Natural Product: NPC478156

Natural Product ID:  NPC478156
Common Name:   methyl (1S,4S,5R,6R,9R)-4-[(2E,4E)-1-acetyloxy-6-hydroxy-6-methylhepta-2,4-dien-2-yl]-6,9-dihydroxy-1-methylbicyclo[4.3.1]decane-5-carboxylate
IUPAC Name:   methyl (1S,4S,5R,6R,9R)-4-[(2E,4E)-1-acetyloxy-6-hydroxy-6-methylhepta-2,4-dien-2-yl]-6,9-dihydroxy-1-methylbicyclo[4.3.1]decane-5-carboxylate
Synonyms:   Blumicin-A
Molecular Formula:   C23H36O7
Standard InCHIKey:  AZMYPPRBOSDBMG-RFZFUTDVSA-N
Standard InCHI:  InChI=1S/C23H36O7/c1-15(24)30-13-16(7-6-10-21(2,3)27)17-8-11-22(4)14-23(28,12-9-18(22)25)19(17)20(26)29-5/h6-7,10,17-19,25,27-28H,8-9,11-14H2,1-5H3/b10-6+,16-7-/t17-,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(=CC=CC(O)(C)C)/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
NPO27036 Xenia blumi Species Xeniidae Eukaryota Green Island, Taiwan 2002-MAY PMID[16180809]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT139 Cell Line HT-29 Homo sapiens ED50 > 20 ug/ml 16180809
NPT168 Cell Line P388 Mus musculus ED50 > 20 ug/ml 16180809

  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 NPC478156 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
0.9792 High Similarity NPC239162
0.9583 High Similarity NPC475091
0.9579 High Similarity NPC474718
0.9184 High Similarity NPC474709
0.8411 Intermediate Similarity NPC90952
0.8265 Intermediate Similarity NPC475972
0.8241 Intermediate Similarity NPC4573
0.8241 Intermediate Similarity NPC277769
0.8218 Intermediate Similarity NPC254496
0.8214 Intermediate Similarity NPC475003
0.8208 Intermediate Similarity NPC102843
0.8125 Intermediate Similarity NPC236918
0.8125 Intermediate Similarity NPC156745
0.8108 Intermediate Similarity NPC476959
0.8091 Intermediate Similarity NPC73314
0.8077 Intermediate Similarity NPC162973
0.8053 Intermediate Similarity NPC19336
0.8053 Intermediate Similarity NPC329080
0.8053 Intermediate Similarity NPC475885
0.8053 Intermediate Similarity NPC472759
0.8053 Intermediate Similarity NPC185876
0.8039 Intermediate Similarity NPC285513
0.8037 Intermediate Similarity NPC476802
0.8037 Intermediate Similarity NPC94377
0.8037 Intermediate Similarity NPC89171
0.8036 Intermediate Similarity NPC472760
0.802 Intermediate Similarity NPC266899
0.802 Intermediate Similarity NPC134067
0.8019 Intermediate Similarity NPC252296
0.8019 Intermediate Similarity NPC34768
0.8019 Intermediate Similarity NPC123726
0.8019 Intermediate Similarity NPC284365
0.8 Intermediate Similarity NPC473283
0.8 Intermediate Similarity NPC475526
0.8 Intermediate Similarity NPC329345
0.7981 Intermediate Similarity NPC111292
0.7981 Intermediate Similarity NPC471412
0.798 Intermediate Similarity NPC209816
0.798 Intermediate Similarity NPC232202
0.7965 Intermediate Similarity NPC180640
0.7965 Intermediate Similarity NPC470186
0.7963 Intermediate Similarity NPC42662
0.7963 Intermediate Similarity NPC273433
0.7961 Intermediate Similarity NPC316598
0.7946 Intermediate Similarity NPC475809
0.7946 Intermediate Similarity NPC134430
0.7944 Intermediate Similarity NPC184512
0.7941 Intermediate Similarity NPC202833
0.7941 Intermediate Similarity NPC242848
0.7941 Intermediate Similarity NPC134072
0.7941 Intermediate Similarity NPC234993
0.7925 Intermediate Similarity NPC118911
0.7905 Intermediate Similarity NPC476081
0.7905 Intermediate Similarity NPC164551
0.79 Intermediate Similarity NPC249034
0.7895 Intermediate Similarity NPC476962
0.789 Intermediate Similarity NPC478209
0.7885 Intermediate Similarity NPC471413
0.7885 Intermediate Similarity NPC306856
0.7881 Intermediate Similarity NPC236999
0.787 Intermediate Similarity NPC322903
0.7864 Intermediate Similarity NPC287668
0.7857 Intermediate Similarity NPC477959
0.7857 Intermediate Similarity NPC154363
0.7857 Intermediate Similarity NPC471127
0.7857 Intermediate Similarity NPC234858
0.7857 Intermediate Similarity NPC86005
0.7857 Intermediate Similarity NPC476963
0.785 Intermediate Similarity NPC469607
0.7843 Intermediate Similarity NPC37603
0.7843 Intermediate Similarity NPC471786
0.7838 Intermediate Similarity NPC312017
0.7838 Intermediate Similarity NPC9848
0.7838 Intermediate Similarity NPC469454
0.7838 Intermediate Similarity NPC469463
0.7838 Intermediate Similarity NPC469496
0.7838 Intermediate Similarity NPC71889
0.783 Intermediate Similarity NPC134270
0.783 Intermediate Similarity NPC72151
0.783 Intermediate Similarity NPC69171
0.783 Intermediate Similarity NPC474165
0.783 Intermediate Similarity NPC90177
0.7822 Intermediate Similarity NPC99653
0.7822 Intermediate Similarity NPC476049
0.781 Intermediate Similarity NPC116139
0.781 Intermediate Similarity NPC308824
0.781 Intermediate Similarity NPC242666
0.781 Intermediate Similarity NPC282524
0.7807 Intermediate Similarity NPC211093
0.7807 Intermediate Similarity NPC473636
0.7807 Intermediate Similarity NPC473839
0.7807 Intermediate Similarity NPC77689
0.7798 Intermediate Similarity NPC475065
0.7797 Intermediate Similarity NPC471940
0.7788 Intermediate Similarity NPC469684
0.7788 Intermediate Similarity NPC153651
0.7788 Intermediate Similarity NPC473656
0.7788 Intermediate Similarity NPC10721
0.7778 Intermediate Similarity NPC187435
0.7778 Intermediate Similarity NPC145238
0.7778 Intermediate Similarity NPC263729
0.7778 Intermediate Similarity NPC179380
0.7778 Intermediate Similarity NPC329048
0.7778 Intermediate Similarity NPC330011
0.7778 Intermediate Similarity NPC302788
0.7778 Intermediate Similarity NPC67321
0.7778 Intermediate Similarity NPC473284
0.7778 Intermediate Similarity NPC112780
0.7768 Intermediate Similarity NPC474872
0.7768 Intermediate Similarity NPC181145
0.7767 Intermediate Similarity NPC284518
0.7767 Intermediate Similarity NPC21302
0.7767 Intermediate Similarity NPC11396
0.7757 Intermediate Similarity NPC309190
0.7757 Intermediate Similarity NPC475676
0.7757 Intermediate Similarity NPC470321
0.7757 Intermediate Similarity NPC470297
0.7757 Intermediate Similarity NPC220964
0.7757 Intermediate Similarity NPC264867
0.7757 Intermediate Similarity NPC201880
0.7757 Intermediate Similarity NPC473207
0.7757 Intermediate Similarity NPC81567
0.7755 Intermediate Similarity NPC116575
0.7755 Intermediate Similarity NPC475753
0.7755 Intermediate Similarity NPC476104
0.7748 Intermediate Similarity NPC476801
0.7748 Intermediate Similarity NPC123855
0.7748 Intermediate Similarity NPC269530
0.7748 Intermediate Similarity NPC473877
0.7748 Intermediate Similarity NPC76550
0.7745 Intermediate Similarity NPC105490
0.7736 Intermediate Similarity NPC31058
0.7736 Intermediate Similarity NPC109195
0.7736 Intermediate Similarity NPC66110
0.7736 Intermediate Similarity NPC469606
0.7736 Intermediate Similarity NPC183571
0.7736 Intermediate Similarity NPC155332
0.7736 Intermediate Similarity NPC273005
0.7736 Intermediate Similarity NPC32577
0.7736 Intermediate Similarity NPC475038
0.7736 Intermediate Similarity NPC114540
0.7736 Intermediate Similarity NPC471363
0.7736 Intermediate Similarity NPC320447
0.7736 Intermediate Similarity NPC238397
0.7732 Intermediate Similarity NPC102048
0.7727 Intermediate Similarity NPC119550
0.7727 Intermediate Similarity NPC472214
0.7727 Intermediate Similarity NPC472215
0.7727 Intermediate Similarity NPC281624
0.7723 Intermediate Similarity NPC477574
0.7723 Intermediate Similarity NPC124374
0.7719 Intermediate Similarity NPC124676
0.7719 Intermediate Similarity NPC146280
0.7719 Intermediate Similarity NPC284707
0.7714 Intermediate Similarity NPC477521
0.7714 Intermediate Similarity NPC54705
0.7712 Intermediate Similarity NPC471939
0.7706 Intermediate Similarity NPC318363
0.7706 Intermediate Similarity NPC475418
0.7706 Intermediate Similarity NPC472218
0.7706 Intermediate Similarity NPC151393
0.7706 Intermediate Similarity NPC472219
0.7706 Intermediate Similarity NPC473482
0.7706 Intermediate Similarity NPC472217
0.77 Intermediate Similarity NPC256902
0.77 Intermediate Similarity NPC118193
0.77 Intermediate Similarity NPC471342
0.77 Intermediate Similarity NPC16265
0.77 Intermediate Similarity NPC469866
0.7699 Intermediate Similarity NPC474333
0.7699 Intermediate Similarity NPC476711
0.7699 Intermediate Similarity NPC476710
0.7692 Intermediate Similarity NPC40812
0.7692 Intermediate Similarity NPC472851
0.7692 Intermediate Similarity NPC134454
0.7692 Intermediate Similarity NPC17326
0.7692 Intermediate Similarity NPC474395
0.7692 Intermediate Similarity NPC472399
0.7692 Intermediate Similarity NPC53844
0.7685 Intermediate Similarity NPC478208
0.7685 Intermediate Similarity NPC179891
0.7685 Intermediate Similarity NPC111952
0.7685 Intermediate Similarity NPC127609
0.7685 Intermediate Similarity NPC1679
0.7679 Intermediate Similarity NPC311592
0.7679 Intermediate Similarity NPC75167
0.7679 Intermediate Similarity NPC474271
0.7679 Intermediate Similarity NPC472757
0.7679 Intermediate Similarity NPC25909
0.7679 Intermediate Similarity NPC46269
0.7679 Intermediate Similarity NPC471204
0.7679 Intermediate Similarity NPC106395
0.7679 Intermediate Similarity NPC478212
0.767 Intermediate Similarity NPC272050
0.767 Intermediate Similarity NPC304886
0.767 Intermediate Similarity NPC476720
0.7664 Intermediate Similarity NPC127933
0.7664 Intermediate Similarity NPC7644
0.7664 Intermediate Similarity NPC95899
0.7664 Intermediate Similarity NPC159533

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC478156 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
0.8 Intermediate Similarity NPD5779 Approved
0.8 Intermediate Similarity NPD5778 Approved
0.7723 Intermediate Similarity NPD7983 Approved
0.7549 Intermediate Similarity NPD6411 Approved
0.7547 Intermediate Similarity NPD7639 Approved
0.7547 Intermediate Similarity NPD7640 Approved
0.7545 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7453 Intermediate Similarity NPD7638 Approved
0.7411 Intermediate Similarity NPD6371 Approved
0.7383 Intermediate Similarity NPD6648 Approved
0.7379 Intermediate Similarity NPD7637 Suspended
0.7353 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7353 Intermediate Similarity NPD6101 Approved
0.7333 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7315 Intermediate Similarity NPD5344 Discontinued
0.729 Intermediate Similarity NPD4225 Approved
0.7264 Intermediate Similarity NPD7839 Suspended
0.7227 Intermediate Similarity NPD8513 Phase 3
0.7227 Intermediate Similarity NPD8516 Approved
0.7227 Intermediate Similarity NPD8515 Approved
0.7227 Intermediate Similarity NPD8517 Approved
0.7179 Intermediate Similarity NPD7115 Discovery
0.7168 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD6698 Approved
0.7115 Intermediate Similarity NPD46 Approved
0.708 Intermediate Similarity NPD6686 Approved
0.6991 Remote Similarity NPD7899 Clinical (unspecified phase)
0.696 Remote Similarity NPD7319 Approved
0.6957 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6952 Remote Similarity NPD7838 Discovery
0.6952 Remote Similarity NPD5785 Approved
0.6937 Remote Similarity NPD7632 Discontinued
0.6935 Remote Similarity NPD8074 Phase 3
0.693 Remote Similarity NPD6881 Approved
0.693 Remote Similarity NPD6899 Approved
0.6903 Remote Similarity NPD7128 Approved
0.6903 Remote Similarity NPD5739 Approved
0.6903 Remote Similarity NPD6675 Approved
0.6903 Remote Similarity NPD6402 Approved
0.686 Remote Similarity NPD6319 Approved
0.6855 Remote Similarity NPD7507 Approved
0.6842 Remote Similarity NPD5697 Approved
0.6838 Remote Similarity NPD6053 Discontinued
0.6818 Remote Similarity NPD8029 Clinical (unspecified phase)
0.681 Remote Similarity NPD6883 Approved
0.681 Remote Similarity NPD7290 Approved
0.681 Remote Similarity NPD7102 Approved
0.6804 Remote Similarity NPD8039 Approved
0.6803 Remote Similarity NPD6921 Approved
0.6783 Remote Similarity NPD7320 Approved
0.6774 Remote Similarity NPD7492 Approved
0.6768 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6765 Remote Similarity NPD7154 Phase 3
0.6759 Remote Similarity NPD5282 Discontinued
0.6759 Remote Similarity NPD7748 Approved
0.6752 Remote Similarity NPD6617 Approved
0.6752 Remote Similarity NPD6869 Approved
0.6752 Remote Similarity NPD6649 Approved
0.6752 Remote Similarity NPD6847 Approved
0.6752 Remote Similarity NPD6650 Approved
0.6752 Remote Similarity NPD8130 Phase 1
0.6731 Remote Similarity NPD5786 Approved
0.6729 Remote Similarity NPD7515 Phase 2
0.6727 Remote Similarity NPD7902 Approved
0.6724 Remote Similarity NPD6014 Approved
0.6724 Remote Similarity NPD6373 Approved
0.6724 Remote Similarity NPD6372 Approved
0.6724 Remote Similarity NPD6013 Approved
0.6724 Remote Similarity NPD6012 Approved
0.6721 Remote Similarity NPD6054 Approved
0.672 Remote Similarity NPD6616 Approved
0.672 Remote Similarity NPD8273 Phase 1
0.6699 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6696 Remote Similarity NPD5701 Approved
0.6696 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6695 Remote Similarity NPD6882 Approved
0.6695 Remote Similarity NPD8297 Approved
0.6667 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6399 Phase 3
0.6667 Remote Similarity NPD4250 Approved
0.6667 Remote Similarity NPD6435 Approved
0.6667 Remote Similarity NPD7078 Approved
0.6667 Remote Similarity NPD4270 Approved
0.6667 Remote Similarity NPD4251 Approved
0.6667 Remote Similarity NPD4269 Approved
0.6639 Remote Similarity NPD4632 Approved
0.6638 Remote Similarity NPD6011 Approved
0.6637 Remote Similarity NPD5211 Phase 2
0.6635 Remote Similarity NPD1694 Approved
0.6634 Remote Similarity NPD4819 Approved
0.6634 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6634 Remote Similarity NPD4821 Approved
0.6634 Remote Similarity NPD4820 Approved
0.6634 Remote Similarity NPD4822 Approved
0.6614 Remote Similarity NPD7736 Approved
0.6613 Remote Similarity NPD6370 Approved
0.661 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6602 Remote Similarity NPD5362 Discontinued
0.6602 Remote Similarity NPD6695 Phase 3
0.6585 Remote Similarity NPD6059 Approved
0.6571 Remote Similarity NPD4249 Approved
0.6569 Remote Similarity NPD5369 Approved
0.656 Remote Similarity NPD8328 Phase 3
0.6557 Remote Similarity NPD7328 Approved
0.6557 Remote Similarity NPD7327 Approved
0.6542 Remote Similarity NPD1695 Approved
0.6535 Remote Similarity NPD8293 Discontinued
0.6532 Remote Similarity NPD7503 Approved
0.6532 Remote Similarity NPD6016 Approved
0.6532 Remote Similarity NPD6015 Approved
0.6525 Remote Similarity NPD4634 Approved
0.6522 Remote Similarity NPD5141 Approved
0.6505 Remote Similarity NPD5209 Approved
0.6504 Remote Similarity NPD7516 Approved
0.65 Remote Similarity NPD8133 Approved
0.648 Remote Similarity NPD5988 Approved
0.6476 Remote Similarity NPD5363 Approved
0.6475 Remote Similarity NPD6009 Approved
0.6475 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6471 Remote Similarity NPD5368 Approved
0.6471 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6471 Remote Similarity NPD4252 Approved
0.6466 Remote Similarity NPD6008 Approved
0.646 Remote Similarity NPD4696 Approved
0.646 Remote Similarity NPD5285 Approved
0.646 Remote Similarity NPD5286 Approved
0.6455 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6455 Remote Similarity NPD7900 Approved
0.6441 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6436 Remote Similarity NPD4268 Approved
0.6436 Remote Similarity NPD4271 Approved
0.6429 Remote Similarity NPD7604 Phase 2
0.6429 Remote Similarity NPD6083 Phase 2
0.6429 Remote Similarity NPD6084 Phase 2
0.6429 Remote Similarity NPD4755 Approved
0.6422 Remote Similarity NPD8035 Phase 2
0.6422 Remote Similarity NPD8034 Phase 2
0.6422 Remote Similarity NPD6079 Approved
0.64 Remote Similarity NPD5983 Phase 2
0.6389 Remote Similarity NPD5328 Approved
0.6371 Remote Similarity NPD7100 Approved
0.6371 Remote Similarity NPD7101 Approved
0.6355 Remote Similarity NPD7750 Discontinued
0.6355 Remote Similarity NPD3573 Approved
0.6355 Remote Similarity NPD7524 Approved
0.6348 Remote Similarity NPD4633 Approved
0.6348 Remote Similarity NPD5224 Approved
0.6348 Remote Similarity NPD5225 Approved
0.6348 Remote Similarity NPD5226 Approved
0.6328 Remote Similarity NPD8451 Approved
0.6328 Remote Similarity NPD6336 Discontinued
0.6325 Remote Similarity NPD5048 Discontinued
0.6321 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6321 Remote Similarity NPD7520 Clinical (unspecified phase)
0.632 Remote Similarity NPD8294 Approved
0.632 Remote Similarity NPD8377 Approved
0.6316 Remote Similarity NPD4700 Approved
0.6311 Remote Similarity NPD6931 Approved
0.6311 Remote Similarity NPD6930 Phase 2
0.6311 Remote Similarity NPD7332 Phase 2
0.6311 Remote Similarity NPD7514 Phase 3
0.63 Remote Similarity NPD8264 Approved
0.6293 Remote Similarity NPD5174 Approved
0.6293 Remote Similarity NPD5175 Approved
0.629 Remote Similarity NPD6335 Approved
0.6279 Remote Similarity NPD8448 Approved
0.6273 Remote Similarity NPD5281 Approved
0.6273 Remote Similarity NPD5284 Approved
0.6271 Remote Similarity NPD6412 Phase 2
0.627 Remote Similarity NPD8033 Approved
0.627 Remote Similarity NPD8380 Approved
0.627 Remote Similarity NPD8379 Approved
0.627 Remote Similarity NPD8444 Approved
0.627 Remote Similarity NPD8378 Approved
0.627 Remote Similarity NPD8335 Approved
0.627 Remote Similarity NPD8296 Approved
0.6262 Remote Similarity NPD3618 Phase 1
0.6261 Remote Similarity NPD5223 Approved
0.626 Remote Similarity NPD6274 Approved
0.625 Remote Similarity NPD8299 Approved
0.625 Remote Similarity NPD5695 Phase 3
0.625 Remote Similarity NPD8342 Approved
0.625 Remote Similarity NPD4247 Clinical (unspecified phase)
0.625 Remote Similarity NPD8341 Approved
0.625 Remote Similarity NPD8340 Approved
0.6226 Remote Similarity NPD4786 Approved
0.6222 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6216 Remote Similarity NPD4202 Approved
0.6214 Remote Similarity NPD6929 Approved
0.6212 Remote Similarity NPD7260 Phase 2
0.621 Remote Similarity NPD6317 Approved
0.6195 Remote Similarity NPD5221 Approved
0.6195 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6195 Remote Similarity NPD5222 Approved
0.619 Remote Similarity NPD3667 Approved
0.6172 Remote Similarity NPD7830 Approved
0.6172 Remote Similarity NPD7829 Approved
0.6168 Remote Similarity NPD1733 Clinical (unspecified phase)
0.616 Remote Similarity NPD6313 Approved
0.616 Remote Similarity NPD6314 Approved

Structure

External Identifiers

PubChem CID   11718794
ChEMBL   CHEMBL2304260
ZINC  

Physicochemical Properties

Molecular Weight:  424.25
ALogP:  0.2595
MLogP:  3.22
XLogP:  1.609
# Rotatable Bonds:  16
Polar Surface Area:  113.29
# H-Bond Aceptor:  7
# H-Bond Donor:  3
# Rings:  2
# Heavy Atoms:  30

Download Data

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Structure MOL file  
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Similar NPs/Drugs