Classification Term: 1603

Germacrane sesquiterpenoids (ontology term: CHEMONTID:0002456)

Sesquiterpenoids having the germacrane skeleton, with a structure characterized by a cyclodecane ring substituted with an isopropyl and two methyl groups." [ISBN:9780412466205]

found 27 associated metabolites at category metabolite taxonomy ontology rank level.

Ancestor: Sesquiterpenoids

Child Taxonomies: There is no child term of current ontology term.

Curdione

6-Cyclodecene-1,4-dione, 6,10-dimethyl-3-(1-methylethyl)-, (3S-(3R*,6E,10R*))-

C15H24O2 (236.1776)


Curdione is a germacrane sesquiterpenoid. Germacr-1(10)-ene-5,8-dione is a natural product found in Curcuma aromatica, Curcuma wenyujin, and other organisms with data available. Curdione is found in turmeric. Curdione is a constituent of Curcuma zedoaria (zedoary) Constituent of Curcuma zedoaria (zedoary). Curdione is found in turmeric. Curdione, one of the major sesquiterpene compounds from Curcuma zedoaria, has been shown to exhibit multiple bioactive properties. IC50 value: 60–80 μM Target: In vitro: The study of the influence of curdione on the hemorheological changes in blood stasis model rats and thrombolysis in vitro showed that curdione only possessed thrombolytic effect in dose of 0.235 g·L-1 and 2.35 g·L-1, but has not the notable activity of thrombolysis [1]. The effects of curdione on human platelet aggregation induced by thrombin (0.3 U/ml) were tested in vitro. Curdione preferentially inhibited PAF- and thrombin- induced platelet aggregation in a concentration-dependent manner (IC50: 60–80 μM), whereas much higher concentrations of curdione were required to inhibit platelet aggregation induced by ADP and AA. Curdione also inhibited P-selectin expression in PAF-activated platelets. Moreover, curdione caused an increase in cAMP levels and attenuated intracellular Ca2+ mobilization in PAF-activated platelets. In vivo: Curdione showed significant antithrombotic activity [2]. Curdione, one of the major sesquiterpene compounds from Curcuma zedoaria, has been shown to exhibit multiple bioactive properties. IC50 value: 60–80 μM Target: In vitro: The study of the influence of curdione on the hemorheological changes in blood stasis model rats and thrombolysis in vitro showed that curdione only possessed thrombolytic effect in dose of 0.235 g·L-1 and 2.35 g·L-1, but has not the notable activity of thrombolysis [1]. The effects of curdione on human platelet aggregation induced by thrombin (0.3 U/ml) were tested in vitro. Curdione preferentially inhibited PAF- and thrombin- induced platelet aggregation in a concentration-dependent manner (IC50: 60–80 μM), whereas much higher concentrations of curdione were required to inhibit platelet aggregation induced by ADP and AA. Curdione also inhibited P-selectin expression in PAF-activated platelets. Moreover, curdione caused an increase in cAMP levels and attenuated intracellular Ca2+ mobilization in PAF-activated platelets. In vivo: Curdione showed significant antithrombotic activity [2].

   

Furanodienone

CYCLODECA(B)FURAN-4(7H)-ONE, 8,11-DIHYDRO-3,6,10-TRIMETHYL-, (5E,9E)-

C15H18O2 (230.1307)


Furanodienone is a germacrane sesquiterpenoid. (5E,9E)-3,6,10-trimethyl-8,11-dihydro-7H-cyclodeca[b]furan-4-one is a natural product found in Curcuma amada, Curcuma aeruginosa, and other organisms with data available. Isofuranodienone is a constituent of Curcuma zedoaria (zedoary). Constituent of Curcuma zedoaria (zedoary) Furanodienone is one of the major bioactive constituents derived from Rhizoma Curcumae. Furanodienone induced apoptosis[1]. Furanodienone is one of the major bioactive constituents derived from Rhizoma Curcumae. Furanodienone induced apoptosis[1].

   

Furanodiene

CYCLODECA(B)FURAN, 4,7,8,11-TETRAHYDRO-3,6,10-TRIMETHYL-, (5E,9E)-

C15H20O (216.1514)


Furanodiene is a germacrane sesquiterpenoid. Furanodiene is a natural product found in Curcuma amada, Lactarius chrysorrheus, and other organisms with data available. Furanodiene is a constituent of Curcuma zedoaria (zedoary) Constituent of Curcuma zedoaria (zedoary)

   

Dehydrocurdione

(6E,10S)-6,10-dimethyl-3-propan-2-ylidenecyclodec-6-ene-1,4-dione

C15H22O2 (234.162)


Dehydrocurdione is a germacrane sesquiterpenoid. (6E,10S)-6,10-dimethyl-3-propan-2-ylidenecyclodec-6-ene-1,4-dione is a natural product found in Curcuma aromatica, Curcuma longa, and other organisms with data available. Dehydrocurdione is found in turmeric. Dehydrocurdione is from Curcuma zedoaria (zedoary From Curcuma zedoaria (zedoary). Dehydrocurdione is found in turmeric.

   

Germacrene

(1E,5E)-1,5-Dimethyl-8-(1-methylethylidene)-1,5-cyclodecadiene

C15H24 (204.1878)


Germacrene, also known as (e,e)-germacra-1(10),4,7(11)-triene, is a member of the class of compounds known as germacrane sesquiterpenoids. Germacrane sesquiterpenoids are sesquiterpenoids having the germacrane skeleton, with a structure characterized by a cyclodecane ring substituted with an isopropyl and two methyl groups. Thus, germacrene is considered to be an isoprenoid lipid molecule. Germacrene can be found in turmeric, which makes germacrene a potential biomarker for the consumption of this food product. Germacrenes are a class of volatile organic hydrocarbons, specifically, sesquiterpenes. Germacrenes are typically produced in a number of plant species for their antimicrobial and insecticidal properties, though they also play a role as insect pheromones. Two prominent molecules are germacrene A and germacrene D .

   

Germacrene D

(1E,6E,8S)-1-methyl-8-(1-methylethyl)-5-methylidenecyclodeca-1,6-diene

C15H24 (204.1878)


Germacrene d, also known as germacrene d, (s-(e,e))-isomer, is a member of the class of compounds known as germacrane sesquiterpenoids. Germacrane sesquiterpenoids are sesquiterpenoids having the germacrane skeleton, with a structure characterized by a cyclodecane ring substituted with an isopropyl and two methyl groups. Germacrene d can be found in a number of food items such as peppermint, roman camomile, hyssop, and common walnut, which makes germacrene d a potential biomarker for the consumption of these food products.

   

Germacrone 4,5-epoxide

(6Z)-6,10-dimethyl-3-(propan-2-ylidene)-11-oxabicyclo[8.1.0]undec-6-en-4-one

C15H22O2 (234.162)


Germacrone 4,5-epoxide is found in turmeric. Germacrone 4,5-epoxide is a constituent of essential oil of Curcuma zedoaria (zedoary) Constituent of essential oil of Curcuma zedoaria (zedoary). Germacrone 4,5-epoxide is found in turmeric.

   

Germacrene B

(1Z,5Z)-1,5-dimethyl-8-(propan-2-ylidene)cyclodeca-1,5-diene

C15H24 (204.1878)


Constituent of the peel oil of yuzu Citrus junos. Germacrene B is found in many foods, some of which are pepper (spice), lime, citrus, and common oregano. Germacrene B is found in citrus. Germacrene B is a constituent of the peel oil of yuzu Citrus junos.

   

Furanogermenone

(6S)-3,6,10-trimethyl-4H,5H,6H,7H,8H,11H-cyclodeca[b]furan-5-one

C15H20O2 (232.1463)


Furanogermenone is found in ginger. Furanogermenone is a constituent of Curcuma zedoaria (zedoary). Constituent of Curcuma zedoaria (zedoary). Furanogermenone is found in ginger.

   

Preisocalamendiol

(5Z)-5-methyl-9-methylidene-2-(propan-2-yl)cyclodec-5-en-1-one

C15H24O (220.1827)


Preisocalamendiol is found in herbs and spices. Preisocalamendiol is a constituent of Acorus calamus (sweet flag) Constituent of Acorus calamus (sweet flag). Preisocalamendiol is found in herbs and spices and root vegetables.

   

Germacrone-13-al

(E,E,E)-2-(4,8-Dimethyl-10-oxo-3,7-cyclodecadien-1-ylidene)-propanal

C15H20O2 (232.1463)


Germacrone-13-al is found in herbs and spices. Germacrone-13-al is a constituent of Curcuma longa (turmeric). Constituent of Curcuma longa (turmeric). Germacrone-13-al is found in turmeric and herbs and spices.

   

Acoragermacrone

(2Z,6Z)-3,7-dimethyl-10-(propan-2-yl)cyclodeca-2,6-dien-1-one

C15H24O (220.1827)


Acoragermacrone is found in herbs and spices. Acoragermacrone is a constituent of Acorus calamus (sweet flag). Constituent of Acorus calamus (sweet flag). Acoragermacrone is found in herbs and spices and root vegetables.

   

Euglobal VII

(7Z)-14,16-dihydroxy-3,3,7,11-tetramethyl-15-(3-methylbutanoyl)-19-oxatetracyclo[9.8.0.0²,⁴.0¹³,¹⁸]nonadeca-7,13(18),14,16-tetraene-17-carbaldehyde

C28H38O5 (454.2719)


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

   

7(14)-Isodaucen-10-one

1-isopropyl-3a-methyl-7-methylidene-hexahydro-1H-azulen-4-one

C15H24O (220.1827)


7(14)-Isodaucen-10-one is found in herbs and spices. 7(14)-Isodaucen-10-one is a constituent of Clary sage oil (Salvia sclarea). Constituent of Clary sage oil (Salvia sclarea). 7(14)-Isodaucen-10-one is found in herbs and spices.

   

Romucosine C

Methyl 4-hydroxy-15,16-dimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2(7),3,5,13,15-hexaene-10-carboxylic acid

C20H21NO5 (355.142)


Romucosine C is found in alcoholic beverages. Romucosine C is an alkaloid from Rollinia mucosa (biriba).

   

Oryzanol A

7,7,12,16-Tetramethyl-15-(6-methylhept-5-en-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid

C40H58O4 (602.4335)


Oryzanol A is found in cereals and cereal products. Oryzanol A is from rice bran oil (Oryza sativa

   

Germacrenone

(3Z)-7-(2-hydroxypropan-2-yl)-4,10-dimethylcyclodec-3-en-1-one

C15H26O2 (238.1933)


Germacrenone is found in fruits. Germacrenone is a constituent of Carissa edulis (agam) Constituent of Carissa edulis (agam). Germacrenone is found in fruits.

   

(1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol

2-Hydroxy-2-[(1R,2E,4R,7Z)-4-hydroxy-4,8-dimethylcyclodeca-2,7-dien-1-yl]propyl acetic acid

C17H28O4 (296.1987)


(1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol is found in herbs and spices. (1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol is a constituent of Laurus nobilis (bay laurel). Constituent of Laurus nobilis (bay laurel). (1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol is found in tea and herbs and spices.

   

Tanacetol B

(1E)-7-Hydroxy-5-(2-hydroxypropan-2-yl)-2-methyl-8-methylidenecyclodec-1-en-1-yl acetic acid

C17H28O4 (296.1987)


Tanacetol B is found in herbs and spices. Tanacetol B is a constituent of Tanacetum vulgare (tansy) Constituent of Tanacetum vulgare (tansy). Tanacetol B is found in herbs and spices.

   

Tanacetol A

(1E)-5-(2-Hydroxypropan-2-yl)-2-methyl-8-methylidene-7-oxocyclodec-1-en-1-yl acetic acid

C17H26O4 (294.1831)


Tanacetol A is found in herbs and spices. Tanacetol A is a constituent of Tanacetum vulgare (tansy) Constituent of Tanacetum vulgare (tansy). Tanacetol A is found in herbs and spices.

   

Germacrane

1,7-dimethyl-4-(propan-2-yl)cyclodecane

C15H30 (210.2347)


   

Germacrone

3,7-dimethyl-10-(propan-2-ylidene)cyclodeca-3,7-dien-1-one

C15H22O (218.1671)


   

Involucrin

4-(acetyloxy)-6,10-dimethyl-3-(propan-2-yl)-11-oxabicyclo[8.1.0]undec-6-en-2-yl 3,4,5-trimethoxybenzoate

C27H38O8 (490.2567)


   

Isofuranodiene

3,6,10-trimethyl-4H,7H,8H,11H-cyclodeca[b]furan

C15H20O (216.1514)


   

(2R,5S,8R)-2,8-Dimethyl-5-propan-2-ylcyclodecan-1-one

2,8-dimethyl-5-(propan-2-yl)cyclodecan-1-one

C15H28O (224.214)


   

Germacrene A

(1Z,5Z,8S)-1,5-dimethyl-8-(prop-1-en-2-yl)cyclodeca-1,5-diene

C15H24 (204.1878)


Germacrene a is a member of the class of compounds known as germacrane sesquiterpenoids. Germacrane sesquiterpenoids are sesquiterpenoids having the germacrane skeleton, with a structure characterized by a cyclodecane ring substituted with an isopropyl and two methyl groups. Germacrene a can be found in sweet basil, which makes germacrene a a potential biomarker for the consumption of this food product.

   

1-methyl-5-methylene-8-(1-methylethyl)-1,6-cyclodecadiene

(1Z,6Z)-1-methyl-5-methylidene-8-(propan-2-yl)cyclodeca-1,6-diene

C15H24 (204.1878)


Flavouring compound [Flavornet]