Classification Term: 1607

Guaianes (ontology term: CHEMONTID:0002874)

Sesquiterpenoids with a structure based on the guaiane skeleton. Guaiane is a bicyclic compound consisting of a decahydroazulene moiety, substituted with two methyl groups and a 1-methylethyl group at the 1-, 4-, and 7-position, respectively." [ISBN:9780412466205]

found 22 associated metabolites at category metabolite taxonomy ontology rank level.

Ancestor: Sesquiterpenoids

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

Curcumenol

(3S,3aS,6R,8aS)-3,8-Dimethyl-5-(propan-2-ylidene)-2,3,4,5,6,8a-hexahydro-1H-3a,6-epoxyazulen-6-ol

C15H22O2 (234.162)


Curcumenol is a sesquiterpenoid. (3S,3aS,6R,8aS)-3,8-Dimethyl-5-(propan-2-ylidene)-2,3,4,5,6,8a-hexahydro-1H-3a,6-epoxyazulen-6-ol is a natural product found in Curcuma longa and Curcuma phaeocaulis with data available. D004791 - Enzyme Inhibitors > D065607 - Cytochrome P-450 Enzyme Inhibitors > D065692 - Cytochrome P-450 CYP3A Inhibitors 4-Epicurcumenol is a constituent of rhizomes of Curcuma zedoaria (zedoary). Curcumenol ((+)-Curcumenol) is a potent CYP3A4 inhibitor with an IC50 of 12.6 μM, which is one of constituents in the plants of medicinally important genus of Curcuma zedoaria, with neuroprotection, anti-inflammatory, anti-tumor and hepatoprotective activities. Curcumenol ((+)-Curcumenol) suppresses Akt-mediated NF-κB activation and p38 MAPK signaling pathway in LPS-stimulated BV-2 microglial cells[1][2]. Curcumenol ((+)-Curcumenol) is a potent CYP3A4 inhibitor with an IC50 of 12.6 μM, which is one of constituents in the plants of medicinally important genus of Curcuma zedoaria, with neuroprotection, anti-inflammatory, anti-tumor and hepatoprotective activities. Curcumenol ((+)-Curcumenol) suppresses Akt-mediated NF-κB activation and p38 MAPK signaling pathway in LPS-stimulated BV-2 microglial cells[1][2].

   

Guaiazulene

1,4-dimethyl-7-propan-2-ylazulene

C15H18 (198.1408)


Guaiazulene is a sesquiterpene. It derives from a hydride of a guaiane. Guaiazulene is a natural product found in Mikania cordifolia, Santolina corsica, and other organisms with data available. obtained from essential oils, e.g. chamomile oil. 7-Isopropyl-1,4-dimethylazulene is found in many foods, some of which are fats and oils, fig, german camomile, and tea. 7-Isopropyl-1,4-dimethylazulene is found in fats and oils. 7-Isopropyl-1,4-dimethylazulene is obtained from essential oils, e.g. chamomile oil. S - Sensory organs > S01 - Ophthalmologicals Guaiazulene is present in several essential oils of medicinal and aromatic plants, with antioxidant activity. Guaiazulene has in vitro cytotoxic activity against neuron and N2a neuroblastom (N2a-NB) cells[1][2]. Guaiazulene. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=489-84-9 (retrieved 2024-11-06) (CAS RN: 489-84-9). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

   

Chamazulene

InChI=1/C14H16/c1-4-12-7-5-10(2)13-8-6-11(3)14(13)9-12/h5-9H,4H2,1-3H3

C14H16 (184.1252)


Chamazulene is a sesquiterpenoid. Chamazulene is a natural product found in Artemisia macrocephala, Otanthus maritimus, and other organisms with data available. See also: Chamomile (part of); Chamaemelum nobile flower (part of). Isol. as artifact from various sesquiterpene oils, e.g. from Achillea and Artemisia subspecies 1,4-Dimethyl-7-ethylazulene is found in roman camomile, german camomile, and anise. 1,4-Dimethyl-7-ethylazulene is found in anise. 1,4-Dimethyl-7-ethylazulene is isolated as artifact from various sesquiterpene oils, e.g. from Achillea and Artemisia species.

   

Lactaroviolin

1-Azulenecarboxaldehyde, 7-isopropenyl-4-methyl- (8ci)

C15H14O (210.1045)


Lactaroviolin is found in mushrooms. Lactaroviolin is a constituent of mushroom Lactarius deliciosus Constituent of mushroom Lactarius deliciosus. Lactaroviolin is found in mushrooms.

   

Zedoarol

4a-hydroxy-3,5-dimethyl-8-methylidene-4H,4aH,5H,6H,7H,7aH,8H,9H-azuleno[6,5-b]furan-4-one

C15H18O3 (246.1256)


Zedoarol is a constituent of Curcuma zedoaria (zedoary). Constituent of Curcuma zedoaria (zedoary)

   

(1alpha,4beta,5beta)-4-Hydroxy-7(11),10(14)-guaiadien-8-one

(1S)-7-Isopropylidene-1,2,3,3aalpha,4,5,6,7,8,8abeta-decahydro-1beta-hydroxy-1-methyl-4-methyleneazulen-6-one

C15H22O2 (234.162)


(1alpha,4beta,5beta)-4-Hydroxy-7(11),10(14)-guaiadien-8-one is found in beverages. (1alpha,4beta,5beta)-4-Hydroxy-7(11),10(14)-guaiadien-8-one is a minor constituent of oil of Curcuma zedoaria (zedoary). Minor constituent of oil of Curcuma zedoaria (zedoary). (1alpha,4beta,5beta)-4-Hydroxy-7(11),10(14)-guaiadien-8-one is found in herbs and spices, beverages, and root vegetables. (1alpha,4beta,5beta)-4-Hydroxy-7(11),10(14)-guaiadien-8-one is a sesquiterpenoid.

   

Zedoarondiol

3,8-dihydroxy-3,8-dimethyl-5-propan-2-ylidene-1,2,3a,4,7,8a-hexahydroazulen-6-one

C15H24O3 (252.1725)


1,4-dihydroxy-1,4-dimethyl-7-(propan-2-ylidene)-decahydroazulen-6-one is a sesquiterpenoid. Zedoarondiol is a natural product found in Curcuma aeruginosa, Curcuma aromatica, and other organisms with data available. Zedoarondiol is found in turmeric. Zedoarondiol is a constituent of Curcuma zedoaria (zedoary) Constituent of Curcuma zedoaria (zedoary). Zedoarondiol is found in turmeric.

   

Deterrol

4-Methyl-7-(1-methylethenyl)-1-azulenemethanol, 9ci

C15H16O (212.1201)


Deterrol is found in mushrooms. Deterrol is isolated from the mushroom Lactarius deterrimus. Isolated from the mushroom Lactarius deterrimus. Deterrol is found in mushrooms.

   

Isocurcumenol

2-methyl-6-methylidene-9-(propan-2-ylidene)-11-oxatricyclo[6.2.1.0¹,⁵]undecan-8-ol

C15H22O2 (234.162)


Isocurcumenol is a constituent of Curcuma zedoaria (zedoary). Constituent of Curcuma zedoaria (zedoary) Isocurcumenol, an estrogen receptor alpha (ERα) inhibitor isolated from Curcuma zedoaria Rhizomes, possesses anti-tumor acticity, with IC50 values of 99.1μg/mL and 178.2 μg/mL in DLA and KB cells, respectively[1][2]. Isocurcumenol, an estrogen receptor alpha (ERα) inhibitor isolated from Curcuma zedoaria Rhizomes, possesses anti-tumor acticity, with IC50 values of 99.1μg/mL and 178.2 μg/mL in DLA and KB cells, respectively[1][2].

   

Procurcumenol

3-hydroxy-3,8-dimethyl-5-(propan-2-ylidene)-1,2,3,3a,4,5,6,8a-octahydroazulen-6-one

C15H22O2 (234.162)


Procurcumenol is found in herbs and spices. Procurcumenol is a constituent of the dried rhizomes of Curcuma zedoaria (zedoary) and Curcuma longa (turmeric). Constituent of the dried rhizomes of Curcuma zedoaria (zedoary) and Curcuma longa (turmeric). Procurcumenol is found in turmeric and herbs and spices.

   

Procurcumadiol

3,3a-dihydroxy-3,8-dimethyl-5-(propan-2-ylidene)-1,2,3,3a,4,5,6,8a-octahydroazulen-6-one

C15H22O3 (250.1569)


Procurcumadiol is found in herbs and spices. Procurcumadiol is a constituent of Curcuma longa (turmeric) Constituent of Curcuma longa (turmeric). Procurcumadiol is found in turmeric and herbs and spices.

   

Lactarazulene

1,4-Dimethyl-7-(1-methylethenyl)-azulene

C15H16 (196.1252)


Lactarazulene is found in mushrooms. Lactarazulene is a constituent of Lactarius deliciosus. Constituent of Lactarius deliciosus. Lactarazulene is found in mushrooms.

   

Pogostol

1,4-dimethyl-7-(prop-1-en-2-yl)-octahydro-1H-azulen-4-ol

C15H26O (222.1984)


Pogostol is found in herbs and spices. Pogostol is a constituent of patchouli oil from Pogostemon cablin. Constituent of patchouli oil from Pogostemon cablin. Pogostol is found in herbs and spices.

   

(1beta,4alpha,5beta,6alpha,7alpha)-9-Aromadendrene

1,1,2,5-tetramethyl-1H,1aH,1bH,2H,3H,4H,4aH,7H,7aH-cyclopropa[e]azulene

C15H24 (204.1878)


(1beta,4alpha,5beta,6alpha,7alpha)-9-Aromadendrene is a constituent of Tolu balsam (Myroxylon balsamum var. balsamum). (1beta,4alpha,5beta,6alpha,7alpha)-9-Aromadendrene is a food flavouring. Constituent of Tolu balsam (Myroxylon balsamum variety balsamum). Food flavouring

   

Guaidiol

1,4-dimethyl-7-(prop-1-en-2-yl)-octahydroazulene-1,4-diol

C15H26O2 (238.1933)


Guaidiol is a constituent of Curcuma zedoaria (zedoary). Constituent of Curcuma zedoaria (zedoary).

   

11,12-Dihydrolactaroviolin

4-methyl-7-(propan-2-yl)azulene-1-carbaldehyde

C15H16O (212.1201)


11,12-Dihydrolactaroviolin is found in mushrooms. 11,12-Dihydrolactaroviolin is isolated from the mushroom Lactarius deterrimu Isolated from the mushroom Lactarius deterrimus. 11,12-Dihydrolactaroviolin is found in mushrooms.

   

Curcumadiol

1,4-dimethyl-7-(propan-2-yl)-1,2,3,3a,4,5,8,8a-octahydroazulene-1,4-diol

C15H26O2 (238.1933)


Curcumadiol is a constituent of Curcuma zedoaria (zedoary). Constituent of Curcuma zedoaria (zedoary)

   

Deterrol stearate

[4-Methyl-7-(prop-1-en-2-yl)azulen-1-yl]methyl octadecanoic acid

C33H50O2 (478.3811)


Deterrol stearate is found in mushrooms. Deterrol stearate is isolated from the mushrooms Lactarius specie Isolated from the mushrooms Lactarius subspecies Deterrol stearate is found in mushrooms.

   

(2S)-2-(3,8-Dimethylazulen-5-yl)propanoic acid

2-(3,8-dimethylazulen-5-yl)propanoic acid

C15H16O2 (228.115)


   

Guaiane

1,4-Dimethyl-7-propan-2-yl-1,2,3,3a,4,5,6,7,8,8a-decahydroazulene

C15H28 (208.2191)


   

5-Hydroxyprocurcumenol

(3S,3aR,8aS)-3,3a-dihydroxy-3,8-dimethyl-5-(propan-2-ylidene)-1,2,3,3a,4,5,6,8a-octahydroazulen-6-one

C15H22O3 (250.1569)


5-hydroxyprocurcumenol is a member of the class of compounds known as guaianes. Guaianes are sesquiterpenoids with a structure based on the guaiane skeleton. Guaiane is a bicyclic compound consisting of a decahydroazulene moiety, substituted with two methyl groups and a 1-methylethyl group at the 1-, 4-, and 7-position, respectively. 5-hydroxyprocurcumenol is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 5-hydroxyprocurcumenol can be found in turmeric, which makes 5-hydroxyprocurcumenol a potential biomarker for the consumption of this food product.

   

Chamaviolin

7-ethyl-4-methylazulene-1-carbaldehyde

C14H14O (198.1045)


Chamaviolin is a member of the class of compounds known as guaianes. Guaianes are sesquiterpenoids with a structure based on the guaiane skeleton. Guaiane is a bicyclic compound consisting of a decahydroazulene moiety, substituted with two methyl groups and a 1-methylethyl group at the 1-, 4-, and 7-position, respectively. Chamaviolin is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Chamaviolin can be found in german camomile, which makes chamaviolin a potential biomarker for the consumption of this food product.