Natural Product: NPC128713

Natural Product ID:  NPC128713
Common Name:   Alpha-Ketoglutaric Acid
IUPAC Name:   2-oxopentanedioic acid
Synonyms:   2-Oxoglutarate; 2-Oxopentanedioic Acid; Alpha-Ketoglutarate
Molecular Formula:   C5H6O5
Standard InCHIKey:  KPGXRSRHYNQIFN-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C5H6O5/c6-3(5(9)10)1-2-4(7)8/h1-2H2,(H,7,8)(H,9,10)
Canonical SMILES:  OC(=O)CCC(=O)C(=O)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
NPO6093 Podocarpus cupressinus Species Podocarpaceae Eukaryota UNPD*
NPO15614 Diplopappus filifolius NA NA NA UNPD*
NPO8814 Euphrasia pectinata Species Orobanchaceae Eukaryota UNPD*
NPO15526 Glochidion zeylanicum Species Phyllanthaceae Eukaryota UNPD*
NPO10116 Sphaeranthus indicus Species Asteraceae Eukaryota UNPD*
NPO3173 Parmelia loxodella Species Parmeliaceae Eukaryota UNPD*
NPO1797 Homo sapiens Species Hominidae Eukaryota breast milk PMID[24027187]
NPO1797 Homo sapiens Species Hominidae Eukaryota cerebrospinal fluid PMID[18502700]
NPO1797 Homo sapiens Species Hominidae Eukaryota saliva PMID[22308371]
NPO1797 Homo sapiens Species Hominidae Eukaryota urine PMID[9732975]
NPO1797 Homo sapiens Species Hominidae Eukaryota Faeces PMID[22411374]
NPO1797 Homo sapiens Species Hominidae Eukaryota cytoplasm PMID[8579834]
NPO1797 Homo sapiens Species Hominidae Eukaryota blood PMID[8412012]
NPO8639 Agaricus xanthodermus Species Agaricaceae Eukaryota UNPD*
NPO5769 Neviusia alabamensis Species Rosaceae Eukaryota UNPD*
NPO3724 Amomum neoaurantiacum Species Zingiberaceae Eukaryota TCMSP*
NPO7758 Streptomyces caespitosus Species Streptomycetaceae Bacteria StreptomeDB*
NPO28993 Streptomyces venezuelae Species Streptomycetaceae Bacteria StreptomeDB*
NPO13391.36 Streptomyces hygroscopicus imet ja 6599 Subspecies Streptomycetaceae Bacteria StreptomeDB*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2883 Individual Protein Egl nine homolog 1 Homo sapiens Kd = 900 nM 20025281
NPT2883 Individual Protein Egl nine homolog 1 Homo sapiens Kd = 1700 nM 20025281
NPT2883 Individual Protein Egl nine homolog 1 Homo sapiens Kd = 2200 nM 20025281
NPT2883 Individual Protein Egl nine homolog 1 Homo sapiens Kd = 1000 nM 20025281
NPT282 Individual Protein MAP kinase ERK2 Homo sapiens Potency = 3981.1 nM PubChem BioAssay data set
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency 50118.7 nM PubChem BioAssay data set
NPT368 Cell Line SN12C Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT367 Cell Line MDA-N Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT369 Cell Line ACHN Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT370 Cell Line NCI-H23 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT371 Cell Line UO-31 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT372 Cell Line HOP-92 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT116 Cell Line HL-60 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT90 Cell Line DU-145 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT374 Cell Line SF-539 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT373 Cell Line SK-MEL-5 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT375 Cell Line Malme-3M Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT111 Cell Line K562 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT376 Cell Line A498 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT112 Cell Line MOLT-4 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT377 Cell Line OVCAR-3 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT379 Cell Line HOP-62 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT378 Cell Line NCI/ADR-RES Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT381 Cell Line OVCAR-8 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT380 Cell Line U-251 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT382 Cell Line OVCAR-5 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT383 Cell Line SNB-19 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT82 Cell Line MDA-MB-231 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT385 Cell Line SR Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT384 Cell Line TK-10 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT323 Cell Line SW-620 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT386 Cell Line KM12 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT455 Cell Line NCI-H522 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT387 Cell Line M14 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT388 Cell Line NCI-H322M Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT389 Cell Line RPMI-8226 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT456 Cell Line OVCAR-4 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT390 Cell Line LOX IMVI Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT457 Cell Line BT-549 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT147 Cell Line SK-MEL-2 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT391 Cell Line HCC 2998 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT81 Cell Line A549 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT392 Cell Line SNB-75 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT393 Cell Line HCT-116 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT148 Cell Line HCT-15 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT394 Cell Line EKVX Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT395 Cell Line SF-268 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT306 Cell Line PC-3 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT83 Cell Line MCF7 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT146 Cell Line SK-OV-3 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT397 Cell Line NCI-H460 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT396 Cell Line T47D Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT398 Cell Line UACC-62 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT308 Cell Line CAKI-1 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT399 Cell Line SF-295 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT400 Cell Line MDA-MB-435 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT458 Cell Line IGROV-1 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT402 Cell Line Hs-578T Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT401 Cell Line 786-0 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT403 Cell Line UACC-257 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT404 Cell Line CCRF-CEM Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT139 Cell Line HT-29 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT405 Cell Line NCI-H226 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT170 Cell Line SK-MEL-28 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT407 Cell Line COLO 205 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT406 Cell Line RXF 393 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT665 Individual Protein Solute carrier family 22 member 6 Homo sapiens Activity = 12.4 % 12472777
NPT1544 Individual Protein Solute carrier family 22 member 2 Rattus norvegicus IC50 = 700000 nM 11502595
NPT435 Individual Protein Solute carrier family 22 member 1 Rattus norvegicus IC50 = 740000 nM 11502595
NPT152 Individual Protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency 66824.2 nM PubChem BioAssay data set
NPT2883 Individual Protein Egl nine homolog 1 Homo sapiens Kd < 2000 nM 23234607
NPT2883 Individual Protein Egl nine homolog 1 Homo sapiens Kd = 900 nM 23234607
NPT2 Others Unspecified Potency 54927.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 194.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 385.3 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 NPC128713 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
0.8649 High Similarity NPC317945
0.8056 Intermediate Similarity NPC125575
0.7838 Intermediate Similarity NPC127142
0.7838 Intermediate Similarity NPC7814
0.7674 Intermediate Similarity NPC38891
0.7674 Intermediate Similarity NPC242655
0.7561 Intermediate Similarity NPC240109
0.7436 Intermediate Similarity NPC1037
0.7391 Intermediate Similarity NPC293378
0.725 Intermediate Similarity NPC206924
0.725 Intermediate Similarity NPC109026
0.7222 Intermediate Similarity NPC292641
0.7222 Intermediate Similarity NPC248139
0.7073 Intermediate Similarity NPC38930
0.7073 Intermediate Similarity NPC325454
0.6944 Remote Similarity NPC236709
0.6818 Remote Similarity NPC310220
0.6818 Remote Similarity NPC289686
0.68 Remote Similarity NPC65985
0.68 Remote Similarity NPC19676
0.68 Remote Similarity NPC323401
0.6757 Remote Similarity NPC174368
0.6667 Remote Similarity NPC18224
0.6667 Remote Similarity NPC6883
0.6667 Remote Similarity NPC328710
0.6538 Remote Similarity NPC60830
0.6538 Remote Similarity NPC68743
0.65 Remote Similarity NPC307027
0.6415 Remote Similarity NPC198377
0.6389 Remote Similarity NPC286233
0.6296 Remote Similarity NPC61567
0.6275 Remote Similarity NPC277878
0.625 Remote Similarity NPC175342
0.6222 Remote Similarity NPC121018
0.6222 Remote Similarity NPC24751
0.6222 Remote Similarity NPC97444
0.6222 Remote Similarity NPC192402
0.6222 Remote Similarity NPC100742
0.6222 Remote Similarity NPC19044
0.619 Remote Similarity NPC134782
0.6182 Remote Similarity NPC179624
0.6154 Remote Similarity NPC196612
0.6154 Remote Similarity NPC320981
0.6122 Remote Similarity NPC172086
0.6122 Remote Similarity NPC247546
0.6087 Remote Similarity NPC259982
0.6087 Remote Similarity NPC228782
0.6087 Remote Similarity NPC313565
0.6 Remote Similarity NPC320331
0.6 Remote Similarity NPC46254
0.5957 Remote Similarity NPC319680
0.5952 Remote Similarity NPC317203
0.5946 Remote Similarity NPC149209
0.5918 Remote Similarity NPC101249
0.5909 Remote Similarity NPC268826
0.587 Remote Similarity NPC35661
0.5833 Remote Similarity NPC270088
0.5814 Remote Similarity NPC155263
0.5814 Remote Similarity NPC5505
0.5778 Remote Similarity NPC183424
0.5778 Remote Similarity NPC214610
0.5778 Remote Similarity NPC329545
0.5778 Remote Similarity NPC118968
0.5778 Remote Similarity NPC294085
0.575 Remote Similarity NPC198126
0.5714 Remote Similarity NPC220922
0.5714 Remote Similarity NPC293692
0.569 Remote Similarity NPC320296
0.5686 Remote Similarity NPC476469
0.5682 Remote Similarity NPC158179
0.5682 Remote Similarity NPC252843
0.5682 Remote Similarity NPC321569
0.5625 Remote Similarity NPC74845
0.561 Remote Similarity NPC212144
0.561 Remote Similarity NPC280532

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC128713 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
0.7838 Intermediate Similarity NPD8857 Approved
0.7556 Intermediate Similarity NPD70 Approved
0.7556 Intermediate Similarity NPD9121 Approved
0.7556 Intermediate Similarity NPD9123 Approved
0.7556 Intermediate Similarity NPD108 Approved
0.7556 Intermediate Similarity NPD9127 Approved
0.7556 Intermediate Similarity NPD109 Approved
0.7556 Intermediate Similarity NPD9122 Approved
0.7556 Intermediate Similarity NPD9124 Approved
0.7556 Intermediate Similarity NPD9125 Approved
0.7556 Intermediate Similarity NPD9128 Approved
0.7556 Intermediate Similarity NPD9130 Phase 3
0.7391 Intermediate Similarity NPD9129 Approved
0.7391 Intermediate Similarity NPD71 Approved
0.7391 Intermediate Similarity NPD9126 Approved
0.7222 Intermediate Similarity NPD62 Approved
0.6944 Remote Similarity NPD8594 Approved
0.6944 Remote Similarity NPD8593 Approved
0.6389 Remote Similarity NPD8189 Approved
0.6304 Remote Similarity NPD8975 Clinical (unspecified phase)
0.6275 Remote Similarity NPD64 Approved
0.6275 Remote Similarity NPD72 Approved
0.6275 Remote Similarity NPD9007 Approved
0.6275 Remote Similarity NPD9011 Approved
0.6275 Remote Similarity NPD8960 Approved
0.6275 Remote Similarity NPD9008 Approved
0.6275 Remote Similarity NPD9010 Approved
0.6275 Remote Similarity NPD65 Approved
0.6275 Remote Similarity NPD66 Approved
0.6275 Remote Similarity NPD9009 Approved
0.6222 Remote Similarity NPD8602 Approved
0.6222 Remote Similarity NPD8603 Approved
0.6222 Remote Similarity NPD8598 Approved
0.6222 Remote Similarity NPD8599 Approved
0.6222 Remote Similarity NPD8604 Approved
0.6222 Remote Similarity NPD8600 Approved
0.6222 Remote Similarity NPD8601 Approved
0.6222 Remote Similarity NPD8605 Approved
0.617 Remote Similarity NPD8974 Clinical (unspecified phase)
0.6154 Remote Similarity NPD8590 Approved
0.6122 Remote Similarity NPD9004 Approved
0.6122 Remote Similarity NPD9003 Clinical (unspecified phase)
0.6122 Remote Similarity NPD9005 Phase 3
0.6111 Remote Similarity NPD8592 Approved
0.6111 Remote Similarity NPD8591 Approved
0.5952 Remote Similarity NPD8596 Approved
0.5918 Remote Similarity NPD8866 Approved
0.5918 Remote Similarity NPD8867 Approved
0.5897 Remote Similarity NPD8617 Approved
0.5897 Remote Similarity NPD8619 Approved
0.5818 Remote Similarity NPD73 Approved
0.5814 Remote Similarity NPD8597 Approved
0.5778 Remote Similarity NPD9655 Approved
0.575 Remote Similarity NPD8618 Approved
0.5714 Remote Similarity NPD8959 Approved

Structure

External Identifiers

PubChem CID   51
ChEMBL   CHEMBL1686
ZINC  

Physicochemical Properties

Molecular Weight:  146.02
ALogP:  -0.6738
MLogP:  1.46
XLogP:  -1.056
# Rotatable Bonds:  6
Polar Surface Area:  91.67
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  0
# Heavy Atoms:  10

Download Data

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