Natural Product: NPC472015

Natural Product ID:  NPC472015
Common Name:   n.a.
IUPAC Name:  
Synonyms:  
Molecular Formula:   C21H30O8
Standard InCHIKey:  WGTPPFZNEIDERF-DLYIZJFUSA-N
Standard InCHI:  InChI=1S/C21H30O8/c1-9-4-5-12(6-14-11(3)15(23)7-13(9)14)10(2)20(27)29-21-19(26)18(25)17(24)16(8-22)28-21/h9,12-13,16-19,21-22,24-26H,2,4-8H2,1,3H3/t9-,12+,13-,16+,17+,18-,19+,21-/m0/s1
Canonical SMILES:  OC[C@H]1O[C@@H](OC(=O)C(=C)[C@@H]2CC[C@@H]([C@H]3C(=C(C)C(=O)C3)C2)C)[C@@H]([C@H]([C@@H]1O)O)O
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
NPO12728 Artemisia rupestris Species Asteraceae Eukaryota PMID[25176187]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 4600 nM 10479316

  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 NPC472015 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
0.866 High Similarity NPC476613
0.866 High Similarity NPC476612
0.8571 High Similarity NPC49833
0.8571 High Similarity NPC249171
0.8485 Intermediate Similarity NPC473146
0.8469 Intermediate Similarity NPC304445
0.8469 Intermediate Similarity NPC236580
0.8416 Intermediate Similarity NPC473148
0.84 Intermediate Similarity NPC476611
0.8367 Intermediate Similarity NPC54731
0.8367 Intermediate Similarity NPC306041
0.8317 Intermediate Similarity NPC80144
0.8317 Intermediate Similarity NPC106668
0.8283 Intermediate Similarity NPC472290
0.8269 Intermediate Similarity NPC177524
0.8269 Intermediate Similarity NPC219900
0.8269 Intermediate Similarity NPC392
0.8247 Intermediate Similarity NPC472195
0.8247 Intermediate Similarity NPC472196
0.8247 Intermediate Similarity NPC238090
0.8247 Intermediate Similarity NPC320089
0.8235 Intermediate Similarity NPC27687
0.8218 Intermediate Similarity NPC67296
0.8182 Intermediate Similarity NPC474297
0.8163 Intermediate Similarity NPC159698
0.8137 Intermediate Similarity NPC177013
0.8137 Intermediate Similarity NPC4899
0.8137 Intermediate Similarity NPC474730
0.8137 Intermediate Similarity NPC35185
0.8119 Intermediate Similarity NPC306344
0.8119 Intermediate Similarity NPC22149
0.8119 Intermediate Similarity NPC255677
0.8091 Intermediate Similarity NPC475309
0.8081 Intermediate Similarity NPC167893
0.8058 Intermediate Similarity NPC37240
0.8058 Intermediate Similarity NPC475928
0.8039 Intermediate Similarity NPC28304
0.8039 Intermediate Similarity NPC298255
0.8 Intermediate Similarity NPC143446
0.7981 Intermediate Similarity NPC474917
0.7961 Intermediate Similarity NPC261117
0.7961 Intermediate Similarity NPC222062
0.7961 Intermediate Similarity NPC310804
0.7961 Intermediate Similarity NPC86077
0.7961 Intermediate Similarity NPC225353
0.7959 Intermediate Similarity NPC472197
0.7959 Intermediate Similarity NPC477749
0.7941 Intermediate Similarity NPC130792
0.7928 Intermediate Similarity NPC13710
0.7925 Intermediate Similarity NPC475960
0.7921 Intermediate Similarity NPC278506
0.7921 Intermediate Similarity NPC261372
0.7921 Intermediate Similarity NPC58267
0.7921 Intermediate Similarity NPC263674
0.7905 Intermediate Similarity NPC170432
0.79 Intermediate Similarity NPC108141
0.7885 Intermediate Similarity NPC110989
0.7885 Intermediate Similarity NPC267869
0.7885 Intermediate Similarity NPC197541
0.7885 Intermediate Similarity NPC284929
0.7885 Intermediate Similarity NPC234304
0.7885 Intermediate Similarity NPC118761
0.7879 Intermediate Similarity NPC61201
0.7864 Intermediate Similarity NPC287539
0.7864 Intermediate Similarity NPC198992
0.7864 Intermediate Similarity NPC3488
0.7857 Intermediate Similarity NPC202886
0.7843 Intermediate Similarity NPC56071
0.7843 Intermediate Similarity NPC70733
0.783 Intermediate Similarity NPC148270
0.783 Intermediate Similarity NPC80338
0.783 Intermediate Similarity NPC197813
0.7822 Intermediate Similarity NPC161293
0.7822 Intermediate Similarity NPC241911
0.781 Intermediate Similarity NPC203659
0.781 Intermediate Similarity NPC86095
0.78 Intermediate Similarity NPC63897
0.78 Intermediate Similarity NPC477131
0.78 Intermediate Similarity NPC2003
0.78 Intermediate Similarity NPC71589
0.78 Intermediate Similarity NPC25701
0.7789 Intermediate Similarity NPC288471
0.7789 Intermediate Similarity NPC266718
0.7788 Intermediate Similarity NPC195510
0.7788 Intermediate Similarity NPC471599
0.7788 Intermediate Similarity NPC474747
0.7788 Intermediate Similarity NPC121423
0.7788 Intermediate Similarity NPC250545
0.7788 Intermediate Similarity NPC13171
0.7778 Intermediate Similarity NPC472199
0.7778 Intermediate Similarity NPC131209
0.7778 Intermediate Similarity NPC133698
0.7755 Intermediate Similarity NPC477748
0.7745 Intermediate Similarity NPC474182
0.7736 Intermediate Similarity NPC85670
0.7736 Intermediate Similarity NPC243998
0.7736 Intermediate Similarity NPC223450
0.7723 Intermediate Similarity NPC304886
0.7723 Intermediate Similarity NPC471141
0.7719 Intermediate Similarity NPC470829
0.7719 Intermediate Similarity NPC473228
0.7714 Intermediate Similarity NPC475871
0.7714 Intermediate Similarity NPC151516
0.7714 Intermediate Similarity NPC475945
0.77 Intermediate Similarity NPC135776
0.7692 Intermediate Similarity NPC473332
0.7692 Intermediate Similarity NPC219038
0.7685 Intermediate Similarity NPC273433
0.7679 Intermediate Similarity NPC474483
0.7677 Intermediate Similarity NPC473448
0.7677 Intermediate Similarity NPC470573
0.7677 Intermediate Similarity NPC270908
0.7677 Intermediate Similarity NPC231710
0.7677 Intermediate Similarity NPC303451
0.7677 Intermediate Similarity NPC120021
0.7677 Intermediate Similarity NPC216826
0.7677 Intermediate Similarity NPC6414
0.7677 Intermediate Similarity NPC65665
0.767 Intermediate Similarity NPC198422
0.767 Intermediate Similarity NPC187268
0.767 Intermediate Similarity NPC40182
0.7664 Intermediate Similarity NPC254538
0.7664 Intermediate Similarity NPC26617
0.7664 Intermediate Similarity NPC474285
0.766 Intermediate Similarity NPC280367
0.7647 Intermediate Similarity NPC476009
0.7642 Intermediate Similarity NPC472748
0.7642 Intermediate Similarity NPC100487
0.7642 Intermediate Similarity NPC264584
0.7632 Intermediate Similarity NPC470312
0.7624 Intermediate Similarity NPC472198
0.7624 Intermediate Similarity NPC256368
0.7624 Intermediate Similarity NPC198853
0.7619 Intermediate Similarity NPC313569
0.7619 Intermediate Similarity NPC201191
0.7619 Intermediate Similarity NPC223834
0.7615 Intermediate Similarity NPC83005
0.7615 Intermediate Similarity NPC193741
0.7611 Intermediate Similarity NPC473617
0.7611 Intermediate Similarity NPC473828
0.7607 Intermediate Similarity NPC222307
0.7604 Intermediate Similarity NPC475035
0.76 Intermediate Similarity NPC184463
0.76 Intermediate Similarity NPC9447
0.76 Intermediate Similarity NPC235051
0.76 Intermediate Similarity NPC470373
0.76 Intermediate Similarity NPC470379
0.7596 Intermediate Similarity NPC244878
0.7593 Intermediate Similarity NPC110701
0.7573 Intermediate Similarity NPC266842
0.7573 Intermediate Similarity NPC40812
0.757 Intermediate Similarity NPC472749
0.757 Intermediate Similarity NPC41681
0.757 Intermediate Similarity NPC472751
0.757 Intermediate Similarity NPC127235
0.757 Intermediate Similarity NPC239961
0.757 Intermediate Similarity NPC82251
0.7551 Intermediate Similarity NPC475037
0.7551 Intermediate Similarity NPC248602
0.7549 Intermediate Similarity NPC36954
0.7549 Intermediate Similarity NPC93869
0.7549 Intermediate Similarity NPC6765
0.7547 Intermediate Similarity NPC472747
0.7547 Intermediate Similarity NPC472750
0.7526 Intermediate Similarity NPC477746
0.7526 Intermediate Similarity NPC477747
0.7525 Intermediate Similarity NPC273579
0.7525 Intermediate Similarity NPC475912
0.7525 Intermediate Similarity NPC473723
0.7525 Intermediate Similarity NPC473663
0.7525 Intermediate Similarity NPC473520
0.7525 Intermediate Similarity NPC475173
0.7525 Intermediate Similarity NPC288240
0.7525 Intermediate Similarity NPC473561
0.7525 Intermediate Similarity NPC471483
0.7525 Intermediate Similarity NPC212486
0.7525 Intermediate Similarity NPC162205
0.7525 Intermediate Similarity NPC295204
0.7525 Intermediate Similarity NPC476300
0.7524 Intermediate Similarity NPC154127
0.7524 Intermediate Similarity NPC474742
0.7524 Intermediate Similarity NPC150923
0.7524 Intermediate Similarity NPC20673
0.7523 Intermediate Similarity NPC477102
0.7523 Intermediate Similarity NPC257853
0.7523 Intermediate Similarity NPC118225
0.75 Intermediate Similarity NPC81483
0.75 Intermediate Similarity NPC169468
0.75 Intermediate Similarity NPC473619
0.75 Intermediate Similarity NPC307517
0.75 Intermediate Similarity NPC473311
0.75 Intermediate Similarity NPC203627
0.75 Intermediate Similarity NPC117596
0.75 Intermediate Similarity NPC61630
0.75 Intermediate Similarity NPC37866
0.75 Intermediate Similarity NPC206614
0.75 Intermediate Similarity NPC474323
0.75 Intermediate Similarity NPC151093
0.75 Intermediate Similarity NPC165439
0.75 Intermediate Similarity NPC222303

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC472015 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
0.8269 Intermediate Similarity NPD6686 Approved
0.8041 Intermediate Similarity NPD46 Approved
0.8041 Intermediate Similarity NPD6698 Approved
0.7664 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD6412 Phase 2
0.7455 Intermediate Similarity NPD6371 Approved
0.7333 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7212 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7167 Intermediate Similarity NPD7507 Approved
0.7157 Intermediate Similarity NPD7838 Discovery
0.708 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD1695 Approved
0.7009 Intermediate Similarity NPD7641 Discontinued
0.6992 Remote Similarity NPD7319 Approved
0.6975 Remote Similarity NPD8516 Approved
0.6975 Remote Similarity NPD8513 Phase 3
0.6975 Remote Similarity NPD8517 Approved
0.6975 Remote Similarity NPD8515 Approved
0.6957 Remote Similarity NPD8133 Approved
0.6923 Remote Similarity NPD7983 Approved
0.6903 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6864 Remote Similarity NPD7328 Approved
0.6864 Remote Similarity NPD7327 Approved
0.686 Remote Similarity NPD7830 Approved
0.686 Remote Similarity NPD7829 Approved
0.686 Remote Similarity NPD7642 Approved
0.6833 Remote Similarity NPD7503 Approved
0.6807 Remote Similarity NPD7516 Approved
0.675 Remote Similarity NPD8294 Approved
0.675 Remote Similarity NPD8377 Approved
0.6721 Remote Similarity NPD8328 Phase 3
0.67 Remote Similarity NPD6435 Approved
0.6694 Remote Similarity NPD8444 Approved
0.6694 Remote Similarity NPD8379 Approved
0.6694 Remote Similarity NPD8380 Approved
0.6694 Remote Similarity NPD8296 Approved
0.6694 Remote Similarity NPD8335 Approved
0.6694 Remote Similarity NPD8378 Approved
0.6694 Remote Similarity NPD8033 Approved
0.6667 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5785 Approved
0.6636 Remote Similarity NPD5282 Discontinued
0.6634 Remote Similarity NPD7154 Phase 3
0.6609 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6581 Remote Similarity NPD6053 Discontinued
0.6577 Remote Similarity NPD5344 Discontinued
0.6545 Remote Similarity NPD4225 Approved
0.6545 Remote Similarity NPD7638 Approved
0.6514 Remote Similarity NPD7839 Suspended
0.6508 Remote Similarity NPD7736 Approved
0.6505 Remote Similarity NPD5363 Approved
0.6504 Remote Similarity NPD6370 Approved
0.6504 Remote Similarity NPD8080 Discontinued
0.65 Remote Similarity NPD6009 Approved
0.65 Remote Similarity NPD5368 Approved
0.6486 Remote Similarity NPD7640 Approved
0.6486 Remote Similarity NPD7639 Approved
0.6475 Remote Similarity NPD6319 Approved
0.6471 Remote Similarity NPD5362 Discontinued
0.6442 Remote Similarity NPD4249 Approved
0.6441 Remote Similarity NPD6882 Approved
0.6429 Remote Similarity NPD8293 Discontinued
0.6429 Remote Similarity NPD8074 Phase 3
0.641 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6408 Remote Similarity NPD6400 Clinical (unspecified phase)
0.64 Remote Similarity NPD7492 Approved
0.6387 Remote Similarity NPD4632 Approved
0.6381 Remote Similarity NPD4250 Approved
0.6381 Remote Similarity NPD4251 Approved
0.6378 Remote Similarity NPD8337 Approved
0.6378 Remote Similarity NPD8336 Approved
0.6373 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6364 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6364 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6364 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6364 Remote Similarity NPD7115 Discovery
0.6349 Remote Similarity NPD6616 Approved
0.6349 Remote Similarity NPD8451 Approved
0.6346 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6341 Remote Similarity NPD6054 Approved
0.6337 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6303 Remote Similarity NPD8297 Approved
0.63 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6299 Remote Similarity NPD7078 Approved
0.6299 Remote Similarity NPD8448 Approved
0.629 Remote Similarity NPD6016 Approved
0.629 Remote Similarity NPD8274 Clinical (unspecified phase)
0.629 Remote Similarity NPD6015 Approved
0.6275 Remote Similarity NPD5369 Approved
0.624 Remote Similarity NPD5988 Approved
0.6239 Remote Similarity NPD5779 Approved
0.6239 Remote Similarity NPD5778 Approved
0.6214 Remote Similarity NPD4270 Approved
0.6214 Remote Similarity NPD4269 Approved
0.6214 Remote Similarity NPD5209 Approved
0.621 Remote Similarity NPD6059 Approved
0.6195 Remote Similarity NPD6648 Approved
0.619 Remote Similarity NPD1694 Approved
0.619 Remote Similarity NPD6067 Discontinued
0.6183 Remote Similarity NPD8338 Approved
0.6176 Remote Similarity NPD4819 Approved
0.6176 Remote Similarity NPD4821 Approved
0.6176 Remote Similarity NPD4822 Approved
0.6176 Remote Similarity NPD4820 Approved
0.6161 Remote Similarity NPD6084 Phase 2
0.6161 Remote Similarity NPD6083 Phase 2
0.6154 Remote Similarity NPD8391 Approved
0.6154 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6154 Remote Similarity NPD6110 Phase 1
0.6154 Remote Similarity NPD8390 Approved
0.6154 Remote Similarity NPD5697 Approved
0.6154 Remote Similarity NPD8392 Approved
0.6142 Remote Similarity NPD8340 Approved
0.6142 Remote Similarity NPD8342 Approved
0.6142 Remote Similarity NPD8341 Approved
0.6142 Remote Similarity NPD8299 Approved
0.6139 Remote Similarity NPD4271 Approved
0.6139 Remote Similarity NPD4268 Approved
0.6132 Remote Similarity NPD5786 Approved
0.6126 Remote Similarity NPD5695 Phase 3
0.6111 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6111 Remote Similarity NPD6101 Approved
0.6107 Remote Similarity NPD7260 Phase 2
0.6102 Remote Similarity NPD6899 Approved
0.6102 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6102 Remote Similarity NPD6881 Approved
0.6098 Remote Similarity NPD7500 Approved
0.6094 Remote Similarity NPD8273 Phase 1
0.6091 Remote Similarity NPD6399 Phase 3
0.6087 Remote Similarity NPD7632 Discontinued
0.6083 Remote Similarity NPD7116 Clinical (unspecified phase)
0.6083 Remote Similarity NPD6649 Approved
0.6083 Remote Similarity NPD6650 Approved
0.6068 Remote Similarity NPD5739 Approved
0.6068 Remote Similarity NPD6675 Approved
0.6068 Remote Similarity NPD6402 Approved
0.6068 Remote Similarity NPD7128 Approved
0.605 Remote Similarity NPD6373 Approved
0.605 Remote Similarity NPD6012 Approved
0.605 Remote Similarity NPD6014 Approved
0.605 Remote Similarity NPD6372 Approved
0.605 Remote Similarity NPD6013 Approved
0.6032 Remote Similarity NPD8268 Approved
0.6032 Remote Similarity NPD5983 Phase 2
0.6032 Remote Similarity NPD8269 Approved
0.6032 Remote Similarity NPD8266 Approved
0.6032 Remote Similarity NPD8267 Approved
0.6019 Remote Similarity NPD4252 Approved
0.6017 Remote Similarity NPD5701 Approved
0.6 Remote Similarity NPD7102 Approved
0.6 Remote Similarity NPD7637 Suspended
0.6 Remote Similarity NPD7290 Approved
0.6 Remote Similarity NPD6411 Approved
0.6 Remote Similarity NPD6883 Approved
0.5981 Remote Similarity NPD5330 Approved
0.5981 Remote Similarity NPD7521 Approved
0.5981 Remote Similarity NPD6684 Approved
0.5981 Remote Similarity NPD6409 Approved
0.5981 Remote Similarity NPD7146 Approved
0.5981 Remote Similarity NPD7334 Approved
0.5966 Remote Similarity NPD7320 Approved
0.5966 Remote Similarity NPD6011 Approved
0.5965 Remote Similarity NPD5696 Approved
0.595 Remote Similarity NPD8130 Phase 1
0.595 Remote Similarity NPD6869 Approved
0.595 Remote Similarity NPD6617 Approved
0.595 Remote Similarity NPD6847 Approved
0.5943 Remote Similarity NPD3133 Approved
0.5943 Remote Similarity NPD3665 Phase 1
0.5943 Remote Similarity NPD3666 Approved
0.594 Remote Similarity NPD6845 Suspended
0.5938 Remote Similarity NPD7604 Phase 2
0.5909 Remote Similarity NPD5956 Approved
0.5893 Remote Similarity NPD7748 Approved
0.5877 Remote Similarity NPD7902 Approved
0.5872 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5872 Remote Similarity NPD6903 Approved
0.5872 Remote Similarity NPD6672 Approved
0.5872 Remote Similarity NPD5737 Approved
0.5868 Remote Similarity NPD4634 Approved
0.5868 Remote Similarity NPD6421 Discontinued
0.5856 Remote Similarity NPD7515 Phase 2
0.5856 Remote Similarity NPD5693 Phase 1
0.5849 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5849 Remote Similarity NPD3669 Approved
0.5849 Remote Similarity NPD5331 Approved
0.5849 Remote Similarity NPD5332 Approved
0.5847 Remote Similarity NPD8170 Clinical (unspecified phase)
0.5846 Remote Similarity NPD6336 Discontinued
0.5833 Remote Similarity NPD5279 Phase 3
0.5833 Remote Similarity NPD3618 Phase 1
0.5825 Remote Similarity NPD4802 Phase 2
0.5825 Remote Similarity NPD4238 Approved
0.5818 Remote Similarity NPD4753 Phase 2
0.5812 Remote Similarity NPD5211 Phase 2
0.5812 Remote Similarity NPD8086 Approved
0.5812 Remote Similarity NPD8139 Approved
0.5812 Remote Similarity NPD8085 Approved
0.5812 Remote Similarity NPD8082 Approved
0.5812 Remote Similarity NPD8084 Approved

Structure

External Identifiers

PubChem CID  
ChEMBL   CHEMBL3325483
ZINC  

Physicochemical Properties

Molecular Weight:  410.19
ALogP:  -0.5173
MLogP:  2.89
XLogP:  0.762
# Rotatable Bonds:  11
Polar Surface Area:  133.52
# H-Bond Aceptor:  8
# H-Bond Donor:  4
# Rings:  3
# Heavy Atoms:  29

Download Data

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