77394-03-7

Basic information

• Product Name: (20S)-3β-[2-O-(6-Deoxy-β-D-glucopyranosyl)-β-D-xylopyranosyloxy]-12α,20-dihydroxy-5α-lanost-9(11)-en-18-oic acid 18,20-lactone
• Synonyms: (20S)-3β-[2-O-(6-Deoxy-β-D-glucopyranosyl)-β-D-xylopyranosyloxy]-12α,20-dihydroxy-5α-lanost-9(11)-en-18-oic acid 18,20-lactone;Bivittoside A
• CAS NO: 77394-03-7
• Molecular Formula: C₄₁H₆₆O₁₂
• Molecular Weight: 750.9555
• Mol File: 77394-03-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 859.6°Cat760mmHg
• Flash Point: 254.2°C
• Appearance: /
• Density: 1.29g/cm³
• Vapor Pressure: 1.97E-34mmHg at 25°C
• Refractive Index: 1.589
• CAS DataBase Reference: (20S)-3β-[2-O-(6-Deoxy-β-D-glucopyranosyl)-β-D-xylopyranosyloxy]-12α,20-dihydroxy-5α-lanost-9(11)-en-18-oic acid 18,20-lactone(CAS DataBase Reference)
• NIST Chemistry Reference: (20S)-3β-[2-O-(6-Deoxy-β-D-glucopyranosyl)-β-D-xylopyranosyloxy]-12α,20-dihydroxy-5α-lanost-9(11)-en-18-oic acid 18,20-lactone(77394-03-7)
• EPA Substance Registry System: (20S)-3β-[2-O-(6-Deoxy-β-D-glucopyranosyl)-β-D-xylopyranosyloxy]-12α,20-dihydroxy-5α-lanost-9(11)-en-18-oic acid 18,20-lactone(77394-03-7)

Safety Data

• Hazardous Substances Data: 77394-03-7(Hazardous Substances Data)

Usage

General Description

(20S)-3β-[2-O-(6-Deoxy-β-D-glucopyranosyl)-β-D-xylopyranosyloxy]-12α,20-dihydroxy-5α-lanost-9(11)-en-18-oic acid 18,20-lactone, known as 20-O-glucopyranosyl-β-D-xylopyranosyl-3β-acetoxy-12α-hydroxy-5α-lanost-9(11)-en-18-oic acid 18,20-lactone, is a triterpenoid saponin isolated from various medicinal plants. It has been found to possess various biological activities, including anti-inflammatory, anticancer, and antidiabetic properties. The unique structure of this compound makes it a potential candidate for the development of new pharmaceuticals. Its ability to modulate different signaling pathways in the body suggests that it may be useful in the treatment of various diseases. Further research is needed to fully understand the potential therapeutic benefits of this compound.

InChI:InChI=1/C41H66O12/c1-20(2)10-9-15-40(8)26-13-17-39(7)22-11-12-25-37(4,5)28(14-16-38(25,6)23(22)18-27(43)41(26,39)36(48)53-40)51-35-33(30(45)24(42)19-49-35)52-34-32(47)31(46)29(44)21(3)50-34/h18,20-22,24-35,42-47H,9-17,19H2,1-8H3

Upstream product

• 77394-04-8 bivittoside B 
• 122476-95-3 DS-pervicoside B 
• 122456-69-3 C₄₁H₆₄O₁₂ 
• 77394-04-8 bivittoside B 

Downstream Products

• 77394-11-7 preseychellogenin acetate 
• 24041-70-1 seychellogenin acetate 
• 24041-68-7 seychellogenin 
• 67797-17-5 isobivittogenin 
• 87-72-9 D-Xylose 
• 488-79-9 6-deoxy-D-glucose 
• 24041-68-7 seychellogenin 
• 67797-17-5 (3S,3aS,5aS,5bS,9S,11aS,13R)-9,13-Dihydroxy-3,5a,8,8,11a-pentamethyl-3-(4-methyl-pentyl)-3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,13-tetradecahydro-3H-2-oxa-pentaleno[1,6a-a]phenanthren-1-one 

Relevant articles and documents

Marine Natural Products. XVIII. Four Lanostane-Type Triterpene Oligoglycosides, Bivittosides A, B, C, and D, from the Okinawan Sea Cucumber Bohadschia bivittata MITSUKURI

A full account of the structure elucidation of four lanostane-type triterpene oligoglycosides, bivittosides A (6), B (8), C (9), and D (10), is presented.Bivittosides were isolated from body-walls and Cuvierian tubules of the Okinawan sea cucumber Bohadschia bivittata MITSUKURI, and among these four oligoglycosides, bivittoside D (10) showed significant antifungal activities.Acidic hydrolysis of bivittosides A (6), B (8), and D (10) provided three artifact sapogenols, among which a homoannular-dienic sapogenol named preseychellogenin (4), exhibiting characteristically red-shifted ultraviolet and circular dichroism spectra, was identified as the monoacetate (4a).Keywords: sea cucumber; Bohadschia bivittata; bivittoside; lanostane-type triterpene oligoglycoside; homoannular-diene strained; oligoglycoside 13C-NMR; oligoglycoside T1; Turbo cornutus glycosidase; deoxybivittogenin; preseychellogenin

Structures of four new triterpenoidal oligoglycosides, bivittoside A, B, C, and D, form the sea cucumber Bohadschia bivittata Mitsukuri

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