Scutellaric acid

Base Information

• Chemical Name: Scutellaric acid
• CAS No.: 102919-76-6
• Molecular Formula: C₃₀H₄₈O₄
• Molecular Weight: 472.709
• Mol file: 102919-76-6.mol

Synonyms:3a,24-Dihydroxyolean-12-en-28-oicacid; Scutellaric acid

Chemical Property of Scutellaric acid

Chemical Property:

• Vapor Pressure: 2.38E-16mmHg at 25°C
• Melting Point: 272-273 °C
• Boiling Point: 589.4°Cat760mmHg
• PKA: 4.63±0.70(Predicted)
• Flash Point: 324.3°C
• PSA: 77.76000
• Density: 1.14g/cm³
• LogP: 6.20600

Purity/Quality:

99% ^*data from raw suppliers

Scutellaricacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Scutellaric acid

There total 19 articles about Scutellaric acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.1%

3-O-α-L-rhamnopyranosyl(1->2)-α-L-arabinopyranosyl-hederagenin 28-O-β-D-xylopyranosyl(1->6)-β-D-glucopyranosyl ester (128717-92-0) → D-xylofuranose (532-20-7,613-83-2,7261-25-8,7687-39-0,13221-22-2,14795-83-6,15761-67-8,20074-49-1,25545-03-3,25545-04-4,32445-75-3,34436-17-4,36441-93-7,36468-53-8,37110-85-3,37388-49-1,38029-69-5,40461-77-6,40461-89-0,41546-19-4,41546-20-7,41546-21-8,41546-26-3,41546-29-6,41546-30-9,41546-31-0,126872-16-0,131064-98-7) + L-rhamnose (73-34-7) + D-arabinofuranose (532-20-7,613-83-2,7261-25-8,7687-39-0,13221-22-2,14795-83-6,15761-67-8,20074-49-1,25545-03-3,25545-04-4,32445-75-3,34436-17-4,36441-93-7,36468-53-8,37110-85-3,37388-49-1,38029-69-5,40461-77-6,40461-89-0,41546-19-4,41546-20-7,41546-21-8,41546-26-3,41546-29-6,41546-30-9,41546-31-0,126872-16-0,131064-98-7) + hederagenic acid (465-99-6,13425-20-2,83944-28-9,102919-76-6,125137-39-5)

Guidance literature:

With sulfuric acid; In 1,4-dioxane; water; for 5h; Further byproducts given; Heating;

DOI:10.1248/cpb.38.411

Reference yield:

C52H84O21 (29781-27-9,72690-18-7) → 3-O-[α-L-rhamnopyranosyl-(1->2)-α-L-arabinopyranosyl]hederagenin (27013-91-8,78174-42-2,83864-73-7) + 3β,23-Dihydroxy-olean-12-en-28-oic acid (465-99-6,13425-20-2,83944-28-9,102919-76-6,125137-39-5) + hederagenin 3-O-α-L-arabinopyranoside (17184-21-3,83864-95-3,128902-64-7)

Guidance literature:

With sulfuric acid; In ethanol; for 1h; Heating;

DOI:10.1248/cpb.28.3555

Reference yield:

hederagenin 3-O-β-D-glucopyranosyl-(1->4)-β-D-glucopyranosyl-(1->4)-β-D-ribopyranosyl-(1->3)-α-L-rhamnopyranosyl-(1->2)-α-L-arabinopyranoside (76729-67-4,82051-57-8) → 3-O-[α-L-rhamnopyranosyl-(1->2)-α-L-arabinopyranosyl]hederagenin (27013-91-8,78174-42-2,83864-73-7) + 3β,23-Dihydroxy-olean-12-en-28-oic acid (465-99-6,13425-20-2,83944-28-9,102919-76-6,125137-39-5) + hederagenin 3-O-α-L-arabinopyranoside (17184-21-3,83864-95-3,128902-64-7)

Guidance literature:

With sulfuric acid; In ethanol; for 1h; Heating;

DOI:10.1248/cpb.28.3555

upstream raw materials:

3-O-β-D-glucopyranosyl(1->3)-α-L-rhamnopyranosyl(1->2)-α-L-arabinopyranosyl-hederagenin

3-O-α-L-rhamnopyranosyl(1->2)-α-L-arabinopyranosyl-hederagenin 28-O-β-D-xylopyranosyl(1->6)-β-D-glucopyranosyl ester

3-O-β-D-glucopyranosyl(1->3)-α-L-rhamnopyranosyl(1->2)-α-L-arabinopyranosyl-hederagenin 28-O-β-D-glucopyranosyl(1->6)-β-D-glucopyranosyl ester

emarginatoside B

Refernces

• 1、 Saito,Sumita,Tamura,Nagamura,Nishida,Ito,Ishiguro. "Saponins from the leaves of Aralia elata SEEM. (Araliaceae)". . p. 411 - 414. Retrieved 2007/10/02.
• 2、 Inada,Yamada,Murata,Kobayashi,Toya,Kato,Nakanishi. "Phytochemical studies of seeds of medicinal plants. I. Two sulfated triterpenoid glycosides, sulfapatrinosides I and II, from seeds of Patrinia scabiosaefolia FISCHER.". . p. 4269 - 4274. Retrieved 2007/10/02.