38971-41-4

Basic information

• Product Name: ophiopogonin B
• Synonyms: ophiopogonin B;[(25R)-3β-Hydroxyspirost-5-en-1β-yl]6-deoxy-2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-galactopyranoside;b-D-Galactopyranoside, (1b,3b,25R)-3-hydroxyspirost-5-en-1-yl 6-deoxy-2-O-(6-deoxy-a-L-Mannopyranosyl)-;OJV-III;Glycoside O-4
• CAS NO: 38971-41-4
• Molecular Formula: C₃₉H₆₂O₁₂
• Molecular Weight: 722.907
• EINECS: 242-826-6
• Product Categories: chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
• Mol File: 38971-41-4.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 835.7±65.0 °C(Predicted)
• Appearance: /
• Density: 1.34±0.1 g/cm3(Predicted)
• Refractive Index: 1.604
• PKA: 13.00±0.70(Predicted)
• CAS DataBase Reference: ophiopogonin B(CAS DataBase Reference)
• NIST Chemistry Reference: ophiopogonin B(38971-41-4)
• EPA Substance Registry System: ophiopogonin B(38971-41-4)

Safety Data

• Hazardous Substances Data: 38971-41-4(Hazardous Substances Data)

Usage

General Description

Ophiopogonin B is a bioactive steroid saponin compound found in the roots of Ophiopogon japonicus, a plant traditionally used in Chinese medicine. It has been found to possess various pharmacological activities, including anti-inflammatory, anti-cancer, and anti-oxidative properties. Ophiopogonin B has been shown to inhibit the growth of cancer cells by inducing apoptosis and reducing tumor cell proliferation. Additionally, it has demonstrated potential in protecting against oxidative stress and inflammation, making it a promising candidate for the development of new therapeutic agents for various medical conditions. Studies have also shown that ophiopogonin B has beneficial effects on the cardiovascular system, potentially contributing to its cardioprotective properties. Overall, ophiopogonin B is a valuable natural compound with diverse biochemical and pharmacological properties that warrant further investigation for its potential in the development of new medications.

InChI:InChI=1/C39H62O12/c1-17-9-12-39(46-16-17)18(2)28-26(51-39)15-25-23-8-7-21-13-22(40)14-27(38(21,6)24(23)10-11-37(25,28)5)49-36-34(32(44)30(42)20(4)48-36)50-35-33(45)31(43)29(41)19(3)47-35/h7,17-20,22-36,40-45H,8-16H2,1-6H3/t17-,18+,19+,20-,22-,23-,24+,25+,26+,27-,28+,29+,30-,31-,32+,33-,34-,35+,36+,37+,38+,39-/m1/s1

Upstream product

• 94901-57-2 26-O-β-D-glucopyranosyl 22-hydroxy-25(R)-furost-5-en-1β,3β,26-triol 1-O-α-L-rhamnopyranosyl(1->2)-4-O-sulfo-β-D-fucopyranoside 
• 94898-61-0 ruscogenin 1-O-α-L-rhamnopyranosyl(1->2)-4-O-sulfo-β-D-fucopyranoside 

Downstream Products

• 18615-48-0 L-arabino-6-deoxy-[2]hexosulose-bis-phenylhydrazone 
• 6155-50-6 25(S)-ruscogenin diacetate 
• 6128-23-0 D-fucose phenylosazone 
• 73-34-7 L-rhamnose 
• 73-34-7 D-Fucose 
• 472-11-7 25(S)-ruscogenin 
• 472-11-7 (25R)-ruscogenin 

Relevant articles and documents

Comparative Studies on the Constituents of Ophiopogonis Tuber and Its Congeners. III. Studies on the Constituents of the Subterranean Part of Ophiopogon ohwii Okuyama and O. jaburan (Kunth) Lodd.

Six steroidal glycosides tentatively named glycosides O-1, O-2 (1), O-3 (2), O-4 (3), O-5 (4) and O-6 (5), were isolated from the subterranean part of Ophiopogon ohwii Okuyama (Liliaceae) and another six steroidal glycosides, tentatively named glycosides J-1, J-2 (6), J-3 (7), J-4 (8), J-5 (9) and J-6 (10), were isolated from the subterranean part of O. jaburan (Kunth) Lodd.Glycosides O-1 and J-1 were identified as so-called β-sitosterol β-D-glucopyranoside.The structures of 1-10 were established as ophiopogonin B (1), Ophiopogonin D (2), ruscogenin 1-O-α-L-rhamnopyranosyl(1->2)-4-O-sulfo-β-D-fucopyranoside (3), ruscogenin 1-O-α-L-rhamnopyranosyl(1->2)-4-O-sulfo-α-L-arabinopyranoside (=glycoside E of O. planiscapus Nakai) (4), 26-O-β-D-glucopyranosyl 22-hydroxy-25(R)-furost-5-en-1β,3β,26-triol 1-O-α-L-rhamnopyranosyl(1->2)-4-O-sulfo-β-D-fucopyranoside (5), ophiopogonin D (=glycoside O-3 (2)) (6), a mixture of 1-O-α-L-rhamnopyranosyl(1->2)-4-O-sulfo-β-D-fucopyranosido-3-O-β-D-glucopyranosides of ruscogenin and neoruscogenin (7), neoruscogenin 1-O-α-L-rhamnopyranosyl(1->2)-4-O-sulfo-α-L-arabinopyranosido-3-O-β-D-glucopyranoside (8), a mixture of 26-O-β-D-glucopyranosyl 22-hydroxy-25(R)-furost-5-en-1β,3β,26-triol 1-O-α-L-rhamnopyranosyl(1->2)-4-O-sulfo-β-D-fucopyranosido-3-O-β-D-glucopyranoside and 26-O-β-D-glucopyranosyl 22-hydroxyfurost-5,25(27)-dien-1β,3β,26-triol 1-O-α-L-rhamnopyranosyl(1->2)-4-O-sulfo-β-D-fucopyranosido-3-O-β-D-glucopyranoside (9), and 26-O-β-D-glucopyranosyl 22-hydroxyfurost-5,25(27)-dien-1β,3β,26-triol 1-O-α-L-rhamnopyranosyl(1->2)-4-O-sulfo-α-L-arabinopyranosido-3-O-β-d-glucopyranoside (10).It is interesting that the main saponins, ophiopogonins B and D, found in Ophiopogonis Tuber (obtained from O. japonicus Ker-Gawler) were also found in O. ohwii (Okuyama and the latter saponin was also found in O. jaburan (Kunth) Lodd.Further, several steroidal glycosides carrying sulfate on the sugar moiety were found in Liliaceous plants belonging to the genus Ophiopogon. Keywords - Ophiopogonis Tuber; Ophiopogon ohwii; Ophiopogon jaburan; Liliaceae; spirostanol glycoside; furostanol glycoside; sulfated steroidal glycoside