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alpha-Solasonine

PubChem CID: 537159

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Compound Synonyms Solasonine, Solasonin, alpha-Solasonine, Tomatine solaradixine, .alpha.-Solasonine, Solasodine base + O-Hex-Hex-dHex, .beta.-D-Galactopyranoside, (3.beta.,22.alpha.,25R)-spirosol-5-en-3-yl O-6-deoxy-.alpha.-L-mannopyranosyl-(12)-O-[.beta.-D-glucopyranosyl-(13)]-, BCP18606, Spirosol-5-en-3-yl 2-O-(6-deoxyhexopyranosyl)-3-O-hexopyranosylhexopyranoside #, 2-[5-hydroxy-6-(hydroxymethyl)-2-(5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-piperidine]-16-yl)oxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
Topological Polar Surface Area 259.0
Hydrogen Bond Donor Count 10.0
Heavy Atom Count 62.0
Description Solasonine, also known as alpha-solamargine or alpha-solamarine, (3beta,22alpha,25r)-isomer, is a member of the class of compounds known as steroidal saponins. Steroidal saponins are saponins in which the aglycone moiety is a steroid. The steroidal aglycone is usually a spirostane, furostane, spirosolane, solanidane, or curcubitacin derivative. Solasonine is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Solasonine can be found in eggplant, which makes solasonine a potential biomarker for the consumption of this food product. Solasonine is a poisonous chemical compound. It is a glycoside of solasodine. Solasonine occurs in plants of the Solanaceae family. Solasonine was one component of the unsuccessful experimental cancer drug candidate Coramsine .
Isotope Atom Count 0.0
Molecular Complexity 1630.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 2-[5-hydroxy-6-(hydroxymethyl)-2-(5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-piperidine]-16-yl)oxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
Prediction Hob 0.0
Class Steroids and steroid derivatives
Xlogp 1.1
Superclass Lipids and lipid-like molecules
Subclass Steroidal glycosides
Molecular Formula C45H73NO16
Prediction Swissadme 0.0
Inchi Key QCTMYNGDIBTNSK-UHFFFAOYSA-N
Fcsp3 0.9555555555555556
Logs -2.502
Rotatable Bond Count 8.0
Logd 1.387
Synonyms alpha-solamarine, (3beta,22alpha,25R)-isomer, Alpha-solasonine, Solasodamine, Solasonin, Solasonine, Solasonine, tomatine solaradixine, Tomatine solaradixine, alpha-Solamarine, alpha-Solasonine, alpha-Solamarine, (3beta,22alpha,25R)-isomer, alpha-Solamargine
Compound Name alpha-Solasonine
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 883.493
Formal Charge 0.0
Monoisotopic Mass 883.493
Hydrogen Bond Acceptor Count 17.0
Molecular Weight 884.1
Covalent Unit Count 1.0
Total Atom Stereocenter Count 26.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic heteropolycyclic compounds
Esol -5.492534000000003
Inchi InChI=1S/C45H73NO16/c1-19-8-13-45(46-16-19)20(2)30-27(62-45)15-26-24-7-6-22-14-23(9-11-43(22,4)25(24)10-12-44(26,30)5)57-42-39(61-40-36(54)34(52)31(49)21(3)56-40)38(33(51)29(18-48)59-42)60-41-37(55)35(53)32(50)28(17-47)58-41/h6,19-21,23-42,46-55H,7-18H2,1-5H3
Smiles CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)OC8C(C(C(C(O8)CO)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)C)NC1
Nring 9.0
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Steroidal saponins

  • 1. Outgoing r'ship FOUND_IN to/from Solanum Melongena (Plant) Rel Props:Source_db:fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Solanum Nigrum (Plant) Rel Props:Source_db:cmaup_ingredients