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Cucurbitacin E - >99%, high purity , CAS No.18444-66-1

2 Citations

COA

Grade & Purity:

≥99%

Cas Number: 18444-66-1
Molecular Weight: 556.69
PubChem CID: 5281319
PubChem SID: 504763347

In stock

Item Number

C305256

Grouped product items
SKU	Size	Availability	Price
C305256-1mg	1mg	2	$51.90
C305256-5mg	5mg	1	$109.90
C305256-10mg	10mg	1	$179.90
C305256-25mg	25mg	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$309.90
C305256-50mg	50mg	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$459.90

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Basic Description

Synonyms	MFCD00135936 \| NSC106399 \| NSC-106399 \| C08797 \| CUCURBITACIN E [MI] \| Cucurbitacine E \| DTXSID601030496 \| [(E,6R)-6-[(8S,9R,10R,13R,14S,16R,17R)-2,16-dihydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthren-17-y
Specifications & Purity	≥99%
Storage Temp	Store at -20°C
Shipped In	Ice chest + Ice pads This product requires cold chain shipping. Ground and other economy services are not available.
Product Description	Cucurbitacin E is a natural compound which from the climbing stem of Cucumic melo L. Cucurbitacin E significantly suppresses the activity of the cyclin B1/CDC2 complex. Cucurbitacin E has been used as a cofilin inhibitor, It is also used as a F-actin stabilizer to prevent membrane-associated periodic skeleton (MPS) loss and protect from axonal fragmentation.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
- Superclass Lipids and lipid-like molecules
  - Class Steroids and steroid derivatives
    - Subclass Cucurbitacins

Kingdom	Organic compounds
Superclass	Lipids and lipid-like molecules
Class	Steroids and steroid derivatives
Subclass	Cucurbitacins
Intermediate Tree Nodes	Not available
Direct Parent	Cucurbitacins
Alternative Parents	Triterpenoids Steroid esters 11-oxosteroids 14-alpha-methylsteroids 16-alpha-hydroxysteroids 3-oxo delta-1-steroids Delta-1-steroids Cyclohexenones Acyloins Enones Alpha-hydroxy ketones Tertiary alcohols Acryloyl compounds Cyclic alcohols and derivatives Carboxylic acid esters Secondary alcohols Monocarboxylic acids and derivatives Enols Hydrocarbon derivatives Organic oxides
Molecular Framework	Aliphatic homopolycyclic compounds
Substituents	Cucurbitacin skeleton - Triterpenoid - 22-oxosteroid - 21-oxosteroid - 20-hydroxysteroid - Steroid ester - 2-hydroxysteroid - 16-hydroxysteroid - 16-alpha-hydroxysteroid - 14-alpha-methylsteroid - Hydroxysteroid - 3-oxo-delta-1-steroid - Oxosteroid - 11-oxosteroid - 3-oxosteroid - Delta-1-steroid - Cyclohexenone - Acyloin - Alpha-hydroxy ketone - Cyclic alcohol - Enone - Tertiary alcohol - Alpha,beta-unsaturated ketone - Acryloyl-group - Cyclic ketone - Secondary alcohol - Carboxylic acid ester - Ketone - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Enol - Hydrocarbon derivative - Carbonyl group - Organic oxide - Alcohol - Organooxygen compound - Organic oxygen compound - Aliphatic homopolycyclic compound
Description	This compound belongs to the class of organic compounds known as cucurbitacins. These are polycyclic compounds containing the tetracyclic cucurbitane nucleus skeleton, 19-(10->9b)-abeo-10alanost-5-ene (also known as 9b-methyl-19-nor lanosta-5-ene), with a variety of oxygenation functionalities at different positions.
External Descriptors	Cholesterol and derivatives
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61. DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

ITGAL Tclin Integrin alpha-L (1 Activities)

Discover Target: ITGAL

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Names and Identifiers

Pubchem Sid	504763347
Pubchem Sid Url	https://pubchem.ncbi.nlm.nih.gov/substance/504763347
IUPAC Name	[(E,6R)-6-[(8S,9R,10R,13R,14S,16R,17R)-2,16-dihydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl] acetate
INCHI	InChI=1S/C32H44O8/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/h10,12-14,19,21-22,25,34-35,39H,11,15-16H2,1-9H3/b13-12+/t19-,21-,22+,25+,29+,30-,31+,32+/m1/s1
InChIKey	NDYMQXYDSVBNLL-MUYMLXPFSA-N
Smiles	CC(=O)OC(C)(C)C=CC(=O)C(C)(C1C(CC2(C1(CC(=O)C3(C2CC=C4C3C=C(C(=O)C4(C)C)O)C)C)C)O)O
Isomeric 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]3C=C(C(=O)C4(C)C)O)C)C)C)O)O
Molecular Weight	556.69
Reaxy-Rn	2068922
Reaxys-RN_link_address	https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2068922&ln=

Certificates（CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):

Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

10 results found

Lot Number	Certificate Type	Date	Item
H2405499	Certificate of Analysis	Jun 19, 2024	C305256
H2405501	Certificate of Analysis	Jun 19, 2024	C305256
H2405465	Certificate of Analysis	Jun 19, 2024	C305256
H2405466	Certificate of Analysis	Jun 19, 2024	C305256
H2405467	Certificate of Analysis	Jun 19, 2024	C305256
H2405500	Certificate of Analysis	Jun 19, 2024	C305256
J2430182	Certificate of Analysis	Jun 19, 2024	C305256
D2108151	Certificate of Analysis	Jan 15, 2023	C305256
D2108152	Certificate of Analysis	Jan 15, 2023	C305256
D2108149	Certificate of Analysis	Jan 15, 2023	C305256

Chemical and Physical Properties

Solubility	DMSO: 15 mg/mL, clear
Specific Rotation[α]	[α]/D -60 to -75°, c = 0.7 (CDCl3)
Molecular Weight	556.700 g/mol
XLogP3	3.200
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	6
Exact Mass	556.304 Da
Monoisotopic Mass	556.304 Da
Topological Polar Surface Area	138.000 Å²
Heavy Atom Count	40
Formal Charge	0
Complexity	1270.000
Isotope Atom Count	0
Defined Atom Stereocenter Count	8
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
The total count of all stereochemical bonds	1
Covalently-Bonded Unit Count	1

Documents & Articles

JAK-STAT Cell Signaling Pathway

Categories: Technical articles

Tags:

treat tumors leukemia JAK family kinases

Citations of This Product

How to Cite Aladdin Scientific Products?

1. Kai Ni, Bo Che, Rong Gu, Chunhong Wang, Hongyang Xu, Huiduo Li, Shiyan Cen, Mingzhi Luo, Linhong Deng. (2024) BitterDB database analysis plus cell stiffness screening identify flufenamic acid as the most potent TAS2R14-based relaxant of airway smooth muscle cells for therapeutic bronchodilation. Theranostics, 14 (4): (1744-1763).
2. Fengxia Zhan, Wei Song, Yong Fan, Fangjian Wang, Qian Wang. (2024) Cucurbitacin E Alleviates Colonic Barrier Function Impairment and Inflammation Response and Improves Microbial Composition on Experimental Colitis Models. Journal of Inflammation Research,

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