Natural Product: NPC474709

Natural Product ID:  NPC474709
Common Name:   Umbellacin I
IUPAC Name:   methyl (1S,4S,5R,6R,9R)-4-[(E)-1-acetyloxy-5,6-dihydroxy-6-methylhept-2-en-2-yl]-6,9-dihydroxy-1-methylbicyclo[4.3.1]decane-5-carboxylate
Synonyms:   Umbellacin I
Molecular Formula:   C23H38O8
Standard InCHIKey:  YFLWESDPLOQEEL-LTSMGGCUSA-N
Standard InCHI:  InChI=1S/C23H38O8/c1-14(24)31-12-15(6-7-17(25)21(2,3)28)16-8-10-22(4)13-23(29,11-9-18(22)26)19(16)20(27)30-5/h6,16-19,25-26,28-29H,7-13H2,1-5H3/b15-6-/t16-,17?,18-,19+,22+,23-/m1/s1
Canonical SMILES:  COC(=O)[C@@H]1[C@H](CC[C@]2(C[C@]1(O)CC[C@H]2O)C)/C(=CCC(C(O)(C)C)O)/COC(=O)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
NPO14298 Xenia umbellata Species Xeniidae Eukaryota PMID[16562830]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT168 Cell Line P388 Mus musculus ED50 = 3.6 ug/ml 11170658

  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 NPC474709 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
0.9579 High Similarity NPC474718
0.9184 High Similarity NPC478156
0.9 High Similarity NPC239162
0.8842 High Similarity NPC475972
0.88 High Similarity NPC475091
0.8738 High Similarity NPC94377
0.8654 High Similarity NPC42662
0.8529 High Similarity NPC69171
0.8529 High Similarity NPC474165
0.844 Intermediate Similarity NPC134430
0.844 Intermediate Similarity NPC475809
0.8431 Intermediate Similarity NPC183571
0.8411 Intermediate Similarity NPC473877
0.84 Intermediate Similarity NPC285513
0.8349 Intermediate Similarity NPC474333
0.8333 Intermediate Similarity NPC311592
0.8333 Intermediate Similarity NPC75167
0.8302 Intermediate Similarity NPC273433
0.8288 Intermediate Similarity NPC473839
0.8288 Intermediate Similarity NPC211093
0.8288 Intermediate Similarity NPC77689
0.8288 Intermediate Similarity NPC473636
0.8286 Intermediate Similarity NPC112780
0.8273 Intermediate Similarity NPC296822
0.8273 Intermediate Similarity NPC476712
0.8273 Intermediate Similarity NPC476713
0.8269 Intermediate Similarity NPC475036
0.8257 Intermediate Similarity NPC181145
0.8257 Intermediate Similarity NPC73314
0.8241 Intermediate Similarity NPC277769
0.8241 Intermediate Similarity NPC4573
0.8218 Intermediate Similarity NPC254496
0.8218 Intermediate Similarity NPC474395
0.8214 Intermediate Similarity NPC475003
0.8208 Intermediate Similarity NPC151393
0.82 Intermediate Similarity NPC471786
0.82 Intermediate Similarity NPC37603
0.8182 Intermediate Similarity NPC476711
0.8182 Intermediate Similarity NPC476710
0.8173 Intermediate Similarity NPC4620
0.8131 Intermediate Similarity NPC475922
0.8125 Intermediate Similarity NPC470186
0.8119 Intermediate Similarity NPC11396
0.8119 Intermediate Similarity NPC21302
0.8113 Intermediate Similarity NPC67321
0.8113 Intermediate Similarity NPC187435
0.8108 Intermediate Similarity NPC475323
0.8108 Intermediate Similarity NPC473656
0.8095 Intermediate Similarity NPC220964
0.8095 Intermediate Similarity NPC474550
0.8095 Intermediate Similarity NPC473577
0.8095 Intermediate Similarity NPC475585
0.8095 Intermediate Similarity NPC475676
0.8077 Intermediate Similarity NPC162973
0.8077 Intermediate Similarity NPC476081
0.8073 Intermediate Similarity NPC90952
0.8073 Intermediate Similarity NPC269530
0.8073 Intermediate Similarity NPC317687
0.8073 Intermediate Similarity NPC174836
0.8056 Intermediate Similarity NPC475134
0.8056 Intermediate Similarity NPC83005
0.8056 Intermediate Similarity NPC475563
0.8056 Intermediate Similarity NPC161816
0.8056 Intermediate Similarity NPC115257
0.8039 Intermediate Similarity NPC134454
0.8039 Intermediate Similarity NPC254121
0.8039 Intermediate Similarity NPC17326
0.8036 Intermediate Similarity NPC146280
0.8036 Intermediate Similarity NPC124676
0.8034 Intermediate Similarity NPC236999
0.802 Intermediate Similarity NPC134067
0.8019 Intermediate Similarity NPC179891
0.8019 Intermediate Similarity NPC123726
0.8019 Intermediate Similarity NPC475290
0.8019 Intermediate Similarity NPC111952
0.8019 Intermediate Similarity NPC284365
0.8018 Intermediate Similarity NPC234858
0.8018 Intermediate Similarity NPC154363
0.8018 Intermediate Similarity NPC471127
0.8 Intermediate Similarity NPC472399
0.8 Intermediate Similarity NPC473802
0.8 Intermediate Similarity NPC129992
0.8 Intermediate Similarity NPC471204
0.8 Intermediate Similarity NPC159533
0.8 Intermediate Similarity NPC474775
0.7982 Intermediate Similarity NPC317107
0.7982 Intermediate Similarity NPC287311
0.7982 Intermediate Similarity NPC475668
0.7982 Intermediate Similarity NPC473921
0.7982 Intermediate Similarity NPC475480
0.7981 Intermediate Similarity NPC111292
0.7981 Intermediate Similarity NPC11974
0.7981 Intermediate Similarity NPC308824
0.7981 Intermediate Similarity NPC471412
0.7963 Intermediate Similarity NPC472216
0.7963 Intermediate Similarity NPC218853
0.7963 Intermediate Similarity NPC5475
0.7963 Intermediate Similarity NPC284828
0.7963 Intermediate Similarity NPC173905
0.7946 Intermediate Similarity NPC10721
0.7946 Intermediate Similarity NPC470775
0.7946 Intermediate Similarity NPC473590
0.7946 Intermediate Similarity NPC176513
0.7944 Intermediate Similarity NPC324327
0.7944 Intermediate Similarity NPC475510
0.7944 Intermediate Similarity NPC72813
0.7944 Intermediate Similarity NPC326994
0.7944 Intermediate Similarity NPC194620
0.7944 Intermediate Similarity NPC474421
0.7944 Intermediate Similarity NPC143609
0.7944 Intermediate Similarity NPC475587
0.7941 Intermediate Similarity NPC472995
0.7941 Intermediate Similarity NPC475304
0.7931 Intermediate Similarity NPC473709
0.7931 Intermediate Similarity NPC473919
0.7928 Intermediate Similarity NPC474872
0.7928 Intermediate Similarity NPC472400
0.7925 Intermediate Similarity NPC118911
0.7925 Intermediate Similarity NPC296950
0.7925 Intermediate Similarity NPC203659
0.7925 Intermediate Similarity NPC146731
0.7925 Intermediate Similarity NPC258532
0.7921 Intermediate Similarity NPC470958
0.7921 Intermediate Similarity NPC470957
0.7917 Intermediate Similarity NPC474776
0.7913 Intermediate Similarity NPC257017
0.7913 Intermediate Similarity NPC162009
0.7909 Intermediate Similarity NPC475391
0.7909 Intermediate Similarity NPC476801
0.7905 Intermediate Similarity NPC472754
0.7905 Intermediate Similarity NPC472552
0.7905 Intermediate Similarity NPC165578
0.7905 Intermediate Similarity NPC295791
0.7895 Intermediate Similarity NPC145182
0.7895 Intermediate Similarity NPC157252
0.7895 Intermediate Similarity NPC471128
0.7895 Intermediate Similarity NPC475885
0.7895 Intermediate Similarity NPC471126
0.7895 Intermediate Similarity NPC48692
0.7895 Intermediate Similarity NPC472004
0.789 Intermediate Similarity NPC477103
0.789 Intermediate Similarity NPC473594
0.789 Intermediate Similarity NPC473843
0.789 Intermediate Similarity NPC119550
0.789 Intermediate Similarity NPC474586
0.789 Intermediate Similarity NPC473975
0.789 Intermediate Similarity NPC472214
0.789 Intermediate Similarity NPC472215
0.789 Intermediate Similarity NPC250956
0.7885 Intermediate Similarity NPC471413
0.7885 Intermediate Similarity NPC272223
0.7876 Intermediate Similarity NPC251310
0.7876 Intermediate Similarity NPC475372
0.787 Intermediate Similarity NPC474664
0.787 Intermediate Similarity NPC14862
0.787 Intermediate Similarity NPC472219
0.787 Intermediate Similarity NPC476479
0.787 Intermediate Similarity NPC233379
0.787 Intermediate Similarity NPC327286
0.787 Intermediate Similarity NPC473595
0.787 Intermediate Similarity NPC472217
0.787 Intermediate Similarity NPC322903
0.787 Intermediate Similarity NPC469916
0.787 Intermediate Similarity NPC306265
0.787 Intermediate Similarity NPC473939
0.787 Intermediate Similarity NPC55972
0.787 Intermediate Similarity NPC472439
0.787 Intermediate Similarity NPC169888
0.787 Intermediate Similarity NPC89171
0.787 Intermediate Similarity NPC472218
0.787 Intermediate Similarity NPC308191
0.787 Intermediate Similarity NPC476802
0.7864 Intermediate Similarity NPC473244
0.7864 Intermediate Similarity NPC474977
0.7864 Intermediate Similarity NPC40812
0.7863 Intermediate Similarity NPC471939
0.7857 Intermediate Similarity NPC474765
0.7857 Intermediate Similarity NPC471816
0.785 Intermediate Similarity NPC127609
0.785 Intermediate Similarity NPC60315
0.785 Intermediate Similarity NPC470975
0.785 Intermediate Similarity NPC470979
0.785 Intermediate Similarity NPC16313
0.785 Intermediate Similarity NPC9303
0.785 Intermediate Similarity NPC103088
0.7845 Intermediate Similarity NPC469352
0.7845 Intermediate Similarity NPC67251
0.7843 Intermediate Similarity NPC292178
0.7843 Intermediate Similarity NPC266899
0.7843 Intermediate Similarity NPC86893
0.7843 Intermediate Similarity NPC36954
0.7838 Intermediate Similarity NPC472757
0.7838 Intermediate Similarity NPC478212
0.7838 Intermediate Similarity NPC208998
0.7838 Intermediate Similarity NPC71889
0.7838 Intermediate Similarity NPC474937
0.7838 Intermediate Similarity NPC7921
0.7838 Intermediate Similarity NPC159333
0.7838 Intermediate Similarity NPC477126
0.783 Intermediate Similarity NPC475945

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474709 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
0.78 Intermediate Similarity NPD46 Approved
0.78 Intermediate Similarity NPD6698 Approved
0.7727 Intermediate Similarity NPD6371 Approved
0.7723 Intermediate Similarity NPD7983 Approved
0.7706 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD4225 Approved
0.7615 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7545 Intermediate Similarity NPD6686 Approved
0.7477 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7477 Intermediate Similarity NPD5344 Discontinued
0.7476 Intermediate Similarity NPD5779 Approved
0.7476 Intermediate Similarity NPD5778 Approved
0.7453 Intermediate Similarity NPD7638 Approved
0.7383 Intermediate Similarity NPD7640 Approved
0.7383 Intermediate Similarity NPD7639 Approved
0.7377 Intermediate Similarity NPD7319 Approved
0.7333 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7328 Intermediate Similarity NPD7115 Discovery
0.7273 Intermediate Similarity NPD7507 Approved
0.7257 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7227 Intermediate Similarity NPD8516 Approved
0.7227 Intermediate Similarity NPD8513 Phase 3
0.7227 Intermediate Similarity NPD8515 Approved
0.7227 Intermediate Similarity NPD8517 Approved
0.7212 Intermediate Similarity NPD6411 Approved
0.7143 Intermediate Similarity NPD6319 Approved
0.7115 Intermediate Similarity NPD7838 Discovery
0.7083 Intermediate Similarity NPD6921 Approved
0.7064 Intermediate Similarity NPD6648 Approved
0.7034 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7019 Intermediate Similarity NPD6101 Approved
0.7019 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.6991 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6983 Remote Similarity NPD6053 Discontinued
0.6975 Remote Similarity NPD7328 Approved
0.6975 Remote Similarity NPD7327 Approved
0.6967 Remote Similarity NPD8328 Phase 3
0.6944 Remote Similarity NPD7839 Suspended
0.6935 Remote Similarity NPD8074 Phase 3
0.6923 Remote Similarity NPD8133 Approved
0.6917 Remote Similarity NPD7516 Approved
0.6903 Remote Similarity NPD7128 Approved
0.6903 Remote Similarity NPD6675 Approved
0.6903 Remote Similarity NPD5739 Approved
0.6903 Remote Similarity NPD6402 Approved
0.6897 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6887 Remote Similarity NPD7637 Suspended
0.687 Remote Similarity NPD8132 Clinical (unspecified phase)
0.687 Remote Similarity NPD6373 Approved
0.687 Remote Similarity NPD6372 Approved
0.6838 Remote Similarity NPD8297 Approved
0.6822 Remote Similarity NPD6399 Phase 3
0.6803 Remote Similarity NPD8033 Approved
0.6792 Remote Similarity NPD5785 Approved
0.6786 Remote Similarity NPD7632 Discontinued
0.6783 Remote Similarity NPD7320 Approved
0.6783 Remote Similarity NPD6899 Approved
0.6783 Remote Similarity NPD6881 Approved
0.678 Remote Similarity NPD4632 Approved
0.6774 Remote Similarity NPD7492 Approved
0.6759 Remote Similarity NPD5282 Discontinued
0.6759 Remote Similarity NPD7748 Approved
0.6752 Remote Similarity NPD6649 Approved
0.6752 Remote Similarity NPD6650 Approved
0.6729 Remote Similarity NPD7515 Phase 2
0.6727 Remote Similarity NPD7902 Approved
0.6721 Remote Similarity NPD6054 Approved
0.6721 Remote Similarity NPD8377 Approved
0.6721 Remote Similarity NPD8294 Approved
0.6721 Remote Similarity NPD6059 Approved
0.672 Remote Similarity NPD8273 Phase 1
0.672 Remote Similarity NPD6616 Approved
0.6698 Remote Similarity NPD1695 Approved
0.6696 Remote Similarity NPD5701 Approved
0.6696 Remote Similarity NPD5697 Approved
0.6695 Remote Similarity NPD6882 Approved
0.6667 Remote Similarity NPD4634 Approved
0.6667 Remote Similarity NPD8380 Approved
0.6667 Remote Similarity NPD8335 Approved
0.6667 Remote Similarity NPD6883 Approved
0.6667 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8296 Approved
0.6667 Remote Similarity NPD8379 Approved
0.6667 Remote Similarity NPD7290 Approved
0.6667 Remote Similarity NPD7078 Approved
0.6667 Remote Similarity NPD7102 Approved
0.6667 Remote Similarity NPD8293 Discontinued
0.6667 Remote Similarity NPD8378 Approved
0.6614 Remote Similarity NPD7736 Approved
0.6613 Remote Similarity NPD6370 Approved
0.661 Remote Similarity NPD6869 Approved
0.661 Remote Similarity NPD6617 Approved
0.661 Remote Similarity NPD8130 Phase 1
0.661 Remote Similarity NPD6847 Approved
0.6609 Remote Similarity NPD6008 Approved
0.6602 Remote Similarity NPD7154 Phase 3
0.6581 Remote Similarity NPD6013 Approved
0.6581 Remote Similarity NPD6014 Approved
0.6581 Remote Similarity NPD6012 Approved
0.6571 Remote Similarity NPD5786 Approved
0.6569 Remote Similarity NPD5369 Approved
0.6552 Remote Similarity NPD6412 Phase 2
0.6532 Remote Similarity NPD6015 Approved
0.6532 Remote Similarity NPD7503 Approved
0.6532 Remote Similarity NPD6016 Approved
0.6509 Remote Similarity NPD4250 Approved
0.6509 Remote Similarity NPD4251 Approved
0.6505 Remote Similarity NPD6435 Approved
0.6505 Remote Similarity NPD4269 Approved
0.6505 Remote Similarity NPD4270 Approved
0.6496 Remote Similarity NPD6011 Approved
0.648 Remote Similarity NPD5988 Approved
0.6476 Remote Similarity NPD1694 Approved
0.6476 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6475 Remote Similarity NPD6009 Approved
0.6471 Remote Similarity NPD4821 Approved
0.6471 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6471 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6471 Remote Similarity NPD4820 Approved
0.6471 Remote Similarity NPD4822 Approved
0.6471 Remote Similarity NPD4819 Approved
0.6457 Remote Similarity NPD8451 Approved
0.6455 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6455 Remote Similarity NPD7900 Approved
0.6442 Remote Similarity NPD5362 Discontinued
0.6436 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6429 Remote Similarity NPD4755 Approved
0.6429 Remote Similarity NPD6083 Phase 2
0.6429 Remote Similarity NPD7604 Phase 2
0.6429 Remote Similarity NPD6084 Phase 2
0.6422 Remote Similarity NPD8035 Phase 2
0.6422 Remote Similarity NPD8034 Phase 2
0.6415 Remote Similarity NPD4249 Approved
0.6406 Remote Similarity NPD8448 Approved
0.64 Remote Similarity NPD5983 Phase 2
0.64 Remote Similarity NPD8444 Approved
0.6389 Remote Similarity NPD5328 Approved
0.6387 Remote Similarity NPD6421 Discontinued
0.6381 Remote Similarity NPD4786 Approved
0.6381 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6355 Remote Similarity NPD7524 Approved
0.6348 Remote Similarity NPD5211 Phase 2
0.6346 Remote Similarity NPD3667 Approved
0.6328 Remote Similarity NPD6336 Discontinued
0.6321 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6321 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6321 Remote Similarity NPD5363 Approved
0.6316 Remote Similarity NPD4700 Approved
0.6316 Remote Similarity NPD5286 Approved
0.6316 Remote Similarity NPD5285 Approved
0.6316 Remote Similarity NPD4696 Approved
0.6311 Remote Similarity NPD5368 Approved
0.6311 Remote Similarity NPD4252 Approved
0.63 Remote Similarity NPD8039 Approved
0.6299 Remote Similarity NPD7830 Approved
0.6299 Remote Similarity NPD7642 Approved
0.6299 Remote Similarity NPD7829 Approved
0.6286 Remote Similarity NPD6695 Phase 3
0.6275 Remote Similarity NPD4268 Approved
0.6275 Remote Similarity NPD4271 Approved
0.6273 Remote Similarity NPD6079 Approved
0.6269 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6262 Remote Similarity NPD3618 Phase 1
0.626 Remote Similarity NPD8390 Approved
0.626 Remote Similarity NPD6274 Approved
0.626 Remote Similarity NPD8392 Approved
0.626 Remote Similarity NPD8391 Approved
0.625 Remote Similarity NPD8299 Approved
0.625 Remote Similarity NPD5695 Phase 3
0.625 Remote Similarity NPD8342 Approved
0.625 Remote Similarity NPD8341 Approved
0.625 Remote Similarity NPD8340 Approved
0.624 Remote Similarity NPD7100 Approved
0.624 Remote Similarity NPD7101 Approved
0.6239 Remote Similarity NPD5141 Approved
0.6231 Remote Similarity NPD6033 Approved
0.6222 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6216 Remote Similarity NPD4202 Approved
0.6212 Remote Similarity NPD7260 Phase 2
0.6207 Remote Similarity NPD5225 Approved
0.6207 Remote Similarity NPD4633 Approved
0.6207 Remote Similarity NPD5226 Approved
0.6207 Remote Similarity NPD5224 Approved
0.6204 Remote Similarity NPD3573 Approved
0.6194 Remote Similarity NPD8415 Approved
0.6186 Remote Similarity NPD4768 Approved
0.6186 Remote Similarity NPD4767 Approved
0.6182 Remote Similarity NPD3168 Discontinued
0.616 Remote Similarity NPD6335 Approved
0.6154 Remote Similarity NPD7525 Registered
0.6154 Remote Similarity NPD5175 Approved
0.6154 Remote Similarity NPD5174 Approved
0.6142 Remote Similarity NPD6908 Approved
0.6142 Remote Similarity NPD6909 Approved
0.6121 Remote Similarity NPD5223 Approved
0.6111 Remote Similarity NPD6409 Approved
0.6111 Remote Similarity NPD7146 Approved
0.6111 Remote Similarity NPD7334 Approved
0.6111 Remote Similarity NPD6422 Discontinued

Structure

External Identifiers

PubChem CID   11697937
ChEMBL   CHEMBL479878
ZINC  

Physicochemical Properties

Molecular Weight:  442.26
ALogP:  -0.4634
MLogP:  3.11
XLogP:  1.064
# Rotatable Bonds:  18
Polar Surface Area:  133.52
# H-Bond Aceptor:  8
# H-Bond Donor:  4
# Rings:  2
# Heavy Atoms:  31

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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