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599-07-5

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599-07-5 Usage

Uses

Medicagenic acid is a versatile compound extracted from some plants, such as the branches of Eucommia ulmoides. It has antifungal properties towards candida albicans.

Check Digit Verification of cas no

The CAS Registry Mumber 599-07-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,9 and 9 respectively; the second part has 2 digits, 0 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 599-07:
(5*5)+(4*9)+(3*9)+(2*0)+(1*7)=95
95 % 10 = 5
So 599-07-5 is a valid CAS Registry Number.
InChI:InChI=1/C30H46O6/c1-25(2)11-13-30(24(35)36)14-12-27(4)17(18(30)15-25)7-8-20-26(3)16-19(31)22(32)29(6,23(33)34)21(26)9-10-28(20,27)5/h7,18-22,31-32H,8-16H2,1-6H3,(H,33,34)(H,35,36)/t18-,19-,20+,21+,22-,26+,27+,28+,29-,30-/m0/s1

599-07-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name (2S,3R,4S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-2,3-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylic acid

1.2 Other means of identification

Product number -
Other names Olean-12-ene-23,28-dioic acid, 2,3-dihydroxy-, (2β,3β,4α)-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:599-07-5 SDS

599-07-5Synthetic route

undeca-acetate of medicoside J
120057-47-8

undeca-acetate of medicoside J

B

2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid
599-07-5

2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid

Conditions
ConditionsYield
With boron trifluoride-tetrahydrofuran complex; water
medicagenic acid 3-O-β-D-glucopyranosyl-28-O-β-D-glucopyranoside
106074-96-8

medicagenic acid 3-O-β-D-glucopyranosyl-28-O-β-D-glucopyranoside

A

2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid
599-07-5

2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid

B

3β-(β-D-Glucopyranosyl)-2β-hydroxy-Δ12-oleanene-23,28-dioic acid
49792-24-7, 108517-06-2, 150969-22-5, 49792-23-6

3β-(β-D-Glucopyranosyl)-2β-hydroxy-Δ12-oleanene-23,28-dioic acid

Conditions
ConditionsYield
With sulfuric acid In methanol at 100℃; for 5h;A 50 mg
B 40 mg
3β-(β-D-Glucopyranosyl)-2β-hydroxy-Δ12-oleanene-23,28-dioic acid
49792-24-7, 108517-06-2, 150969-22-5, 49792-23-6

3β-(β-D-Glucopyranosyl)-2β-hydroxy-Δ12-oleanene-23,28-dioic acid

2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid
599-07-5

2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid

Conditions
ConditionsYield
With sulfuric acid at 100℃; for 15h;40 mg
3β-O-(4-deoxy-β-D-hex-4-enopyranosyluronic acid), 2β-hydroxy-olean-12-en-23,18-dioic acid
108886-08-4

3β-O-(4-deoxy-β-D-hex-4-enopyranosyluronic acid), 2β-hydroxy-olean-12-en-23,18-dioic acid

2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid
599-07-5

2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid

Conditions
ConditionsYield
With perchloric acid In water at 135℃; for 2.5h;
medicoside J
107195-79-9

medicoside J

2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid
599-07-5

2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid

Conditions
ConditionsYield
With sulfuric acid In methanol for 3h; Heating;21 mg
asterbatanoside K

asterbatanoside K

2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid
599-07-5

2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid

Conditions
ConditionsYield
With hydrogenchloride In methanol at 100℃; for 4h;
asterbatanoside J

asterbatanoside J

2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid
599-07-5

2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid

Conditions
ConditionsYield
With hydrogenchloride at 100℃; for 4h;12 mg
medicagenic acid 3-O-β-D-glucopyranosyl-28-O-β-D-glucopyranoside
106074-96-8

medicagenic acid 3-O-β-D-glucopyranosyl-28-O-β-D-glucopyranoside

2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid
599-07-5

2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 40 mg / 20percent H2SO4 / methanol / 5 h / 100 °C
2: 40 mg / 20percent H2SO4 / 15 h / 100 °C
View Scheme
2-hydroxy-23-carboxy-3-O-[β-D-galactopyranosyl-(1->2)-β-D-glucuronopyranosyl]oleanolic acid
915138-26-0

2-hydroxy-23-carboxy-3-O-[β-D-galactopyranosyl-(1->2)-β-D-glucuronopyranosyl]oleanolic acid

A

D-Galactose
59-23-4

D-Galactose

B

D-Glucuronic acid
6556-12-3

D-Glucuronic acid

C

2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid
599-07-5

2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid

Conditions
ConditionsYield
With water Acidic conditions;
2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid
599-07-5

2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid

2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

di-(2-nitrobenzyl) 2β,3β-dihydroxy-Δ12-oleanene-23,28-dioate
124857-54-1

di-(2-nitrobenzyl) 2β,3β-dihydroxy-Δ12-oleanene-23,28-dioate

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide for 16h; Ambient temperature;68.5%
2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid
599-07-5

2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid

Dimethyl 2β,3β-dihydroxy-Δ12-oleanene-23,28-dioate
5159-36-4

Dimethyl 2β,3β-dihydroxy-Δ12-oleanene-23,28-dioate

2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid
599-07-5

2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid

3-hydroxy-2-carbonyl-23-norolean-3,12-diene-28-acid
118766-24-8

3-hydroxy-2-carbonyl-23-norolean-3,12-diene-28-acid

Conditions
ConditionsYield
With chromium(VI) oxide; sulfuric acid
2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid
599-07-5

2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid

acetic anhydride
108-24-7

acetic anhydride

2β,3β-diacetoxy-olean-12-ene-23,28-dioic acid
104693-46-1

2β,3β-diacetoxy-olean-12-ene-23,28-dioic acid

Conditions
ConditionsYield
With pyridine for 96h; Ambient temperature; in the dark;
2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid
599-07-5

2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid

diacetate dimethylester de l'acide medicagenique
22471-97-2

diacetate dimethylester de l'acide medicagenique

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine / 96 h / Ambient temperature; in the dark
2: 52.5 mg
View Scheme

599-07-5Relevant articles and documents

Medicagenic acid saponins from Aster batangensis

Shao Yu,Zhou Bingnan,Ma Kan,Wu Houming,Lin Longze,Cordell

, p. 875 - 881 (1995)

-

Two new compounds from Semen celosiae and their protective effects against CCl4-induced hepatotoxicity

Xue, Qian,Sun, Zhen-Liang,Guo, Mei-Li,Wang, Ying,Zhang, Ge,Wang, Xiao-Kang

body text, p. 772 - 780 (2011/06/17)

Two new oleanolic acid saponins, namely celosin A (1) and celosin B (2), together with six known compounds, stigmasterol (3), β-sitosterol (4),-daucosterol (5), hexacosoic acid (6), palmitic acid (7) and stearic acid (8), were isolated from the ethanolic extract of Semen celosiae. The structures of celosin A (1) and celosin B (2) were determined by spectral analysis (including 1D-and 2D-NMR). The hepatoprotective activity of 1 and 2 with oral doses 1.0, 2.0 and 4.0 mg kg-1 were investigated by carbon tetrachloride (CCl4)-induced hepatotoxicity in mice. The results indicate that they have significant hepatoprotective effects, and that these hepatoprotective effects may be due to the antioxidant capability.

STRUCTURAL ELUCIDATION OF ALFALFA ROOT SAPONINS BY MASS SPECTROMETRY AND NUCLEAR MAGNETIC RESONANCE ANALYSIS

Massiot, Georges,Lavaud, Catherine,Men-Olivier, Louisette Le,Binst, Georges Van,Miller, Stephen P. F.,Fales, Henry M.

, p. 3071 - 3080 (2007/10/02)

Structures of saponins may be fully elucidated using a combination of n.m.r. and m.s. instead of the usual degradation techniques.Well resolved proton n.m.r. spectra and chromatographic separation can be obtained from peracetylated mixtures of saponins.Under these conditions, genins are identified mainly by (13)C n.m.r. spectroscopy; sugars and their points of attachment are determined by examining (1)H chemical shifts and coupling constants following assignments made by 2D COSY and relayed COSY experiments.Sugar chains are sequenced by observing intersugar connectivities through long-range couplings (delayed COSY) or n.O.e.Alternatively, the use of Californium plasma desorption m.s. provides quasimolecular ions and fragments corresponding to the sequential rupture of the chain of sugars.Free carboxylic acids are located on an acetylated saponin by looking at the disappearance, in the presence of Eu complexes, of the carbon situated α to the carbonyl in the (13)C n.m.r. spectrum.The above methods have been employed to determine the structures of the seven major saponins of alfalfa root, which are allegedly responsible for the antifeedant properties of the vegetable.

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