ChemicalBook > CAS DataBase List > Eurycomanone

Eurycomanone

Product Name
Eurycomanone
CAS No.
84633-29-4
Chemical Name
Eurycomanone
Synonyms
NSC 339187;eurysanone;EURYCOMANONE;pasakbumin-a;tonkat ali extract;Eurycoma longifolia;Eurycomanone (~90%);Broad tassel ketone;EurycomalongifoliaJack;Extract of Orion nigrum
CBNumber
CB3189926
Molecular Formula
C20H24O9
Formula Weight
408.4
MOL File
84633-29-4.mol
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Eurycomanone Property

Melting point:
273-285℃ (methanol ethyl ether )
Boiling point:
669.5±55.0 °C(Predicted)
Density 
1.63±0.1 g/cm3(Predicted)
storage temp. 
-20°C Freezer
solubility 
DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
form 
Solid
pka
11.29±0.70(Predicted)
color 
Off-White to Pale Beige
biological source
plant
InChIKey
RRXCMOJNEHOTBC-OHYAWSEYNA-N
SMILES
[C@]123CO[C@@]4(O)[C@H](O)C(=C)[C@]1(O)[C@@H](O)C(=O)O[C@]2([H])C[C@@]1([H])C(C)=CC(=O)[C@@H](O)[C@]1(C)[C@]34[H].O.O |&1:0,3,5,9,11,16,19,26,28,30,r|
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML3374
Product name
Eurycomanone
Purity
≥95% (HPLC)
Packaging
5mg
Price
$64.8
Updated
2024/03/01
Sigma-Aldrich
Product number
SML3374
Product name
Eurycomanone
Purity
≥95% (HPLC)
Packaging
25MG
Price
$261
Updated
2024/03/01
TRC
Product number
E939010
Product name
Eurycomanone(~90%)
Packaging
10mg
Price
$205
Updated
2021/12/16
Usbiological
Product number
300262
Product name
Eurycomanone
Packaging
5mg
Price
$490
Updated
2021/12/16
Usbiological
Product number
011891
Product name
Eurycomanone
Packaging
1mg
Price
$1522
Updated
2021/12/16
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Eurycomanone Chemical Properties,Usage,Production

Uses

Eurycomanone is known as a cytotoxic compound found in Eurycoma Longifolia Jack. Previous studies had noted its cytotoxic effects against various cancer cell lines. More recent research demonstrated the ability of Eurycomanone to suppress the expression of lung cancer cell tumor markers, prohibitin, annexin 1 and endoplasmic reticulum protein 28. Eurycomanone was shown to also exerts the ability to induce apoptosis through the up-regulation of p53 in human cervical carcinoma cells.

Definition

ChEBI: A quassinoid isolated from Eurycoma longifolia and has been shown to exhibit antineoplastic and antimalarial activties.

Manufacturing Process

The extraction and purification process of eurycomanone in a kind of Tongkat Ali plant:
The preparation of the first medicinal extract: Tongkat Ali tree root meal is gone out eurycomanone with solvent extraction, extracting solution, concentrating under reduced pressure obtains Tongkat Ali medicinal extract.
Second degreasing: by Tongkat Ali medicinal extract with petroleum ether extraction, leaves standstill, layering. The low-pole compositions include removing fat-soluble pigment.
3rd extracting and separating: the medicinal extract after petroleum ether degreasing with extraction into ethyl acetate, obtain the ethyl acetate solution of eurycomanone.
4th pillar layer separation: the ethyl acetate solution of eurycomanone is separated with silica gel column chromatography, obtaining the elutriant containing eurycomanone.
5th decolouring: the composition containing eurycomanone is activated carbon decolorizing.
6th concentrates and crystallization: the destainer concentrates under reduced pressure of eurycomanone, and crystallization obtains the crude product eurycomanone.
7th purifying: add sherwood oil in crude product eurycomanone, then drip a little ethyl acetate, by the impurity pigment washing removing on crystallisate, obtain the xln of white.
8th filters, dry: by the vacuum-drying of eurycomanone xln.

Biological Activity

Eurycomanone, the major quassinoid in the E. longifolia root extract, significantly increased testosterone production in a dose-dependent manner at 0.1, 1.0 and 10.0 μM (p < 0.05). It enhanced testosterone steroidogenesis at the rat testicular Leydig’s cells by inhibiting the aromatase conversion of testosterone to oestrogen and may also involve phosphodiesterase inhibition at a high concentration. Also, standardized extracts of E. longifolia Jack containing a high concentration of quassinoids (20% eurycomanone and 4% of 13α,21-dihydroeurycomanone) may have potential anti-estrogenic effects[1].

References

[1] Shaheed Ur Rehman, Hye Hyun Yoo, Kevin Choe. “Review on a Traditional Herbal Medicine, Eurycoma longifolia Jack (Tongkat Ali): Its Traditional Uses, Chemistry, Evidence-Based Pharmacology and Toxicology.” Molecules 21 3 (2016): 331.

Eurycomanone Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Eurycomanone manufacturers

BINBO BIOLOGICAL CO.,LTD
Product
Tongkat Ali Extract 84633-29-4
Price
US $0.00/kg
Min. Order
1kg
Purity
1-10%
Supply Ability
1000 kg
Release date
2024-11-21
Wuhan Senwayer Century Chemical Co.,Ltd
Product
Eurycomanone/Tongkat Ali Extract 84633-29-4
Price
US $0.00-0.00/gram
Min. Order
10gram
Purity
99% HPLC
Supply Ability
10 gram
Release date
2024-05-06
Wuhan Senwayer Century Chemical Co.,Ltd
Product
Eurycoma longifolia 100:1 84633-29-4
Price
US $0.00-0.00/gram
Min. Order
10gram
Purity
99% HPLC
Supply Ability
10 gram
Release date
2024-05-06

84633-29-4, EurycomanoneRelated Search:


  • EURYCOMANONE
  • 11,2o-epoxy-1,11,12,14,15-pentahydroxy-13(21)-diene-(1-picrasa-16-dione
  • 11-beta,12-alpha,15-beta)-betdihydrate
  • pasakbumin-a
  • 11β,20-Epoxy-1β,11,12α,14,15β-pentahydroxypicrasa-3,13(21)-diene-2,16-dione
  • NSC 339187
  • (1beta,8xi,11beta,12alpha,15beta)-1,11,12,14,15-pentahydroxy-11,20-epoxypicrasa-3,13(21)-diene-2,16-dione
  • Eurycoma longifolia
  • Eurycomanone, 98%, from Eurycoma longifolia
  • Extract of Orion nigrum
  • EurycomalongifoliaJack
  • Eurycomanone (Synonyms: Pasakbumin A)
  • Picrasa-3,13(21)-diene-2,16-dione,11,20-epoxy-1,11,12,14,15-pentahydroxy-, (1b,11b,12a,15b)-
  • Picrasa-3,13(21)-diene-2,16-dione, 11,20-epoxy-1,11,12,14,15-pentahydroxy-, (1β,11β,12α,15β)-
  • Extract of amaryllis asiatica l
  • Eurycomanone (~90%)
  • Eurycomanone (Pasakbumin A)
  • tonkat ali extract
  • Broad tassel ketone
  • eurysanone
  • Eurycomanone/Tongkat Ali Extract
  • Eurycoma longifolia 100:1
  • (1R,2R,3aR,3a1R,4R,6aR,7aS,11S,11aS,11bR)-1,2,3a,4,11-Pentahydroxy-8,11a-dimethyl-3-methylene-1,2,3,3a,4,7,7a,11,11a,11b-decahydro-5H-1,3a1-(epoxymethano)dibenzo[de,g]chromene-5,10(6aH)-dione
  • EURYCOMANONE, 10 mM in DMSO
  • 84633-29-4
  • Apoptosis, Aromatics, Pharmaceuticals, Intermediates & Fine Chemicals