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24-Methylenecycloartane-3beta,26-diol

CAS# 17020-27-8

24-Methylenecycloartane-3beta,26-diol

Catalog No. BCN1530----Order now to get a substantial discount!

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Quality Control of 24-Methylenecycloartane-3beta,26-diol

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Chemical structure

24-Methylenecycloartane-3beta,26-diol

3D structure

Chemical Properties of 24-Methylenecycloartane-3beta,26-diol

Cas No. 17020-27-8 SDF Download SDF
PubChem ID 14314544 Appearance Powder
Formula C31H52O2 M.Wt 456.8
Type of Compound Triterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (1S,3R,6S,8R,11S,12S,15R,16R)-15-[(2R)-7-hydroxy-6-methyl-5-methylideneheptan-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-ol
SMILES CC(CCC(=C)C(C)CO)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)O)C)C
Standard InChIKey ONNNLYSDSXGHFE-FOFJNXILSA-N
Standard InChI InChI=1S/C31H52O2/c1-20(22(3)18-32)8-9-21(2)23-12-14-29(7)25-11-10-24-27(4,5)26(33)13-15-30(24)19-31(25,30)17-16-28(23,29)6/h21-26,32-33H,1,8-19H2,2-7H3/t21-,22?,23-,24+,25+,26+,28-,29+,30-,31+/m1/s1
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 24-Methylenecycloartane-3beta,26-diol

The herbs of Mangifera indica

Protocol of 24-Methylenecycloartane-3beta,26-diol

Structure Identification
Phytochemistry, 1989, 28(10):2359-2367.

Triterpenoids from Mangifera indica.[Reference: WebLink]


METHODS AND RESULTS:
From the neutral fraction of the n-hexane extract of stem bark of Mangifera indica, (var./cv Banganpalli) six new tetracyclic triterpenoids, cycloart-24-ene-3β,26-diol, the C-24 epimers of cycloart-25-ene-3β,24,27-triol, the C-24 epimers of cycloartane-3β,24,25-triol and 3-ketodammar-24E-ene-20S,26-diol together with the known compounds cycloartenol, α-amyrin, β-amyrin, sitosterol 3β-hydroxycycloart-25-en-26-al, dammarenediol II, the C-24 epimers of cycloart-25-ene-3β,24-diol, 24-Methylenecycloartane-3beta,26-diol, ψ-taraxastane-3β,20-diol and ocotillol II have been isolated.
CONCLUSIONS:
The acidic fraction of the same extract, on esterification with diazomethane followed by chromatography, yielded methyl mangiferonate, methyl isomangiferolate, methyl mangiferolate and the diazomethane adduct of methyl mangiferolate. The structures were elucidated by spectroscopic and chemical methods.

24-Methylenecycloartane-3beta,26-diol Dilution Calculator

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24-Methylenecycloartane-3beta,26-diol Molarity Calculator

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Preparing Stock Solutions of 24-Methylenecycloartane-3beta,26-diol

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.1891 mL 10.9457 mL 21.8914 mL 43.7828 mL 54.7285 mL
5 mM 0.4378 mL 2.1891 mL 4.3783 mL 8.7566 mL 10.9457 mL
10 mM 0.2189 mL 1.0946 mL 2.1891 mL 4.3783 mL 5.4729 mL
50 mM 0.0438 mL 0.2189 mL 0.4378 mL 0.8757 mL 1.0946 mL
100 mM 0.0219 mL 0.1095 mL 0.2189 mL 0.4378 mL 0.5473 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 24-Methylenecycloartane-3beta,26-diol

Cholest-5-ene-3 beta, 26-diol: synthesis and biomedical use of a deuterated compound.[Pubmed:7059660]

Biomed Mass Spectrom. 1982 Feb;9(2):61-3.

To further studies of the metabolism of 26-hydroxycholesterol in fetal and neonatal life, a deuterated compound was prepared from kryptogenin by Clemmensen reduction. The spectra of the deuterated 26-hydroxycholesterol showed that five to nine deuterium atoms were incorporated per 26-hydroxycholesterol molecule, with the maximum incorporation of eight deuterium atoms. The deuterated compound was recovered unchanged from the feces of a child following oral administration. Comparison of the ratio of deuterated to protium compound indicated the presence of an endogenous pool of 26-hydroxycholesterol. Parenteral administration of the compound to a hamster indicated metabolism to deuterated chenodeoxycholic acid. The compound is useful as an isotope tracer for studies of the endogenous metabolism of 26-hydroxycholesterol.

(E)-(25S)-23-Acetyl-5beta-furost-22-ene-3beta,26-diol.[Pubmed:21201948]

Acta Crystallogr Sect E Struct Rep Online. 2008 Feb 22;64(Pt 3):o613.

The title steroid, C(29)H(46)O(4), is a furostene derivative with a C=C double-bond length of 1.353 (3) A and an E configuration. The side chain is oriented toward the alpha face of the A-E steroidal nucleus and presents a disordered terminal CH(2)-OH group [occupancies for resolved sites are 0.591 (9) and 0.409 (9)]. The methyl group at C20 attached to ring E is also oriented toward the alpha face, avoiding steric hindrance with the carbonyl O atom of the acetyl group. The furostene and acetyl functionalities form an alpha,beta-unsaturated ketone system, with an s-cis configuration. All hydr-oxy and carbonyl groups are involved in weak inter-molecular hydrogen bonds. The absolute configuration was assigned from the synthesis.

The isolation of cholest-5-ene-3beta,26-diol from human brain.[Pubmed:4854921]

Biochem J. 1974 Jun;139(3):793-5.

Cholest-5-ene-3beta,26-diol, isolated from human brain, was further characterized by oxidation to 3-oxocholest-4-en-26-ol and to 3-oxocholest-4-en-26-oic acid. Identification was achieved by comparison (by t.l.c., g.l.c. and g.l.c.-mass spectrometry) with corresponding reference compounds derived from kryptogenin.

Cyclo-art-24-ene-3beta,26-diol from the leaves of Aglaia exima.[Pubmed:21588429]

Acta Crystallogr Sect E Struct Rep Online. 2010 Jul 31;66(Pt 8):o2142.

Cyclo-art-24-ene-3beta,26-diol, C(30)H(50)O(2), isolated from the leaves of Aglaia exima, has three six-membered rings fused together that adopt chair conformations. There are two independent mol-ecules in the asymmetric unit. O-Hcdots, three dots, centeredO hydrogen bond inter-actions between the hydroxyl groups in the 3beta and 26 positions lead to the formation of a layer structure parallel to (10).

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