Natural Product: NPC32676

Natural Product ID:  NPC32676
Common Name:   Massarigenin A
IUPAC Name:   (4S,5S,6R,7S,10R)-4,6,7-trihydroxy-10-methyl-3-methylidene-2-oxaspiro[4.5]dec-8-en-1-one
Synonyms:  
Molecular Formula:   C11H14O5
Standard InCHIKey:  VYTPSQHQAWGKGW-SAFKVGCYSA-N
Standard InCHI:  InChI=1S/C11H14O5/c1-5-3-4-7(12)9(14)11(5)8(13)6(2)16-10(11)15/h3-5,7-9,12-14H,2H2,1H3/t5-,7+,8-,9+,11-/m1/s1
Canonical SMILES:  O[C@H]1C=C[C@H]([C@@]2([C@H]1O)C(=O)OC(=C)[C@H]2O)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
NPO32853 massarina tunicata Species Massarinaceae Eukaryota PMID[12542349]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT79 Organism Bacillus subtilis Bacillus subtilis IZ = 11 mm 25497962

  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 NPC32676 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
0.975 High Similarity NPC278283
0.9268 High Similarity NPC478112
0.9167 High Similarity NPC478110
0.8605 High Similarity NPC119740
0.8605 High Similarity NPC150063
0.8023 Intermediate Similarity NPC52923
0.7938 Intermediate Similarity NPC220964
0.7938 Intermediate Similarity NPC475676
0.7835 Intermediate Similarity NPC4620
0.7778 Intermediate Similarity NPC137368
0.7765 Intermediate Similarity NPC475210
0.7738 Intermediate Similarity NPC474278
0.7727 Intermediate Similarity NPC212363
0.7717 Intermediate Similarity NPC9447
0.77 Intermediate Similarity NPC233379
0.77 Intermediate Similarity NPC474664
0.77 Intermediate Similarity NPC14862
0.7692 Intermediate Similarity NPC87306
0.7653 Intermediate Similarity NPC474165
0.7653 Intermediate Similarity NPC69171
0.7624 Intermediate Similarity NPC15218
0.7609 Intermediate Similarity NPC15059
0.7609 Intermediate Similarity NPC473455
0.76 Intermediate Similarity NPC324327
0.76 Intermediate Similarity NPC474421
0.76 Intermediate Similarity NPC72813
0.76 Intermediate Similarity NPC194620
0.76 Intermediate Similarity NPC326994
0.759 Intermediate Similarity NPC474280
0.7576 Intermediate Similarity NPC296950
0.7551 Intermediate Similarity NPC183571
0.7528 Intermediate Similarity NPC219966
0.7525 Intermediate Similarity NPC55972
0.7525 Intermediate Similarity NPC327286
0.7525 Intermediate Similarity NPC169888
0.75 Intermediate Similarity NPC474252
0.75 Intermediate Similarity NPC9303
0.75 Intermediate Similarity NPC16313
0.75 Intermediate Similarity NPC475802
0.7473 Intermediate Similarity NPC473248
0.7473 Intermediate Similarity NPC316629
0.7419 Intermediate Similarity NPC474232
0.74 Intermediate Similarity NPC146731
0.74 Intermediate Similarity NPC203659
0.74 Intermediate Similarity NPC258532
0.7396 Intermediate Similarity NPC477921
0.7391 Intermediate Similarity NPC473715
0.7391 Intermediate Similarity NPC153570
0.7391 Intermediate Similarity NPC476803
0.7386 Intermediate Similarity NPC297440
0.7386 Intermediate Similarity NPC474980
0.7379 Intermediate Similarity NPC115257
0.7379 Intermediate Similarity NPC161816
0.7363 Intermediate Similarity NPC469910
0.7356 Intermediate Similarity NPC99651
0.7356 Intermediate Similarity NPC291260
0.734 Intermediate Similarity NPC473321
0.734 Intermediate Similarity NPC472199
0.73 Intermediate Similarity NPC110989
0.7294 Intermediate Similarity NPC473948
0.7292 Intermediate Similarity NPC471142
0.7292 Intermediate Similarity NPC214694
0.7292 Intermediate Similarity NPC477922
0.7282 Intermediate Similarity NPC475922
0.7263 Intermediate Similarity NPC475912
0.7253 Intermediate Similarity NPC21469
0.7241 Intermediate Similarity NPC11796
0.7241 Intermediate Similarity NPC218817
0.7234 Intermediate Similarity NPC473619
0.7234 Intermediate Similarity NPC313670
0.7212 Intermediate Similarity NPC5103
0.7212 Intermediate Similarity NPC235014
0.7209 Intermediate Similarity NPC474197
0.7204 Intermediate Similarity NPC228415
0.7204 Intermediate Similarity NPC87189
0.7204 Intermediate Similarity NPC309656
0.72 Intermediate Similarity NPC225353
0.7191 Intermediate Similarity NPC52861
0.7188 Intermediate Similarity NPC472198
0.7158 Intermediate Similarity NPC208839
0.7158 Intermediate Similarity NPC472197
0.7158 Intermediate Similarity NPC230623
0.7143 Intermediate Similarity NPC205143
0.7143 Intermediate Similarity NPC474194
0.7143 Intermediate Similarity NPC38569
0.7143 Intermediate Similarity NPC40812
0.7143 Intermediate Similarity NPC17326
0.7143 Intermediate Similarity NPC158756
0.7143 Intermediate Similarity NPC163615
0.7143 Intermediate Similarity NPC134454
0.7129 Intermediate Similarity NPC475871
0.7129 Intermediate Similarity NPC475945
0.7129 Intermediate Similarity NPC159533
0.7128 Intermediate Similarity NPC79027
0.7128 Intermediate Similarity NPC473564
0.7115 Intermediate Similarity NPC42662
0.7113 Intermediate Similarity NPC14961
0.7113 Intermediate Similarity NPC36954
0.7113 Intermediate Similarity NPC270013
0.7111 Intermediate Similarity NPC8161
0.7103 Intermediate Similarity NPC117712
0.71 Intermediate Similarity NPC28304
0.71 Intermediate Similarity NPC469657
0.71 Intermediate Similarity NPC298255
0.71 Intermediate Similarity NPC244456
0.71 Intermediate Similarity NPC308824
0.71 Intermediate Similarity NPC472753
0.7097 Intermediate Similarity NPC23622
0.7097 Intermediate Similarity NPC142583
0.7093 Intermediate Similarity NPC161038
0.7087 Intermediate Similarity NPC230541
0.7083 Intermediate Similarity NPC61201
0.7083 Intermediate Similarity NPC273579
0.7083 Intermediate Similarity NPC288240
0.7083 Intermediate Similarity NPC295204
0.7083 Intermediate Similarity NPC162205
0.7073 Intermediate Similarity NPC25298
0.7071 Intermediate Similarity NPC281608
0.7071 Intermediate Similarity NPC471144
0.7071 Intermediate Similarity NPC159763
0.7071 Intermediate Similarity NPC187761
0.7071 Intermediate Similarity NPC124512
0.7071 Intermediate Similarity NPC475284
0.7071 Intermediate Similarity NPC222303
0.7071 Intermediate Similarity NPC278386
0.7071 Intermediate Similarity NPC83895
0.7065 Intermediate Similarity NPC155873
0.7065 Intermediate Similarity NPC470755
0.7059 Intermediate Similarity NPC474917
0.7059 Intermediate Similarity NPC472756
0.7053 Intermediate Similarity NPC153853
0.7053 Intermediate Similarity NPC475855
0.7053 Intermediate Similarity NPC214844
0.7045 Intermediate Similarity NPC127526
0.7045 Intermediate Similarity NPC475699
0.7045 Intermediate Similarity NPC264391
0.7041 Intermediate Similarity NPC306041
0.7041 Intermediate Similarity NPC11396
0.7041 Intermediate Similarity NPC54731
0.7041 Intermediate Similarity NPC241911
0.7041 Intermediate Similarity NPC21302
0.7041 Intermediate Similarity NPC469369
0.7041 Intermediate Similarity NPC469528
0.7041 Intermediate Similarity NPC473859
0.7037 Intermediate Similarity NPC473722
0.7033 Intermediate Similarity NPC69469
0.7033 Intermediate Similarity NPC116543
0.703 Intermediate Similarity NPC235369
0.703 Intermediate Similarity NPC13171
0.703 Intermediate Similarity NPC195510
0.703 Intermediate Similarity NPC250545
0.703 Intermediate Similarity NPC472754
0.703 Intermediate Similarity NPC261117
0.703 Intermediate Similarity NPC474747
0.703 Intermediate Similarity NPC310804
0.7021 Intermediate Similarity NPC476805
0.7021 Intermediate Similarity NPC475819
0.7019 Intermediate Similarity NPC308191
0.7019 Intermediate Similarity NPC94377
0.7019 Intermediate Similarity NPC264819
0.7011 Intermediate Similarity NPC190400
0.7011 Intermediate Similarity NPC49392
0.7011 Intermediate Similarity NPC68819
0.701 Intermediate Similarity NPC2003
0.701 Intermediate Similarity NPC303942
0.701 Intermediate Similarity NPC474035
0.701 Intermediate Similarity NPC25701
0.701 Intermediate Similarity NPC57405
0.701 Intermediate Similarity NPC81386
0.7009 Intermediate Similarity NPC469463
0.7009 Intermediate Similarity NPC469454
0.7009 Intermediate Similarity NPC469496
0.7 Intermediate Similarity NPC324667
0.7 Intermediate Similarity NPC306344
0.7 Intermediate Similarity NPC475949
0.7 Intermediate Similarity NPC470241
0.7 Intermediate Similarity NPC22149
0.7 Intermediate Similarity NPC255677
0.7 Intermediate Similarity NPC24417
0.7 Intermediate Similarity NPC288876
0.699 Remote Similarity NPC179891
0.6989 Remote Similarity NPC477993
0.6989 Remote Similarity NPC477668
0.6989 Remote Similarity NPC477994
0.6981 Remote Similarity NPC304180
0.6981 Remote Similarity NPC317107
0.6981 Remote Similarity NPC179798
0.6979 Remote Similarity NPC184463
0.6979 Remote Similarity NPC30515
0.6979 Remote Similarity NPC476705
0.6979 Remote Similarity NPC114345
0.6979 Remote Similarity NPC327760
0.6979 Remote Similarity NPC6099
0.6979 Remote Similarity NPC303230
0.6977 Remote Similarity NPC114727
0.6977 Remote Similarity NPC476590
0.6972 Remote Similarity NPC470775
0.6972 Remote Similarity NPC469684
0.6972 Remote Similarity NPC176513
0.697 Remote Similarity NPC266842

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC32676 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
0.7556 Intermediate Similarity NPD4249 Approved
0.7473 Intermediate Similarity NPD4250 Approved
0.7473 Intermediate Similarity NPD4251 Approved
0.734 Intermediate Similarity NPD7983 Approved
0.7158 Intermediate Similarity NPD7637 Suspended
0.7079 Intermediate Similarity NPD5790 Clinical (unspecified phase)
0.7071 Intermediate Similarity NPD4225 Approved
0.7033 Intermediate Similarity NPD6110 Phase 1
0.6907 Remote Similarity NPD5778 Approved
0.6907 Remote Similarity NPD5779 Approved
0.6889 Remote Similarity NPD4252 Approved
0.6887 Remote Similarity NPD6371 Approved
0.6875 Remote Similarity NPD6698 Approved
0.6875 Remote Similarity NPD46 Approved
0.6854 Remote Similarity NPD4271 Approved
0.6854 Remote Similarity NPD4268 Approved
0.6837 Remote Similarity NPD5282 Discontinued
0.6768 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6739 Remote Similarity NPD4269 Approved
0.6739 Remote Similarity NPD4270 Approved
0.6703 Remote Similarity NPD4820 Approved
0.6703 Remote Similarity NPD4821 Approved
0.6703 Remote Similarity NPD4822 Approved
0.6703 Remote Similarity NPD4819 Approved
0.6701 Remote Similarity NPD5785 Approved
0.6667 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7154 Phase 3
0.6632 Remote Similarity NPD5786 Approved
0.6604 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6579 Remote Similarity NPD8513 Phase 3
0.6579 Remote Similarity NPD8516 Approved
0.6579 Remote Similarity NPD8515 Approved
0.6579 Remote Similarity NPD8517 Approved
0.6531 Remote Similarity NPD7838 Discovery
0.6526 Remote Similarity NPD5363 Approved
0.6514 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6465 Remote Similarity NPD6411 Approved
0.6452 Remote Similarity NPD5369 Approved
0.6408 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6389 Remote Similarity NPD6686 Approved
0.6373 Remote Similarity NPD7839 Suspended
0.6372 Remote Similarity NPD7115 Discovery
0.6316 Remote Similarity NPD5362 Discontinued
0.6303 Remote Similarity NPD8074 Phase 3
0.63 Remote Similarity NPD4810 Clinical (unspecified phase)
0.6286 Remote Similarity NPD5344 Discontinued
0.6279 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6273 Remote Similarity NPD6421 Discontinued
0.6263 Remote Similarity NPD5370 Suspended
0.6263 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6263 Remote Similarity NPD6101 Approved
0.6216 Remote Similarity NPD2204 Approved
0.6211 Remote Similarity NPD6435 Approved
0.6211 Remote Similarity NPD5209 Approved
0.619 Remote Similarity NPD7640 Approved
0.619 Remote Similarity NPD7639 Approved
0.6186 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6146 Remote Similarity NPD5332 Approved
0.6146 Remote Similarity NPD5331 Approved
0.6105 Remote Similarity NPD4790 Discontinued
0.6095 Remote Similarity NPD7638 Approved
0.6091 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6082 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6078 Remote Similarity NPD6399 Phase 3
0.6068 Remote Similarity NPD6319 Approved
0.6061 Remote Similarity NPD7524 Approved
0.6036 Remote Similarity NPD4061 Clinical (unspecified phase)
0.602 Remote Similarity NPD6082 Clinical (unspecified phase)
0.602 Remote Similarity NPD1694 Approved
0.6 Remote Similarity NPD5368 Approved
0.6 Remote Similarity NPD6412 Phase 2
0.5952 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5941 Remote Similarity NPD1695 Approved
0.5918 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5905 Remote Similarity NPD4792 Clinical (unspecified phase)
0.5888 Remote Similarity NPD6648 Approved
0.5882 Remote Similarity NPD368 Approved
0.5877 Remote Similarity NPD6053 Discontinued
0.5868 Remote Similarity NPD8341 Approved
0.5868 Remote Similarity NPD7492 Approved
0.5868 Remote Similarity NPD8340 Approved
0.5868 Remote Similarity NPD8299 Approved
0.5868 Remote Similarity NPD8342 Approved
0.5841 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5833 Remote Similarity NPD7514 Phase 3
0.5833 Remote Similarity NPD7332 Phase 2
0.5826 Remote Similarity NPD4632 Approved
0.582 Remote Similarity NPD6616 Approved
0.5816 Remote Similarity NPD6695 Phase 3
0.5812 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5798 Remote Similarity NPD6054 Approved
0.5789 Remote Similarity NPD7145 Approved
0.5785 Remote Similarity NPD8328 Phase 3
0.5773 Remote Similarity NPD6902 Approved
0.5772 Remote Similarity NPD7078 Approved
0.5761 Remote Similarity NPD4732 Discontinued
0.5758 Remote Similarity NPD5766 Clinical (unspecified phase)
0.5752 Remote Similarity NPD8132 Clinical (unspecified phase)
0.575 Remote Similarity NPD8444 Approved
0.575 Remote Similarity NPD6016 Approved
0.575 Remote Similarity NPD6015 Approved
0.575 Remote Similarity NPD7503 Approved
0.5726 Remote Similarity NPD7736 Approved
0.5714 Remote Similarity NPD6109 Phase 1
0.5702 Remote Similarity NPD5988 Approved
0.5702 Remote Similarity NPD6370 Approved
0.5691 Remote Similarity NPD8273 Phase 1
0.5691 Remote Similarity NPD8451 Approved
0.5684 Remote Similarity NPD5776 Phase 2
0.5684 Remote Similarity NPD6925 Approved
0.568 Remote Similarity NPD7319 Approved
0.5667 Remote Similarity NPD6059 Approved
0.5656 Remote Similarity NPD7642 Approved
0.5656 Remote Similarity NPD7830 Approved
0.5656 Remote Similarity NPD7829 Approved
0.5652 Remote Similarity NPD1719 Phase 1
0.5645 Remote Similarity NPD8293 Discontinued
0.5645 Remote Similarity NPD8448 Approved
0.5638 Remote Similarity NPD8039 Approved
0.5638 Remote Similarity NPD8264 Approved
0.5636 Remote Similarity NPD7632 Discontinued
0.5625 Remote Similarity NPD6008 Approved
0.5625 Remote Similarity NPD5048 Discontinued
0.5603 Remote Similarity NPD8297 Approved

Structure

External Identifiers

PubChem CID   637134
ChEMBL   CHEMBL504486
ZINC  

Physicochemical Properties

Molecular Weight:  226.08
ALogP:  -1.1311
MLogP:  2.12
XLogP:  -0.533
# Rotatable Bonds:  4
Polar Surface Area:  86.99
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  2
# Heavy Atoms:  16

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