mouse: 5mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHL89464
Product name
Cucurbitacin I
Purity
phyproof? Reference Substance
Packaging
10MG
Price
$598
Updated
2024/03/01
Sigma-Aldrich
Product number
C4493
Product name
Cucurbitacin I hydrate
Purity
≥95% (HPLC), solid
Packaging
1mg
Price
$153
Updated
2024/03/01
Sigma-Aldrich
Product number
238590
Product name
Cucurbitacin I, Cucumis sativus L.
Purity
A cell-permeable and irreversible bitter triterpenoid compound (NCI identifier: NSC 521777) that displays anti-proliferative and antitumor properties both in vitro and in vivo.
Packaging
1MG
Price
$289
Updated
2024/03/01
Cayman Chemical
Product number
14747
Product name
Cucurbitacin I
Purity
≥98%
Packaging
1mg
Price
$96
Updated
2024/03/01
Cayman Chemical
Product number
14747
Product name
Cucurbitacin I
Purity
≥98%
Packaging
5mg
Price
$238
Updated
2024/03/01
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CUCURBITACIN I Chemical Properties,Usage,Production

Description

Cucurbitacin I is a naturally occurring tetracyclic triterpenoid compound with a variety of physiological effects, including induction of apoptosis and blockade of cell cycle progression in various cancer cells. It has also been shown to have anti-angiogenic activity. Cucurbitacin I inhibits the phosphorylation of vascular endothelial growth factor receptor-2 and fibroblast growth factor receptor-1, which are key regulators of endothelial cell function and angiogenesis. Therefore, Cucurbitacin I is considered a potential angiogenesis inhibitor candidate for cancer therapy[1].

Uses

Cucurbitacin I can be useful in the study of edible vitalmelon fruit extract and adipogenesis.

Definition

ChEBI: Cucurbitacin I is a cucurbitacin that is 9,10,14-trimethyl-4,9-cyclo-9,10-secocholesta-2,5,23-triene substituted by hydroxy groups at positions 2, 16, 20 and 25 and oxo groups at positions 1, 11 and 22. It has a role as a plant metabolite and an antineoplastic agent. It is a cucurbitacin and a tertiary alpha-hydroxy ketone.

Biological Activity

Selective inhibitor of STAT3/JAK2 signaling. Inhibits the activation of STAT3 and JAK2 and displays no activity on Src, Akt, ERK and JNK. Suppresses phosphotyrosine levels of STAT3, inhibits STAT3 DNA binding and STAT3-mediated gene expression. Induces apoptosis in cell lines expressing constitutively active tyrosine-phosphorylated STAT3.

Biochem/physiol Actions

Cucurbitacin I (JSI-124) is a novel selective inhibitor of the janus kinase 2/signal transducer and activator of transcription 3 (JAK2/STAT3) signaling pathway with anti-proliferative and anti-tumor properties.

storage

Store at -20°C

References

[1] HYEON JIN KIM Jin K K. Antiangiogenic effects of cucurbitacin-I[J]. Archives of Pharmacal Research, 2014. DOI:10.1007/s12272-014-0386-5.
blaskovich ma, sun j, cantor a et al.  discovery of jsi-124 (cucurbitacin i), a selective janus kinase/signal transducer and activator of transcription 3 signaling pathway inhibitor with potent antitumor activity against human and murine cancer cells in mice.cancer res. 2003 mar 15;63(6):1270-9.yu h, lee h, herrmann a et al. revisiting stat3 signalling in cancer: new and unexpected biological functions.nat rev cancer. 2014 nov;14(11):736-46. doi: 10.1038/nrc3818.song j, liu h, li z et al.  cucurbitacin i inhibits cell migration and invasion and enhances chemosensitivity in colon cancer. oncol rep. 2015 apr;33(4):1867-71. qi j, xia g, huang cr et al.  jsi-124 (cucurbitacin i) inhibits tumor angiogenesis of human breast cancer through reduction of stat3 phosphorylation. am j chin med. 2015;43(2):337-47.kim hj, kim jk et al. antiangiogenic effects of cucurbitacin-i. arch pharm res. 2015 feb;38(2):290-8. yuan g, yan sf, xue h et al.  cucurbitacin i induces protective autophagy in glioblastoma in vitro and in vivo. j biol chem. 2014 apr 11;289(15):10607-19.

CUCURBITACIN I Preparation Products And Raw materials

Raw materials

Preparation Products

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CUCURBITACIN I Suppliers

Carbosynth
Tel
--
Fax
--
Email
sales@carbosynth.com
Country
United Kingdom
ProdList
6005
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58
Apollo Scientific Ltd.
Tel
--
Fax
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Email
sales@apolloscientific.co.uk
Country
United Kingdom
ProdList
6084
Advantage
88
Tocris Bioscience
Tel
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Fax
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Email
customerservice@tocris.co.uk
Country
United Kingdom
ProdList
5726
Advantage
77
Leancare Ltd.
Tel
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Fax
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Email
enquiry@leancare.co.uk
Country
United Kingdom
ProdList
6446
Advantage
42
CARBONE SCIENTIFIC CO.,LTD
Tel
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Fax
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Email
sales@carbonesci.com
Country
United Kingdom
ProdList
6666
Advantage
30
Apin Chemicals Limited (UK)
Tel
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Fax
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Email
info@apinchemicals.com
Country
United Kingdom
ProdList
6184
Advantage
60
Apin Chemicals Ltd.
Tel
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Fax
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Email
info@apinchemicals.com
Country
United Kingdom
ProdList
6807
Advantage
42
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View Lastest Price from CUCURBITACIN I manufacturers

Career Henan Chemical Co
Product
CUCURBITACIN I 2222-07-3
Price
US $1.00/KG
Min. Order
1G
Purity
98%
Supply Ability
100KG
Release date
2018-08-20

2222-07-3, CUCURBITACIN IRelated Search:


  • 1,2-dehydroelatericina
  • 19-nor-9-beta,10-alpha-lanosta-1,5,23-triene-3,11,22-trione,9-methyl-2,16,20,2
  • JSI-124
  • 2,16alpha,20,25-tetrahydroxy-9beta-methyl-10alpha-19-norlanosta-1,5,23(E)-triene-3,11,22-trione
  • 5-tetrahydroxy-
  • cucurbitacine(i)
  • ELATERICIN B
  • ELATERIN B
  • CUCURBITACIN I
  • CUCURBITACIN I WITH HPLC
  • Cucurbitacin I hydrate
  • Elatericin B, JSI-124, NSC 521777, 2,16α,20,25-Tetrahydroxy-9-methyl-19-Nor-9β,10α-lanosta-1,5,23-triene-3,11,22-trione
  • (9β,10α,23E)-2,16α,20,25-Tetrahydroxy-9-methyl-19-norlanosta-1,5,23-triene-3,11,22-trione
  • Ibamarin
  • 2,16a,20,25-Tetrahydroxy-9b-methyl-10a-19-norlanosta-1,5,23(E)-triene-3,11,22-trione
  • 2,16α,20,25-tetrahydroxy-9β-methyl-10α-19-norlanosta-1,5,23(E)-triene-3,11,22-trione
  • 19-Norlanosta-1,5,23-triene-3,11,22-trione, 2,16,20,25-tetrahydroxy-9-methyl-, (9b,10a,16a,23E)-
  • CUCURBITACIN I(SH)
  • CUCURBITACIN I hplc
  • (9β,10α,16α,23E)-2,16,20,25-Tetrahydroxy-9-methyl-19-norlanosta-1,5,23-triene-3,11,22-trione
  • 2,16α,20,25-tetrahydroxy-9-methyl-19-Nor-9β,10α-lanosta-1,5,23-triene-3,11,22-trione
  • NSC 521777
  • Cucurbitacin I (JSI-124)
  • calebassine/cucurbitacin
  • Cucurbitacin I (Elatericin B
  • 19-Norlanosta-1,5,23-triene-3,11,22-trione, 2,16,20,25-tetrahydroxy-9-methyl-, (9β,10α,16α,23E)-
  • Cucurbitacin I-RM
  • Cucurbitacin I(AS)
  • 2222-07-3
  • 2222-7-3
  • Inhibitor
  • Herb extract
  • API
  • Tri-Terpenoids