Neoruscogenin

Base Information

• Chemical Name: Neoruscogenin
• CAS No.: 17676-33-4
• Deprecated CAS: 514-31-8
• Molecular Formula: C27H40 O4
• Molecular Weight: 428.612
• Hs Code.: 29329990
• European Community (EC) Number: 241-660-1
• UNII: D4E4KC2TUK
• Nikkaji Number: J10.161C
• Wikidata: Q76414776
• Metabolomics Workbench ID: 35142
• Mol file: 17676-33-4.mol

Synonyms:1 beta,3 beta,25S-spirosta-5,25(27)-diene-1,3-diol;neoruscogenin

Chemical Property of Neoruscogenin

Chemical Property:

• Melting Point: 196～198℃
• Boiling Point: 566.6°Cat760mmHg
• PKA: 14.55±0.70(Predicted)
• Flash Point: 296.4°C
• PSA: 58.92000
• Density: 1.19g/cm³
• LogP: 4.60480
• Solubility.: ≤30mg/ml in ethanol;30mg/ml in DMSO;30mg/ml in dimethyl formamide
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 428.29265975
• Heavy Atom Count: 31
• Complexity: 820

Purity/Quality:

98%,99%, ^*data from raw suppliers

Neoruscogenin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C2C(CC3C2(CCC4C3CC=C5C4(C(CC(C5)O)O)C)C)OC16CCC(=C)CO6
• Isomeric SMILES: C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4([C@@H](C[C@@H](C5)O)O)C)C)O[C@]16CCC(=C)CO6
• Uses: Neoruscogenin is a natural sapogenin isolated from Butcher’s broom (R. rhizoma), which is traditionally used against chronic venous disorders.

Technology Process of Neoruscogenin

There total 8 articles about Neoruscogenin 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:

neoruscogenin 1-O-α-L-rhamnopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-β-D-fucopyranoside (1486510-49-9) → D-Fucose (3615-37-0,478518-52-4) + L-Rhamnose (3615-41-6,478518-52-4) + spirosta-5(6),25(27)-diene-1β,3β-diol (17676-33-4)

Guidance literature:

With hydrogenchloride; water; In methanol; at 80 ℃; for 4h;

DOI:10.1016/j.steroids.2013.08.005

Reference yield:

3β-hydroxyspirosta-5,25(27)-dien-1β-yl-O-α-L-rhamnopyranosyl-(1→2)-O-[β-D-xylopyranosyl-(1→3)]-α-L-arabinopyranoside (180161-85-7) → spirosta-5(6),25(27)-diene-1β,3β-diol (17676-33-4)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 100 ℃; for 1h;

DOI:10.1016/0031-9422(96)00107-0

Reference yield:

1β-hydroxyspirosta-5,25(27)-dien-3β-yl O-α-L-rhamnopyranosyl-(1->4)-β-D-glucopyranoside (1009815-93-3) → spirosta-5(6),25(27)-diene-1β,3β-diol (17676-33-4)

Guidance literature:

With hydrogenchloride; In chloroform; at 95 ℃; for 1h;

DOI:10.1016/j.phytochem.2007.09.022

upstream raw materials:

3β-hydroxyspirosta-5,25(27)-dien-1β-yl-O-α-L-rhamnopyranosyl-(1→2)-O-[β-D-xylopyranosyl-(1→3)]-α-L-arabinopyranoside

neoruscogenin 1-O-α-L-rhamnopyranosyl(1->2)-4-O-sulfo-α-L-arabinopyranosido-3-O-β-D-glucopyranoside

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

1β-hydroxyspirosta-5,25(27)-dien-3β-yl O-α-L-rhamnopyranosyl-(1->4)-β-D-glucopyranoside

Refernces

• 1、 Ye, Ying,Qu, Yuan,Tang, Ruiqi,Cao, Shining,Yang, Wei,Xiang, Lan,Qi, Jianhua. "Three new neuritogenic steroidal saponins from Ophiopogon japonicus (Thunb.) Ker-Gawl". . p. 1171 - 1176. Retrieved 2013.
• 2、 Mimaki, Yoshihiro,Takaashi, Yoko,Kuroda, Minpei,Sashida, Yutaka,Nikaido, Tamotsu. "Steroidal saponins from Nolina recurvata stems and their inhibitory activity on cyclic AMP phosphodiesterase". . p. 1609 - 1615. Retrieved 1996.