Natural Product: NPC204105

Natural Product ID:  NPC204105
Common Name:   4,8-Bis-Epi-Inuviscolide
IUPAC Name:   (3aR,5aS,8S,8aR,9aR)-8-hydroxy-8-methyl-1,5-dimethylidene-3a,4,5a,6,7,8a,9,9a-octahydroazuleno[6,5-b]furan-2-one
Synonyms:  
Molecular Formula:   C15H20O3
Standard InCHIKey:  GTYUWNQOOLJZBM-HVNMYJMUSA-N
Standard InCHI:  InChI=1S/C15H20O3/c1-8-6-13-11(9(2)14(16)18-13)7-12-10(8)4-5-15(12,3)17/h10-13,17H,1-2,4-7H2,3H3/t10-,11-,12-,13-,15+/m1/s1
Canonical SMILES:  C=C1C(=O)O[C@H]2[C@@H]1C[C@@H]1[C@@H](C(=C)C2)CC[C@]1(C)O
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
NPO22238 Inula falconeri Species Asteraceae Eukaryota Aerial parts Tibet, China PMID[21924800]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 7300 nM 26034885

  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 NPC204105 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
1.0 High Similarity NPC300082
1.0 High Similarity NPC284534
0.9634 High Similarity NPC79549
0.9518 High Similarity NPC215556
0.95 High Similarity NPC245665
0.9405 High Similarity NPC216284
0.939 High Similarity NPC56593
0.9367 High Similarity NPC156658
0.9367 High Similarity NPC258965
0.9294 High Similarity NPC155215
0.9186 High Similarity NPC258216
0.9176 High Similarity NPC37607
0.9176 High Similarity NPC301969
0.9167 High Similarity NPC91248
0.9167 High Similarity NPC178875
0.9157 High Similarity NPC67493
0.9146 High Similarity NPC194859
0.9146 High Similarity NPC224386
0.9059 High Similarity NPC155935
0.9048 High Similarity NPC270270
0.9048 High Similarity NPC118601
0.8977 High Similarity NPC472873
0.8977 High Similarity NPC163228
0.8953 High Similarity NPC297474
0.8953 High Similarity NPC54065
0.8953 High Similarity NPC35809
0.8941 High Similarity NPC217983
0.8941 High Similarity NPC207114
0.8929 High Similarity NPC187661
0.8902 High Similarity NPC246076
0.8851 High Similarity NPC35959
0.8851 High Similarity NPC184063
0.8851 High Similarity NPC57304
0.8851 High Similarity NPC171360
0.8851 High Similarity NPC63193
0.8851 High Similarity NPC29821
0.8851 High Similarity NPC293001
0.8851 High Similarity NPC133888
0.8837 High Similarity NPC472872
0.8795 High Similarity NPC111409
0.878 High Similarity NPC126248
0.8764 High Similarity NPC52044
0.8764 High Similarity NPC67584
0.8764 High Similarity NPC476053
0.875 High Similarity NPC473263
0.875 High Similarity NPC473273
0.875 High Similarity NPC200237
0.875 High Similarity NPC473234
0.875 High Similarity NPC308656
0.875 High Similarity NPC153590
0.875 High Similarity NPC60386
0.8736 High Similarity NPC19087
0.869 High Similarity NPC156485
0.8681 High Similarity NPC45125
0.8667 High Similarity NPC213078
0.8652 High Similarity NPC127019
0.8652 High Similarity NPC470010
0.8652 High Similarity NPC262133
0.8652 High Similarity NPC323008
0.8652 High Similarity NPC198853
0.8652 High Similarity NPC470013
0.8636 High Similarity NPC131209
0.8636 High Similarity NPC133698
0.8621 High Similarity NPC38392
0.8608 High Similarity NPC143979
0.8608 High Similarity NPC320537
0.8605 High Similarity NPC201658
0.8605 High Similarity NPC24728
0.8588 High Similarity NPC235792
0.8587 High Similarity NPC471381
0.8587 High Similarity NPC186861
0.8571 High Similarity NPC128246
0.8571 High Similarity NPC471150
0.8571 High Similarity NPC181151
0.8571 High Similarity NPC161493
0.8571 High Similarity NPC311904
0.8556 High Similarity NPC170120
0.8556 High Similarity NPC213698
0.8506 High Similarity NPC471149
0.8506 High Similarity NPC224652
0.8488 Intermediate Similarity NPC304558
0.8488 Intermediate Similarity NPC236692
0.8488 Intermediate Similarity NPC64153
0.8488 Intermediate Similarity NPC470242
0.8488 Intermediate Similarity NPC309757
0.8478 Intermediate Similarity NPC221615
0.8462 Intermediate Similarity NPC91771
0.8462 Intermediate Similarity NPC18019
0.8462 Intermediate Similarity NPC142529
0.8462 Intermediate Similarity NPC24956
0.8444 Intermediate Similarity NPC477131
0.8444 Intermediate Similarity NPC473331
0.8427 Intermediate Similarity NPC475925
0.8409 Intermediate Similarity NPC4986
0.8409 Intermediate Similarity NPC283409
0.8391 Intermediate Similarity NPC190753
0.837 Intermediate Similarity NPC108475
0.837 Intermediate Similarity NPC213947
0.837 Intermediate Similarity NPC170143
0.837 Intermediate Similarity NPC474313
0.8333 Intermediate Similarity NPC472874
0.8333 Intermediate Similarity NPC135776
0.8293 Intermediate Similarity NPC208223
0.8222 Intermediate Similarity NPC286341
0.8222 Intermediate Similarity NPC191339
0.8214 Intermediate Similarity NPC293418
0.8214 Intermediate Similarity NPC290508
0.8214 Intermediate Similarity NPC276356
0.8214 Intermediate Similarity NPC6823
0.8214 Intermediate Similarity NPC73052
0.8144 Intermediate Similarity NPC44004
0.8144 Intermediate Similarity NPC54737
0.8118 Intermediate Similarity NPC47635
0.8105 Intermediate Similarity NPC171759
0.8105 Intermediate Similarity NPC150923
0.8101 Intermediate Similarity NPC5714
0.8095 Intermediate Similarity NPC182550
0.8068 Intermediate Similarity NPC162071
0.8 Intermediate Similarity NPC12872
0.8 Intermediate Similarity NPC70865
0.8 Intermediate Similarity NPC69271
0.8 Intermediate Similarity NPC74673
0.8 Intermediate Similarity NPC168679
0.8 Intermediate Similarity NPC32922
0.798 Intermediate Similarity NPC68248
0.7978 Intermediate Similarity NPC186148
0.7957 Intermediate Similarity NPC304886
0.7938 Intermediate Similarity NPC124881
0.7935 Intermediate Similarity NPC475788
0.7931 Intermediate Similarity NPC54468
0.7931 Intermediate Similarity NPC250315
0.79 Intermediate Similarity NPC115352
0.79 Intermediate Similarity NPC139838
0.79 Intermediate Similarity NPC59489
0.7895 Intermediate Similarity NPC49833
0.7895 Intermediate Similarity NPC249171
0.7889 Intermediate Similarity NPC58219
0.7889 Intermediate Similarity NPC177629
0.7882 Intermediate Similarity NPC470244
0.7882 Intermediate Similarity NPC470239
0.7857 Intermediate Similarity NPC53581
0.7857 Intermediate Similarity NPC103987
0.7841 Intermediate Similarity NPC154893
0.7841 Intermediate Similarity NPC16887
0.7841 Intermediate Similarity NPC53011
0.7841 Intermediate Similarity NPC37005
0.7835 Intermediate Similarity NPC86077
0.7802 Intermediate Similarity NPC92974
0.7791 Intermediate Similarity NPC51507
0.7791 Intermediate Similarity NPC476625
0.7789 Intermediate Similarity NPC236580
0.7789 Intermediate Similarity NPC304445
0.7789 Intermediate Similarity NPC477949
0.7778 Intermediate Similarity NPC223450
0.7778 Intermediate Similarity NPC243998
0.7778 Intermediate Similarity NPC160138
0.7766 Intermediate Similarity NPC475900
0.7766 Intermediate Similarity NPC224689
0.7766 Intermediate Similarity NPC167893
0.7755 Intermediate Similarity NPC473148
0.7755 Intermediate Similarity NPC221421
0.7753 Intermediate Similarity NPC329749
0.7717 Intermediate Similarity NPC474323
0.7717 Intermediate Similarity NPC246173
0.7717 Intermediate Similarity NPC206614
0.77 Intermediate Similarity NPC26617
0.7692 Intermediate Similarity NPC202672
0.7684 Intermediate Similarity NPC476009
0.7684 Intermediate Similarity NPC126156
0.7667 Intermediate Similarity NPC474949
0.7667 Intermediate Similarity NPC238593
0.7667 Intermediate Similarity NPC476015
0.7667 Intermediate Similarity NPC475019
0.7667 Intermediate Similarity NPC474762
0.7653 Intermediate Similarity NPC80144
0.764 Intermediate Similarity NPC474780
0.7634 Intermediate Similarity NPC208886
0.7634 Intermediate Similarity NPC12172
0.7609 Intermediate Similarity NPC307411
0.7609 Intermediate Similarity NPC173926
0.7609 Intermediate Similarity NPC116620
0.7609 Intermediate Similarity NPC474951
0.7609 Intermediate Similarity NPC295312
0.7604 Intermediate Similarity NPC261372
0.7604 Intermediate Similarity NPC263674
0.7604 Intermediate Similarity NPC58267
0.76 Intermediate Similarity NPC166115
0.7596 Intermediate Similarity NPC273242
0.7586 Intermediate Similarity NPC474981
0.7586 Intermediate Similarity NPC302426
0.7582 Intermediate Similarity NPC471657
0.7582 Intermediate Similarity NPC45957
0.7579 Intermediate Similarity NPC469873
0.7579 Intermediate Similarity NPC37408
0.7556 Intermediate Similarity NPC245434
0.7556 Intermediate Similarity NPC47958
0.7556 Intermediate Similarity NPC215364
0.7556 Intermediate Similarity NPC149725
0.7556 Intermediate Similarity NPC304509
0.7553 Intermediate Similarity NPC179746

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC204105 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
0.8409 Intermediate Similarity NPD1695 Approved
0.77 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7216 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7174 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD5362 Discontinued
0.7143 Intermediate Similarity NPD6371 Approved
0.7009 Intermediate Similarity NPD6053 Discontinued
0.6989 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6979 Remote Similarity NPD5785 Approved
0.6923 Remote Similarity NPD5369 Approved
0.6915 Remote Similarity NPD4249 Approved
0.6842 Remote Similarity NPD4250 Approved
0.6842 Remote Similarity NPD4251 Approved
0.6809 Remote Similarity NPD5363 Approved
0.6667 Remote Similarity NPD4270 Approved
0.6667 Remote Similarity NPD4269 Approved
0.6604 Remote Similarity NPD6008 Approved
0.6596 Remote Similarity NPD5332 Approved
0.6596 Remote Similarity NPD5331 Approved
0.6562 Remote Similarity NPD5786 Approved
0.6559 Remote Similarity NPD4790 Discontinued
0.6505 Remote Similarity NPD7638 Approved
0.6489 Remote Similarity NPD6435 Approved
0.6465 Remote Similarity NPD6698 Approved
0.6465 Remote Similarity NPD46 Approved
0.6458 Remote Similarity NPD1694 Approved
0.6452 Remote Similarity NPD4822 Approved
0.6452 Remote Similarity NPD4821 Approved
0.6452 Remote Similarity NPD4252 Approved
0.6452 Remote Similarity NPD4819 Approved
0.6452 Remote Similarity NPD4820 Approved
0.6452 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6442 Remote Similarity NPD7640 Approved
0.6442 Remote Similarity NPD7639 Approved
0.6436 Remote Similarity NPD5282 Discontinued
0.6421 Remote Similarity NPD4788 Approved
0.6421 Remote Similarity NPD7154 Phase 3
0.6373 Remote Similarity NPD5695 Phase 3
0.6346 Remote Similarity NPD5696 Approved
0.6341 Remote Similarity NPD3198 Approved
0.6337 Remote Similarity NPD6399 Phase 3
0.63 Remote Similarity NPD5207 Approved
0.6277 Remote Similarity NPD5368 Approved
0.6263 Remote Similarity NPD6903 Approved
0.625 Remote Similarity NPD6083 Phase 2
0.625 Remote Similarity NPD6084 Phase 2
0.6238 Remote Similarity NPD8035 Phase 2
0.6238 Remote Similarity NPD5693 Phase 1
0.6238 Remote Similarity NPD8034 Phase 2
0.6237 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6237 Remote Similarity NPD4271 Approved
0.6237 Remote Similarity NPD4238 Approved
0.6237 Remote Similarity NPD4802 Phase 2
0.6237 Remote Similarity NPD4268 Approved
0.6224 Remote Similarity NPD7334 Approved
0.6224 Remote Similarity NPD6684 Approved
0.6224 Remote Similarity NPD6409 Approved
0.6224 Remote Similarity NPD7146 Approved
0.6224 Remote Similarity NPD5330 Approved
0.6224 Remote Similarity NPD7521 Approved
0.6214 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6146 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6139 Remote Similarity NPD7838 Discovery
0.6122 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6117 Remote Similarity NPD6001 Approved
0.61 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6091 Remote Similarity NPD5697 Approved
0.6087 Remote Similarity NPD3702 Approved
0.6078 Remote Similarity NPD5284 Approved
0.6078 Remote Similarity NPD5281 Approved
0.6053 Remote Similarity NPD4632 Approved
0.6053 Remote Similarity NPD8133 Approved
0.6038 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6038 Remote Similarity NPD4225 Approved
0.6036 Remote Similarity NPD6881 Approved
0.6036 Remote Similarity NPD6686 Approved
0.6036 Remote Similarity NPD6011 Approved
0.6036 Remote Similarity NPD7320 Approved
0.6036 Remote Similarity NPD6899 Approved
0.6034 Remote Similarity NPD7115 Discovery
0.6033 Remote Similarity NPD7507 Approved
0.602 Remote Similarity NPD3666 Approved
0.602 Remote Similarity NPD3133 Approved
0.602 Remote Similarity NPD3665 Phase 1
0.6019 Remote Similarity NPD5778 Approved
0.6019 Remote Similarity NPD5779 Approved
0.6019 Remote Similarity NPD7632 Discontinued
0.6018 Remote Similarity NPD6650 Approved
0.6018 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6018 Remote Similarity NPD6649 Approved
0.6 Remote Similarity NPD6675 Approved
0.6 Remote Similarity NPD5739 Approved
0.6 Remote Similarity NPD7128 Approved
0.6 Remote Similarity NPD6402 Approved
0.5982 Remote Similarity NPD6014 Approved
0.5982 Remote Similarity NPD6372 Approved
0.5982 Remote Similarity NPD6012 Approved
0.5982 Remote Similarity NPD6013 Approved
0.5982 Remote Similarity NPD6373 Approved
0.5979 Remote Similarity NPD4223 Phase 3
0.5979 Remote Similarity NPD4221 Approved
0.595 Remote Similarity NPD7492 Approved
0.5946 Remote Similarity NPD5701 Approved
0.5941 Remote Similarity NPD5208 Approved
0.5929 Remote Similarity NPD7102 Approved
0.5929 Remote Similarity NPD6883 Approved
0.5929 Remote Similarity NPD7290 Approved
0.5922 Remote Similarity NPD7637 Suspended
0.5922 Remote Similarity NPD7983 Approved
0.5905 Remote Similarity NPD4629 Approved
0.5905 Remote Similarity NPD5210 Approved
0.5902 Remote Similarity NPD6616 Approved
0.59 Remote Similarity NPD5690 Phase 2
0.59 Remote Similarity NPD6098 Approved
0.5897 Remote Similarity NPD6009 Approved
0.5887 Remote Similarity NPD7319 Approved
0.5882 Remote Similarity NPD6673 Approved
0.5882 Remote Similarity NPD6051 Approved
0.5882 Remote Similarity NPD6904 Approved
0.5882 Remote Similarity NPD4753 Phase 2
0.5882 Remote Similarity NPD6319 Approved
0.5882 Remote Similarity NPD6080 Approved
0.5882 Remote Similarity NPD6054 Approved
0.5877 Remote Similarity NPD8130 Phase 1
0.5877 Remote Similarity NPD6847 Approved
0.5877 Remote Similarity NPD6869 Approved
0.5877 Remote Similarity NPD6617 Approved
0.5865 Remote Similarity NPD4202 Approved
0.5859 Remote Similarity NPD4197 Approved
0.5859 Remote Similarity NPD4786 Approved
0.5854 Remote Similarity NPD7078 Approved
0.5833 Remote Similarity NPD5983 Phase 2
0.5833 Remote Similarity NPD6015 Approved
0.5833 Remote Similarity NPD6291 Clinical (unspecified phase)
0.5833 Remote Similarity NPD6016 Approved
0.5826 Remote Similarity NPD6882 Approved
0.5826 Remote Similarity NPD8297 Approved
0.5825 Remote Similarity NPD5692 Phase 3
0.5816 Remote Similarity NPD5209 Approved
0.5816 Remote Similarity NPD3667 Approved
0.5806 Remote Similarity NPD7736 Approved
0.5804 Remote Similarity NPD6412 Phase 2
0.58 Remote Similarity NPD5329 Approved
0.5795 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5789 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5785 Remote Similarity NPD5988 Approved
0.5785 Remote Similarity NPD6370 Approved
0.5784 Remote Similarity NPD4518 Approved
0.5784 Remote Similarity NPD6672 Approved
0.5784 Remote Similarity NPD5737 Approved
0.578 Remote Similarity NPD1700 Approved
0.578 Remote Similarity NPD5344 Discontinued
0.5769 Remote Similarity NPD5694 Approved
0.5769 Remote Similarity NPD6050 Approved
0.5758 Remote Similarity NPD6695 Phase 3
0.575 Remote Similarity NPD6059 Approved
0.5743 Remote Similarity NPD4694 Approved
0.5743 Remote Similarity NPD3618 Phase 1
0.5743 Remote Similarity NPD4693 Phase 3
0.5743 Remote Similarity NPD5279 Phase 3
0.5743 Remote Similarity NPD5205 Approved
0.5743 Remote Similarity NPD4688 Approved
0.5743 Remote Similarity NPD4690 Approved
0.5743 Remote Similarity NPD4689 Approved
0.5743 Remote Similarity NPD5280 Approved
0.5743 Remote Similarity NPD4138 Approved
0.5739 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5738 Remote Similarity NPD7604 Phase 2
0.5728 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5728 Remote Similarity NPD6101 Approved
0.5727 Remote Similarity NPD5211 Phase 2
0.5726 Remote Similarity NPD8293 Discontinued
0.5714 Remote Similarity NPD7328 Approved
0.5714 Remote Similarity NPD7327 Approved
0.5702 Remote Similarity NPD8033 Approved
0.5702 Remote Similarity NPD4061 Clinical (unspecified phase)
0.57 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5688 Remote Similarity NPD6648 Approved
0.5688 Remote Similarity NPD5285 Approved
0.5688 Remote Similarity NPD4696 Approved
0.5688 Remote Similarity NPD5286 Approved
0.5678 Remote Similarity NPD6274 Approved
0.5676 Remote Similarity NPD6052 Approved
0.5667 Remote Similarity NPD7516 Approved
0.5648 Remote Similarity NPD4755 Approved
0.5645 Remote Similarity NPD6336 Discontinued
0.5636 Remote Similarity NPD5223 Approved
0.563 Remote Similarity NPD6317 Approved
0.5625 Remote Similarity NPD6845 Suspended
0.5625 Remote Similarity NPD4056 Clinical (unspecified phase)
0.5625 Remote Similarity NPD5141 Approved
0.5625 Remote Similarity NPD4057 Clinical (unspecified phase)
0.562 Remote Similarity NPD8294 Approved
0.562 Remote Similarity NPD8377 Approved
0.5619 Remote Similarity NPD6079 Approved
0.5619 Remote Similarity NPD6411 Approved
0.5614 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5612 Remote Similarity NPD6931 Approved
0.5612 Remote Similarity NPD6930 Phase 2

Structure

External Identifiers

PubChem CID   57398175
ChEMBL   CHEMBL1912052
ZINC  

Physicochemical Properties

Molecular Weight:  248.14
ALogP:  0.5661
MLogP:  2.78
XLogP:  1.407
# Rotatable Bonds:  2
Polar Surface Area:  46.53
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  18

Download Data

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