Natural Product: NPC477949

Natural Product ID:  NPC477949
Common Name:   3-[2-[(1R,2R,3aR,6S,8aR)-6,8a-dihydroxy-1,2,5,5-tetramethyl-4-oxo-2,3,3a,6,7,8-hexahydroazulen-1-yl]ethyl]-2H-furan-5-one
IUPAC Name:   3-[2-[(1R,2R,3aR,6S,8aR)-6,8a-dihydroxy-1,2,5,5-tetramethyl-4-oxo-2,3,3a,6,7,8-hexahydroazulen-1-yl]ethyl]-2H-furan-5-one
Synonyms:  
Molecular Formula:   C20H30O5
Standard InCHIKey:  LEZWSCIWQQGIDL-DMIHOJOZSA-N
Standard InCHI:  InChI=1S/C20H30O5/c1-12-9-14-17(23)18(2,3)15(21)6-8-20(14,24)19(12,4)7-5-13-10-16(22)25-11-13/h10,12,14-15,21,24H,5-9,11H2,1-4H3/t12-,14+,15+,19-,20-/m1/s1
Canonical SMILES:  O=C1OCC(=C1)CC[C@]1(C)[C@H](C)C[C@@H]2[C@]1(O)CC[C@@H](C(C2=O)(C)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
NPO23559 Solidago shortii Species Asteraceae Eukaryota above-ground portion Shaw Nature Reserve (Missouri Botanical Garden) (N 38 28.579, W 90 49.500) 2008-SEP PMID[24922615]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT16 Organism Staphylococcus aureus Staphylococcus aureus GI = 66 % 24922615

  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 NPC477949 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
0.9263 High Similarity NPC477950
0.8936 High Similarity NPC469873
0.8673 High Similarity NPC171759
0.8673 High Similarity NPC475099
0.8557 High Similarity NPC108475
0.8557 High Similarity NPC170143
0.8557 High Similarity NPC213947
0.8542 High Similarity NPC476488
0.8542 High Similarity NPC476487
0.8542 High Similarity NPC37408
0.8454 Intermediate Similarity NPC126156
0.8454 Intermediate Similarity NPC24956
0.8454 Intermediate Similarity NPC18019
0.8387 Intermediate Similarity NPC45957
0.8387 Intermediate Similarity NPC471657
0.8367 Intermediate Similarity NPC161493
0.8351 Intermediate Similarity NPC52044
0.8351 Intermediate Similarity NPC67584
0.8265 Intermediate Similarity NPC91771
0.8265 Intermediate Similarity NPC142529
0.8265 Intermediate Similarity NPC213078
0.8261 Intermediate Similarity NPC154893
0.8261 Intermediate Similarity NPC37005
0.8261 Intermediate Similarity NPC53011
0.8261 Intermediate Similarity NPC16887
0.8247 Intermediate Similarity NPC477131
0.8229 Intermediate Similarity NPC221282
0.8229 Intermediate Similarity NPC475925
0.8211 Intermediate Similarity NPC170775
0.8211 Intermediate Similarity NPC212664
0.82 Intermediate Similarity NPC469872
0.82 Intermediate Similarity NPC469864
0.82 Intermediate Similarity NPC280963
0.819 Intermediate Similarity NPC257240
0.819 Intermediate Similarity NPC179642
0.8182 Intermediate Similarity NPC311904
0.8172 Intermediate Similarity NPC245434
0.8163 Intermediate Similarity NPC213698
0.8155 Intermediate Similarity NPC179891
0.8144 Intermediate Similarity NPC153590
0.8144 Intermediate Similarity NPC308656
0.8144 Intermediate Similarity NPC200237
0.8144 Intermediate Similarity NPC473273
0.8144 Intermediate Similarity NPC60386
0.8144 Intermediate Similarity NPC473234
0.8144 Intermediate Similarity NPC473263
0.8137 Intermediate Similarity NPC110989
0.8125 Intermediate Similarity NPC37607
0.8125 Intermediate Similarity NPC301969
0.8125 Intermediate Similarity NPC54065
0.8125 Intermediate Similarity NPC297474
0.8119 Intermediate Similarity NPC150923
0.81 Intermediate Similarity NPC141191
0.8095 Intermediate Similarity NPC477102
0.8085 Intermediate Similarity NPC474045
0.8085 Intermediate Similarity NPC261253
0.8081 Intermediate Similarity NPC185553
0.8061 Intermediate Similarity NPC323008
0.8061 Intermediate Similarity NPC53685
0.8061 Intermediate Similarity NPC262133
0.8061 Intermediate Similarity NPC198853
0.8061 Intermediate Similarity NPC90453
0.8061 Intermediate Similarity NPC470013
0.8061 Intermediate Similarity NPC127019
0.8061 Intermediate Similarity NPC473331
0.8061 Intermediate Similarity NPC470010
0.8061 Intermediate Similarity NPC167219
0.8058 Intermediate Similarity NPC203659
0.8058 Intermediate Similarity NPC309190
0.8041 Intermediate Similarity NPC35959
0.8041 Intermediate Similarity NPC293001
0.8041 Intermediate Similarity NPC131209
0.8041 Intermediate Similarity NPC133888
0.8041 Intermediate Similarity NPC290651
0.8041 Intermediate Similarity NPC29821
0.8041 Intermediate Similarity NPC171360
0.8041 Intermediate Similarity NPC57304
0.8041 Intermediate Similarity NPC63193
0.8041 Intermediate Similarity NPC184063
0.8041 Intermediate Similarity NPC133698
0.8039 Intermediate Similarity NPC225353
0.8037 Intermediate Similarity NPC76550
0.8037 Intermediate Similarity NPC138757
0.8037 Intermediate Similarity NPC123855
0.8021 Intermediate Similarity NPC215556
0.8021 Intermediate Similarity NPC155935
0.8019 Intermediate Similarity NPC477103
0.8 Intermediate Similarity NPC69385
0.8 Intermediate Similarity NPC169205
0.8 Intermediate Similarity NPC201658
0.8 Intermediate Similarity NPC308191
0.798 Intermediate Similarity NPC170120
0.798 Intermediate Similarity NPC48803
0.798 Intermediate Similarity NPC90121
0.798 Intermediate Similarity NPC193645
0.798 Intermediate Similarity NPC304886
0.798 Intermediate Similarity NPC275960
0.7963 Intermediate Similarity NPC106395
0.7963 Intermediate Similarity NPC46269
0.7959 Intermediate Similarity NPC37816
0.7959 Intermediate Similarity NPC135776
0.7941 Intermediate Similarity NPC116139
0.7938 Intermediate Similarity NPC51486
0.7938 Intermediate Similarity NPC19087
0.7938 Intermediate Similarity NPC35809
0.7938 Intermediate Similarity NPC216284
0.7938 Intermediate Similarity NPC473448
0.7921 Intermediate Similarity NPC244411
0.7921 Intermediate Similarity NPC222011
0.7921 Intermediate Similarity NPC221615
0.7917 Intermediate Similarity NPC91248
0.7917 Intermediate Similarity NPC79549
0.7905 Intermediate Similarity NPC26617
0.7895 Intermediate Similarity NPC144625
0.7895 Intermediate Similarity NPC56593
0.7895 Intermediate Similarity NPC261721
0.7895 Intermediate Similarity NPC64153
0.789 Intermediate Similarity NPC133677
0.789 Intermediate Similarity NPC67290
0.789 Intermediate Similarity NPC138303
0.7885 Intermediate Similarity NPC100487
0.7879 Intermediate Similarity NPC96541
0.7864 Intermediate Similarity NPC86077
0.7864 Intermediate Similarity NPC66110
0.7857 Intermediate Similarity NPC286341
0.7857 Intermediate Similarity NPC472705
0.7857 Intermediate Similarity NPC191339
0.7857 Intermediate Similarity NPC284185
0.785 Intermediate Similarity NPC206595
0.7843 Intermediate Similarity NPC54705
0.7838 Intermediate Similarity NPC475372
0.7835 Intermediate Similarity NPC38392
0.7835 Intermediate Similarity NPC168679
0.7835 Intermediate Similarity NPC232747
0.7835 Intermediate Similarity NPC32922
0.7835 Intermediate Similarity NPC12872
0.7818 Intermediate Similarity NPC469794
0.7818 Intermediate Similarity NPC72772
0.781 Intermediate Similarity NPC243998
0.781 Intermediate Similarity NPC54737
0.7807 Intermediate Similarity NPC129992
0.78 Intermediate Similarity NPC220221
0.78 Intermediate Similarity NPC472873
0.78 Intermediate Similarity NPC163228
0.7789 Intermediate Similarity NPC476628
0.7789 Intermediate Similarity NPC204105
0.7789 Intermediate Similarity NPC261380
0.7789 Intermediate Similarity NPC146850
0.7789 Intermediate Similarity NPC287015
0.7789 Intermediate Similarity NPC300082
0.7789 Intermediate Similarity NPC284534
0.7788 Intermediate Similarity NPC475945
0.7788 Intermediate Similarity NPC475871
0.7788 Intermediate Similarity NPC474775
0.7778 Intermediate Similarity NPC287311
0.7768 Intermediate Similarity NPC312536
0.7767 Intermediate Similarity NPC195192
0.7767 Intermediate Similarity NPC304738
0.7767 Intermediate Similarity NPC472753
0.7767 Intermediate Similarity NPC62670
0.7757 Intermediate Similarity NPC47951
0.7755 Intermediate Similarity NPC77337
0.7755 Intermediate Similarity NPC253144
0.7755 Intermediate Similarity NPC145666
0.7748 Intermediate Similarity NPC475323
0.7748 Intermediate Similarity NPC475305
0.7748 Intermediate Similarity NPC473656
0.7745 Intermediate Similarity NPC470188
0.7745 Intermediate Similarity NPC64742
0.7736 Intermediate Similarity NPC204884
0.7732 Intermediate Similarity NPC217983
0.7732 Intermediate Similarity NPC207114
0.7732 Intermediate Similarity NPC178875
0.7723 Intermediate Similarity NPC9812
0.7714 Intermediate Similarity NPC121099
0.7708 Intermediate Similarity NPC469676
0.7708 Intermediate Similarity NPC67493
0.77 Intermediate Similarity NPC65829
0.77 Intermediate Similarity NPC469632
0.77 Intermediate Similarity NPC298919
0.7699 Intermediate Similarity NPC472004
0.7692 Intermediate Similarity NPC25639
0.7692 Intermediate Similarity NPC472754
0.7692 Intermediate Similarity NPC118405
0.7692 Intermediate Similarity NPC474747
0.7684 Intermediate Similarity NPC290052
0.7684 Intermediate Similarity NPC82297
0.7679 Intermediate Similarity NPC288679
0.7679 Intermediate Similarity NPC475401
0.7677 Intermediate Similarity NPC123177
0.7677 Intermediate Similarity NPC70595
0.7677 Intermediate Similarity NPC177037
0.7677 Intermediate Similarity NPC155215
0.7677 Intermediate Similarity NPC74103
0.7677 Intermediate Similarity NPC150978
0.7677 Intermediate Similarity NPC472814
0.767 Intermediate Similarity NPC474718
0.7664 Intermediate Similarity NPC472825
0.766 Intermediate Similarity NPC133844
0.7653 Intermediate Similarity NPC295312

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477949 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
0.819 Intermediate Similarity NPD6371 Approved
0.8125 Intermediate Similarity NPD5785 Approved
0.798 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7905 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7604 Intermediate Similarity NPD6082 Clinical (unspecified phase)
0.7604 Intermediate Similarity NPD5363 Approved
0.7579 Intermediate Similarity NPD5362 Discontinued
0.7553 Intermediate Similarity NPD5369 Approved
0.7545 Intermediate Similarity NPD6053 Discontinued
0.7475 Intermediate Similarity NPD1695 Approved
0.7474 Intermediate Similarity NPD4269 Approved
0.7474 Intermediate Similarity NPD4270 Approved
0.7419 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7404 Intermediate Similarity NPD7638 Approved
0.7347 Intermediate Similarity NPD5786 Approved
0.7333 Intermediate Similarity NPD7640 Approved
0.7333 Intermediate Similarity NPD7639 Approved
0.7308 Intermediate Similarity NPD6084 Phase 2
0.7308 Intermediate Similarity NPD6083 Phase 2
0.7292 Intermediate Similarity NPD6435 Approved
0.7282 Intermediate Similarity NPD5695 Phase 3
0.7263 Intermediate Similarity NPD4252 Approved
0.719 Intermediate Similarity NPD7319 Approved
0.7184 Intermediate Similarity NPD5282 Discontinued
0.7182 Intermediate Similarity NPD7320 Approved
0.7172 Intermediate Similarity NPD4249 Approved
0.7157 Intermediate Similarity NPD5693 Phase 1
0.7156 Intermediate Similarity NPD7128 Approved
0.7156 Intermediate Similarity NPD5739 Approved
0.7156 Intermediate Similarity NPD6675 Approved
0.7156 Intermediate Similarity NPD6402 Approved
0.7113 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7113 Intermediate Similarity NPD5209 Approved
0.71 Intermediate Similarity NPD4250 Approved
0.71 Intermediate Similarity NPD4251 Approved
0.7091 Intermediate Similarity NPD5697 Approved
0.7091 Intermediate Similarity NPD5701 Approved
0.7083 Intermediate Similarity NPD4822 Approved
0.7083 Intermediate Similarity NPD7507 Approved
0.7083 Intermediate Similarity NPD4821 Approved
0.7083 Intermediate Similarity NPD4819 Approved
0.7083 Intermediate Similarity NPD5368 Approved
0.7083 Intermediate Similarity NPD4820 Approved
0.7083 Intermediate Similarity NPD5790 Clinical (unspecified phase)
0.7075 Intermediate Similarity NPD5696 Approved
0.7059 Intermediate Similarity NPD46 Approved
0.7059 Intermediate Similarity NPD6698 Approved
0.7041 Intermediate Similarity NPD5331 Approved
0.7041 Intermediate Similarity NPD5332 Approved
0.703 Intermediate Similarity NPD6903 Approved
0.7027 Intermediate Similarity NPD6881 Approved
0.7027 Intermediate Similarity NPD6899 Approved
0.7027 Intermediate Similarity NPD6686 Approved
0.7027 Intermediate Similarity NPD6011 Approved
0.701 Intermediate Similarity NPD4790 Discontinued
0.7 Intermediate Similarity NPD7521 Approved
0.7 Intermediate Similarity NPD7146 Approved
0.7 Intermediate Similarity NPD6684 Approved
0.7 Intermediate Similarity NPD5330 Approved
0.7 Intermediate Similarity NPD6008 Approved
0.7 Intermediate Similarity NPD6409 Approved
0.7 Intermediate Similarity NPD7334 Approved
0.699 Remote Similarity NPD5281 Approved
0.699 Remote Similarity NPD7637 Suspended
0.699 Remote Similarity NPD5284 Approved
0.6983 Remote Similarity NPD7115 Discovery
0.697 Remote Similarity NPD3133 Approved
0.697 Remote Similarity NPD3666 Approved
0.697 Remote Similarity NPD3665 Phase 1
0.6964 Remote Similarity NPD6372 Approved
0.6964 Remote Similarity NPD6014 Approved
0.6964 Remote Similarity NPD6013 Approved
0.6964 Remote Similarity NPD6012 Approved
0.6964 Remote Similarity NPD6373 Approved
0.6961 Remote Similarity NPD4753 Phase 2
0.6949 Remote Similarity NPD6319 Approved
0.6923 Remote Similarity NPD6399 Phase 3
0.6923 Remote Similarity NPD4202 Approved
0.6903 Remote Similarity NPD7290 Approved
0.6903 Remote Similarity NPD7102 Approved
0.6903 Remote Similarity NPD6883 Approved
0.6875 Remote Similarity NPD4271 Approved
0.6875 Remote Similarity NPD4268 Approved
0.687 Remote Similarity NPD4632 Approved
0.6869 Remote Similarity NPD7154 Phase 3
0.6863 Remote Similarity NPD7513 Clinical (unspecified phase)
0.686 Remote Similarity NPD7492 Approved
0.6842 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6842 Remote Similarity NPD6650 Approved
0.6842 Remote Similarity NPD6869 Approved
0.6842 Remote Similarity NPD6649 Approved
0.6842 Remote Similarity NPD6847 Approved
0.6842 Remote Similarity NPD8130 Phase 1
0.6842 Remote Similarity NPD6617 Approved
0.6822 Remote Similarity NPD4755 Approved
0.6807 Remote Similarity NPD6059 Approved
0.6807 Remote Similarity NPD6054 Approved
0.6803 Remote Similarity NPD6616 Approved
0.6796 Remote Similarity NPD6080 Approved
0.6796 Remote Similarity NPD6673 Approved
0.6796 Remote Similarity NPD6904 Approved
0.6792 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6786 Remote Similarity NPD6412 Phase 2
0.6783 Remote Similarity NPD6882 Approved
0.6783 Remote Similarity NPD8297 Approved
0.678 Remote Similarity NPD7328 Approved
0.678 Remote Similarity NPD7327 Approved
0.6768 Remote Similarity NPD4223 Phase 3
0.6768 Remote Similarity NPD4221 Approved
0.6762 Remote Similarity NPD5779 Approved
0.6762 Remote Similarity NPD5778 Approved
0.6759 Remote Similarity NPD4225 Approved
0.6754 Remote Similarity NPD4634 Approved
0.675 Remote Similarity NPD6015 Approved
0.675 Remote Similarity NPD6016 Approved
0.6748 Remote Similarity NPD8293 Discontinued
0.6748 Remote Similarity NPD7078 Approved
0.6733 Remote Similarity NPD1694 Approved
0.6731 Remote Similarity NPD5692 Phase 3
0.6731 Remote Similarity NPD5207 Approved
0.6727 Remote Similarity NPD7632 Discontinued
0.6727 Remote Similarity NPD5211 Phase 2
0.6723 Remote Similarity NPD7516 Approved
0.6699 Remote Similarity NPD6672 Approved
0.6699 Remote Similarity NPD5737 Approved
0.6699 Remote Similarity NPD5208 Approved
0.6697 Remote Similarity NPD5286 Approved
0.6697 Remote Similarity NPD5285 Approved
0.6697 Remote Similarity NPD4700 Approved
0.6697 Remote Similarity NPD4696 Approved
0.6695 Remote Similarity NPD6009 Approved
0.6694 Remote Similarity NPD6370 Approved
0.6694 Remote Similarity NPD5988 Approved
0.6694 Remote Similarity NPD7736 Approved
0.6667 Remote Similarity NPD5694 Approved
0.6667 Remote Similarity NPD5279 Phase 3
0.6667 Remote Similarity NPD8377 Approved
0.6667 Remote Similarity NPD7983 Approved
0.6667 Remote Similarity NPD6050 Approved
0.6667 Remote Similarity NPD8294 Approved
0.6667 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6636 Remote Similarity NPD4629 Approved
0.6636 Remote Similarity NPD5210 Approved
0.6636 Remote Similarity NPD5223 Approved
0.6635 Remote Similarity NPD6051 Approved
0.6634 Remote Similarity NPD4197 Approved
0.6612 Remote Similarity NPD8033 Approved
0.6612 Remote Similarity NPD8296 Approved
0.6612 Remote Similarity NPD8379 Approved
0.6612 Remote Similarity NPD8378 Approved
0.6612 Remote Similarity NPD5983 Phase 2
0.6612 Remote Similarity NPD8380 Approved
0.6612 Remote Similarity NPD8335 Approved
0.661 Remote Similarity NPD6274 Approved
0.6607 Remote Similarity NPD5141 Approved
0.6577 Remote Similarity NPD5226 Approved
0.6577 Remote Similarity NPD5225 Approved
0.6577 Remote Similarity NPD4633 Approved
0.6577 Remote Similarity NPD5224 Approved
0.6571 Remote Similarity NPD7838 Discovery
0.6569 Remote Similarity NPD5329 Approved
0.6555 Remote Similarity NPD6317 Approved
0.6542 Remote Similarity NPD6001 Approved
0.6518 Remote Similarity NPD5174 Approved
0.6518 Remote Similarity NPD5175 Approved
0.6518 Remote Similarity NPD4754 Approved
0.6509 Remote Similarity NPD6411 Approved
0.6505 Remote Similarity NPD4690 Approved
0.6505 Remote Similarity NPD5280 Approved
0.6505 Remote Similarity NPD3618 Phase 1
0.6505 Remote Similarity NPD4688 Approved
0.6505 Remote Similarity NPD5690 Phase 2
0.6505 Remote Similarity NPD4689 Approved
0.6505 Remote Similarity NPD5205 Approved
0.6505 Remote Similarity NPD4694 Approved
0.6505 Remote Similarity NPD4138 Approved
0.6505 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6505 Remote Similarity NPD6098 Approved
0.6505 Remote Similarity NPD4693 Phase 3
0.6504 Remote Similarity NPD7604 Phase 2
0.65 Remote Similarity NPD6313 Approved
0.65 Remote Similarity NPD6335 Approved
0.65 Remote Similarity NPD6314 Approved
0.6476 Remote Similarity NPD5328 Approved
0.6475 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6471 Remote Similarity NPD4786 Approved
0.6471 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6466 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6446 Remote Similarity NPD7101 Approved
0.6446 Remote Similarity NPD7100 Approved
0.6436 Remote Similarity NPD3667 Approved
0.6429 Remote Similarity NPD6033 Approved
0.6404 Remote Similarity NPD4768 Approved
0.6404 Remote Similarity NPD4767 Approved
0.64 Remote Similarity NPD6336 Discontinued
0.6389 Remote Similarity NPD7748 Approved
0.6381 Remote Similarity NPD4518 Approved
0.6373 Remote Similarity NPD4788 Approved
0.6373 Remote Similarity NPD6695 Phase 3
0.6364 Remote Similarity NPD7902 Approved

Structure

External Identifiers

PubChem CID   90682203
ChEMBL   CHEMBL3290493
ZINC  

Physicochemical Properties

Molecular Weight:  350.21
ALogP:  -0.1038
MLogP:  3.11
XLogP:  1.143
# Rotatable Bonds:  9
Polar Surface Area:  83.83
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  25

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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