Macranthoidin B

CAS# 136849-88-2

Macranthoidin B

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Quality Control of Macranthoidin B

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Chemical structure

Macranthoidin B

3D structure

Chemical Properties of Macranthoidin B

Cas No. 136849-88-2 SDF Download SDF
PubChem ID 44146564 Appearance White powder
Formula C65H106O32 M.Wt 1399.52
Type of Compound Triterpenoids Storage Desiccate at -20°C
Synonyms Macranthoiside I
Solubility Soluble in methanol and pyridine
Chemical Name [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] (4aS,6aR,6aS,6bR,12aR,14bR)-10-[(2S,3R,4S,5S)-4,5-bis[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-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-carboxylate
SMILES CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C(C3(C)CO)CCC5(C4CC=C6C5(CCC7(C6CC(CC7)(C)C)C(=O)OC8C(C(C(C(O8)COC9C(C(C(C(O9)CO)O)O)O)O)O)O)C)C)C)OC1C(C(C(C(O1)CO)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)O)O)O
Standard InChIKey BGTCFSJRFQXBHW-NILOTJIWSA-N
Standard InChI InChI=1S/C65H106O32/c1-25-36(70)41(75)47(81)54(88-25)96-52-51(95-56-49(83)44(78)39(73)30(21-68)91-56)32(93-55-48(82)43(77)38(72)29(20-67)90-55)23-87-58(52)94-35-11-12-61(4)33(62(35,5)24-69)10-13-64(7)34(61)9-8-26-27-18-60(2,3)14-16-65(27,17-15-63(26,64)6)59(85)97-57-50(84)45(79)40(74)31(92-57)22-86-53-46(80)42(76)37(71)28(19-66)89-53/h8,25,27-58,66-84H,9-24H2,1-7H3/t25-,27+,28+,29+,30+,31+,32-,33?,34+,35?,36-,37+,38+,39+,40+,41+,42-,43-,44-,45-,46+,47+,48+,49+,50+,51-,52+,53+,54-,55+,56+,57-,58-,61-,62?,63+,64+,65-/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 Macranthoidin B

The flowerbuds of Lonicera confusa DC.

Biological Activity of Macranthoidin B

DescriptionMacranthoidin B is a major bioactive saponin in rat plasma after oral administration of extraction of saponins from Flos Lonicerae.

Protocol of Macranthoidin B

Structure Identification
Zhongguo Zhong Yao Za Zhi. 2011 Jun;36(12):1613-9.

Chemical constitutents from pre-formulation of lonicerae japonicae flos in shuanghuanglian lyophilized powder for injection[Pubmed: 22007545]

To research the chemical constitutents for the pre-formulation of Lonicerae Japonicae Flos (the dried buds of Lonicera japonica) in Shuanghuanglian lyophilized powder for injection and provide substance foundation for the adverse reaction of Shuanghuanglian lyophilized powder for injection.
METHODS AND RESULTS:
The chemical constituents were isolated by column chromatography and preparative HPLC. All structures were characterized by the spectroscopic methods including ESI-MS, 1H-NMR, 13C-NMR, and compared with data in the literature. Twenty compounds were isolated and identified as sophoraricoside(1), luteolin-7-O-beta-D-glucopyranoside(2), rutin(3), quercetin(4), 3,5-O-dicaffeoyl quinic acid methyl ester(5), 4,5-O-dicaffeoyl quinic acid methyl ester(6), 3,4-O-dicaffeoyl quinic acid methyl ester(7), 4,5-dicaffeoyl quinic acid(8), 3,4-dicaffeoyl quinic acid(9), chlorogenic acid(10), epi-vogeloside (11), sweroside(12), vogeloside(13), secoxyloganin(14), macranthoidin A(15), Macranthoidin B(16), loniceroside A(17), loniceroside B(18), loniceroside C(19), dipsacoside B(20).
CONCLUSIONS:
Compound 1 was identified in genus Lonicera for the first time and compounds 1-20 were isolated from the pre-formulation for the first time.

Macranthoidin B Dilution Calculator

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Macranthoidin B Molarity Calculator

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Preparing Stock Solutions of Macranthoidin B

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 0.7145 mL 3.5727 mL 7.1453 mL 14.2906 mL 17.8633 mL
5 mM 0.1429 mL 0.7145 mL 1.4291 mL 2.8581 mL 3.5727 mL
10 mM 0.0715 mL 0.3573 mL 0.7145 mL 1.4291 mL 1.7863 mL
50 mM 0.0143 mL 0.0715 mL 0.1429 mL 0.2858 mL 0.3573 mL
100 mM 0.0071 mL 0.0357 mL 0.0715 mL 0.1429 mL 0.1786 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 Macranthoidin B

Macranthoidin B is a major bioactive saponin in rat plasma after oral administration of extraction of saponins from Flos Lonicerae.

References:
[1]. Chen CY, et al. Liquid chromatography-mass spectrometry analysis of macranthoidin B, macranthoidin A, dipsacoside B, and macranthoside B in rat plasma for the pharmacokinetic investigation. J Chromatogr B Analyt Technol Biomed Life Sci. 2009 Jan 15;877(3)

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References on Macranthoidin B

Liquid chromatography-mass spectrometry analysis of macranthoidin B, macranthoidin A, dipsacoside B, and macranthoside B in rat plasma for the pharmacokinetic investigation.[Pubmed:19097951]

J Chromatogr B Analyt Technol Biomed Life Sci. 2009 Jan 15;877(3):159-65.

A liquid chromatography-electrospray ionization-mass spectrometry method has been developed and validated for identification and quantification of four major bioactive saponins in rat plasma after oral administration of extraction of saponins from Flos Lonicerae, i.e., Macranthoidin B, macranthoidin A, dipsacoside B, and macranthoside B. Plasma samples were extracted with solid-phase extraction, separated on a Shim-pack CLC-ODS column and detected by MS in negative selective ion monitoring mode. Calibration curves offered linear ranges of two orders of magnitude with r(2)>0.999. The method showed the low limit quantification of 7.72, 6.06, 7.16, and 1.43 ng/mL for Macranthoidin B, macranthoidin A, dipsacoside B, and macranthoside B, respectively. The inter- and intra-CV precision (R.S.D.) were all within 10% and accuracy (% bias) ranged from -10 to 10%. The overall recovery was more than 70%. This developed method was subsequently successfully applied to pharmacokinetic profiles of the four saponins in rats. After oral administration of extraction of saponins in rats, the concentration-time course was found to be the double peaks of curve.

[Chemical constitutents from pre-formulation of lonicerae japonicae flos in shuanghuanglian lyophilized powder for injection].[Pubmed:22007545]

Zhongguo Zhong Yao Za Zhi. 2011 Jun;36(12):1613-9.

OBJECTIVE: To research the chemical constitutents for the pre-formulation of Lonicerae Japonicae Flos (the dried buds of Lonicera japonica) in Shuanghuanglian lyophilized powder for injection and provide substance foundation for the adverse reaction of Shuanghuanglian lyophilized powder for injection. METHOD: The chemical constituents were isolated by column chromatography and preparative HPLC. All structures were characterized by the spectroscopic methods including ESI-MS, 1H-NMR, 13C-NMR, and compared with data in the literature. RESULT: Twenty compounds were isolated and identified as sophoraricoside(1), luteolin-7-O-beta-D-glucopyranoside(2), rutin(3), quercetin(4), 3,5-O-dicaffeoyl quinic acid methyl ester(5), 4,5-O-dicaffeoyl quinic acid methyl ester(6), 3,4-O-dicaffeoyl quinic acid methyl ester(7), 4,5-dicaffeoyl quinic acid(8), 3,4-dicaffeoyl quinic acid(9), chlorogenic acid(10), epi-vogeloside (11), sweroside(12), vogeloside(13), secoxyloganin(14), macranthoidin A(15), Macranthoidin B(16), loniceroside A(17), loniceroside B(18), loniceroside C(19), dipsacoside B(20). CONCLUSION: Compound 1 was identified in genus Lonicera for the first time and compounds 1-20 were isolated from the pre-formulation for the first time.

Description

Macranthoidin B is a major bioactive saponin in rat plasma after oral administration of extraction of saponins from Flos Lonicerae.

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