Saponin A

  • GreenMolBD CID : 4314
  • Molecular Formula : C46H74O16
  • Molecular Weight : 883.082
  • Exact Molecular Mass : 882.498
  • IUPAC Name : (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
  • InChI : InChI=1S/C46H74O16/c1-22-30(50)35(61-37-33(53)31(51)25(48)19-57-37)34(54)38(59-22)62-36-32(52)26(49)20-58-39(36)60-29-11-12-42(4)27(43(29,5)21-47)10-13-45(7)28(42)9-8-23-24-18-41(2,3)14-16-46(24,40(55)56)17-15-44(23,45)6/h8,22,24-39,47-54H,9-21H2,1-7H3,(H,55,56)/t22-,24-,25-,26-,27+,28+,29-,30-,31-,32-,33+,34+,35+,36+,37-,38-,39-,42-,43-,44+,45+,46-/m0/s1
  • InChI Key : IAGSHEHQJJTLLR-UXDKCJHBSA-N
  • Canonical SMILES : CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C(C3(C)CO)CCC5(C4CC=C6C5(CCC7(C6CC(CC7)(C)C)C(=O)O)C)C)C)O)O)O)OC8C(C(C(CO8)O)O)O)O
  • Isomeric SMILES : CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C(C3(C)CO)CCC5(C4CC=C6C5(CCC7(C6CC(CC7)(C)C)C(=O)O)C)C)C)O)O)O)OC8C(C(C(CO8)O)O)O)O
  • Cross Reference  Pubchem

1. Classification

1.1. Description

This compound belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

1.2. Taxonomy Tree

1.3. Alternative Parent

Oligosaccharides; Steroids and steroid derivatives; O-glycosyl compounds; Oxanes; Secondary alcohols; Polyols; Oxacyclic compounds; Monocarboxylic acids and derivatives; Carboxylic acids; Acetals; Primary alcohols; Organic oxides; Hydrocarbon derivatives; Carbonyl compounds;

1.4. Molecular Framework

Aliphatic heteropolycyclic compounds

1.5. Substituents

Triterpenoid; Oligosaccharide; Steroid; Glycosyl compound; O-glycosyl compound; Oxane; Secondary alcohol; Oxacycle; Polyol; Acetal; Monocarboxylic acid or derivatives; Carboxylic acid; Carboxylic acid derivative; Organoheterocyclic compound; Primary alcohol; Organooxygen compound; Hydrocarbon derivative; Organic oxide; Organic oxygen compound; Carbonyl group; Alcohol; Aliphatic heteropolycyclic compound

2. Physical Properties

SlogP TPSA HBD HBA nHA nRB nAA nAB SMR vdw_vol vdw_area Density
1.9844 254.52 9 16 62 8 0 0 21.8568 1,162.41 848.357 0.759696

3. Quantum Information

Heat of Formation Dipole Moment Electronegativity Homo Lumo Hardness
-892.74254 5.99 -4.687 -9.87857 0.50369 5.191

4. Compound Reactivity

DLP nRFG nLMR
14 3 10

5. Topkat Properties

WOE Prediction Ames Prediction DTP Prediction Rat Oral LD50 (g/kg body weight) Rat Inhalational LC50 (mg/m3/h) Chronic LOAEL (g/kg body weight) Skin Irritancy Skin Sensitization Ocular Irritancy Aerobic Biodegradability Prediction Fathead Minnow LC50 (g/l) Daphnia EC50 (mg/l)
Non-Carcinogen Non-Mutagen Toxic 1.65794 1.15018 0.00187701 Moderate Weak Severe Degradable 0.00264041 0.033695

6. Drug-Likeliness Test

Lipinski's rule of five Jorgensen's rule of three Goshe filter Veber filter PAINS1 PAINS2 PAINS3
No No No No Yes Yes Yes

7. Synonyms

Name
SCHEMBL541107
3beta-[2-O-(3-O-alpha-L-Arabinopyranosyl-alpha-L-rhamnopyranosyl)-alpha-L-arabinopyranosyloxy]-23-hydroxyoleana-12-ene-28-oic acid
Saponin A
Hederagenin-3-O-alpha-L-arabinopyranosyl-(1→3)-alpha-L-rhamnopyranosyl-(1→2)-alpha-L-arabinopyranoside
Hederagenin-3-O-alpha-L-arabinopyranoside-(1→3)-alpha-L-rhamnopyranosyl-(1→2)-alpha-L-arabinopyranoside

8. Compound in Different Plants

Compound Name Plant Name Compound in Plant Parts Ref
Saponin A
Sapindus trifoliatus Pericrap 1

9. Targets

ID Target Name Gene Symbol Organism Protein Crystal Complex Activity Values Reference
Potency (nM) Ki (nM) IC50 (nM) Kd (nM) EC50 (nM) kon (M-1-s-1) koff (s-1) Biological Assay DOI Article PMID PubChem AID

10. Chemical Vendors

SID Source Name Source URL Source Detail Registry ID Source Record URL