Natural Product: NPC242448

Natural Product ID:  NPC242448
Common Name:   (3Ar,5R,5Ar,9Ar)-3A,5,9A-Trihydroxy-1,5-Dimethyl-8-Methylidene-5A,6,7,9-Tetrahydro-4H-Benzo[E][1]Benzofuran-2-One
IUPAC Name:   (3aR,5R,5aR,9aR)-3a,5,9a-trihydroxy-1,5-dimethyl-8-methylidene-5a,6,7,9-tetrahydro-4H-benzo[e][1]benzofuran-2-one
Synonyms:  
Molecular Formula:   C15H20O5
Standard InCHIKey:  RVQZLIFPBJHWSH-JUDXGUMMSA-N
Standard InCHI:  InChI=1S/C15H20O5/c1-8-4-5-10-13(3,17)7-15(19)11(14(10,18)6-8)9(2)12(16)20-15/h10,17-19H,1,4-7H2,2-3H3/t10-,13-,14-,15-/m1/s1
Canonical SMILES:  C=C1CC[C@H]2[C@@](C1)(O)C1=C(C)C(=O)O[C@@]1(C[C@@]2(C)O)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
NPO21178 Chloranthus serratus Species Chloranthaceae Eukaryota PMID[22372956]

  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 > 10000 nM 17261619

  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 NPC242448 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
0.9167 High Similarity NPC253604
0.8791 High Similarity NPC165632
0.871 High Similarity NPC16601
0.8681 High Similarity NPC471915
0.8667 High Similarity NPC472641
0.8667 High Similarity NPC472640
0.8652 High Similarity NPC472642
0.8571 High Similarity NPC10636
0.8556 High Similarity NPC78594
0.8526 High Similarity NPC471914
0.8438 Intermediate Similarity NPC471938
0.8391 Intermediate Similarity NPC32223
0.8351 Intermediate Similarity NPC471937
0.8283 Intermediate Similarity NPC181994
0.828 Intermediate Similarity NPC111273
0.828 Intermediate Similarity NPC276110
0.8261 Intermediate Similarity NPC110022
0.8261 Intermediate Similarity NPC472812
0.8247 Intermediate Similarity NPC120009
0.8247 Intermediate Similarity NPC45897
0.8152 Intermediate Similarity NPC472811
0.8144 Intermediate Similarity NPC58329
0.8125 Intermediate Similarity NPC324841
0.8125 Intermediate Similarity NPC38855
0.81 Intermediate Similarity NPC38948
0.8065 Intermediate Similarity NPC7349
0.8043 Intermediate Similarity NPC78973
0.8021 Intermediate Similarity NPC325229
0.8021 Intermediate Similarity NPC275086
0.802 Intermediate Similarity NPC206618
0.8 Intermediate Similarity NPC134072
0.8 Intermediate Similarity NPC234993
0.8 Intermediate Similarity NPC471219
0.8 Intermediate Similarity NPC471205
0.8 Intermediate Similarity NPC131813
0.7979 Intermediate Similarity NPC105490
0.7979 Intermediate Similarity NPC57117
0.7959 Intermediate Similarity NPC475038
0.7959 Intermediate Similarity NPC109195
0.7959 Intermediate Similarity NPC472815
0.7959 Intermediate Similarity NPC476081
0.7959 Intermediate Similarity NPC472552
0.7957 Intermediate Similarity NPC329842
0.7957 Intermediate Similarity NPC289479
0.7938 Intermediate Similarity NPC476767
0.7917 Intermediate Similarity NPC51499
0.7917 Intermediate Similarity NPC205143
0.7917 Intermediate Similarity NPC199099
0.79 Intermediate Similarity NPC51719
0.7895 Intermediate Similarity NPC472441
0.7879 Intermediate Similarity NPC23584
0.7879 Intermediate Similarity NPC474822
0.7879 Intermediate Similarity NPC120321
0.7872 Intermediate Similarity NPC472303
0.7872 Intermediate Similarity NPC162615
0.7872 Intermediate Similarity NPC205034
0.7872 Intermediate Similarity NPC152778
0.7857 Intermediate Similarity NPC472554
0.7835 Intermediate Similarity NPC278673
0.7835 Intermediate Similarity NPC474440
0.7826 Intermediate Similarity NPC472810
0.7826 Intermediate Similarity NPC472809
0.7822 Intermediate Similarity NPC187435
0.7822 Intermediate Similarity NPC475074
0.7822 Intermediate Similarity NPC122816
0.7822 Intermediate Similarity NPC67321
0.7789 Intermediate Similarity NPC470255
0.7778 Intermediate Similarity NPC121423
0.7778 Intermediate Similarity NPC11956
0.7767 Intermediate Similarity NPC177047
0.7766 Intermediate Similarity NPC72845
0.7755 Intermediate Similarity NPC471413
0.7745 Intermediate Similarity NPC306265
0.7732 Intermediate Similarity NPC287668
0.7717 Intermediate Similarity NPC473891
0.77 Intermediate Similarity NPC196471
0.77 Intermediate Similarity NPC97487
0.77 Intermediate Similarity NPC187302
0.77 Intermediate Similarity NPC10232
0.77 Intermediate Similarity NPC189588
0.7692 Intermediate Similarity NPC287015
0.7692 Intermediate Similarity NPC146850
0.7684 Intermediate Similarity NPC53555
0.7684 Intermediate Similarity NPC139692
0.7677 Intermediate Similarity NPC471412
0.7677 Intermediate Similarity NPC11974
0.767 Intermediate Similarity NPC475030
0.7667 Intermediate Similarity NPC311070
0.7667 Intermediate Similarity NPC476927
0.766 Intermediate Similarity NPC280149
0.766 Intermediate Similarity NPC182136
0.766 Intermediate Similarity NPC221111
0.766 Intermediate Similarity NPC310479
0.7653 Intermediate Similarity NPC218107
0.7647 Intermediate Similarity NPC302788
0.7629 Intermediate Similarity NPC209297
0.7629 Intermediate Similarity NPC16967
0.7629 Intermediate Similarity NPC29952
0.7629 Intermediate Similarity NPC202833
0.7629 Intermediate Similarity NPC475380
0.7629 Intermediate Similarity NPC242848
0.7629 Intermediate Similarity NPC473153
0.7624 Intermediate Similarity NPC472819
0.7604 Intermediate Similarity NPC140277
0.7604 Intermediate Similarity NPC469697
0.7604 Intermediate Similarity NPC161998
0.7604 Intermediate Similarity NPC191521
0.76 Intermediate Similarity NPC476769
0.76 Intermediate Similarity NPC162973
0.7586 Intermediate Similarity NPC189206
0.7582 Intermediate Similarity NPC290052
0.7582 Intermediate Similarity NPC474693
0.7579 Intermediate Similarity NPC124374
0.7579 Intermediate Similarity NPC473675
0.7576 Intermediate Similarity NPC47024
0.7576 Intermediate Similarity NPC470761
0.7576 Intermediate Similarity NPC477716
0.7576 Intermediate Similarity NPC477721
0.7576 Intermediate Similarity NPC251680
0.7576 Intermediate Similarity NPC473219
0.7573 Intermediate Similarity NPC50124
0.7573 Intermediate Similarity NPC476765
0.7573 Intermediate Similarity NPC325054
0.7553 Intermediate Similarity NPC50488
0.7553 Intermediate Similarity NPC474396
0.7553 Intermediate Similarity NPC314727
0.7553 Intermediate Similarity NPC170633
0.7553 Intermediate Similarity NPC470734
0.7551 Intermediate Similarity NPC477718
0.7551 Intermediate Similarity NPC100912
0.7551 Intermediate Similarity NPC311241
0.7551 Intermediate Similarity NPC473244
0.7551 Intermediate Similarity NPC475446
0.7551 Intermediate Similarity NPC477719
0.7549 Intermediate Similarity NPC218158
0.7549 Intermediate Similarity NPC34768
0.7549 Intermediate Similarity NPC220217
0.7549 Intermediate Similarity NPC119855
0.7549 Intermediate Similarity NPC471206
0.7549 Intermediate Similarity NPC472818
0.7527 Intermediate Similarity NPC166857
0.7525 Intermediate Similarity NPC471208
0.7525 Intermediate Similarity NPC281378
0.7525 Intermediate Similarity NPC165608
0.75 Intermediate Similarity NPC475860
0.75 Intermediate Similarity NPC322912
0.75 Intermediate Similarity NPC474694
0.75 Intermediate Similarity NPC295110
0.75 Intermediate Similarity NPC473659
0.75 Intermediate Similarity NPC222875
0.75 Intermediate Similarity NPC247701
0.75 Intermediate Similarity NPC25177
0.75 Intermediate Similarity NPC198992
0.75 Intermediate Similarity NPC477717
0.75 Intermediate Similarity NPC99653
0.75 Intermediate Similarity NPC268829
0.75 Intermediate Similarity NPC31522
0.7476 Intermediate Similarity NPC472820
0.7476 Intermediate Similarity NPC216636
0.7476 Intermediate Similarity NPC179380
0.7476 Intermediate Similarity NPC319438
0.7475 Intermediate Similarity NPC124512
0.7475 Intermediate Similarity NPC72647
0.7475 Intermediate Similarity NPC473154
0.7475 Intermediate Similarity NPC107806
0.7475 Intermediate Similarity NPC159763
0.7475 Intermediate Similarity NPC278386
0.7475 Intermediate Similarity NPC216478
0.7474 Intermediate Similarity NPC209816
0.7474 Intermediate Similarity NPC220216
0.7474 Intermediate Similarity NPC477782
0.7451 Intermediate Similarity NPC161775
0.7449 Intermediate Similarity NPC211810
0.7449 Intermediate Similarity NPC471765
0.7449 Intermediate Similarity NPC473964
0.7449 Intermediate Similarity NPC319861
0.7449 Intermediate Similarity NPC472995
0.7449 Intermediate Similarity NPC194132
0.7449 Intermediate Similarity NPC93245
0.7449 Intermediate Similarity NPC221801
0.7449 Intermediate Similarity NPC162346
0.7449 Intermediate Similarity NPC284194
0.7447 Intermediate Similarity NPC93411
0.7447 Intermediate Similarity NPC474629
0.7447 Intermediate Similarity NPC472378
0.7447 Intermediate Similarity NPC106332
0.7444 Intermediate Similarity NPC170303
0.7429 Intermediate Similarity NPC476766
0.7429 Intermediate Similarity NPC472666
0.7426 Intermediate Similarity NPC238397
0.7426 Intermediate Similarity NPC471363
0.7426 Intermediate Similarity NPC165250
0.7426 Intermediate Similarity NPC295791
0.7423 Intermediate Similarity NPC298973
0.7423 Intermediate Similarity NPC104925
0.7423 Intermediate Similarity NPC119562
0.7423 Intermediate Similarity NPC24861
0.7423 Intermediate Similarity NPC469596
0.7423 Intermediate Similarity NPC279410
0.7423 Intermediate Similarity NPC148000

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC242448 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
0.7576 Intermediate Similarity NPD7639 Approved
0.7576 Intermediate Similarity NPD7640 Approved
0.7475 Intermediate Similarity NPD7638 Approved
0.7475 Intermediate Similarity NPD4225 Approved
0.7327 Intermediate Similarity NPD5344 Discontinued
0.7228 Intermediate Similarity NPD6648 Approved
0.717 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD7327 Approved
0.7117 Intermediate Similarity NPD7328 Approved
0.7103 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7087 Intermediate Similarity NPD7632 Discontinued
0.7075 Intermediate Similarity NPD6686 Approved
0.7054 Intermediate Similarity NPD7516 Approved
0.6989 Remote Similarity NPD4752 Clinical (unspecified phase)
0.693 Remote Similarity NPD8335 Approved
0.693 Remote Similarity NPD8379 Approved
0.693 Remote Similarity NPD8378 Approved
0.693 Remote Similarity NPD8296 Approved
0.693 Remote Similarity NPD8033 Approved
0.693 Remote Similarity NPD8380 Approved
0.6842 Remote Similarity NPD8294 Approved
0.6842 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6842 Remote Similarity NPD8377 Approved
0.6822 Remote Similarity NPD5954 Clinical (unspecified phase)
0.67 Remote Similarity NPD7637 Suspended
0.6695 Remote Similarity NPD7507 Approved
0.6667 Remote Similarity NPD7319 Approved
0.6635 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6579 Remote Similarity NPD7115 Discovery
0.6562 Remote Similarity NPD6695 Phase 3
0.6496 Remote Similarity NPD7503 Approved
0.6495 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6471 Remote Similarity NPD5778 Approved
0.6471 Remote Similarity NPD5779 Approved
0.6436 Remote Similarity NPD7838 Discovery
0.6436 Remote Similarity NPD46 Approved
0.6436 Remote Similarity NPD6698 Approved
0.6408 Remote Similarity NPD7748 Approved
0.6373 Remote Similarity NPD5693 Phase 1
0.6372 Remote Similarity NPD6053 Discontinued
0.63 Remote Similarity NPD7750 Discontinued
0.63 Remote Similarity NPD7524 Approved
0.63 Remote Similarity NPD3573 Approved
0.6275 Remote Similarity NPD3168 Discontinued
0.6273 Remote Similarity NPD5739 Approved
0.6273 Remote Similarity NPD6402 Approved
0.6273 Remote Similarity NPD7128 Approved
0.6273 Remote Similarity NPD6008 Approved
0.6273 Remote Similarity NPD6675 Approved
0.6263 Remote Similarity NPD1694 Approved
0.625 Remote Similarity NPD6931 Approved
0.625 Remote Similarity NPD6930 Phase 2
0.6228 Remote Similarity NPD6882 Approved
0.6226 Remote Similarity NPD7902 Approved
0.6226 Remote Similarity NPD6083 Phase 2
0.6226 Remote Similarity NPD6084 Phase 2
0.6216 Remote Similarity NPD5697 Approved
0.6216 Remote Similarity NPD5701 Approved
0.6214 Remote Similarity NPD7515 Phase 2
0.62 Remote Similarity NPD4519 Discontinued
0.62 Remote Similarity NPD4623 Approved
0.619 Remote Similarity NPD5695 Phase 3
0.6176 Remote Similarity NPD6051 Approved
0.6174 Remote Similarity NPD8133 Approved
0.6168 Remote Similarity NPD5696 Approved
0.6161 Remote Similarity NPD7320 Approved
0.6161 Remote Similarity NPD6899 Approved
0.6161 Remote Similarity NPD6881 Approved
0.6154 Remote Similarity NPD6399 Phase 3
0.6154 Remote Similarity NPD6009 Approved
0.6146 Remote Similarity NPD6929 Approved
0.614 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6106 Remote Similarity NPD6012 Approved
0.6106 Remote Similarity NPD6013 Approved
0.6106 Remote Similarity NPD6372 Approved
0.6106 Remote Similarity NPD6014 Approved
0.6106 Remote Similarity NPD6373 Approved
0.6083 Remote Similarity NPD8516 Approved
0.6083 Remote Similarity NPD8513 Phase 3
0.6083 Remote Similarity NPD8515 Approved
0.6083 Remote Similarity NPD8517 Approved
0.6082 Remote Similarity NPD7514 Phase 3
0.6082 Remote Similarity NPD4695 Discontinued
0.6082 Remote Similarity NPD7332 Phase 2
0.6071 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6071 Remote Similarity NPD6412 Phase 2
0.6066 Remote Similarity NPD7492 Approved
0.6058 Remote Similarity NPD7087 Discontinued
0.6053 Remote Similarity NPD7290 Approved
0.6053 Remote Similarity NPD6883 Approved
0.6053 Remote Similarity NPD6371 Approved
0.6053 Remote Similarity NPD7102 Approved
0.604 Remote Similarity NPD4249 Approved
0.604 Remote Similarity NPD3618 Phase 1
0.604 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6038 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6034 Remote Similarity NPD4632 Approved
0.6019 Remote Similarity NPD6673 Approved
0.6019 Remote Similarity NPD6904 Approved
0.6019 Remote Similarity NPD1695 Approved
0.6019 Remote Similarity NPD6080 Approved
0.6018 Remote Similarity NPD6011 Approved
0.6018 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6016 Remote Similarity NPD6616 Approved
0.6 Remote Similarity NPD6869 Approved
0.6 Remote Similarity NPD5211 Phase 2
0.6 Remote Similarity NPD8130 Phase 1
0.6 Remote Similarity NPD6617 Approved
0.6 Remote Similarity NPD6650 Approved
0.6 Remote Similarity NPD6059 Approved
0.6 Remote Similarity NPD6319 Approved
0.6 Remote Similarity NPD6649 Approved
0.6 Remote Similarity NPD6054 Approved
0.6 Remote Similarity NPD6847 Approved
0.598 Remote Similarity NPD4250 Approved
0.598 Remote Similarity NPD4751 Clinical (unspecified phase)
0.598 Remote Similarity NPD4251 Approved
0.5979 Remote Similarity NPD4195 Approved
0.5968 Remote Similarity NPD8293 Discontinued
0.5968 Remote Similarity NPD7078 Approved
0.5965 Remote Similarity NPD8132 Clinical (unspecified phase)
0.596 Remote Similarity NPD4221 Approved
0.596 Remote Similarity NPD4223 Phase 3
0.5955 Remote Similarity NPD2685 Clinical (unspecified phase)
0.595 Remote Similarity NPD6016 Approved
0.595 Remote Similarity NPD6015 Approved
0.5948 Remote Similarity NPD8297 Approved
0.5943 Remote Similarity NPD7900 Approved
0.5943 Remote Similarity NPD6001 Approved
0.5943 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5941 Remote Similarity NPD6893 Approved
0.5941 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5938 Remote Similarity NPD5776 Phase 2
0.5938 Remote Similarity NPD6925 Approved
0.5926 Remote Similarity NPD4755 Approved
0.5922 Remote Similarity NPD6672 Approved
0.5922 Remote Similarity NPD5737 Approved
0.5922 Remote Similarity NPD5208 Approved
0.592 Remote Similarity NPD7736 Approved
0.5918 Remote Similarity NPD4821 Approved
0.5918 Remote Similarity NPD7525 Registered
0.5918 Remote Similarity NPD4820 Approved
0.5918 Remote Similarity NPD4819 Approved
0.5918 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5918 Remote Similarity NPD4822 Approved
0.5905 Remote Similarity NPD5284 Approved
0.5905 Remote Similarity NPD8035 Phase 2
0.5905 Remote Similarity NPD5281 Approved
0.5905 Remote Similarity NPD8034 Phase 2
0.5902 Remote Similarity NPD5988 Approved
0.5902 Remote Similarity NPD6370 Approved
0.59 Remote Similarity NPD7154 Phase 3
0.5893 Remote Similarity NPD5141 Approved
0.5888 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5882 Remote Similarity NPD6409 Approved
0.5882 Remote Similarity NPD7521 Approved
0.5882 Remote Similarity NPD7334 Approved
0.5882 Remote Similarity NPD5330 Approved
0.5882 Remote Similarity NPD7146 Approved
0.5882 Remote Similarity NPD6684 Approved
0.5876 Remote Similarity NPD7145 Approved
0.5865 Remote Similarity NPD6101 Approved
0.5865 Remote Similarity NPD5328 Approved
0.5865 Remote Similarity NPD4753 Phase 2
0.5865 Remote Similarity NPD7285 Clinical (unspecified phase)
0.5865 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5862 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5859 Remote Similarity NPD6898 Phase 1
0.5859 Remote Similarity NPD6902 Approved
0.5854 Remote Similarity NPD8328 Phase 3
0.5849 Remote Similarity NPD4202 Approved
0.5842 Remote Similarity NPD4197 Approved
0.584 Remote Similarity NPD8074 Phase 3
0.5833 Remote Similarity NPD7839 Suspended
0.582 Remote Similarity NPD5983 Phase 2
0.5818 Remote Similarity NPD4700 Approved
0.5818 Remote Similarity NPD5285 Approved
0.5818 Remote Similarity NPD4696 Approved
0.5818 Remote Similarity NPD5286 Approved
0.5816 Remote Similarity NPD7645 Phase 2
0.581 Remote Similarity NPD5692 Phase 3
0.581 Remote Similarity NPD5785 Approved
0.58 Remote Similarity NPD3667 Approved
0.5798 Remote Similarity NPD6274 Approved
0.5794 Remote Similarity NPD5282 Discontinued
0.5784 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5784 Remote Similarity NPD1696 Phase 3
0.5784 Remote Similarity NPD5329 Approved
0.5784 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5773 Remote Similarity NPD6932 Approved
0.5769 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5769 Remote Similarity NPD6903 Approved
0.5766 Remote Similarity NPD4159 Approved
0.5755 Remote Similarity NPD7983 Approved
0.5755 Remote Similarity NPD6079 Approved
0.5755 Remote Similarity NPD6411 Approved
0.5755 Remote Similarity NPD5694 Approved
0.5755 Remote Similarity NPD6050 Approved
0.575 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5743 Remote Similarity NPD5362 Discontinued

Structure

External Identifiers

PubChem CID   57409961
ChEMBL   CHEMBL2036053
ZINC  

Physicochemical Properties

Molecular Weight:  280.13
ALogP:  0.2369
MLogP:  2.56
XLogP:  -0.54
# Rotatable Bonds:  5
Polar Surface Area:  86.99
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  20

Download Data

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