PCIDB

KNApSAcK Metabolite C00000823

Metabolite

KNApSAcK Entry

id C00000823
Name Limonene
CAS RN 138-86-3
Standard InChI InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3
Standard InChI (Main Layer) InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3

Cluster

Phytochemical cluster No. 35
KCF-S cluster No. 848

Link

ChEMBL

By standard InChI CHEMBL15799
By standard InChI Main Layer CHEMBL15799 CHEMBL449062

KEGG

By LinkDB C06078

CTD

By CAS RN C008281

Species

Summary

Plant class

class name count
asterids 20
rosids 17
Spermatophyta 8
Embryophyta 3
Liliopsida 2
Magnoliophyta 2
eudicotyledons 1

Family (Top 10)

family name count
Rutaceae 12
Pinaceae 8
Asteraceae 7
Lamiaceae 6
Verbenaceae 4
Apiaceae 3
Plagiochilaceae 2
Piperaceae 2
Cistaceae 2
Acoraceae 1

List (54)

* NCBI
KNApSAcK organism *ID *family *plant class *kingdom
Abies alba Mill. 45372 Pinaceae Spermatophyta Viridiplantae
Abies balsamea (L.) Mill. 90345 Pinaceae Spermatophyta Viridiplantae
Abies grandis 46611 Pinaceae Spermatophyta Viridiplantae
Acorus calanus L. 4464 Acoraceae Liliopsida Viridiplantae
Amomum medium 188482 Zingiberaceae Liliopsida Viridiplantae
Calamintha nepeta subsp.glandulosa. 260592 Lamiaceae asterids Viridiplantae
Cedrus libani 93692 Pinaceae Spermatophyta Viridiplantae
Centaurea sessilis 41503 Asteraceae asterids Viridiplantae
Cistus clusii 335182 Cistaceae rosids Viridiplantae
Cistus creticus 191224 Cistaceae rosids Viridiplantae
Citrus aurantifolia 159033 Rutaceae rosids Viridiplantae
Citrus aurantium 43166 Rutaceae rosids Viridiplantae
Citrus grandis 37334 Rutaceae rosids Viridiplantae
Citrus hystrix 170989 Rutaceae rosids Viridiplantae
Citrus junos 135197 Rutaceae rosids Viridiplantae
Citrus laurifolius 2706 Rutaceae rosids Viridiplantae
Citrus limon 2708 Rutaceae rosids Viridiplantae
Citrus paradisi 37656 Rutaceae rosids Viridiplantae
Citrus reticulata 85571 Rutaceae rosids Viridiplantae
Citrus sinensis 2711 Rutaceae rosids Viridiplantae
Citrus unshiu Marc. 2706 Rutaceae rosids Viridiplantae
Clausena anisata 159034 Rutaceae rosids Viridiplantae
Conyza newii 41552 Asteraceae asterids Viridiplantae
Cuminum cyminum L. 52462 Apiaceae asterids Viridiplantae
Eupatorium bupleurifolium 13516 Asteraceae asterids Viridiplantae
Falcaria vulgaris 52469 Apiaceae asterids Viridiplantae
Lippia chevalieri 320344 Verbenaceae asterids Viridiplantae
Lippia javanica 925357 Verbenaceae asterids Viridiplantae
Lippia multiflora 320344 Verbenaceae asterids Viridiplantae
Lippia ukambensis 320344 Verbenaceae asterids Viridiplantae
Marrubium vulgare L. 41229 Lamiaceae asterids Viridiplantae
Marsupella emarginata 253513 Gymnomitriaceae Embryophyta Viridiplantae
Melia azadirach 155640 Meliaceae rosids Viridiplantae
Myrmicaria melanogaster 369177 Formicidae Metazoa
Peucedanum paniculatum L. 49562 Apiaceae asterids Viridiplantae
Picea ajanensis 3328 Pinaceae Spermatophyta Viridiplantae
Picea glehnii L. 3328 Pinaceae Spermatophyta Viridiplantae
Picea koraiensis 308680 Pinaceae Spermatophyta Viridiplantae
Pinus cembra 58041 Pinaceae Spermatophyta Viridiplantae
Piper arboreum 130381 Piperaceae Magnoliophyta Viridiplantae
Piper fimbriulatum 425151 Piperaceae Magnoliophyta Viridiplantae
Plagiochila rutilans 173485 Plagiochilaceae Embryophyta Viridiplantae
Plagiochila standleyi 53018 Plagiochilaceae Embryophyta Viridiplantae
Plectranthus marrubioides 41227 Lamiaceae asterids Viridiplantae
Porophyllum ruderale 169599 Asteraceae asterids Viridiplantae
Rhaponticum carthamoides 362630 Asteraceae asterids Viridiplantae
Rhodiola rosea L. 203015 Crassulaceae eudicotyledons Viridiplantae
Salvia officinalis 38868 Lamiaceae asterids Viridiplantae
Schinus terebinthus 43850 Anacardiaceae rosids Viridiplantae
Solidago canadensis 59297 Asteraceae asterids Viridiplantae
Tarchonanthus camphoratus 41650 Asteraceae asterids Viridiplantae
Tetradenia riparia 992795 Lamiaceae asterids Viridiplantae
Thymus piperella 49990 Lamiaceae asterids Viridiplantae
Trifolium repens L. 3899 Fabaceae rosids Viridiplantae

Human Protein / Gene in interaction

7 ChEMBL Protein in interactions

accession description class description compound assay ID (# of activities) # of diseases
(OMIM / KEGG)
P04637 Cellular tumor antigen p53 Transcription Factor CHEMBL15799 CHEMBL2114895 (1)
7 / 44
P35354 Prostaglandin G/H synthase 2 Oxidoreductase CHEMBL449062 CHEMBL1014033 (1)
0 / 3
Q03181 Peroxisome proliferator-activated receptor delta NR1C2 CHEMBL15799 CHEMBL1794524 (1)
0 / 0
P02545 Prelamin-A/C Unclassified protein CHEMBL15799 CHEMBL1614544 (1)
11 / 10
P10828 Thyroid hormone receptor beta NR1A2 CHEMBL15799 CHEMBL1794399 (1)
3 / 1
P19793 Retinoic acid receptor RXR-alpha NR2B1 CHEMBL15799 CHEMBL1794371 (1)
0 / 0
Q16236 Nuclear factor erythroid 2-related factor 2 Unclassified protein CHEMBL15799 CHEMBL2114890 (1)
0 / 0

CTD interaction (6)

compound gene gene name gene description interaction interaction type form reference
pmid
C008281 596 BCL2
Bcl-2
PPP1R50
B-cell CLL/lymphoma 2 limonene results in decreased expression of BCL2 protein decreases expression
protein 12921557
C008281 1543 CYP1A1
AHH
AHRR
CP11
CYP1
P1-450
P450-C
P450DX
cytochrome P450, family 1, subfamily A, polypeptide 1 (EC:1.14.14.1) limonene results in increased expression of CYP1A1 mRNA increases expression
mRNA 20491607
C008281 3162 HMOX1
HMOX1D
HO-1
HSP32
bK286B10
heme oxygenase (decycling) 1 (EC:1.14.99.3) limonene results in increased expression of HMOX1 mRNA increases expression
mRNA 20491607
C008281 3265 HRAS
C-BAS/HAS
C-H-RAS
C-HA-RAS1
CTLO
H-RASIDX
HAMSV
HRAS1
K-RAS
N-RAS
RASH1
Harvey rat sarcoma viral oncogene homolog limonene inhibits the reaction [HRAS protein results in increased susceptibility to Methylnitrosourea] decreases reaction
/ increases response to substance
protein 11802805
C008281 4852 NPY
PYY4
neuropeptide Y limonene results in decreased expression of NPY protein decreases expression
protein 22757684
C008281 7157 TP53
BCC7
LFS1
P53
TRP53
tumor protein p53 limonene results in increased expression of TP53 protein increases expression
protein 12921557

Related Disease

Diseases related to proteins in ChEMBL interactions

OMIM (21)

OMIM preferred title UniProt
#202300 Adrenocortical carcinoma, hereditary; adcc P04637
#614740 Basal cell carcinoma, susceptibility to, 7; bcc7 P04637
#115200 Cardiomyopathy, dilated, 1a; cmd1a P02545
#212112 Cardiomyopathy, dilated, with hypergonadotropic hypogonadism P02545
#605588 Charcot-marie-tooth disease, axonal, type 2b1; cmt2b1 P02545
#181350 Emery-dreifuss muscular dystrophy 2, autosomal dominant; edmd2 P02545
#133239 Esophageal cancer P04637
#610140 Heart-hand syndrome, slovenian type P02545
#176670 Hutchinson-gilford progeria syndrome; hgps P02545
#151623 Li-fraumeni syndrome 1; lfs1 P04637
#151660 Lipodystrophy, familial partial, type 2; fpld2 P02545
#211980 Lung cancer P04637
#248370 Mandibuloacral dysplasia with type a lipodystrophy; mada P02545
#613205 Muscular dystrophy, congenital, lmna-related P02545
#159001 Muscular dystrophy, limb-girdle, type 1b; lgmd1b P02545
#260500 Papilloma of choroid plexus; cpp P04637
#275210 Restrictive dermopathy, lethal P02545
#275355 Squamous cell carcinoma, head and neck; hnscc P04637
#188570 Thyroid hormone resistance, generalized, autosomal dominant; grth P10828
#274300 Thyroid hormone resistance, generalized, autosomal recessive; grth P10828
#145650 Thyroid hormone resistance, selective pituitary; prth P10828

KEGG DISEASE (48)

KEGG disease name UniProt
H00264 Charcot-Marie-Tooth disease (CMT) P02545 (related)
H00294 Dilated cardiomyopathy (DCM) P02545 (related)
H00420 Familial partial lipodystrophy (FPL) P02545 (related)
H00563 Emery-Dreifuss muscular dystrophy P02545 (related)
H00590 Congenital muscular dystrophies (CMD/MDC) P02545 (related)
H00593 Limb-girdle muscular dystrophy (LGMD) P02545 (related)
H00601 Hutchinson-Gilford progeria syndrome P02545 (related)
H00663 Restrictive dermopathy P02545 (related)
H00665 Mandibuloacral dysplasia P02545 (related)
H01216 Left ventricular noncompaction (LVNC) P02545 (related)
H00004 Chronic myeloid leukemia (CML) P04637 (related)
H00005 Chronic lymphocytic leukemia (CLL) P04637 (related)
H00006 Hairy-cell leukemia P04637 (related)
H00008 Burkitt lymphoma P04637 (related)
H00009 Adult T-cell leukemia P04637 (related)
H00010 Multiple myeloma P04637 (related)
H00013 Small cell lung cancer P04637 (related)
H00014 Non-small cell lung cancer P04637 (related)
H00015 Malignant pleural mesothelioma P04637 (related)
H00016 Oral cancer P04637 (related)
P04637 (marker)
H00017 Esophageal cancer P04637 (related)
P04637 (marker)
P35354 (related)
H00018 Gastric cancer P04637 (related)
H00019 Pancreatic cancer P04637 (related)
P04637 (marker)
H00020 Colorectal cancer P04637 (related)
P04637 (marker)
H00022 Bladder cancer P04637 (related)
H00025 Penile cancer P04637 (related)
P04637 (marker)
P35354 (related)
H00026 Endometrial Cancer P04637 (related)
H00027 Ovarian cancer P04637 (related)
H00028 Choriocarcinoma P04637 (related)
H00029 Vulvar cancer P04637 (related)
H00031 Breast cancer P04637 (related)
H00032 Thyroid cancer P04637 (related)
H00033 Adrenal carcinoma P04637 (related)
H00036 Osteosarcoma P04637 (related)
H00038 Malignant melanoma P04637 (related)
H00039 Basal cell carcinoma P04637 (related)
H00040 Squamous cell carcinoma P04637 (related)
H00041 Kaposi's sarcoma P04637 (related)
H00042 Glioma P04637 (related)
P04637 (marker)
H00044 Cancer of the anal canal P04637 (related)
H00046 Cholangiocarcinoma P04637 (related)
P35354 (related)
H00047 Gallbladder cancer P04637 (related)
H00048 Hepatocellular carcinoma P04637 (related)
H00055 Laryngeal cancer P04637 (related)
P04637 (marker)
H00881 Li-Fraumeni syndrome P04637 (related)
H01007 Choroid plexus papilloma P04637 (related)
H00021 Renal cell carcinoma P04637 (marker)
H00249 Thyroid hormone resistance syndrome P10828 (related)

Diseases related to CTD interactions

6 disease from interactions of metabolites

MeSH disease OMIM compound disease name evidence type reference
pmid
D003877 C008281 Dermatitis, Contact marker/mechanism
1032123
D007674 C008281 Kidney Diseases marker/mechanism
1722357
7482582
23159986
D008107 C008281 Liver Diseases marker/mechanism
1715830
D008114 C008281 Liver Neoplasms, Experimental therapeutic
10425313
D008569 C008281 Memory Disorders therapeutic
19356307
D013276 C008281 Stomach Ulcer therapeutic
19410566
20934418