Identification

PhytoHub ID
PHUB000847
Name
Dehydrotomatine
Systematic Name
Not Available
Synonyms
  • Tomatidenol 3-lycotetraoside
CAS Number
Not Available
Average Mass
1032.184
Monoisotopic Mass
1031.530108632
Chemical Formula
C50H81NO21
IUPAC Name
(2S,3R,4S,5S,6R)-2-{[(2S,3R,4S,5R,6R)-2-{[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(5'S,6S,7S,9S,13R,16S)-5',7,9,13-tetramethyl-5-oxaspiro[pentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosane-6,2'-piperidin]-18-eneoxy]oxan-3-yl]oxy}-5-hydroxy-6-(hydroxymethyl)-4-{[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
InChI Key
BYMOGFTUZUEFHY-IMSFCOTOSA-N
InChI Identifier
InChI=1S/C50H81NO21/c1-20-7-12-50(51-15-20)21(2)32-28(72-50)14-26-24-6-5-22-13-23(8-10-48(22,3)25(24)9-11-49(26,32)4)65-45-40(63)37(60)41(31(18-54)68-45)69-47-43(71-46-39(62)36(59)34(57)29(16-52)66-46)42(35(58)30(17-53)67-47)70-44-38(61)33(56)27(55)19-64-44/h5,20-21,23-47,51-63H,6-19H2,1-4H3/t20-,21-,23-,24?,25?,26?,27+,28?,29+,30+,31+,32?,33-,34+,35+,36-,37+,38+,39+,40+,41-,42-,43+,44-,45+,46-,47-,48-,49-,50-/m0/s1
SMILES
C[[email protected]]1C2C(CC3C4CC=C5C[[email protected]](CC[[email protected]]5(C)C4CC[[email protected]]23C)O[[email protected]@H]2O[[email protected]](CO)[[email protected]](O[[email protected]@H]3O[[email protected]](CO)[[email protected]@H](O)[[email protected]](O[[email protected]@H]4OC[[email protected]@H](O)[[email protected]](O)[[email protected]]4O)[[email protected]]3O[[email protected]@H]3O[[email protected]](CO)[[email protected]@H](O)[[email protected]](O)[[email protected]]3O)[[email protected]](O)[[email protected]]2O)O[[email protected]@]11CC[[email protected]](C)CN1
Structure

Calculated Properties

Solubility (ALOGPS)
1.82e+00 g/l
LogS (ALOGPS)
-2.75
LogP (ALOGPS)
-0.09
Hydrogen Acceptors
22
Hydrogen Donors
13
Rotatable Bond Count
11
Polar Surface Area
337.85999999999996
Refractivity
245.6375
Polarizability
107.8807837439411
Formal Charge
0
Physiological Charge
1
pKa (strongest basic)
9.5391330235987
pKa (strongest acidic)
11.779276536240427
Number of Rings
10
Rule of Five
No
Bioavailability
No
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
Yes

Taxonomy

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", "Azaspirodecane derivatives", "Azasteroids and derivatives", "Delta-5-steroids", "Dialkylamines", "Diterpene glycosides", "Diterpenoids", "Hemiaminals", "Hydrocarbon derivatives", "O-glycosyl compounds", "Oligosaccharides", "Organopnictogen compounds", "Oxacyclic compounds", "Oxanes", "Piperidines", "Polyols", "Primary alcohols", "Secondary alcohols", "Spirosolanes and derivatives", "Tetrahydrofurans"]
External Descriptor Annotations
Not Available
Substituent Names
["Acetal", "Alcohol", "Aliphatic heteropolycyclic compound", "Alkaloid or derivatives", "Amine", "Azacycle", "Azaspirodecane", "Azasteroid", "Delta-5-steroid", "Diterpene glycoside", "Diterpenoid", "Glycosyl compound", "Hemiaminal", "Hydrocarbon derivative", "O-glycosyl compound", "Oligosaccharide", "Organic nitrogen compound", "Organic oxygen compound", "Organoheterocyclic compound", "Organonitrogen compound", "Organooxygen compound", "Organopnictogen compound", "Oxacycle", "Oxane", "Piperidine", "Polyol", "Primary alcohol", "Secondary alcohol", "Secondary aliphatic amine", "Secondary amine", "Spirosolane skeleton", "Steroidal alkaloid", "Steroidal saponin", "Terpene glycoside", "Tetrahydrofuran"]

Spectra

No spectra information available

Food Sources

NameGroup
Cherry tomatoVegetables, Fruit vegetables PublicationsShow
Green tomatoVegetables, Fruit vegetables PublicationsShow
TomatoVegetables, Fruit vegetables PublicationsShow

Metabolism

No metabolism information available

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