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CAS No.: 6199-67-3
Name: CUCURBITACIN B
Molecular Structure:
Molecular Structure of 6199-67-3 (CUCURBITACIN B)
Formula: C32H46O8
Molecular Weight: 558.712
Synonyms: 19-Nor-9b,10a-lanosta-5,23-diene-3,11,22-trione, 2b,16a,20,25-tetrahydroxy-9-methyl-, 25-acetate (7CI,8CI);(+)-Cucurbitacin B;Amarine;Cucurbitacine B;NSC 144154;NSC49451;Cucurbitacin B;[(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 hydrate;
Density: 1.23 g/cm3
Melting Point: 184-186oC
Boiling Point: 699.3 °C at 760 mmHg
Flash Point: 218.7 °C
Appearance: White powder
Hazard Symbols: T
Risk Codes: 25
Safety: 45-24/25
PSA: 138.20000
LogP: 3.49930
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Chemistry

CUCURBITACIN B's Molecular formula: C32H46O8
CUCURBITACIN B's Molar mass: 558.7
Synonyms: (2beta,9beta,10alpha,16alpha,23e)-thyl;19-nor-9-beta,10-alpha-lanosta-5,23-diene-3,11,22-trione,2-beta,16-alpha,20,25;19-nor-9beta,10alpha-lanosta-5,23-diene-3,11,22-trione,2beta,16alpha,20,25-tet;19-norlanosta-5,23-diene-3,11,22-trione,25-(acetyloxy)-2,16,20-trihydroxy-9-me;25-(acetyloxy)-2,16,20-trihydroxy-9-methyl-19-norlanosta-5,23-diene-3,11,22-tr;cucurbitacineb;AMARINE;1,2-DIHYDRO-ALPHA-ELATERIN

Toxicity Data With Reference

1.    

orl-mus LD50:14 mg/kg

    CTYAD8    Zhongcaoyao. Chinese Herbal Medicine. 23 (1992),605.
2.    

scu-mus LD50:1 mg/kg

    CTYAD8    Zhongcaoyao. Chinese Herbal Medicine. 23 (1992),605.
3.    

ims-mus LD50:2730 µg/kg

    CTYAD8    Zhongcaoyao. Chinese Herbal Medicine. 23 (1992),605.

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intramuscular 2730ug/kg (2.73mg/kg)   Zhongcaoyao. Chinese Traditional and Herbal Medicine. Vol. 23, Pg. 605, 1992.
mouse LD50 oral 14mg/kg (14mg/kg)   Zhongcaoyao. Chinese Traditional and Herbal Medicine. Vol. 23, Pg. 605, 1992.
mouse LD50 subcutaneous 1mg/kg (1mg/kg)   Zhongcaoyao. Chinese Traditional and Herbal Medicine. Vol. 23, Pg. 605, 1992.

Safety Profile

A poison by ingestion, subcutaneous, and intramuscular routes. When heated to decomposition it emits acrid smoke and irritating vapors.

Safety Info
Symbol:
GHS06
Sign: Danger
hazard declaration: H300
hazard declaration add:  
waring notice: P264; P301 + P310

 

Specification

Cucurbitacin B is a tetracyclic triterpenoid, which can induce apoptosis in human hepatoma cells. It can also induce DNA damage and autophagy in MCF-7 breast cancer cells. In the wild, watermelons, cucumbers, and muskmelons produce bitter Cucurbitacins to defend against preditors. Humans have bred these fruits to eliminate these compounds thereby yielding fruits that are more appealing to our palate.