Natural Product: NPC286341

Natural Product ID:  NPC286341
Common Name:   (1S,2R,5R,6S,7R,8S,10R)-6-Acetoxy-2-Methoxy-4-Oxopseudoguai-11(13)-En-12,8-Olide
IUPAC Name:   [(3aS,5R,5aS,6R,8aR,9S,9aR)-6-methoxy-5,8a-dimethyl-1-methylidene-2,8-dioxo-3a,4,5,5a,6,7,9,9a-octahydroazuleno[6,5-b]furan-9-yl] acetate
Synonyms:  
Molecular Formula:   C18H24O6
Standard InCHIKey:  IVGBVLQEASLHGO-REDUYKFESA-N
Standard InCHI:  InChI=1S/C18H24O6/c1-8-6-11-14(9(2)17(21)24-11)16(23-10(3)19)18(4)13(20)7-12(22-5)15(8)18/h8,11-12,14-16H,2,6-7H2,1,3-5H3/t8-,11+,12-,14-,15-,16+,18-/m1/s1
Canonical SMILES:  CO[C@@H]1CC(=O)[C@@]2([C@@H]1[C@H](C)C[C@H]1[C@H]([C@@H]2OC(=O)C)C(=C)C(=O)O1)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]

  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 = 2200 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 NPC286341 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 NPC191339
0.9551 High Similarity NPC142529
0.9551 High Similarity NPC91771
0.9412 High Similarity NPC238593
0.9302 High Similarity NPC24728
0.9213 High Similarity NPC473263
0.9213 High Similarity NPC473234
0.9213 High Similarity NPC200237
0.9213 High Similarity NPC60386
0.9213 High Similarity NPC473273
0.9213 High Similarity NPC153590
0.9213 High Similarity NPC308656
0.9195 High Similarity NPC471149
0.9186 High Similarity NPC304558
0.914 High Similarity NPC171759
0.9091 High Similarity NPC283409
0.9059 High Similarity NPC54468
0.8989 High Similarity NPC54065
0.8989 High Similarity NPC297474
0.8941 High Similarity NPC246076
0.8901 High Similarity NPC473331
0.8889 High Similarity NPC133888
0.8889 High Similarity NPC57304
0.8889 High Similarity NPC293001
0.8889 High Similarity NPC171360
0.8889 High Similarity NPC35959
0.8889 High Similarity NPC63193
0.8889 High Similarity NPC29821
0.8876 High Similarity NPC168679
0.8876 High Similarity NPC12872
0.8876 High Similarity NPC155935
0.8817 High Similarity NPC213947
0.8817 High Similarity NPC108475
0.8817 High Similarity NPC170143
0.8817 High Similarity NPC311904
0.8804 High Similarity NPC163228
0.8778 High Similarity NPC19087
0.8778 High Similarity NPC35809
0.871 High Similarity NPC126156
0.8706 High Similarity NPC73052
0.8706 High Similarity NPC290508
0.8706 High Similarity NPC6823
0.8706 High Similarity NPC293418
0.8681 High Similarity NPC184063
0.8667 High Similarity NPC38392
0.8667 High Similarity NPC472872
0.8652 High Similarity NPC270270
0.8652 High Similarity NPC118601
0.8652 High Similarity NPC201658
0.8602 High Similarity NPC476053
0.8556 High Similarity NPC79549
0.8556 High Similarity NPC178875
0.8556 High Similarity NPC207114
0.8556 High Similarity NPC217983
0.8539 High Similarity NPC56593
0.8539 High Similarity NPC64153
0.8511 High Similarity NPC18019
0.8511 High Similarity NPC24956
0.8478 Intermediate Similarity NPC74103
0.8478 Intermediate Similarity NPC123177
0.8478 Intermediate Similarity NPC150978
0.8478 Intermediate Similarity NPC70595
0.8462 Intermediate Similarity NPC215556
0.8421 Intermediate Similarity NPC471150
0.8391 Intermediate Similarity NPC47635
0.837 Intermediate Similarity NPC253144
0.837 Intermediate Similarity NPC216284
0.8353 Intermediate Similarity NPC208223
0.8333 Intermediate Similarity NPC187661
0.8333 Intermediate Similarity NPC236692
0.8333 Intermediate Similarity NPC309757
0.828 Intermediate Similarity NPC284185
0.828 Intermediate Similarity NPC155215
0.828 Intermediate Similarity NPC221282
0.8247 Intermediate Similarity NPC186861
0.8229 Intermediate Similarity NPC474313
0.8222 Intermediate Similarity NPC235792
0.8222 Intermediate Similarity NPC284534
0.8222 Intermediate Similarity NPC204105
0.8222 Intermediate Similarity NPC300082
0.8211 Intermediate Similarity NPC475900
0.8211 Intermediate Similarity NPC472873
0.8191 Intermediate Similarity NPC258216
0.8191 Intermediate Similarity NPC472874
0.8152 Intermediate Similarity NPC224652
0.8125 Intermediate Similarity NPC476009
0.8111 Intermediate Similarity NPC224386
0.8111 Intermediate Similarity NPC194859
0.8105 Intermediate Similarity NPC127019
0.81 Intermediate Similarity NPC203659
0.8085 Intermediate Similarity NPC475925
0.8081 Intermediate Similarity NPC225353
0.8061 Intermediate Similarity NPC471381
0.8041 Intermediate Similarity NPC169205
0.8021 Intermediate Similarity NPC193645
0.8021 Intermediate Similarity NPC167893
0.8021 Intermediate Similarity NPC213698
0.8021 Intermediate Similarity NPC275960
0.8021 Intermediate Similarity NPC48803
0.8021 Intermediate Similarity NPC90121
0.8021 Intermediate Similarity NPC67584
0.802 Intermediate Similarity NPC291643
0.8 Intermediate Similarity NPC215294
0.8 Intermediate Similarity NPC128246
0.8 Intermediate Similarity NPC320537
0.8 Intermediate Similarity NPC111409
0.8 Intermediate Similarity NPC143979
0.8 Intermediate Similarity NPC135776
0.8 Intermediate Similarity NPC110989
0.8 Intermediate Similarity NPC245665
0.798 Intermediate Similarity NPC477950
0.798 Intermediate Similarity NPC471767
0.7959 Intermediate Similarity NPC141191
0.7959 Intermediate Similarity NPC54843
0.7959 Intermediate Similarity NPC470188
0.7938 Intermediate Similarity NPC185553
0.7938 Intermediate Similarity NPC213078
0.7935 Intermediate Similarity NPC104961
0.7935 Intermediate Similarity NPC70555
0.7935 Intermediate Similarity NPC70422
0.7935 Intermediate Similarity NPC470242
0.7917 Intermediate Similarity NPC198853
0.79 Intermediate Similarity NPC105725
0.79 Intermediate Similarity NPC250594
0.7895 Intermediate Similarity NPC290651
0.7895 Intermediate Similarity NPC133698
0.7872 Intermediate Similarity NPC4986
0.7865 Intermediate Similarity NPC51507
0.7857 Intermediate Similarity NPC161493
0.7857 Intermediate Similarity NPC477949
0.7849 Intermediate Similarity NPC190753
0.7843 Intermediate Similarity NPC54737
0.7843 Intermediate Similarity NPC44004
0.7835 Intermediate Similarity NPC224689
0.7835 Intermediate Similarity NPC170120
0.7835 Intermediate Similarity NPC52044
0.7826 Intermediate Similarity NPC21471
0.7826 Intermediate Similarity NPC33570
0.7826 Intermediate Similarity NPC161957
0.7812 Intermediate Similarity NPC475788
0.7802 Intermediate Similarity NPC318468
0.7802 Intermediate Similarity NPC128429
0.7789 Intermediate Similarity NPC62815
0.7778 Intermediate Similarity NPC126248
0.7778 Intermediate Similarity NPC45125
0.7765 Intermediate Similarity NPC470243
0.7755 Intermediate Similarity NPC118159
0.7745 Intermediate Similarity NPC100487
0.7742 Intermediate Similarity NPC469676
0.7742 Intermediate Similarity NPC107787
0.7742 Intermediate Similarity NPC67493
0.7732 Intermediate Similarity NPC470013
0.7732 Intermediate Similarity NPC477131
0.7732 Intermediate Similarity NPC323008
0.7732 Intermediate Similarity NPC140543
0.7732 Intermediate Similarity NPC470010
0.7732 Intermediate Similarity NPC476267
0.7732 Intermediate Similarity NPC262133
0.7723 Intermediate Similarity NPC474747
0.7723 Intermediate Similarity NPC80144
0.7723 Intermediate Similarity NPC49393
0.7717 Intermediate Similarity NPC470238
0.7717 Intermediate Similarity NPC138647
0.7717 Intermediate Similarity NPC115786
0.7708 Intermediate Similarity NPC131209
0.7708 Intermediate Similarity NPC20713
0.7701 Intermediate Similarity NPC471491
0.77 Intermediate Similarity NPC280963
0.7684 Intermediate Similarity NPC32922
0.7677 Intermediate Similarity NPC181151
0.7667 Intermediate Similarity NPC69271
0.7667 Intermediate Similarity NPC258965
0.7667 Intermediate Similarity NPC474981
0.7667 Intermediate Similarity NPC223904
0.7667 Intermediate Similarity NPC74673
0.7667 Intermediate Similarity NPC156658
0.766 Intermediate Similarity NPC5130
0.766 Intermediate Similarity NPC186148
0.7647 Intermediate Similarity NPC475871
0.7647 Intermediate Similarity NPC475945
0.7647 Intermediate Similarity NPC221421
0.7642 Intermediate Similarity NPC475495
0.7634 Intermediate Similarity NPC78089
0.7624 Intermediate Similarity NPC474053
0.7624 Intermediate Similarity NPC474742
0.7624 Intermediate Similarity NPC150923
0.7624 Intermediate Similarity NPC304624
0.7624 Intermediate Similarity NPC475099
0.7624 Intermediate Similarity NPC67296
0.7619 Intermediate Similarity NPC139838
0.7619 Intermediate Similarity NPC59489
0.7609 Intermediate Similarity NPC272814
0.7609 Intermediate Similarity NPC474472
0.7609 Intermediate Similarity NPC39588
0.7609 Intermediate Similarity NPC257358
0.7604 Intermediate Similarity NPC106510
0.7604 Intermediate Similarity NPC37607
0.7604 Intermediate Similarity NPC475776
0.7604 Intermediate Similarity NPC301969
0.7604 Intermediate Similarity NPC246173

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC286341 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
0.8021 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7872 Intermediate Similarity NPD1695 Approved
0.7596 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7383 Intermediate Similarity NPD6371 Approved
0.7245 Intermediate Similarity NPD5785 Approved
0.717 Intermediate Similarity NPD6008 Approved
0.7083 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.6863 Remote Similarity NPD5282 Discontinued
0.6837 Remote Similarity NPD5786 Approved
0.6786 Remote Similarity NPD6053 Discontinued
0.6771 Remote Similarity NPD6435 Approved
0.6735 Remote Similarity NPD5363 Approved
0.6667 Remote Similarity NPD4249 Approved
0.6667 Remote Similarity NPD5369 Approved
0.66 Remote Similarity NPD4251 Approved
0.66 Remote Similarity NPD4250 Approved
0.6598 Remote Similarity NPD4269 Approved
0.6598 Remote Similarity NPD5209 Approved
0.6598 Remote Similarity NPD4270 Approved
0.6566 Remote Similarity NPD1694 Approved
0.6562 Remote Similarity NPD5368 Approved
0.6535 Remote Similarity NPD6903 Approved
0.65 Remote Similarity NPD7146 Approved
0.65 Remote Similarity NPD6409 Approved
0.65 Remote Similarity NPD7334 Approved
0.65 Remote Similarity NPD7521 Approved
0.65 Remote Similarity NPD5330 Approved
0.65 Remote Similarity NPD6684 Approved
0.6446 Remote Similarity NPD7492 Approved
0.6429 Remote Similarity NPD4752 Clinical (unspecified phase)
0.64 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6393 Remote Similarity NPD6616 Approved
0.6392 Remote Similarity NPD4252 Approved
0.6387 Remote Similarity NPD6054 Approved
0.6387 Remote Similarity NPD6319 Approved
0.6373 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6364 Remote Similarity NPD5362 Discontinued
0.6346 Remote Similarity NPD5693 Phase 1
0.6346 Remote Similarity NPD7983 Approved
0.6341 Remote Similarity NPD7078 Approved
0.6339 Remote Similarity NPD5697 Approved
0.6333 Remote Similarity NPD6015 Approved
0.6333 Remote Similarity NPD6016 Approved
0.6321 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6296 Remote Similarity NPD4225 Approved
0.6296 Remote Similarity NPD7638 Approved
0.629 Remote Similarity NPD7736 Approved
0.6286 Remote Similarity NPD5778 Approved
0.6286 Remote Similarity NPD6399 Phase 3
0.6286 Remote Similarity NPD5779 Approved
0.6283 Remote Similarity NPD6881 Approved
0.6283 Remote Similarity NPD7320 Approved
0.6283 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6283 Remote Similarity NPD6899 Approved
0.6281 Remote Similarity NPD6370 Approved
0.6281 Remote Similarity NPD5988 Approved
0.6261 Remote Similarity NPD6650 Approved
0.6261 Remote Similarity NPD6649 Approved
0.625 Remote Similarity NPD46 Approved
0.625 Remote Similarity NPD6402 Approved
0.625 Remote Similarity NPD6059 Approved
0.625 Remote Similarity NPD5207 Approved
0.625 Remote Similarity NPD6675 Approved
0.625 Remote Similarity NPD5739 Approved
0.625 Remote Similarity NPD7128 Approved
0.625 Remote Similarity NPD6698 Approved
0.624 Remote Similarity NPD7319 Approved
0.6239 Remote Similarity NPD7640 Approved
0.6239 Remote Similarity NPD7639 Approved
0.6228 Remote Similarity NPD6372 Approved
0.6228 Remote Similarity NPD6013 Approved
0.6228 Remote Similarity NPD6014 Approved
0.6228 Remote Similarity NPD6012 Approved
0.6228 Remote Similarity NPD6373 Approved
0.6224 Remote Similarity NPD5790 Clinical (unspecified phase)
0.621 Remote Similarity NPD8293 Discontinued
0.6195 Remote Similarity NPD5701 Approved
0.619 Remote Similarity NPD6411 Approved
0.6186 Remote Similarity NPD4238 Approved
0.6186 Remote Similarity NPD4802 Phase 2
0.6174 Remote Similarity NPD7290 Approved
0.6174 Remote Similarity NPD7102 Approved
0.6174 Remote Similarity NPD6883 Approved
0.6168 Remote Similarity NPD5695 Phase 3
0.6154 Remote Similarity NPD4632 Approved
0.6147 Remote Similarity NPD5696 Approved
0.614 Remote Similarity NPD6011 Approved
0.614 Remote Similarity NPD6686 Approved
0.6134 Remote Similarity NPD7115 Discovery
0.6129 Remote Similarity NPD7507 Approved
0.6121 Remote Similarity NPD6847 Approved
0.6121 Remote Similarity NPD6617 Approved
0.6121 Remote Similarity NPD6869 Approved
0.6121 Remote Similarity NPD8130 Phase 1
0.6087 Remote Similarity NPD229 Approved
0.6075 Remote Similarity NPD6001 Approved
0.6068 Remote Similarity NPD8297 Approved
0.6068 Remote Similarity NPD6882 Approved
0.6061 Remote Similarity NPD4819 Approved
0.6061 Remote Similarity NPD4822 Approved
0.6061 Remote Similarity NPD4821 Approved
0.6061 Remote Similarity NPD4820 Approved
0.6058 Remote Similarity NPD6672 Approved
0.6058 Remote Similarity NPD5737 Approved
0.6055 Remote Similarity NPD6083 Phase 2
0.6055 Remote Similarity NPD6084 Phase 2
0.6053 Remote Similarity NPD6412 Phase 2
0.604 Remote Similarity NPD7154 Phase 3
0.6038 Remote Similarity NPD7637 Suspended
0.6038 Remote Similarity NPD8034 Phase 2
0.6038 Remote Similarity NPD8035 Phase 2
0.6036 Remote Similarity NPD1700 Approved
0.6034 Remote Similarity NPD4634 Approved
0.602 Remote Similarity NPD5784 Clinical (unspecified phase)
0.602 Remote Similarity NPD4271 Approved
0.602 Remote Similarity NPD4268 Approved
0.6018 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6018 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6 Remote Similarity NPD6673 Approved
0.6 Remote Similarity NPD6080 Approved
0.6 Remote Similarity NPD6904 Approved
0.6 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6 Remote Similarity NPD6009 Approved
0.6 Remote Similarity NPD6101 Approved
0.5982 Remote Similarity NPD5211 Phase 2
0.5969 Remote Similarity NPD6845 Suspended
0.5946 Remote Similarity NPD5285 Approved
0.5946 Remote Similarity NPD5286 Approved
0.5946 Remote Similarity NPD4696 Approved
0.5943 Remote Similarity NPD5692 Phase 3
0.5943 Remote Similarity NPD7838 Discovery
0.5935 Remote Similarity NPD5983 Phase 2
0.5935 Remote Similarity NPD8268 Approved
0.5935 Remote Similarity NPD8266 Approved
0.5935 Remote Similarity NPD6291 Clinical (unspecified phase)
0.5935 Remote Similarity NPD8269 Approved
0.5935 Remote Similarity NPD8267 Approved
0.5917 Remote Similarity NPD6274 Approved
0.5913 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5909 Remote Similarity NPD4755 Approved
0.5905 Remote Similarity NPD5208 Approved
0.5895 Remote Similarity NPD5777 Approved
0.5891 Remote Similarity NPD7260 Phase 2
0.5888 Remote Similarity NPD5694 Approved
0.5888 Remote Similarity NPD5284 Approved
0.5888 Remote Similarity NPD5281 Approved
0.5888 Remote Similarity NPD6050 Approved
0.5882 Remote Similarity NPD5332 Approved
0.5882 Remote Similarity NPD8133 Approved
0.5882 Remote Similarity NPD4788 Approved
0.5882 Remote Similarity NPD5331 Approved
0.5877 Remote Similarity NPD5141 Approved
0.5865 Remote Similarity NPD6098 Approved
0.5849 Remote Similarity NPD6051 Approved
0.5847 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5842 Remote Similarity NPD4790 Discontinued
0.5841 Remote Similarity NPD5226 Approved
0.5841 Remote Similarity NPD4633 Approved
0.5841 Remote Similarity NPD5225 Approved
0.5841 Remote Similarity NPD7632 Discontinued
0.5841 Remote Similarity NPD5224 Approved
0.584 Remote Similarity NPD7604 Phase 2
0.5825 Remote Similarity NPD3665 Phase 1
0.5825 Remote Similarity NPD3133 Approved
0.5825 Remote Similarity NPD3666 Approved
0.5818 Remote Similarity NPD7839 Suspended
0.5806 Remote Similarity NPD8517 Approved
0.5806 Remote Similarity NPD8513 Phase 3
0.5806 Remote Similarity NPD8516 Approved
0.5806 Remote Similarity NPD8515 Approved
0.5804 Remote Similarity NPD4700 Approved
0.5789 Remote Similarity NPD6052 Approved
0.5789 Remote Similarity NPD5174 Approved
0.5789 Remote Similarity NPD5175 Approved
0.5781 Remote Similarity NPD6033 Approved
0.578 Remote Similarity NPD7901 Clinical (unspecified phase)
0.578 Remote Similarity NPD7900 Approved
0.5772 Remote Similarity NPD7100 Approved
0.5772 Remote Similarity NPD7101 Approved
0.5763 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5761 Remote Similarity NPD9496 Clinical (unspecified phase)
0.5752 Remote Similarity NPD5223 Approved
0.5748 Remote Similarity NPD6336 Discontinued
0.5738 Remote Similarity NPD6317 Approved
0.5727 Remote Similarity NPD5210 Approved
0.5727 Remote Similarity NPD4629 Approved
0.5714 Remote Similarity NPD8039 Approved
0.5714 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5714 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5701 Remote Similarity NPD4753 Phase 2
0.5692 Remote Similarity NPD5956 Approved
0.5691 Remote Similarity NPD6313 Approved
0.5691 Remote Similarity NPD6314 Approved
0.5691 Remote Similarity NPD6335 Approved
0.568 Remote Similarity NPD6921 Approved
0.5678 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5673 Remote Similarity NPD3668 Phase 3
0.566 Remote Similarity NPD3573 Approved
0.5659 Remote Similarity NPD8336 Approved
0.5659 Remote Similarity NPD8337 Approved

Structure

External Identifiers

PubChem CID   54669754
ChEMBL   CHEMBL1911133
ZINC  

Physicochemical Properties

Molecular Weight:  336.16
ALogP:  0.2284
MLogP:  2.78
XLogP:  0.898
# Rotatable Bonds:  7
Polar Surface Area:  78.9
# H-Bond Aceptor:  6
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  24

Download Data

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