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25-Hydroxycycloart-23-en-3-one

CAS# 148044-47-7

25-Hydroxycycloart-23-en-3-one

Catalog No. BCN1657----Order now to get a substantial discount!

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Quality Control of 25-Hydroxycycloart-23-en-3-one

Number of papers citing our products

Chemical structure

25-Hydroxycycloart-23-en-3-one

3D structure

Chemical Properties of 25-Hydroxycycloart-23-en-3-one

Cas No. 148044-47-7 SDF Download SDF
PubChem ID 44423578 Appearance Powder
Formula C30H48O2 M.Wt 440.7
Type of Compound Triterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
SMILES CC(CC=CC(C)(C)O)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(=O)C5(C)C)C)C
Standard InChIKey FQNGHHPZIYLPNI-DYWBVCMMSA-N
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of 25-Hydroxycycloart-23-en-3-one

The herbs of Artocarpus heterophyllus

Biological Activity of 25-Hydroxycycloart-23-en-3-one

In vitro

Biotransformation of cycloartane-type triterpenes by the fungus Glomerella fusarioides.[Pubmed: 16643035]

J Nat Prod. 2006 Apr;69(4):604-7.

Biotransformation of three cycloartane-type triterpenes, cycloartenol (1), 24-methylenecycloartanol (2), and cycloartenone (3), by the fungus Glomerella fusarioides was studied.
METHODS AND RESULTS:
Compound 1 was converted to 3, cycloart-25-ene-3beta,24-diol (4), and cycloartane-3beta,24,25-triol (5). Compound 2 was metabolized to cycloeucalenol (6) and two new compounds, 24-methylcycloartane-3beta,24,24(1)-triol (7) and 24(1)-methoxy-24-methylcycloartane-3beta,24-diol (8). Compound 3 was converted into two new metabolites, 4alpha,4beta,14alpha-trimethyl-9beta,19-cyclopregnane-3,20-dione (9) and 25-hydroxy-24-methoxycycloartan-3-one (14), and four known compounds, viz., cycloartane-3,24-dione (10), 24-hydroxycycloart-25-en-3-one (11), (23E)-25-Hydroxycycloart-23-en-3-one (12), and 24,25-dihydroxycycloartan-3-one (13).
CONCLUSIONS:
The structures of four new metabolites, 7, 8, 9, and 14, were established by spectroscopic methods.

Protocol of 25-Hydroxycycloart-23-en-3-one

Structure Identification
Chem Biodivers. 2013 Sep;10(9):1613-22.

Cycloartanes from the gum resin of Gardenia gummifera L.f.[Pubmed: 24078595]

The gum resin exuding from the leaf buds of Gardenia gummifera was investigated.
METHODS AND RESULTS:
Eight new cycloartane triterpenes, 1-6, 8, and 10, together with two known triterpenes, 25-Hydroxycycloart-23-en-3-one (7) and cycloartenone (9), were isolated and identified by extensive NMR spectroscopy. For cycloartenone (9), full NMR assignments are given as these data were not available in the literature.
CONCLUSIONS:
Eight compounds possess a C(3)=O group, two are 3,4-secocycloartanes bearing a free C(3)OOH group; in one of the cycloartanes, gummiferartane-9 (10), ring A occurs as a seven-membered lactone.

25-Hydroxycycloart-23-en-3-one Dilution Calculator

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25-Hydroxycycloart-23-en-3-one Molarity Calculator

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Preparing Stock Solutions of 25-Hydroxycycloart-23-en-3-one

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.2691 mL 11.3456 mL 22.6912 mL 45.3823 mL 56.7279 mL
5 mM 0.4538 mL 2.2691 mL 4.5382 mL 9.0765 mL 11.3456 mL
10 mM 0.2269 mL 1.1346 mL 2.2691 mL 4.5382 mL 5.6728 mL
50 mM 0.0454 mL 0.2269 mL 0.4538 mL 0.9076 mL 1.1346 mL
100 mM 0.0227 mL 0.1135 mL 0.2269 mL 0.4538 mL 0.5673 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on 25-Hydroxycycloart-23-en-3-one

Biotransformation of cycloartane-type triterpenes by the fungus Glomerella fusarioides.[Pubmed:16643035]

J Nat Prod. 2006 Apr;69(4):604-7.

Biotransformation of three cycloartane-type triterpenes, cycloartenol (1), 24-methylenecycloartanol (2), and cycloartenone (3), by the fungus Glomerella fusarioides was studied. Compound 1 was converted to 3, cycloart-25-ene-3beta,24-diol (4), and cycloartane-3beta,24,25-triol (5). Compound 2 was metabolized to cycloeucalenol (6) and two new compounds, 24-methylcycloartane-3beta,24,24(1)-triol (7) and 24(1)-methoxy-24-methylcycloartane-3beta,24-diol (8). Compound 3 was converted into two new metabolites, 4alpha,4beta,14alpha-trimethyl-9beta,19-cyclopregnane-3,20-dione (9) and 25-hydroxy-24-methoxycycloartan-3-one (14), and four known compounds, viz., cycloartane-3,24-dione (10), 24-hydroxycycloart-25-en-3-one (11), (23E)-25-Hydroxycycloart-23-en-3-one (12), and 24,25-dihydroxycycloartan-3-one (13). The structures of four new metabolites, 7, 8, 9, and 14, were established by spectroscopic methods.

Cycloartanes from the gum resin of Gardenia gummifera L.f.[Pubmed:24078595]

Chem Biodivers. 2013 Sep;10(9):1613-22.

The gum resin exuding from the leaf buds of Gardenia gummifera was investigated. Eight new cycloartane triterpenes, 1-6, 8, and 10, together with two known triterpenes, 25-Hydroxycycloart-23-en-3-one (7) and cycloartenone (9), were isolated and identified by extensive NMR spectroscopy. For cycloartenone (9), full NMR assignments are given as these data were not available in the literature. Eight compounds possess a C(3)=O group, two are 3,4-secocycloartanes bearing a free C(3)OOH group; in one of the cycloartanes, gummiferartane-9 (10), ring A occurs as a seven-membered lactone.

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