Natural Product: NPC5505

Natural Product ID:  NPC5505
Common Name:   2-Hydroxybutyric Acid
IUPAC Name:   2-hydroxybutanoic acid
Synonyms:   2-Hydroxy-Butyric Acid Anion; 2-Hydroxybutyric Acid
Molecular Formula:   C4H8O3
Standard InCHIKey:  AFENDNXGAFYKQO-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C4H8O3/c1-2-3(5)4(6)7/h3,5H,2H2,1H3,(H,6,7)
Canonical SMILES:  CCC(C(=O)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
NPO1797 Homo sapiens Species Hominidae Eukaryota blood PMID[8412012]
NPO4011 Chlamydomonas reinhardtii Species Chlamydomonadaceae Eukaryota PMID[25515814]
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*
NPO1797 Homo sapiens Species Hominidae Eukaryota DOI[10.1038/nbt.2488]
NPO1797 Homo sapiens Species Hominidae Eukaryota saliva PMID[22308371]
NPO1797 Homo sapiens Species Hominidae Eukaryota cerebrospinal fluid PMID[18502700]
NPO1797 Homo sapiens Species Hominidae Eukaryota urine PMID[168632]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT664 Protein Family Histone deacetylase Homo sapiens Activity = 96 % 19520580
NPT873 Individual Protein Monocarboxylate transporter 2 Homo sapiens Activity = 10 % 9786900
NPT706 Individual Protein Monocarboxylate transporter 1 Rattus norvegicus Activity = 40 % 9786900

  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 NPC5505 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
0.9167 High Similarity NPC316217
0.9167 High Similarity NPC222792
0.8788 High Similarity NPC307739
0.8788 High Similarity NPC76217
0.8571 High Similarity NPC325165
0.8333 Intermediate Similarity NPC103612
0.8333 Intermediate Similarity NPC24967
0.825 Intermediate Similarity NPC319680
0.8205 Intermediate Similarity NPC35661
0.8056 Intermediate Similarity NPC191084
0.8056 Intermediate Similarity NPC250870
0.8056 Intermediate Similarity NPC168052
0.775 Intermediate Similarity NPC192402
0.775 Intermediate Similarity NPC97444
0.775 Intermediate Similarity NPC100742
0.775 Intermediate Similarity NPC19044
0.775 Intermediate Similarity NPC121018
0.775 Intermediate Similarity NPC24751
0.7714 Intermediate Similarity NPC212144
0.7647 Intermediate Similarity NPC270334
0.7647 Intermediate Similarity NPC292641
0.7619 Intermediate Similarity NPC242655
0.7619 Intermediate Similarity NPC38891
0.75 Intermediate Similarity NPC320331
0.7429 Intermediate Similarity NPC198126
0.7368 Intermediate Similarity NPC159089
0.7297 Intermediate Similarity NPC127142
0.7297 Intermediate Similarity NPC307027
0.7273 Intermediate Similarity NPC149209
0.7105 Intermediate Similarity NPC316685
0.697 Remote Similarity NPC165122
0.697 Remote Similarity NPC140389
0.6957 Remote Similarity NPC328954
0.6765 Remote Similarity NPC286233
0.6757 Remote Similarity NPC261351
0.675 Remote Similarity NPC109026
0.6744 Remote Similarity NPC228782
0.6744 Remote Similarity NPC259982
0.6744 Remote Similarity NPC313565
0.6667 Remote Similarity NPC61066
0.6667 Remote Similarity NPC174368
0.6667 Remote Similarity NPC122768
0.6667 Remote Similarity NPC114270
0.6667 Remote Similarity NPC104195
0.6667 Remote Similarity NPC317203
0.6667 Remote Similarity NPC151140
0.6585 Remote Similarity NPC38930
0.6571 Remote Similarity NPC143211
0.6571 Remote Similarity NPC320326
0.6531 Remote Similarity NPC277878
0.6512 Remote Similarity NPC322956
0.6512 Remote Similarity NPC325307
0.6486 Remote Similarity NPC320981
0.6486 Remote Similarity NPC5934
0.6471 Remote Similarity NPC88887
0.6471 Remote Similarity NPC28246
0.6444 Remote Similarity NPC270088
0.6429 Remote Similarity NPC329545
0.641 Remote Similarity NPC7814
0.64 Remote Similarity NPC19676
0.64 Remote Similarity NPC196612
0.64 Remote Similarity NPC323401
0.6389 Remote Similarity NPC33415
0.6389 Remote Similarity NPC88135
0.6389 Remote Similarity NPC301586
0.6389 Remote Similarity NPC316272
0.6341 Remote Similarity NPC317945
0.6316 Remote Similarity NPC280532
0.6286 Remote Similarity NPC166804
0.6286 Remote Similarity NPC127134
0.6286 Remote Similarity NPC230726
0.6286 Remote Similarity NPC314668
0.6275 Remote Similarity NPC6883
0.625 Remote Similarity NPC46254
0.6222 Remote Similarity NPC318951
0.6222 Remote Similarity NPC320624
0.6176 Remote Similarity NPC157340
0.6176 Remote Similarity NPC245688
0.617 Remote Similarity NPC328497
0.617 Remote Similarity NPC324004
0.6154 Remote Similarity NPC217218
0.6154 Remote Similarity NPC175342
0.6111 Remote Similarity NPC272307
0.6098 Remote Similarity NPC1037
0.6098 Remote Similarity NPC321699
0.6061 Remote Similarity NPC181153
0.6061 Remote Similarity NPC299484
0.6053 Remote Similarity NPC21374
0.6053 Remote Similarity NPC302611
0.6042 Remote Similarity NPC131770
0.6042 Remote Similarity NPC172086
0.6042 Remote Similarity NPC247546
0.6042 Remote Similarity NPC106872
0.6042 Remote Similarity NPC200618
0.6 Remote Similarity NPC140229
0.6 Remote Similarity NPC100096
0.6 Remote Similarity NPC82694
0.6 Remote Similarity NPC232554
0.6 Remote Similarity NPC3693
0.6 Remote Similarity NPC32280
0.6 Remote Similarity NPC41485
0.5962 Remote Similarity NPC23155
0.5962 Remote Similarity NPC469937
0.5962 Remote Similarity NPC320588
0.5962 Remote Similarity NPC53463
0.5952 Remote Similarity NPC206924
0.5946 Remote Similarity NPC236709
0.5926 Remote Similarity NPC220922
0.5926 Remote Similarity NPC293692
0.5918 Remote Similarity NPC93888
0.5918 Remote Similarity NPC270805
0.5918 Remote Similarity NPC304162
0.5897 Remote Similarity NPC187058
0.5897 Remote Similarity NPC182541
0.5897 Remote Similarity NPC197207
0.5897 Remote Similarity NPC281883
0.5897 Remote Similarity NPC12904
0.5897 Remote Similarity NPC149070
0.5897 Remote Similarity NPC127074
0.5882 Remote Similarity NPC8187
0.5882 Remote Similarity NPC39977
0.5833 Remote Similarity NPC560
0.5833 Remote Similarity NPC128335
0.5814 Remote Similarity NPC128713
0.58 Remote Similarity NPC90904
0.58 Remote Similarity NPC27359
0.58 Remote Similarity NPC198398
0.58 Remote Similarity NPC295832
0.5789 Remote Similarity NPC180423
0.5789 Remote Similarity NPC232172
0.5778 Remote Similarity NPC474361
0.5769 Remote Similarity NPC65985
0.5758 Remote Similarity NPC294703
0.575 Remote Similarity NPC18224
0.575 Remote Similarity NPC286695
0.575 Remote Similarity NPC108238
0.575 Remote Similarity NPC125575
0.575 Remote Similarity NPC41007
0.575 Remote Similarity NPC168714
0.575 Remote Similarity NPC35371
0.575 Remote Similarity NPC328710
0.575 Remote Similarity NPC178643
0.5741 Remote Similarity NPC198377
0.5714 Remote Similarity NPC110107
0.5714 Remote Similarity NPC323945
0.5714 Remote Similarity NPC327542
0.5714 Remote Similarity NPC155263
0.5714 Remote Similarity NPC313405
0.5686 Remote Similarity NPC470411
0.5682 Remote Similarity NPC94368
0.5676 Remote Similarity NPC248233
0.5652 Remote Similarity NPC144829
0.5636 Remote Similarity NPC323436
0.5636 Remote Similarity NPC327895
0.5636 Remote Similarity NPC43169
0.5636 Remote Similarity NPC93861
0.5636 Remote Similarity NPC112224
0.5625 Remote Similarity NPC133771
0.5625 Remote Similarity NPC12438
0.5625 Remote Similarity NPC30195
0.5614 Remote Similarity NPC320296
0.561 Remote Similarity NPC227267
0.561 Remote Similarity NPC154396
0.56 Remote Similarity NPC293378
0.56 Remote Similarity NPC26253

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC5505 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
0.8788 High Similarity NPD8202 Approved
0.8788 High Similarity NPD8205 Approved
0.8485 Intermediate Similarity NPD8206 Approved
0.8485 Intermediate Similarity NPD54 Approved
0.8485 Intermediate Similarity NPD8203 Approved
0.8485 Intermediate Similarity NPD55 Approved
0.8485 Intermediate Similarity NPD8204 Approved
0.775 Intermediate Similarity NPD8602 Approved
0.775 Intermediate Similarity NPD8599 Approved
0.775 Intermediate Similarity NPD8598 Approved
0.775 Intermediate Similarity NPD8605 Approved
0.775 Intermediate Similarity NPD8603 Approved
0.775 Intermediate Similarity NPD8601 Approved
0.775 Intermediate Similarity NPD8600 Approved
0.775 Intermediate Similarity NPD8604 Approved
0.7429 Intermediate Similarity NPD8618 Approved
0.7143 Intermediate Similarity NPD8619 Approved
0.7143 Intermediate Similarity NPD8617 Approved
0.6765 Remote Similarity NPD8189 Approved
0.6667 Remote Similarity NPD8225 Phase 3
0.6531 Remote Similarity NPD9009 Approved
0.6531 Remote Similarity NPD9011 Approved
0.6531 Remote Similarity NPD66 Approved
0.6531 Remote Similarity NPD9007 Approved
0.6531 Remote Similarity NPD72 Approved
0.6531 Remote Similarity NPD9008 Approved
0.6531 Remote Similarity NPD9010 Approved
0.6531 Remote Similarity NPD64 Approved
0.6531 Remote Similarity NPD65 Approved
0.6531 Remote Similarity NPD8960 Approved
0.6486 Remote Similarity NPD8856 Phase 2
0.6486 Remote Similarity NPD8590 Approved
0.641 Remote Similarity NPD8857 Approved
0.6389 Remote Similarity NPD8549 Clinical (unspecified phase)
0.6286 Remote Similarity NPD8989 Approved
0.6176 Remote Similarity NPD8226 Approved
0.6061 Remote Similarity NPD8616 Clinical (unspecified phase)
0.6061 Remote Similarity NPD8201 Phase 2
0.6061 Remote Similarity NPD8615 Phase 2
0.6042 Remote Similarity NPD9004 Approved
0.6042 Remote Similarity NPD9003 Clinical (unspecified phase)
0.6042 Remote Similarity NPD9005 Phase 3
0.6038 Remote Similarity NPD73 Approved
0.6 Remote Similarity NPD8207 Approved
0.5962 Remote Similarity NPD3728 Approved
0.5962 Remote Similarity NPD3730 Approved
0.5946 Remote Similarity NPD8594 Approved
0.5946 Remote Similarity NPD8593 Approved
0.5926 Remote Similarity NPD8959 Approved
0.5918 Remote Similarity NPD8624 Approved
0.5897 Remote Similarity NPD9636 Phase 2
0.5897 Remote Similarity NPD8814 Phase 3
0.5818 Remote Similarity NPD6109 Phase 1
0.58 Remote Similarity NPD9226 Approved
0.58 Remote Similarity NPD9225 Phase 3
0.5686 Remote Similarity NPD9002 Approved
0.5686 Remote Similarity NPD9001 Clinical (unspecified phase)
0.5676 Remote Similarity NPD106 Approved
0.5676 Remote Similarity NPD8990 Clinical (unspecified phase)
0.561 Remote Similarity NPD900 Approved
0.56 Remote Similarity NPD71 Approved
0.56 Remote Similarity NPD9126 Approved
0.56 Remote Similarity NPD9129 Approved

Structure

External Identifiers

PubChem CID   11266
ChEMBL   CHEMBL567588
ZINC  

Physicochemical Properties

Molecular Weight:  104.05
ALogP:  -1.0939
MLogP:  1.57
XLogP:  -0.233
# Rotatable Bonds:  5
Polar Surface Area:  57.53
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  0
# Heavy Atoms:  7

Download Data

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Structure MOL file  
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Similar NPs/Drugs