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Cholesta-8,24-dien-23-one, 3-((O-2-(acetylamino)-2-deoxy-beta-D-galactopyranosyl-(1-4)-O-(O-beta-D-glucopyranosyl-(1-2)-O-beta-D-glucopyranosyl-(1-6)-2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl-(1-2))-beta-D-xylopyranosyl)oxy)-4,4-dimethyl-, (3beta,5alpha)-

HCID 196686
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Basic information

CAS
114099-54-6
Standard SMILES
CC(=O)NC1C(OC2COC(OC3CCC4(C)C5=C(CCC4C3(C)C)C3CCC(C(C)CC(=O)C=C(C)C)C3(C)CC5)C(OC3OC(COC4OC(CO)C(O)C(O)C4OC4OC(CO)C(O)C(O)C4O)C(O)C(O)C3NC(C)=O)C2O)OC(CO)C(O)C1O
InChIKey
YMIDOMYJFRKBJR-UHFFFAOYSA-N
Molecular formula
C62H100N2O26
Average molar mass
1,289.5 g/mol
Monoisotopic mass
1,288.6564313

Names & identifiers

Preferred name
Cholesta-8,24-dien-23-one, 3-((O-2-(acetylamino)-2-deoxy-beta-D-galactopyranosyl-(1-4)-O-(O-beta-D-glucopyranosyl-(1-2)-O-beta-D-glucopyranosyl-(1-6)-2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl-(1-2))-beta-D-xylopyranosyl)oxy)-4,4-dimethyl-, (3beta,5alpha)-
IUPAC
N-[2-[5-[3-acetamido-6-[[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-4,5-dihydroxyoxan-2-yl]oxy-4-hydroxy-6-[[4,4,10,13-tetramethyl-17-(6-methyl-4-oxohept-5-en-2-yl)-1,2,3,5,6,7,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
English name
sarasinoside A1
Molecular formula
C62H100N2O26
Molecular weight
1289.47

Names & synonyms

orb1983662TP2437Cholesta-8,24-dien-23-one, 3- ((O-2-(acetylamino)-2-deoxy-beta-D-galactopyranosyl-(1-4)-O-(O-beta-D-glucopyranosyl-(1-2)-O-beta-D-glucopyranosyl-(1-6)-2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl-(1-2))-beta-D-xylopyranosyl)oxy)-4,4-dimethyl-, (3beta,5alpha)-sarasinoside A1Cholesta-8,24-dien-23-one, 3-[[O-2-(acetylamino)-2-deoxy-β-D-galactopyranosyl-(1→4)-O-[O-β-D-glucopyranosyl-(1→2)-O-β-D-glucopyranosyl-(1→6)-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl-(1→2)]-β-D-xylopyranosyl]oxy]-4,4-dimethyl-, (3β,5α)-

Database identifiers

CAS
114099-54-6
PubChem CID
196686

Properties

Computed structural propertiesFilling in

XLogP
-1.5
Topological polar surface area
431 Ų
Hydrogen bond donors
15
Hydrogen bond acceptors
26
Rotatable bonds
20
Heavy atoms
90
Formal charge
0
Complexity
2,540

Physicochemical properties

Melting point
209 · 209-212 °C
Density
1.44 · 1.44±0.1 g/cm3(Predicted)
pka
12.78 · 12.78±0.70(Predicted)

Chemistry & industry

Applications

DescriptionSarasinoside A1 is a triterpenoid saponin that reverses mesenchymal tumor transformation.

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