PhytoHub: Showing entry for Asparagoside A

Asparagoside A

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[C@@]1([H])O[C@@]([H])(O[C@@]2([H])CC[C@@]3(C)[C@]([H])(CC[C@@]4([H])[C@]5([H])C[C@]6([H])O[C@]7(CC[C@]([H])(C)CO7)[C@@]([H])(C)[C@]6([H])[C@@]5(C)CC[C@]34[H])C2)[C@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])O[H]

Structure

Similar Structures

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

External Links

ChEBI: 15579
ChEBI: 80909
PubChem: 440454
Chemistry Dashboard: DTXSID70331494
MetaboLights: MTBLC15579
PeakForestCompound: 000006

Taxonomy as Food Phytochemical

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 from Online Resources

No spectra information available

Food Sources

	Name	Group
	Asparagus	Vegetables, Other vegetables	Publications	Show

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

No metabolism information available

Inter-Individual Variations in Metabolism

No data on inter-individual variations available

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Showing entry for Asparagoside A