Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-05-14 23:03:32 UTC
Update Date2022-08-31 06:23:50 UTC
Metabolite IDMMDBc0005457
Metabolite Identification
Common NameTrehalose-6,6'-dicorynomycolate
DescriptionTDCM belongs to the class of organic compounds known as saccharolipids. Saccharolipids are compounds in which fatty acids are linked directly to a sugar backbone, forming structures that are compatible with membrane bilayers. In the saccharolipids, a sugar substitutes for the glycerol backbone that is present in glycerolipids and glycerophospholipids. The most familiar saccharolipids contain an acylated glucosamine. In contrast to others glycolipids, the fatty acid is not glycosidically linked to the sugar moiety. Based on a literature review a significant number of articles have been published on TDCM.
Structure
Synonyms
ValueSource
6,6'-Di-O-tetradecyl-3-hydroxyoctadecanoyl-alpha,alpha trehaloseMeSH
Trehalose dicorynomycolateMeSH
6,6'-Dicorynomycolyl alpha, alpha'-trehaloseMeSH
S-TDCMMeSH
DCYMTMeSH
Trehalose 6,6'-dicorynomycolateMeSH
6,6'-Dicorynomycolyl beta, beta'-trehaloseMeSH
6,6'-Dicorynomycolyl trehaloseMeSH
Molecular FormulaC76H146O15
Average Mass1299.989
Monoisotopic Mass1299.066174001
IUPAC Name[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R)-3-hydroxy-2-tetradecyloctadecanoyl]oxy}methyl)oxan-2-yl]oxy}oxan-2-yl]methyl (2R,3R)-3-hydroxy-2-tetradecyloctadecanoate
Traditional Name[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R)-3-hydroxy-2-tetradecyloctadecanoyl]oxy}methyl)oxan-2-yl]oxy}oxan-2-yl]methyl (2R,3R)-3-hydroxy-2-tetradecyloctadecanoate
CAS Registry NumberNot Available
SMILES
[H][C@@](O)(CCCCCCCCCCCCCCC)[C@@]([H])(CCCCCCCCCCCCCC)C(=O)OC[C@@]1([H])O[C@]([H])(O[C@@]2([H])O[C@]([H])(COC(=O)[C@]([H])(CCCCCCCCCCCCCC)[C@]([H])(O)CCCCCCCCCCCCCCC)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O
InChI Identifier
InChI=1S/C76H146O15/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-63(77)61(55-51-47-43-39-35-31-27-23-19-15-11-7-3)73(85)87-59-65-67(79)69(81)71(83)75(89-65)91-76-72(84)70(82)68(80)66(90-76)60-88-74(86)62(56-52-48-44-40-36-32-28-24-20-16-12-8-4)64(78)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h61-72,75-84H,5-60H2,1-4H3/t61-,62-,63-,64-,65-,66-,67-,68-,69+,70+,71-,72-,75-,76-/m1/s1
InChI KeyLFRXCNXVZHVRSE-JEZACWOJSA-N