Natural Product: NPC216284

Natural Product ID:  NPC216284
Common Name:   2Alpha,4Alpha-Dihydroxy-1Beta-Guai-11(13),10(14)-Dien-12,8Alpha-Olide
IUPAC Name:   (3aS,5aS,6S,8R,8aR,9aR)-6,8-dihydroxy-8-methyl-1,5-dimethylidene-3a,4,5a,6,7,8a,9,9a-octahydroazuleno[6,5-b]furan-2-one
Synonyms:  
Molecular Formula:   C15H20O4
Standard InCHIKey:  RBLYUGWIFLXCPD-CDWXYHGHSA-N
Standard InCHI:  InChI=1S/C15H20O4/c1-7-4-12-9(8(2)14(17)19-12)5-10-13(7)11(16)6-15(10,3)18/h9-13,16,18H,1-2,4-6H2,3H3/t9-,10-,11+,12+,13-,15-/m1/s1
Canonical SMILES:  C=C1C[C@@H]2OC(=O)C(=C)[C@H]2C[C@@H]2[C@@H]1[C@@H](O)C[C@@]2(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
NPO32526 lineariifolia turcz Species NA NA PMID[24044895]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2257 Cell Line MCF-10A Homo sapiens IC50 > 50000 nM Open TG-GATES in vivo data: Biochemistry
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 = 21100 nM 19835393
NPT83 Cell Line MCF7 Homo sapiens IC50 = 13700 nM 17844994

  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 NPC216284 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
0.9881 High Similarity NPC215556
0.9762 High Similarity NPC79549
0.9651 High Similarity NPC155215
0.9545 High Similarity NPC472873
0.954 High Similarity NPC258216
0.9535 High Similarity NPC35809
0.9425 High Similarity NPC29821
0.9425 High Similarity NPC171360
0.9425 High Similarity NPC63193
0.9425 High Similarity NPC35959
0.9425 High Similarity NPC293001
0.9425 High Similarity NPC133888
0.9425 High Similarity NPC57304
0.9419 High Similarity NPC155935
0.9405 High Similarity NPC284534
0.9405 High Similarity NPC204105
0.9405 High Similarity NPC300082
0.931 High Similarity NPC54065
0.931 High Similarity NPC297474
0.9302 High Similarity NPC207114
0.9302 High Similarity NPC217983
0.9294 High Similarity NPC187661
0.9205 High Similarity NPC184063
0.9195 High Similarity NPC472872
0.9167 High Similarity NPC245665
0.9167 High Similarity NPC111409
0.913 High Similarity NPC471381
0.9121 High Similarity NPC471150
0.9121 High Similarity NPC161493
0.9111 High Similarity NPC213698
0.9111 High Similarity NPC170120
0.9111 High Similarity NPC163228
0.9111 High Similarity NPC52044
0.9111 High Similarity NPC476053
0.9091 High Similarity NPC19087
0.908 High Similarity NPC178875
0.907 High Similarity NPC56593
0.9059 High Similarity NPC224386
0.9059 High Similarity NPC194859
0.9022 High Similarity NPC45125
0.9011 High Similarity NPC18019
0.9011 High Similarity NPC213078
0.9011 High Similarity NPC24956
0.9 High Similarity NPC127019
0.8989 High Similarity NPC131209
0.8977 High Similarity NPC38392
0.8966 High Similarity NPC118601
0.8966 High Similarity NPC24728
0.8941 High Similarity NPC128246
0.8925 High Similarity NPC186861
0.8913 High Similarity NPC311904
0.8913 High Similarity NPC181151
0.8901 High Similarity NPC67584
0.8864 High Similarity NPC471149
0.8851 High Similarity NPC236692
0.8851 High Similarity NPC309757
0.8824 High Similarity NPC246076
0.8817 High Similarity NPC221615
0.881 High Similarity NPC258965
0.881 High Similarity NPC156658
0.8804 High Similarity NPC142529
0.8804 High Similarity NPC91771
0.8791 High Similarity NPC262133
0.8791 High Similarity NPC470010
0.8791 High Similarity NPC323008
0.8791 High Similarity NPC470013
0.8791 High Similarity NPC198853
0.8778 High Similarity NPC475925
0.8778 High Similarity NPC133698
0.8764 High Similarity NPC283409
0.875 High Similarity NPC270270
0.871 High Similarity NPC474313
0.8706 High Similarity NPC126248
0.8681 High Similarity NPC200237
0.8681 High Similarity NPC308656
0.8681 High Similarity NPC60386
0.8681 High Similarity NPC153590
0.8681 High Similarity NPC472874
0.8681 High Similarity NPC473263
0.8681 High Similarity NPC473234
0.8681 High Similarity NPC473273
0.8667 High Similarity NPC301969
0.8667 High Similarity NPC37607
0.866 High Similarity NPC54737
0.8652 High Similarity NPC91248
0.8636 High Similarity NPC67493
0.8636 High Similarity NPC304558
0.8636 High Similarity NPC470242
0.8587 High Similarity NPC477131
0.8587 High Similarity NPC473331
0.8539 High Similarity NPC201658
0.8469 Intermediate Similarity NPC44004
0.8444 Intermediate Similarity NPC224652
0.8438 Intermediate Similarity NPC171759
0.8438 Intermediate Similarity NPC150923
0.8427 Intermediate Similarity NPC64153
0.8409 Intermediate Similarity NPC156485
0.84 Intermediate Similarity NPC139838
0.84 Intermediate Similarity NPC59489
0.837 Intermediate Similarity NPC191339
0.837 Intermediate Similarity NPC286341
0.8352 Intermediate Similarity NPC4986
0.8352 Intermediate Similarity NPC168679
0.8352 Intermediate Similarity NPC12872
0.8333 Intermediate Similarity NPC70865
0.8333 Intermediate Similarity NPC190753
0.8316 Intermediate Similarity NPC213947
0.8316 Intermediate Similarity NPC170143
0.8316 Intermediate Similarity NPC108475
0.8315 Intermediate Similarity NPC235792
0.83 Intermediate Similarity NPC68248
0.8298 Intermediate Similarity NPC304886
0.828 Intermediate Similarity NPC475788
0.828 Intermediate Similarity NPC135776
0.8265 Intermediate Similarity NPC124881
0.8229 Intermediate Similarity NPC249171
0.8229 Intermediate Similarity NPC49833
0.8222 Intermediate Similarity NPC162071
0.8218 Intermediate Similarity NPC115352
0.8163 Intermediate Similarity NPC86077
0.8161 Intermediate Similarity NPC51507
0.8132 Intermediate Similarity NPC186148
0.8125 Intermediate Similarity NPC304445
0.8125 Intermediate Similarity NPC236580
0.8105 Intermediate Similarity NPC37408
0.81 Intermediate Similarity NPC243998
0.8095 Intermediate Similarity NPC143979
0.8095 Intermediate Similarity NPC320537
0.8081 Intermediate Similarity NPC473148
0.8077 Intermediate Similarity NPC273242
0.8065 Intermediate Similarity NPC474323
0.8065 Intermediate Similarity NPC246173
0.8065 Intermediate Similarity NPC206614
0.8043 Intermediate Similarity NPC177629
0.8043 Intermediate Similarity NPC58219
0.8021 Intermediate Similarity NPC126156
0.8021 Intermediate Similarity NPC476009
0.8 Intermediate Similarity NPC53011
0.8 Intermediate Similarity NPC37005
0.8 Intermediate Similarity NPC121816
0.8 Intermediate Similarity NPC16887
0.8 Intermediate Similarity NPC154893
0.798 Intermediate Similarity NPC80144
0.7957 Intermediate Similarity NPC32922
0.7957 Intermediate Similarity NPC92974
0.7938 Intermediate Similarity NPC261372
0.7938 Intermediate Similarity NPC58267
0.7938 Intermediate Similarity NPC263674
0.7938 Intermediate Similarity NPC477949
0.7925 Intermediate Similarity NPC255450
0.7925 Intermediate Similarity NPC170692
0.7921 Intermediate Similarity NPC166115
0.7921 Intermediate Similarity NPC223450
0.7917 Intermediate Similarity NPC469873
0.7917 Intermediate Similarity NPC167893
0.7917 Intermediate Similarity NPC475900
0.7917 Intermediate Similarity NPC224689
0.79 Intermediate Similarity NPC221421
0.7889 Intermediate Similarity NPC54468
0.7879 Intermediate Similarity NPC67296
0.7879 Intermediate Similarity NPC477950
0.7865 Intermediate Similarity NPC47635
0.7849 Intermediate Similarity NPC202672
0.7843 Intermediate Similarity NPC148270
0.7843 Intermediate Similarity NPC26617
0.7843 Intermediate Similarity NPC80338
0.7843 Intermediate Similarity NPC197813
0.7835 Intermediate Similarity NPC474297
0.783 Intermediate Similarity NPC471382
0.7826 Intermediate Similarity NPC238593
0.7826 Intermediate Similarity NPC474949
0.7826 Intermediate Similarity NPC475019
0.7816 Intermediate Similarity NPC208223
0.7789 Intermediate Similarity NPC12172
0.7789 Intermediate Similarity NPC475881
0.7789 Intermediate Similarity NPC184463
0.7789 Intermediate Similarity NPC208886
0.7789 Intermediate Similarity NPC70251
0.7778 Intermediate Similarity NPC161060
0.7778 Intermediate Similarity NPC89555
0.7766 Intermediate Similarity NPC212664
0.7753 Intermediate Similarity NPC293418
0.7753 Intermediate Similarity NPC276356
0.7753 Intermediate Similarity NPC6823
0.7753 Intermediate Similarity NPC290508
0.7753 Intermediate Similarity NPC73052
0.7723 Intermediate Similarity NPC475928
0.7717 Intermediate Similarity NPC329749
0.7717 Intermediate Similarity NPC165162
0.7708 Intermediate Similarity NPC475912
0.7708 Intermediate Similarity NPC228451
0.7708 Intermediate Similarity NPC212486
0.7708 Intermediate Similarity NPC81419
0.7708 Intermediate Similarity NPC475838
0.7708 Intermediate Similarity NPC179746
0.7708 Intermediate Similarity NPC125674
0.7692 Intermediate Similarity NPC128429
0.7685 Intermediate Similarity NPC36754
0.7684 Intermediate Similarity NPC475855
0.7684 Intermediate Similarity NPC129419

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC216284 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
0.8352 Intermediate Similarity NPD1695 Approved
0.7843 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7551 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7477 Intermediate Similarity NPD6053 Discontinued
0.7453 Intermediate Similarity NPD6371 Approved
0.7447 Intermediate Similarity NPD4249 Approved
0.7368 Intermediate Similarity NPD4250 Approved
0.7368 Intermediate Similarity NPD4251 Approved
0.7158 Intermediate Similarity NPD6082 Clinical (unspecified phase)
0.7128 Intermediate Similarity NPD5362 Discontinued
0.7021 Intermediate Similarity NPD6435 Approved
0.6989 Remote Similarity NPD4821 Approved
0.6989 Remote Similarity NPD4820 Approved
0.6989 Remote Similarity NPD4822 Approved
0.6989 Remote Similarity NPD4819 Approved
0.6989 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6979 Remote Similarity NPD1733 Clinical (unspecified phase)
0.697 Remote Similarity NPD5785 Approved
0.6915 Remote Similarity NPD5369 Approved
0.6809 Remote Similarity NPD5368 Approved
0.6804 Remote Similarity NPD5363 Approved
0.68 Remote Similarity NPD46 Approved
0.68 Remote Similarity NPD6698 Approved
0.6774 Remote Similarity NPD4271 Approved
0.6774 Remote Similarity NPD4268 Approved
0.6771 Remote Similarity NPD7154 Phase 3
0.6667 Remote Similarity NPD4270 Approved
0.6667 Remote Similarity NPD4269 Approved
0.6606 Remote Similarity NPD6008 Approved
0.6602 Remote Similarity NPD5282 Discontinued
0.6598 Remote Similarity NPD5332 Approved
0.6598 Remote Similarity NPD5331 Approved
0.6566 Remote Similarity NPD5786 Approved
0.6562 Remote Similarity NPD4790 Discontinued
0.6509 Remote Similarity NPD7638 Approved
0.6471 Remote Similarity NPD7838 Discovery
0.6458 Remote Similarity NPD4252 Approved
0.6449 Remote Similarity NPD7640 Approved
0.6449 Remote Similarity NPD7639 Approved
0.6415 Remote Similarity NPD6084 Phase 2
0.6415 Remote Similarity NPD6083 Phase 2
0.6396 Remote Similarity NPD5697 Approved
0.6381 Remote Similarity NPD5695 Phase 3
0.6355 Remote Similarity NPD5696 Approved
0.6348 Remote Similarity NPD8133 Approved
0.6346 Remote Similarity NPD6399 Phase 3
0.6339 Remote Similarity NPD6686 Approved
0.6339 Remote Similarity NPD6881 Approved
0.6339 Remote Similarity NPD6899 Approved
0.6339 Remote Similarity NPD7320 Approved
0.6316 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6316 Remote Similarity NPD6650 Approved
0.6316 Remote Similarity NPD6649 Approved
0.6311 Remote Similarity NPD7507 Approved
0.6306 Remote Similarity NPD6402 Approved
0.6306 Remote Similarity NPD6675 Approved
0.6306 Remote Similarity NPD7128 Approved
0.6306 Remote Similarity NPD5739 Approved
0.6283 Remote Similarity NPD6014 Approved
0.6283 Remote Similarity NPD6372 Approved
0.6283 Remote Similarity NPD6373 Approved
0.6283 Remote Similarity NPD6013 Approved
0.6283 Remote Similarity NPD6012 Approved
0.6263 Remote Similarity NPD4788 Approved
0.625 Remote Similarity NPD7983 Approved
0.625 Remote Similarity NPD5784 Clinical (unspecified phase)
0.625 Remote Similarity NPD5701 Approved
0.625 Remote Similarity NPD8035 Phase 2
0.625 Remote Similarity NPD8034 Phase 2
0.623 Remote Similarity NPD7492 Approved
0.6228 Remote Similarity NPD7102 Approved
0.6228 Remote Similarity NPD7290 Approved
0.6228 Remote Similarity NPD6883 Approved
0.6207 Remote Similarity NPD4632 Approved
0.6204 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6204 Remote Similarity NPD4225 Approved
0.6195 Remote Similarity NPD6011 Approved
0.619 Remote Similarity NPD5779 Approved
0.619 Remote Similarity NPD5778 Approved
0.6186 Remote Similarity NPD7115 Discovery
0.6179 Remote Similarity NPD6616 Approved
0.6174 Remote Similarity NPD8130 Phase 1
0.6174 Remote Similarity NPD6847 Approved
0.6174 Remote Similarity NPD6617 Approved
0.6174 Remote Similarity NPD6869 Approved
0.6167 Remote Similarity NPD6054 Approved
0.6167 Remote Similarity NPD6319 Approved
0.6163 Remote Similarity NPD3198 Approved
0.616 Remote Similarity NPD7319 Approved
0.6139 Remote Similarity NPD1694 Approved
0.6129 Remote Similarity NPD7078 Approved
0.6121 Remote Similarity NPD6882 Approved
0.6121 Remote Similarity NPD8297 Approved
0.6116 Remote Similarity NPD8033 Approved
0.6116 Remote Similarity NPD6015 Approved
0.6116 Remote Similarity NPD6016 Approved
0.6106 Remote Similarity NPD6412 Phase 2
0.6095 Remote Similarity NPD7637 Suspended
0.6095 Remote Similarity NPD5693 Phase 1
0.6095 Remote Similarity NPD5284 Approved
0.6095 Remote Similarity NPD5281 Approved
0.6091 Remote Similarity NPD1700 Approved
0.6091 Remote Similarity NPD5344 Discontinued
0.6082 Remote Similarity NPD4802 Phase 2
0.6082 Remote Similarity NPD4238 Approved
0.608 Remote Similarity NPD7736 Approved
0.6075 Remote Similarity NPD4629 Approved
0.6075 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6075 Remote Similarity NPD5210 Approved
0.6071 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6071 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6066 Remote Similarity NPD6370 Approved
0.6066 Remote Similarity NPD5988 Approved
0.6058 Remote Similarity NPD4753 Phase 2
0.605 Remote Similarity NPD6009 Approved
0.604 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6036 Remote Similarity NPD7632 Discontinued
0.6036 Remote Similarity NPD5211 Phase 2
0.6033 Remote Similarity NPD6059 Approved
0.6 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6 Remote Similarity NPD7327 Approved
0.6 Remote Similarity NPD5207 Approved
0.6 Remote Similarity NPD8293 Discontinued
0.6 Remote Similarity NPD4696 Approved
0.6 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6 Remote Similarity NPD5286 Approved
0.6 Remote Similarity NPD5285 Approved
0.6 Remote Similarity NPD7328 Approved
0.5984 Remote Similarity NPD5983 Phase 2
0.5984 Remote Similarity NPD6291 Clinical (unspecified phase)
0.598 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5966 Remote Similarity NPD6274 Approved
0.5965 Remote Similarity NPD6685 Approved
0.5963 Remote Similarity NPD4755 Approved
0.5962 Remote Similarity NPD6903 Approved
0.595 Remote Similarity NPD7516 Approved
0.5948 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5941 Remote Similarity NPD6695 Phase 3
0.5929 Remote Similarity NPD5141 Approved
0.5922 Remote Similarity NPD7521 Approved
0.5922 Remote Similarity NPD7146 Approved
0.5922 Remote Similarity NPD6409 Approved
0.5922 Remote Similarity NPD5330 Approved
0.5922 Remote Similarity NPD6684 Approved
0.5922 Remote Similarity NPD7334 Approved
0.5913 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5905 Remote Similarity NPD6101 Approved
0.5905 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5902 Remote Similarity NPD8377 Approved
0.5902 Remote Similarity NPD8294 Approved
0.5897 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5893 Remote Similarity NPD4633 Approved
0.5893 Remote Similarity NPD5224 Approved
0.5893 Remote Similarity NPD5225 Approved
0.5893 Remote Similarity NPD5226 Approved
0.5888 Remote Similarity NPD4202 Approved
0.5887 Remote Similarity NPD7604 Phase 2
0.5882 Remote Similarity NPD3666 Approved
0.5882 Remote Similarity NPD3133 Approved
0.5882 Remote Similarity NPD3665 Phase 1
0.5859 Remote Similarity NPD6007 Clinical (unspecified phase)
0.5856 Remote Similarity NPD4700 Approved
0.5856 Remote Similarity NPD6648 Approved
0.5854 Remote Similarity NPD8516 Approved
0.5854 Remote Similarity NPD8380 Approved
0.5854 Remote Similarity NPD8378 Approved
0.5854 Remote Similarity NPD8517 Approved
0.5854 Remote Similarity NPD8379 Approved
0.5854 Remote Similarity NPD8515 Approved
0.5854 Remote Similarity NPD8296 Approved
0.5854 Remote Similarity NPD8335 Approved
0.5854 Remote Similarity NPD7503 Approved
0.5854 Remote Similarity NPD8513 Phase 3
0.5841 Remote Similarity NPD5174 Approved
0.5841 Remote Similarity NPD5175 Approved
0.5833 Remote Similarity NPD6001 Approved
0.582 Remote Similarity NPD7100 Approved
0.582 Remote Similarity NPD7101 Approved
0.5812 Remote Similarity NPD4634 Approved
0.581 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5804 Remote Similarity NPD5223 Approved
0.5794 Remote Similarity NPD6411 Approved
0.5794 Remote Similarity NPD6336 Discontinued
0.5785 Remote Similarity NPD6317 Approved
0.5773 Remote Similarity NPD3702 Approved
0.5755 Remote Similarity NPD6904 Approved
0.5755 Remote Similarity NPD6673 Approved
0.5755 Remote Similarity NPD6080 Approved
0.5755 Remote Similarity NPD6051 Approved
0.5738 Remote Similarity NPD6314 Approved
0.5738 Remote Similarity NPD6335 Approved
0.5738 Remote Similarity NPD6313 Approved
0.5736 Remote Similarity NPD5956 Approved
0.5728 Remote Similarity NPD4786 Approved
0.5727 Remote Similarity NPD7839 Suspended
0.5726 Remote Similarity NPD8266 Approved
0.5726 Remote Similarity NPD8268 Approved
0.5726 Remote Similarity NPD8267 Approved
0.5726 Remote Similarity NPD8269 Approved
0.5714 Remote Similarity NPD7524 Approved

Structure

External Identifiers

PubChem CID   72708556
ChEMBL   CHEMBL2426507
ZINC  

Physicochemical Properties

Molecular Weight:  264.14
ALogP:  -0.2002
MLogP:  2.67
XLogP:  0.377
# Rotatable Bonds:  3
Polar Surface Area:  66.76
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  19

Download Data

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