PhytoHub: Showing entry for Solanine (alpha-)

Solanine (alpha-)

Identification

PhytoHub ID

PHUB000852

Name

Solanine (alpha-)

Systematic Name

Not Available

Synonyms

Solatunine

CAS Number

20562-02-1

Average Mass

868.071

Monoisotopic Mass

867.498020655

Chemical Formula

C₄₅H₇₃NO₁₅

IUPAC Name

(2S,3R,4S,5S,6R)-2-{[(2R,3S,4S,5R,6R)-3-hydroxy-2-(hydroxymethyl)-6-{[(1S,2S,10R,11S,14S,15R,16S,17R,20S,23S)-10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.0^{2,11}.0^{5,10}.0^{15,23}.0^{17,22}]tetracos-4-en-7-yl]oxy}-5-{[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

InChI Key

ZGVSETXHNHBTRK-WWELWOLRSA-N

InChI Identifier

InChI=1S/C45H73NO15/c1-19-6-9-27-20(2)31-28(46(27)16-19)15-26-24-8-7-22-14-23(10-12-44(22,4)25(24)11-13-45(26,31)5)57-43-40(61-41-37(54)35(52)32(49)21(3)56-41)39(34(51)30(18-48)59-43)60-42-38(55)36(53)33(50)29(17-47)58-42/h7,19-21,23-43,47-55H,6,8-18H2,1-5H3/t19-,20+,21-,23?,24+,25-,26-,27+,28-,29+,30+,31-,32-,33+,34-,35+,36-,37+,38+,39-,40+,41+,42-,43+,44-,45-/m0/s1

SMILES

C[[email protected]@H]1[[email protected]]2CC[[email protected]](C)CN2[[email protected]]2C[[email protected]]3[[email protected]@H]4CC=C5CC(CC[[email protected]]5(C)[[email protected]]4CC[[email protected]]3(C)[[email protected]@H]12)O[[email protected]@H]1O[[email protected]](CO)[[email protected]](O)[[email protected]](O[[email protected]@H]2O[[email protected]](CO)[[email protected]@H](O)[[email protected]](O)[[email protected]]2O)[[email protected]]1O[[email protected]]1O[[email protected]@H](C)[[email protected]](O)[[email protected]@H](O)[[email protected]]1O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 6.19e-01 g/l
LogS (ALOGPS): -3.15
LogP (ALOGPS): 1.29
Hydrogen Acceptors: 16
Hydrogen Donors: 9
Rotatable Bond Count: 8
Polar Surface Area: 240.68999999999997
Refractivity: 216.55360000000005
Polarizability: 95.04274571140039
Formal Charge: 0
Physiological Charge: 1
pKa (strongest basic): 11.784741339747352
pKa (strongest acidic): 12.220431599446616
Number of Rings: 9
Rule of Five: No
Bioavailability: No
Ghose Filter: No
Veber's Rule: No
MDDR-like Rule: Yes

External Links

PubChem: 6537493
ChEBI: CHEBI:9188
FooDB (Foods): FDB012500
Chemistry Dashboard: DTXSID9030707
PeakForestCompound: 000652

Taxonomy as Precursor

Family: N-containing compounds
Class: Alkaloids
Sub-class: Steroid alkaloids

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: ["Acetals", "Alkaloids and derivatives", "Azacyclic compounds", "Azasteroids and derivatives", "Delta-5-steroids", "Diterpene glycosides", "Diterpenoids", "Hydrocarbon derivatives", "Indolizidines", "N-alkylpyrrolidines", "O-glycosyl compounds", "Oligosaccharides", "Organopnictogen compounds", "Oxacyclic compounds", "Oxanes", "Piperidines", "Polyols", "Primary alcohols", "Secondary alcohols", "Solanidines and derivatives", "Trialkylamines"]
External Descriptor Annotations: Not Available
Substituent Names: ["Acetal", "Alcohol", "Aliphatic heteropolycyclic compound", "Alkaloid or derivatives", "Amine", "Azacycle", "Azasteroid", "Delta-5-steroid", "Diterpene glycoside", "Diterpenoid", "Glycosyl compound", "Hydrocarbon derivative", "Indolizidine", "N-alkylpyrrolidine", "O-glycosyl compound", "Oligosaccharide", "Organic nitrogen compound", "Organic oxygen compound", "Organoheterocyclic compound", "Organonitrogen compound", "Organooxygen compound", "Organopnictogen compound", "Oxacycle", "Oxane", "Piperidine", "Polyol", "Primary alcohol", "Pyrrolidine", "Secondary alcohol", "Solanidane skeleton", "Steroidal alkaloid", "Steroidal saponin", "Terpene glycoside", "Tertiary aliphatic amine", "Tertiary amine"]

Spectra from Online Resources

Record ID	Source	Description	View
FIO00245	MassBank	LC-ESI-QTOF Spectrum - 10 eV, unspecified	View Spectra
FIO00246	MassBank	LC-ESI-QTOF Spectrum - 20 eV, unspecified	View Spectra
FIO00247	MassBank	LC-ESI-QTOF Spectrum - 30 eV, unspecified	View Spectra
FIO00248	MassBank	LC-ESI-QTOF Spectrum - 40 eV, unspecified	View Spectra
FIO00249	MassBank	LC-ESI-QTOF Spectrum - 50 eV, unspecified	View Spectra

Food Sources

	Name	Group
	Eggplant	Vegetables, Fruit vegetables	Publications	Show
	Potato	Vegetables, Tubers	Publications	Show

Metabolism

No metabolism information available

Inter-Individual Variations Metabolism

No data on inter-individual variations available

Back

Showing entry for Solanine (alpha-)