Macedonic acidCAS# 39022-00-9 |
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| Cas No. | 39022-00-9 | SDF | Download SDF |
| PubChem ID | 193076 | Appearance | Powder |
| Formula | C30H46O4 | M.Wt | 470.7 |
| Type of Compound | Triterpenoids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | (2S,3R,4aS,6aR,6aS,6bR,8aR,10S,12aS)-3,10-dihydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12-dodecahydropicene-2-carboxylic acid | ||
| SMILES | CC1(C2CCC3(C(C2(CCC1O)C)C=CC4=C5CC(C(CC5(CCC43C)C)O)(C)C(=O)O)C)C | ||
| Standard InChIKey | QWQDOXKORDLUFG-JKBYBQJKSA-N | ||
| Standard InChI | InChI=1S/C30H46O4/c1-25(2)20-10-13-30(7)21(27(20,4)12-11-22(25)31)9-8-18-19-16-28(5,24(33)34)23(32)17-26(19,3)14-15-29(18,30)6/h8-9,20-23,31-32H,10-17H2,1-7H3,(H,33,34)/t20-,21+,22-,23+,26-,27-,28-,29+,30+/m0/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. |
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| 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. |
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| 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. | ||
Macedonic acid Dilution Calculator
Macedonic acid Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.1245 mL | 10.6225 mL | 21.245 mL | 42.4899 mL | 53.1124 mL |
| 5 mM | 0.4249 mL | 2.1245 mL | 4.249 mL | 8.498 mL | 10.6225 mL |
| 10 mM | 0.2124 mL | 1.0622 mL | 2.1245 mL | 4.249 mL | 5.3112 mL |
| 50 mM | 0.0425 mL | 0.2124 mL | 0.4249 mL | 0.8498 mL | 1.0622 mL |
| 100 mM | 0.0212 mL | 0.1062 mL | 0.2124 mL | 0.4249 mL | 0.5311 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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Field Survey of Glycyrrhiza Plants in Central Asia (5). Chemical Characterization of G. bucharica Collected in Tajikistan.[Pubmed:31155558]
Chem Pharm Bull (Tokyo). 2019;67(6):534-539.
One triterpene and five triterpene glycosides, including four new compounds, have been identified in the underground parts of Glycyrrhiza bucharica, which was shown to be closely related to Glycyrrhizin-producing Glycyrrhiza species, G. uralensis, G. glabra and G. inflata, based on their chloroplast rbcL sequences. Two known compounds were identified squasapogenol and macedonoside C. The structures of four new compounds, bucharosides A, B, C, and D, were determined to be 3-O-alpha-L-rhamnopyranosyl-(1-->2)-beta-D-glucuronopyranosyl-(1-->2)-beta-D-gluc uronopyranosyl-22-O-alpha-L-rhamnopyranosyl squasapogenol, 3-O-alpha-L-rhamnopyranosyl-(1-->2)-beta-D-glucuronopyranosyl-(1-->2)-beta-D-gluc uronopyranosyl-Macedonic acid, 3-O-alpha-L-rhamnopyranosyl-(1-->2)-beta-D-glucuronopyranosyl-(1-->2)-beta-D-gluc uronopyranosyl-squasapogenol, and 22-O-alpha-L-rhamnopyranosyl squasapogenol, respectively. Contents of these triterpene glycosides were less than 0.5% of dry weight, and no main saponin, like glycyrrhizin or macedonoside C found in other Glycyrrhiza species, was found in the underground parts of G. bucharica.
[Studies on the triterpenoids from roots of Glycyrrhiza squamulosa Franch].[Pubmed:8328279]
Yao Xue Xue Bao. 1993;28(2):116-21.
A new triterpenoid, squasapogenol (S-11), was isolated from the hydrolytic products of dilute ethanol (10%) extract of the roots of Glycyrrhiza squamulosa Franch, along with four known triterpenoids. The structure of S-11 was elucidated as olean-11,13(18)-diene-3 beta, 22 beta-diol on the basis of chemical and spectroscopic data. The four known compounds were identified as betulinic acid(S-8), methyl ester of Macedonic acid(S-9), soyasapogenol B (S-10) and olean-13(18)-ene-22 alpha-Cl-3 beta, 24-diol(S-12).
[Glyyunnanprosapogenin and glyyunnansapogenin from the roots of Glycyrrhiza yunnanensis].[Pubmed:2099589]
Yao Xue Xue Bao. 1990;25(10):750-7.
Two new triterpenoidal sapogenins of oleanane type, namely glyyunnanprosapogenin D (V) and glyyunnansapogenin F (IX) were isolated from the roots of Glycyrrhiza yunnanensis Cheng f. et L. K. Tai, family Leguminosae, collected from Yunnan Province, China. V was obtained as hexaacetate and dimethyl ester form (Vc), mp 168-170 degrees C, C56H78O22, which gave an aglycone Macedonic acid (V') and two molecules of glucuronic acid after hydrolysis with hydrochloric acid. The spectral analysis of 13CNMR and 1HNMR showed that Vc had two glycoside residues attached to the aglycone, and therefore the structure of V was established as oleana-11, 13(18)-dien-29-oic acid, 3 beta, 21 alpha-di-(O-beta-D-glucuronic acid) pyranoside. IX was obtained as its diacetate and monomethyl ester form (IXc), mp 188-190 degrees C, C35H50O7. The IR, 1HNMR and UV spectra showed that the IXc had a skeleton of oleanane type triterpenoid with heteroannular diene. IXb, diacetate of IX, unpurified, was converted to IXf with chromium trioxide in glacial acetic acid. IXf, mp 160-164 degrees C, C30H46O8, was proved to be olean-12-en-11-oxo-3 beta,24-diacetoxy-18 beta-hydroxy-30-oic acid, 30 in equilibrium 18 beta lactone with another carbonyl group at C-15,16,21 or 22 by the analysis of 13CNMR, 1HNMR and MS spectra.(ABSTRACT TRUNCATED AT 250 WORDS)
[Studies on chemical constituents from Glycyrrhiza paliddiflora Maxim].[Pubmed:2092577]
Yao Xue Xue Bao. 1990;25(9):689-93.
Five compounds were isolated from the rhizome of Glycyrrhiza pallidiflora Maxim. Four of them were elucidated by spectroscopic and chemical methods as beta-sitosterol (II), Macedonic acid methyl ester (III), 21-dehydro-Macedonic acid methyl ester (IV) and 5-hydroxy-4'-methoxy isoflavone (V). VI was isolated for the first time as a natural compound, named pallidifloric acid methyl ester. V is a new compound, named pallidiflorin. Studies of the chemical structure of II are in progress.
Chemical structure and antifungal activity of a number of triterpenoids.[Pubmed:549682]
Biol Bull Acad Sci USSR. 1979 Jul-Aug;6(4):464-8.
Antifungal activity was tested in 49 pentacyclic triterpenoids and their glycosides, of plant and semisynthetic origin. Several of these compounds inhibited the multiplication of the yeast Saccharomyces carlsbergensis. The highest antifungal activity was found in the triterpene glycosides oleanolic acid and hederagenin, which have a free carboxyl group at C 28(27). Triterpenes of the meristotropic acid, Macedonic acid, and lupan types had no fungistatic activity at concentrations up to 100 microgram/ml.
