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Sapogenins Glycosides 8047-15-2

Sapogenins Glycosides 8047-15-2

CAS No.: 8047-15-2

Sapogenins glycosides are a mixture of triterpene and steroid saponins isolated from medicinal plants such as Aesculus h
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Sapogenins glycosides are a mixture of triterpene and steroid saponins isolated from medicinal plants such as Aesculus hippocastanum L., Hedera helix L. and Ruscus aculeatus L., which are claimed to be effective for the treatment/prevention of venous insufficiency. Sapogenins are the aglycones, or non-saccharide, portions of the family of natural products known as saponins. They may non-competitively inhibit hyaluronidase and elastase activities.



Physicochemical Properties


Molecular Formula C58H94O27
Molecular Weight 1223.3
Exact Mass 1643.942
CAS # 8047-15-2
Related CAS #
8047-15-2
PubChem CID 198016
Appearance Light yellow to yellow solid powder
Density 1.2±0.1 g/cm3
Melting Point 158℃
Index of Refraction 1.583
LogP 28.57
Hydrogen Bond Donor Count 15
Hydrogen Bond Acceptor Count 27
Rotatable Bond Count 14
Heavy Atom Count 85
Complexity 2340
Defined Atom Stereocenter Count 31
SMILES

C[C@]1(CCC23COC4([C@H]2C1)CC[C@@H]5[C@]6(CC[C@@H](C(C6CC[C@]5([C@@]4(C[C@H]3O)C)C)(C)C)O[C@H]7[C@@H]([C@H]([C@H](CO7)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O[C@@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)C)C=O

InChi Key MAEBCGDGGATMSC-OSHGGGOQSA-N
InChi Code

InChI=1S/C58H94O27/c1-52(2)29-7-11-55(5)30(8-12-58-31-15-53(3,22-62)13-14-57(31,23-77-58)32(64)16-56(55,58)6)54(29,4)10-9-33(52)82-50-46(85-51-45(40(71)37(68)27(19-61)80-51)84-49-43(74)39(70)36(67)26(18-60)79-49)44(83-48-42(73)38(69)35(66)25(17-59)78-48)28(21-76-50)81-47-41(72)34(65)24(63)20-75-47/h22,24-51,59-61,63-74H,7-21,23H2,1-6H3/t24-,25-,26-,27-,28+,29?,30-,31+,32-,33+,34+,35-,36-,37-,38+,39+,40+,41-,42-,43-,44+,45-,46-,47+,48-,49-,50+,51+,53-,54+,55-,56+,57?,58?/m1/s1
Chemical Name

(2R,4S,5R,10S,13R,14R,18S,20R)-10-[(2S,3R,4S,5S)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2-hydroxy-4,5,9,9,13,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosane-20-carbaldehyde
Synonyms

SAPONIN; NSC 104795; NSC-135029; BRN 0078682;
HS Tariff Code 2934.99.9001
Storage

Powder-20°C 3 years

4°C 2 years

In solvent -80°C 6 months

-20°C 1 month

Shipping Condition Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity


ln Vitro Glycosides possessing a unique foaming property are called saponins. Saponins are made up of an ether bond to a sugar side chain and a polycyclic aglycone, which can be either a triterpenoid or a choline steroid connected via C3. The nonpolar sapogenin and the water soluble side chain work together to give a saponin its foaming properties.Because saponins are bitter, they make animal feed less palatable. While some saponins are not very harmful, others cause nonruminant animals to consume less feed and grow more slowly. For instance, the saponins in spinach and oats help the body absorb calcium and silicon more quickly, which aids in digestion. Some pasture weeds are extremely toxic to some animal species and contain significant amounts of hazardous saponins[1].
ln Vivo

Animal Protocol


Toxicity/Toxicokinetics Toxicity Data
LCLo (rat) = 250 mg/m3/4hr
References Arch Pharm (Weinheim).1995 Oct;328(10):720-4.
Additional Infomation Saponin has been reported in Streptomyces, Trigonella foenum-graecum, and Saponaria officinalis with data available.
A type of glycoside widely distributed in plants. Each consists of a sapogenin as the aglycone moiety, and a sugar. The sapogenin may be a steroid or a triterpene and the sugar may be glucose, galactose, a pentose, or a methylpentose.
See also: Cyclamin (annotation moved to).

Solubility Data


Solubility (In Vitro) Ethanol : ~100 mg/mL
H2O : ~33.33 mg/mL
Solubility (In Vivo) Solubility in Formulation 1: 6.25 mg/mL (Infinity mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication (<60°C).

Solubility in Formulation 2: PBS: 6.25 mg/mL (Infinity mM)

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 0.8175 mL 4.0873 mL 8.1746 mL
5 mM 0.1635 mL 0.8175 mL 1.6349 mL
10 mM 0.0817 mL 0.4087 mL 0.8175 mL
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.