Natural Product: NPC273197

Natural Product ID:  NPC273197
Common Name:   n.a.
IUPAC Name:  
Synonyms:  
Molecular Formula:   C19H22O6
Standard InCHIKey:  HKQSOGUZSSFJSM-GTACMHHNSA-N
Standard InCHI:  InChI=1S/C19H22O6/c1-9(2)17(21)24-14-8-19(5)15(20)7-12(25-19)10(3)6-13-16(14)11(4)18(22)23-13/h7,9,13-14,16H,3-4,6,8H2,1-2,5H3/t13-,14-,16+,19-/m1/s1
Canonical SMILES:  CC(C(=O)O[C@@H]1C[C@@]2(C)OC(=CC2=O)C(=C)C[C@@H]2[C@@H]1C(=C)C(=O)O2)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
NPO29281 Helianthus angustifolius Species Asteraceae Eukaryota PMID[23501116]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 25200 nM 16792409
NPT840 Individual Protein Transcriptional activator Myb Gallus gallus IC50 = 9590 nM 26318054
NPT840 Individual Protein Transcriptional activator Myb Gallus gallus IC50 = 9594.01 nM 15974580

  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 NPC273197 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 NPC234339
0.9888 High Similarity NPC172998
0.9667 High Similarity NPC299396
0.9667 High Similarity NPC301596
0.9158 High Similarity NPC197835
0.9158 High Similarity NPC291500
0.9158 High Similarity NPC189609
0.9158 High Similarity NPC140591
0.9158 High Similarity NPC303653
0.8614 High Similarity NPC38154
0.8333 Intermediate Similarity NPC128429
0.8298 Intermediate Similarity NPC469718
0.8298 Intermediate Similarity NPC329857
0.8211 Intermediate Similarity NPC20713
0.8172 Intermediate Similarity NPC475703
0.8152 Intermediate Similarity NPC215364
0.8085 Intermediate Similarity NPC469631
0.8085 Intermediate Similarity NPC469628
0.8085 Intermediate Similarity NPC469653
0.8085 Intermediate Similarity NPC475906
0.8085 Intermediate Similarity NPC471047
0.8065 Intermediate Similarity NPC284902
0.8065 Intermediate Similarity NPC50637
0.8061 Intermediate Similarity NPC476275
0.8043 Intermediate Similarity NPC115786
0.8041 Intermediate Similarity NPC140543
0.8041 Intermediate Similarity NPC473330
0.8041 Intermediate Similarity NPC474338
0.8041 Intermediate Similarity NPC473316
0.8 Intermediate Similarity NPC166919
0.7979 Intermediate Similarity NPC160138
0.7959 Intermediate Similarity NPC474947
0.7935 Intermediate Similarity NPC272814
0.7935 Intermediate Similarity NPC474703
0.7921 Intermediate Similarity NPC474339
0.7921 Intermediate Similarity NPC476270
0.7921 Intermediate Similarity NPC164598
0.7917 Intermediate Similarity NPC179394
0.7917 Intermediate Similarity NPC312042
0.7917 Intermediate Similarity NPC144133
0.7912 Intermediate Similarity NPC301477
0.7912 Intermediate Similarity NPC141810
0.7912 Intermediate Similarity NPC281949
0.7912 Intermediate Similarity NPC25684
0.7895 Intermediate Similarity NPC475902
0.7889 Intermediate Similarity NPC617
0.7872 Intermediate Similarity NPC162071
0.7872 Intermediate Similarity NPC107787
0.7872 Intermediate Similarity NPC38576
0.7872 Intermediate Similarity NPC279859
0.7864 Intermediate Similarity NPC477510
0.7864 Intermediate Similarity NPC471143
0.7857 Intermediate Similarity NPC476267
0.7857 Intermediate Similarity NPC477131
0.7835 Intermediate Similarity NPC133698
0.7826 Intermediate Similarity NPC173609
0.7812 Intermediate Similarity NPC64913
0.7812 Intermediate Similarity NPC242877
0.7812 Intermediate Similarity NPC151770
0.7812 Intermediate Similarity NPC295312
0.78 Intermediate Similarity NPC471140
0.78 Intermediate Similarity NPC471462
0.7789 Intermediate Similarity NPC471739
0.7789 Intermediate Similarity NPC231889
0.7778 Intermediate Similarity NPC304886
0.7766 Intermediate Similarity NPC130030
0.7766 Intermediate Similarity NPC235792
0.7766 Intermediate Similarity NPC78089
0.7755 Intermediate Similarity NPC125674
0.7755 Intermediate Similarity NPC228451
0.7755 Intermediate Similarity NPC475838
0.7753 Intermediate Similarity NPC123360
0.7745 Intermediate Similarity NPC47880
0.7745 Intermediate Similarity NPC477511
0.7745 Intermediate Similarity NPC264477
0.7742 Intermediate Similarity NPC318468
0.7732 Intermediate Similarity NPC475855
0.7732 Intermediate Similarity NPC475748
0.7732 Intermediate Similarity NPC80875
0.7732 Intermediate Similarity NPC62815
0.7723 Intermediate Similarity NPC187268
0.7717 Intermediate Similarity NPC471325
0.7717 Intermediate Similarity NPC42470
0.7714 Intermediate Similarity NPC470192
0.7708 Intermediate Similarity NPC202672
0.77 Intermediate Similarity NPC17585
0.7692 Intermediate Similarity NPC264227
0.7692 Intermediate Similarity NPC63649
0.7692 Intermediate Similarity NPC178277
0.7692 Intermediate Similarity NPC270126
0.7692 Intermediate Similarity NPC472965
0.7684 Intermediate Similarity NPC64153
0.7677 Intermediate Similarity NPC469632
0.7677 Intermediate Similarity NPC198853
0.7677 Intermediate Similarity NPC474247
0.767 Intermediate Similarity NPC474747
0.767 Intermediate Similarity NPC149371
0.7667 Intermediate Similarity NPC470240
0.7667 Intermediate Similarity NPC476794
0.7653 Intermediate Similarity NPC208886
0.7653 Intermediate Similarity NPC184463
0.7653 Intermediate Similarity NPC166110
0.7653 Intermediate Similarity NPC131209
0.7653 Intermediate Similarity NPC12172
0.7653 Intermediate Similarity NPC32494
0.7653 Intermediate Similarity NPC175842
0.7629 Intermediate Similarity NPC307411
0.7629 Intermediate Similarity NPC4986
0.7624 Intermediate Similarity NPC471490
0.7609 Intermediate Similarity NPC302426
0.76 Intermediate Similarity NPC67584
0.7596 Intermediate Similarity NPC475871
0.7596 Intermediate Similarity NPC475945
0.7582 Intermediate Similarity NPC128276
0.7576 Intermediate Similarity NPC475657
0.7576 Intermediate Similarity NPC59646
0.7576 Intermediate Similarity NPC476300
0.7576 Intermediate Similarity NPC81419
0.7576 Intermediate Similarity NPC135776
0.7576 Intermediate Similarity NPC179746
0.7576 Intermediate Similarity NPC248193
0.7576 Intermediate Similarity NPC212486
0.7576 Intermediate Similarity NPC475912
0.7573 Intermediate Similarity NPC474742
0.7573 Intermediate Similarity NPC201718
0.7573 Intermediate Similarity NPC133907
0.7573 Intermediate Similarity NPC128733
0.7573 Intermediate Similarity NPC46998
0.7573 Intermediate Similarity NPC15993
0.7573 Intermediate Similarity NPC110443
0.7573 Intermediate Similarity NPC185141
0.7553 Intermediate Similarity NPC170286
0.7553 Intermediate Similarity NPC475947
0.7553 Intermediate Similarity NPC250315
0.7553 Intermediate Similarity NPC170377
0.7551 Intermediate Similarity NPC474323
0.7551 Intermediate Similarity NPC51004
0.7551 Intermediate Similarity NPC49342
0.7551 Intermediate Similarity NPC206614
0.7551 Intermediate Similarity NPC251385
0.7549 Intermediate Similarity NPC473326
0.7549 Intermediate Similarity NPC208233
0.7549 Intermediate Similarity NPC54843
0.7549 Intermediate Similarity NPC279561
0.7528 Intermediate Similarity NPC476355
0.7527 Intermediate Similarity NPC255580
0.7527 Intermediate Similarity NPC39411
0.7526 Intermediate Similarity NPC224652
0.7525 Intermediate Similarity NPC35498
0.7525 Intermediate Similarity NPC213078
0.7525 Intermediate Similarity NPC279621
0.7525 Intermediate Similarity NPC230800
0.7524 Intermediate Similarity NPC474741
0.7523 Intermediate Similarity NPC66108
0.75 Intermediate Similarity NPC305475
0.75 Intermediate Similarity NPC127019
0.75 Intermediate Similarity NPC471148
0.75 Intermediate Similarity NPC470010
0.75 Intermediate Similarity NPC470521
0.75 Intermediate Similarity NPC320019
0.75 Intermediate Similarity NPC324017
0.75 Intermediate Similarity NPC470013
0.75 Intermediate Similarity NPC475461
0.75 Intermediate Similarity NPC261721
0.75 Intermediate Similarity NPC323008
0.75 Intermediate Similarity NPC262133
0.75 Intermediate Similarity NPC476596
0.75 Intermediate Similarity NPC150755
0.75 Intermediate Similarity NPC121825
0.75 Intermediate Similarity NPC190294
0.7476 Intermediate Similarity NPC469551
0.7476 Intermediate Similarity NPC477512
0.7475 Intermediate Similarity NPC123177
0.7475 Intermediate Similarity NPC30515
0.7475 Intermediate Similarity NPC74103
0.7475 Intermediate Similarity NPC193396
0.7475 Intermediate Similarity NPC150978
0.7475 Intermediate Similarity NPC32944
0.7475 Intermediate Similarity NPC70595
0.7473 Intermediate Similarity NPC171204
0.7473 Intermediate Similarity NPC57744
0.7473 Intermediate Similarity NPC476028
0.7473 Intermediate Similarity NPC180290
0.7473 Intermediate Similarity NPC65603
0.7473 Intermediate Similarity NPC471225
0.7473 Intermediate Similarity NPC141789
0.7473 Intermediate Similarity NPC97516
0.7451 Intermediate Similarity NPC161493
0.7449 Intermediate Similarity NPC142159
0.7449 Intermediate Similarity NPC95364
0.7449 Intermediate Similarity NPC475971
0.7447 Intermediate Similarity NPC471326
0.7447 Intermediate Similarity NPC246076
0.7447 Intermediate Similarity NPC221231
0.7444 Intermediate Similarity NPC155587
0.7444 Intermediate Similarity NPC193351
0.7444 Intermediate Similarity NPC226669
0.7444 Intermediate Similarity NPC138408
0.7429 Intermediate Similarity NPC271059
0.7429 Intermediate Similarity NPC472755

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC273197 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
0.7629 Intermediate Similarity NPD1695 Approved
0.75 Intermediate Similarity NPD5282 Discontinued
0.7396 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.7383 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7087 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.6863 Remote Similarity NPD6698 Approved
0.6863 Remote Similarity NPD7838 Discovery
0.6863 Remote Similarity NPD46 Approved
0.6737 Remote Similarity NPD4756 Discovery
0.6735 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6726 Remote Similarity NPD6371 Approved
0.67 Remote Similarity NPD1694 Approved
0.6634 Remote Similarity NPD4249 Approved
0.6609 Remote Similarity NPD6053 Discontinued
0.6579 Remote Similarity NPD2067 Discontinued
0.6574 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6569 Remote Similarity NPD4251 Approved
0.6569 Remote Similarity NPD4250 Approved
0.6566 Remote Similarity NPD5209 Approved
0.6522 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6518 Remote Similarity NPD6008 Approved
0.65 Remote Similarity NPD7154 Phase 3
0.6476 Remote Similarity NPD5693 Phase 1
0.6476 Remote Similarity NPD7983 Approved
0.6404 Remote Similarity NPD6686 Approved
0.6381 Remote Similarity NPD5785 Approved
0.6381 Remote Similarity NPD5692 Phase 3
0.6364 Remote Similarity NPD6648 Approved
0.6346 Remote Similarity NPD6672 Approved
0.6346 Remote Similarity NPD5737 Approved
0.6321 Remote Similarity NPD6050 Approved
0.6321 Remote Similarity NPD5694 Approved
0.6296 Remote Similarity NPD5695 Phase 3
0.6273 Remote Similarity NPD5696 Approved
0.6264 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6262 Remote Similarity NPD5778 Approved
0.6262 Remote Similarity NPD5779 Approved
0.6226 Remote Similarity NPD5207 Approved
0.6214 Remote Similarity NPD5363 Approved
0.6196 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6186 Remote Similarity NPD8039 Approved
0.6182 Remote Similarity NPD6083 Phase 2
0.6182 Remote Similarity NPD6084 Phase 2
0.6174 Remote Similarity NPD5697 Approved
0.6174 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6139 Remote Similarity NPD5369 Approved
0.6132 Remote Similarity NPD6904 Approved
0.6132 Remote Similarity NPD6673 Approved
0.6132 Remote Similarity NPD6080 Approved
0.6126 Remote Similarity NPD4225 Approved
0.6124 Remote Similarity NPD7260 Phase 2
0.6121 Remote Similarity NPD6899 Approved
0.6121 Remote Similarity NPD7320 Approved
0.6121 Remote Similarity NPD6881 Approved
0.6102 Remote Similarity NPD6649 Approved
0.6102 Remote Similarity NPD6650 Approved
0.6087 Remote Similarity NPD6402 Approved
0.6087 Remote Similarity NPD7128 Approved
0.6087 Remote Similarity NPD5739 Approved
0.6087 Remote Similarity NPD6675 Approved
0.6078 Remote Similarity NPD6435 Approved
0.6077 Remote Similarity NPD6845 Suspended
0.6068 Remote Similarity NPD6372 Approved
0.6068 Remote Similarity NPD6013 Approved
0.6068 Remote Similarity NPD6373 Approved
0.6068 Remote Similarity NPD6014 Approved
0.6068 Remote Similarity NPD6012 Approved
0.6058 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6038 Remote Similarity NPD6903 Approved
0.6034 Remote Similarity NPD5701 Approved
0.6032 Remote Similarity NPD7492 Approved
0.6019 Remote Similarity NPD6110 Phase 1
0.6019 Remote Similarity NPD5362 Discontinued
0.6018 Remote Similarity NPD5344 Discontinued
0.6017 Remote Similarity NPD7102 Approved
0.6017 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6017 Remote Similarity NPD7290 Approved
0.6017 Remote Similarity NPD6883 Approved
0.6015 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6 Remote Similarity NPD5654 Approved
0.6 Remote Similarity NPD5330 Approved
0.6 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6 Remote Similarity NPD7334 Approved
0.6 Remote Similarity NPD6409 Approved
0.6 Remote Similarity NPD7146 Approved
0.6 Remote Similarity NPD6684 Approved
0.6 Remote Similarity NPD7521 Approved
0.5984 Remote Similarity NPD6616 Approved
0.5983 Remote Similarity NPD6011 Approved
0.5982 Remote Similarity NPD7638 Approved
0.5981 Remote Similarity NPD6101 Approved
0.5981 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5968 Remote Similarity NPD6054 Approved
0.5968 Remote Similarity NPD6319 Approved
0.5966 Remote Similarity NPD6617 Approved
0.5966 Remote Similarity NPD8130 Phase 1
0.5966 Remote Similarity NPD6869 Approved
0.5966 Remote Similarity NPD6847 Approved
0.5963 Remote Similarity NPD6399 Phase 3
0.5946 Remote Similarity NPD7839 Suspended
0.5938 Remote Similarity NPD7078 Approved
0.5932 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5929 Remote Similarity NPD7639 Approved
0.5929 Remote Similarity NPD7640 Approved
0.5922 Remote Similarity NPD4269 Approved
0.5922 Remote Similarity NPD4270 Approved
0.592 Remote Similarity NPD6016 Approved
0.592 Remote Similarity NPD8516 Approved
0.592 Remote Similarity NPD8515 Approved
0.592 Remote Similarity NPD8517 Approved
0.592 Remote Similarity NPD6015 Approved
0.592 Remote Similarity NPD8513 Phase 3
0.5917 Remote Similarity NPD6882 Approved
0.5917 Remote Similarity NPD8297 Approved
0.5909 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5909 Remote Similarity NPD7900 Approved
0.5893 Remote Similarity NPD5959 Approved
0.5891 Remote Similarity NPD7736 Approved
0.5888 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5882 Remote Similarity NPD5368 Approved
0.5882 Remote Similarity NPD4695 Discontinued
0.5882 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5882 Remote Similarity NPD4822 Approved
0.5882 Remote Similarity NPD4820 Approved
0.5882 Remote Similarity NPD4819 Approved
0.5882 Remote Similarity NPD4821 Approved
0.5873 Remote Similarity NPD8080 Discontinued
0.5873 Remote Similarity NPD5988 Approved
0.5873 Remote Similarity NPD6370 Approved
0.5872 Remote Similarity NPD5281 Approved
0.5872 Remote Similarity NPD6411 Approved
0.5872 Remote Similarity NPD5284 Approved
0.5868 Remote Similarity NPD4632 Approved
0.5854 Remote Similarity NPD6009 Approved
0.5854 Remote Similarity NPD7115 Discovery
0.5851 Remote Similarity NPD3704 Approved
0.5849 Remote Similarity NPD5279 Phase 3
0.5849 Remote Similarity NPD6098 Approved
0.5849 Remote Similarity NPD5786 Approved
0.584 Remote Similarity NPD6059 Approved
0.5833 Remote Similarity NPD7285 Clinical (unspecified phase)
0.5814 Remote Similarity NPD8293 Discontinued
0.5806 Remote Similarity NPD7641 Discontinued
0.5794 Remote Similarity NPD5983 Phase 2
0.5772 Remote Similarity NPD6274 Approved
0.5772 Remote Similarity NPD690 Clinical (unspecified phase)
0.5766 Remote Similarity NPD6001 Approved
0.5752 Remote Similarity NPD7902 Approved
0.5736 Remote Similarity NPD7507 Approved
0.5728 Remote Similarity NPD4252 Approved
0.5727 Remote Similarity NPD7637 Suspended
0.5714 Remote Similarity NPD4629 Approved
0.5714 Remote Similarity NPD5210 Approved
0.5714 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5703 Remote Similarity NPD7604 Phase 2
0.5702 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5702 Remote Similarity NPD2181 Clinical (unspecified phase)
0.5702 Remote Similarity NPD2204 Approved
0.5699 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5692 Remote Similarity NPD8074 Phase 3
0.569 Remote Similarity NPD5211 Phase 2
0.5688 Remote Similarity NPD4753 Phase 2
0.5686 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5686 Remote Similarity NPD4268 Approved
0.5686 Remote Similarity NPD4271 Approved
0.5682 Remote Similarity NPD6007 Clinical (unspecified phase)
0.5669 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5669 Remote Similarity NPD7503 Approved
0.5669 Remote Similarity NPD6291 Clinical (unspecified phase)
0.566 Remote Similarity NPD6400 Clinical (unspecified phase)
0.566 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5652 Remote Similarity NPD5286 Approved
0.5652 Remote Similarity NPD5285 Approved
0.5652 Remote Similarity NPD4696 Approved
0.5648 Remote Similarity NPD3573 Approved
0.5635 Remote Similarity NPD7101 Approved
0.5635 Remote Similarity NPD7100 Approved
0.563 Remote Similarity NPD6614 Approved
0.563 Remote Similarity NPD6412 Phase 2
0.5625 Remote Similarity NPD7748 Approved
0.5619 Remote Similarity NPD4800 Clinical (unspecified phase)
0.5615 Remote Similarity NPD6336 Discontinued
0.5614 Remote Similarity NPD4755 Approved
0.5606 Remote Similarity NPD7319 Approved
0.56 Remote Similarity NPD6317 Approved
0.56 Remote Similarity NPD7500 Approved

Structure

External Identifiers

PubChem CID   73345841
ChEMBL   CHEMBL2380785
ZINC  

Physicochemical Properties

Molecular Weight:  346.14
ALogP:  1.138
MLogP:  2.89
XLogP:  1.465
# Rotatable Bonds:  6
Polar Surface Area:  78.9
# H-Bond Aceptor:  6
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  25

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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