Natural Product: NPC104195

Natural Product ID:  NPC104195
Common Name:   3-Methylbutanoic Acid
IUPAC Name:   3-methylbutanoic acid
Synonyms:   3-Methylbutanoate; Isovaleric Acid
Molecular Formula:   C5H10O2
Standard InCHIKey:  GWYFCOCPABKNJV-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C5H10O2/c1-4(2)3-5(6)7/h4H,3H2,1-2H3,(H,6,7)
Canonical SMILES:  CC(CC(=O)O)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
NPO25429 Sorbus aria Species Rosaceae Eukaryota UNPD*
NPO1797 Homo sapiens Species Hominidae Eukaryota Faeces PMID[23454028]
NPO23213 Bistorta officinalis Species Polygonaceae Eukaryota TM-MC*
NPO19494 Alstonia boonei Species Apocynaceae Eukaryota UNPD*
NPO18311 Carthamus tinctorius Species Asteraceae Eukaryota TCM_Taiwan*
NPO15810 Zea mays Species Poaceae Eukaryota TM-MC*
NPO5930 Crambe tatarica Species Brassicaceae Eukaryota UNPD*
NPO21355 Elsholtzia ciliata Species Lamiaceae Eukaryota TCM_Taiwan*
NPO5986.2 Ziziphus jujuba var. spinosa Varieties Rhamnaceae Eukaryota TCMID*
NPO1821 Kopsia albiflora Species Apocynaceae Eukaryota UNPD*
NPO21830 Buddleja cordata Species Scrophulariaceae Eukaryota UNPD*
NPO13281 Salvia hispanica Species Lamiaceae Eukaryota UNPD*
NPO24324 Halobacterium salinarum Species Halobacteriaceae Archaea UNPD*
NPO25014 Achillea millefolium Species Asteraceae Eukaryota TCM_Taiwan*
NPO9934 Mycobacterium leprae Species Mycobacteriaceae Bacteria UNPD*
NPO9313 Fritillaria ningguoensis Species Liliaceae Eukaryota UNPD*
NPO2741 Ribes sanguineum Species Grossulariaceae Eukaryota UNPD*
NPO28265 Morus alba Species Moraceae Eukaryota TCM_Taiwan*
NPO13478 Scorzonera pseudodivaricata Species Asteraceae Eukaryota UNPD*
NPO31303 Solanum lycopersicum Species Solanaceae Eukaryota TCM_Taiwan*
NPO23597 Monanthotaxis buchananii Species Annonaceae Eukaryota UNPD*
NPO12855 Alkanna cappadocica Species Boraginaceae Eukaryota UNPD*
NPO25489 Poliothyrsis sinensis Species Salicaceae Eukaryota UNPD*
NPO25983 Pisonia aculeata Species Nyctaginaceae Eukaryota UNPD*
NPO6444 Humulus scandens Species Cannabaceae Eukaryota UNPD*
NPO18697 Et radix patriniae rhizoma NA NA NA TCMSP*
NPO25611 Smilax china Species Smilacaceae Eukaryota UNPD*
NPO24712 Eria rupestris Species Orchidaceae Eukaryota UNPD*
NPO29545 Capsici fructus NA NA NA TCMSP*
NPO1834 Atalantia racemosa Species Rutaceae Eukaryota UNPD*
NPO252 Hoffmannia strigillosa Species Rubiaceae Eukaryota UNPD*
NPO29568 Nardostachyos radix et rhizoma NA NA NA TCMSP*
NPO8928 Pteris semipinnata Species Pteridaceae Eukaryota UNPD*
NPO10449 Arctium lappa Species Asteraceae Eukaryota TCM_Taiwan*
NPO29660 Panacis japonici rhizoma NA NA NA TCMSP*
NPO11776 Lithospermum erythrorhizon Species Boraginaceae Eukaryota TCMSP*
NPO5917 Alyssum argenteum Species Brassicaceae Eukaryota UNPD*
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota TCM_Taiwan*
NPO13585 Rapanea lancifolia Species Primulaceae Eukaryota UNPD*
NPO24758 Angelica dahurica Species Apiaceae Eukaryota TCMSP*
NPO22222 Ula javanica Species Pediciidae Eukaryota UNPD*
NPO1436 Houttuynia cordata Species Saururaceae Eukaryota TCM_Taiwan*
NPO5446 Campsis flos Species Bignoniaceae Eukaryota TCMSP*
NPO14809 Talaromyces avellaneus Species Trichocomaceae Eukaryota UNPD*
NPO1552 Euonymus japonicus Species Celastraceae Eukaryota TCM_Taiwan*
NPO29643 Mume fructus NA NA NA TCMSP*
NPO3492 Negombata magnifica Species Latrunculiidae Eukaryota UNPD*
NPO17024 Vitis vinifera Species Vitaceae Eukaryota PMID[25518943]
NPO29560 Carthami flos NA NA NA TCMSP*
NPO6360 Xenoacremonium recifei Species Nectriaceae Eukaryota UNPD*
NPO17333 Valeriana officinalis Species Caprifoliaceae Eukaryota TCM_Taiwan*
NPO236 Sojae semen nigrum NA NA NA TCMSP*
NPO7434 Pellia neesiana Species Pelliaceae Eukaryota UNPD*
NPO17694 Nicotiana tabacum Species Solanaceae Eukaryota TCM_Taiwan*
NPO2997 Aloe africana Species Xanthorrhoeaceae Eukaryota TM-MC*
NPO15412 Proustia ilicifolia Species Asteraceae Eukaryota UNPD*
NPO12196 Buphane fischeri NA NA NA UNPD*
NPO20921 Nelsonia campestris Species Acanthaceae Eukaryota UNPD*
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota TM-MC*
NPO15303 Phyllosma capensis Species Rutaceae Eukaryota UNPD*
NPO1797 Homo sapiens Species Hominidae Eukaryota blood Geigy Scientific Tables, 8th Rev edition. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp., Basel, Switzerland c1981-1992.
NPO14763 Aloe ferox Species Asphodelaceae Eukaryota TM-MC*
NPO2398 Millettia erythrocalyx Species Fabaceae Eukaryota UNPD*
NPO1797 Homo sapiens Species Hominidae Eukaryota saliva DOI[10.1007/s11306-015-0840-5]
NPO2837 Aloe spicata Species Asphodelaceae Eukaryota TM-MC*
NPO13671 Ononis vaginalis Species Fabaceae Eukaryota UNPD*
NPO1797 Homo sapiens Species Hominidae Eukaryota cerebrospinal fluid Geigy Scientific Tables, 8th Rev edition. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp., Basel, Switzerland c1981-1992.
NPO11421 Arnebia euchroma Species Boraginaceae Eukaryota TM-MC*
NPO12700 Diospyros eriantha Species Ebenaceae Eukaryota UNPD*
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota UNPD*
NPO20297 Arnebia guttata Species Boraginaceae Eukaryota TM-MC*
NPO11848 Lemaireocereus griseus Species Cactaceae Eukaryota UNPD*
NPO1797 Homo sapiens Species Hominidae Eukaryota urine PMID[24023812]
NPO26589 Artemisia annua Species Asteraceae Eukaryota TM-MC*
NPO10783 Syncarpia hillii Species Myrtaceae Eukaryota UNPD*
NPO10506 Artemisia apiacea Species Asteraceae Eukaryota TM-MC*
NPO28527 Sideroxylon crassipedicellatum Species Sapotaceae Eukaryota UNPD*
NPO26378 Bistorta manshuriensis Species Polygonaceae Eukaryota TM-MC*
NPO5497 Stachys chinensis Species Lamiaceae Eukaryota UNPD*
NPO7698 Elettaria cardamomum Species Zingiberaceae Eukaryota TM-MC*
NPO13030 Artemisia dentata Species Asteraceae Eukaryota UNPD*
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota TM-MC*
NPO14578 Prorocentrum micans Species Prorocentraceae Eukaryota UNPD*
NPO17755 Inula helenium Species Asteraceae Eukaryota TM-MC*
NPO24390.1 Juniperus rigida var. conferta Varieties Cupressaceae Eukaryota UNPD*
NPO11776 Lithospermum erythrorhizon Species Boraginaceae Eukaryota TM-MC*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT662 Individual Protein Solute carrier family 22 member 20 Mus musculus Ki = 32359.37 nM 17553798
NPT661 Individual Protein Solute carrier family 22 member 6 Mus musculus Ki = 2344228.82 nM 17553798
NPT662 Individual Protein Solute carrier family 22 member 20 Mus musculus Ki = 32300 nM 17553798
NPT661 Individual Protein Solute carrier family 22 member 6 Mus musculus Ki = 2335000 nM 17553798
NPT664 Protein Family Histone deacetylase Homo sapiens Activity = 100 % 19520580
NPT2 Others Unspecified Potency 426.8 nM PubChem BioAssay data set
NPT152 Individual Protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency 53266 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 59765.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 21205.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 10719.9 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 NPC104195 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 NPC61066
1.0 High Similarity NPC151140
1.0 High Similarity NPC122768
0.931 High Similarity NPC280532
0.8889 High Similarity NPC149209
0.8889 High Similarity NPC230726
0.871 High Similarity NPC307027
0.8438 Intermediate Similarity NPC316685
0.8214 Intermediate Similarity NPC314668
0.8 Intermediate Similarity NPC174368
0.7941 Intermediate Similarity NPC252843
0.7742 Intermediate Similarity NPC21374
0.7714 Intermediate Similarity NPC38930
0.7714 Intermediate Similarity NPC325454
0.75 Intermediate Similarity NPC3531
0.75 Intermediate Similarity NPC222792
0.75 Intermediate Similarity NPC316217
0.7419 Intermediate Similarity NPC292641
0.7407 Intermediate Similarity NPC181153
0.7273 Intermediate Similarity NPC168714
0.7273 Intermediate Similarity NPC41007
0.7273 Intermediate Similarity NPC35371
0.7273 Intermediate Similarity NPC175342
0.7273 Intermediate Similarity NPC178643
0.7241 Intermediate Similarity NPC28246
0.7188 Intermediate Similarity NPC241404
0.7188 Intermediate Similarity NPC320981
0.7188 Intermediate Similarity NPC198126
0.7105 Intermediate Similarity NPC325452
0.7105 Intermediate Similarity NPC248763
0.7097 Intermediate Similarity NPC281943
0.7097 Intermediate Similarity NPC236709
0.7097 Intermediate Similarity NPC317739
0.7059 Intermediate Similarity NPC7814
0.7059 Intermediate Similarity NPC127142
0.7 Intermediate Similarity NPC211250
0.697 Remote Similarity NPC212144
0.697 Remote Similarity NPC328569
0.6857 Remote Similarity NPC250870
0.6857 Remote Similarity NPC191084
0.6857 Remote Similarity NPC168052
0.6842 Remote Similarity NPC240109
0.6774 Remote Similarity NPC143211
0.6765 Remote Similarity NPC18224
0.6765 Remote Similarity NPC328710
0.6765 Remote Similarity NPC125575
0.6765 Remote Similarity NPC94196
0.675 Remote Similarity NPC132307
0.675 Remote Similarity NPC325097
0.675 Remote Similarity NPC126925
0.675 Remote Similarity NPC319680
0.6667 Remote Similarity NPC155263
0.6667 Remote Similarity NPC5505
0.6585 Remote Similarity NPC55023
0.6552 Remote Similarity NPC8187
0.6552 Remote Similarity NPC203105
0.65 Remote Similarity NPC310220
0.6486 Remote Similarity NPC109026
0.6486 Remote Similarity NPC206924
0.6486 Remote Similarity NPC14608
0.6486 Remote Similarity NPC158179
0.6452 Remote Similarity NPC201132
0.6452 Remote Similarity NPC166804
0.6452 Remote Similarity NPC286233
0.6429 Remote Similarity NPC314679
0.6389 Remote Similarity NPC317203
0.6364 Remote Similarity NPC127696
0.6364 Remote Similarity NPC180423
0.6333 Remote Similarity NPC23071
0.6333 Remote Similarity NPC256186
0.6316 Remote Similarity NPC73245
0.6296 Remote Similarity NPC68873
0.6286 Remote Similarity NPC14778
0.6279 Remote Similarity NPC21844
0.6216 Remote Similarity NPC134782
0.6216 Remote Similarity NPC9294
0.6207 Remote Similarity NPC83723
0.6176 Remote Similarity NPC302611
0.6176 Remote Similarity NPC16947
0.6154 Remote Similarity NPC301585
0.6154 Remote Similarity NPC329545
0.6154 Remote Similarity NPC14227
0.6154 Remote Similarity NPC301696
0.6154 Remote Similarity NPC261080
0.6154 Remote Similarity NPC154186
0.6154 Remote Similarity NPC113928
0.6154 Remote Similarity NPC201844
0.6154 Remote Similarity NPC279026
0.6136 Remote Similarity NPC324793
0.6136 Remote Similarity NPC477878
0.6129 Remote Similarity NPC227197
0.6129 Remote Similarity NPC32280
0.6129 Remote Similarity NPC307594
0.6129 Remote Similarity NPC289974
0.6129 Remote Similarity NPC304927
0.6129 Remote Similarity NPC41485
0.6129 Remote Similarity NPC3693
0.6111 Remote Similarity NPC217161
0.6053 Remote Similarity NPC317945
0.6047 Remote Similarity NPC133771
0.6 Remote Similarity NPC84636
0.6 Remote Similarity NPC121517
0.6 Remote Similarity NPC245027
0.6 Remote Similarity NPC62045
0.6 Remote Similarity NPC226027
0.6 Remote Similarity NPC12904
0.6 Remote Similarity NPC174246
0.6 Remote Similarity NPC168375
0.6 Remote Similarity NPC43204
0.6 Remote Similarity NPC328378
0.6 Remote Similarity NPC326992
0.6 Remote Similarity NPC162620
0.6 Remote Similarity NPC66043
0.5946 Remote Similarity NPC155872
0.5938 Remote Similarity NPC259649
0.5938 Remote Similarity NPC3343
0.5897 Remote Similarity NPC18188
0.5897 Remote Similarity NPC268826
0.5882 Remote Similarity NPC248139
0.5862 Remote Similarity NPC106054
0.5862 Remote Similarity NPC260610
0.5854 Remote Similarity NPC216630
0.5854 Remote Similarity NPC163746
0.5854 Remote Similarity NPC171736
0.5854 Remote Similarity NPC149184
0.5854 Remote Similarity NPC196924
0.5854 Remote Similarity NPC103286
0.5854 Remote Similarity NPC209970
0.5854 Remote Similarity NPC307783
0.5833 Remote Similarity NPC286695
0.5833 Remote Similarity NPC108238
0.5806 Remote Similarity NPC87529
0.5806 Remote Similarity NPC91093
0.5806 Remote Similarity NPC110107
0.5789 Remote Similarity NPC1037
0.5758 Remote Similarity NPC39869
0.5758 Remote Similarity NPC283626
0.5758 Remote Similarity NPC100997
0.5758 Remote Similarity NPC276332
0.5758 Remote Similarity NPC248233
0.5758 Remote Similarity NPC320704
0.575 Remote Similarity NPC81263
0.575 Remote Similarity NPC183424
0.575 Remote Similarity NPC327250
0.575 Remote Similarity NPC294085
0.575 Remote Similarity NPC118968
0.575 Remote Similarity NPC214610
0.5745 Remote Similarity NPC48162
0.5745 Remote Similarity NPC322946
0.5714 Remote Similarity NPC167986
0.5714 Remote Similarity NPC283245
0.5714 Remote Similarity NPC289686
0.5714 Remote Similarity NPC71317
0.5714 Remote Similarity NPC129972
0.5714 Remote Similarity NPC67462
0.5714 Remote Similarity NPC301528
0.5714 Remote Similarity NPC291186
0.5676 Remote Similarity NPC154396
0.5676 Remote Similarity NPC57499
0.5667 Remote Similarity NPC222945
0.5667 Remote Similarity NPC88839
0.5641 Remote Similarity NPC321569
0.5625 Remote Similarity NPC190797

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC104195 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
0.7931 Intermediate Similarity NPD8990 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD9450 Approved
0.75 Intermediate Similarity NPD77 Approved
0.7407 Intermediate Similarity NPD8616 Clinical (unspecified phase)
0.7407 Intermediate Similarity NPD8615 Phase 2
0.7407 Intermediate Similarity NPD8201 Phase 2
0.7297 Intermediate Similarity NPD9635 Discontinued
0.7188 Intermediate Similarity NPD8590 Approved
0.7188 Intermediate Similarity NPD8618 Approved
0.7097 Intermediate Similarity NPD8594 Approved
0.7097 Intermediate Similarity NPD8593 Approved
0.7059 Intermediate Similarity NPD8857 Approved
0.6875 Remote Similarity NPD8617 Approved
0.6875 Remote Similarity NPD8619 Approved
0.6857 Remote Similarity NPD9447 Approved
0.675 Remote Similarity NPD8798 Approved
0.6486 Remote Similarity NPD9449 Clinical (unspecified phase)
0.6452 Remote Similarity NPD8189 Approved
0.6429 Remote Similarity NPD634 Phase 3
0.6341 Remote Similarity NPD8975 Clinical (unspecified phase)
0.6296 Remote Similarity NPD7364 Approved
0.6296 Remote Similarity NPD8200 Phase 2
0.625 Remote Similarity NPD106 Approved
0.625 Remote Similarity NPD9116 Phase 1
0.619 Remote Similarity NPD8974 Clinical (unspecified phase)
0.6154 Remote Similarity NPD9448 Phase 2
0.6154 Remote Similarity NPD633 Phase 3
0.6129 Remote Similarity NPD8591 Approved
0.6129 Remote Similarity NPD8592 Approved
0.6047 Remote Similarity NPD8801 Approved
0.6 Remote Similarity NPD9017 Approved
0.6 Remote Similarity NPD9018 Approved
0.5952 Remote Similarity NPD9411 Phase 1
0.5946 Remote Similarity NPD8596 Approved
0.5897 Remote Similarity NPD8623 Phase 1
0.5882 Remote Similarity NPD62 Approved
0.5854 Remote Similarity NPD2270 Approved
0.5814 Remote Similarity NPD9658 Clinical (unspecified phase)
0.5789 Remote Similarity NPD8597 Approved
0.5778 Remote Similarity NPD2266 Phase 2
0.575 Remote Similarity NPD9655 Approved
0.5745 Remote Similarity NPD9441 Phase 2
0.5714 Remote Similarity NPD8804 Approved
0.5714 Remote Similarity NPD8805 Approved
0.5676 Remote Similarity NPD900 Approved
0.5652 Remote Similarity NPD8947 Approved
0.5652 Remote Similarity NPD8946 Approved
0.5625 Remote Similarity NPD3186 Phase 1

Structure

External Identifiers

PubChem CID   10430
ChEMBL   CHEMBL568737
ZINC  

Physicochemical Properties

Molecular Weight:  102.07
ALogP:  0.3679
MLogP:  1.79
XLogP:  1.25
# Rotatable Bonds:  5
Polar Surface Area:  37.3
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  0
# Heavy Atoms:  7

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs