CUCURBITACIN I

ChemicalBook > CAS DataBase List > 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

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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:

2-Allylcyclohexanone 1,2-Cyclohexanedione Menthone 2-TERT-BUTYLPROPANE-1,3-DIOL CUCURBITACIN I 2,6,8-TRIMETHYL-4-NONANONE ADOXAL FITONE 2,6-Dimethyl-5-heptenal 2-Hydroxyhexanedial Cucurbitacin IIb Cucurbitacin C CUCURBITACIN D,CUCURBITACIN D WITH HPLC CUCURBITACIN IIA CUCURBITACIN D(SH) CUCURBITACIN E hplc,CUCURBITACIN E WITH HPLC,CUCURBITACIN E(SH),CUCURBITACIN E Cucurbitacin Ia,Cucurbitacin F-25-acetate Cucurbitacin F

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