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23-Hydroxylongispinogenin

CAS# 42483-24-9

23-Hydroxylongispinogenin

Catalog No. BCN7830----Order now to get a substantial discount!

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23-Hydroxylongispinogenin: 5mg $213 In Stock
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Quality Control of 23-Hydroxylongispinogenin

Number of papers citing our products

Chemical structure

23-Hydroxylongispinogenin

3D structure

Chemical Properties of 23-Hydroxylongispinogenin

Cas No. 42483-24-9 SDF Download SDF
PubChem ID 13322806 Appearance Powder
Formula C30H50O4 M.Wt 474.72
Type of Compound Triterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (3S,4R,4aR,6aR,6bS,8S,8aS,12aS,14aR,14bR)-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-3,8-diol
SMILES CC1(CCC2(C(C1)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)CO)O)C)CO)C
Standard InChIKey IACGAAXNDKIGSX-FMGQVEPTSA-N
Standard InChI InChI=1S/C30H50O4/c1-25(2)13-14-30(18-32)20(15-25)19-7-8-22-26(3)11-10-23(33)27(4,17-31)21(26)9-12-28(22,5)29(19,6)16-24(30)34/h7,20-24,31-34H,8-18H2,1-6H3/t20-,21+,22+,23-,24-,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.
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 23-Hydroxylongispinogenin

The herbs of Atriplex semibaccata

Protocol of 23-Hydroxylongispinogenin

Structure Identification
Journal of the Chemical Society, Perkin Transactions 1, 1987.

Triterpenoid glycosides of Corchorus acutangulus Lam.[Reference: WebLink]


METHODS AND RESULTS:
Four new triterpenoid glycosides, corchorusins A, B, C, and D, isolated from the aerial part of Corchorus acutangulus Lam. were respectively defined as longispinogenin 3-O-β-β-D-galactopyranoside (1), saikogenin F 3-O-β-D-galactopyranoside (12), 23-Hydroxylongispinogenin 3-O-β-D-galactopyranoside (6), and saikogenin E 3-O-β-D-glucopyranosyl(1→2)-β-D-galactopyranoside (15) based on their spectral properties and some chemical transformations.

23-Hydroxylongispinogenin Dilution Calculator

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23-Hydroxylongispinogenin Molarity Calculator

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Preparing Stock Solutions of 23-Hydroxylongispinogenin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.1065 mL 10.5325 mL 21.065 mL 42.1301 mL 52.6626 mL
5 mM 0.4213 mL 2.1065 mL 4.213 mL 8.426 mL 10.5325 mL
10 mM 0.2107 mL 1.0533 mL 2.1065 mL 4.213 mL 5.2663 mL
50 mM 0.0421 mL 0.2107 mL 0.4213 mL 0.8426 mL 1.0533 mL
100 mM 0.0211 mL 0.1053 mL 0.2107 mL 0.4213 mL 0.5266 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 23-Hydroxylongispinogenin

Titerpenoid saponins from Atriplex semibaccata.[Pubmed:12939032]

Z Naturforsch C. 2003 Jul-Aug;58(7-8):485-9.

Four new triterpenoid saponins, 3-O-([beta-D-glucopyranosyl-(1-->2)]-beta-D-galactopyranosyl)-11alpha-methoxy-23- hydroxylongispinogenin, 3-O-([beta-D-glucopyranosyl-(1-->2)]-beta-D-galactopyranosyl)-11alpha-methoxy-23, 29-dihydroxylongispinogenin, 3-O-([beta-D-glucopyranosyl-(1-->2)]-beta-D-galactopyranosyl)-29-hydroxysaikogeni n F and 3-O-([beta-D-glucopyranosyl-(1-->2)]-beta-D-galactopyranosyl)-saikogenin F, have been isolated from Atriplex semibaccata. The structures were determined primarily by NMR spectroscopy. The assignment of NMR signals was performed by means of 1H-1H COSY, ROESY, HMQC and HMBC experiments.

Medicinal foodstuffs. X. Structures of new triterpene glycosides, gymnemosides-c, -d, -e, and -f, from the leaves of Gymnema sylvestre R. Br.: influence of gymnema glycosides on glucose uptake in rat small intestinal fragments.[Pubmed:9433774]

Chem Pharm Bull (Tokyo). 1997 Dec;45(12):2034-8.

Following the characterization of gymnemosides-a and -b, new triterpene glycosides, gymnemosides-c, -d, -e, and -f, were isolated from the leaves of Gymnema (G.) sylvestre R. BR. Their chemical structures were elucidated on the basis of chemical and physicochemical evidence as follows: 21-O-benzoyl-28-O-acetylgymnemagenin 3-O-beta-D-glucopyranosiduronic acid (gymnemoside-c), 23-O-[beta-D-xylopyranosyl (1-->6)-beta-D-glucopyranosyl (1-->6)-beta-D-glucopyranosyl] gymnestrogenin (gymnemoside-d), 23-O-[beta-D-xylopyranosyl (1-->6)-beta-D-glucopyranosyl (1-->6)-beta-D- glucopyranosyl]-28-O-[beta-D-glucopyranosyl (1-->6)-beta-D-glucopyranosyl] 23-Hydroxylongispinogenin (gymnemoside-e), 23-O-[beta-D-xylopyranosyl (1-->6)-beta-D-glucopyranosyl (1-->6)-beta-D-glucopyranosyl]-28-O-[beta-O-glucopyranosyl (1-->6)-beta-D-glucopyranosyl] 3 beta,16 beta,23,28-tetrahydroxyolean-18-ene (gymnemoside-f). The inhibitory effects of gymnemosides-c, -d, -e, and -f and principal triterpene glycosides from G. sylvestre on glucose uptake in rat small intestinal fragments were examined, and gymnemic acids II, III, and IV, gymnemasaponin V, and gymnemoside-f were found to exhibit the inhibitory activity.

Two antiproliferative saponins of Tarenna grevei from the Madagascar dry forest [1].[Pubmed:22816288]

Nat Prod Commun. 2012 Jun;7(6):705-8.

Antiproliferative bioassay-guided fractionation of the ethanol extract of the endemic Malagasy Rubiaceous plant Tarenna grevei led to the isolation of two new antiproliferative oxygenated oleanane triterpene saponins. The structures of the two active compounds were elucidated as 23-Hydroxylongispinogenin 3-O-beta-D-glucopyranoside (1) and longispinogenin 3-O-beta-D-glucopyranosyl (1 --> 2)-beta-D-glucopyranoside (3) by analyses of their spectral data including 1D- and 2D-NMR spectroscopy and chemical evidence. Compounds 1 and 3 displayed moderate antiproliferative activity against the A2780 ovarian cancer cell line with IC50 values of 7.6 and 4 microM, respectively.

Description

23-Hydroxylongispinogenin (12-Oleanene-3β,16β,23,28-tetrol) is extracted from Lysimachia heterogenea Klatt. Lysimachia heterogenea Klatt is a perennial herb, which is used as a folk medicine in subduing swelling and detoxicating in China. The effective fraction LH-1 of L. heterogene has antitumor activity.

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