Natural Product: NPC88877

Natural Product ID:  NPC88877
Common Name:   [(1S,2E)-3,7-Dimethyl-1-[(3S)-4-Methylidene-5-Oxooxolan-3-Yl]-5-Oxoocta-2,6-Dienyl] Acetate
IUPAC Name:   [(1S,2E)-3,7-dimethyl-1-[(3S)-4-methylidene-5-oxooxolan-3-yl]-5-oxoocta-2,6-dienyl] acetate
Synonyms:   4-O-Acetylanthecotulide
Molecular Formula:   C17H22O5
Standard InCHIKey:  PESOQZBIMLBDHX-IRZHHCKBSA-N
Standard InCHI:  InChI=1S/C17H22O5/c1-10(2)6-14(19)7-11(3)8-16(22-13(5)18)15-9-21-17(20)12(15)4/h6,8,15-16H,4,7,9H2,1-3,5H3/b11-8+/t15-,16+/m1/s1
Canonical SMILES:  C/C(=C[C@@H]([C@@H]1COC(=O)C1=C)OC(=O)C)/CC(=O)C=C(C)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
NPO20111 Anthemis auriculata Species Asteraceae Eukaryota PMID[16643047]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT18 Organism Pseudomonas aeruginosa Pseudomonas aeruginosa MIC = 163400 nM 10213372
NPT729 Organism Micrococcus luteus Micrococcus luteus MIC = 40800 nM 23957453
NPT314 Organism Bacillus cereus Bacillus cereus MIC = 81700 nM 20420415
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 81700 nM DrugMatrix in vitro pharmacology data
NPT20 Organism Candida albicans Candida albicans MIC = 81700 nM 10.6019/CHEMBL1201861
NPT172 Organism Proteus mirabilis Proteus mirabilis MIC = 163400 nM 19445517
NPT141 Organism Agrobacterium tumefaciens Agrobacterium tumefaciens MIC = 81700 nM 19445517
NPT729 Organism Micrococcus luteus Micrococcus luteus MIC = 81700 nM 19097799
NPT3729 Organism Pseudomonas tolaasii Pseudomonas tolaasii MIC = 163400 nM 15332862
NPT3608 Organism Salmonella enteritidis Salmonella enterica subsp. enterica serovar Enteritidis MIC = 163400 nM 21741249
NPT19 Organism Escherichia coli Escherichia coli MIC = 81700 nM 17582775

  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 NPC88877 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 NPC476591
0.9242 High Similarity NPC470256
0.913 High Similarity NPC114727
0.913 High Similarity NPC476590
0.9091 High Similarity NPC194871
0.9062 High Similarity NPC474658
0.8767 High Similarity NPC270126
0.8615 High Similarity NPC151648
0.8592 High Similarity NPC476355
0.8493 Intermediate Similarity NPC141789
0.8493 Intermediate Similarity NPC171204
0.8493 Intermediate Similarity NPC97516
0.8493 Intermediate Similarity NPC476028
0.84 Intermediate Similarity NPC281132
0.8382 Intermediate Similarity NPC248125
0.8356 Intermediate Similarity NPC123360
0.8356 Intermediate Similarity NPC68819
0.8333 Intermediate Similarity NPC259599
0.8333 Intermediate Similarity NPC140287
0.8333 Intermediate Similarity NPC294434
0.8333 Intermediate Similarity NPC117746
0.8333 Intermediate Similarity NPC15499
0.831 Intermediate Similarity NPC163003
0.8289 Intermediate Similarity NPC301477
0.8289 Intermediate Similarity NPC281949
0.8289 Intermediate Similarity NPC25684
0.8267 Intermediate Similarity NPC178277
0.8261 Intermediate Similarity NPC203335
0.8133 Intermediate Similarity NPC93763
0.8133 Intermediate Similarity NPC108816
0.8082 Intermediate Similarity NPC474758
0.8077 Intermediate Similarity NPC40746
0.8077 Intermediate Similarity NPC169575
0.8077 Intermediate Similarity NPC116543
0.8052 Intermediate Similarity NPC141810
0.8052 Intermediate Similarity NPC471325
0.8 Intermediate Similarity NPC10572
0.8 Intermediate Similarity NPC57744
0.8 Intermediate Similarity NPC107787
0.7975 Intermediate Similarity NPC115786
0.7949 Intermediate Similarity NPC173609
0.7945 Intermediate Similarity NPC58956
0.7945 Intermediate Similarity NPC269206
0.7945 Intermediate Similarity NPC295633
0.791 Intermediate Similarity NPC79756
0.7895 Intermediate Similarity NPC128276
0.7875 Intermediate Similarity NPC78089
0.7875 Intermediate Similarity NPC470755
0.7848 Intermediate Similarity NPC131669
0.7848 Intermediate Similarity NPC473390
0.7848 Intermediate Similarity NPC59097
0.7821 Intermediate Similarity NPC24417
0.7792 Intermediate Similarity NPC99651
0.7792 Intermediate Similarity NPC617
0.7792 Intermediate Similarity NPC98557
0.7792 Intermediate Similarity NPC167881
0.7778 Intermediate Similarity NPC475461
0.7778 Intermediate Similarity NPC305475
0.7763 Intermediate Similarity NPC41780
0.7763 Intermediate Similarity NPC7563
0.7763 Intermediate Similarity NPC470240
0.7763 Intermediate Similarity NPC187568
0.7763 Intermediate Similarity NPC476794
0.7763 Intermediate Similarity NPC116177
0.7763 Intermediate Similarity NPC320630
0.7763 Intermediate Similarity NPC65603
0.775 Intermediate Similarity NPC96259
0.775 Intermediate Similarity NPC141193
0.775 Intermediate Similarity NPC476804
0.775 Intermediate Similarity NPC158756
0.7733 Intermediate Similarity NPC155587
0.7733 Intermediate Similarity NPC329852
0.7733 Intermediate Similarity NPC193351
0.7733 Intermediate Similarity NPC226669
0.7733 Intermediate Similarity NPC138408
0.7722 Intermediate Similarity NPC229825
0.7714 Intermediate Similarity NPC470688
0.7703 Intermediate Similarity NPC287878
0.7681 Intermediate Similarity NPC68110
0.7681 Intermediate Similarity NPC474774
0.7662 Intermediate Similarity NPC267231
0.7654 Intermediate Similarity NPC165162
0.7654 Intermediate Similarity NPC255307
0.7632 Intermediate Similarity NPC235906
0.7625 Intermediate Similarity NPC474703
0.7625 Intermediate Similarity NPC318468
0.7625 Intermediate Similarity NPC475947
0.7625 Intermediate Similarity NPC170286
0.7619 Intermediate Similarity NPC144133
0.7619 Intermediate Similarity NPC179394
0.7595 Intermediate Similarity NPC275507
0.7595 Intermediate Similarity NPC42470
0.759 Intermediate Similarity NPC476805
0.759 Intermediate Similarity NPC475819
0.7564 Intermediate Similarity NPC264227
0.7564 Intermediate Similarity NPC63649
0.7564 Intermediate Similarity NPC473980
0.7564 Intermediate Similarity NPC471299
0.7564 Intermediate Similarity NPC472965
0.7564 Intermediate Similarity NPC473981
0.7561 Intermediate Similarity NPC150755
0.7561 Intermediate Similarity NPC50637
0.7561 Intermediate Similarity NPC469910
0.7534 Intermediate Similarity NPC476059
0.7534 Intermediate Similarity NPC473603
0.7532 Intermediate Similarity NPC474760
0.7531 Intermediate Similarity NPC159635
0.7531 Intermediate Similarity NPC163615
0.7531 Intermediate Similarity NPC191476
0.7531 Intermediate Similarity NPC38569
0.7531 Intermediate Similarity NPC114979
0.75 Intermediate Similarity NPC478194
0.75 Intermediate Similarity NPC478192
0.75 Intermediate Similarity NPC166919
0.75 Intermediate Similarity NPC11383
0.75 Intermediate Similarity NPC478195
0.75 Intermediate Similarity NPC475046
0.75 Intermediate Similarity NPC310450
0.75 Intermediate Similarity NPC474959
0.75 Intermediate Similarity NPC475690
0.75 Intermediate Similarity NPC21998
0.75 Intermediate Similarity NPC478191
0.75 Intermediate Similarity NPC478193
0.75 Intermediate Similarity NPC478196
0.75 Intermediate Similarity NPC26624
0.747 Intermediate Similarity NPC266957
0.7468 Intermediate Similarity NPC223904
0.7468 Intermediate Similarity NPC302426
0.7465 Intermediate Similarity NPC282760
0.7442 Intermediate Similarity NPC288240
0.7442 Intermediate Similarity NPC295204
0.7442 Intermediate Similarity NPC165383
0.7442 Intermediate Similarity NPC162205
0.7442 Intermediate Similarity NPC273579
0.7439 Intermediate Similarity NPC215364
0.7439 Intermediate Similarity NPC155873
0.7436 Intermediate Similarity NPC475699
0.7436 Intermediate Similarity NPC471465
0.7436 Intermediate Similarity NPC196653
0.7432 Intermediate Similarity NPC469660
0.7432 Intermediate Similarity NPC202011
0.7412 Intermediate Similarity NPC129419
0.7412 Intermediate Similarity NPC475855
0.7412 Intermediate Similarity NPC473619
0.7407 Intermediate Similarity NPC284472
0.7407 Intermediate Similarity NPC229799
0.7407 Intermediate Similarity NPC286770
0.7397 Intermediate Similarity NPC218477
0.7381 Intermediate Similarity NPC475902
0.7381 Intermediate Similarity NPC476803
0.7381 Intermediate Similarity NPC287089
0.7375 Intermediate Similarity NPC255580
0.7375 Intermediate Similarity NPC39411
0.7375 Intermediate Similarity NPC52861
0.7349 Intermediate Similarity NPC279859
0.7349 Intermediate Similarity NPC469483
0.7349 Intermediate Similarity NPC38576
0.7349 Intermediate Similarity NPC284902
0.7333 Intermediate Similarity NPC84038
0.7333 Intermediate Similarity NPC129665
0.7333 Intermediate Similarity NPC316185
0.7326 Intermediate Similarity NPC123177
0.7326 Intermediate Similarity NPC74103
0.7326 Intermediate Similarity NPC473321
0.7326 Intermediate Similarity NPC150978
0.7326 Intermediate Similarity NPC70595
0.7326 Intermediate Similarity NPC284185
0.7324 Intermediate Similarity NPC148233
0.7324 Intermediate Similarity NPC25747
0.7317 Intermediate Similarity NPC41856
0.7308 Intermediate Similarity NPC68156
0.7297 Intermediate Similarity NPC151481
0.7297 Intermediate Similarity NPC475982
0.7297 Intermediate Similarity NPC470693
0.7294 Intermediate Similarity NPC268298
0.7284 Intermediate Similarity NPC89555
0.7284 Intermediate Similarity NPC35556
0.7273 Intermediate Similarity NPC161038
0.7273 Intermediate Similarity NPC244166
0.7262 Intermediate Similarity NPC231889
0.7262 Intermediate Similarity NPC473248
0.7262 Intermediate Similarity NPC160138
0.7262 Intermediate Similarity NPC475703
0.726 Intermediate Similarity NPC472266
0.725 Intermediate Similarity NPC69271
0.725 Intermediate Similarity NPC74673
0.7246 Intermediate Similarity NPC286189
0.7241 Intermediate Similarity NPC475302
0.7241 Intermediate Similarity NPC125674
0.7241 Intermediate Similarity NPC228451
0.7241 Intermediate Similarity NPC469692
0.7241 Intermediate Similarity NPC475838
0.7241 Intermediate Similarity NPC469645
0.7237 Intermediate Similarity NPC16349
0.7237 Intermediate Similarity NPC222244
0.7237 Intermediate Similarity NPC474705
0.7237 Intermediate Similarity NPC284006
0.7229 Intermediate Similarity NPC21469
0.7222 Intermediate Similarity NPC470123
0.7222 Intermediate Similarity NPC131174

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC88877 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
0.7284 Intermediate Similarity NPD5209 Approved
0.7077 Intermediate Similarity NPD6927 Phase 3
0.6986 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6889 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6824 Remote Similarity NPD1694 Approved
0.6824 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6705 Remote Similarity NPD1695 Approved
0.6667 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6629 Remote Similarity NPD5785 Approved
0.6629 Remote Similarity NPD6698 Approved
0.6629 Remote Similarity NPD46 Approved
0.6627 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6489 Remote Similarity NPD4225 Approved
0.6444 Remote Similarity NPD7838 Discovery
0.6437 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6437 Remote Similarity NPD5363 Approved
0.6395 Remote Similarity NPD7154 Phase 3
0.6386 Remote Similarity NPD4271 Approved
0.6386 Remote Similarity NPD4268 Approved
0.6364 Remote Similarity NPD5343 Approved
0.6364 Remote Similarity NPD4249 Approved
0.6364 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6322 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6292 Remote Similarity NPD4251 Approved
0.6292 Remote Similarity NPD4250 Approved
0.6235 Remote Similarity NPD4822 Approved
0.6235 Remote Similarity NPD4821 Approved
0.6235 Remote Similarity NPD4819 Approved
0.6235 Remote Similarity NPD4252 Approved
0.6235 Remote Similarity NPD4820 Approved
0.6176 Remote Similarity NPD6371 Approved
0.6146 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6092 Remote Similarity NPD4270 Approved
0.6092 Remote Similarity NPD6435 Approved
0.6092 Remote Similarity NPD4269 Approved
0.6071 Remote Similarity NPD4756 Discovery
0.6027 Remote Similarity NPD8779 Phase 3
0.6024 Remote Similarity NPD8039 Approved
0.6024 Remote Similarity NPD1452 Discontinued
0.6023 Remote Similarity NPD5362 Discontinued
0.6 Remote Similarity NPD5786 Approved
0.6 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5977 Remote Similarity NPD5369 Approved
0.5909 Remote Similarity NPD6096 Approved
0.5909 Remote Similarity NPD6097 Approved
0.5895 Remote Similarity NPD5282 Discontinued
0.5862 Remote Similarity NPD5368 Approved
0.5851 Remote Similarity NPD7983 Approved
0.5843 Remote Similarity NPD6110 Phase 1
0.5843 Remote Similarity NPD5331 Approved
0.5843 Remote Similarity NPD5332 Approved
0.5825 Remote Similarity NPD6686 Approved
0.5824 Remote Similarity NPD7146 Approved
0.5824 Remote Similarity NPD6409 Approved
0.5824 Remote Similarity NPD7521 Approved
0.5824 Remote Similarity NPD6684 Approved
0.5824 Remote Similarity NPD5330 Approved
0.5824 Remote Similarity NPD7334 Approved
0.5816 Remote Similarity NPD7638 Approved
0.5806 Remote Similarity NPD5370 Suspended
0.5795 Remote Similarity NPD4790 Discontinued
0.5789 Remote Similarity NPD6399 Phase 3
0.5789 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5769 Remote Similarity NPD5325 Clinical (unspecified phase)
0.5758 Remote Similarity NPD7640 Approved
0.5758 Remote Similarity NPD6648 Approved
0.5758 Remote Similarity NPD7639 Approved
0.575 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5733 Remote Similarity NPD69 Approved
0.5733 Remote Similarity NPD9119 Approved
0.5733 Remote Similarity NPD6109 Phase 1
0.5729 Remote Similarity NPD7900 Approved
0.5729 Remote Similarity NPD7901 Clinical (unspecified phase)
0.57 Remote Similarity NPD5344 Discontinued
0.5699 Remote Similarity NPD6903 Approved
0.5699 Remote Similarity NPD6672 Approved
0.5699 Remote Similarity NPD5737 Approved
0.5699 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5688 Remote Similarity NPD7115 Discovery
0.5684 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5684 Remote Similarity NPD5693 Phase 1
0.5684 Remote Similarity NPD7637 Suspended
0.566 Remote Similarity NPD2204 Approved
0.566 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5631 Remote Similarity NPD6008 Approved
0.5625 Remote Similarity NPD5779 Approved
0.5625 Remote Similarity NPD6108 Clinical (unspecified phase)
0.5625 Remote Similarity NPD5778 Approved
0.5616 Remote Similarity NPD9298 Approved
0.5607 Remote Similarity NPD6053 Discontinued
0.56 Remote Similarity NPD9118 Approved

Structure

External Identifiers

PubChem CID   11522381
ChEMBL   CHEMBL496445
ZINC  

Physicochemical Properties

Molecular Weight:  306.15
ALogP:  2.1294
MLogP:  2.78
XLogP:  1.669
# Rotatable Bonds:  11
Polar Surface Area:  69.67
# H-Bond Aceptor:  5
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  22

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