PCIDB

KNApSAcK Metabolite C00001576

Metabolite

KNApSAcK Entry

id C00001576
Name Lycorine / (-)-Lycorine
CAS RN 476-28-8
Standard InChI InChI=1S/C16H17NO4/c18-11-3-8-1-2-17-6-9-4-12-13(21-7-20-12)5-10(9)14(15(8)17)16(11)19/h3-5,11,14-16,18-19H,1-2,6-7H2/t11-,14-,15+,16+/m0/s1
Standard InChI (Main Layer) InChI=1S/C16H17NO4/c18-11-3-8-1-2-17-6-9-4-12-13(21-7-20-12)5-10(9)14(15(8)17)16(11)19/h3-5,11,14-16,18-19H,1-2,6-7H2

Cluster

Phytochemical cluster No. 4
KCF-S cluster No. 1156

Link

ChEMBL

By standard InChI CHEMBL400092
By standard InChI Main Layer CHEMBL224745 CHEMBL400092 CHEMBL583716 CHEMBL577635 CHEMBL1592744 CHEMBL1593638

KEGG

By LinkDB C08532

CTD

By CAS RN C015330

Species

Summary

Plant class

class name count
Liliopsida 48

Family

family name count
Amaryllidaceae 47
Hyacinthaceae 1

List (52)

* NCBI
KNApSAcK organism *ID *family *plant class *kingdom
Ammocharis coranica 180132 Amaryllidaceae Liliopsida Viridiplantae
Ammocharis tinneana 414783 Amaryllidaceae Liliopsida Viridiplantae
Brunsvigia littoralis 82217 Amaryllidaceae Liliopsida Viridiplantae
Brunsvigia radulosa 527044 Amaryllidaceae Liliopsida Viridiplantae
Clivia miniata 16049 Amaryllidaceae Liliopsida Viridiplantae
Cooperia drummondii
Cooperia pedunculata
Crinum amabile 16055 Amaryllidaceae Liliopsida Viridiplantae
Crinum asiaticum var.japonicum 16055 Amaryllidaceae Liliopsida Viridiplantae
Crinum delagoense 414786 Amaryllidaceae Liliopsida Viridiplantae
Crinum giganteum 16055 Amaryllidaceae Liliopsida Viridiplantae
Crinum glaucum 414788 Amaryllidaceae Liliopsida Viridiplantae
Crinum jagus 28480 Amaryllidaceae Liliopsida Viridiplantae
Crinum latifolium 209099 Amaryllidaceae Liliopsida Viridiplantae
Crinum lugardiae 414784 Amaryllidaceae Liliopsida Viridiplantae
Crinum macowanii 180140 Amaryllidaceae Liliopsida Viridiplantae
Crinum moorei 82223 Amaryllidaceae Liliopsida Viridiplantae
Crinum pratense Herb. 16055 Amaryllidaceae Liliopsida Viridiplantae
Crinum scabrum 16055 Amaryllidaceae Liliopsida Viridiplantae
Crinum yemense 112538 Amaryllidaceae Liliopsida Viridiplantae
Cyrtanthus pallidus 82224 Amaryllidaceae Liliopsida Viridiplantae
Eucharis grandiflora 44989 Amaryllidaceae Liliopsida Viridiplantae
Galanthus caucasicus 4669 Amaryllidaceae Liliopsida Viridiplantae
Galanthus elewesii 4669 Amaryllidaceae Liliopsida Viridiplantae
Galanthus nivalis 4670 Amaryllidaceae Liliopsida Viridiplantae
Galanthus woronowii Losinsk. 197699 Amaryllidaceae Liliopsida Viridiplantae
Hippeastrum equestre 4695 Amaryllidaceae Liliopsida Viridiplantae
Hippeastrum vittatum 231486 Amaryllidaceae Liliopsida Viridiplantae
Hymenocallis tubiflora 146443 Amaryllidaceae Liliopsida Viridiplantae
Hymenocallis x festalis 59039 Amaryllidaceae Liliopsida Viridiplantae
Leucojium autumnale
Leucojum aestivum L. 54835 Amaryllidaceae Liliopsida Viridiplantae
Lycoris radiata 228395 Amaryllidaceae Liliopsida Viridiplantae
Lycoris sanguinea 108053 Amaryllidaceae Liliopsida Viridiplantae
Narcissus folli 4697 Amaryllidaceae Liliopsida Viridiplantae
Narcissus poeticus L. 54855 Amaryllidaceae Liliopsida Viridiplantae
Narcissus pseudonarcissus 39639 Amaryllidaceae Liliopsida Viridiplantae
Narcissus tazetta L. 54860 Amaryllidaceae Liliopsida Viridiplantae
Narcissus tortuous 4697 Amaryllidaceae Liliopsida Viridiplantae
Pancratinum maritimum
Pancratium canariense 112571 Amaryllidaceae Liliopsida Viridiplantae
Pancratium foetidum 693595 Amaryllidaceae Liliopsida Viridiplantae
Pancratium maritimum L. 644807 Amaryllidaceae Liliopsida Viridiplantae
Pancratium sickenbergeri 693598 Amaryllidaceae Liliopsida Viridiplantae
Sprekelia formosissima Herb. 82247 Amaryllidaceae Liliopsida Viridiplantae
Sternbergia lutea 54865 Amaryllidaceae Liliopsida Viridiplantae
Ungernia sewerzowii 82252 Amaryllidaceae Liliopsida Viridiplantae
Ungernia trisphaera 82252 Amaryllidaceae Liliopsida Viridiplantae
Urginea altissima 65774 Hyacinthaceae Liliopsida Viridiplantae
Zephyranthes citrina 146473 Amaryllidaceae Liliopsida Viridiplantae
Zephyranthes rosea Lindl. 146470 Amaryllidaceae Liliopsida Viridiplantae
Zephyranthes texana 82256 Amaryllidaceae Liliopsida Viridiplantae

Human Protein / Gene in interaction

20 ChEMBL Protein in interactions

accession description class description compound assay ID (# of activities) # of diseases
(OMIM / KEGG)
P10635 Cytochrome P450 2D6 Cytochrome P450 2D6 CHEMBL1592744 CHEMBL1614110 (1) CHEMBL1741321 (1)
1 / 0
Q16637 Survival motor neuron protein Unclassified protein CHEMBL400092 CHEMBL1592744 CHEMBL1593638 CHEMBL1613842 (3)
4 / 2
Q99700 Ataxin-2 Unclassified protein CHEMBL1592744 CHEMBL2114784 (1)
1 / 1
P49798 Regulator of G-protein signaling 4 Unclassified protein CHEMBL400092 CHEMBL1794499 (1)
2 / 0
P02545 Prelamin-A/C Unclassified protein CHEMBL1592744 CHEMBL1614544 (1)
11 / 10
P11712 Cytochrome P450 2C9 Cytochrome P450 2C9 CHEMBL1592744 CHEMBL1741325 (1)
0 / 1
P11387 DNA topoisomerase 1 Isomerase CHEMBL400092 CHEMBL1925808 (1)
0 / 0
P11388 DNA topoisomerase 2-alpha Isomerase CHEMBL400092 CHEMBL1925807 (1)
0 / 0
P11473 Vitamin D3 receptor NR1I1 CHEMBL1593638 CHEMBL1794311 (1)
2 / 3
Q16665 Hypoxia-inducible factor 1-alpha Transcription Factor CHEMBL1592744 CHEMBL1614456 (1) CHEMBL1613803 (1)
0 / 0
P28482 Mitogen-activated protein kinase 1 Erk CHEMBL1592744 CHEMBL1613808 (1)
0 / 0
P05177 Cytochrome P450 1A2 Cytochrome P450 1A2 CHEMBL1592744 CHEMBL1741322 (1)
0 / 0
P22303 Acetylcholinesterase Hydrolase CHEMBL400092 CHEMBL925438 (1) CHEMBL1227598 (1)
1 / 0
P16050 Arachidonate 15-lipoxygenase Enzyme CHEMBL1593638 CHEMBL1614240 (1)
0 / 0
P33261 Cytochrome P450 2C19 Cytochrome P450 2C19 CHEMBL1592744 CHEMBL1741323 (1)
1 / 1
P08684 Cytochrome P450 3A4 Cytochrome P450 3A4 CHEMBL400092 CHEMBL1592744 CHEMBL1029448 (1) CHEMBL1741324 (1)
0 / 1
Q9UBT6 DNA polymerase kappa Enzyme CHEMBL1593638 CHEMBL1794536 (1)
0 / 0
B2RXH2 Lysine-specific demethylase 4E Enzyme CHEMBL1593638 CHEMBL1613914 (1)
0 / 0
Q96KQ7 Histone-lysine N-methyltransferase EHMT2 Enzyme CHEMBL400092 CHEMBL1738442 (1)
0 / 0
Q9NUW8 Tyrosyl-DNA phosphodiesterase 1 Enzyme CHEMBL1593638 CHEMBL1614364 (1)
1 / 1

CTD interaction (5)

compound gene gene name gene description interaction interaction type form reference
pmid
C015330 896 CCND3
cyclin D3 lycorine results in decreased expression of CCND3 mRNA decreases expression
mRNA 23376478
C015330 1003 CDH5
7B4
CD144
cadherin 5, type 2 (vascular endothelium) lycorine results in decreased expression of CDH5 mRNA decreases expression
mRNA 23376478
C015330 1026 CDKN1A
CAP20
CDKN1
CIP1
MDA-6
P21
SDI1
WAF1
p21CIP1
cyclin-dependent kinase inhibitor 1A (p21, Cip1) lycorine results in increased expression of CDKN1A mRNA increases expression
mRNA 23376478
C015330 10507 SEMA4D
C9orf164
CD100
M-sema-G
SEMAJ
coll-4
sema domain, immunoglobulin domain (Ig), transmembrane domain (TM) and short cytoplasmic domain, (semaphorin) 4D lycorine results in decreased expression of SEMA4D mRNA decreases expression
mRNA 23376478
C015330 7422 VEGFA
MVCD1
VEGF
VPF
vascular endothelial growth factor A lycorine results in decreased expression of VEGFA mRNA decreases expression
mRNA 23376478

Related Disease

Diseases related to proteins in ChEMBL interactions

OMIM (24)

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
#607948 Mycobacterium tuberculosis, susceptibility to P11473
#275210 Restrictive dermopathy, lethal P02545
#604906 Schizophrenia 9; sczd9 P49798
#181500 Schizophrenia; sczd P49798
#253300 Spinal muscular atrophy, type i; sma1 Q16637
#253550 Spinal muscular atrophy, type ii; sma2 Q16637
#253400 Spinal muscular atrophy, type iii; sma3 Q16637
#271150 Spinal muscular atrophy, type iv; sma4 Q16637
#183090 Spinocerebellar ataxia 2; sca2 Q99700
#607250 Spinocerebellar ataxia, autosomal recessive, with axonal neuropathy; scan1 Q9NUW8
#277440 Vitamin d-dependent rickets, type 2a; vddr2a P11473
#112100 Yt blood group antigen P22303

KEGG DISEASE (18)

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)
H00342 Tuberculosis P11473 (related)
H00784 Localized autosomal recessive hypotrichosis P11473 (related)
H01143 Vitamin D-dependent rickets P11473 (related)
H01205 Coumarin resistance P11712 (related)
H01171 Poor drug metabolism (PM) P33261 (related)
H00455 Spinal muscular atrophy (SMA) Q16637 (related)
Q16637 (related)
H00063 Spinocerebellar ataxia (SCA) Q99700 (related)
Q9NUW8 (related)

Diseases related to CTD interactions

5 disease from interactions of metabolites

MeSH disease OMIM compound disease name evidence type reference
pmid
D009325 C015330 Nausea marker/mechanism
21626407
D009389 C015330 Neovascularization, Pathologic therapeutic
23376478
D010051 C015330 Ovarian Neoplasms therapeutic
23376478
D012772 C015330 Shock, Septic therapeutic
22155741
D014839 C015330 Vomiting marker/mechanism
21626407