PCIDB

KNApSAcK Metabolite C00027159

Metabolite

KNApSAcK Entry

id C00027159
Name Depiline / Palmatine / Berbericinine / O,O-Dimethyldemethyleneberberine
CAS RN 3486-67-7
Standard InChI InChI=1S/C21H22NO4/c1-23-18-6-5-13-9-17-15-11-20(25-3)19(24-2)10-14(15)7-8-22(17)12-16(13)21(18)26-4/h5-6,9-12H,7-8H2,1-4H3/q+1
Standard InChI (Main Layer) InChI=1S/C21H22NO4/c1-23-18-6-5-13-9-17-15-11-20(25-3)19(24-2)10-14(15)7-8-22(17)12-16(13)21(18)26-4/h5-6,9-12H,7-8H2,1-4H3

Cluster

Phytochemical cluster No. 4
KCF-S cluster No. 155

Link

ChEMBL

By standard InChI CHEMBL206106
By standard InChI Main Layer CHEMBL206106

KEGG

By LinkDB C05315

CTD

By CAS RN C005413

Species

Summary

Plant class

class name count
eudicotyledons 36
rosids 2
Magnoliophyta 1

Family

family name count
Berberidaceae 11
Menispermaceae 10
Papaveraceae 10
Ranunculaceae 5
Rutaceae 2
Annonaceae 1
Pieridae 1

List (42)

* NCBI
KNApSAcK organism *ID *family *plant class *kingdom
Anisocycla cymosa 461545 Menispermaceae eudicotyledons Viridiplantae
Archangelicia flava
Asteropyrum cavaleriei 93606 Ranunculaceae eudicotyledons Viridiplantae
Berberis aemulans 22774 Berberidaceae eudicotyledons Viridiplantae
Berberis brandisiana 22774 Berberidaceae eudicotyledons Viridiplantae
Berberis crataegina 22774 Berberidaceae eudicotyledons Viridiplantae
Berberis poirettii 22774 Berberidaceae eudicotyledons Viridiplantae
Berberis pruinosa 258196 Berberidaceae eudicotyledons Viridiplantae
Berberis pseudanubalata 22774 Berberidaceae eudicotyledons Viridiplantae
Berberis turcomanica 22774 Berberidaceae eudicotyledons Viridiplantae
Berberis vulgaris 258209 Berberidaceae eudicotyledons Viridiplantae
Cocculus carolinus 211976 Menispermaceae eudicotyledons Viridiplantae
Coptis japonica 3442 Ranunculaceae eudicotyledons Viridiplantae
Corydalis intermedia 54425 Papaveraceae eudicotyledons Viridiplantae
Corydalis nobilis 38909 Papaveraceae eudicotyledons Viridiplantae
Dicentra spectabilis 54415 Papaveraceae eudicotyledons Viridiplantae
Enantia chlorantha 320276 Pieridae Metazoa
Fibraurea chloroleuca 527504 Menispermaceae eudicotyledons Viridiplantae
Fibraurea tinctoria 461588 Menispermaceae eudicotyledons Viridiplantae
Fumaria agraria 1095357 Papaveraceae eudicotyledons Viridiplantae
Fumaria densiflora 1092452 Papaveraceae eudicotyledons Viridiplantae
Fumaria muralis 1053350 Papaveraceae eudicotyledons Viridiplantae
Fumaria officinalis 200993 Papaveraceae eudicotyledons Viridiplantae
Fumaria vaillantii 367484 Papaveraceae eudicotyledons Viridiplantae
Glaucium arabicum 56852 Papaveraceae eudicotyledons Viridiplantae
Isopyrum thalictroides 432643 Ranunculaceae eudicotyledons Viridiplantae
Jateorhiza palmata 461596 Menispermaceae eudicotyledons Viridiplantae
Mahonia aquifolium 203270 Berberidaceae eudicotyledons Viridiplantae
Mahonia japonica 116719 Berberidaceae eudicotyledons Viridiplantae
Nandina domestica 41776 Berberidaceae eudicotyledons Viridiplantae
Papaver orientale 22694 Papaveraceae eudicotyledons Viridiplantae
Phellodendron amurense 68554 Rutaceae rosids Viridiplantae
Ranunculus serbicus 286994 Ranunculaceae eudicotyledons Viridiplantae
Stephania lincangensis 147243 Menispermaceae eudicotyledons Viridiplantae
Stephania macrantha 147243 Menispermaceae eudicotyledons Viridiplantae
Stephania officinarum 147243 Menispermaceae eudicotyledons Viridiplantae
Stephania yunnanensis 152371 Menispermaceae eudicotyledons Viridiplantae
Stephanina officinarum
Tinospora dentata 41789 Menispermaceae eudicotyledons Viridiplantae
Xanthorhiza simplicissima 13762 Ranunculaceae eudicotyledons Viridiplantae
Xylopia parviflora 992813 Annonaceae Magnoliophyta Viridiplantae
Zanthoxylum chalybeum 67937 Rutaceae rosids Viridiplantae

Human Protein / Gene in interaction

8 ChEMBL Protein in interactions

accession description class description compound assay ID (# of activities) # of diseases
(OMIM / KEGG)
P10635 Cytochrome P450 2D6 Cytochrome P450 2D6 CHEMBL206106 CHEMBL1614110 (1) CHEMBL1741321 (1)
1 / 0
P02545 Prelamin-A/C Unclassified protein CHEMBL206106 CHEMBL1614544 (1)
11 / 10
P11712 Cytochrome P450 2C9 Cytochrome P450 2C9 CHEMBL206106 CHEMBL1741325 (1)
0 / 1
Q16665 Hypoxia-inducible factor 1-alpha Transcription Factor CHEMBL206106 CHEMBL1614456 (1) CHEMBL1613803 (1)
0 / 0
O94782 Ubiquitin carboxyl-terminal hydrolase 1 Enzyme CHEMBL206106 CHEMBL1794467 (1)
0 / 0
P05177 Cytochrome P450 1A2 Cytochrome P450 1A2 CHEMBL206106 CHEMBL1741322 (1)
0 / 0
P33261 Cytochrome P450 2C19 Cytochrome P450 2C19 CHEMBL206106 CHEMBL1741323 (1)
1 / 1
P08684 Cytochrome P450 3A4 Cytochrome P450 3A4 CHEMBL206106 CHEMBL1741324 (1)
0 / 1

CTD interaction (8)

compound gene gene name gene description interaction interaction type form reference
pmid
C005413 332 BIRC5
API4
EPR-1
baculoviral IAP repeat containing 5 palmatine binds to BIRC5 promoter affects binding
promoter 17968851
C005413 6347 CCL2
GDCF-2
HC11
HSMCR30
MCAF
MCP-1
MCP1
SCYA2
SMC-CF
chemokine (C-C motif) ligand 2 palmatine results in decreased expression of CCL2 protein decreases expression
protein 20116850
C005413 6348 CCL3
G0S19-1
LD78ALPHA
MIP-1-alpha
MIP1A
SCYA3
chemokine (C-C motif) ligand 3 palmatine results in decreased expression of CCL3 protein decreases expression
protein 20116850
C005413 6351 CCL4
ACT2
AT744.1
G-26
HC21
LAG-1
LAG1
MIP-1-beta
MIP1B
MIP1B1
SCYA2
SCYA4
chemokine (C-C motif) ligand 4 palmatine results in decreased expression of CCL4 protein decreases expression
protein 20116850
C005413 6352 CCL5
D17S136E
RANTES
SCYA5
SIS-delta
SISd
TCP228
eoCP
chemokine (C-C motif) ligand 5 palmatine results in decreased expression of CCL5 protein decreases expression
protein 20116850
C005413 3570 IL6R
CD126
IL-6R-1
IL-6RA
IL6Q
IL6RA
IL6RQ
gp80
interleukin 6 receptor palmatine results in decreased expression of IL6R protein modified form decreases expression
protein 20116850
C005413 3576 IL8
CXCL8
GCP-1
GCP1
LECT
LUCT
LYNAP
MDNCF
MONAP
NAF
NAP-1
NAP1
interleukin 8 palmatine results in decreased expression of IL8 protein decreases expression
protein 20116850
C005413 7422 VEGFA
MVCD1
VEGF
VPF
vascular endothelial growth factor A palmatine results in decreased expression of VEGFA protein decreases expression
protein 20116850

Related Disease

Diseases related to proteins in ChEMBL interactions

OMIM (13)

OMIM preferred title UniProt
#115200 Cardiomyopathy, dilated, 1a; cmd1a P02545
#212112 Cardiomyopathy, dilated, with hypergonadotropic hypogonadism P02545
#605588 Charcot-marie-tooth disease, axonal, type 2b1; cmt2b1 P02545
#609535 Drug metabolism, poor, cyp2c19-related P33261
#608902 Drug metabolism, poor, cyp2d6-related P10635
#181350 Emery-dreifuss muscular dystrophy 2, autosomal dominant; edmd2 P02545
#610140 Heart-hand syndrome, slovenian type P02545
#176670 Hutchinson-gilford progeria syndrome; hgps P02545
#151660 Lipodystrophy, familial partial, type 2; fpld2 P02545
#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
#275210 Restrictive dermopathy, lethal P02545

KEGG DISEASE (13)

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)
H00036 Osteosarcoma P08684 (marker)
H01205 Coumarin resistance P11712 (related)
H01171 Poor drug metabolism (PM) P33261 (related)