Natural Product: NPC241054

Natural Product ID:  NPC241054
Common Name:   Phorbaketal A
IUPAC Name:   (2S,4'aR,6S,8'aR)-2-[(1E)-2,6-dimethylhepta-1,5-dienyl]-4'-(hydroxymethyl)-4,7'-dimethylspiro[2,3-dihydropyran-6,2'-5,8a-dihydro-4aH-chromene]-6'-one
Synonyms:  
Molecular Formula:   C25H34O4
Standard InCHIKey:  PRJFAAVCONGPLR-YAMNEPGGSA-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/h7,9,11,13-14,21-22,24,26H,6,8,10,12,15H2,1-5H3/b17-9+/t21-,22-,24-,25+/m1/s1
Canonical SMILES:  OCC1=C[C@@]2(O[C@H](/C=C(/CCC=C(C)C)C)CC(=C2)C)O[C@H]2[C@@H]1CC(=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
NPO32877 phorbas Genus Hymedesmiidae Eukaryota PMID[25124114]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 13500 nM 22309916
NPT376 Cell Line A498 Homo sapiens IC50 = 4400 nM 22309916
NPT369 Cell Line ACHN Homo sapiens IC50 = 3000 nM 18610999

  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 NPC241054 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
0.9878 High Similarity NPC472011
0.9878 High Similarity NPC106051
0.9759 High Similarity NPC471054
0.9529 High Similarity NPC472010
0.908 High Similarity NPC471059
0.8804 High Similarity NPC472012
0.8391 Intermediate Similarity NPC471060
0.8315 Intermediate Similarity NPC471057
0.8315 Intermediate Similarity NPC471058
0.8 Intermediate Similarity NPC471056
0.8 Intermediate Similarity NPC471055
0.7674 Intermediate Similarity NPC471061
0.7586 Intermediate Similarity NPC93763
0.7586 Intermediate Similarity NPC108816
0.7556 Intermediate Similarity NPC169575
0.7556 Intermediate Similarity NPC40746
0.75 Intermediate Similarity NPC47220
0.75 Intermediate Similarity NPC186332
0.7474 Intermediate Similarity NPC141831
0.7471 Intermediate Similarity NPC320630
0.7471 Intermediate Similarity NPC116177
0.7471 Intermediate Similarity NPC7563
0.7442 Intermediate Similarity NPC315552
0.7419 Intermediate Similarity NPC313658
0.7419 Intermediate Similarity NPC316138
0.74 Intermediate Similarity NPC472637
0.7391 Intermediate Similarity NPC470755
0.7391 Intermediate Similarity NPC242233
0.7386 Intermediate Similarity NPC326753
0.7368 Intermediate Similarity NPC281942
0.7368 Intermediate Similarity NPC253186
0.7368 Intermediate Similarity NPC265856
0.7368 Intermediate Similarity NPC232426
0.7363 Intermediate Similarity NPC116543
0.7363 Intermediate Similarity NPC16488
0.7363 Intermediate Similarity NPC473390
0.7363 Intermediate Similarity NPC44261
0.7363 Intermediate Similarity NPC131669
0.7333 Intermediate Similarity NPC24417
0.7333 Intermediate Similarity NPC112868
0.7327 Intermediate Similarity NPC235369
0.7327 Intermediate Similarity NPC201191
0.7327 Intermediate Similarity NPC134077
0.7326 Intermediate Similarity NPC114727
0.7326 Intermediate Similarity NPC476590
0.732 Intermediate Similarity NPC476415
0.732 Intermediate Similarity NPC256368
0.732 Intermediate Similarity NPC298973
0.732 Intermediate Similarity NPC104925
0.7312 Intermediate Similarity NPC475461
0.7312 Intermediate Similarity NPC305475
0.7312 Intermediate Similarity NPC316426
0.7312 Intermediate Similarity NPC315395
0.7292 Intermediate Similarity NPC477749
0.7283 Intermediate Similarity NPC158756
0.7283 Intermediate Similarity NPC96259
0.7283 Intermediate Similarity NPC141193
0.7283 Intermediate Similarity NPC476804
0.7273 Intermediate Similarity NPC266842
0.7273 Intermediate Similarity NPC76266
0.7263 Intermediate Similarity NPC206001
0.7263 Intermediate Similarity NPC268298
0.7263 Intermediate Similarity NPC218927
0.7253 Intermediate Similarity NPC229825
0.7238 Intermediate Similarity NPC137911
0.7238 Intermediate Similarity NPC228477
0.7234 Intermediate Similarity NPC300779
0.7228 Intermediate Similarity NPC469657
0.7228 Intermediate Similarity NPC244456
0.7228 Intermediate Similarity NPC63249
0.7216 Intermediate Similarity NPC472196
0.7216 Intermediate Similarity NPC288240
0.7216 Intermediate Similarity NPC273579
0.7216 Intermediate Similarity NPC162205
0.7216 Intermediate Similarity NPC472195
0.7216 Intermediate Similarity NPC238090
0.7216 Intermediate Similarity NPC295204
0.7216 Intermediate Similarity NPC476416
0.7212 Intermediate Similarity NPC91034
0.7209 Intermediate Similarity NPC316851
0.7204 Intermediate Similarity NPC476426
0.7204 Intermediate Similarity NPC163606
0.7204 Intermediate Similarity NPC255307
0.7204 Intermediate Similarity NPC28887
0.7204 Intermediate Similarity NPC21469
0.7204 Intermediate Similarity NPC165162
0.72 Intermediate Similarity NPC198422
0.72 Intermediate Similarity NPC40182
0.72 Intermediate Similarity NPC473154
0.72 Intermediate Similarity NPC203627
0.72 Intermediate Similarity NPC478056
0.7191 Intermediate Similarity NPC267231
0.7191 Intermediate Similarity NPC196653
0.7191 Intermediate Similarity NPC471465
0.7188 Intermediate Similarity NPC129419
0.7188 Intermediate Similarity NPC3952
0.7188 Intermediate Similarity NPC473455
0.7184 Intermediate Similarity NPC118911
0.7176 Intermediate Similarity NPC4299
0.7174 Intermediate Similarity NPC59097
0.7174 Intermediate Similarity NPC284472
0.7174 Intermediate Similarity NPC2379
0.7174 Intermediate Similarity NPC106912
0.7174 Intermediate Similarity NPC263087
0.7174 Intermediate Similarity NPC286770
0.7174 Intermediate Similarity NPC31019
0.7174 Intermediate Similarity NPC229799
0.7174 Intermediate Similarity NPC27314
0.717 Intermediate Similarity NPC37116
0.7159 Intermediate Similarity NPC68819
0.7158 Intermediate Similarity NPC475819
0.7158 Intermediate Similarity NPC136879
0.7158 Intermediate Similarity NPC476805
0.7158 Intermediate Similarity NPC477302
0.7157 Intermediate Similarity NPC136289
0.7157 Intermediate Similarity NPC475320
0.7143 Intermediate Similarity NPC469697
0.7143 Intermediate Similarity NPC159698
0.7143 Intermediate Similarity NPC71589
0.7143 Intermediate Similarity NPC2003
0.7143 Intermediate Similarity NPC25701
0.713 Intermediate Similarity NPC157441
0.7129 Intermediate Similarity NPC476274
0.7129 Intermediate Similarity NPC472644
0.7128 Intermediate Similarity NPC311163
0.7128 Intermediate Similarity NPC469910
0.7128 Intermediate Similarity NPC220478
0.7126 Intermediate Similarity NPC140287
0.7126 Intermediate Similarity NPC215050
0.7126 Intermediate Similarity NPC476355
0.7117 Intermediate Similarity NPC474179
0.7117 Intermediate Similarity NPC475834
0.7113 Intermediate Similarity NPC473321
0.7113 Intermediate Similarity NPC470373
0.7113 Intermediate Similarity NPC470379
0.7111 Intermediate Similarity NPC321728
0.7111 Intermediate Similarity NPC139712
0.7111 Intermediate Similarity NPC270126
0.7111 Intermediate Similarity NPC98557
0.7111 Intermediate Similarity NPC167881
0.71 Intermediate Similarity NPC474343
0.71 Intermediate Similarity NPC170131
0.71 Intermediate Similarity NPC20066
0.7097 Intermediate Similarity NPC114979
0.7097 Intermediate Similarity NPC31086
0.7097 Intermediate Similarity NPC243618
0.7097 Intermediate Similarity NPC70424
0.7097 Intermediate Similarity NPC126518
0.7097 Intermediate Similarity NPC474865
0.7097 Intermediate Similarity NPC191476
0.7093 Intermediate Similarity NPC477087
0.7093 Intermediate Similarity NPC477086
0.7087 Intermediate Similarity NPC284929
0.7087 Intermediate Similarity NPC151516
0.7087 Intermediate Similarity NPC267869
0.7087 Intermediate Similarity NPC118761
0.7087 Intermediate Similarity NPC197541
0.7087 Intermediate Similarity NPC234304
0.7083 Intermediate Similarity NPC295312
0.7083 Intermediate Similarity NPC5509
0.7083 Intermediate Similarity NPC477748
0.7083 Intermediate Similarity NPC212598
0.7083 Intermediate Similarity NPC307092
0.7083 Intermediate Similarity NPC133450
0.7083 Intermediate Similarity NPC87306
0.7079 Intermediate Similarity NPC97516
0.7079 Intermediate Similarity NPC315394
0.7071 Intermediate Similarity NPC170204
0.7071 Intermediate Similarity NPC469543
0.7071 Intermediate Similarity NPC227494
0.7065 Intermediate Similarity NPC10080
0.7065 Intermediate Similarity NPC11383
0.7065 Intermediate Similarity NPC474959
0.7065 Intermediate Similarity NPC471298
0.7065 Intermediate Similarity NPC310450
0.7065 Intermediate Similarity NPC123908
0.7065 Intermediate Similarity NPC475046
0.7059 Intermediate Similarity NPC28304
0.7059 Intermediate Similarity NPC224720
0.7059 Intermediate Similarity NPC151481
0.7059 Intermediate Similarity NPC472643
0.7059 Intermediate Similarity NPC298255
0.7059 Intermediate Similarity NPC101622
0.7059 Intermediate Similarity NPC81530
0.7059 Intermediate Similarity NPC476240
0.7059 Intermediate Similarity NPC469851
0.7059 Intermediate Similarity NPC476223
0.7053 Intermediate Similarity NPC103743
0.7053 Intermediate Similarity NPC113370
0.7053 Intermediate Similarity NPC312561
0.7053 Intermediate Similarity NPC476079
0.7053 Intermediate Similarity NPC45409
0.7041 Intermediate Similarity NPC475098
0.7041 Intermediate Similarity NPC320552
0.7041 Intermediate Similarity NPC109406
0.7041 Intermediate Similarity NPC11456
0.7041 Intermediate Similarity NPC189651
0.7041 Intermediate Similarity NPC61201
0.7041 Intermediate Similarity NPC159092
0.7041 Intermediate Similarity NPC166346

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC241054 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
0.7374 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD6400 Clinical (unspecified phase)
0.6837 Remote Similarity NPD6698 Approved
0.6837 Remote Similarity NPD46 Approved
0.6837 Remote Similarity NPD5785 Approved
0.6809 Remote Similarity NPD6110 Phase 1
0.6727 Remote Similarity NPD6053 Discontinued
0.6667 Remote Similarity NPD6686 Approved
0.6667 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5363 Approved
0.6637 Remote Similarity NPD7115 Discovery
0.6636 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6635 Remote Similarity NPD7640 Approved
0.6635 Remote Similarity NPD7639 Approved
0.6569 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6552 Remote Similarity NPD8513 Phase 3
0.6538 Remote Similarity NPD4225 Approved
0.6538 Remote Similarity NPD7638 Approved
0.6535 Remote Similarity NPD6399 Phase 3
0.6535 Remote Similarity NPD5778 Approved
0.6535 Remote Similarity NPD5779 Approved
0.65 Remote Similarity NPD7838 Discovery
0.6495 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6495 Remote Similarity NPD1694 Approved
0.6458 Remote Similarity NPD7154 Phase 3
0.6452 Remote Similarity NPD4268 Approved
0.6452 Remote Similarity NPD4271 Approved
0.6442 Remote Similarity NPD7902 Approved
0.6429 Remote Similarity NPD5786 Approved
0.6429 Remote Similarity NPD6882 Approved
0.6422 Remote Similarity NPD6412 Phase 2
0.641 Remote Similarity NPD8517 Approved
0.641 Remote Similarity NPD8516 Approved
0.641 Remote Similarity NPD8515 Approved
0.64 Remote Similarity NPD6101 Approved
0.64 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6354 Remote Similarity NPD4270 Approved
0.6354 Remote Similarity NPD4269 Approved
0.6346 Remote Similarity NPD7839 Suspended
0.6344 Remote Similarity NPD4756 Discovery
0.6339 Remote Similarity NPD7116 Clinical (unspecified phase)
0.6322 Remote Similarity NPD7331 Phase 2
0.6316 Remote Similarity NPD4820 Approved
0.6316 Remote Similarity NPD4822 Approved
0.6316 Remote Similarity NPD4821 Approved
0.6316 Remote Similarity NPD4819 Approved
0.6316 Remote Similarity NPD4252 Approved
0.6311 Remote Similarity NPD7748 Approved
0.6289 Remote Similarity NPD5362 Discontinued
0.6275 Remote Similarity NPD6411 Approved
0.6275 Remote Similarity NPD7983 Approved
0.6275 Remote Similarity NPD7515 Phase 2
0.6275 Remote Similarity NPD6079 Approved
0.6263 Remote Similarity NPD3618 Phase 1
0.625 Remote Similarity NPD6371 Approved
0.6238 Remote Similarity NPD5328 Approved
0.6235 Remote Similarity NPD368 Approved
0.6224 Remote Similarity NPD3665 Phase 1
0.6224 Remote Similarity NPD3666 Approved
0.6224 Remote Similarity NPD4786 Approved
0.6224 Remote Similarity NPD3133 Approved
0.6216 Remote Similarity NPD6881 Approved
0.6216 Remote Similarity NPD6899 Approved
0.6204 Remote Similarity NPD5211 Phase 2
0.62 Remote Similarity NPD4251 Approved
0.62 Remote Similarity NPD4250 Approved
0.6195 Remote Similarity NPD6649 Approved
0.6195 Remote Similarity NPD6650 Approved
0.6186 Remote Similarity NPD6435 Approved
0.6186 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6186 Remote Similarity NPD5209 Approved
0.6186 Remote Similarity NPD3667 Approved
0.6182 Remote Similarity NPD7128 Approved
0.6182 Remote Similarity NPD6675 Approved
0.6182 Remote Similarity NPD5739 Approved
0.6182 Remote Similarity NPD6402 Approved
0.6162 Remote Similarity NPD1696 Phase 3
0.6161 Remote Similarity NPD6373 Approved
0.6161 Remote Similarity NPD6372 Approved
0.6154 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6154 Remote Similarity NPD7900 Approved
0.6148 Remote Similarity NPD8074 Phase 3
0.6146 Remote Similarity NPD4695 Discontinued
0.6146 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6132 Remote Similarity NPD6084 Phase 2
0.6132 Remote Similarity NPD6083 Phase 2
0.6126 Remote Similarity NPD5697 Approved
0.6122 Remote Similarity NPD5332 Approved
0.6122 Remote Similarity NPD5331 Approved
0.6117 Remote Similarity NPD4810 Clinical (unspecified phase)
0.6111 Remote Similarity NPD5344 Discontinued
0.6106 Remote Similarity NPD7290 Approved
0.6106 Remote Similarity NPD6883 Approved
0.6106 Remote Similarity NPD7102 Approved
0.6105 Remote Similarity NPD5784 Clinical (unspecified phase)
0.61 Remote Similarity NPD7146 Approved
0.61 Remote Similarity NPD5330 Approved
0.61 Remote Similarity NPD6409 Approved
0.61 Remote Similarity NPD4249 Approved
0.61 Remote Similarity NPD7334 Approved
0.61 Remote Similarity NPD7521 Approved
0.61 Remote Similarity NPD6684 Approved
0.6098 Remote Similarity NPD342 Phase 1
0.6091 Remote Similarity NPD5141 Approved
0.6082 Remote Similarity NPD5369 Approved
0.6082 Remote Similarity NPD4790 Discontinued
0.6078 Remote Similarity NPD5370 Suspended
0.6071 Remote Similarity NPD6011 Approved
0.6071 Remote Similarity NPD7320 Approved
0.6068 Remote Similarity NPD7500 Approved
0.6055 Remote Similarity NPD7632 Discontinued
0.6053 Remote Similarity NPD6869 Approved
0.6053 Remote Similarity NPD6847 Approved
0.6053 Remote Similarity NPD6617 Approved
0.6053 Remote Similarity NPD8130 Phase 1
0.605 Remote Similarity NPD6054 Approved
0.6038 Remote Similarity NPD5221 Approved
0.6038 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6038 Remote Similarity NPD5222 Approved
0.6038 Remote Similarity NPD4697 Phase 3
0.6023 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6023 Remote Similarity NPD7341 Phase 2
0.6019 Remote Similarity NPD5286 Approved
0.6019 Remote Similarity NPD5285 Approved
0.6019 Remote Similarity NPD4696 Approved
0.6018 Remote Similarity NPD6012 Approved
0.6018 Remote Similarity NPD6014 Approved
0.6018 Remote Similarity NPD6013 Approved
0.6 Remote Similarity NPD6647 Phase 2
0.6 Remote Similarity NPD7503 Approved
0.6 Remote Similarity NPD8297 Approved
0.5982 Remote Similarity NPD5701 Approved
0.5982 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5981 Remote Similarity NPD4755 Approved
0.5981 Remote Similarity NPD5173 Approved
0.598 Remote Similarity NPD6903 Approved
0.598 Remote Similarity NPD6672 Approved
0.598 Remote Similarity NPD5737 Approved
0.598 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5979 Remote Similarity NPD5368 Approved
0.5977 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5963 Remote Similarity NPD5223 Approved
0.5962 Remote Similarity NPD7637 Suspended
0.5957 Remote Similarity NPD8039 Approved
0.5955 Remote Similarity NPD3704 Approved
0.595 Remote Similarity NPD6370 Approved
0.5943 Remote Similarity NPD5210 Approved
0.5943 Remote Similarity NPD5695 Phase 3
0.5943 Remote Similarity NPD4629 Approved
0.5941 Remote Similarity NPD4623 Approved
0.5941 Remote Similarity NPD4519 Discontinued
0.5941 Remote Similarity NPD5279 Phase 3
0.5941 Remote Similarity NPD6422 Discontinued
0.5935 Remote Similarity NPD7507 Approved
0.5932 Remote Similarity NPD6009 Approved
0.593 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5926 Remote Similarity NPD5696 Approved
0.5922 Remote Similarity NPD4753 Phase 2
0.5917 Remote Similarity NPD6059 Approved
0.5913 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5909 Remote Similarity NPD5224 Approved
0.5909 Remote Similarity NPD4633 Approved
0.5909 Remote Similarity NPD5225 Approved
0.5909 Remote Similarity NPD5226 Approved
0.5905 Remote Similarity NPD4202 Approved
0.5902 Remote Similarity NPD7830 Approved
0.5902 Remote Similarity NPD7829 Approved
0.5902 Remote Similarity NPD8328 Phase 3
0.5902 Remote Similarity NPD7642 Approved
0.5889 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5882 Remote Similarity NPD7641 Discontinued
0.5872 Remote Similarity NPD4700 Approved
0.5872 Remote Similarity NPD6648 Approved
0.5868 Remote Similarity NPD6016 Approved
0.5868 Remote Similarity NPD6015 Approved
0.5856 Remote Similarity NPD5174 Approved
0.5856 Remote Similarity NPD5175 Approved
0.5854 Remote Similarity NPD7492 Approved
0.5849 Remote Similarity NPD5282 Discontinued
0.5842 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5827 Remote Similarity NPD7260 Phase 2
0.582 Remote Similarity NPD7623 Phase 3
0.582 Remote Similarity NPD7624 Clinical (unspecified phase)
0.582 Remote Similarity NPD5988 Approved
0.581 Remote Similarity NPD5693 Phase 1
0.581 Remote Similarity NPD5281 Approved
0.581 Remote Similarity NPD5284 Approved
0.5806 Remote Similarity NPD6616 Approved
0.5794 Remote Similarity NPD7319 Approved
0.5789 Remote Similarity NPD8264 Approved
0.5785 Remote Similarity NPD7299 Clinical (unspecified phase)
0.5784 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5778 Remote Similarity NPD6108 Clinical (unspecified phase)
0.5769 Remote Similarity NPD7285 Clinical (unspecified phase)
0.5769 Remote Similarity NPD6051 Approved
0.576 Remote Similarity NPD7078 Approved
0.5752 Remote Similarity NPD6008 Approved
0.575 Remote Similarity NPD7327 Approved
0.575 Remote Similarity NPD7328 Approved
0.575 Remote Similarity NPD6335 Approved

Structure

External Identifiers

PubChem CID   44605826
ChEMBL   CHEMBL3322970
ZINC  

Physicochemical Properties

Molecular Weight:  398.25
ALogP:  3.5786
MLogP:  3.77
XLogP:  3.044
# 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