PCIDB

KNApSAcK Metabolite C00002724

Metabolite

KNApSAcK Entry

id C00002724
Name Heriguard / Chlorogenic acid / 3-O-Caffeoylquinic acid
CAS RN 327-97-9
Standard InChI InChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(20)25-12-7-16(24,15(22)23)6-11(19)14(12)21/h1-5,11-12,14,17-19,21,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14-,16+/m1/s1
Standard InChI (Main Layer) InChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(20)25-12-7-16(24,15(22)23)6-11(19)14(12)21/h1-5,11-12,14,17-19,21,24H,6-7H2,(H,22,23)

Cluster

Phytochemical cluster No. 6
KCF-S cluster No. 314

Link

ChEMBL

By standard InChI CHEMBL284616
By standard InChI Main Layer CHEMBL284616 CHEMBL230481 CHEMBL249450 CHEMBL1332980 CHEMBL1394423 CHEMBL1419611 CHEMBL1473644 CHEMBL1552319

KEGG

By LinkDB C00852

CTD

By CAS RN D002726

Species

Summary

Plant class

class name count
asterids 47
rosids 14
eudicotyledons 7

Family (Top 10)

family name count
Asteraceae 18
Lamiaceae 5
Fabaceae 4
Solanaceae 4
Rosaceae 4
Polygonaceae 3
Apiaceae 3
Rubiaceae 3
Malvaceae 2
Plantaginaceae 2

List (69)

* NCBI
KNApSAcK organism *ID *family *plant class *kingdom
Achillea millefolium 13329 Asteraceae asterids Viridiplantae
Adina racemosa 170034 Rubiaceae asterids Viridiplantae
Andrographis paniculata 175694 Acanthaceae asterids Viridiplantae
Angelica furcijuga KITAGAWA 40948 Apiaceae asterids Viridiplantae
Anthemis altissima 99027 Asteraceae asterids Viridiplantae
Arctium lappa 4217 Asteraceae asterids Viridiplantae
Arnica montana cv.ARBO 4246 Asteraceae asterids Viridiplantae
Aster salignus 41479 Asteraceae asterids Viridiplantae
Brunfelsia grandiflora D.DON 1035550 Solanaceae asterids Viridiplantae
Calligonum leucocladum 1202986 Polygonaceae eudicotyledons Viridiplantae
Centaurea gigantea 41503 Asteraceae asterids Viridiplantae
Chaerophyllum hirsutum 109101 Apiaceae asterids Viridiplantae
Chrysanthemum indicum 146995 Asteraceae asterids Viridiplantae
Chrysanthemum indicum L. 146995 Asteraceae asterids Viridiplantae
Citrullus colocynthis 252529 Cucurbitaceae rosids Viridiplantae
Coffea arabica 13443 Rubiaceae asterids Viridiplantae
Cotoneaster simonsii 36607 Rosaceae rosids Viridiplantae
Epimedium sagittatum 253616 Berberidaceae eudicotyledons Viridiplantae
Eriobotrya japonica 32224 Rosaceae rosids Viridiplantae
Eucommia ulmoides Oliver 4391 Eucommiaceae asterids Viridiplantae
Eugenia jambolana 260142 Myrtaceae rosids Viridiplantae
Fagopyrum cymosum 62329 Polygonaceae eudicotyledons Viridiplantae
Falcaria vulgaris 52469 Apiaceae asterids Viridiplantae
Gossypium barbadense 3634 Malvaceae rosids Viridiplantae
Helianthus annuus L.cv.Peredovick 4231 Asteraceae asterids Viridiplantae
Hydrastis canadensis 13569 Ranunculaceae eudicotyledons Viridiplantae
Hypericum perforatum 65561 Hypericaceae rosids Viridiplantae
Ipomoea nil 35883 Convolvulaceae asterids Viridiplantae
Ipomoea njil cv. Danjuro 4119 Convolvulaceae asterids Viridiplantae
Lactuca indica 75953 Asteraceae asterids Viridiplantae
Leontodon autumnalis 212686 Asteraceae asterids Viridiplantae
Lonicera implexa 566143 Caprifoliaceae asterids Viridiplantae
Mandragora autumnalis 389206 Solanaceae asterids Viridiplantae
Marsdenia cundurango 141490 Apocynaceae asterids Viridiplantae
Nicotiana tabacum 4097 Solanaceae asterids Viridiplantae
Onopordum acanthium 92915 Asteraceae asterids Viridiplantae
Ophiorrhiza liukiuensis 489897 Rubiaceae asterids Viridiplantae
Peltophorum africanum 321567 Fabaceae rosids Viridiplantae
Plantago bellardi 26867 Plantaginaceae asterids Viridiplantae
Plantago cretica 197801 Plantaginaceae asterids Viridiplantae
Platyphora ligata 172886 Chrysomelidae Metazoa
Polygonum bistorta 125587 Polygonaceae eudicotyledons Viridiplantae
Prunus avium 42229 Rosaceae rosids Viridiplantae
Prunus mume 102107 Rosaceae rosids Viridiplantae
Pterocaulon virgatum 81513 Asteraceae asterids Viridiplantae
Reseda muricata C.Presl. 26963 Resedaceae rosids Viridiplantae
Rhaponticum carthamoides 362630 Asteraceae asterids Viridiplantae
Salvia albimaculata 21880 Lamiaceae asterids Viridiplantae
Salvia horminum 21880 Lamiaceae asterids Viridiplantae
Salvia officinalis L. 38868 Lamiaceae asterids Viridiplantae
Salvia triloba 21880 Lamiaceae asterids Viridiplantae
Sargentodoxa cuneata 50506 Lardizabalaceae eudicotyledons Viridiplantae
Saxifraga azizoon 3798 Saxifragaceae eudicotyledons Viridiplantae
Scorzonera divaricata 1205778 Asteraceae asterids Viridiplantae
Senecio nemorensis 189242 Asteraceae asterids Viridiplantae
Sideritis catillaris 155231 Lamiaceae asterids Viridiplantae
Solanum tuberosum L. 4113 Solanaceae asterids Viridiplantae
Solidago altissima L. 59293 Asteraceae asterids Viridiplantae
Solidago canadensis 59297 Asteraceae asterids Viridiplantae
Stachytarpheta jamaicensis 634377 Verbenaceae asterids Viridiplantae
Strychnos colubrina 26496 Loganiaceae asterids Viridiplantae
Strychnos lucida 403120 Loganiaceae asterids Viridiplantae
Thea sinensis 4442 Theaceae asterids Viridiplantae
Theobroma cacao 3641 Malvaceae rosids Viridiplantae
Trachelospermum asiaticum var.intermedium 69388 Apocynaceae asterids Viridiplantae
Trifolium alpestre 97007 Fabaceae rosids Viridiplantae
Trifolium medium 97028 Fabaceae rosids Viridiplantae
Trifolium pratense L. 57577 Fabaceae rosids Viridiplantae
Valeriana prionophylla 300918 Caprifoliaceae asterids Viridiplantae

Human Protein / Gene in interaction

30 ChEMBL Protein in interactions

accession description class description compound assay ID (# of activities) # of diseases
(OMIM / KEGG)
P10635 Cytochrome P450 2D6 Cytochrome P450 2D6 CHEMBL1332980 CHEMBL1741321 (1)
1 / 0
O60218 Aldo-keto reductase family 1 member B10 Enzyme CHEMBL284616 CHEMBL1942331 (1)
0 / 0
P35354 Prostaglandin G/H synthase 2 Oxidoreductase CHEMBL284616 CHEMBL1014033 (1)
0 / 3
Q12809 Potassium voltage-gated channel subfamily H member 2 KCNH, Kv10-12.x (Ether-a-go-go) CHEMBL1419611 CHEMBL1794573 (1)
2 / 2
Q13093 Platelet-activating factor acetylhydrolase Enzyme CHEMBL284616 CHEMBL1032505 (1)
3 / 0
P16473 Thyrotropin receptor Glycohormone receptor CHEMBL1419611 CHEMBL1614281 (1) CHEMBL1614361 (1)
3 / 2
P11712 Cytochrome P450 2C9 Cytochrome P450 2C9 CHEMBL1332980 CHEMBL1614027 (1) CHEMBL1741325 (1)
0 / 1
P00352 Retinal dehydrogenase 1 Enzyme CHEMBL1419611 CHEMBL1552319 CHEMBL1614458 (3)
0 / 0
O75496 Geminin Unclassified protein CHEMBL284616 CHEMBL2114780 (1)
0 / 0
O60656 UDP-glucuronosyltransferase 1-9 Enzyme CHEMBL284616 CHEMBL1908086 (1)
0 / 0
P15121 Aldose reductase Enzyme CHEMBL284616 CHEMBL1942674 (1) CHEMBL1942330 (1)
0 / 0
P10145 Interleukin-8 Secreted protein CHEMBL1419611 CHEMBL2114835 (2)
0 / 0
P40763 Signal transducer and activator of transcription 3 Transcription Factor CHEMBL284616 CHEMBL1029438 (1)
1 / 2
P04150 Glucocorticoid receptor NR3C1 CHEMBL1419611 CHEMBL1794382 (1)
0 / 1
P12931 Proto-oncogene tyrosine-protein kinase Src Src CHEMBL284616 CHEMBL1024397 (1)
0 / 0
P05177 Cytochrome P450 1A2 Cytochrome P450 1A2 CHEMBL1332980 CHEMBL1741322 (1)
0 / 0
Q99714 3-hydroxyacyl-CoA dehydrogenase type-2 Enzyme CHEMBL1332980 CHEMBL1394423 CHEMBL1419611 CHEMBL1552319 CHEMBL1613910 (2) CHEMBL1614227 (4)
3 / 3
P51692 Signal transducer and activator of transcription 5B Unclassified protein CHEMBL284616 CHEMBL1029439 (1)
1 / 1
P33261 Cytochrome P450 2C19 Cytochrome P450 2C19 CHEMBL1332980 CHEMBL1741323 (1)
1 / 1
P08684 Cytochrome P450 3A4 Cytochrome P450 3A4 CHEMBL1332980 CHEMBL1741324 (1)
0 / 1
O75164 Lysine-specific demethylase 4A Enzyme CHEMBL284616 CHEMBL1737991 (1)
0 / 0
P27695 DNA-(apurinic or apyrimidinic site) lyase Enzyme CHEMBL1552319 CHEMBL1614211 (1)
0 / 0
P19224 UDP-glucuronosyltransferase 1-6 Enzyme CHEMBL284616 CHEMBL1908083 (1)
0 / 0
Q16236 Nuclear factor erythroid 2-related factor 2 Unclassified protein CHEMBL1419611 CHEMBL2114890 (2)
0 / 0
P06239 Tyrosine-protein kinase Lck Src CHEMBL284616 CHEMBL1024396 (1)
0 / 1
B2RXH2 Lysine-specific demethylase 4E Enzyme CHEMBL1332980 CHEMBL1473644 CHEMBL1552319 CHEMBL1613914 (3)
0 / 0
P42224 Signal transducer and activator of transcription 1-alpha/beta Unclassified protein CHEMBL284616 CHEMBL1024398 (1)
3 / 3
Q96KQ7 Histone-lysine N-methyltransferase EHMT2 Enzyme CHEMBL284616 CHEMBL1332980 CHEMBL1738442 (2)
0 / 0
Q9NUW8 Tyrosyl-DNA phosphodiesterase 1 Enzyme CHEMBL1419611 CHEMBL1614364 (1)
1 / 1
O94925 Glutaminase kidney isoform, mitochondrial Enzyme CHEMBL284616 CHEMBL2114738 (1)
0 / 0

CTD interaction (39)

compound gene gene name gene description interaction interaction type form reference
pmid
D002726 47 ACLY
ACL
ATPCL
CLATP
ATP citrate lyase (EC:2.3.3.8) Chlorogenic Acid results in increased expression of ACLY mRNA increases expression
mRNA 20706672
D002726 358 AQP1
AQP-CHIP
CHIP28
CO
aquaporin 1 Chlorogenic Acid results in increased expression of AQP1 mRNA increases expression
mRNA 20706672
D002726 360 AQP3
AQP-3
GIL
aquaporin 3 (Gill blood group) Chlorogenic Acid results in increased expression of AQP3 mRNA increases expression
mRNA 20706672
D002726 367 AR
AIS
DHTR
HUMARA
HYSP1
KD
NR3C4
SBMA
SMAX1
TFM
androgen receptor Chlorogenic Acid results in decreased expression of AR mRNA decreases expression
mRNA 20706672
D002726 960 CD44
CDW44
CSPG8
ECMR-III
HCELL
HUTCH-I
IN
LHR
MC56
MDU2
MDU3
MIC4
Pgp1
CD44 molecule (Indian blood group) Chlorogenic Acid results in increased expression of CD44 mRNA increases expression
mRNA 20706672
D002726 999 CDH1
Arc-1
CD324
CDHE
ECAD
LCAM
UVO
cadherin 1, type 1, E-cadherin (epithelial) Chlorogenic Acid results in increased expression of CDH1 mRNA increases expression
mRNA 20706672
D002726 1277 COL1A1
OI4
collagen, type I, alpha 1 Chlorogenic Acid results in increased expression of COL1A1 mRNA increases expression
mRNA 20706672
D002726 4512 COX1
COI
MTCO1
MT-CO1
cytochrome c oxidase subunit I Chlorogenic Acid results in increased expression of COX1 mRNA increases expression
mRNA 20706672
D002726 114757 CYGB
HGB
STAP
cytoglobin Chlorogenic Acid results in decreased expression of CYGB mRNA decreases expression
mRNA 20706672
D002726 1830 DSG3
CDHF6
PVA
desmoglein 3 Chlorogenic Acid results in decreased expression of DSG3 mRNA decreases expression
mRNA 20706672
D002726 1950 EGF
HOMG4
URG
epidermal growth factor Chlorogenic Acid results in decreased expression of EGF mRNA decreases expression
mRNA 20706672
D002726 2200 FBN1
ACMICD
ECTOL1
FBN
GPHYSD2
MASS
MFS1
OCTD
SGS
SSKS
WMS
WMS2
fibrillin 1 Chlorogenic Acid results in decreased expression of FBN1 mRNA decreases expression
mRNA 20706672
D002726 2201 FBN2
CCA
DA9
fibrillin 2 Chlorogenic Acid results in decreased expression of FBN2 mRNA decreases expression
mRNA 20706672
D002726 2246 FGF1
AFGF
ECGF
ECGF-beta
ECGFA
ECGFB
FGF-1
FGF-alpha
FGFA
GLIO703
HBGF-1
HBGF1
fibroblast growth factor 1 (acidic) Chlorogenic Acid results in increased expression of FGF1 mRNA increases expression
mRNA 20706672
D002726 2896 GRN
CLN11
GEP
GP88
PCDGF
PEPI
PGRN
granulin Chlorogenic Acid results in increased expression of GRN mRNA increases expression
mRNA 20706672
D002726 3036 HAS1
HAS
hyaluronan synthase 1 (EC:2.4.1.212) Chlorogenic Acid results in increased expression of HAS1 mRNA increases expression
mRNA 20706672
D002726 3315 HSPB1
CMT2F
HMN2B
HS.76067
HSP27
HSP28
Hsp25
SRP27
heat shock 27kDa protein 1 Chlorogenic Acid results in increased expression of HSPB1 mRNA increases expression
mRNA 20706672
D002726 3552 IL1A
IL-1A
IL1
IL1-ALPHA
IL1F1
interleukin 1, alpha Chlorogenic Acid results in decreased expression of IL1A mRNA decreases expression
mRNA 20706672
D002726 3852 KRT5
CK5
DDD
DDD1
EBS2
K5
KRT5A
keratin 5 Chlorogenic Acid results in increased expression of KRT5 mRNA increases expression
mRNA 20706672
D002726 4157 MC1R
CMM5
MSH-R
SHEP2
melanocortin 1 receptor (alpha melanocyte stimulating hormone receptor) Chlorogenic Acid results in increased expression of MC1R mRNA increases expression
mRNA 20706672
D002726 4846 NOS3
ECNOS
eNOS
nitric oxide synthase 3 (endothelial cell) (EC:1.14.13.39) Chlorogenic Acid results in increased expression of NOS3 mRNA increases expression
mRNA 20706672
D002726 5241 PGR
NR3C3
PR
progesterone receptor Chlorogenic Acid results in decreased expression of PGR mRNA decreases expression
mRNA 20706672
D002726 5241 PGR
NR3C3
PR
progesterone receptor Chlorogenic Acid results in increased expression of PGR mRNA increases expression
mRNA 20706672
D002726 8985 PLOD3
LH3
procollagen-lysine, 2-oxoglutarate 5-dioxygenase 3 (EC:1.14.11.4) Chlorogenic Acid results in increased expression of PLOD3 mRNA increases expression
mRNA 20706672
D002726 5468 PPARG
CIMT1
GLM1
NR1C3
PPARG1
PPARG2
PPARgamma
peroxisome proliferator-activated receptor gamma Chlorogenic Acid results in decreased expression of PPARG mRNA decreases expression
mRNA 20706672
D002726 5886 RAD23A
HHR23A
HR23A
RAD23 homolog A (S. cerevisiae) Chlorogenic Acid results in decreased expression of RAD23A mRNA decreases expression
mRNA 20706672
D002726 5914 RARA
NR1B1
RAR
retinoic acid receptor, alpha Chlorogenic Acid results in increased expression of RARA mRNA increases expression
mRNA 20706672
D002726 6256 RXRA
NR2B1
retinoid X receptor, alpha Chlorogenic Acid results in decreased expression of RXRA mRNA decreases expression
mRNA 20706672
D002726 6649 SOD3
EC-SOD
superoxide dismutase 3, extracellular (EC:1.15.1.1) Chlorogenic Acid results in decreased expression of SOD3 mRNA decreases expression
mRNA 20706672
D002726 6716 SRD5A2
steroid-5-alpha-reductase, alpha polypeptide 2 (3-oxo-5 alpha-steroid delta 4-dehydrogenase alpha 2) (EC:1.3.1.22) Chlorogenic Acid results in decreased expression of SRD5A2 mRNA decreases expression
mRNA 20706672
D002726 7178 TPT1
HRF
TCTP
p02
p23
tumor protein, translationally-controlled 1 Chlorogenic Acid results in increased expression of TPT1 mRNA increases expression
mRNA 20706672
D002726 7295 TXN
TRDX
TRX
TRX1
thioredoxin Chlorogenic Acid results in increased expression of TXN mRNA increases expression
mRNA 20706672
D002726 7299 TYR
ATN
CMM8
OCA1
OCA1A
OCAIA
SHEP3
tyrosinase (EC:1.14.18.1) TYR protein results in increased oxidation of Chlorogenic Acid increases oxidation
protein 20685355
D002726 7299 TYR
ATN
CMM8
OCA1
OCA1A
OCAIA
SHEP3
tyrosinase (EC:1.14.18.1) [TYR protein results in increased oxidation of Chlorogenic Acid] which results in decreased abundance of Glutathione decreases abundance
/ increases oxidation
protein 20685355
D002726 7306 TYRP1
CAS2
CATB
GP75
OCA3
TRP
TRP1
TYRP
b-PROTEIN
tyrosinase-related protein 1 (EC:1.14.18.-) Chlorogenic Acid results in decreased expression of TYRP1 mRNA decreases expression
mRNA 20706672
D002726 54575 UGT1A10
UDPGT
UGT-1J
UGT1-10
UGT1.10
UGT1J
UDP glucuronosyltransferase 1 family, polypeptide A10 (EC:2.4.1.17) UGT1A10 protein results in increased glucuronidation of Chlorogenic Acid increases glucuronidation
protein 15117964
D002726 54659 UGT1A3
UDPGT
UDPGT_1-3
UGT-1C
UGT1-03
UGT1.3
UGT1C
UDP glucuronosyltransferase 1 family, polypeptide A3 (EC:2.4.1.17) UGT1A3 protein results in increased glucuronidation of Chlorogenic Acid increases glucuronidation
protein 15117964
D002726 54577 UGT1A7
UDPGT
UDPGT_1-7
UGT-1G
UGT1-07
UGT1.7
UGT1G
UDP glucuronosyltransferase 1 family, polypeptide A7 (EC:2.4.1.17) UGT1A7 protein results in increased glucuronidation of Chlorogenic Acid increases glucuronidation
protein 15117964
D002726 54576 UGT1A8
UDPGT
UDPGT_1-8
UGT-1H
UGT1-08
UGT1.8
UGT1A8S
UGT1H
UDP glucuronosyltransferase 1 family, polypeptide A8 (EC:2.4.1.17) UGT1A8 protein results in increased glucuronidation of Chlorogenic Acid increases glucuronidation
protein 15117964

Related Disease

Diseases related to proteins in ChEMBL interactions

OMIM (19)

OMIM preferred title UniProt
#300438 17-beta-hydroxysteroid dehydrogenase x deficiency Q99714
#600807 Asthma, susceptibility to Q13093
#209950 Atypical mycobacteriosis, familial P42224
#614162 Candidiasis, familial, 7; candf7 P42224
#609535 Drug metabolism, poor, cyp2c19-related P33261
#608902 Drug metabolism, poor, cyp2d6-related P10635
#245590 Growth hormone insensitivity with immunodeficiency P51692
#147060 Hyper-ige recurrent infection syndrome, autosomal dominant P40763
#603373 Hyperthyroidism, familial gestational P16473
#609152 Hyperthyroidism, nonautoimmune P16473
#275200 Hypothyroidism, congenital, nongoitrous, 1; chng1 P16473
#147050 Ige responsiveness, atopic; iger Q13093
#613688 Long qt syndrome 2; lqt2 Q12809
#300705 Mental retardation, x-linked 17; mrx17 Q99714
#300220 Mental retardation, x-linked, syndromic 10; mrxs10 Q99714
#613796 Mycobacterial and viral infections, susceptibility to, autosomal recessive P42224
#614278 Platelet-activating factor acetylhydrolase deficiency; pafad Q13093
#609620 Short qt syndrome 1; sqt1 Q12809
#607250 Spinocerebellar ataxia, autosomal recessive, with axonal neuropathy; scan1 Q9NUW8

KEGG DISEASE (22)

KEGG disease name UniProt
H00599 46,XX disorders of sex development (Disorders related to androgen excess) P04150 (related)
H00093 Combined immunodeficiencies (CIDs) P06239 (related)
H00036 Osteosarcoma P08684 (marker)
H01205 Coumarin resistance P11712 (related)
H00250 Congenital nongoitrous hypothyroidism (CHNG) P16473 (related)
H01269 Congenital hyperthyroidism P16473 (related)
H01171 Poor drug metabolism (PM) P33261 (related)
H00017 Esophageal cancer P35354 (related)
H00025 Penile cancer P35354 (related)
H00046 Cholangiocarcinoma P35354 (related)
H00016 Oral cancer P40763 (related)
H00107 Other well-defined immunodeficiency syndromes P40763 (related)
H00089 IFN-gamma/IL-12 axis P42224 (related)
H00363 Candidiasis P42224 (related)
H01109 Chronic mucocutaneous candidiasis (CMC) P42224 (related)
H00931 Growth hormone insensitivity with immunodeficiency P51692 (related)
H00720 Long QT syndrome Q12809 (related)
H00725 Short QT syndrome Q12809 (related)
H00480 Non-syndromic X-linked mental retardation Q99714 (related)
H00658 Syndromic X-linked mental retardation Q99714 (related)
H00925 2-Methyl-3-hydroxybutyryl-CoA dehydrogenase (MHBD) deficiency Q99714 (related)
H00063 Spinocerebellar ataxia (SCA) Q9NUW8 (related)

Diseases related to CTD interactions

9 disease from interactions of metabolites

MeSH disease OMIM compound disease name evidence type reference
pmid
D000647 D002726 Amnesia therapeutic
20854806
D056486 D002726 Drug-Induced Liver Injury therapeutic
23146752
D006937 D002726 Hypercholesterolemia therapeutic
20696151
D006951 D002726 Hyperlipoproteinemias therapeutic
20696151
D015228 D002726 Hypertriglyceridemia therapeutic
20696151
D052456 D002726 Hypoalphalipoproteinemias therapeutic
20696151
D008545 D002726 Melanoma therapeutic
20685355
D009336 D002726 Necrosis therapeutic
23146752
D015431 D002726 Weight Loss therapeutic
23146752