Natural Product: NPC26223

Natural Product ID:  NPC26223
Common Name:   Pectinolide A
IUPAC Name:   [(2S,3S)-2-[(Z,3S)-3-acetyloxyhept-1-enyl]-6-oxo-2,3-dihydropyran-3-yl] acetate
Synonyms:  
Molecular Formula:   C16H22O6
Standard InCHIKey:  ALTFKBHIGVQJSX-RTJHIJBXSA-N
Standard InCHI:  InChI=1S/C16H22O6/c1-4-5-6-13(20-11(2)17)7-8-15-14(21-12(3)18)9-10-16(19)22-15/h7-10,13-15H,4-6H2,1-3H3/b8-7-/t13-,14-,15-/m0/s1
Canonical SMILES:  CCCC[C@H](OC(=O)C)/C=C[C@@H]1OC(=O)C=C[C@@H]1OC(=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
NPO28865 Hyptis pectinata Species Lamiaceae Eukaryota PMID[8496706]
NPO28865 Hyptis pectinata Species Lamiaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT79 Organism Bacillus subtilis Bacillus subtilis IZ = 10 mm 8496706
NPT16 Organism Staphylococcus aureus Staphylococcus aureus IZ = 8 mm 8496706
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC = 6.25 ug/ml 8496706
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 12.5 ug/ml 8496706
NPT19 Organism Escherichia coli Escherichia coli MIC = 200 ug/ml 8496706
NPT18 Organism Pseudomonas aeruginosa Pseudomonas aeruginosa MIC = 200 ug/ml 8496706
NPT20 Organism Candida albicans Candida albicans MIC = 250 ug/ml 8496706
NPT2 Others Unspecified ED50 = 1 ug/ml 8496706
NPT453 Cell Line HT-1080 Homo sapiens ED50 = 1.7 ug/ml 8496706
NPT2 Others Unspecified ED50 = 0.9 ug/ml 8496706
NPT147 Cell Line SK-MEL-2 Homo sapiens ED50 = 0.7 ug/ml 8496706
NPT91 Cell Line KB Homo sapiens ED50 = 1.8 ug/ml 8496706
NPT2 Others Unspecified ED50 = 1.8 ug/ml 8496706
NPT168 Cell Line P388 Mus musculus ED50 = 0.9 ug/ml 8496706
NPT762 Cell Line A-431 Homo sapiens ED50 = 1.4 ug/ml 8496706
NPT858 Cell Line LNCaP Homo sapiens ED50 = 0.7 ug/ml 8496706
NPT133 Cell Line ZR-75-1 Homo sapiens ED50 = 3.6 ug/ml 8496706

  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 NPC26223 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
0.9492 High Similarity NPC308457
0.9492 High Similarity NPC148233
0.9492 High Similarity NPC25747
0.918 High Similarity NPC124586
0.9016 High Similarity NPC96414
0.8889 High Similarity NPC475760
0.8871 High Similarity NPC201356
0.8814 High Similarity NPC159650
0.8814 High Similarity NPC22897
0.8485 Intermediate Similarity NPC475762
0.8413 Intermediate Similarity NPC19769
0.8226 Intermediate Similarity NPC26810
0.8214 Intermediate Similarity NPC275316
0.8182 Intermediate Similarity NPC151481
0.8 Intermediate Similarity NPC146811
0.8 Intermediate Similarity NPC276299
0.791 Intermediate Similarity NPC475982
0.7903 Intermediate Similarity NPC302564
0.7887 Intermediate Similarity NPC474026
0.7879 Intermediate Similarity NPC203335
0.7846 Intermediate Similarity NPC273600
0.7826 Intermediate Similarity NPC185186
0.7826 Intermediate Similarity NPC327383
0.7812 Intermediate Similarity NPC474774
0.7778 Intermediate Similarity NPC248775
0.7778 Intermediate Similarity NPC79756
0.7727 Intermediate Similarity NPC475675
0.7727 Intermediate Similarity NPC248125
0.7727 Intermediate Similarity NPC475555
0.7714 Intermediate Similarity NPC107654
0.7705 Intermediate Similarity NPC86948
0.7705 Intermediate Similarity NPC245002
0.7692 Intermediate Similarity NPC470808
0.7671 Intermediate Similarity NPC470149
0.7671 Intermediate Similarity NPC470148
0.7671 Intermediate Similarity NPC180725
0.7671 Intermediate Similarity NPC473947
0.7656 Intermediate Similarity NPC151648
0.7639 Intermediate Similarity NPC475711
0.7619 Intermediate Similarity NPC478095
0.7619 Intermediate Similarity NPC474267
0.7612 Intermediate Similarity NPC122627
0.7612 Intermediate Similarity NPC478100
0.7606 Intermediate Similarity NPC327041
0.7606 Intermediate Similarity NPC285840
0.7576 Intermediate Similarity NPC182794
0.7568 Intermediate Similarity NPC470147
0.7568 Intermediate Similarity NPC133226
0.7541 Intermediate Similarity NPC474913
0.7538 Intermediate Similarity NPC210303
0.7538 Intermediate Similarity NPC44343
0.7538 Intermediate Similarity NPC179087
0.7536 Intermediate Similarity NPC476037
0.7536 Intermediate Similarity NPC202011
0.7536 Intermediate Similarity NPC476012
0.75 Intermediate Similarity NPC63873
0.7465 Intermediate Similarity NPC315843
0.7463 Intermediate Similarity NPC478101
0.746 Intermediate Similarity NPC478096
0.7429 Intermediate Similarity NPC293114
0.7429 Intermediate Similarity NPC316185
0.7424 Intermediate Similarity NPC477457
0.7424 Intermediate Similarity NPC477456
0.7385 Intermediate Similarity NPC15193
0.7377 Intermediate Similarity NPC151761
0.7377 Intermediate Similarity NPC159535
0.7353 Intermediate Similarity NPC478097
0.7353 Intermediate Similarity NPC194871
0.7344 Intermediate Similarity NPC97570
0.7344 Intermediate Similarity NPC286189
0.7324 Intermediate Similarity NPC329914
0.7324 Intermediate Similarity NPC284006
0.7324 Intermediate Similarity NPC329890
0.7313 Intermediate Similarity NPC478098
0.7313 Intermediate Similarity NPC478099
0.7313 Intermediate Similarity NPC282760
0.7302 Intermediate Similarity NPC471279
0.7302 Intermediate Similarity NPC294938
0.7302 Intermediate Similarity NPC471277
0.7302 Intermediate Similarity NPC129150
0.7288 Intermediate Similarity NPC236338
0.7288 Intermediate Similarity NPC15789
0.7286 Intermediate Similarity NPC469660
0.7273 Intermediate Similarity NPC44261
0.7273 Intermediate Similarity NPC315559
0.7273 Intermediate Similarity NPC217940
0.7246 Intermediate Similarity NPC238223
0.7246 Intermediate Similarity NPC218477
0.7246 Intermediate Similarity NPC470256
0.7237 Intermediate Similarity NPC297440
0.7206 Intermediate Similarity NPC284447
0.72 Intermediate Similarity NPC271632
0.72 Intermediate Similarity NPC1180
0.72 Intermediate Similarity NPC139712
0.7188 Intermediate Similarity NPC254095
0.7188 Intermediate Similarity NPC474084
0.7188 Intermediate Similarity NPC223679
0.7143 Intermediate Similarity NPC313677
0.7143 Intermediate Similarity NPC472808
0.7143 Intermediate Similarity NPC476591
0.7143 Intermediate Similarity NPC324224
0.7143 Intermediate Similarity NPC88877
0.7143 Intermediate Similarity NPC251026
0.7123 Intermediate Similarity NPC260396
0.7101 Intermediate Similarity NPC225272
0.7101 Intermediate Similarity NPC132286
0.7097 Intermediate Similarity NPC478120
0.7083 Intermediate Similarity NPC474705
0.7083 Intermediate Similarity NPC16349
0.7083 Intermediate Similarity NPC222244
0.7077 Intermediate Similarity NPC82465
0.7077 Intermediate Similarity NPC222852
0.7069 Intermediate Similarity NPC128280
0.7069 Intermediate Similarity NPC197467
0.7067 Intermediate Similarity NPC318481
0.7067 Intermediate Similarity NPC279532
0.7059 Intermediate Similarity NPC471565
0.7059 Intermediate Similarity NPC471556
0.7059 Intermediate Similarity NPC471566
0.7059 Intermediate Similarity NPC470123
0.7059 Intermediate Similarity NPC476589
0.7051 Intermediate Similarity NPC142111
0.7051 Intermediate Similarity NPC473315
0.7049 Intermediate Similarity NPC106531
0.7042 Intermediate Similarity NPC59558
0.7042 Intermediate Similarity NPC473361
0.7042 Intermediate Similarity NPC329904
0.7031 Intermediate Similarity NPC212730
0.7031 Intermediate Similarity NPC293437
0.7031 Intermediate Similarity NPC135863
0.7031 Intermediate Similarity NPC265551
0.7031 Intermediate Similarity NPC249850
0.7027 Intermediate Similarity NPC188860
0.7027 Intermediate Similarity NPC203277
0.7015 Intermediate Similarity NPC68110
0.7015 Intermediate Similarity NPC473737
0.7013 Intermediate Similarity NPC469469
0.7 Intermediate Similarity NPC310210
0.7 Intermediate Similarity NPC474823
0.7 Intermediate Similarity NPC477117
0.6986 Remote Similarity NPC476355
0.6974 Remote Similarity NPC473981
0.6974 Remote Similarity NPC473980
0.697 Remote Similarity NPC309408
0.697 Remote Similarity NPC19241
0.697 Remote Similarity NPC321919
0.697 Remote Similarity NPC81896
0.697 Remote Similarity NPC299730
0.6964 Remote Similarity NPC57923
0.6962 Remote Similarity NPC473308
0.6962 Remote Similarity NPC474251
0.6957 Remote Similarity NPC37382
0.6944 Remote Similarity NPC84038
0.6935 Remote Similarity NPC477780
0.6935 Remote Similarity NPC477781
0.6933 Remote Similarity NPC233071
0.6933 Remote Similarity NPC471225
0.6923 Remote Similarity NPC475690
0.6923 Remote Similarity NPC21946
0.6912 Remote Similarity NPC114464
0.6901 Remote Similarity NPC475004
0.6901 Remote Similarity NPC470693
0.6897 Remote Similarity NPC47946
0.6897 Remote Similarity NPC26600
0.6897 Remote Similarity NPC270706
0.6892 Remote Similarity NPC473948
0.6875 Remote Similarity NPC150717
0.6875 Remote Similarity NPC327388
0.6875 Remote Similarity NPC470124
0.6875 Remote Similarity NPC221763
0.6866 Remote Similarity NPC66460
0.6866 Remote Similarity NPC55376
0.6866 Remote Similarity NPC271282
0.6866 Remote Similarity NPC325929
0.6857 Remote Similarity NPC472266
0.6857 Remote Similarity NPC25298
0.6849 Remote Similarity NPC287878
0.6842 Remote Similarity NPC473471
0.6842 Remote Similarity NPC182292
0.6842 Remote Similarity NPC477314
0.6842 Remote Similarity NPC28049
0.6842 Remote Similarity NPC475699
0.6835 Remote Similarity NPC16488
0.6835 Remote Similarity NPC161045
0.6833 Remote Similarity NPC207815
0.6833 Remote Similarity NPC135698
0.6825 Remote Similarity NPC269615
0.6818 Remote Similarity NPC329249
0.6818 Remote Similarity NPC133600
0.6812 Remote Similarity NPC220766
0.6812 Remote Similarity NPC470688
0.68 Remote Similarity NPC301207
0.68 Remote Similarity NPC123360
0.68 Remote Similarity NPC326661
0.68 Remote Similarity NPC127118
0.68 Remote Similarity NPC209113
0.679 Remote Similarity NPC208473
0.6769 Remote Similarity NPC323597
0.6769 Remote Similarity NPC44542
0.6769 Remote Similarity NPC323498

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC26223 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
0.7059 Intermediate Similarity NPD2685 Clinical (unspecified phase)
0.6885 Remote Similarity NPD6927 Phase 3
0.6667 Remote Similarity NPD5343 Approved
0.6667 Remote Similarity NPD6109 Phase 1
0.6441 Remote Similarity NPD6097 Approved
0.6441 Remote Similarity NPD6096 Approved
0.6418 Remote Similarity NPD585 Clinical (unspecified phase)
0.6341 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6296 Remote Similarity NPD5209 Approved
0.6279 Remote Similarity NPD7838 Discovery
0.6232 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6197 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6176 Remote Similarity NPD69 Approved
0.6176 Remote Similarity NPD9119 Approved
0.6164 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6092 Remote Similarity NPD6698 Approved
0.6092 Remote Similarity NPD46 Approved
0.6071 Remote Similarity NPD9115 Approved
0.6066 Remote Similarity NPD3174 Discontinued
0.6032 Remote Similarity NPD4220 Pre-registration
0.6029 Remote Similarity NPD9118 Approved
0.5978 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5914 Remote Similarity NPD6648 Approved
0.5904 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5875 Remote Similarity NPD4756 Discovery
0.5851 Remote Similarity NPD5344 Discontinued
0.5823 Remote Similarity NPD8039 Approved
0.5806 Remote Similarity NPD4225 Approved
0.5806 Remote Similarity NPD39 Approved
0.5806 Remote Similarity NPD4222 Approved
0.5797 Remote Similarity NPD8779 Phase 3
0.5781 Remote Similarity NPD3173 Approved
0.5753 Remote Similarity NPD3197 Phase 1
0.573 Remote Similarity NPD5785 Approved
0.5698 Remote Similarity NPD1694 Approved
0.5698 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5663 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5625 Remote Similarity NPD1452 Discontinued
0.5606 Remote Similarity NPD28 Approved
0.5606 Remote Similarity NPD29 Approved
0.56 Remote Similarity NPD6108 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   10041041
ChEMBL   CHEMBL519474
ZINC  

Physicochemical Properties

Molecular Weight:  310.14
ALogP:  -0.3885
MLogP:  2.56
XLogP:  3.198
# Rotatable Bonds:  12
Polar Surface Area:  78.9
# H-Bond Aceptor:  6
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  22

Download Data

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