Sericic acid

CAS# 55306-03-1

Sericic acid

2D Structure

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Sericic acid

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Chemical Properties of Sericic acid

Cas No. 55306-03-1 SDF Download SDF
PubChem ID 124214 Appearance Powder
Formula C30H48O6 M.Wt 504.7
Type of Compound Triterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (1S,4aR,6aR,6aS,6bR,8aR,9S,10R,11R,12aR,14bS)-1,10,11-trihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
SMILES CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)CO)O)O)C)C)C2C1O)C)C(=O)O)C
Standard InChIKey IFIQVSCCFRXSJV-GOVAGAJPSA-N
Standard InChI InChI=1S/C30H48O6/c1-25(2)11-13-30(24(35)36)14-12-28(5)17(21(30)23(25)34)7-8-20-26(3)15-18(32)22(33)27(4,16-31)19(26)9-10-29(20,28)6/h7,18-23,31-34H,8-16H2,1-6H3,(H,35,36)/t18-,19-,20-,21-,22+,23+,26+,27-,28-,29-,30+/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.

Sericic acid Dilution Calculator

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Sericic acid Molarity Calculator

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Preparing Stock Solutions of Sericic acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.9814 mL 9.9069 mL 19.8138 mL 39.6275 mL 49.5344 mL
5 mM 0.3963 mL 1.9814 mL 3.9628 mL 7.9255 mL 9.9069 mL
10 mM 0.1981 mL 0.9907 mL 1.9814 mL 3.9628 mL 4.9534 mL
50 mM 0.0396 mL 0.1981 mL 0.3963 mL 0.7926 mL 0.9907 mL
100 mM 0.0198 mL 0.0991 mL 0.1981 mL 0.3963 mL 0.4953 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 Sericic acid

Protoflavanones from the Wood Stem of Salvertia convallariodora.[Pubmed:30520585]

Nat Prod Commun. 2017 Apr;12(4):515-518.

Phytochemical-analysis of the ethyl acetate extract of stem wood of Salvertia convallariodora A. St.-Hil. (Vochysiaceae), a Brazilian Cerrado species, led to the isolation and full characterization of three new non-aromatic B-ring flavanones (1-3) as well as the terpene mixture of Sericic acid (4), 24-hydroxytormentic acid (5); 24-hydroxytormentic acid glucosyl ester (6), and sericoside (7), all identified for the first time from S. convallariodora. The structures of the new flavanones (1-3) were established from IR, LC-PDA-qTOF-MS, and NMR spectral data, including 2D NMR experiments.

Termiglaucescin, a new polyhydroxy triterpene glucoside from Terminalia glaucescens with antioxidant and anti-inflammatory potential.[Pubmed:27997356]

Z Naturforsch C J Biosci. 2017 May 1;72(5-6):203-208.

Termiglaucescin (1), a new triterpene glucoside, has been isolated from the ethyl acetate extract of the root bark of Terminalia glaucescens Planch. ex Benth, together with 11 known compounds, beta-D-glucopyranosyl 2alpha,3beta,6beta-trihydroxy-23-galloylolean-12-en-28-oate (2), arjunglucoside I (3), sericoside (4), arjungenin (5), Sericic acid (6), arjunetin (7), chebuloside II (8), 3,3',4-tri-O-methylelagic acid (9), 3,3'-di-O-methylelagic acid (10), beta-sitosterol (11) and stigmasterol (12). Compounds 2, 3, 7, 8 and 9 are reported from the plant for the first time. The structures of the isolated compounds were characterized by spectroscopic data interpretations, especially 1D and 2D NMR. The triterpenic isolates showed potent antioxidant and anti-inflammatory activities.

Triterpenoids from the fruits and leaves of the blackberry (Rubus allegheniensis) and their inhibitory activities on foam cell formation in human monocyte-derived macrophage.[Pubmed:25033392]

Nat Prod Res. 2014;28(24):2347-50.

From the methanol extract of the fruits of the blackberry (Rubus allegheniensis Port.), four triterpenoids - pomolic acid (1), tormentic acid (2), euscaphic acid (3) and 1beta-hydroxyeuscaphic acid (4) - were isolated, while six triterpenoids - 2, 3, myrianthic acid (5), ziyu glycoside II (6), Sericic acid (7) and 19-hydroxy-2,3-secours-12-ene-2,3,28-trioic acid 3-methyl ester (8) - were obtained from the methanol extract of the leaves of this plant. Their structures were determined on the basis of spectral data. Compounds 1-8 were examined for their inhibitory activities on foam cell formation in human monocyte-derived macrophages induced by acetylated low-density lipoproteins at a 50 muM concentration. Among the tested compounds, 1 showed the strongest activity, with the inhibitory effect being 90%. The inhibitory activities of 2-8 were evaluated to be 30%, 32%, 33%, 4%, 48%, 4% and 24%, respectively. Further, the structure-activity relationship of these compounds was investigated.

Novel 3-oxo- and 3,24-dinor-2,4-secooleanane-type triterpenes from Terminalia ivorensis A. Chev.[Pubmed:21766451]

Chem Biodivers. 2011 Jul;8(7):1301-9.

Two new oleanane-type triterpenes named ivorengenin A (=3-oxo-2alpha,19alpha,24-trihydroxyolean-12-en-28-oic acid; 1) and ivorengenin B (=4-oxo-19alpha-hydroxy-3,24-dinor-2,4-secoolean-12-ene-2,28-dioic acid; 2), together with five known compounds, arjungenin, arjunic acid, betulinic acid, Sericic acid, and oleanolic acid, were isolated from the barks of Terminalia ivorensis A. Chev. (Combretaceae). Their structures were established on the basis of 1D- and 2D-NMR data, and mass spectrometry. A biogenetic pathway to the formation of these compounds from Sericic acid, isolated as the major compound from this plant, was proposed. The antioxidant activities of different compounds were investigated by means of the 2,2-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) and 1,1-diphenyl-2-picrylhydrazyl (DPPH) assays, and IC(50) values were calculated and compared with Trolox activity. Antiproliferative activities of the isolated compounds were also evaluated against MDA-MB-231, PC3, HCT116, and T98G human cancer cell lines, against which the compounds showed significant cytotoxic activities.

Bioactive triterpenoids from Vochysia pacifica interact with cyclic nucleotide phosphodiesterase isozyme PDE4.[Pubmed:15798995]

Phytother Res. 2005 Jan;19(1):75-7.

Several species of the genus Vochysia (Vochysiaceae) are used by traditional communities in South America to relieve ailments linked to inflammation, such as skin sores, asthma and pulmonary congestion. As the cAMP phosphodiesterase 4 isozyme (PDE4) is currently considered as an intracellular target for new antiinflammatory drugs, several constituents of Vochysia pacifica Cuatrec., an endemic tree from the Western coast of Colombia, were tested for their ability to inhibit PDE4. Purification of the methanol extract of the stem bark of this species led to the isolation of seven known triterpene derivatives: betulinic acid, Sericic acid, 24-hydroxytormentic acid, trachelosperogenin B, 24-hydroxytormentic acid glucosyl ester, quadranoside I and niga-ichigoside F1. One triterpene glycoside, quadranoside I, and two triterpenes, betulinic and Sericic acids, exhibited mild inhibitory activity on the isolated PDE4 isozyme.

Antibacterial activity and phytochemical analysis of Vochysia divergens (Vochysiaceae).[Pubmed:7500642]

J Ethnopharmacol. 1995 Jul 7;47(2):97-100.

Vochysia divergens Pohl (Vochysiaceae) is a tree commonly found in wet soils of 'Pantanal' of Mato Grosso, Brazil, and used in folk medicine against infections and asthma. We have studied different extracts and some isolated compounds from this plant for antibacterial activity. From the extracts of the stem bark beta-sitosterol, betulinic acid and Sericic acid were isolated. The minimal inhibitory concentration (MIC) for Staphylococcus aureus were: ethanolic extract (MIC = 1.5 mg/ml); ethyl acetate extract (MIC = 2.0 mg/ml); and Sericic acid (MIC = 1.0 mg/ml). Escherichia coli was resistant until 5 mg/ml.

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