NCBI Taxonomy: 199663

Siphonochilus aethiopicus (ncbi_taxid: 199663)

found 30 associated metabolites at species taxonomy rank level.

Ancestor: Siphonochilus

Child Taxonomies: none taxonomy data.

2-(Methylamino)benzoic acid

N-Methylanthranilic acid, 8ci

C8H9NO2 (151.0633254)


2-(Methylamino)benzoic acid is found in citrus. 2-(Methylamino)benzoic acid is isolated from grapefruit peel oi KEIO_ID M127 2-(Methylamino)benzoic acid is the main metabolite of methyl-N-methylanthranilates (MMA) (HY-76705) and is the compound in which the ester group is converted. MMA can be isolated from citrus fruits and has potential analgesic activity. 2-(Methylamino)benzoic acid was used to detect the metabolic levels of MMA in rat liver[1].

   

(+)-Limonene

(4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene

C10H16 (136.1251936)


(+)-Limonene, also known as d-limonene, is a naturally occurring monoterpene which is the major component in orange oil. Currently, (+)-limonene is widely used as a flavour and fragrance and is listed to be generally recognized as safe in food by the Food and Drug Administration (21 CFR 182.60 in the Code of Federal Regulations, U.S.A.). Recently, however, (+)-limonene has been shown to cause a male rat-specific kidney toxicity referred to as hyaline droplet nephropathy. Furthermore, chronic exposure to (+)-limonene causes a significant incidence of renal tubular tumours exclusively in male rats. Although (+)-limonene is not carcinogenic in female rats or male and female mice given much higher dosages, the male rat-specific nephrocarcinogenicity of (+)-limonene may raise some concern regarding the safety of (+)-limonene for human consumption. A considerable body of scientific data has indicated that the renal toxicity of (+)-limonene results from the accumulation of a protein, alpha 2u-globulin, in male rat kidney proximal tubule lysosomes. This protein is synthesized exclusively by adult male rats. Other species, including humans, synthesize proteins that share significant homology with alpha 2u-globulin. However, none of these proteins, including the mouse equivalent of alpha 2u-globulin, can produce this toxicity, indicating a unique specificity for alpha 2u-globulin. With chronic exposure to (+)-limonene, the hyaline droplet nephropathy progresses and the kidney shows tubular cell necrosis, granular cast formation at the corticomedullary junction, and compensatory cell proliferation. Both (+)-limonene and cis-d-limonene-1,2-oxide (the major metabolite involved in this toxicity) are negative in vitro mutagenicity screens. Therefore, the toxicity-related renal cell proliferation is believed to be integrally involved in the carcinogenicity of (+)-limonene as persistent elevations in renal cell proliferation may increase fixation of spontaneously altered DNA or serve to promote spontaneously initiated cells. The scientific data demonstrates that the tumorigenic activity of (+)-limonene in male rats is not relevant to humans. The three major lines of evidence supporting the human safety of (+)-limonene are (1) the male rat specificity of the nephrotoxicity and carcinogenicity; (2) the pivotal role that alpha 2u-globulin plays in the toxicity, as evidenced by the complete lack of toxicity in other species despite the presence of structurally similar proteins; and (3) the lack of genotoxicity of both (+)-limonene and d-limonene-1,2-oxide, supporting the concept of a nongenotoxic mechanism, namely, sustained renal cell proliferation (PMID:2024047). (4r)-limonene, also known as (+)-4-isopropenyl-1-methylcyclohexene or (R)-1-methyl-4-(1-methylethenyl)cyclohexene, is a member of the class of compounds known as menthane monoterpenoids. Menthane monoterpenoids are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Thus, (4r)-limonene is considered to be an isoprenoid lipid molecule (4r)-limonene can be found in sweet marjoram, which makes (4r)-limonene a potential biomarker for the consumption of this food product (4r)-limonene can be found primarily in saliva.

   

(3R)-Linalool

(R)-(-)-3,7-Dimethyl-1,6-octadien-3-ol

C10H18O (154.1357578)


   

N-Methylanthranilic acid

N-Methylanthranilic acid

C8H9NO2 (151.0633254)


An aromatic amino acid that is anthranilic acid in which one of the hydrogens attached to the nitrogen is substituted by a methyl group. 2-(Methylamino)benzoic acid is the main metabolite of methyl-N-methylanthranilates (MMA) (HY-76705) and is the compound in which the ester group is converted. MMA can be isolated from citrus fruits and has potential analgesic activity. 2-(Methylamino)benzoic acid was used to detect the metabolic levels of MMA in rat liver[1].

   

AI3-05924

4-14-00-01015 (Beilstein Handbook Reference)

C8H9NO2 (151.0633254)


2-(Methylamino)benzoic acid is the main metabolite of methyl-N-methylanthranilates (MMA) (HY-76705) and is the compound in which the ester group is converted. MMA can be isolated from citrus fruits and has potential analgesic activity. 2-(Methylamino)benzoic acid was used to detect the metabolic levels of MMA in rat liver[1].

   

ORANGE TERPENES

ORANGE TERPENES

C10H16 (136.1251936)


   

(4as,5r,8ar)-2-hydroxy-3,5,8a-trimethyl-4h,4ah,5h,9h-naphtho[2,3-b]furan-8-one

(4as,5r,8ar)-2-hydroxy-3,5,8a-trimethyl-4h,4ah,5h,9h-naphtho[2,3-b]furan-8-one

C15H18O3 (246.1255878)


   

(4as,5r,8ar)-3,5,8a-trimethyl-4h,4ah,5h,9h-naphtho[2,3-b]furan-8-one

(4as,5r,8ar)-3,5,8a-trimethyl-4h,4ah,5h,9h-naphtho[2,3-b]furan-8-one

C15H18O2 (230.1306728)


   

(4ar,8ar,9as)-9a-hydroxy-3,8a-dimethyl-4h,4ah,5h,9h-naphtho[2,3-b]furan-2,8-dione

(4ar,8ar,9as)-9a-hydroxy-3,8a-dimethyl-4h,4ah,5h,9h-naphtho[2,3-b]furan-2,8-dione

C14H16O4 (248.10485359999998)


   

(4ar,8ar,9as)-3,8a-dimethyl-4h,4ah,5h,9h,9ah-naphtho[2,3-b]furan-2,8-dione

(4ar,8ar,9as)-3,8a-dimethyl-4h,4ah,5h,9h,9ah-naphtho[2,3-b]furan-2,8-dione

C14H16O3 (232.1099386)


   
   

2-hydroxy-3,5,8a-trimethyl-4h,4ah,5h,9h-naphtho[2,3-b]furan-8-one

2-hydroxy-3,5,8a-trimethyl-4h,4ah,5h,9h-naphtho[2,3-b]furan-8-one

C15H18O3 (246.1255878)


   

3,5,8a-trimethyl-4h,4ah,5h,9h-naphtho[2,3-b]furan-8-one

3,5,8a-trimethyl-4h,4ah,5h,9h-naphtho[2,3-b]furan-8-one

C15H18O2 (230.1306728)