20853-58-1

Basic information

• Product Name: cauloside C
• Synonyms: cauloside C;3β-(2-O-β-D-Glucopyranosyl-α-L-arabinopyranosyloxy)-23-hydroxyolean-12-en-28-oic acid
• CAS NO: 20853-58-1
• Molecular Formula: C₄₁H₆₆O₁₃
• Molecular Weight: 766.959
• Mol File: 20853-58-1.mol
• Article Data: 9

Chemical Properties

• Melting Point: 252～255℃
• Boiling Point: 881.9°C at 760 mmHg
• Flash Point: 260.9°C
• Appearance: /
• Density: 1.35g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.61
• PKA: 4.63±0.70(Predicted)
• CAS DataBase Reference: cauloside C(CAS DataBase Reference)
• NIST Chemistry Reference: cauloside C(20853-58-1)
• EPA Substance Registry System: cauloside C(20853-58-1)

Safety Data

• Hazardous Substances Data: 20853-58-1(Hazardous Substances Data)

Usage

Description

Hederoside D2 is a triterpenoid saponin originally isolated from C. robustum rhizome and roots and has diverse biological activities. It induces potassium release and hemolysis in mouse erythrocytes in a pH-dependent manner when used at a concentration of 10 μg/ml. Hederoside D2 is cytotoxic to N1E-115 neuroblastoma cells at low pH. It induces proliferation of human embryonic fibroblasts in acidic medium, an effect that can be blocked by the calcium channel blockers verapamil , diltiazem, and nitrendipine .

InChI:InChI=1/C41H66O13/c1-36(2)13-15-41(35(49)50)16-14-39(5)21(22(41)17-36)7-8-26-37(3)11-10-27(38(4,20-43)25(37)9-12-40(26,39)6)53-34-32(28(45)23(44)19-51-34)54-33-31(48)30(47)29(46)24(18-42)52-33/h7,22-34,42-48H,8-20H2,1-6H3,(H,49,50)/t22-,23+,24-,25?,26-,27+,28+,29-,30+,31-,32-,33-,34+,37+,38?,39-,40-,41+/m1/s1

Upstream product

• 852448-41-0 allyl 3-O-[2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->2)-3,4-di-O-benzoyl-β-L-arabinopyranosyl]-23-O-benzoylhederagenate 
• 102349-43-9 Medicoside C 
• 60454-69-5 hederagenin 3-O- 2)-α-L-arabinopyranoside> 28-O- 4)-O-β-D-glucopyranosyl-(1-> 6)-β-D-glucopyranoside> 
• 39524-17-9 C₅₃H₈₆O₂₃ 

Downstream Products

• 492-61-5 β-D-glucose 
• 7296-55-1 L-arabinose 
• 465-99-6 hedaragenin 
• 2280-44-6 D-Glucose 
• 87-72-9 L-(+)-arabinose 
• 17184-21-3 prosapogenin 

Relevant articles and documents

TRITERPENE GLYCOSIDES OF ALFALFA. MEDICOSIDES C

The roots of the plant Medicago sativa (family Fabaceae) have yielded, in addition to the medicoside G described previously, two more triterpeneglycosides, caulosaponin B and the new glycoside medicoside C.The latter has the structure of hederagenin 3-O-

Leonticins A-C three octasaccharide saponins from Leontice kiangnanensis

Three octasaccharide saponins, leonticins A, B, and C (1-3), were isolated from the tubers of Leontice kiangnanensis. Their structures were elucidated by a combination of chemical degradation and spectral methods including negative FABMS and NMR measurements as 3-O-β-D-glucopyranosyl(1→ 2)-α-L-arabinopyranosylhederagenin 28-O-α-L-rhamnopyranosyl(1→4)-β-D- glucopyranosyl(1→6)-β-D-glucopyranosyl(1→4)-α-L-rhamnopyranosyl(1→4)- β-D-glucopyranosyl(1→6)-β-D-glucopyranoside (1), 3-O-[β-D- xylopyranosyl(1→3)-β-D-galactopyranosyl(1→4)-β-D- glucopyranosyl(1→3)][β-D-glucopyranosyl(1→2)]-α-L- arabinopyranosyloleanolic acid 28-O-α-L-rhamnopyranosyl(1→4)-β-D- glucopyranosyl(1→6)-β-D-glucopyranoside (2), and 3-O-[β-D- xylopyranosyl(1→3)-β-D-galactopyranosyl(1→4)-β-D- glucopyranosyl(1→3)][β-D-glucopyranosyl(1→2)-α-L- arabinopyranosylechinocystic acid 28-O-α-L-rhamnopyranosyl(1→4)-β-D- glucopyranosyl(1→6)-β-D-glucopyranoside (3), respectively. The complete assignments of the proton and carbon resonances for 1-3 were achieved based on extensive 2D NMR analysis (DQF-COSY, TOCSY, ROESY, HSQC, and HMBC).

Triterpenoid glycosides of Fatsia japonica. II. Isolation and structure of glycosides from the leaves

The previously known triterpenoid 3-O-α-L-arabinopyranosides of oleanolic and echinocystic acids and hederagenin, 3-O-β-D-glucopyranosyl-(1→2)-O-α-L-arabinopyranosides of oleanolic acid and hederagenin, in addition to 28-O-α-L-rhamnopyranosyl-(1→4)-O-β-D-glucopyranosyl-(1→6)-O-β-D-glucopyranosyl ethers of the 3-O-α-L-arabinopyranoside of hederagenin, and 3-O-β-D-glucopyranosyl-(1→2)-O-α-L-arabinopyranosides of oleanolic acid and hederagenin, respectively, are isolated from leaves of Fatsia japonica (Araliaceae). The structures of the glycosides are confirmed by chemical methods and 13C NMR spectroscopy.

TRITERPENE SAPONINS OF Caltha polypetala. GLYCOSIDES G and I

From the epigeal organs of the great march marigold (family Ranunculaceae) two triterpene glycosides, a tetra- and a pentaoside of hederagenin, have been isolated.Their chemical structures have been established by chemical methods of investigation and by 1H and 13C NMR spectroscopy.Glycoside G is hederagenin 3-O-α-L-arabinoside 28-O- 4)-O-β-D-glucopyranosyl-(1 -> 6)-β-D-glucopyranoside>.Glycoside I is hederagenin 3-O- 2)-α-L-arabinoside 28-O- 4)-O-β-D-glucopyranosyl-(1 -> 6)-β-D-glucopyranoside>.