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CAS No.: | 599-07-5 |
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Name: | medicagenic acid |
Molecular Structure: | |
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Formula: | C30H46O6 |
Molecular Weight: | 502.692 |
Synonyms: | Olean-12-ene-23,28-dioic acid, 2,3-dihydroxy-, (2β,3β,4α)-;Castanogenin;Medicagenic acid;medicagensaeure; |
Density: | 1.23g/cm3 |
Melting Point: | 380-382℃ (dec.) |
Boiling Point: | 635.9°Cat760mmHg |
Flash Point: | 352.4°C |
PSA: | 115.06000 |
LogP: | 5.26910 |
undeca-acetate of medicoside J
B
2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid
Conditions | Yield |
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With boron trifluoride-tetrahydrofuran complex; water |
medicagenic acid 3-O-β-D-glucopyranosyl-28-O-β-D-glucopyranoside
A
2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid
B
3β-(β-D-Glucopyranosyl)-2β-hydroxy-Δ12-oleanene-23,28-dioic acid
Conditions | Yield |
---|---|
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
2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid
Conditions | Yield |
---|---|
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
2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid
Conditions | Yield |
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With perchloric acid In water at 135℃; for 2.5h; |
medicoside J
2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid
Conditions | Yield |
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With sulfuric acid In methanol for 3h; Heating; | 21 mg |
2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid
Conditions | Yield |
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With hydrogenchloride In methanol at 100℃; for 4h; |
2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid
Conditions | Yield |
---|---|
With hydrogenchloride at 100℃; for 4h; | 12 mg |
medicagenic acid 3-O-β-D-glucopyranosyl-28-O-β-D-glucopyranoside
2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid
Conditions | Yield |
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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
A
D-Galactose
B
D-Glucuronic acid
C
2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid
Conditions | Yield |
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With water Acidic conditions; |
2β,3β-dihydroxy-olean-12-ene-23,28-dioic acid
2-nitrophenylmethyl bromide
di-(2-nitrobenzyl) 2β,3β-dihydroxy-Δ12-oleanene-23,28-dioate
Conditions | Yield |
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With triethylamine In N,N-dimethyl-formamide for 16h; Ambient temperature; | 68.5% |