Classification Term: 1401

Withanolides and derivatives (ontology term: CHEMONTID:0001560)

C28 steroids structurally characterized by an ergostane skeleton usually functionalized at carbons 1, 22 and 26 to form a lactone ring." []

found 34 associated metabolites at category metabolite taxonomy ontology rank level.

Ancestor: Steroid lactones

Child Taxonomies: Withanolide glycosides and derivatives

Withanolide A

15-[1-(4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)-1-hydroxyethyl]-5-hydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0.0²,⁴.0⁵,¹⁰.0¹⁴,¹⁸]octadec-7-en-9-one

C28H38O6 (470.2668248)


Withanolide A is found in herbs and spices. Withanolide A is isolated from Lycium chinense (Chinese boxthorn Isolated from Lycium chinense (Chinese boxthorn). Withanolide A is found in tea and herbs and spices.

   

Kaempferol 3-gentiobioside 7-rhamnoside

5-hydroxy-2-(4-hydroxyphenyl)-3-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-7-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-4H-chromen-4-one

C33H40O20 (756.211284)


Kaempferol 3-gentiobioside 7-rhamnoside is found in green vegetables. Kaempferol 3-gentiobioside 7-rhamnoside is a constituent of Sauropus androgynus (katuk) Constituent of Sauropus androgynus (katuk). Kaempferol 3-gentiobioside 7-rhamnoside is found in green vegetables.

   

Pubescenol

4-(1-{6,9-dihydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl}ethyl)-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-2-one

C28H42O6 (474.2981232)


Pubescenol is found in fruits. Pubescenol is a constituent of Physalis pubescens (ground cherry) Constituent of Physalis pubescens (ground cherry). Pubescenol is found in fruits.

   

Physagulin C

16-[1-(4,5-Dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]-6,12-dihydroxy-2,17-dimethyl-3-oxo-8,15-dioxahexacyclo[9.8.0.0²,⁷.0⁷,⁹.0¹²,¹⁷.0¹⁴,¹⁶]nonadec-4-en-13-yl acetic acid

C30H38O9 (542.2515698)


Constituent of the famine food Physalis angulata (cutleaf ground cherry). Physagulin C is found in herbs and spices and fruits. Physagulin C is found in fruits. Physagulin C is a constituent of the famine food Physalis angulata (cutleaf ground cherry).

   

Physalolactone B

14-[1-(4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)-1-hydroxyethyl]-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-3-yl acetate

C30H44O6 (500.3137724)


Physalolactone B is found in fruits. Physalolactone B is isolated from roots and leaves of Physalis peruviana (Cape gooseberry). Isolated from roots and leaves of Physalis peruviana (Cape gooseberry). Physalolactone B is found in fruits.

   

Withaperuvin B

(6R)-6-[(1S)-1-hydroxy-1-[(1S,2R,6S,7S,8S,10R,14S,15S)-6,7,8,14-tetrahydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-4,11-dien-14-yl]ethyl]-3,4-dimethyl-5,6-dihydro-2H-pyran-2-one

C28H38O8 (502.2566548)


Withaperuvin B belongs to the class of organic compounds known as withanolides and derivatives. These are C28 steroids structurally characterized by an ergostane skeleton usually functionalized at carbons 1, 22, and 26 to form a lactone ring. Withaperuvin B is an extremely weak basic (essentially neutral) compound (based on its pKa). Withaperuvin is found in fruits. Withaperuvin is a constituent of Physalis peruviana (Cape gooseberry). From Physalis peruviana (Cape gooseberry). Withaperuvin B is found in fruits.

   

Physangulide

15-[1-(4,5-dihydroxy-4,5-dimethyl-6-oxooxan-2-yl)-1-hydroxyethyl]-5,6-dihydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadecan-3-one

C28H42O9 (522.2828682)


Constituent of the famine food Physalis angulata (cutleaf ground cherry). Physangulide is found in herbs and spices and fruits. Physangulide is found in fruits. Physangulide is a constituent of the famine food Physalis angulata (cutleaf ground cherry).

   

4beta-Hydroxywithanolide E

15-[1-(4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)-1-hydroxyethyl]-6,12,15-trihydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.0^{2,7}.0^{7,9}.0^{12,16}]octadec-4-en-3-one

C28H38O8 (502.2566548)


4beta-Hydroxywithanolide E is found in fruits. 4beta-Hydroxywithanolide E is a constituent of Physalis peruviana (Cape gooseberry). Constituent of Physalis peruviana (Cape gooseberry). 4beta-Hydroxywithanolide E is found in fruits.

   

(4beta,5beta,6beta,14beta,15alpha,20S,22R)-5,6-Epoxy-4,14,15-trihydroxy-1-oxowitha-2,24-dienolide

15-[1-(4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]-6,12,13-trihydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-3-one

C28H38O7 (486.2617398)


(4beta,5beta,6beta,14beta,15alpha,20S,22R)-5,6-Epoxy-4,14,15-trihydroxy-1-oxowitha-2,24-dienolide is found in fruits. (4beta,5beta,6beta,14beta,15alpha,20S,22R)-5,6-Epoxy-4,14,15-trihydroxy-1-oxowitha-2,24-dienolide is a constituent of Physalis peruviana (Cape gooseberry). Constituent of Physalis peruviana (Cape gooseberry). (4beta,5beta,6beta,14beta,15alpha,20S,22R)-5,6-Epoxy-4,14,15-trihydroxy-1-oxowitha-2,24-dienolide is found in fruits.

   

Withaperuvin H

6-[1-(4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)-1-hydroxyethyl]-6,9,15,21-tetrahydroxy-1,5-dimethyl-16-oxa-13-thiapentacyclo[10.8.1.0²,¹⁰.0⁵,⁹.0¹⁷,²¹]henicos-18-en-20-one

C30H42O9S (578.2549402000001)


Withaperuvin H is found in fruits. Withaperuvin H is a constituent of Physalis peruviana (Cape gooseberry). Constituent of Physalis peruviana (Cape gooseberry). Withaperuvin H is found in fruits.

   

Ixocarpalactone B

7,8,18-trihydroxy-3,4,8,10,14-pentamethyl-5,20-dioxaspiro[hexacyclo[11.9.0.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹.0¹⁹,²¹]docosane-6,2-oxolan]-16-ene-5,15-dione

C28H38O8 (502.2566548)


Ixocarpalactone B is found in fruits. Ixocarpalactone B is a constituent of Physalis philadelphica (ixocarpa) (tomatillo) Constituent of Physalis philadelphica (ixocarpa) (tomatillo). Ixocarpalactone B is found in fruits.

   

(14alpha,17beta,20S,22R)-14,20-Epoxy-17-hydroxy-1-oxowitha-3,5,24-trienolide

16-(4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)-15-hydroxy-10,14,16-trimethyl-17-oxapentacyclo[13.2.2.0¹,¹⁴.0²,¹¹.0⁵,¹⁰]nonadeca-4,6-dien-9-one

C28H36O5 (452.2562606)


(14alpha,17beta,20S,22R)-14,20-Epoxy-17-hydroxy-1-oxowitha-3,5,24-trienolide is found in fruits. (14alpha,17beta,20S,22R)-14,20-Epoxy-17-hydroxy-1-oxowitha-3,5,24-trienolide is a constituent of Physalis peruviana (Cape gooseberry) Constituent of Physalis peruviana (Cape gooseberry). (14alpha,17beta,20S,22R)-14,20-Epoxy-17-hydroxy-1-oxowitha-3,5,24-trienolide is found in fruits.

   

2,3-Dihydrowithanolide E

15-[1-(4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)-1-hydroxyethyl]-12,15-dihydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadecan-3-one

C28H40O7 (488.277389)


2,3-Dihydrowithanolide E is found in fruits. 2,3-Dihydrowithanolide E is isolated from Physalis peruviana (Cape gooseberry). Isolated from Physalis peruviana (Cape gooseberry). 2,3-Dihydrowithanolide E is found in fruits.

   

Withaperuvin D

7-[1-(4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)-1-hydroxyethyl]-4,7,16,17-tetrahydroxy-8,12-dimethyl-18-oxapentacyclo[13.2.1.0³,¹¹.0⁴,⁸.0¹²,¹⁷]octadecan-13-one

C28H40O9 (520.2672190000001)


Withaperuvin D is found in fruits. Withaperuvin D is a constituent of leaves of Physalis peruviana (Cape gooseberry) Constituent of leaves of Physalis peruviana (Cape gooseberry). Withaperuvin D is found in fruits.

   

28-Hydroxywithanolide E

12,15-dihydroxy-15-{1-hydroxy-1-[4-(hydroxymethyl)-5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl}-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-3-one

C28H38O8 (502.2566548)


28-Hydroxywithanolide E is found in fruits. 28-Hydroxywithanolide E is a constituent of Physalis peruviana (Cape gooseberry) Constituent of Physalis peruviana (Cape gooseberry). 28-Hydroxywithanolide E is found in fruits.

   

Ixocarpalactone A

15-[1-(3,4-dimethyl-5-oxooxolan-2-yl)-1,2-dihydroxypropan-2-yl]-6,14-dihydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-3-one

C28H40O8 (504.272304)


Ixocarpalactone A is found in fruits. Ixocarpalactone A is a constituent of Physalis ixocarpa (tomatillo) Constituent of Physalis ixocarpa (tomatillo). Ixocarpalactone A is found in fruits.

   

Vamonolide

15-[1-(4,5-dimethyl-6-oxooxan-2-yl)ethyl]-5,18-dihydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0.0²,⁴.0⁵,¹⁰.0¹⁴,¹⁸]octadec-7-en-9-one

C28H40O6 (472.28247400000004)


Constituent of the famine food Physalis angulata (cutleaf ground cherry). Vamonolide is found in herbs and spices and fruits. Vamonolide is found in fruits. Vamonolide is a constituent of the famine food Physalis angulata (cutleaf ground cherry).

   

Physagulin G

2,16,17-Trihydroxy-7,11-dimethyl-6-{1-[5-methyl-6-oxo-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-3,6-dihydro-2H-pyran-2-yl]ethyl}-12-oxo-5-oxapentacyclo[8.8.0.0²,⁷.0⁴,⁶.0¹¹,¹⁶]octadec-13-en-3-yl acetic acid

C36H50O15 (722.314955)


Constituent of the famine food Physalis angulata (cutleaf ground cherry). Physagulin G is found in herbs and spices and fruits. Physagulin G is found in fruits. Physagulin G is a constituent of the famine food Physalis angulata (cutleaf ground cherry).

   

Ixocarpanolide

15-[1-(4,5-dimethyl-6-oxooxan-2-yl)-1-hydroxyethyl]-5-hydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0.0²,⁴.0⁵,¹⁰.0¹⁴,¹⁸]octadec-7-en-9-one

C28H40O6 (472.28247400000004)


Ixocarpanolide is found in fruits. Ixocarpanolide is a constituent of Physalis ixocarpa (tomatillo). Constituent of Physalis ixocarpa (tomatillo). Ixocarpanolide is found in fruits.

   

Withaperuvin C

2-[1-Hydroxy-1-(6,14,17-trihydroxy-10,13-dimethyl-1-oxo-6,7,8,9,11,12,15,16-octahydrocyclopenta[a]phenanthren-17-yl)ethyl]-4,5-dimethyl-2,3-dihydropyran-6-one

C28H38O7 (486.2617398)


Withaperuvin C is found in fruits. Withaperuvin C is a constituent of Physalis peruviana (Cape gooseberry). Constituent of Physalis peruviana (Cape gooseberry). Withaperuvin C is found in fruits.

   

4-Deoxyphysalolactone

6-(1-{8-chloro-7,11,14-trihydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-4-en-14-yl}-1-hydroxyethyl)-3,4-dimethyl-5,6-dihydro-2H-pyran-2-one

C28H39ClO7 (522.2384174)


4-Deoxyphysalolactone is found in fruits. 4-Deoxyphysalolactone is a constituent of Physalis peruviana (Cape gooseberry) Constituent of Physalis peruviana (Cape gooseberry). 4-Deoxyphysalolactone is found in fruits.

   

Physagulin E

7,8,11-Trihydroxy-2,15-dimethyl-14-{1-[5-methyl-6-oxo-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-3,6-dihydro-2H-pyran-2-yl]ethyl}-3-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-4,13-dien-12-yl acetic acid

C36H50O14 (706.3200400000001)


Constituent of the famine food Physalis angulata (cutleaf ground cherry). Physagulin E is found in herbs and spices and fruits. Physagulin E is found in fruits. Physagulin E is a constituent of the famine food Physalis angulata (cutleaf ground cherry).

   

14alpha-Hydroxyixocarpanolide

15-[1-(4,5-dimethyl-6-oxooxan-2-yl)-1-hydroxyethyl]-5,18-dihydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0.0²,⁴.0⁵,¹⁰.0¹⁴,¹⁸]octadec-7-en-9-one

C28H40O7 (488.277389)


14alpha-Hydroxyixocarpanolide is found in fruits. 14alpha-Hydroxyixocarpanolide is from the famine food Physalis angulata (cutleaf ground cherry From the famine food Physalis angulata (cutleaf ground cherry). 14alpha-Hydroxyixocarpanolide is found in herbs and spices and fruits.

   

Physapubenolide

15-[1-(4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]-6,12-dihydroxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-13-yl acetate

C30H40O8 (528.2723040000001)


Physapubenolide is found in fruits. Physapubenolide is a constituent of Physalis pubescens (ground cherry). Constituent of Physalis pubescens (ground cherry). Physapubenolide is found in fruits.

   

Ganosporelactone A

10,20-dihydroxy-2,4,7,9,13,17,17-heptamethylspiro[oxolane-2,5-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-1(12)-ene-3,5,11,16-tetrone

C30H40O7 (512.2773890000001)


Ganosporelactone A is found in mushrooms. Ganosporelactone A is isolated from the spores of Ganoderma lucidum (reishi). Isolated from the spores of Ganoderma lucidum (reishi). Ganosporelactone A is found in mushrooms.

   

(5alpha,6beta,14alpha,20R,22R)-5,6,14,20,27-Pentahydroxy-1-oxowith-24-enolide

6-(1-hydroxy-1-{7,8,11-trihydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl}ethyl)-3-(hydroxymethyl)-4-methyl-5,6-dihydro-2H-pyran-2-one

C28H42O8 (506.2879532)


(5alpha,6beta,14alpha,20R,22R)-5,6,14,20,27-Pentahydroxy-1-oxowith-24-enolide is found in fruits. (5alpha,6beta,14alpha,20R,22R)-5,6,14,20,27-Pentahydroxy-1-oxowith-24-enolide is a constituent of Physalis peruviana (Cape gooseberry). Constituent of Physalis peruviana (Cape gooseberry). (5alpha,6beta,14alpha,20R,22R)-5,6,14,20,27-Pentahydroxy-1-oxowith-24-enolide is found in fruits.

   

Physagulin F

6-[1-(4,5-Dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]-2,16,17-trihydroxy-7,11-dimethyl-12-oxo-5-oxapentacyclo[8.8.0.0²,⁷.0⁴,⁶.0¹¹,¹⁶]octadec-13-en-3-yl acetic acid

C30H40O9 (544.2672190000001)


Constituent of the famine food Physalis angulata (cutleaf ground cherry). Physagulin F is found in herbs and spices and fruits. Physagulin F is found in fruits. Physagulin F is a constituent of the famine food Physalis angulata (cutleaf ground cherry).

   

23-Hydroxyphysalolactone

6-(1-{8-chloro-6,7,11,14-tetrahydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-4-en-14-yl}-1-hydroxyethyl)-5-hydroxy-3,4-dimethyl-5,6-dihydro-2H-pyran-2-one

C28H39ClO9 (554.2282474)


23-Hydroxyphysalolactone is found in fruits. 23-Hydroxyphysalolactone is a constituent of Physalis peruviana (Cape gooseberry) Constituent of Physalis peruviana (Cape gooseberry). 23-Hydroxyphysalolactone is found in fruits.

   

Withaperuvin G

16-[1-(4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)-1-hydroxyethyl]-13,16-dihydroxy-2,17-dimethyl-5,9-dioxahexacyclo[10.7.0.0²,⁸.0⁴,⁶.0⁸,¹⁰.0¹³,¹⁷]nonadecan-3-one

C28H38O8 (502.2566548)


Withaperuvin G is found in fruits. Withaperuvin G is a constituent of Physalis peruviana (Cape gooseberry). Constituent of Physalis peruviana (Cape gooseberry). Withaperuvin G is found in fruits.

   

Physalolactone C

6-(1-{8-chloro-6,7,14-trihydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-4,11-dien-14-yl}-1-hydroxyethyl)-3,4-dimethyl-5,6-dihydro-2H-pyran-2-one

C28H37ClO7 (520.2227682)


Physalolactone C is found in fruits. Physalolactone C is a constituent of Physalis peruviana (Cape gooseberry) Constituent of Physalis peruviana (Cape gooseberry). Physalolactone C is found in fruits.

   

Physagulin B

7-Chloro-14-[1-(4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]-8,11-dihydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-4,13-dien-12-yl acetic acid

C30H39ClO7 (546.2384174)


Constituent of the famine food Physalis angulata (cutleaf ground cherry). Physagulin B is found in herbs and spices and fruits. Physagulin B is found in fruits. Physagulin B is a constituent of the famine food Physalis angulata (cutleaf ground cherry).

   

Withaferin A

6-hydroxy-15-{1-[5-(hydroxymethyl)-4-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl}-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-3-one

C28H38O6 (470.2668248)


   

Withanolide 1

15-[1-(4,5-Dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)-1-hydroxyethyl]-6-hydroxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-10-yl acetic acid

C30H40O8 (528.2723040000001)


   

Physapruin A

6-(1-hydroxy-1-{6,11,14-trihydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-4,7-dien-14-yl}ethyl)-3,4-dimethyl-5,6-dihydro-2H-pyran-2-one

C28H38O7 (486.2617398)


Constituent of Physalis pruinosa (strawberry tomato). Physapruin A is found in fruits.