Natural Product: NPC29821

Natural Product ID:  NPC29821
Common Name:   Inuchinenolide C
IUPAC Name:   [(3aS,5S,5aS,8aR,9S,9aS)-8-acetyloxy-9-hydroxy-5,8a-dimethyl-1-methylidene-2-oxo-4,5,5a,6,7,8,9,9a-octahydro-3aH-azuleno[6,5-b]furan-6-yl] acetate
Synonyms:   Inuchinenolide C
Molecular Formula:   C19H26O7
Standard InCHIKey:  QFJNAUKGMNMIGV-YRBNLPDFSA-N
Standard InCHI:  InChI=1S/C19H26O7/c1-8-6-12-15(9(2)18(23)26-12)17(22)19(5)14(25-11(4)21)7-13(16(8)19)24-10(3)20/h8,12-17,22H,2,6-7H2,1,3-5H3/t8-,12-,13?,14?,15+,16+,17-,19+/m0/s1
Canonical SMILES:  CC(=O)OC1CC([C@@H]2[C@]1(C)[C@@H](O)[C@H]1[C@H](C[C@@H]2C)OC(=O)C1=C)OC(=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
NPO4280 Inula hupehensis Species Asteraceae Eukaryota Aerial parts PMID[21894898]
NPO9124 Inula japonica Species Asteraceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 33470 nM 18271521
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 600 nM 21894898

  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 NPC29821 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 NPC171360
1.0 High Similarity NPC57304
1.0 High Similarity NPC35959
1.0 High Similarity NPC293001
1.0 High Similarity NPC133888
1.0 High Similarity NPC63193
0.9882 High Similarity NPC297474
0.9882 High Similarity NPC35809
0.9882 High Similarity NPC54065
0.9765 High Similarity NPC155935
0.9551 High Similarity NPC18019
0.9551 High Similarity NPC24956
0.9529 High Similarity NPC24728
0.9425 High Similarity NPC216284
0.9419 High Similarity NPC217983
0.9419 High Similarity NPC471149
0.9419 High Similarity NPC207114
0.9412 High Similarity NPC56593
0.9333 High Similarity NPC91771
0.9333 High Similarity NPC142529
0.931 High Similarity NPC283409
0.931 High Similarity NPC215556
0.9222 High Similarity NPC472873
0.9205 High Similarity NPC19087
0.9195 High Similarity NPC79549
0.9186 High Similarity NPC187661
0.9101 High Similarity NPC184063
0.9101 High Similarity NPC155215
0.9091 High Similarity NPC38392
0.9022 High Similarity NPC471150
0.9022 High Similarity NPC311904
0.9011 High Similarity NPC476053
0.9011 High Similarity NPC213698
0.9 High Similarity NPC473234
0.9 High Similarity NPC200237
0.9 High Similarity NPC60386
0.9 High Similarity NPC473263
0.9 High Similarity NPC258216
0.9 High Similarity NPC473273
0.9 High Similarity NPC308656
0.8953 High Similarity NPC224386
0.8953 High Similarity NPC194859
0.8941 High Similarity NPC246076
0.8936 High Similarity NPC171759
0.8901 High Similarity NPC127019
0.8901 High Similarity NPC473331
0.8889 High Similarity NPC286341
0.8889 High Similarity NPC191339
0.8889 High Similarity NPC475925
0.8876 High Similarity NPC472872
0.8851 High Similarity NPC284534
0.8851 High Similarity NPC300082
0.8851 High Similarity NPC204105
0.8837 High Similarity NPC128246
0.8837 High Similarity NPC111409
0.8817 High Similarity NPC161493
0.8804 High Similarity NPC170120
0.8804 High Similarity NPC163228
0.8791 High Similarity NPC153590
0.875 High Similarity NPC304558
0.871 High Similarity NPC213078
0.8667 High Similarity NPC168679
0.8667 High Similarity NPC12872
0.8652 High Similarity NPC118601
0.8652 High Similarity NPC201658
0.8632 High Similarity NPC186861
0.8632 High Similarity NPC471381
0.8621 High Similarity NPC245665
0.8617 High Similarity NPC108475
0.8617 High Similarity NPC170143
0.8617 High Similarity NPC213947
0.8617 High Similarity NPC474313
0.8605 High Similarity NPC126248
0.8602 High Similarity NPC52044
0.8602 High Similarity NPC67584
0.8556 High Similarity NPC178875
0.8539 High Similarity NPC236692
0.8539 High Similarity NPC309757
0.8539 High Similarity NPC64153
0.8526 High Similarity NPC45125
0.8511 High Similarity NPC126156
0.8495 Intermediate Similarity NPC198853
0.8478 Intermediate Similarity NPC133698
0.8478 Intermediate Similarity NPC131209
0.8421 Intermediate Similarity NPC181151
0.8409 Intermediate Similarity NPC54468
0.8387 Intermediate Similarity NPC472874
0.8384 Intermediate Similarity NPC54737
0.8351 Intermediate Similarity NPC150923
0.8333 Intermediate Similarity NPC67493
0.8333 Intermediate Similarity NPC49833
0.8333 Intermediate Similarity NPC249171
0.8333 Intermediate Similarity NPC470242
0.8333 Intermediate Similarity NPC221615
0.8333 Intermediate Similarity NPC238593
0.8298 Intermediate Similarity NPC323008
0.8298 Intermediate Similarity NPC470013
0.8298 Intermediate Similarity NPC262133
0.8298 Intermediate Similarity NPC470010
0.8298 Intermediate Similarity NPC477131
0.8276 Intermediate Similarity NPC156658
0.8276 Intermediate Similarity NPC258965
0.8242 Intermediate Similarity NPC270270
0.8229 Intermediate Similarity NPC236580
0.8229 Intermediate Similarity NPC304445
0.8222 Intermediate Similarity NPC235792
0.8211 Intermediate Similarity NPC304886
0.82 Intermediate Similarity NPC44004
0.8191 Intermediate Similarity NPC475788
0.8182 Intermediate Similarity NPC473148
0.8182 Intermediate Similarity NPC47635
0.8182 Intermediate Similarity NPC221421
0.8172 Intermediate Similarity NPC301969
0.8172 Intermediate Similarity NPC37607
0.8152 Intermediate Similarity NPC224652
0.8152 Intermediate Similarity NPC91248
0.8137 Intermediate Similarity NPC139838
0.8137 Intermediate Similarity NPC59489
0.8132 Intermediate Similarity NPC162071
0.8111 Intermediate Similarity NPC156485
0.8095 Intermediate Similarity NPC471382
0.8081 Intermediate Similarity NPC80144
0.8068 Intermediate Similarity NPC73052
0.8068 Intermediate Similarity NPC293418
0.8068 Intermediate Similarity NPC51507
0.8068 Intermediate Similarity NPC290508
0.8068 Intermediate Similarity NPC6823
0.8061 Intermediate Similarity NPC70865
0.8043 Intermediate Similarity NPC190753
0.8043 Intermediate Similarity NPC186148
0.8041 Intermediate Similarity NPC477949
0.8039 Intermediate Similarity NPC68248
0.8021 Intermediate Similarity NPC167893
0.8021 Intermediate Similarity NPC37408
0.8021 Intermediate Similarity NPC259042
0.8021 Intermediate Similarity NPC157686
0.8 Intermediate Similarity NPC143979
0.8 Intermediate Similarity NPC320537
0.8 Intermediate Similarity NPC135776
0.798 Intermediate Similarity NPC67296
0.798 Intermediate Similarity NPC477950
0.7979 Intermediate Similarity NPC474323
0.7979 Intermediate Similarity NPC206614
0.7957 Intermediate Similarity NPC177629
0.7957 Intermediate Similarity NPC58219
0.7938 Intermediate Similarity NPC476009
0.7938 Intermediate Similarity NPC284518
0.7938 Intermediate Similarity NPC474297
0.7925 Intermediate Similarity NPC471380
0.7921 Intermediate Similarity NPC203659
0.7917 Intermediate Similarity NPC148000
0.7917 Intermediate Similarity NPC225474
0.7917 Intermediate Similarity NPC469596
0.79 Intermediate Similarity NPC86077
0.79 Intermediate Similarity NPC225353
0.7872 Intermediate Similarity NPC92974
0.7872 Intermediate Similarity NPC4986
0.787 Intermediate Similarity NPC161060
0.7857 Intermediate Similarity NPC169205
0.7857 Intermediate Similarity NPC263674
0.7857 Intermediate Similarity NPC261372
0.7857 Intermediate Similarity NPC473963
0.7857 Intermediate Similarity NPC58267
0.7843 Intermediate Similarity NPC243998
0.7835 Intermediate Similarity NPC224689
0.7835 Intermediate Similarity NPC475900
0.7835 Intermediate Similarity NPC469873
0.7835 Intermediate Similarity NPC48803
0.7835 Intermediate Similarity NPC193645
0.7835 Intermediate Similarity NPC90121
0.7835 Intermediate Similarity NPC275960
0.783 Intermediate Similarity NPC273242
0.7822 Intermediate Similarity NPC474775
0.7822 Intermediate Similarity NPC124881
0.7822 Intermediate Similarity NPC110989
0.7789 Intermediate Similarity NPC469368
0.7788 Intermediate Similarity NPC115352
0.7778 Intermediate Similarity NPC36754
0.7778 Intermediate Similarity NPC141191
0.7767 Intermediate Similarity NPC26617
0.7766 Intermediate Similarity NPC202672
0.7757 Intermediate Similarity NPC121816
0.7757 Intermediate Similarity NPC123117
0.7755 Intermediate Similarity NPC93245
0.7755 Intermediate Similarity NPC185553
0.7755 Intermediate Similarity NPC473964
0.7753 Intermediate Similarity NPC19841
0.7742 Intermediate Similarity NPC475019
0.7742 Intermediate Similarity NPC474949
0.7732 Intermediate Similarity NPC24861
0.7727 Intermediate Similarity NPC208223
0.7714 Intermediate Similarity NPC471884
0.7708 Intermediate Similarity NPC12172
0.7708 Intermediate Similarity NPC208886
0.7708 Intermediate Similarity NPC184463
0.7708 Intermediate Similarity NPC221282
0.77 Intermediate Similarity NPC47024
0.7692 Intermediate Similarity NPC89555
0.7692 Intermediate Similarity NPC255082
0.7692 Intermediate Similarity NPC212340

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC29821 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
0.7872 Intermediate Similarity NPD1695 Approved
0.7835 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7767 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7553 Intermediate Similarity NPD4249 Approved
0.7547 Intermediate Similarity NPD6371 Approved
0.7474 Intermediate Similarity NPD4250 Approved
0.7474 Intermediate Similarity NPD4251 Approved
0.7423 Intermediate Similarity NPD5785 Approved
0.7248 Intermediate Similarity NPD6053 Discontinued
0.7128 Intermediate Similarity NPD6435 Approved
0.7097 Intermediate Similarity NPD5790 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD6082 Clinical (unspecified phase)
0.7053 Intermediate Similarity NPD5362 Discontinued
0.6923 Remote Similarity NPD7638 Approved
0.6915 Remote Similarity NPD4820 Approved
0.6915 Remote Similarity NPD4822 Approved
0.6915 Remote Similarity NPD4819 Approved
0.6915 Remote Similarity NPD5368 Approved
0.6915 Remote Similarity NPD4821 Approved
0.6907 Remote Similarity NPD5363 Approved
0.69 Remote Similarity NPD6698 Approved
0.69 Remote Similarity NPD46 Approved
0.6882 Remote Similarity NPD4268 Approved
0.6882 Remote Similarity NPD4271 Approved
0.6875 Remote Similarity NPD7154 Phase 3
0.6863 Remote Similarity NPD5282 Discontinued
0.6857 Remote Similarity NPD7640 Approved
0.6857 Remote Similarity NPD7639 Approved
0.6842 Remote Similarity NPD5369 Approved
0.6771 Remote Similarity NPD4270 Approved
0.6771 Remote Similarity NPD4269 Approved
0.6735 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6727 Remote Similarity NPD6686 Approved
0.6697 Remote Similarity NPD6008 Approved
0.6667 Remote Similarity NPD5786 Approved
0.6604 Remote Similarity NPD4225 Approved
0.6602 Remote Similarity NPD6399 Phase 3
0.6569 Remote Similarity NPD7838 Discovery
0.6562 Remote Similarity NPD4252 Approved
0.6531 Remote Similarity NPD5331 Approved
0.6531 Remote Similarity NPD5332 Approved
0.6526 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6509 Remote Similarity NPD6083 Phase 2
0.6509 Remote Similarity NPD6084 Phase 2
0.6505 Remote Similarity NPD8034 Phase 2
0.6505 Remote Similarity NPD8035 Phase 2
0.6495 Remote Similarity NPD4790 Discontinued
0.6486 Remote Similarity NPD6412 Phase 2
0.6486 Remote Similarity NPD5697 Approved
0.6476 Remote Similarity NPD5695 Phase 3
0.6449 Remote Similarity NPD5696 Approved
0.6435 Remote Similarity NPD8133 Approved
0.6429 Remote Similarity NPD7320 Approved
0.6429 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6429 Remote Similarity NPD6899 Approved
0.6429 Remote Similarity NPD6881 Approved
0.6422 Remote Similarity NPD7632 Discontinued
0.6404 Remote Similarity NPD6649 Approved
0.6404 Remote Similarity NPD6650 Approved
0.64 Remote Similarity NPD1694 Approved
0.6396 Remote Similarity NPD6402 Approved
0.6396 Remote Similarity NPD5739 Approved
0.6396 Remote Similarity NPD6675 Approved
0.6396 Remote Similarity NPD7128 Approved
0.6393 Remote Similarity NPD7507 Approved
0.6373 Remote Similarity NPD6903 Approved
0.6372 Remote Similarity NPD6014 Approved
0.6372 Remote Similarity NPD6373 Approved
0.6372 Remote Similarity NPD6012 Approved
0.6372 Remote Similarity NPD6372 Approved
0.6372 Remote Similarity NPD6013 Approved
0.6364 Remote Similarity NPD4788 Approved
0.6346 Remote Similarity NPD7983 Approved
0.6346 Remote Similarity NPD7637 Suspended
0.6339 Remote Similarity NPD5701 Approved
0.6337 Remote Similarity NPD6684 Approved
0.6337 Remote Similarity NPD5330 Approved
0.6337 Remote Similarity NPD7521 Approved
0.6337 Remote Similarity NPD7334 Approved
0.6337 Remote Similarity NPD7146 Approved
0.6337 Remote Similarity NPD6409 Approved
0.6316 Remote Similarity NPD7102 Approved
0.6316 Remote Similarity NPD7290 Approved
0.6316 Remote Similarity NPD6883 Approved
0.6311 Remote Similarity NPD7492 Approved
0.63 Remote Similarity NPD3665 Phase 1
0.63 Remote Similarity NPD3133 Approved
0.63 Remote Similarity NPD3666 Approved
0.6293 Remote Similarity NPD4632 Approved
0.6286 Remote Similarity NPD5779 Approved
0.6286 Remote Similarity NPD5778 Approved
0.6283 Remote Similarity NPD6011 Approved
0.6279 Remote Similarity NPD3198 Approved
0.6271 Remote Similarity NPD7115 Discovery
0.6261 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6261 Remote Similarity NPD6847 Approved
0.6261 Remote Similarity NPD6869 Approved
0.6261 Remote Similarity NPD8130 Phase 1
0.6261 Remote Similarity NPD6617 Approved
0.626 Remote Similarity NPD6616 Approved
0.625 Remote Similarity NPD6054 Approved
0.625 Remote Similarity NPD6319 Approved
0.624 Remote Similarity NPD7319 Approved
0.6238 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6228 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6214 Remote Similarity NPD7513 Clinical (unspecified phase)
0.621 Remote Similarity NPD7078 Approved
0.6207 Remote Similarity NPD6882 Approved
0.6207 Remote Similarity NPD8297 Approved
0.6198 Remote Similarity NPD6015 Approved
0.6198 Remote Similarity NPD6016 Approved
0.6198 Remote Similarity NPD8033 Approved
0.619 Remote Similarity NPD5693 Phase 1
0.619 Remote Similarity NPD6411 Approved
0.619 Remote Similarity NPD5281 Approved
0.619 Remote Similarity NPD5284 Approved
0.6186 Remote Similarity NPD4238 Approved
0.6186 Remote Similarity NPD4802 Phase 2
0.6174 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6168 Remote Similarity NPD5210 Approved
0.6168 Remote Similarity NPD4629 Approved
0.6168 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6161 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6161 Remote Similarity NPD4057 Clinical (unspecified phase)
0.616 Remote Similarity NPD7736 Approved
0.6154 Remote Similarity NPD4753 Phase 2
0.6148 Remote Similarity NPD5988 Approved
0.6148 Remote Similarity NPD6370 Approved
0.6147 Remote Similarity NPD8029 Clinical (unspecified phase)
0.614 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6139 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6134 Remote Similarity NPD6009 Approved
0.6126 Remote Similarity NPD5211 Phase 2
0.6116 Remote Similarity NPD6059 Approved
0.61 Remote Similarity NPD5209 Approved
0.61 Remote Similarity NPD3667 Approved
0.6095 Remote Similarity NPD5207 Approved
0.6091 Remote Similarity NPD4696 Approved
0.6091 Remote Similarity NPD5285 Approved
0.6091 Remote Similarity NPD5286 Approved
0.6083 Remote Similarity NPD7327 Approved
0.6083 Remote Similarity NPD7328 Approved
0.608 Remote Similarity NPD8293 Discontinued
0.6066 Remote Similarity NPD5983 Phase 2
0.6066 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6055 Remote Similarity NPD4755 Approved
0.6053 Remote Similarity NPD6685 Approved
0.605 Remote Similarity NPD6274 Approved
0.604 Remote Similarity NPD6695 Phase 3
0.6036 Remote Similarity NPD5344 Discontinued
0.6036 Remote Similarity NPD1700 Approved
0.6033 Remote Similarity NPD7516 Approved
0.6019 Remote Similarity NPD3618 Phase 1
0.6018 Remote Similarity NPD5141 Approved
0.6 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6 Remote Similarity NPD6101 Approved
0.5984 Remote Similarity NPD8377 Approved
0.5984 Remote Similarity NPD8294 Approved
0.5983 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5982 Remote Similarity NPD4633 Approved
0.5982 Remote Similarity NPD5224 Approved
0.5982 Remote Similarity NPD5225 Approved
0.5982 Remote Similarity NPD5226 Approved
0.5981 Remote Similarity NPD4202 Approved
0.598 Remote Similarity NPD4786 Approved
0.5969 Remote Similarity NPD6845 Suspended
0.5968 Remote Similarity NPD7604 Phase 2
0.5946 Remote Similarity NPD4700 Approved
0.5938 Remote Similarity NPD6007 Clinical (unspecified phase)
0.5935 Remote Similarity NPD8380 Approved
0.5935 Remote Similarity NPD8378 Approved
0.5935 Remote Similarity NPD8296 Approved
0.5935 Remote Similarity NPD8335 Approved
0.5935 Remote Similarity NPD7503 Approved
0.5935 Remote Similarity NPD8379 Approved
0.5929 Remote Similarity NPD5174 Approved
0.5929 Remote Similarity NPD5175 Approved
0.5926 Remote Similarity NPD6001 Approved
0.5913 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5909 Remote Similarity NPD7902 Approved
0.5905 Remote Similarity NPD6672 Approved
0.5905 Remote Similarity NPD5737 Approved
0.5902 Remote Similarity NPD7100 Approved
0.5902 Remote Similarity NPD7101 Approved
0.5897 Remote Similarity NPD4634 Approved
0.5893 Remote Similarity NPD5223 Approved
0.5891 Remote Similarity NPD7260 Phase 2
0.5876 Remote Similarity NPD3702 Approved
0.5873 Remote Similarity NPD6336 Discontinued
0.5868 Remote Similarity NPD6317 Approved
0.5865 Remote Similarity NPD5279 Phase 3
0.5859 Remote Similarity NPD6118 Approved
0.5859 Remote Similarity NPD6114 Approved
0.5859 Remote Similarity NPD6115 Approved
0.5859 Remote Similarity NPD6697 Approved
0.5849 Remote Similarity NPD6080 Approved
0.5849 Remote Similarity NPD6673 Approved
0.5849 Remote Similarity NPD6051 Approved
0.5849 Remote Similarity NPD6904 Approved
0.584 Remote Similarity NPD6067 Discontinued

Structure

External Identifiers

PubChem CID   44457222
ChEMBL   CHEMBL411908
ZINC  

Physicochemical Properties

Molecular Weight:  366.17
ALogP:  -0.3707
MLogP:  2.78
XLogP:  1.726
# Rotatable Bonds:  9
Polar Surface Area:  99.13
# H-Bond Aceptor:  7
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  26

Download Data

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