Classification Term: 1858

Saccharolipids (ontology term: CHEMONTID:0003918)

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." [PMID:15722563]

found 32 associated metabolites at class metabolite taxonomy ontology rank level.

Ancestor: Lipids and lipid-like molecules

Child Taxonomies: Acyltrehaloses

Mesaconyl-CoA

(2E)-4-({2-[(3-{[(2R)-4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-1,2-dihydroxy-3,3-dimethylbutylidene]amino}-1-hydroxypropylidene)amino]ethyl}sulfanyl)-3-methyl-4-oxobut-2-enoic acid

C26H40N7O19P3S (879.1312)


This compound belongs to the family of Acyl CoAs. These are organic compounds contaning a coenzyme A substructure linked to another moeity through an ester bond.

   

Licoagroside B

3-hydroxy-3-methyl-5-oxo-5-({3,4,5-trihydroxy-6-[(2-methyl-4-oxo-4H-pyran-3-yl)oxy]oxan-2-yl}methoxy)pentanoic acid

C18H24O12 (432.1268)


Licoagroside B is found in herbs and spices. Licoagroside B is isolated from hairy root cultures of Glycyrrhiza glabra (licorice). Isolated from hairy root cultures of Glycyrrhiza glabra (licorice). Licoagroside B is found in tea and herbs and spices.

   

Nomilinic acid 17-glucoside

5-[1-(acetyloxy)-2-carboxyethyl]-2-[furan-3-yl({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})methyl]-6-(2-hydroxypropan-2-yl)-2,5,8a-trimethyl-8-oxo-tetrahydro-3H-spiro[naphthalene-1,2-oxirane]-3-carboxylic acid

C34H48O16 (712.2942)


Nomilinic acid 17-glucoside is found in citrus. Nomilinic acid 17-glucoside is isolated from lemons Citrus limon. Isolated from lemons Citrus limon. Nomilinic acid 17-glucoside is found in citrus.

   

19-Hydroxydeacetylnomilinic acid 17-beta-D-glucopyranoside

5-(2-carboxy-1-hydroxyethyl)-2-[furan-3-yl({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})methyl]-5-(hydroxymethyl)-6-(2-hydroxypropan-2-yl)-2,8a-dimethyl-8-oxo-tetrahydro-3H-spiro[naphthalene-1,2-oxirane]-3-carboxylic acid

C32H46O16 (686.2786)


19-Hydroxydeacetylnomilinic acid 17-beta-D-glucopyranoside is found in citrus. 19-Hydroxydeacetylnomilinic acid 17-beta-D-glucopyranoside is isolated from Citrus aurantium (Seville orange). Isolated from Citrus aurantium (Seville orange). 19-Hydroxydeacetylnomilinic acid 17-beta-D-glucopyranoside is found in citrus.

   

Isolimonic acid glucoside

9b-(2-carboxy-1-hydroxyethyl)-7-[furan-3-yl({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})methyl]-3,3,5a,7-tetramethyl-5-oxo-decahydro-1H-spiro[naphtho[1,2-c]furan-6,2-oxirane]-3-carboxylic acid

C32H44O15 (668.268)


Isolimonic acid glucoside is found in citrus. Isolimonic acid glucoside is a constituent of Citrus aurantium. Constituent of Citrus aurantium. Isolimonic acid glucoside is found in citrus.

   

6-O-Oleuropeoylsucrose

[(2R,3S,4S,5R,6R)-6-{[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl 4-(2-hydroxypropan-2-yl)cyclohex-1-ene-1-carboxylic acid

C22H36O13 (508.2156)


6-O-Oleuropeoylsucrose is a constituent of the root bark of the olive (Olea europaea). Constituent of the root bark of the olive (Olea europaea)

   

Eucaglobulin

3,4,5-Trihydroxy-6-{[4-(2-hydroxypropan-2-yl)cyclohex-1-ene-1-carbonyloxy]methyl}oxan-2-yl 3,4,5-trihydroxybenzoic acid

C23H30O12 (498.1737)


Eucaglobulin is a constituent of Eucalyptus globulus (Tasmanian blue gum). Constituent of Eucalyptus globulus (Tasmanian blue gum)

   

Secaloside C

(6-{[7,19-dihydroxy-11-(4-hydroxy-3-methoxyphenyl)-18-(hydroxymethyl)-3,13-dioxo-18-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-2,14,17-trioxatetracyclo[14.2.1.0⁴,¹².0⁵,¹⁰]nonadeca-5,7,9-trien-8-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl 2-(2-oxo-2,3-dihydro-1H-indol-3-yl)acetate

C52H61NO29 (1163.3329)


Secaloside D is found in cereals and cereal products. Secaloside D is a constituent of rye pollen D006133 - Growth Substances > D010937 - Plant Growth Regulators > D007210 - Indoleacetic Acids Constituent of rye pollen. Secaloside C is found in cereals and cereal products.

   

11,13-Dihydrotaraxinic acid glucosyl ester

(2R,3R,4S,5R,6R)-2,3,5-Trihydroxy-6-(hydroxymethyl)oxan-4-yl (3as,11as)-3,10-dimethyl-2-oxo-2H,3H,3ah,4H,5H,8H,9H,11ah-cyclodeca[b]furan-6-carboxylic acid

C21H30O9 (426.189)


Constituent of Taraxacum officinale (dandelion). 11,13-Dihydrotaraxinic acid glucosyl ester is found in many foods, some of which are tea, alcoholic beverages, coffee and coffee products, and dandelion. 11,13-Dihydrotaraxinic acid glucosyl ester is found in alcoholic beverages. 11,13-Dihydrotaraxinic acid glucosyl ester is a constituent of Taraxacum officinale (dandelion)

   

N2-Maltulosylarginine

5-carbamimidamido-2-{[(2,3,4-trihydroxy-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)methyl]amino}pentanoic acid

C18H34N4O12 (498.2173)


N2-Maltulosylarginine is found in tea. N2-Maltulosylarginine is a constituent of Korean red ginseng. Constituent of Korean red ginseng. N2-Maltulosylarginine is found in tea.

   

12-Hydroxy-13-O-D-glucuronoside-octadec-9Z-enoate

(2S,3R,4S,5S,6S)-6-{[(6S,7S,9Z)-17-carboxy-6-hydroxyheptadec-9-en-7-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

C24H42O10 (490.2778)


This compound belongs to the family of Alkyl Glycosides. These are lipids containing a glycosyl moiety (one or several units) linked to the hydroxyl group of a fatty alcohol.

   

12-O-D-Glucuronoside-13-hydroxyoctadec-9Z-enoate

(2R,3S,4R,5R,6R)-6-{[(6R,7R,9Z)-17-carboxy-7-hydroxyheptadec-9-en-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

C24H42O10 (490.2778)


This compound belongs to the family of Alkyl Glycosides. These are lipids containing a glycosyl moiety (one or several units) linked to the hydroxyl group of a fatty alcohol.

   

10-Hydroxy-octadec-12Z-enoate-9-beta-D-glucuronide

(2R,3S,4R,5R,6R)-6-{[(8R,9R,11Z)-1-carboxy-9-hydroxyheptadec-11-en-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

C24H42O10 (490.2778)


This compound belongs to the family of Alkyl Glycosides. These are lipids containing a glycosyl moiety (one or several units) linked to the hydroxyl group of a fatty alcohol.

   

9-Hydroxy-10-O-D-glucuronoside-12Z-octadecenoate

(2S,3R,4S,5S,6S)-6-{[(6Z,9S,10S)-17-carboxy-10-hydroxyheptadec-6-en-9-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

C24H42O10 (490.2778)


This compound belongs to the family of Alkyl Glycosides. These are lipids containing a glycosyl moiety (one or several units) linked to the hydroxyl group of a fatty alcohol.

   

6-[4-(4-carboxy-2-hydroxybutyl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

6-[4-(4-carboxy-2-hydroxybutyl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

C17H22O11 (402.1162)


6-[4-(4-carboxy-2-hydroxybutyl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 5-(3,4-dihydroxyphenyl)-4-hydroxypentanoic acid. It is generated by UDP-glucuronosyltransferase 1-1 (P22309) enzyme via an aromatic-OH-glucuronidation reaction. This aromatic-OH-glucuronidation occurs in humans.

   

6-[5-(4-carboxy-2-hydroxybutyl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

6-[5-(4-carboxy-2-hydroxybutyl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

C17H22O11 (402.1162)


6-[5-(4-carboxy-2-hydroxybutyl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 5-(3,4-dihydroxyphenyl)-4-hydroxypentanoic acid. It is generated by UDP-glucuronosyltransferase 1-1 (P22309) enzyme via an aromatic-OH-glucuronidation reaction. This aromatic-OH-glucuronidation occurs in humans.

   

3,4-Dihydroxyphenylvaleric acid 3 glucuronide

(2S,4S,6S)-6-[5-(4-carboxybutyl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

C17H22O10 (386.1213)


   

3,4-Dihydroxyphenylvaleric acid 4 glucuronide

(2R,4R,6R)-6-[4-(4-carboxybutyl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

C17H22O10 (386.1213)


   

3,5-Dihydroxyphenylvaleric acid glucuronide

(2S,4S,6S)-6-[3-(4-carboxybutyl)-5-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

C17H22O10 (386.1213)


   

Trehalose dimycolate

[3,4,5-trihydroxy-6-({3,4,5-trihydroxy-6-[({2-[1-hydroxy-12-(2-octadecylcyclopropyl)dodecyl]hexacosanoyl}oxy)methyl]oxan-2-yl}oxy)oxan-2-yl]methyl 3-hydroxy-2-[10-(2-octadecylcyclopropyl)decyl]octacosanoate

C130H250O15 (2051.8799)


   

Cord Factors

[3,4,5-trihydroxy-6-({3,4,5-trihydroxy-6-[({2-[1-hydroxy-12-(2-octadecylcyclopropyl)dodecyl]hexacosanoyl}oxy)methyl]oxan-2-yl}oxy)oxan-2-yl]methyl 2-[1-hydroxy-12-(2-octadecylcyclopropyl)dodecyl]hexacosanoate

C130H250O15 (2051.8799)


   

GHB-Gluc

6-(3-carboxypropoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

C10H16O9 (280.0794)


   

Lactose-lysine

2-amino-6-[(3,5,6-trihydroxy-2-oxo-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexyl)amino]hexanoic acid

C18H34N2O12 (470.2112)


   

Specnuezhenide

Methyl 3-ethylidene-4-[2-oxo-2-({3,4,5-trihydroxy-6-[2-(4-hydroxyphenyl)ethoxy]oxan-2-yl}methoxy)ethyl]-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylic acid

C31H42O17 (686.2422)


   

Sucrose monolaurate

(6-{[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl dodecanoic acid

C24H44O12 (524.2833)


   

Trehalose 6,6'-dicorynomycolate

{3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-{[(3-hydroxy-2-tetradecyloctadecanoyl)oxy]methyl}oxan-2-yl)oxy]oxan-2-yl}methyl 3-hydroxy-2-tetradecyloctadecanoic acid

C76H146O15 (1299.0661)


D007155 - Immunologic Factors > D000276 - Adjuvants, Immunologic > D003311 - Cord Factors

   

Nomilinic acid 17-O-beta-D-glucoside

(2S,3S,4aR,5R,6R,8aR)-5-[(1R)-1-(acetyloxy)-2-carboxyethyl]-2-[(R)-(furan-3-yl)({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})methyl]-6-(2-hydroxypropan-2-yl)-2,5,8a-trimethyl-8-oxo-octahydro-2H-spiro[naphthalene-1,2-oxirane]-3-carboxylic acid

C34H48O16 (712.2942)


Nomilinic acid 17-o-beta-d-glucoside is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Nomilinic acid 17-o-beta-d-glucoside can be found in lemon, mandarin orange (clementine, tangerine), and sweet orange, which makes nomilinic acid 17-o-beta-d-glucoside a potential biomarker for the consumption of these food products.

   

trehalose-cis-keto-mono-mycolate

(3,4,5-Trihydroxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)methyl 2-{1-hydroxy-20-[2-(18-methyl-17-oxohexatriacontyl)cyclopropyl]icosyl}hexacosanoic acid

C98H188O14 (1589.3998)


Trehalose-cis-keto-mono-mycolate is a member of the class of 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. Trehalose-cis-keto-mono-mycolate is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Trehalose-cis-keto-mono-mycolate can be found in a number of food items such as white lupine, poppy, nectarine, and cardoon, which makes trehalose-cis-keto-mono-mycolate a potential biomarker for the consumption of these food products.

   

trehalose-cis-methoxy-mono-mycolate

(3,4,5-Trihydroxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)methyl 2-{1-hydroxy-18-[2-(17-methoxy-18-methylhexatriacontyl)cyclopropyl]octadecyl}hexacosanoic acid

C97H188O14 (1577.3998)


Trehalose-cis-methoxy-mono-mycolate is a member of the class of 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. Trehalose-cis-methoxy-mono-mycolate is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Trehalose-cis-methoxy-mono-mycolate can be found in a number of food items such as teff, japanese walnut, swede, and carob, which makes trehalose-cis-methoxy-mono-mycolate a potential biomarker for the consumption of these food products.

   

trehalose-mono-mycolate

(3,4,5-Trihydroxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)methyl 2-(1-hydroxy-16-{2-[10-(2-octadecylcyclopropyl)decyl]cyclopropyl}hexadecyl)octacosanoic acid

C90H172O13 (1461.2797)


Trehalose-mono-mycolate is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Trehalose-mono-mycolate can be found in a number of food items such as cardamom, hyacinth bean, spirulina, and wheat, which makes trehalose-mono-mycolate a potential biomarker for the consumption of these food products.

   

trehalose-trans-keto-mono-mycolate

(3,4,5-Trihydroxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)methyl 2-{1-hydroxy-17-[2-(20-methyl-19-oxoheptatriacontan-2-yl)cyclopropyl]heptadecyl}octacosanoic acid

C98H188O14 (1589.3998)


Trehalose-trans-keto-mono-mycolate is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Trehalose-trans-keto-mono-mycolate can be found in a number of food items such as fox grape, rape, lichee, and red huckleberry, which makes trehalose-trans-keto-mono-mycolate a potential biomarker for the consumption of these food products.

   

trehalose-trans-methoxy-mono-mycolate

(3,4,5-trihydroxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)methyl 2-{1-hydroxy-16-[2-(18-methoxy-19-methylheptatriacontan-2-yl)cyclopropyl]hexadecyl}octacosanoate

C98H190O14 (1591.4155)


Trehalose-trans-methoxy-mono-mycolate is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Trehalose-trans-methoxy-mono-mycolate can be found in a number of food items such as borage, dandelion, ginkgo nuts, and roselle, which makes trehalose-trans-methoxy-mono-mycolate a potential biomarker for the consumption of these food products.