Natural Product: NPC59650

Natural Product ID:  NPC59650
Common Name:   Glycinebetaine
IUPAC Name:   2-(trimethylazaniumyl)acetate
Synonyms:   2-(Trimethylammonio)Acetate
Molecular Formula:   C5H11NO2
Standard InCHIKey:  KWIUHFFTVRNATP-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C5H11NO2/c1-6(2,3)4-5(7)8/h4H2,1-3H3
Canonical SMILES:  [O-]C(=O)C[N+](C)(C)C
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO23429 Lycium barbarum Species Solanaceae Eukaryota TM-MC*
NPO878 Hannoa undulata Species Simaroubaceae Eukaryota UNPD*
NPO17515 Pronephrium triphyllum Species Thelypteridaceae Eukaryota UNPD*
NPO11966 Euphorbia kamerunica Species Euphorbiaceae Eukaryota UNPD*
NPO22469 Tropaeolum speciosum Species Tropaeolaceae Eukaryota UNPD*
NPO17823 Lycium chinense Species Solanaceae Eukaryota TM-MC*
NPO17244 Montrouziera sphaeroidea Species Clusiaceae Eukaryota UNPD*
NPO9518 Gardenia jasminoides Species Rubiaceae Eukaryota UNPD*
NPO28626 Isodon rubescens Species Lamiaceae Eukaryota UNPD*
NPO9428 Annona rensoniana Species Annonaceae Eukaryota UNPD*
NPO19926 Nigella damascena Species Ranunculaceae Eukaryota TCMID*
NPO9714 Symphyopappus compressus Species Asteraceae Eukaryota UNPD*
NPO25967 Mallotus philippensis Species Euphorbiaceae Eukaryota UNPD*
NPO18096 Excoecaria oppositifolia Species Euphorbiaceae Eukaryota UNPD*
NPO11831 Achillea collina Species Asteraceae Eukaryota UNPD*
NPO6456 Concretio silicea bambusae NA NA NA TCMID*
NPO15079 Polygala myrtifolia Species Polygalaceae Eukaryota UNPD*
NPO15667 Ligularia platyglossa Species Asteraceae Eukaryota UNPD*
NPO18709 Discaria crenata Species Rhamnaceae Eukaryota UNPD*
NPO21088 Litsea pulchella Species Lauraceae Eukaryota UNPD*
NPO19870 Momordica cochinchinensis Species Cucurbitaceae Eukaryota TCMID*
NPO21005 Baphia nitida Species Fabaceae Eukaryota UNPD*
NPO8524 Pithecellobium clypearia Species Fabaceae Eukaryota UNPD*
NPO15814 Rhodiola krylovii Species Crassulaceae Eukaryota UNPD*
NPO21935 Exallage auricularia Species Rubiaceae Eukaryota TCMID*
NPO17739 Macrotyloma axillare Species Fabaceae Eukaryota UNPD*
NPO21365 Ligularia muliensis Species Asteraceae Eukaryota UNPD*
NPO17175 Lasiocephalus ovatus Species Asteraceae Eukaryota UNPD*
NPO20051 Gardenia collinsae Species Rubiaceae Eukaryota UNPD*
NPO17256 Kobresia nepalensis Species Cyperaceae Eukaryota UNPD*
NPO1572.1 Artemisia dracunculus var. glauca Varieties Asteraceae Eukaryota UNPD*
NPO19986 Crataegus davisii Species Rosaceae Eukaryota UNPD*
NPO5634 Wallago attu Species Siluridae Eukaryota UNPD*
NPO26840 Litsea aciculata Species Lauraceae Eukaryota UNPD*
NPO16374 Crataegus sinaica Species Rosaceae Eukaryota UNPD*
NPO17327 Cotoneaster orbicularis Species Rosaceae Eukaryota UNPD*
NPO1797 Homo sapiens Species Hominidae Eukaryota saliva DOI[10.1007/s11306-012-0464-y]
NPO18027 Oreosolen wattii Species Scrophulariaceae Eukaryota UNPD*
NPO20546 Cissus pallidiflorus Species Vitaceae Eukaryota UNPD*
NPO16660 Phomopsis archeri Species Valsaceae Eukaryota UNPD*
NPO17637 Pimpinella saxifraga Species Apiaceae Eukaryota UNPD*
NPO1797 Homo sapiens Species Hominidae Eukaryota DOI[10.1038/nbt.2488]
NPO16044 Cupressus lawsoniana Species Cupressaceae Eukaryota UNPD*
NPO29143 Libanotis intermedia Species Apiaceae Eukaryota UNPD*
NPO19622 Euphorbia marginata Species Euphorbiaceae Eukaryota UNPD*
NPO3237 Mytilus edulis Species Mytilidae Eukaryota UNPD*
NPO1797 Homo sapiens Species Hominidae Eukaryota PMID[25518943]
NPO14408 Chrysolina fastuosa Species Chrysomelidae Eukaryota UNPD*
NPO19017 Prangos pabularia Species Apiaceae Eukaryota UNPD*
NPO1288 Phora scalaris Species Phoridae Eukaryota UNPD*
NPO13374 Primula grandiflora Species Primulaceae Eukaryota UNPD*
NPO15216 Encephalartos altensteinii Species Zamiaceae Eukaryota UNPD*
NPO1797 Homo sapiens Species Hominidae Eukaryota blood PMID[11380830]
NPO17706 Caragana tibetica Species Fabaceae Eukaryota UNPD*
NPO11020 Streptomyces purpeofuscus Species Streptomycetaceae Bacteria UNPD*
NPO10436 Aristolochia maxima Species Aristolochiaceae Eukaryota UNPD*
NPO21802 Julocroton camporum NA NA NA UNPD*
NPO1797 Homo sapiens Species Hominidae Eukaryota urine PMID[21389975]
NPO4343 Guanomyces polythrix Species NA Eukaryota UNPD*
NPO6939 Vatica diospyroides Species Dipterocarpaceae Eukaryota UNPD*
NPO19192 Sinocalamus affinis Species NA NA UNPD*
NPO1797 Homo sapiens Species Hominidae Eukaryota breast milk PMID[24027187]
NPO16907 Pentzia incana Species Asteraceae Eukaryota UNPD*
NPO16510 Ganoderma australe Species Ganodermataceae Eukaryota UNPD*
NPO12097 Prumnopitys ferruginea Species Podocarpaceae Eukaryota UNPD*
NPO19870 Momordica cochinchinensis Species Cucurbitaceae Eukaryota HerDing*
NPO2589 Solanum bahamense Species Solanaceae Eukaryota UNPD*
NPO18620 Grindelia acutifolia Species Asteraceae Eukaryota UNPD*
NPO19926 Nigella damascena Species Ranunculaceae Eukaryota HerDing*
NPO16253 Rapanea myricoides Species Primulaceae Eukaryota UNPD*
NPO9523 Nephroma antarcticum Species Nephromataceae Eukaryota UNPD*
NPO20338 Mus musculus Species Muridae Eukaryota PMID[19425150]
NPO8650.1 Perilla frutescens var. arguta Varieties Lamiaceae Eukaryota UNPD*
NPO17100 Artemisia vachanica Species Asteraceae Eukaryota UNPD*
NPO31559 Hedyotis auricularia Species Rubiaceae Eukaryota HerDing*
NPO21486 Marrubium alysson Species Lamiaceae Eukaryota UNPD*
NPO20931 Simaba multiflora Species Simaroubaceae Eukaryota UNPD*
NPO1148 Phalium undulatum Species Cassidae Eukaryota UNPD*
NPO15964 Tropiometra afra Species Tropiometridae Eukaryota UNPD*
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria PMID[21988831]
NPO20872 Melampodium heterophyllum Species Asteraceae Eukaryota UNPD*
NPO21550 Achillea macrophylla Species Asteraceae Eukaryota UNPD*
NPO12559 Mikania obtusata Species Asteraceae Eukaryota UNPD*
NPO20340 Pausinystalia mayumbensis Species Rubiaceae Eukaryota UNPD*
NPO11925 Mola mola Species Molidae Eukaryota UNPD*
NPO19901 Emilia sonchifolia Species Asteraceae Eukaryota UNPD*
NPO17870 Euphorbia ferganensis Species Euphorbiaceae Eukaryota UNPD*
NPO12571 Monanthotaxis congoensis Species Annonaceae Eukaryota UNPD*
NPO20739 Jungermannia hyalina Species Jungermanniaceae Eukaryota UNPD*
NPO18962 Actinobacillus pleuropneumoniae Species Pasteurellaceae Bacteria UNPD*
NPO17945 Arachniodes dimorphophylla Species Dryopteridaceae Eukaryota UNPD*
NPO1792 Terminalia calamansanay Species Combretaceae Eukaryota UNPD*
NPO12733 Pentapora fascialis Species Bitectiporidae Eukaryota UNPD*
NPO14698 Phyllospongia madagascarensis Species Thorectidae Eukaryota UNPD*
NPO2854 Gymnosporia senegalensis Species Celastraceae Eukaryota UNPD*
NPO17029 Tridacna gigas Species Tridacnidae Eukaryota UNPD*
NPO13180 Jasminum officinale Species Oleaceae Eukaryota UNPD*
NPO20612 Ursinia abrotanifolia Species Asteraceae Eukaryota UNPD*
NPO10224 Operculina turpethum Species Convolvulaceae Eukaryota UNPD*
NPO20671 Selliguea feei Species Polypodiaceae Eukaryota UNPD*
NPO21618 Ircinia oros Species Irciniidae Eukaryota UNPD*
NPO22510 Eupatorium havanense Species Asteraceae Eukaryota UNPD*
NPO2733 Sarcomelicope argyrophylla Species Rutaceae Eukaryota UNPD*
NPO29401 Bupleurum chinense Species Apiaceae Eukaryota TM-MC*
NPO17355 Bischofia trifoliata Species Phyllanthaceae Eukaryota UNPD*
NPO20408 Ajuga spectabilis Species Lamiaceae Eukaryota UNPD*
NPO21426 Alstroemeria revoluta Species Alstroemeriaceae Eukaryota UNPD*
NPO3107 Bupleurum falcatum Species Apiaceae Eukaryota TM-MC*
NPO19773 Xenorhabdus bovienii Species Morganellaceae Bacteria UNPD*
NPO11420 Dolichospermum affine Species Aphanizomenonaceae Bacteria UNPD*
NPO28986 Coleus frederici Species Lamiaceae Eukaryota UNPD*
NPO16620 Malus asiatica Species Rosaceae Eukaryota UNPD*
NPO1484 Bupleurum scorzonerifolium Species Apiaceae Eukaryota TM-MC*
NPO14136 Acherontia atropus Species Sphingidae Eukaryota UNPD*
NPO3777 Stevia chamaedrys Species Asteraceae Eukaryota UNPD*
NPO14466 Penicillium olsonii Species Aspergillaceae Eukaryota UNPD*
NPO2076 Coffea bengalensis Species Rubiaceae Eukaryota UNPD*
NPO11559 Betula mandshurica Species Betulaceae Eukaryota UNPD*
NPO10680 Cistanche deserticola Species Orobanchaceae Eukaryota TM-MC*
NPO8678 Trillium camschatcense Species Melanthiaceae Eukaryota UNPD*
NPO11622.1 Shuteria involucrata var. vestita Varieties Fabaceae Eukaryota UNPD*
NPO19488 Trifolium subterraneum Species Fabaceae Eukaryota UNPD*
NPO16454 Crinum erubescens Species Amaryllidaceae Eukaryota UNPD*
NPO6964 Cistanche tubulosa Species Orobanchaceae Eukaryota TM-MC*
NPO21289 Teucrium oxylepis Species Lamiaceae Eukaryota UNPD*
NPO17790 Trigonostemon reidioides Species Euphorbiaceae Eukaryota UNPD*
NPO20212 Callistemon viminalis Species Myrtaceae Eukaryota UNPD*
NPO13260 Eria foetida Species Orchidaceae Eukaryota UNPD*
NPO20824 Ecklonia kurome Species Lessoniaceae Eukaryota TM-MC*
NPO20813 Myrmica sabuleti Species Formicidae Eukaryota UNPD*
NPO21231 Astragalus tragacantha Species Fabaceae Eukaryota UNPD*
NPO26487 Tinospora smilacina Species Menispermaceae Eukaryota UNPD*
NPO13422 Amoora yunnanensis NA NA NA UNPD*
NPO14149 Saccharina japonica Species Laminariaceae Eukaryota TM-MC*
NPO13856 Bergenia purpurascens Species Saxifragaceae Eukaryota UNPD*
NPO14330 Agave aurea Species Asparagaceae Eukaryota UNPD*
NPO12068 Firmiana simplex Species Malvaceae Eukaryota UNPD*
NPO21679 Nuphar lutea Species Nymphaeaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Ratio = 80 9990455
NPT2 Others Unspecified Ratio = 94 9990455
NPT2 Others Unspecified Ratio = 99 9990455
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 > 8000000 nM 9357523
NPT210 Individual Protein Thyroid stimulating hormone receptor Homo sapiens Potency = 4 nM PubChem BioAssay data set
NPT64 Individual Protein ATPase family AAA domain-containing protein 5 Homo sapiens Potency 65.1 nM PubChem BioAssay data set
NPT5 Individual Protein Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Homo sapiens Potency 168.3 nM PubChem BioAssay data set
NPT62 Individual Protein 6-phospho-1-fructokinase Trypanosoma brucei Potency 952.8 nM PubChem BioAssay data set
NPT135 Individual Protein Chromobox protein homolog 1 Homo sapiens Potency 7519.3 nM PubChem BioAssay data set
NPT1006 Individual Protein Proton-coupled amino acid transporter 1 Homo sapiens Ki = 1900000 nM 21955456
NPT1545 Individual Protein Solute carrier family 22 member 5 Rattus norvegicus Activity = 51 % 10454528
NPT434 Individual Protein Solute carrier family 22 member 5 Mus musculus Activity = 56 % 11010964
NPT2650 Individual Protein Solute carrier family 22 member 21 Mus musculus Activity = 84 % 11010964
NPT119 Organism Triticum aestivum Triticum aestivum Activity = 31.8 % 10.1016/j.cropro.2008.09.009
NPT2 Others Unspecified Potency 105.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 12286.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 68519.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 1495 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 24514.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 13324.4 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 33491.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 15339.7 nM PubChem BioAssay data set
NPT712 Individual Protein Bile salt export pump Rattus norvegicus IC50 > 1000000 nM 21965623
NPT713 Individual Protein Bile salt export pump Homo sapiens IC50 > 1000000 nM 21965623
NPT2 Others Unspecified AC50 631 nM PubChem BioAssay data set

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC59650 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.7714 Intermediate Similarity NPC1591
0.7429 Intermediate Similarity NPC134570
0.7027 Intermediate Similarity NPC216443
0.697 Remote Similarity NPC326044
0.6905 Remote Similarity NPC195448
0.6857 Remote Similarity NPC260324
0.6829 Remote Similarity NPC198301
0.6757 Remote Similarity NPC229838
0.6286 Remote Similarity NPC325909
0.625 Remote Similarity NPC166294
0.625 Remote Similarity NPC327250
0.625 Remote Similarity NPC274550
0.6176 Remote Similarity NPC136014
0.6176 Remote Similarity NPC126681
0.6154 Remote Similarity NPC69179
0.6042 Remote Similarity NPC333075
0.6042 Remote Similarity NPC8488
0.6042 Remote Similarity NPC274499
0.5714 Remote Similarity NPC326992
0.5714 Remote Similarity NPC168375
0.5714 Remote Similarity NPC121517
0.5714 Remote Similarity NPC53449
0.5682 Remote Similarity NPC40511
0.5625 Remote Similarity NPC295832
0.5625 Remote Similarity NPC198398
0.5625 Remote Similarity NPC27359

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC59650 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
1.0 High Similarity NPD8799 Approved
1.0 High Similarity NPD8795 Approved
1.0 High Similarity NPD8796 Approved
0.9355 High Similarity NPD8800 Approved
0.7778 Intermediate Similarity NPD336 Approved
0.7778 Intermediate Similarity NPD332 Approved
0.7778 Intermediate Similarity NPD330 Approved
0.7778 Intermediate Similarity NPD333 Approved
0.7714 Intermediate Similarity NPD9236 Approved
0.7714 Intermediate Similarity NPD9235 Approved
0.7568 Intermediate Similarity NPD1438 Approved
0.7568 Intermediate Similarity NPD1435 Approved
0.7568 Intermediate Similarity NPD1434 Approved
0.7568 Intermediate Similarity NPD1436 Approved
0.7368 Intermediate Similarity NPD335 Approved
0.7368 Intermediate Similarity NPD331 Approved
0.7179 Intermediate Similarity NPD334 Phase 3
0.7179 Intermediate Similarity NPD1433 Approved
0.7179 Intermediate Similarity NPD1437 Approved
0.6905 Remote Similarity NPD2271 Phase 3
0.6905 Remote Similarity NPD8621 Approved
0.6829 Remote Similarity NPD2261 Phase 3
0.6829 Remote Similarity NPD2260 Approved
0.675 Remote Similarity NPD9456 Approved
0.675 Remote Similarity NPD9457 Approved
0.6562 Remote Similarity NPD51 Approved
0.6562 Remote Similarity NPD7368 Approved
0.6562 Remote Similarity NPD7367 Approved
0.6444 Remote Similarity NPD2264 Approved
0.6444 Remote Similarity NPD2265 Approved
0.6176 Remote Similarity NPD8819 Approved
0.6176 Remote Similarity NPD8817 Phase 3
0.6176 Remote Similarity NPD8818 Approved
0.6176 Remote Similarity NPD7371 Approved
0.6176 Remote Similarity NPD8820 Approved
0.6176 Remote Similarity NPD8821 Approved
0.6176 Remote Similarity NPD110 Approved
0.6176 Remote Similarity NPD9262 Approved
0.617 Remote Similarity NPD2692 Approved
0.617 Remote Similarity NPD2693 Approved
0.6053 Remote Similarity NPD9136 Clinical (unspecified phase)
0.6 Remote Similarity NPD1458 Approved
0.6 Remote Similarity NPD1459 Approved
0.6 Remote Similarity NPD9058 Approved
0.6 Remote Similarity NPD9057 Approved
0.6 Remote Similarity NPD9060 Approved
0.5918 Remote Similarity NPD8545 Approved
0.5897 Remote Similarity NPD9042 Approved
0.58 Remote Similarity NPD4276 Approved
0.58 Remote Similarity NPD4277 Approved
0.5686 Remote Similarity NPD4281 Clinical (unspecified phase)
0.5682 Remote Similarity NPD8869 Approved
0.5676 Remote Similarity NPD9238 Approved
0.5676 Remote Similarity NPD9237 Approved
0.5625 Remote Similarity NPD9226 Approved
0.5625 Remote Similarity NPD9437 Clinical (unspecified phase)
0.5625 Remote Similarity NPD9225 Phase 3
0.561 Remote Similarity NPD9043 Approved

Structure

External Identifiers

PubChem CID   247
ChEMBL   CHEMBL1182
ZINC  

Physicochemical Properties

Molecular Weight:  117.08
ALogP:  -2.2564
MLogP:  1.68
XLogP:  -1.227
# Rotatable Bonds:  6
Polar Surface Area:  40.13
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  0
# Heavy Atoms:  8

Download Data

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