Natural Product: NPC174304

Natural Product ID:  NPC174304
Common Name:   Glutathione
IUPAC Name:   (2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-1-oxo-3-sulfanylpropan-2-yl]amino]-5-oxopentanoic acid
Synonyms:   Glutathione
Molecular Formula:   C10H17N3O6S
Standard InCHIKey:  RWSXRVCMGQZWBV-WDSKDSINSA-N
Standard InCHI:  InChI=1S/C10H17N3O6S/c11-5(10(18)19)1-2-7(14)13-6(4-20)9(17)12-3-8(15)16/h5-6,20H,1-4,11H2,(H,12,17)(H,13,14)(H,15,16)(H,18,19)/t5-,6-/m0/s1
Canonical SMILES:  SC[C@@H](C(=NCC(=O)O)O)N=C(CC[C@@H](C(=O)O)N)O
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
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria PMID[21988831]
NPO2997 Aloe africana Species Xanthorrhoeaceae Eukaryota TM-MC*
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota TM-MC*
NPO14763 Aloe ferox Species Asphodelaceae Eukaryota TM-MC*
NPO2837 Aloe spicata Species Asphodelaceae Eukaryota TM-MC*
NPO25223 Gekko Species Gekkonidae Eukaryota TCMID*
NPO1797 Homo sapiens Species Hominidae Eukaryota PMID[4200890]
NPO1797 Homo sapiens Species Hominidae Eukaryota urine PMID[24023812]
NPO1797 Homo sapiens Species Hominidae Eukaryota blood PMID[10577998]
NPO1797 Homo sapiens Species Hominidae Eukaryota saliva PMID[14637266]
NPO1797 Homo sapiens Species Hominidae Eukaryota cytoplasm PMID[15882454]
NPO1797 Homo sapiens Species Hominidae Eukaryota cerebrospinal fluid PMID[11978879]
NPO20338 Mus musculus Species Muridae Eukaryota PMID[19425150]
NPO31567 Gecko Genus Gekkonidae Eukaryota HerDing*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT4948 Individual Protein Glutathione S-transferase kappa 1 Homo sapiens IC50 = 20 nM 9632361
NPT1566 Individual Protein Glyoxalase I Homo sapiens Ki = 1.05E+12 nM 3290487
NPT2 Others Unspecified Activity = 70 % 18065232
NPT2 Others Unspecified Activity = 35.6 % 18207412
NPT1594 Individual Protein Multidrug resistance-associated protein 1 Homo sapiens Inhibition = 10 % 17646169
NPT612 Individual Protein Canalicular multispecific organic anion transporter 1 Homo sapiens Activity = 116 % 18457386
NPT2 Others Unspecified Activity = 0.62 18819812
NPT2 Others Unspecified Activity = 5.6 18819812
NPT2 Others Unspecified Activity = 36 % 18926709
NPT2 Others Unspecified Activity = 31 % 18926709
NPT2 Others Unspecified Activity = 55 % 18926709
NPT1 Others Radical scavenging activity Activity = 76 % 18926709
NPT35 Others n.a. Activity = 81.3 % 18926709
NPT35 Others n.a. Activity = 83.2 % 18926709
NPT35 Others n.a. Activity = 84.2 % 18926709
NPT35 Others n.a. Activity = 85.4 % 18926709
NPT1 Others Radical scavenging activity IC50 = 96000 nM 19502068
NPT1108 Organism Mycobacterium bovis BCG Mycobacterium bovis BCG IZ = 0 mm 19564371
NPT4949 Individual Protein Lysozyme C Gallus gallus Activity = 87 % 22197395
NPT4949 Individual Protein Lysozyme C Gallus gallus Activity = 0.01 /min 22197395
NPT4949 Individual Protein Lysozyme C Gallus gallus Activity = 0.05 /min 22197395
NPT4949 Individual Protein Lysozyme C Gallus gallus Activity = 44 % 22197395
NPT4949 Individual Protein Lysozyme C Gallus gallus Activity = 73 % 22197395
NPT4949 Individual Protein Lysozyme C Gallus gallus Activity = 0.001 /min 22197395
NPT4949 Individual Protein Lysozyme C Gallus gallus Activity = 0.003 /min 22197395
NPT612 Individual Protein Canalicular multispecific organic anion transporter 1 Homo sapiens Activity = 51 % 10024515
NPT2 Others Unspecified IC50 > 20000000 nM 21657271
NPT2 Others Unspecified Activity = 0.595 ug/ml 10.1007/s00044-012-0304-7
NPT1 Others Radical scavenging activity Activity = 92.09 % 10.1007/s00044-012-0304-7
NPT2 Others Unspecified Potency 29855.4 nM PubChem BioAssay data set
NPT2 Others Unspecified Activity = 92.09 % 10.1007/s00044-013-0835-6
NPT72 Individual Protein Solute carrier organic anion transporter family member 1B3 Homo sapiens Inhibition = 87.82 % 23571415
NPT73 Individual Protein Solute carrier organic anion transporter family member 1B1 Homo sapiens Inhibition = 67.16 % 23571415
NPT2 Others Unspecified Ratio = 15.1 24507926
NPT2 Others Unspecified Ratio = 10440 24507926
NPT2 Others Unspecified Ratio = 0.142 24507926
NPT2 Others Unspecified Ratio = 4.09 24507926
NPT35 Others n.a. Ratio = 121 24507926
NPT2 Others Unspecified Ratio = 23.3 24507926
NPT2 Others Unspecified Ratio = 1.59 24507926
NPT2 Others Unspecified Potency 10000 nM PubChem BioAssay data set
NPT2 Others Unspecified AC50 3981.1 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 16353.5 nM PubChem BioAssay data set
NPT2 Others Unspecified AC50 19952.6 nM PubChem BioAssay data set
NPT65 Cell Line HepG2 Homo sapiens Activity = 2.1 % 26894841
NPT65 Cell Line HepG2 Homo sapiens Activity = 5.5 % 26894841
NPT65 Cell Line HepG2 Homo sapiens Activity = 2.5 % 26894841

  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 NPC174304 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
1.0 High Similarity NPC325597
0.9831 High Similarity NPC289691
0.9206 High Similarity NPC319046
0.9062 High Similarity NPC126779
0.8833 High Similarity NPC321536
0.8689 High Similarity NPC143722
0.8644 High Similarity NPC325985
0.8333 Intermediate Similarity NPC38463
0.8167 Intermediate Similarity NPC322573
0.8136 Intermediate Similarity NPC197087
0.8136 Intermediate Similarity NPC190184
0.8116 Intermediate Similarity NPC315897
0.7812 Intermediate Similarity NPC321419
0.7797 Intermediate Similarity NPC319175
0.7656 Intermediate Similarity NPC317143
0.7656 Intermediate Similarity NPC327748
0.7656 Intermediate Similarity NPC254541
0.7656 Intermediate Similarity NPC320598
0.7656 Intermediate Similarity NPC316826
0.7656 Intermediate Similarity NPC321468
0.7538 Intermediate Similarity NPC327170
0.7538 Intermediate Similarity NPC329564
0.75 Intermediate Similarity NPC189301
0.75 Intermediate Similarity NPC125736
0.75 Intermediate Similarity NPC176164
0.7344 Intermediate Similarity NPC318260
0.7344 Intermediate Similarity NPC317147
0.7313 Intermediate Similarity NPC327252
0.7258 Intermediate Similarity NPC263065
0.7258 Intermediate Similarity NPC189178
0.7213 Intermediate Similarity NPC137958
0.7213 Intermediate Similarity NPC273330
0.7143 Intermediate Similarity NPC321118
0.7143 Intermediate Similarity NPC316889
0.7119 Intermediate Similarity NPC136476
0.7119 Intermediate Similarity NPC49952
0.7097 Intermediate Similarity NPC19576
0.7097 Intermediate Similarity NPC29950
0.7031 Intermediate Similarity NPC327831
0.6935 Remote Similarity NPC327239
0.6901 Remote Similarity NPC118524
0.6833 Remote Similarity NPC185755
0.6833 Remote Similarity NPC297220
0.6833 Remote Similarity NPC306238
0.6833 Remote Similarity NPC248970
0.6833 Remote Similarity NPC213876
0.6769 Remote Similarity NPC2801
0.6667 Remote Similarity NPC118459
0.6667 Remote Similarity NPC327698
0.6613 Remote Similarity NPC140872
0.6613 Remote Similarity NPC153370
0.6613 Remote Similarity NPC93081
0.6567 Remote Similarity NPC278209
0.6562 Remote Similarity NPC322946
0.6533 Remote Similarity NPC328457
0.6528 Remote Similarity NPC325534
0.6508 Remote Similarity NPC193989
0.6508 Remote Similarity NPC170739
0.6508 Remote Similarity NPC112890
0.6508 Remote Similarity NPC152451
0.6508 Remote Similarity NPC316231
0.6508 Remote Similarity NPC324825
0.6508 Remote Similarity NPC328378
0.6462 Remote Similarity NPC329495
0.6441 Remote Similarity NPC317691
0.6441 Remote Similarity NPC326808
0.6441 Remote Similarity NPC110533
0.6441 Remote Similarity NPC254482
0.6406 Remote Similarity NPC114990
0.6393 Remote Similarity NPC329263
0.6301 Remote Similarity NPC470108
0.6286 Remote Similarity NPC68974
0.6269 Remote Similarity NPC102815
0.6267 Remote Similarity NPC472579
0.625 Remote Similarity NPC43204
0.625 Remote Similarity NPC315744
0.625 Remote Similarity NPC84636
0.625 Remote Similarity NPC62045
0.625 Remote Similarity NPC226027
0.625 Remote Similarity NPC174246
0.625 Remote Similarity NPC245027
0.625 Remote Similarity NPC162620
0.6216 Remote Similarity NPC470109
0.6212 Remote Similarity NPC317815
0.6207 Remote Similarity NPC193386
0.619 Remote Similarity NPC204364
0.6154 Remote Similarity NPC476248
0.6133 Remote Similarity NPC470110
0.6125 Remote Similarity NPC59867
0.6119 Remote Similarity NPC183845
0.6119 Remote Similarity NPC279661
0.6105 Remote Similarity NPC72401
0.6105 Remote Similarity NPC325339
0.6056 Remote Similarity NPC177191
0.6032 Remote Similarity NPC228932
0.6032 Remote Similarity NPC198196
0.6027 Remote Similarity NPC106216
0.6027 Remote Similarity NPC88898
0.6026 Remote Similarity NPC55274
0.6 Remote Similarity NPC121517
0.6 Remote Similarity NPC168375
0.6 Remote Similarity NPC326992
0.5978 Remote Similarity NPC117829
0.5972 Remote Similarity NPC118429
0.5957 Remote Similarity NPC132931
0.5952 Remote Similarity NPC84128
0.5952 Remote Similarity NPC53858
0.5946 Remote Similarity NPC278881
0.5946 Remote Similarity NPC50047
0.5938 Remote Similarity NPC118187
0.5873 Remote Similarity NPC191136
0.5854 Remote Similarity NPC37681
0.5846 Remote Similarity NPC227850
0.5846 Remote Similarity NPC318523
0.5844 Remote Similarity NPC133183
0.5833 Remote Similarity NPC314466
0.5833 Remote Similarity NPC475542
0.5811 Remote Similarity NPC103130
0.5811 Remote Similarity NPC226453
0.5811 Remote Similarity NPC57420
0.5806 Remote Similarity NPC167986
0.5806 Remote Similarity NPC291186
0.5806 Remote Similarity NPC276294
0.5789 Remote Similarity NPC222327
0.5789 Remote Similarity NPC188231
0.5775 Remote Similarity NPC11433
0.5775 Remote Similarity NPC245346
0.5775 Remote Similarity NPC302003
0.5769 Remote Similarity NPC478256
0.5763 Remote Similarity NPC69179
0.5753 Remote Similarity NPC477644
0.5714 Remote Similarity NPC81647
0.5714 Remote Similarity NPC323974
0.5714 Remote Similarity NPC126925
0.5714 Remote Similarity NPC325097
0.5714 Remote Similarity NPC132307
0.5694 Remote Similarity NPC268927
0.5694 Remote Similarity NPC276928
0.5694 Remote Similarity NPC64250
0.5692 Remote Similarity NPC136159
0.5672 Remote Similarity NPC319110
0.5672 Remote Similarity NPC329181
0.5672 Remote Similarity NPC50457
0.5667 Remote Similarity NPC18188
0.5663 Remote Similarity NPC191774
0.5663 Remote Similarity NPC314680
0.5658 Remote Similarity NPC327985
0.5652 Remote Similarity NPC145235
0.5634 Remote Similarity NPC283786
0.5632 Remote Similarity NPC199072
0.5632 Remote Similarity NPC145748
0.5632 Remote Similarity NPC95478
0.5632 Remote Similarity NPC155670
0.5625 Remote Similarity NPC285322
0.5625 Remote Similarity NPC208793
0.5604 Remote Similarity NPC477729
0.56 Remote Similarity NPC145658

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC174304 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 NPD348 Approved
0.9355 High Similarity NPD886 Clinical (unspecified phase)
0.9206 High Similarity NPD4241 Registered
0.9206 High Similarity NPD337 Discontinued
0.9062 High Similarity NPD4242 Approved
0.8788 High Similarity NPD2262 Clinical (unspecified phase)
0.8667 High Similarity NPD9433 Approved
0.8136 Intermediate Similarity NPD8785 Approved
0.8116 Intermediate Similarity NPD1825 Clinical (unspecified phase)
0.791 Intermediate Similarity NPD1429 Clinical (unspecified phase)
0.7532 Intermediate Similarity NPD7643 Phase 1
0.7424 Intermediate Similarity NPD574 Approved
0.7361 Intermediate Similarity NPD6944 Clinical (unspecified phase)
0.7313 Intermediate Similarity NPD575 Clinical (unspecified phase)
0.7258 Intermediate Similarity NPD9205 Approved
0.7258 Intermediate Similarity NPD9204 Approved
0.7213 Intermediate Similarity NPD8871 Approved
0.7213 Intermediate Similarity NPD8872 Phase 3
0.7213 Intermediate Similarity NPD329 Discontinued
0.7097 Intermediate Similarity NPD61 Approved
0.7097 Intermediate Similarity NPD8847 Approved
0.7097 Intermediate Similarity NPD8846 Approved
0.6984 Remote Similarity NPD8851 Phase 1
0.6892 Remote Similarity NPD1147 Phase 2
0.6833 Remote Similarity NPD8870 Approved
0.6833 Remote Similarity NPD8982 Approved
0.679 Remote Similarity NPD3733 Clinical (unspecified phase)
0.6613 Remote Similarity NPD9214 Phase 3
0.6613 Remote Similarity NPD8614 Approved
0.6613 Remote Similarity NPD8808 Approved
0.6613 Remote Similarity NPD8809 Approved
0.6613 Remote Similarity NPD9213 Approved
0.6579 Remote Similarity NPD366 Approved
0.6575 Remote Similarity NPD9452 Clinical (unspecified phase)
0.6562 Remote Similarity NPD9441 Phase 2
0.6528 Remote Similarity NPD8952 Approved
0.6508 Remote Similarity NPD9021 Approved
0.6508 Remote Similarity NPD8802 Approved
0.6508 Remote Similarity NPD9044 Approved
0.6508 Remote Similarity NPD8803 Clinical (unspecified phase)
0.65 Remote Similarity NPD8869 Approved
0.6441 Remote Similarity NPD8215 Approved
0.6441 Remote Similarity NPD8214 Approved
0.6374 Remote Similarity NPD842 Phase 3
0.6351 Remote Similarity NPD9451 Clinical (unspecified phase)
0.6349 Remote Similarity NPD8873 Approved
0.629 Remote Similarity NPD8801 Approved
0.625 Remote Similarity NPD9017 Approved
0.625 Remote Similarity NPD9018 Approved
0.625 Remote Similarity NPD9016 Clinical (unspecified phase)
0.625 Remote Similarity NPD364 Discontinued
0.6212 Remote Similarity NPD8849 Clinical (unspecified phase)
0.6212 Remote Similarity NPD9386 Approved
0.6212 Remote Similarity NPD9420 Clinical (unspecified phase)
0.619 Remote Similarity NPD9577 Approved
0.618 Remote Similarity NPD1749 Approved
0.6145 Remote Similarity NPD1125 Discovery
0.6129 Remote Similarity NPD397 Phase 2
0.6049 Remote Similarity NPD3160 Suspended
0.6032 Remote Similarity NPD9020 Approved
0.6 Remote Similarity NPD9421 Phase 1
0.5972 Remote Similarity NPD9014 Approved
0.5909 Remote Similarity NPD9025 Approved
0.5873 Remote Similarity NPD9658 Clinical (unspecified phase)
0.5862 Remote Similarity NPD7760 Phase 2
0.5862 Remote Similarity NPD7759 Phase 2
0.5844 Remote Similarity NPD1815 Discontinued
0.5811 Remote Similarity NPD9047 Approved
0.5811 Remote Similarity NPD9046 Phase 3
0.5811 Remote Similarity NPD9045 Approved
0.5811 Remote Similarity NPD9048 Approved
0.5806 Remote Similarity NPD8805 Approved
0.5806 Remote Similarity NPD8804 Approved
0.5789 Remote Similarity NPD9232 Phase 2
0.5789 Remote Similarity NPD9233 Phase 3
0.5789 Remote Similarity NPD9231 Phase 3
0.5789 Remote Similarity NPD8842 Clinical (unspecified phase)
0.5789 Remote Similarity NPD2263 Discontinued
0.5783 Remote Similarity NPD4815 Discontinued
0.5775 Remote Similarity NPD8865 Approved
0.5714 Remote Similarity NPD8980 Approved
0.5714 Remote Similarity NPD8979 Approved
0.5714 Remote Similarity NPD9019 Approved
0.5714 Remote Similarity NPD5792 Clinical (unspecified phase)
0.5714 Remote Similarity NPD8798 Approved
0.5714 Remote Similarity NPD8981 Clinical (unspecified phase)
0.5699 Remote Similarity NPD573 Clinical (unspecified phase)
0.5698 Remote Similarity NPD4829 Discontinued
0.5667 Remote Similarity NPD8623 Phase 1
0.5663 Remote Similarity NPD4278 Clinical (unspecified phase)
0.5652 Remote Similarity NPD9419 Clinical (unspecified phase)
0.5641 Remote Similarity NPD3724 Clinical (unspecified phase)
0.5632 Remote Similarity NPD326 Approved
0.5625 Remote Similarity NPD8610 Approved
0.5616 Remote Similarity NPD902 Approved
0.5606 Remote Similarity NPD8577 Discontinued

Structure

External Identifiers

PubChem CID   124886;25246407
ChEMBL   CHEMBL1543
ZINC  

Physicochemical Properties

Molecular Weight:  307.08
ALogP:  -1.6393
MLogP:  1.46
XLogP:  -3.978
# Rotatable Bonds:  15
Polar Surface Area:  204.6
# H-Bond Aceptor:  9
# H-Bond Donor:  5
# Rings:  0
# Heavy Atoms:  20

Download Data

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Similar NPs/Drugs