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599-07-5

Basic Information
CAS No.: 599-07-5
Name: medicagenic acid
Article Data: 9
Molecular Structure:
Molecular Structure of 599-07-5 (medicagenic acid)
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
Synthetic route
120057-47-8

undeca-acetate of medicoside J

B

599-07-5

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

Conditions
ConditionsYield
With boron trifluoride-tetrahydrofuran complex; water
106074-96-8

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

A

599-07-5

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

B

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
49792-24-7, 108517-06-2, 150969-22-5, 49792-23-6

3β-(β-D-Glucopyranosyl)-2β-hydroxy-Δ12-oleanene-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
108886-08-4

3β-O-(4-deoxy-β-D-hex-4-enopyranosyluronic acid), 2β-hydroxy-olean-12-en-23,18-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;
107195-79-9

medicoside J

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

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

599-07-5

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

Conditions
ConditionsYield
With hydrogenchloride at 100℃; for 4h;12 mg
106074-96-8

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

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
915138-26-0

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

A

59-23-4

D-Galactose

B

6556-12-3

D-Glucuronic acid

C

599-07-5

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

Conditions
ConditionsYield
With water Acidic conditions;
599-07-5

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

3958-60-9

2-nitrophenylmethyl bromide

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%
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