Natural Product: NPC471059

Natural Product ID:  NPC471059
Common Name:   Phorbaketal H
IUPAC Name:   (2S,4'aR,6S,6'R,8'aR)-2-[(1E)-2,6-dimethylhepta-1,5-dienyl]-6'-hydroxy-4,7'-dimethylspiro[2,3-dihydropyran-6,2'-4a,5,6,8a-tetrahydrochromene]-4'-carbaldehyde
Synonyms:   Phorbaketal H
Molecular Formula:   C25H34O4
Standard InCHIKey:  VWADHHNIZLGVSH-UMDANYIUSA-N
Standard InCHI:  InChI=1S/C25H34O4/c1-16(2)7-6-8-17(3)9-21-10-18(4)13-25(28-21)14-20(15-26)22-12-23(27)19(5)11-24(22)29-25/h7,9,11,13-15,21-24,27H,6,8,10,12H2,1-5H3/b17-9+/t21-,22-,23-,24-,25+/m1/s1
Canonical SMILES:  O=CC1=C[C@@]2(O[C@H](/C=C(/CCC=C(C)C)C)CC(=C2)C)O[C@H]2[C@@H]1C[C@@H](O)C(=C2)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
NPO32454 monanchora sp. Species Crambeidae Eukaryota Korea PMID[23360104]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT376 Cell Line A498 Homo sapiens IC50 = 9800 nM 26636180
NPT369 Cell Line ACHN Homo sapiens IC50 > 50000 nM PubChem BioAssay data set
NPT2 Others Unspecified IC50 > 50000 nM PubChem BioAssay data set
NPT461 Cell Line PANC-1 Homo sapiens IC50 > 50000 nM 23013356

  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 NPC471059 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
0.9195 High Similarity NPC471057
0.9195 High Similarity NPC471058
0.908 High Similarity NPC241054
0.8977 High Similarity NPC106051
0.8977 High Similarity NPC472011
0.8876 High Similarity NPC471054
0.8681 High Similarity NPC472010
0.8636 High Similarity NPC471060
0.8061 Intermediate Similarity NPC472012
0.766 Intermediate Similarity NPC471055
0.766 Intermediate Similarity NPC471056
0.7451 Intermediate Similarity NPC472637
0.7444 Intermediate Similarity NPC108816
0.7444 Intermediate Similarity NPC93763
0.7419 Intermediate Similarity NPC40746
0.7419 Intermediate Similarity NPC52609
0.7419 Intermediate Similarity NPC1761
0.7419 Intermediate Similarity NPC169575
0.7419 Intermediate Similarity NPC59097
0.7379 Intermediate Similarity NPC235369
0.7353 Intermediate Similarity NPC174314
0.7347 Intermediate Similarity NPC141831
0.7339 Intermediate Similarity NPC157441
0.7333 Intermediate Similarity NPC7563
0.7333 Intermediate Similarity NPC471061
0.7333 Intermediate Similarity NPC116177
0.7333 Intermediate Similarity NPC320630
0.732 Intermediate Similarity NPC206001
0.732 Intermediate Similarity NPC218927
0.73 Intermediate Similarity NPC477922
0.7263 Intermediate Similarity NPC21469
0.7263 Intermediate Similarity NPC470755
0.7248 Intermediate Similarity NPC12046
0.7248 Intermediate Similarity NPC194951
0.7245 Intermediate Similarity NPC281942
0.7245 Intermediate Similarity NPC232426
0.7245 Intermediate Similarity NPC265856
0.7245 Intermediate Similarity NPC253186
0.7238 Intermediate Similarity NPC118911
0.7234 Intermediate Similarity NPC131669
0.7234 Intermediate Similarity NPC473390
0.7228 Intermediate Similarity NPC477921
0.7216 Intermediate Similarity NPC136879
0.7216 Intermediate Similarity NPC477302
0.7212 Intermediate Similarity NPC134077
0.7212 Intermediate Similarity NPC136289
0.7204 Intermediate Similarity NPC24417
0.72 Intermediate Similarity NPC71589
0.7196 Intermediate Similarity NPC189075
0.7196 Intermediate Similarity NPC476802
0.7196 Intermediate Similarity NPC275539
0.7196 Intermediate Similarity NPC89171
0.7188 Intermediate Similarity NPC305475
0.7188 Intermediate Similarity NPC150755
0.7188 Intermediate Similarity NPC316426
0.7188 Intermediate Similarity NPC475461
0.7188 Intermediate Similarity NPC315395
0.7172 Intermediate Similarity NPC473321
0.7172 Intermediate Similarity NPC470373
0.7172 Intermediate Similarity NPC470379
0.717 Intermediate Similarity NPC1679
0.717 Intermediate Similarity NPC469607
0.7158 Intermediate Similarity NPC158756
0.7158 Intermediate Similarity NPC476804
0.7158 Intermediate Similarity NPC70424
0.7158 Intermediate Similarity NPC243618
0.7158 Intermediate Similarity NPC474865
0.7143 Intermediate Similarity NPC295312
0.7143 Intermediate Similarity NPC472983
0.713 Intermediate Similarity NPC137911
0.713 Intermediate Similarity NPC228477
0.7128 Intermediate Similarity NPC229825
0.7115 Intermediate Similarity NPC469657
0.7115 Intermediate Similarity NPC63249
0.7115 Intermediate Similarity NPC244456
0.7115 Intermediate Similarity NPC81530
0.7113 Intermediate Similarity NPC300779
0.7103 Intermediate Similarity NPC110496
0.71 Intermediate Similarity NPC288240
0.71 Intermediate Similarity NPC273579
0.71 Intermediate Similarity NPC295204
0.71 Intermediate Similarity NPC162205
0.7097 Intermediate Similarity NPC281132
0.7087 Intermediate Similarity NPC23364
0.7087 Intermediate Similarity NPC478056
0.7083 Intermediate Similarity NPC255307
0.7071 Intermediate Similarity NPC473455
0.7071 Intermediate Similarity NPC473619
0.7065 Intermediate Similarity NPC127526
0.7065 Intermediate Similarity NPC471465
0.7065 Intermediate Similarity NPC196653
0.7065 Intermediate Similarity NPC267231
0.7064 Intermediate Similarity NPC37116
0.7053 Intermediate Similarity NPC44261
0.7053 Intermediate Similarity NPC16488
0.7048 Intermediate Similarity NPC475320
0.7041 Intermediate Similarity NPC473715
0.7041 Intermediate Similarity NPC476805
0.7041 Intermediate Similarity NPC475819
0.7037 Intermediate Similarity NPC177064
0.703 Intermediate Similarity NPC476415
0.7027 Intermediate Similarity NPC25909
0.7019 Intermediate Similarity NPC476299
0.7019 Intermediate Similarity NPC476274
0.7019 Intermediate Similarity NPC474012
0.7019 Intermediate Similarity NPC472644
0.701 Intermediate Similarity NPC220478
0.701 Intermediate Similarity NPC469910
0.7 Intermediate Similarity NPC140287
0.7 Intermediate Similarity NPC30515
0.7 Intermediate Similarity NPC172101
0.7 Intermediate Similarity NPC477749
0.7 Intermediate Similarity NPC472975
0.7 Intermediate Similarity NPC476355
0.6991 Remote Similarity NPC473968
0.699 Remote Similarity NPC76266
0.699 Remote Similarity NPC266842
0.699 Remote Similarity NPC474343
0.699 Remote Similarity NPC254496
0.699 Remote Similarity NPC126815
0.699 Remote Similarity NPC20066
0.6989 Remote Similarity NPC167881
0.6989 Remote Similarity NPC98557
0.6989 Remote Similarity NPC136033
0.6981 Remote Similarity NPC471208
0.6981 Remote Similarity NPC284929
0.6981 Remote Similarity NPC234304
0.6981 Remote Similarity NPC267869
0.6981 Remote Similarity NPC236390
0.6981 Remote Similarity NPC197541
0.6981 Remote Similarity NPC118761
0.6979 Remote Similarity NPC9868
0.6979 Remote Similarity NPC114979
0.6979 Remote Similarity NPC96259
0.6979 Remote Similarity NPC141193
0.6979 Remote Similarity NPC31086
0.6979 Remote Similarity NPC191476
0.6972 Remote Similarity NPC112457
0.697 Remote Similarity NPC212598
0.697 Remote Similarity NPC268298
0.697 Remote Similarity NPC83423
0.697 Remote Similarity NPC87306
0.697 Remote Similarity NPC474032
0.6961 Remote Similarity NPC471142
0.6961 Remote Similarity NPC183012
0.6961 Remote Similarity NPC36954
0.6957 Remote Similarity NPC97516
0.6957 Remote Similarity NPC10572
0.6957 Remote Similarity NPC48692
0.6952 Remote Similarity NPC298255
0.6952 Remote Similarity NPC472643
0.6952 Remote Similarity NPC476240
0.6952 Remote Similarity NPC476223
0.6952 Remote Similarity NPC224720
0.6952 Remote Similarity NPC303559
0.6952 Remote Similarity NPC310981
0.6952 Remote Similarity NPC28304
0.6947 Remote Similarity NPC279186
0.6944 Remote Similarity NPC91034
0.6939 Remote Similarity NPC313658
0.6939 Remote Similarity NPC312561
0.6939 Remote Similarity NPC316138
0.6937 Remote Similarity NPC476801
0.6931 Remote Similarity NPC475912
0.6931 Remote Similarity NPC11456
0.6931 Remote Similarity NPC151722
0.6931 Remote Similarity NPC166346
0.6931 Remote Similarity NPC476416
0.6923 Remote Similarity NPC61630
0.6923 Remote Similarity NPC83895
0.6923 Remote Similarity NPC81483
0.6923 Remote Similarity NPC472256
0.6923 Remote Similarity NPC316598
0.6923 Remote Similarity NPC308567
0.6923 Remote Similarity NPC315552
0.6923 Remote Similarity NPC198422
0.6923 Remote Similarity NPC169468
0.6923 Remote Similarity NPC307517
0.6923 Remote Similarity NPC187761
0.6923 Remote Similarity NPC40182
0.6923 Remote Similarity NPC473154
0.6923 Remote Similarity NPC255592
0.6923 Remote Similarity NPC261377
0.6909 Remote Similarity NPC5103
0.6907 Remote Similarity NPC163606
0.6907 Remote Similarity NPC471300
0.6907 Remote Similarity NPC28887
0.6907 Remote Similarity NPC137033
0.6907 Remote Similarity NPC474860
0.6907 Remote Similarity NPC165162
0.6907 Remote Similarity NPC147921
0.6907 Remote Similarity NPC476426
0.69 Remote Similarity NPC51004
0.69 Remote Similarity NPC475855
0.69 Remote Similarity NPC129419
0.69 Remote Similarity NPC166554
0.69 Remote Similarity NPC476004
0.69 Remote Similarity NPC474761
0.6893 Remote Similarity NPC112654
0.6893 Remote Similarity NPC471039

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471059 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
0.6923 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6804 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6786 Remote Similarity NPD6053 Discontinued
0.6752 Remote Similarity NPD8513 Phase 3
0.6733 Remote Similarity NPD6698 Approved
0.6733 Remote Similarity NPD46 Approved
0.661 Remote Similarity NPD8516 Approved
0.661 Remote Similarity NPD8517 Approved
0.661 Remote Similarity NPD8515 Approved
0.6602 Remote Similarity NPD5778 Approved
0.6602 Remote Similarity NPD5779 Approved
0.6577 Remote Similarity NPD6686 Approved
0.6569 Remote Similarity NPD5785 Approved
0.6552 Remote Similarity NPD7115 Discovery
0.6549 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6491 Remote Similarity NPD6882 Approved
0.6476 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6471 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6471 Remote Similarity NPD6101 Approved
0.6415 Remote Similarity NPD4697 Phase 3
0.6415 Remote Similarity NPD7839 Suspended
0.64 Remote Similarity NPD5363 Approved
0.64 Remote Similarity NPD1694 Approved
0.6393 Remote Similarity NPD7507 Approved
0.6389 Remote Similarity NPD7639 Approved
0.6389 Remote Similarity NPD7640 Approved
0.6364 Remote Similarity NPD6110 Phase 1
0.6364 Remote Similarity NPD7154 Phase 3
0.6355 Remote Similarity NPD7902 Approved
0.6346 Remote Similarity NPD6079 Approved
0.6346 Remote Similarity NPD7983 Approved
0.6346 Remote Similarity NPD6411 Approved
0.6341 Remote Similarity NPD8074 Phase 3
0.6337 Remote Similarity NPD5786 Approved
0.6311 Remote Similarity NPD5328 Approved
0.6296 Remote Similarity NPD4225 Approved
0.6296 Remote Similarity NPD7638 Approved
0.6286 Remote Similarity NPD6399 Phase 3
0.6283 Remote Similarity NPD6881 Approved
0.6283 Remote Similarity NPD6899 Approved
0.6273 Remote Similarity NPD5211 Phase 2
0.6261 Remote Similarity NPD6650 Approved
0.6261 Remote Similarity NPD6649 Approved
0.625 Remote Similarity NPD6402 Approved
0.625 Remote Similarity NPD6675 Approved
0.625 Remote Similarity NPD5739 Approved
0.625 Remote Similarity NPD7128 Approved
0.624 Remote Similarity NPD7319 Approved
0.6228 Remote Similarity NPD6372 Approved
0.6228 Remote Similarity NPD6373 Approved
0.6226 Remote Similarity NPD7748 Approved
0.6224 Remote Similarity NPD4252 Approved
0.6224 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6222 Remote Similarity NPD7331 Phase 2
0.62 Remote Similarity NPD5362 Discontinued
0.6195 Remote Similarity NPD6412 Phase 2
0.6195 Remote Similarity NPD5697 Approved
0.619 Remote Similarity NPD7515 Phase 2
0.6176 Remote Similarity NPD3618 Phase 1
0.6176 Remote Similarity NPD6422 Discontinued
0.6174 Remote Similarity NPD7290 Approved
0.6174 Remote Similarity NPD7102 Approved
0.6174 Remote Similarity NPD6883 Approved
0.6161 Remote Similarity NPD5141 Approved
0.614 Remote Similarity NPD6011 Approved
0.614 Remote Similarity NPD7320 Approved
0.6136 Remote Similarity NPD368 Approved
0.6121 Remote Similarity NPD6847 Approved
0.6121 Remote Similarity NPD6617 Approved
0.6121 Remote Similarity NPD6869 Approved
0.6121 Remote Similarity NPD7116 Clinical (unspecified phase)
0.6121 Remote Similarity NPD8130 Phase 1
0.6116 Remote Similarity NPD6054 Approved
0.6111 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6111 Remote Similarity NPD5222 Approved
0.6111 Remote Similarity NPD5221 Approved
0.61 Remote Similarity NPD4752 Clinical (unspecified phase)
0.61 Remote Similarity NPD4269 Approved
0.61 Remote Similarity NPD6435 Approved
0.61 Remote Similarity NPD4270 Approved
0.6098 Remote Similarity NPD7642 Approved
0.6095 Remote Similarity NPD7838 Discovery
0.6091 Remote Similarity NPD4696 Approved
0.6091 Remote Similarity NPD5285 Approved
0.6091 Remote Similarity NPD5286 Approved
0.6087 Remote Similarity NPD6014 Approved
0.6087 Remote Similarity NPD6012 Approved
0.6087 Remote Similarity NPD6013 Approved
0.6083 Remote Similarity NPD7641 Discontinued
0.6082 Remote Similarity NPD4756 Discovery
0.6078 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6075 Remote Similarity NPD7900 Approved
0.6075 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6068 Remote Similarity NPD8297 Approved
0.6055 Remote Similarity NPD4755 Approved
0.6055 Remote Similarity NPD5173 Approved
0.6053 Remote Similarity NPD5701 Approved
0.6036 Remote Similarity NPD5223 Approved
0.6034 Remote Similarity NPD6371 Approved
0.602 Remote Similarity NPD5784 Clinical (unspecified phase)
0.602 Remote Similarity NPD4268 Approved
0.602 Remote Similarity NPD4271 Approved
0.6016 Remote Similarity NPD6370 Approved
0.6 Remote Similarity NPD6009 Approved
0.5984 Remote Similarity NPD6059 Approved
0.5983 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5982 Remote Similarity NPD4633 Approved
0.5982 Remote Similarity NPD5224 Approved
0.5982 Remote Similarity NPD5225 Approved
0.5982 Remote Similarity NPD5226 Approved
0.598 Remote Similarity NPD3665 Phase 1
0.598 Remote Similarity NPD3133 Approved
0.598 Remote Similarity NPD3666 Approved
0.598 Remote Similarity NPD4786 Approved
0.5978 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5968 Remote Similarity NPD7829 Approved
0.5968 Remote Similarity NPD7830 Approved
0.5968 Remote Similarity NPD8328 Phase 3
0.5946 Remote Similarity NPD4700 Approved
0.5941 Remote Similarity NPD3667 Approved
0.5935 Remote Similarity NPD6015 Approved
0.5935 Remote Similarity NPD6016 Approved
0.5934 Remote Similarity NPD7341 Phase 2
0.5929 Remote Similarity NPD5174 Approved
0.5929 Remote Similarity NPD5175 Approved
0.5922 Remote Similarity NPD1733 Clinical (unspecified phase)
0.592 Remote Similarity NPD7492 Approved
0.5913 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5909 Remote Similarity NPD6083 Phase 2
0.5909 Remote Similarity NPD6084 Phase 2
0.59 Remote Similarity NPD5368 Approved
0.59 Remote Similarity NPD4820 Approved
0.59 Remote Similarity NPD4819 Approved
0.59 Remote Similarity NPD4695 Discontinued
0.59 Remote Similarity NPD4821 Approved
0.59 Remote Similarity NPD4822 Approved
0.59 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5893 Remote Similarity NPD5344 Discontinued
0.5891 Remote Similarity NPD7260 Phase 2
0.5887 Remote Similarity NPD5988 Approved
0.5876 Remote Similarity NPD8039 Approved
0.5873 Remote Similarity NPD6616 Approved
0.5873 Remote Similarity NPD8451 Approved
0.5868 Remote Similarity NPD7500 Approved
0.5865 Remote Similarity NPD5330 Approved
0.5865 Remote Similarity NPD6684 Approved
0.5865 Remote Similarity NPD7334 Approved
0.5865 Remote Similarity NPD7146 Approved
0.5865 Remote Similarity NPD7521 Approved
0.5865 Remote Similarity NPD6409 Approved
0.5842 Remote Similarity NPD5369 Approved
0.5841 Remote Similarity NPD7632 Discontinued
0.5833 Remote Similarity NPD4202 Approved
0.5827 Remote Similarity NPD8448 Approved
0.5827 Remote Similarity NPD7078 Approved
0.5826 Remote Similarity NPD6008 Approved
0.582 Remote Similarity NPD6335 Approved
0.5814 Remote Similarity NPD8392 Approved
0.5814 Remote Similarity NPD8390 Approved
0.5814 Remote Similarity NPD8391 Approved
0.5812 Remote Similarity NPD4061 Clinical (unspecified phase)
0.581 Remote Similarity NPD4250 Approved
0.581 Remote Similarity NPD3573 Approved
0.581 Remote Similarity NPD4251 Approved
0.5806 Remote Similarity NPD7503 Approved
0.5794 Remote Similarity NPD8341 Approved
0.5794 Remote Similarity NPD8342 Approved
0.5794 Remote Similarity NPD8299 Approved
0.5794 Remote Similarity NPD8340 Approved
0.5789 Remote Similarity NPD4754 Approved
0.5785 Remote Similarity NPD6274 Approved
0.5785 Remote Similarity NPD6868 Approved
0.5784 Remote Similarity NPD5209 Approved
0.5781 Remote Similarity NPD7736 Approved
0.5772 Remote Similarity NPD7100 Approved
0.5772 Remote Similarity NPD7101 Approved
0.5763 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5761 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5755 Remote Similarity NPD6903 Approved
0.5755 Remote Similarity NPD5737 Approved
0.5755 Remote Similarity NPD6672 Approved
0.5755 Remote Similarity NPD7513 Clinical (unspecified phase)
0.575 Remote Similarity NPD4632 Approved
0.5741 Remote Similarity NPD7637 Suspended
0.5741 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5738 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5738 Remote Similarity NPD6317 Approved
0.5728 Remote Similarity NPD5332 Approved
0.5728 Remote Similarity NPD5331 Approved
0.5727 Remote Similarity NPD5210 Approved
0.5727 Remote Similarity NPD5695 Phase 3
0.5727 Remote Similarity NPD4629 Approved
0.5726 Remote Similarity NPD4730 Approved
0.5726 Remote Similarity NPD4729 Approved
0.5726 Remote Similarity NPD5128 Approved
0.5714 Remote Similarity NPD5696 Approved
0.5714 Remote Similarity NPD5279 Phase 3
0.5714 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5714 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5714 Remote Similarity NPD4249 Approved

Structure

External Identifiers

PubChem CID   71579370
ChEMBL   CHEMBL2338629
ZINC  

Physicochemical Properties

Molecular Weight:  398.25
ALogP:  3.8088
MLogP:  3.77
XLogP:  3.494
# Rotatable Bonds:  11
Polar Surface Area:  55.76
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# 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