Identification

PhytoHub ID
PHUB001463
Name
alpha-Chaconine
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
20562-03-2
Average Mass
852.072
Monoisotopic Mass
851.503106035
Chemical Formula
C45H73NO14
IUPAC Name
(2S,3R,4R,5R,6S)-2-{[(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-{[(1S,2S,7S,10S,11S,14R,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-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol
InChI Key
TYNQWWGVEGFKRU-BAMJSYLTSA-N
InChI Identifier
InChI=1S/C45H73NO14/c1-19-7-10-28-20(2)31-29(46(28)17-19)16-27-25-9-8-23-15-24(11-13-44(23,5)26(25)12-14-45(27,31)6)57-43-40(60-42-37(53)35(51)33(49)22(4)56-42)38(54)39(30(18-47)58-43)59-41-36(52)34(50)32(48)21(3)55-41/h8,19-22,24-43,47-54H,7,9-18H2,1-6H3/t19-,20+,21-,22-,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
[H][[email protected]@]1(C)[[email protected]@]2([H])CC[[email protected]]([H])(C)CN2[[email protected]@]2([H])C[[email protected]@]3([H])[[email protected]]4([H])CC=C5C[[email protected]]([H])(CC[[email protected]@]5(C)[[email protected]@]4([H])CC[[email protected]@]3(C)[[email protected]@]12[H])O[[email protected]]1([H])O[[email protected]]([H])(CO)[[email protected]@]([H])(O[[email protected]]2([H])O[[email protected]@]([H])(C)[[email protected]]([H])(O)[[email protected]@]([H])(O)[[email protected]@]2([H])O)[[email protected]]([H])(O)[[email protected]@]1([H])O[[email protected]]1([H])O[[email protected]@]([H])(C)[[email protected]]([H])(O)[[email protected]@]([H])(O)[[email protected]@]1([H])O
Structure

Calculated Properties

Solubility (ALOGPS)
2.90e-01 g/l
LogS (ALOGPS)
-3.47
LogP (ALOGPS)
1.87
Hydrogen Acceptors
15
Hydrogen Donors
8
Rotatable Bond Count
7
Polar Surface Area
220.45999999999995
Refractivity
215.00990000000004
Polarizability
91.45903516335088
Formal Charge
0
Physiological Charge
1
pKa (strongest basic)
11.784001120236216
pKa (strongest acidic)
12.218002600948317
Number of Rings
9
Rule of Five
No
Bioavailability
No
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
Yes

Taxonomy as Precursor

Family
N-containing compounds
Class
Alkaloids
Sub-class
Not Available

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

No spectra information available

Food Sources

NameGroup
PotatoVegetables, Tubers PublicationsShow

Metabolism

No metabolism information available

Inter-Individual Variations Metabolism

No data on inter-individual variations available

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