Natural Product: NPC221282

Natural Product ID:  NPC221282
Common Name:   (1S,2R,3E,7E,11S,12R,13S)-2,13-Diacetoxydolabella-3,7,18-Trien-9-One
IUPAC Name:   [(1R,2S,3aS,4R,5E,9E,12aS)-4-acetyloxy-3a,6,10-trimethyl-11-oxo-1-prop-1-en-2-yl-1,2,3,4,7,8,12,12a-octahydrocyclopenta[11]annulen-2-yl] acetate
Synonyms:  
Molecular Formula:   C24H34O5
Standard InCHIKey:  DAZXNYZIFCXZQR-SGKFIMMESA-N
Standard InCHI:  InChI=1S/C24H34O5/c1-14(2)23-19-12-20(27)16(4)10-8-9-15(3)11-22(29-18(6)26)24(19,7)13-21(23)28-17(5)25/h10-11,19,21-23H,1,8-9,12-13H2,2-7H3/b15-11+,16-10+/t19-,21-,22+,23-,24-/m0/s1
Canonical SMILES:  CC(=O)O[C@@H]1/C=C(C)/CC/C=C(/C(=O)C[C@@H]2[C@]1(C)C[C@@H]([C@H]2C(=C)C)OC(=O)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
NPO23505 Convexella magelhaenica Species Primnoidae Eukaryota South Atlantic PMID[20853878]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT461 Cell Line PANC-1 Homo sapiens IC50 = 398100 nM 21314138
NPT2 Others Unspecified IC50 = 17800 nM 15261267

  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 NPC221282 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
0.9101 High Similarity NPC290651
0.875 High Similarity NPC469676
0.875 High Similarity NPC261253
0.875 High Similarity NPC474045
0.8588 High Similarity NPC469690
0.8588 High Similarity NPC469620
0.8511 High Similarity NPC118159
0.8495 Intermediate Similarity NPC90453
0.8485 Intermediate Similarity NPC470192
0.8404 Intermediate Similarity NPC470978
0.8404 Intermediate Similarity NPC470974
0.8351 Intermediate Similarity NPC171759
0.8351 Intermediate Similarity NPC475099
0.8333 Intermediate Similarity NPC64153
0.8333 Intermediate Similarity NPC222011
0.8333 Intermediate Similarity NPC475495
0.8333 Intermediate Similarity NPC470188
0.828 Intermediate Similarity NPC286341
0.828 Intermediate Similarity NPC191339
0.8265 Intermediate Similarity NPC471757
0.8265 Intermediate Similarity NPC105725
0.8265 Intermediate Similarity NPC78127
0.8252 Intermediate Similarity NPC473522
0.8252 Intermediate Similarity NPC475277
0.8252 Intermediate Similarity NPC477093
0.8229 Intermediate Similarity NPC69385
0.8229 Intermediate Similarity NPC477949
0.8222 Intermediate Similarity NPC474547
0.8211 Intermediate Similarity NPC67584
0.8191 Intermediate Similarity NPC477361
0.8191 Intermediate Similarity NPC202824
0.8172 Intermediate Similarity NPC62815
0.8144 Intermediate Similarity NPC471932
0.8144 Intermediate Similarity NPC176845
0.8132 Intermediate Similarity NPC284902
0.8125 Intermediate Similarity NPC24956
0.8125 Intermediate Similarity NPC18019
0.8125 Intermediate Similarity NPC477354
0.8125 Intermediate Similarity NPC213078
0.81 Intermediate Similarity NPC169843
0.8081 Intermediate Similarity NPC475750
0.8081 Intermediate Similarity NPC475320
0.8081 Intermediate Similarity NPC118405
0.8081 Intermediate Similarity NPC49393
0.8068 Intermediate Similarity NPC47747
0.8065 Intermediate Similarity NPC283409
0.8065 Intermediate Similarity NPC166919
0.8061 Intermediate Similarity NPC280963
0.8043 Intermediate Similarity NPC24728
0.8043 Intermediate Similarity NPC231889
0.8043 Intermediate Similarity NPC475703
0.8041 Intermediate Similarity NPC161493
0.8041 Intermediate Similarity NPC170143
0.8041 Intermediate Similarity NPC213947
0.8041 Intermediate Similarity NPC108475
0.8041 Intermediate Similarity NPC47834
0.8022 Intermediate Similarity NPC235792
0.8021 Intermediate Similarity NPC52044
0.8021 Intermediate Similarity NPC37408
0.8019 Intermediate Similarity NPC190286
0.8 Intermediate Similarity NPC135776
0.8 Intermediate Similarity NPC272814
0.8 Intermediate Similarity NPC474775
0.8 Intermediate Similarity NPC170377
0.8 Intermediate Similarity NPC54468
0.798 Intermediate Similarity NPC477950
0.798 Intermediate Similarity NPC310981
0.7979 Intermediate Similarity NPC51004
0.7979 Intermediate Similarity NPC37607
0.7979 Intermediate Similarity NPC301969
0.7979 Intermediate Similarity NPC475748
0.7978 Intermediate Similarity NPC471325
0.7961 Intermediate Similarity NPC471934
0.7959 Intermediate Similarity NPC477355
0.7957 Intermediate Similarity NPC471149
0.7944 Intermediate Similarity NPC475305
0.7938 Intermediate Similarity NPC58052
0.7938 Intermediate Similarity NPC91771
0.7938 Intermediate Similarity NPC142529
0.7938 Intermediate Similarity NPC111684
0.7938 Intermediate Similarity NPC126156
0.7935 Intermediate Similarity NPC220478
0.7935 Intermediate Similarity NPC107787
0.7935 Intermediate Similarity NPC137253
0.7917 Intermediate Similarity NPC127019
0.7917 Intermediate Similarity NPC477131
0.7912 Intermediate Similarity NPC238197
0.7895 Intermediate Similarity NPC150978
0.7895 Intermediate Similarity NPC74103
0.7895 Intermediate Similarity NPC20713
0.7895 Intermediate Similarity NPC123177
0.7895 Intermediate Similarity NPC30515
0.7895 Intermediate Similarity NPC473944
0.7895 Intermediate Similarity NPC284185
0.7895 Intermediate Similarity NPC70595
0.7889 Intermediate Similarity NPC35556
0.7889 Intermediate Similarity NPC246076
0.7885 Intermediate Similarity NPC477103
0.7885 Intermediate Similarity NPC206595
0.7879 Intermediate Similarity NPC241221
0.7872 Intermediate Similarity NPC232747
0.7872 Intermediate Similarity NPC307411
0.7872 Intermediate Similarity NPC295312
0.787 Intermediate Similarity NPC153440
0.787 Intermediate Similarity NPC470420
0.787 Intermediate Similarity NPC475401
0.7865 Intermediate Similarity NPC474510
0.7865 Intermediate Similarity NPC472470
0.7864 Intermediate Similarity NPC470269
0.7864 Intermediate Similarity NPC61411
0.7857 Intermediate Similarity NPC87090
0.7849 Intermediate Similarity NPC270270
0.7843 Intermediate Similarity NPC470975
0.7843 Intermediate Similarity NPC103088
0.7843 Intermediate Similarity NPC470979
0.7843 Intermediate Similarity NPC291643
0.7841 Intermediate Similarity NPC63445
0.7841 Intermediate Similarity NPC222210
0.7841 Intermediate Similarity NPC128276
0.7835 Intermediate Similarity NPC474490
0.7835 Intermediate Similarity NPC33473
0.7835 Intermediate Similarity NPC213698
0.7835 Intermediate Similarity NPC163228
0.7835 Intermediate Similarity NPC281134
0.7826 Intermediate Similarity NPC161957
0.7826 Intermediate Similarity NPC197903
0.7826 Intermediate Similarity NPC99395
0.7826 Intermediate Similarity NPC78089
0.7822 Intermediate Similarity NPC254202
0.7812 Intermediate Similarity NPC153590
0.7812 Intermediate Similarity NPC109414
0.7812 Intermediate Similarity NPC476300
0.7812 Intermediate Similarity NPC200237
0.7812 Intermediate Similarity NPC475657
0.7802 Intermediate Similarity NPC318468
0.7802 Intermediate Similarity NPC475622
0.7802 Intermediate Similarity NPC193198
0.7802 Intermediate Similarity NPC108045
0.78 Intermediate Similarity NPC146822
0.78 Intermediate Similarity NPC116139
0.78 Intermediate Similarity NPC477356
0.78 Intermediate Similarity NPC150923
0.7798 Intermediate Similarity NPC5292
0.7798 Intermediate Similarity NPC477092
0.7789 Intermediate Similarity NPC253144
0.7789 Intermediate Similarity NPC469718
0.7789 Intermediate Similarity NPC54065
0.7789 Intermediate Similarity NPC297474
0.7789 Intermediate Similarity NPC474761
0.7789 Intermediate Similarity NPC49946
0.7789 Intermediate Similarity NPC312042
0.7789 Intermediate Similarity NPC329857
0.7789 Intermediate Similarity NPC476004
0.7789 Intermediate Similarity NPC306168
0.7788 Intermediate Similarity NPC477102
0.7778 Intermediate Similarity NPC25684
0.7778 Intermediate Similarity NPC197386
0.7778 Intermediate Similarity NPC281949
0.7778 Intermediate Similarity NPC301477
0.7778 Intermediate Similarity NPC271387
0.7778 Intermediate Similarity NPC153792
0.7778 Intermediate Similarity NPC221615
0.7767 Intermediate Similarity NPC471601
0.7766 Intermediate Similarity NPC202672
0.7766 Intermediate Similarity NPC178875
0.7766 Intermediate Similarity NPC224652
0.7757 Intermediate Similarity NPC471380
0.7755 Intermediate Similarity NPC42042
0.7753 Intermediate Similarity NPC178277
0.7745 Intermediate Similarity NPC164835
0.7745 Intermediate Similarity NPC228669
0.7745 Intermediate Similarity NPC309190
0.7745 Intermediate Similarity NPC203659
0.7742 Intermediate Similarity NPC238593
0.7742 Intermediate Similarity NPC50637
0.7736 Intermediate Similarity NPC471933
0.7732 Intermediate Similarity NPC473316
0.7732 Intermediate Similarity NPC323008
0.7732 Intermediate Similarity NPC140543
0.7732 Intermediate Similarity NPC470010
0.7732 Intermediate Similarity NPC262133
0.7732 Intermediate Similarity NPC473330
0.7732 Intermediate Similarity NPC148463
0.7732 Intermediate Similarity NPC198853
0.7732 Intermediate Similarity NPC476267
0.7732 Intermediate Similarity NPC470013
0.7727 Intermediate Similarity NPC57744
0.7727 Intermediate Similarity NPC79579
0.7727 Intermediate Similarity NPC186109
0.7727 Intermediate Similarity NPC474585
0.7723 Intermediate Similarity NPC308351
0.7723 Intermediate Similarity NPC162973
0.7723 Intermediate Similarity NPC66110
0.7723 Intermediate Similarity NPC271266
0.7717 Intermediate Similarity NPC115786
0.7717 Intermediate Similarity NPC475100
0.7717 Intermediate Similarity NPC149869
0.7714 Intermediate Similarity NPC50223
0.7714 Intermediate Similarity NPC41551
0.7714 Intermediate Similarity NPC257240

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC221282 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
0.7979 Intermediate Similarity NPD5785 Approved
0.7714 Intermediate Similarity NPD6371 Approved
0.7684 Intermediate Similarity NPD1695 Approved
0.767 Intermediate Similarity NPD6008 Approved
0.757 Intermediate Similarity NPD6053 Discontinued
0.7553 Intermediate Similarity NPD6409 Approved
0.7553 Intermediate Similarity NPD6684 Approved
0.7553 Intermediate Similarity NPD7146 Approved
0.7553 Intermediate Similarity NPD7521 Approved
0.7553 Intermediate Similarity NPD7334 Approved
0.7553 Intermediate Similarity NPD5330 Approved
0.75 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD6435 Approved
0.7475 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7447 Intermediate Similarity NPD5363 Approved
0.7429 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7426 Intermediate Similarity NPD7638 Approved
0.7419 Intermediate Similarity NPD5362 Discontinued
0.7396 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7396 Intermediate Similarity NPD6903 Approved
0.7368 Intermediate Similarity NPD5786 Approved
0.7353 Intermediate Similarity NPD7640 Approved
0.7353 Intermediate Similarity NPD7639 Approved
0.7347 Intermediate Similarity NPD5693 Phase 1
0.7312 Intermediate Similarity NPD5209 Approved
0.7283 Intermediate Similarity NPD5368 Approved
0.7263 Intermediate Similarity NPD6082 Clinical (unspecified phase)
0.7263 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.7263 Intermediate Similarity NPD1694 Approved
0.7253 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7245 Intermediate Similarity NPD6698 Approved
0.7245 Intermediate Similarity NPD46 Approved
0.7216 Intermediate Similarity NPD6672 Approved
0.7216 Intermediate Similarity NPD5737 Approved
0.7196 Intermediate Similarity NPD6899 Approved
0.7196 Intermediate Similarity NPD6881 Approved
0.717 Intermediate Similarity NPD7128 Approved
0.717 Intermediate Similarity NPD6402 Approved
0.717 Intermediate Similarity NPD6675 Approved
0.717 Intermediate Similarity NPD5739 Approved
0.7143 Intermediate Similarity NPD6673 Approved
0.7143 Intermediate Similarity NPD6904 Approved
0.7143 Intermediate Similarity NPD6080 Approved
0.7128 Intermediate Similarity NPD4269 Approved
0.7128 Intermediate Similarity NPD4270 Approved
0.7113 Intermediate Similarity NPD4251 Approved
0.7113 Intermediate Similarity NPD4250 Approved
0.7103 Intermediate Similarity NPD5697 Approved
0.71 Intermediate Similarity NPD6399 Phase 3
0.7097 Intermediate Similarity NPD5790 Clinical (unspecified phase)
0.7064 Intermediate Similarity NPD7102 Approved
0.7064 Intermediate Similarity NPD7290 Approved
0.7064 Intermediate Similarity NPD6883 Approved
0.7037 Intermediate Similarity NPD6011 Approved
0.7037 Intermediate Similarity NPD7320 Approved
0.7037 Intermediate Similarity NPD6686 Approved
0.7027 Intermediate Similarity NPD4632 Approved
0.7021 Intermediate Similarity NPD5369 Approved
0.701 Intermediate Similarity NPD4249 Approved
0.7 Intermediate Similarity NPD6869 Approved
0.7 Intermediate Similarity NPD8130 Phase 1
0.7 Intermediate Similarity NPD6617 Approved
0.7 Intermediate Similarity NPD6650 Approved
0.7 Intermediate Similarity NPD6050 Approved
0.7 Intermediate Similarity NPD6649 Approved
0.7 Intermediate Similarity NPD6847 Approved
0.699 Remote Similarity NPD6084 Phase 2
0.699 Remote Similarity NPD6083 Phase 2
0.6972 Remote Similarity NPD6014 Approved
0.6972 Remote Similarity NPD6012 Approved
0.6972 Remote Similarity NPD6013 Approved
0.6972 Remote Similarity NPD6373 Approved
0.6972 Remote Similarity NPD6372 Approved
0.697 Remote Similarity NPD6051 Approved
0.6961 Remote Similarity NPD5695 Phase 3
0.6961 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6949 Remote Similarity NPD7507 Approved
0.6944 Remote Similarity NPD5701 Approved
0.6937 Remote Similarity NPD6882 Approved
0.6937 Remote Similarity NPD8297 Approved
0.6915 Remote Similarity NPD4821 Approved
0.6915 Remote Similarity NPD4820 Approved
0.6915 Remote Similarity NPD4819 Approved
0.6915 Remote Similarity NPD4252 Approved
0.6915 Remote Similarity NPD4822 Approved
0.69 Remote Similarity NPD5692 Phase 3
0.69 Remote Similarity NPD7838 Discovery
0.6882 Remote Similarity NPD4268 Approved
0.6882 Remote Similarity NPD4271 Approved
0.6875 Remote Similarity NPD5331 Approved
0.6875 Remote Similarity NPD7154 Phase 3
0.6875 Remote Similarity NPD5332 Approved
0.6869 Remote Similarity NPD5208 Approved
0.6847 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6842 Remote Similarity NPD4790 Discontinued
0.6842 Remote Similarity NPD6009 Approved
0.6837 Remote Similarity NPD6098 Approved
0.6832 Remote Similarity NPD7983 Approved
0.6832 Remote Similarity NPD5694 Approved
0.681 Remote Similarity NPD6319 Approved
0.6789 Remote Similarity NPD6412 Phase 2
0.678 Remote Similarity NPD7604 Phase 2
0.6777 Remote Similarity NPD7319 Approved
0.6765 Remote Similarity NPD5779 Approved
0.6765 Remote Similarity NPD5778 Approved
0.6762 Remote Similarity NPD5696 Approved
0.6752 Remote Similarity NPD5983 Phase 2
0.6739 Remote Similarity NPD8039 Approved
0.6733 Remote Similarity NPD5207 Approved
0.6729 Remote Similarity NPD7632 Discontinued
0.6729 Remote Similarity NPD5211 Phase 2
0.6723 Remote Similarity NPD7492 Approved
0.6699 Remote Similarity NPD5282 Discontinued
0.6698 Remote Similarity NPD5286 Approved
0.6698 Remote Similarity NPD4696 Approved
0.6698 Remote Similarity NPD5285 Approved
0.6696 Remote Similarity NPD7115 Discovery
0.6667 Remote Similarity NPD6616 Approved
0.6667 Remote Similarity NPD6054 Approved
0.6667 Remote Similarity NPD4755 Approved
0.6667 Remote Similarity NPD5284 Approved
0.6667 Remote Similarity NPD6336 Discontinued
0.6667 Remote Similarity NPD7260 Phase 2
0.6667 Remote Similarity NPD5281 Approved
0.6667 Remote Similarity NPD7637 Suspended
0.6667 Remote Similarity NPD6079 Approved
0.6638 Remote Similarity NPD6335 Approved
0.6636 Remote Similarity NPD5223 Approved
0.6634 Remote Similarity NPD5328 Approved
0.6633 Remote Similarity NPD3665 Phase 1
0.6633 Remote Similarity NPD3666 Approved
0.6633 Remote Similarity NPD3133 Approved
0.6612 Remote Similarity NPD7078 Approved
0.6609 Remote Similarity NPD6274 Approved
0.6606 Remote Similarity NPD5141 Approved
0.6581 Remote Similarity NPD7100 Approved
0.6581 Remote Similarity NPD7101 Approved
0.6574 Remote Similarity NPD5226 Approved
0.6574 Remote Similarity NPD5225 Approved
0.6574 Remote Similarity NPD4633 Approved
0.6574 Remote Similarity NPD5224 Approved
0.6557 Remote Similarity NPD7736 Approved
0.6555 Remote Similarity NPD6370 Approved
0.6552 Remote Similarity NPD6317 Approved
0.6542 Remote Similarity NPD4700 Approved
0.6538 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6538 Remote Similarity NPD6001 Approved
0.6538 Remote Similarity NPD7900 Approved
0.6525 Remote Similarity NPD6059 Approved
0.6514 Remote Similarity NPD5174 Approved
0.6514 Remote Similarity NPD5175 Approved
0.6505 Remote Similarity NPD6411 Approved
0.6496 Remote Similarity NPD6313 Approved
0.6496 Remote Similarity NPD6314 Approved
0.6477 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6476 Remote Similarity NPD5654 Approved
0.6475 Remote Similarity NPD8293 Discontinued
0.6471 Remote Similarity NPD6016 Approved
0.6471 Remote Similarity NPD6015 Approved
0.6471 Remote Similarity NPD4753 Phase 2
0.6465 Remote Similarity NPD4786 Approved
0.646 Remote Similarity NPD4634 Approved
0.6449 Remote Similarity NPD4225 Approved
0.6449 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6442 Remote Similarity NPD4202 Approved
0.6436 Remote Similarity NPD3573 Approved
0.6429 Remote Similarity NPD4221 Approved
0.6429 Remote Similarity NPD4223 Phase 3
0.6417 Remote Similarity NPD5988 Approved
0.6415 Remote Similarity NPD5221 Approved
0.6415 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6415 Remote Similarity NPD5222 Approved
0.64 Remote Similarity NPD5329 Approved
0.6389 Remote Similarity NPD6648 Approved
0.6381 Remote Similarity NPD7748 Approved
0.6364 Remote Similarity NPD4754 Approved
0.6364 Remote Similarity NPD6052 Approved
0.6356 Remote Similarity NPD7328 Approved
0.6356 Remote Similarity NPD7327 Approved
0.6355 Remote Similarity NPD7902 Approved
0.6355 Remote Similarity NPD5173 Approved
0.6355 Remote Similarity NPD5959 Approved
0.6349 Remote Similarity NPD6845 Suspended
0.6339 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6339 Remote Similarity NPD6614 Approved
0.6337 Remote Similarity NPD5690 Phase 2
0.6337 Remote Similarity NPD5279 Phase 3
0.6333 Remote Similarity NPD6909 Approved
0.6333 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6333 Remote Similarity NPD6908 Approved
0.6333 Remote Similarity NPD8033 Approved
0.6333 Remote Similarity NPD7503 Approved
0.633 Remote Similarity NPD5344 Discontinued
0.6325 Remote Similarity NPD6868 Approved
0.6321 Remote Similarity NPD5210 Approved
0.6321 Remote Similarity NPD4629 Approved
0.6311 Remote Similarity NPD6101 Approved
0.6311 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6303 Remote Similarity NPD7516 Approved
0.63 Remote Similarity NPD7338 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   49831654
ChEMBL   CHEMBL1270048
ZINC  

Physicochemical Properties

Molecular Weight:  402.24
ALogP:  3.0741
MLogP:  3.55
XLogP:  3.785
# Rotatable Bonds:  11
Polar Surface Area:  69.67
# H-Bond Aceptor:  5
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  29

Download Data

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