Natural Product: NPC275316

Natural Product ID:  NPC275316
Common Name:   (+)-(6S)-Parasorbic Acid
IUPAC Name:   (2S)-2-methyl-2,3-dihydropyran-6-one
Synonyms:  
Molecular Formula:   C6H8O2
Standard InCHIKey:  DYNKRGCMLGUEMN-YFKPBYRVSA-N
Standard InCHI:  InChI=1S/C6H8O2/c1-5-3-2-4-6(7)8-5/h2,4-5H,3H2,1H3/t5-/m0/s1
Canonical SMILES:  C[C@H]1CC=CC(=O)O1
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
NPO30240 Bergenia ligulata Species Saxifragaceae Eukaryota volatile oil PMID[21639116]
NPO13029 Sorbus aucuparia Species Rosaceae Eukaryota TCM_Taiwan*
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota TCM_Taiwan*
NPO27640 Sorbus tianschanica Species Rosaceae Eukaryota TCM_Taiwan*
NPO7282 Rauvolfia serpentina Species Apocynaceae Eukaryota TCMID*
NPO13029 Sorbus aucuparia Species Rosaceae Eukaryota TCMID*
NPO14376 Stephania cephalantha Species Menispermaceae Eukaryota TCMID*
NPO19669 Papaver album Species Papaveraceae Eukaryota TCMID*
NPO9498 Papaver somniferum Species Papaveraceae Eukaryota TCMID*
NPO27640 Sorbus tianschanica Species Rosaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1077 Organism Drosophila melanogaster Drosophila melanogaster LD50 = 1.44 ug 21639116

  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 NPC275316 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
0.8364 Intermediate Similarity NPC159650
0.8364 Intermediate Similarity NPC302564
0.8364 Intermediate Similarity NPC22897
0.8214 Intermediate Similarity NPC26223
0.8085 Intermediate Similarity NPC57923
0.8039 Intermediate Similarity NPC15789
0.7797 Intermediate Similarity NPC25747
0.7797 Intermediate Similarity NPC148233
0.7797 Intermediate Similarity NPC308457
0.7778 Intermediate Similarity NPC159535
0.7778 Intermediate Similarity NPC151761
0.7692 Intermediate Similarity NPC236338
0.7667 Intermediate Similarity NPC273600
0.7667 Intermediate Similarity NPC96414
0.7541 Intermediate Similarity NPC124586
0.7541 Intermediate Similarity NPC201356
0.7541 Intermediate Similarity NPC475555
0.7541 Intermediate Similarity NPC475675
0.75 Intermediate Similarity NPC234084
0.75 Intermediate Similarity NPC245002
0.75 Intermediate Similarity NPC86948
0.75 Intermediate Similarity NPC150717
0.7414 Intermediate Similarity NPC97570
0.7407 Intermediate Similarity NPC191643
0.7333 Intermediate Similarity NPC210303
0.7333 Intermediate Similarity NPC44343
0.7333 Intermediate Similarity NPC179087
0.7333 Intermediate Similarity NPC473737
0.7302 Intermediate Similarity NPC475760
0.7292 Intermediate Similarity NPC281043
0.7288 Intermediate Similarity NPC309408
0.7255 Intermediate Similarity NPC26600
0.7255 Intermediate Similarity NPC47946
0.7255 Intermediate Similarity NPC270706
0.7234 Intermediate Similarity NPC226511
0.7213 Intermediate Similarity NPC470808
0.7193 Intermediate Similarity NPC221763
0.7193 Intermediate Similarity NPC230296
0.7188 Intermediate Similarity NPC151481
0.7167 Intermediate Similarity NPC15193
0.7167 Intermediate Similarity NPC151648
0.7167 Intermediate Similarity NPC26810
0.7143 Intermediate Similarity NPC221250
0.7119 Intermediate Similarity NPC286189
0.7115 Intermediate Similarity NPC128280
0.7115 Intermediate Similarity NPC197467
0.7097 Intermediate Similarity NPC19769
0.7097 Intermediate Similarity NPC182794
0.7083 Intermediate Similarity NPC147824
0.7069 Intermediate Similarity NPC294938
0.7069 Intermediate Similarity NPC129150
0.7049 Intermediate Similarity NPC474774
0.7049 Intermediate Similarity NPC2328
0.7031 Intermediate Similarity NPC477117
0.7018 Intermediate Similarity NPC474913
0.7018 Intermediate Similarity NPC173157
0.7 Intermediate Similarity NPC130953
0.7 Intermediate Similarity NPC79756
0.7 Intermediate Similarity NPC41409
0.6984 Remote Similarity NPC146811
0.6984 Remote Similarity NPC276299
0.697 Remote Similarity NPC475762
0.6949 Remote Similarity NPC474084
0.6949 Remote Similarity NPC478096
0.6949 Remote Similarity NPC223679
0.6949 Remote Similarity NPC254095
0.6939 Remote Similarity NPC297608
0.6939 Remote Similarity NPC123357
0.6939 Remote Similarity NPC8270
0.6897 Remote Similarity NPC51846
0.6875 Remote Similarity NPC225272
0.6875 Remote Similarity NPC122627
0.6875 Remote Similarity NPC203335
0.6866 Remote Similarity NPC185186
0.6866 Remote Similarity NPC327383
0.6852 Remote Similarity NPC135698
0.6842 Remote Similarity NPC218486
0.6842 Remote Similarity NPC478120
0.6833 Remote Similarity NPC478095
0.6833 Remote Similarity NPC133600
0.6833 Remote Similarity NPC82465
0.6825 Remote Similarity NPC476589
0.6818 Remote Similarity NPC59558
0.6818 Remote Similarity NPC202011
0.6809 Remote Similarity NPC65353
0.6786 Remote Similarity NPC106531
0.678 Remote Similarity NPC135863
0.678 Remote Similarity NPC471277
0.678 Remote Similarity NPC471279
0.678 Remote Similarity NPC212730
0.678 Remote Similarity NPC265551
0.678 Remote Similarity NPC293437
0.678 Remote Similarity NPC249850
0.6769 Remote Similarity NPC63873
0.6739 Remote Similarity NPC63354
0.6724 Remote Similarity NPC478117
0.6721 Remote Similarity NPC98519
0.6719 Remote Similarity NPC248125
0.6719 Remote Similarity NPC37382
0.6667 Remote Similarity NPC187922
0.6667 Remote Similarity NPC477780
0.6667 Remote Similarity NPC477781
0.6667 Remote Similarity NPC128520
0.6667 Remote Similarity NPC21946
0.6667 Remote Similarity NPC327041
0.6667 Remote Similarity NPC477456
0.6667 Remote Similarity NPC189700
0.6667 Remote Similarity NPC475982
0.6667 Remote Similarity NPC285840
0.6667 Remote Similarity NPC477457
0.661 Remote Similarity NPC472808
0.661 Remote Similarity NPC324224
0.66 Remote Similarity NPC250954
0.6567 Remote Similarity NPC476012
0.6567 Remote Similarity NPC476037
0.6562 Remote Similarity NPC471566
0.6562 Remote Similarity NPC282760
0.6562 Remote Similarity NPC133904
0.6562 Remote Similarity NPC470123
0.6562 Remote Similarity NPC471565
0.6562 Remote Similarity NPC131174
0.6557 Remote Similarity NPC474267
0.6557 Remote Similarity NPC222852
0.6552 Remote Similarity NPC269615
0.6545 Remote Similarity NPC15912
0.6515 Remote Similarity NPC470256
0.6515 Remote Similarity NPC474823
0.6515 Remote Similarity NPC238223
0.6515 Remote Similarity NPC218477
0.6508 Remote Similarity NPC474658
0.6508 Remote Similarity NPC474723
0.6508 Remote Similarity NPC217940
0.6508 Remote Similarity NPC474729
0.6479 Remote Similarity NPC475711
0.6479 Remote Similarity NPC474026
0.6471 Remote Similarity NPC293114
0.6471 Remote Similarity NPC316185
0.6462 Remote Similarity NPC470033
0.6458 Remote Similarity NPC75204
0.6452 Remote Similarity NPC429928
0.6452 Remote Similarity NPC471278
0.6452 Remote Similarity NPC19241
0.6441 Remote Similarity NPC25038
0.6429 Remote Similarity NPC27264
0.6418 Remote Similarity NPC475004
0.6418 Remote Similarity NPC88877
0.6418 Remote Similarity NPC476591
0.6415 Remote Similarity NPC12907
0.64 Remote Similarity NPC298413
0.6389 Remote Similarity NPC248775
0.6379 Remote Similarity NPC327103
0.6377 Remote Similarity NPC329914
0.6377 Remote Similarity NPC284006
0.6377 Remote Similarity NPC329890
0.6364 Remote Similarity NPC132286
0.6364 Remote Similarity NPC90490
0.6364 Remote Similarity NPC194871
0.6349 Remote Similarity NPC55376
0.6349 Remote Similarity NPC263732
0.6327 Remote Similarity NPC279300
0.6324 Remote Similarity NPC469660
0.6316 Remote Similarity NPC148056
0.6308 Remote Similarity NPC478099
0.6308 Remote Similarity NPC478098
0.6308 Remote Similarity NPC471556
0.6301 Remote Similarity NPC470149
0.6301 Remote Similarity NPC470148
0.6301 Remote Similarity NPC473947
0.6301 Remote Similarity NPC180725
0.6301 Remote Similarity NPC139712
0.6296 Remote Similarity NPC158853
0.6286 Remote Similarity NPC107654
0.6286 Remote Similarity NPC315843
0.6269 Remote Similarity NPC280374
0.625 Remote Similarity NPC82446
0.625 Remote Similarity NPC72258
0.625 Remote Similarity NPC126184
0.625 Remote Similarity NPC122676
0.625 Remote Similarity NPC68110
0.625 Remote Similarity NPC475073
0.6232 Remote Similarity NPC133098
0.6232 Remote Similarity NPC178575
0.623 Remote Similarity NPC472445
0.623 Remote Similarity NPC44542
0.6216 Remote Similarity NPC133226
0.6216 Remote Similarity NPC470147
0.6212 Remote Similarity NPC284447
0.6212 Remote Similarity NPC469446
0.6212 Remote Similarity NPC478101
0.6207 Remote Similarity NPC151919
0.6197 Remote Similarity NPC260396
0.6164 Remote Similarity NPC28049
0.6154 Remote Similarity NPC471611
0.6143 Remote Similarity NPC222244
0.6143 Remote Similarity NPC474705
0.6143 Remote Similarity NPC16349
0.614 Remote Similarity NPC221467
0.6133 Remote Similarity NPC297440
0.6129 Remote Similarity NPC187770
0.6119 Remote Similarity NPC478100

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC275316 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
0.7021 Intermediate Similarity NPD9115 Approved
0.6667 Remote Similarity NPD9297 Discontinued
0.6667 Remote Similarity NPD9091 Suspended
0.6607 Remote Similarity NPD6927 Phase 3
0.6415 Remote Similarity NPD6096 Approved
0.6415 Remote Similarity NPD6097 Approved
0.6308 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6296 Remote Similarity NPD9090 Phase 3
0.6129 Remote Similarity NPD69 Approved
0.6129 Remote Similarity NPD9119 Approved
0.6094 Remote Similarity NPD9418 Clinical (unspecified phase)
0.6071 Remote Similarity NPD5343 Approved
0.5968 Remote Similarity NPD9118 Approved
0.5965 Remote Similarity NPD4220 Pre-registration
0.5909 Remote Similarity NPD5325 Clinical (unspecified phase)
0.5625 Remote Similarity NPD6109 Phase 1
0.5625 Remote Similarity NPD585 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   441575
ChEMBL   CHEMBL2252704
ZINC  

Physicochemical Properties

Molecular Weight:  112.05
ALogP:  0.5265
MLogP:  1.9
XLogP:  0.926
# Rotatable Bonds:  1
Polar Surface Area:  26.3
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  8

Download Data

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Structure MOL file  
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Biological Activities  
Similar NPs/Drugs