Identification

PhytoHub ID
PHUB000011
Name
Asparagoside A
Systematic Name
Not Available
Synonyms
  • (3beta,5beta,25S)-Spirostan-3-yl beta-D-glucopyranoside
  • Sarsasaponin monoglucoside
CAS Number
Not Available
Average Mass
578.787
Monoisotopic Mass
578.381868699
Chemical Formula
C33H54O8
IUPAC Name
(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(1'R,2R,2'S,4'S,5S,7'S,8'R,9'S,12'S,13'S,16'S,18'R)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosane]oxy]oxane-3,4,5-triol
InChI Key
ZNEIIZNXGCIAAL-TXUJEBAWSA-N
InChI Identifier
InChI=1S/C33H54O8/c1-17-7-12-33(38-16-17)18(2)26-24(41-33)14-23-21-6-5-19-13-20(8-10-31(19,3)22(21)9-11-32(23,26)4)39-30-29(37)28(36)27(35)25(15-34)40-30/h17-30,34-37H,5-16H2,1-4H3/t17-,18-,19+,20-,21+,22-,23-,24-,25+,26-,27+,28-,29+,30+,31-,32-,33+/m0/s1
SMILES
[H]OC[[email protected]@]1([H])O[[email protected]@]([H])(O[[email protected]@]2([H])CC[[email protected]@]3(C)[[email protected]]([H])(CC[[email protected]@]4([H])[[email protected]]5([H])C[[email protected]]6([H])O[[email protected]]7(CC[[email protected]]([H])(C)CO7)[[email protected]@]([H])(C)[[email protected]]6([H])[[email protected]@]5(C)CC[[email protected]]34[H])C2)[[email protected]]([H])(O[H])[[email protected]@]([H])(O[H])[[email protected]]1([H])O[H]
Structure

Calculated Properties

Solubility (ALOGPS)
5.50e-03 g/l
LogS (ALOGPS)
-5.02
LogP (ALOGPS)
2.79
Hydrogen Acceptors
8
Hydrogen Donors
4
Rotatable Bond Count
3
Polar Surface Area
117.84000000000002
Refractivity
151.8292
Polarizability
66.4168728133998
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-2.981083541525649
pKa (strongest acidic)
12.210576079649135
Number of Rings
7
Rule of Five
No
Bioavailability
Yes
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
No

Taxonomy

Family
Terpenoids
Class
Triterpenoids
Sub-class
Saponins

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Steroids and steroid derivatives
Super-class
Lipids and lipid-like molecules
Sub-class
Steroidal glycosides
Direct Parent Name
Steroidal saponins
Alternative Parent Names
["Hydrocarbon derivatives", "Ketals", "Monosaccharides", "O-glycosyl compounds", "Oxacyclic compounds", "Oxanes", "Polyols", "Primary alcohols", "Secondary alcohols", "Spirostanes and derivatives", "Tetrahydrofurans", "Triterpenoids"]
External Descriptor Annotations
["Spirostanols and derivatives", "monosaccharide derivative", "spirostan", "sterol 3-beta-D-glucoside"]
Substituent Names
["Acetal", "Alcohol", "Aliphatic heteropolycyclic compound", "Glycosyl compound", "Hydrocarbon derivative", "Ketal", "Monosaccharide", "O-glycosyl compound", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Polyol", "Primary alcohol", "Secondary alcohol", "Spirostane skeleton", "Steroidal saponin", "Tetrahydrofuran", "Triterpenoid"]

Spectra

No spectra information available

Food Sources

NameGroup
AsparagusVegetables, Other vegetables PublicationsShow

Metabolism

No metabolism information available

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