Natural Product: NPC127019

Natural Product ID:  NPC127019
Common Name:   Inuchinenolide B
IUPAC Name:   [(3aR,6S,8R,8aR,9aR)-8-hydroxy-5,8-dimethyl-1-methylidene-2-oxo-4,6,7,8a,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-6-yl] acetate
Synonyms:   Inuchinenolide B
Molecular Formula:   C17H22O5
Standard InCHIKey:  PHMCCYUSORUPSX-MNLSVMLLSA-N
Standard InCHI:  InChI=1S/C17H22O5/c1-8-5-13-11(9(2)16(19)22-13)6-12-15(8)14(21-10(3)18)7-17(12,4)20/h11-14,20H,2,5-7H2,1,3-4H3/t11-,12-,13-,14+,17-/m1/s1
Canonical SMILES:  CC(=O)O[C@H]1C[C@@]([C@H]2C1=C(C)C[C@@H]1[C@H](C2)C(=C)C(=O)O1)(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
NPO4280 Inula hupehensis Species Asteraceae Eukaryota Aerial parts PMID[21894898]
NPO32526 lineariifolia turcz Species NA NA PMID[24044895]
NPO9124 Inula japonica Species Asteraceae Eukaryota TCMID*

  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 = 9900 nM 21894898
NPT2257 Cell Line MCF-10A Homo sapiens IC50 > 50000 nM 24044895
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 = 25800 nM 24044895
NPT83 Cell Line MCF7 Homo sapiens IC50 = 15500 nM 24044895

  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 NPC127019 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
0.9886 High Similarity NPC213698
0.9775 High Similarity NPC213078
0.9667 High Similarity NPC161493
0.9663 High Similarity NPC170120
0.9663 High Similarity NPC67584
0.9444 High Similarity NPC52044
0.9348 High Similarity NPC221615
0.9213 High Similarity NPC301969
0.9213 High Similarity NPC37607
0.9195 High Similarity NPC67493
0.9149 High Similarity NPC150923
0.908 High Similarity NPC235792
0.9 High Similarity NPC216284
0.8989 High Similarity NPC79549
0.8989 High Similarity NPC224652
0.8966 High Similarity NPC156485
0.8925 High Similarity NPC24956
0.8925 High Similarity NPC18019
0.8913 High Similarity NPC198853
0.8913 High Similarity NPC477131
0.8913 High Similarity NPC470010
0.8913 High Similarity NPC470013
0.8913 High Similarity NPC323008
0.8913 High Similarity NPC262133
0.8901 High Similarity NPC63193
0.8901 High Similarity NPC57304
0.8901 High Similarity NPC29821
0.8901 High Similarity NPC35959
0.8901 High Similarity NPC133698
0.8901 High Similarity NPC155215
0.8901 High Similarity NPC171360
0.8901 High Similarity NPC133888
0.8901 High Similarity NPC293001
0.8889 High Similarity NPC215556
0.8842 High Similarity NPC70865
0.8817 High Similarity NPC476053
0.8817 High Similarity NPC472873
0.8817 High Similarity NPC224689
0.8804 High Similarity NPC258216
0.8791 High Similarity NPC35809
0.8791 High Similarity NPC297474
0.8791 High Similarity NPC54065
0.8778 High Similarity NPC217983
0.8778 High Similarity NPC207114
0.8763 High Similarity NPC124881
0.8696 High Similarity NPC475925
0.8696 High Similarity NPC184063
0.8696 High Similarity NPC131209
0.8681 High Similarity NPC472872
0.8681 High Similarity NPC155935
0.8667 High Similarity NPC24728
0.8652 High Similarity NPC284534
0.8652 High Similarity NPC300082
0.8652 High Similarity NPC204105
0.8632 High Similarity NPC471150
0.8617 High Similarity NPC163228
0.8617 High Similarity NPC304886
0.8602 High Similarity NPC135776
0.8587 High Similarity NPC19087
0.8571 High Similarity NPC471149
0.8571 High Similarity NPC91248
0.8556 High Similarity NPC64153
0.8556 High Similarity NPC187661
0.8523 High Similarity NPC246076
0.8478 Intermediate Similarity NPC283409
0.8478 Intermediate Similarity NPC38392
0.8462 Intermediate Similarity NPC118601
0.8454 Intermediate Similarity NPC186861
0.8438 Intermediate Similarity NPC170143
0.8438 Intermediate Similarity NPC108475
0.8438 Intermediate Similarity NPC213947
0.8427 Intermediate Similarity NPC245665
0.8421 Intermediate Similarity NPC37408
0.8404 Intermediate Similarity NPC308656
0.8404 Intermediate Similarity NPC60386
0.8404 Intermediate Similarity NPC473263
0.8404 Intermediate Similarity NPC473234
0.8404 Intermediate Similarity NPC473273
0.84 Intermediate Similarity NPC54737
0.837 Intermediate Similarity NPC178875
0.8367 Intermediate Similarity NPC171759
0.8352 Intermediate Similarity NPC107787
0.8352 Intermediate Similarity NPC304558
0.8352 Intermediate Similarity NPC56593
0.8351 Intermediate Similarity NPC45125
0.8333 Intermediate Similarity NPC224386
0.8333 Intermediate Similarity NPC91771
0.8333 Intermediate Similarity NPC142529
0.8333 Intermediate Similarity NPC194859
0.8317 Intermediate Similarity NPC26617
0.8316 Intermediate Similarity NPC474338
0.8315 Intermediate Similarity NPC89555
0.83 Intermediate Similarity NPC100487
0.8283 Intermediate Similarity NPC86077
0.828 Intermediate Similarity NPC32922
0.828 Intermediate Similarity NPC4986
0.8265 Intermediate Similarity NPC471381
0.8261 Intermediate Similarity NPC160138
0.8247 Intermediate Similarity NPC474313
0.8247 Intermediate Similarity NPC181151
0.8247 Intermediate Similarity NPC311904
0.8242 Intermediate Similarity NPC165162
0.8242 Intermediate Similarity NPC78089
0.8229 Intermediate Similarity NPC469873
0.8222 Intermediate Similarity NPC111409
0.8222 Intermediate Similarity NPC128246
0.8222 Intermediate Similarity NPC250315
0.8218 Intermediate Similarity NPC223450
0.8218 Intermediate Similarity NPC243998
0.8211 Intermediate Similarity NPC476300
0.8211 Intermediate Similarity NPC153590
0.8211 Intermediate Similarity NPC475838
0.8211 Intermediate Similarity NPC125674
0.8211 Intermediate Similarity NPC472874
0.8211 Intermediate Similarity NPC81419
0.8211 Intermediate Similarity NPC475912
0.8211 Intermediate Similarity NPC228451
0.8211 Intermediate Similarity NPC179746
0.8202 Intermediate Similarity NPC281949
0.8202 Intermediate Similarity NPC25684
0.8202 Intermediate Similarity NPC301477
0.8191 Intermediate Similarity NPC475855
0.8191 Intermediate Similarity NPC144133
0.8191 Intermediate Similarity NPC51004
0.8191 Intermediate Similarity NPC129419
0.8191 Intermediate Similarity NPC179394
0.8182 Intermediate Similarity NPC182550
0.8172 Intermediate Similarity NPC202672
0.8155 Intermediate Similarity NPC139838
0.8155 Intermediate Similarity NPC59489
0.8152 Intermediate Similarity NPC50637
0.8152 Intermediate Similarity NPC162071
0.8132 Intermediate Similarity NPC154893
0.8132 Intermediate Similarity NPC16887
0.8132 Intermediate Similarity NPC53011
0.8132 Intermediate Similarity NPC37005
0.8132 Intermediate Similarity NPC115786
0.8131 Intermediate Similarity NPC36754
0.8125 Intermediate Similarity NPC474247
0.8105 Intermediate Similarity NPC208886
0.8105 Intermediate Similarity NPC286341
0.8105 Intermediate Similarity NPC191339
0.8105 Intermediate Similarity NPC30515
0.8105 Intermediate Similarity NPC184463
0.8105 Intermediate Similarity NPC12172
0.809 Intermediate Similarity NPC258965
0.809 Intermediate Similarity NPC156658
0.8085 Intermediate Similarity NPC212664
0.8085 Intermediate Similarity NPC295312
0.8085 Intermediate Similarity NPC307411
0.8085 Intermediate Similarity NPC268298
0.8081 Intermediate Similarity NPC280963
0.8065 Intermediate Similarity NPC201658
0.8065 Intermediate Similarity NPC270270
0.8061 Intermediate Similarity NPC477949
0.8058 Intermediate Similarity NPC117604
0.8056 Intermediate Similarity NPC161060
0.8043 Intermediate Similarity NPC255307
0.8043 Intermediate Similarity NPC215364
0.8041 Intermediate Similarity NPC14961
0.8041 Intermediate Similarity NPC270013
0.8041 Intermediate Similarity NPC36954
0.8039 Intermediate Similarity NPC166115
0.8039 Intermediate Similarity NPC190867
0.8022 Intermediate Similarity NPC318468
0.8021 Intermediate Similarity NPC212486
0.8021 Intermediate Similarity NPC200237
0.802 Intermediate Similarity NPC474775
0.8 Intermediate Similarity NPC126248
0.8 Intermediate Similarity NPC141810
0.8 Intermediate Similarity NPC477950
0.798 Intermediate Similarity NPC187268
0.7978 Intermediate Similarity NPC470244
0.7978 Intermediate Similarity NPC470239
0.7959 Intermediate Similarity NPC279621
0.7959 Intermediate Similarity NPC476315
0.7959 Intermediate Similarity NPC126156
0.7959 Intermediate Similarity NPC230800
0.7957 Intermediate Similarity NPC284902
0.7957 Intermediate Similarity NPC470242
0.7957 Intermediate Similarity NPC309757
0.7957 Intermediate Similarity NPC305475
0.7957 Intermediate Similarity NPC236692
0.7957 Intermediate Similarity NPC475461
0.7955 Intermediate Similarity NPC476794
0.7955 Intermediate Similarity NPC470240
0.7938 Intermediate Similarity NPC474035
0.7938 Intermediate Similarity NPC81386
0.7938 Intermediate Similarity NPC473331
0.7935 Intermediate Similarity NPC472958
0.7935 Intermediate Similarity NPC114979
0.7935 Intermediate Similarity NPC472957
0.7935 Intermediate Similarity NPC476804
0.7935 Intermediate Similarity NPC191476
0.7935 Intermediate Similarity NPC165287
0.7917 Intermediate Similarity NPC221282
0.7895 Intermediate Similarity NPC166919
0.7895 Intermediate Similarity NPC473564
0.7879 Intermediate Similarity NPC471462
0.7872 Intermediate Similarity NPC475703

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC127019 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
0.8317 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.828 Intermediate Similarity NPD1695 Approved
0.7957 Intermediate Similarity NPD4249 Approved
0.7872 Intermediate Similarity NPD4250 Approved
0.7872 Intermediate Similarity NPD4251 Approved
0.7757 Intermediate Similarity NPD6053 Discontinued
0.7736 Intermediate Similarity NPD6371 Approved
0.75 Intermediate Similarity NPD4822 Approved
0.75 Intermediate Similarity NPD4820 Approved
0.75 Intermediate Similarity NPD5790 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD4819 Approved
0.75 Intermediate Similarity NPD4821 Approved
0.7474 Intermediate Similarity NPD6082 Clinical (unspecified phase)
0.7449 Intermediate Similarity NPD5785 Approved
0.7447 Intermediate Similarity NPD5362 Discontinued
0.734 Intermediate Similarity NPD6435 Approved
0.7292 Intermediate Similarity NPD5363 Approved
0.7292 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.7283 Intermediate Similarity NPD4268 Approved
0.7283 Intermediate Similarity NPD4271 Approved
0.7273 Intermediate Similarity NPD6698 Approved
0.7273 Intermediate Similarity NPD46 Approved
0.7263 Intermediate Similarity NPD7154 Phase 3
0.7234 Intermediate Similarity NPD5369 Approved
0.7158 Intermediate Similarity NPD4270 Approved
0.7158 Intermediate Similarity NPD4269 Approved
0.7128 Intermediate Similarity NPD5368 Approved
0.7059 Intermediate Similarity NPD5282 Discontinued
0.7041 Intermediate Similarity NPD5786 Approved
0.6952 Remote Similarity NPD7638 Approved
0.6947 Remote Similarity NPD4252 Approved
0.6931 Remote Similarity NPD7838 Discovery
0.6907 Remote Similarity NPD5332 Approved
0.6907 Remote Similarity NPD5331 Approved
0.6887 Remote Similarity NPD7640 Approved
0.6887 Remote Similarity NPD7639 Approved
0.6881 Remote Similarity NPD6008 Approved
0.6875 Remote Similarity NPD4790 Discontinued
0.6757 Remote Similarity NPD6686 Approved
0.6726 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6699 Remote Similarity NPD7983 Approved
0.6667 Remote Similarity NPD5695 Phase 3
0.6636 Remote Similarity NPD4225 Approved
0.6636 Remote Similarity NPD5696 Approved
0.6636 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6635 Remote Similarity NPD5778 Approved
0.6635 Remote Similarity NPD6399 Phase 3
0.6635 Remote Similarity NPD5779 Approved
0.6633 Remote Similarity NPD4752 Clinical (unspecified phase)
0.66 Remote Similarity NPD1694 Approved
0.6562 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6557 Remote Similarity NPD7507 Approved
0.6542 Remote Similarity NPD6083 Phase 2
0.6542 Remote Similarity NPD6084 Phase 2
0.6518 Remote Similarity NPD5697 Approved
0.6514 Remote Similarity NPD5344 Discontinued
0.6491 Remote Similarity NPD5955 Clinical (unspecified phase)
0.646 Remote Similarity NPD6881 Approved
0.646 Remote Similarity NPD7320 Approved
0.646 Remote Similarity NPD6899 Approved
0.6455 Remote Similarity NPD7632 Discontinued
0.6441 Remote Similarity NPD7115 Discovery
0.6435 Remote Similarity NPD6650 Approved
0.6435 Remote Similarity NPD6649 Approved
0.6429 Remote Similarity NPD6675 Approved
0.6429 Remote Similarity NPD6402 Approved
0.6429 Remote Similarity NPD5739 Approved
0.6429 Remote Similarity NPD7128 Approved
0.6422 Remote Similarity NPD6648 Approved
0.6408 Remote Similarity NPD6903 Approved
0.6404 Remote Similarity NPD6373 Approved
0.6404 Remote Similarity NPD6012 Approved
0.6404 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6404 Remote Similarity NPD6014 Approved
0.6404 Remote Similarity NPD6013 Approved
0.6404 Remote Similarity NPD6372 Approved
0.64 Remote Similarity NPD7319 Approved
0.6381 Remote Similarity NPD5693 Phase 1
0.6381 Remote Similarity NPD7637 Suspended
0.6381 Remote Similarity NPD5284 Approved
0.6381 Remote Similarity NPD5281 Approved
0.6373 Remote Similarity NPD5330 Approved
0.6373 Remote Similarity NPD7521 Approved
0.6373 Remote Similarity NPD7146 Approved
0.6373 Remote Similarity NPD6684 Approved
0.6373 Remote Similarity NPD7334 Approved
0.6373 Remote Similarity NPD6409 Approved
0.6372 Remote Similarity NPD5701 Approved
0.6372 Remote Similarity NPD6412 Phase 2
0.6364 Remote Similarity NPD8033 Approved
0.6355 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6348 Remote Similarity NPD7290 Approved
0.6348 Remote Similarity NPD7102 Approved
0.6348 Remote Similarity NPD6883 Approved
0.6341 Remote Similarity NPD7492 Approved
0.6325 Remote Similarity NPD4632 Approved
0.6316 Remote Similarity NPD6011 Approved
0.63 Remote Similarity NPD5209 Approved
0.6293 Remote Similarity NPD8130 Phase 1
0.6293 Remote Similarity NPD6847 Approved
0.6293 Remote Similarity NPD6869 Approved
0.6293 Remote Similarity NPD6617 Approved
0.629 Remote Similarity NPD6616 Approved
0.6286 Remote Similarity NPD5207 Approved
0.6281 Remote Similarity NPD6054 Approved
0.6281 Remote Similarity NPD6319 Approved
0.625 Remote Similarity NPD7328 Approved
0.625 Remote Similarity NPD7327 Approved
0.625 Remote Similarity NPD7513 Clinical (unspecified phase)
0.624 Remote Similarity NPD7078 Approved
0.6239 Remote Similarity NPD8297 Approved
0.6239 Remote Similarity NPD6882 Approved
0.623 Remote Similarity NPD8516 Approved
0.623 Remote Similarity NPD8513 Phase 3
0.623 Remote Similarity NPD6015 Approved
0.623 Remote Similarity NPD8517 Approved
0.623 Remote Similarity NPD8515 Approved
0.623 Remote Similarity NPD6016 Approved
0.6228 Remote Similarity NPD6685 Approved
0.6228 Remote Similarity NPD5954 Clinical (unspecified phase)
0.622 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6204 Remote Similarity NPD4629 Approved
0.6204 Remote Similarity NPD5210 Approved
0.6198 Remote Similarity NPD7516 Approved
0.619 Remote Similarity NPD6051 Approved
0.619 Remote Similarity NPD5764 Clinical (unspecified phase)
0.619 Remote Similarity NPD4753 Phase 2
0.619 Remote Similarity NPD7736 Approved
0.619 Remote Similarity NPD6101 Approved
0.6179 Remote Similarity NPD6370 Approved
0.6179 Remote Similarity NPD5988 Approved
0.6176 Remote Similarity NPD3133 Approved
0.6176 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6176 Remote Similarity NPD3665 Phase 1
0.6176 Remote Similarity NPD3666 Approved
0.6167 Remote Similarity NPD6009 Approved
0.6161 Remote Similarity NPD5211 Phase 2
0.6154 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6148 Remote Similarity NPD8294 Approved
0.6148 Remote Similarity NPD6059 Approved
0.6148 Remote Similarity NPD8377 Approved
0.6147 Remote Similarity NPD7839 Suspended
0.6126 Remote Similarity NPD4696 Approved
0.6126 Remote Similarity NPD5285 Approved
0.6126 Remote Similarity NPD5286 Approved
0.6124 Remote Similarity NPD6845 Suspended
0.6111 Remote Similarity NPD6001 Approved
0.6111 Remote Similarity NPD8293 Discontinued
0.6098 Remote Similarity NPD8380 Approved
0.6098 Remote Similarity NPD8296 Approved
0.6098 Remote Similarity NPD5983 Phase 2
0.6098 Remote Similarity NPD8379 Approved
0.6098 Remote Similarity NPD8335 Approved
0.6098 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6098 Remote Similarity NPD8378 Approved
0.6098 Remote Similarity NPD7503 Approved
0.6091 Remote Similarity NPD4755 Approved
0.6083 Remote Similarity NPD6274 Approved
0.6078 Remote Similarity NPD6695 Phase 3
0.6075 Remote Similarity NPD6411 Approved
0.6075 Remote Similarity NPD8035 Phase 2
0.6075 Remote Similarity NPD8034 Phase 2
0.6061 Remote Similarity NPD4802 Phase 2
0.6061 Remote Similarity NPD4238 Approved
0.6053 Remote Similarity NPD5141 Approved
0.605 Remote Similarity NPD8133 Approved
0.6047 Remote Similarity NPD7260 Phase 2
0.6038 Remote Similarity NPD6904 Approved
0.6038 Remote Similarity NPD6673 Approved
0.6038 Remote Similarity NPD6080 Approved
0.6038 Remote Similarity NPD5370 Suspended
0.6019 Remote Similarity NPD4202 Approved
0.6018 Remote Similarity NPD5224 Approved
0.6018 Remote Similarity NPD5225 Approved
0.6018 Remote Similarity NPD5226 Approved
0.6018 Remote Similarity NPD4633 Approved
0.6017 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6 Remote Similarity NPD7604 Phase 2
0.5984 Remote Similarity NPD8074 Phase 3
0.5982 Remote Similarity NPD4700 Approved
0.5981 Remote Similarity NPD5692 Phase 3
0.598 Remote Similarity NPD4221 Approved
0.598 Remote Similarity NPD3667 Approved
0.598 Remote Similarity NPD4223 Phase 3
0.5965 Remote Similarity NPD5765 Approved
0.5965 Remote Similarity NPD5174 Approved
0.5965 Remote Similarity NPD5175 Approved
0.5955 Remote Similarity NPD3198 Approved
0.5946 Remote Similarity NPD7902 Approved
0.5943 Remote Similarity NPD6672 Approved
0.5943 Remote Similarity NPD5737 Approved
0.5943 Remote Similarity NPD5208 Approved
0.5935 Remote Similarity NPD7100 Approved
0.5935 Remote Similarity NPD7101 Approved
0.5932 Remote Similarity NPD6420 Discontinued
0.5932 Remote Similarity NPD4634 Approved
0.5929 Remote Similarity NPD5223 Approved
0.5926 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5926 Remote Similarity NPD6050 Approved

Structure

External Identifiers

PubChem CID   57399053
ChEMBL   CHEMBL1911142
ZINC  

Physicochemical Properties

Molecular Weight:  306.15
ALogP:  0.6917
MLogP:  2.78
XLogP:  0.787
# Rotatable Bonds:  6
Polar Surface Area:  72.83
# H-Bond Aceptor:  5
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  22

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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