Epimedin C

CAS# 110642-44-9

Epimedin C

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Chemical structure

Epimedin C

3D structure

Chemical Properties of Epimedin C

Cas No. 110642-44-9 SDF Download SDF
PubChem ID 5748394 Appearance Yellow powder
Formula C39H50O19 M.Wt 822.80
Type of Compound Flavonoids Storage Desiccate at -20°C
Synonyms Epimedin-C; Baohuoside-VI
Solubility Soluble in methan
Chemical Name 3-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
SMILES CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(OC4=C(C3=O)C(=CC(=C4CC=C(C)C)OC5C(C(C(C(O5)CO)O)O)O)O)C6=CC=C(C=C6)OC)C)O)O)O)O)O
Standard InChIKey ULZLIYVOYYQJRO-JIYCBSMMSA-N
Standard InChI InChI=1S/C39H50O19/c1-14(2)6-11-19-21(54-38-32(50)29(47)26(44)22(13-40)55-38)12-20(41)23-27(45)35(33(56-34(19)23)17-7-9-18(51-5)10-8-17)57-39-36(30(48)25(43)16(4)53-39)58-37-31(49)28(46)24(42)15(3)52-37/h6-10,12,15-16,22,24-26,28-32,36-44,46-50H,11,13H2,1-5H3/t15-,16-,22+,24-,25-,26+,28+,29-,30+,31+,32+,36+,37-,38+,39-/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.
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 Epimedin C

The herbs of Epimedium brevicornum Maxim

Biological Activity of Epimedin C

DescriptionEpimedin C and diphylloside A have antiinflammation effect, can reduce the swelling of the rats foot induced by egg. The accumulation of epimedinsA, B, C, and icariin in a traditional medicinal plant could be suppressed by light stress.
TargetsImmunology & Inflammation related
In vitro

Light stress suppresses the accumulation of epimedins A, B, C, and icariin in Epimedium, a traditional medicinal plant.[Reference: WebLink]

Acta Physiol Plant, 2013, 35(11):3271-5.

Epimedium is well-known in China and East Asia due to high content of flavonoid derivatives, including icariin, Epimedin A, epimedin B, and Epimedin C, hereafter designated as bioactive components, which have been extensively utilized to cure many diseases. So far, the molecular mechanism of the bioactive components biosynthesis remains unclear.
METHODS AND RESULTS:
In the present study, the effect of light stress (24 h illumination) on the accumulation of bioactive components and the expression of flavonoid genes in Epimedium was investigated. Under light stress, the structural genes CHS1, CHI1, F3H, FLS, DFR1, DFR2, and ANS were remarkably up-regulated while CHS2 and F3′H were significantly down-regulated. For transcription factors, the expression of Epimedium MYB7 and TT8 were increased while Epimedium GL3, MYBF, and TTG1 expression were depressed. Additionally, the content of bioactive components was significantly decreased under light stress.
CONCLUSIONS:
Our results suggested that the decrease of bioactive compounds may be attributed to transcripts of late genes (DFRs and ANS) increased to a higher level than that of early genes (FLS and CHS1).

In vivo

Antiinflammatory Effect of Epimedin C and Diphylloside A of Epimedium Wushanense T.S.Ying.s.[Reference: WebLink]

Chinese Journal of Modern Applied Pharmacy, 2012(3):198-201.

To study the antiinflammatory effect of Epimedin C and diphylloside A of Epimedium wushanense T.S.Ying.s on rats.
METHODS AND RESULTS:
Effect of Epimedin C and diphylloside A on swelling foot of rats induced by egg was assayed,degree of swelling was calculated,and compared with distilled water or indomethacin. Swelling of the rats foot induced by egg was reduced by Epimedin C and diphylloside A,and there was significant difference,compared with distilled water;and there was significant difference of Epimedin C in high dosage,compared with indomethacin,but there was no significant difference of Epimedin C in low dosage.
CONCLUSIONS:
Epimedin C and diphylloside A have antiinflammation effect.

Protocol of Epimedin C

Structure Identification
Biomed Chromatogr. 2014 Oct;28(10):1306-12.

Metabolite profiles of epimedin C in rat plasma and bile by ultra-performance liquid chromatography coupled with quadrupole-TOF-MS.[Pubmed: 24853580]

Epimedin C is one of the major bioactive constituents of Herba Epimedii. In this study, the metabolite profiles of Epimedin C in rat plasma and bile were qualitatively investigated, and the possible metabolic pathways of Epimedin C were subsequently proposed.
METHODS AND RESULTS:
After oral administration of Epimedin C at a single dose of 80 mg/kg, rat biological samples were collected and pretreated by protein precipitation. Then these pretreated samples were injected into an Acquity UPLC BEH C18 column and detected by ultra-performance liquid chromatography/quadrupole-time-of-flight mass spectrometry. In all, 12 metabolites were identified in the biosamples. Of these, eight, two from plasma and six from bile, are, to our knowledge, reported here for the first time.
CONCLUSIONS:
The results indicated that Epimedin C was metabolized via desugarization, dehydrogenation, hydrogenation, dehydroxylation, hydroxylation, demethylation and glucuronidation pathways in vivo. Thus, this study revealed the possible metabolite profiles of Epimedin C in rat plasma and bile.

Epimedin C Dilution Calculator

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Epimedin C Molarity Calculator

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Preparing Stock Solutions of Epimedin C

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.2154 mL 6.0768 mL 12.1536 mL 24.3072 mL 30.3841 mL
5 mM 0.2431 mL 1.2154 mL 2.4307 mL 4.8614 mL 6.0768 mL
10 mM 0.1215 mL 0.6077 mL 1.2154 mL 2.4307 mL 3.0384 mL
50 mM 0.0243 mL 0.1215 mL 0.2431 mL 0.4861 mL 0.6077 mL
100 mM 0.0122 mL 0.0608 mL 0.1215 mL 0.2431 mL 0.3038 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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Background on Epimedin C

Epmedin C, a natural product, has estrogen-like effects for ovariectomized mice. IC50 value: Target: In vitro: In vivo: Anesthetized with 0.4%pentobarbital sodium, mice of the ovariectomized group were conducted with Bilateral oophorectomy, while fat beside ovaries were removed on mice of the sham-operation group. Compared with the sham-operation group, body weight of mice of model group were significantly increased, uterus weight and uterine factor and estradiol levels were significantly reduced, which suggested a significant difference. In comparison of the ovariectomized group, body weight of mice were relieved significantly and uterus weight and uterine factor and estradiol levels were increased significantly in all Epmedin C groups [1].

References:
[1]. WEN Yu, et al. Effect of Epmedin C on Estrogen in Ovariectomized Mice. Modern Chinese Medicine, 2012-05

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References on Epimedin C

Metabolite profiles of epimedin C in rat plasma and bile by ultra-performance liquid chromatography coupled with quadrupole-TOF-MS.[Pubmed:24853580]

Biomed Chromatogr. 2014 Oct;28(10):1306-12.

Epimedin C is one of the major bioactive constituents of Herba Epimedii. In this study, the metabolite profiles of Epimedin C in rat plasma and bile were qualitatively investigated, and the possible metabolic pathways of Epimedin C were subsequently proposed. After oral administration of Epimedin C at a single dose of 80 mg/kg, rat biological samples were collected and pretreated by protein precipitation. Then these pretreated samples were injected into an Acquity UPLC BEH C18 column and detected by ultra-performance liquid chromatography/quadrupole-time-of-flight mass spectrometry. In all, 12 metabolites were identified in the biosamples. Of these, eight, two from plasma and six from bile, are, to our knowledge, reported here for the first time. The results indicated that Epimedin C was metabolized via desugarization, dehydrogenation, hydrogenation, dehydroxylation, hydroxylation, demethylation and glucuronidation pathways in vivo. Thus, this study revealed the possible metabolite profiles of Epimedin C in rat plasma and bile.

Description

Epmedin C, a natural product, has estrogen-like effects for ovariectomized mice.

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