CUCURBITACIN B

CUCURBITACIN B

Synonyms. Cucurbitacin B; 1,2-Dihydro-alpha-elaterin; Amarine; Datisca principle B; 2beta,16alpha, 20,25 -Tetrahydroxy-9-methyl-19-nor-9beta,10alpha-lanosta-5,23-diene-3,11,22-trione 25-acetate; 25-(Acetyloxy)-2,16,20-trihydroxy-9-methyl-19-norlanosta-5,23-diene-3,11,22-trione; ((E,6R)-6-((2S,8S, 9R,10R,13R,14S,16R,17R)-2,16-Dihydroxy-4,4,9,13, 14-pentamethyl-3,11-dioxo- 2,7,8,10,12,15,16, 17-octahydro- 1H-cyclopenta(a)phenanthren-17-yl) -6-hydroxy-2-methyl-5- oxohept-3-en-2-yl) acetate

CUCURBITACIN B

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PRODUCT IDENTIFICATION
CAS RN	6199-67-3
EINECS RN
FORMULA	C₃₂H₄₆O₈
MOLE WEIGHT	558.70
H.S CODE	2937.29.9090
SMILES	C1[C@@]2([C@@]([C@@H]([C@@](C(\C=C\C(OC(C)=O)(C)C)=O)(C) O) [C @@H]1O)(CC(=O)[C@@]1([C@H]2CC=C2[C@H]1C[C@H](O)C(C2(C)C )=O)C)C)C
CLASSIFICATION	Triterpenoid
EXTRA NOTES	Cucurbitacin is any of a class of biochemical compounds that some plants - notably members of the family Cucurbitaceae, that includes the common pumpkins and gourds — developed in order to defend themselves from herbivores. Cucurbitacins are chemically classified as steroids, formally derived from cucurbitane, a triterpene hydrocarbon — specifically, from the unsaturated variant cucurbita-5-ene, or 19-(10→9β)-abeo-10α-lanost-5-ene. They often occur as glycosides.(Wikipedia)

PHYSICAL AND CHEMICAL PROPERTIES
PHYSICAL STATE.	white crystal
MELTING POINT	184 ~ 186 C
BOILING POINT
DENSITY
SOLUBILITY IN WATER
SOLVENT SOLUBILITY
VAPOR DENSITY
log P(octanol-water)
VAPOR PRESSURE
AUTOIGNITION TEMP
pK
REFRACTIVE INDEX
FLASH POINT

STABILITY AND REACTIVITY
STABILITY	Stable under normal conditions.
INCOMPATIBLE MATERIALS	Strong oxidizing agents.
POLYMERIZATION	Has not been reported
NFPA RATINGS	Health: 1, Flammability: 0, Reactivity: 0

EXTERNAL LINKS & GENERAL DESCRIPTION

Wikipedia Linking - Cucurbitacin

Google Scholar Search - Cucurbitacin B

Drug Information Portal (U.S. National Library of Medicine) - Cucurbitacin B

PubChem Compound Summary - Cucurbitacin B

KEGG (Kyoto Encyclopedia of Genes and Genomes) - Cucurbitacin

http://www.ebi.ac.uk/ - Cucurbitacin

http://www.ncbi.nlm.nih.gov/ - Cucurbitacin B

http://toxnet.nlm.nih.gov/
Hazardous Substances Data Bank - Cucurbitacin B

www.academicjournals.org
Cucurbitacins are triterpenoid steroids reported to have several biological activities and are predominantly isolated from Cucurbitaceae family. They are efficient anti-oxidant and this property lies in their ability to scavenge free-radicals such as hydroxyl radical, superoxide anions and singlet oxygen. This broad spectrum radical-scavenging capacity surpasses what had been reported for other natural antioxidants such as grape-seed extract, wheat, alfalfa and ginkgo biloba extracts. Reports also show that cucurbitacins adequately inhibit lipid peroxidation and oxidation. Two cucurbitacins, 23, 24 dihydrocucurbitacin and cucurbitacin R isolated from the root of Cayaponia tayuya exhibit the antiinflammatory and analgesic properties typical of cucurbitacins. The mechanism lies in their ability to inhibit the expression of TNF in macrophages and lymphocytes and the expression of such proinflammatory mediators such as nitric-oxide synthase-2 and cyclooxygenase-2. Cucurbitacins display strong anti-tumorigenic activity.....

SALES SPECIFICATION
APPEARANCE	white crystalline powder
ASSAY	98.0% min
LOSS ON DRYING	5.0% max
OPTICAL ROTATION	+87.0° ~ +89.0° (c = 1.55 in ethanol)
HEAVY METALS	20ppm max

TRANSPORT & REGULATORY INFORMATION
UN NO.	2811
HAZARD CLASS	6.1
PACKING GROUP	I

SAFETY INFORMATION
HAZARD OVERVIEW	Fatal if swallowed. Highly toxic by ingestion. May be harmful if inhaled. May cause respiratory tract irritation. May be harmful if absorbed through skin. May cause skin irritation. May cause eye irritation.
GHS
SIGNAL WORD	Danger
PICTOGRAMS
HAZARD STATEMENTS	H300
P STATEMENTS	P264-P301 + P310
EC DIRECTIVES
HAZARD CODES	T
RISK PHRASES	25
SAFETY PHRASES	45

PACKING

Preserve in light-resistant and well-closed containers