Dipsacoside B

Base Information

• Chemical Name: Dipsacoside B
• CAS No.: 33289-85-9
• Molecular Formula: C53H86O22
• Molecular Weight: 1075.25
• Hs Code.: 29389090
• Mol file: 33289-85-9.mol

Synonyms:DipsacosideB (8CI);Glycoside L-G3;Tauroside G3;Tauroside St-G3;1-O-[(3β,5ξ,9ξ,18ξ)-3-{[2-O-(6-Deoxy-α-L-mannopyranosyl)-α-L-arabinopyranosyl]oxy}-23-hydroxy-28-oxoolean-12-en-28-yl]-6-O-β-D-glucopyranosyl-β-D-glucopyranose;Olean-12-en-28-oic acid, 3-((2-O-(6-deoxy-α-L-mannopyranosyl)-α-L-arabinopyranosyl)oxy)-23-hydroxy-, 6-O-β-D-glucopyranosyl-β-D-glucopyranosyl ester, (3β,4α)-;

Chemical Property of Dipsacoside B

Chemical Property:

• Refractive Index: 1.632
• PKA: 12.50±0.70(Predicted)
• PSA: 353.90000
• Density: 1.46 g/cm³
• LogP: -1.39620
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

Dipsacoside B ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Dipsacoside B is a cytotoxic biactive saponin naturally occurring from the buds of the Lonicera macranthides plant

Technology Process of Dipsacoside B

There total 3 articles about Dipsacoside B 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:

HN-saponin P (14216-03-6,27013-76-9) → dipsacoside B (33289-85-9,942997-00-4) + prosapogenin (17184-21-3) + hederagenin 28-O-β-D-glucopyranosyl-(1->6)-O-β-D-glucopyranosyl ester (99624-66-5) + alpha-Hederin (27013-91-8)

Guidance literature:

With sulfuric acid; In ethanol; for 2h; Further byproducts given; Heating;

DOI:10.1248/cpb.33.3473

Reference yield:

hederagenin-3-O-α-L-rhamnopyranosyl-(1->2)-O-α-L-arabinopyranosyl-28-O-α-L-rhamnopyranosyl-(1->4)-O-6-O-acetyl-β-D-glucopyranosyl-(1->6)-O-β-D-glucopyranosyl ester (97240-03-4) → dipsacoside B (33289-85-9,942997-00-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 14 mg / 0.1 N aq. KOH / 20 h / Ambient temperature

2: 270 mg / 0.05 N H₂SO₄ / ethanol / 2 h / Heating

With potassium hydroxide; sulfuric acid; In ethanol;

DOI:10.1248/cpb.33.3473

Reference yield:

3-O-<α-L-rhamnopyranosyl(1->2)-α-L-arabinopyranosyl>-28-O-<6-acetyl-β-D-glucopyranosyl(1->6)-β-D-glucopyranosyl>hederagenin (120481-41-6) → dipsacoside B (33289-85-9,942997-00-4)

Guidance literature:

With potassium hydroxide; for 0.5h; Ambient temperature;

DOI:10.1248/cpb.36.4769

upstream raw materials:

HN-saponin P

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

hederagenin-3-O-α-L-rhamnopyranosyl-(1->2)-O-α-L-arabinopyranosyl-28-O-α-L-rhamnopyranosyl-(1->4)-O-6-O-acetyl-β-D-glucopyranosyl-(1->6)-O-β-D-glucopyranosyl ester

Downstream raw materials:

α-Hederin

alpha-Hederin

Refernces

• 1、 Kizu,Hirabayashi,Suzuki,Tomimori. "Studies on the constituents of Hedera rhombea Bean. IV. On the hederagenin glycosides". . p. 3473 - 3478. Retrieved 2007/10/02.