Natural Product: NPC114345

Natural Product ID:  NPC114345
Common Name:   Cis-E-3-Butylidene-4,5,6,7-Tetrahydro-6,7-Dihydroxy-1(3H)-Isobenzofuranone
IUPAC Name:   (3E,6S,7R)-3-butylidene-6,7-dihydroxy-4,5,6,7-tetrahydro-2-benzofuran-1-one
Synonyms:  
Molecular Formula:   C12H16O4
Standard InCHIKey:  DQNGMIQSXNGHOA-GMUFXDHJSA-N
Standard InCHI:  InChI=1S/C12H16O4/c1-2-3-4-9-7-5-6-8(13)11(14)10(7)12(15)16-9/h4,8,11,13-14H,2-3,5-6H2,1H3/b9-4+/t8-,11-/m0/s1
Canonical SMILES:  CCC/C=C1/OC(=O)C2=C1CC[C@@H]([C@@H]2O)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
NPO9462 Ligustici rhizoma et radix NA NA NA TCMSP*
NPO28985 Radix bupleuri Species Lymnaeidae Eukaryota TCMSP*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Inhibition = 0 % 7714535
NPT2 Others Unspecified Inhibition = 17 % 7714535
NPT2 Others Unspecified Inhibition = 36 % 7714535
NPT2 Others Unspecified Inhibition = 52 % 7714535
NPT2 Others Unspecified Inhibition = 67 % 7714535
NPT2 Others Unspecified Inhibition = 85 % 7714535
NPT2 Others Unspecified Inhibition = 27 % 7714535
NPT2 Others Unspecified Inhibition = 62 % 7714535
NPT2 Others Unspecified Inhibition = 79 % 7714535
NPT2 Others Unspecified Inhibition = 90 % 7714535
NPT2 Others Unspecified IC50 = 160000 nM 7714535

  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 NPC114345 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 NPC303230
1.0 High Similarity NPC6099
0.9767 High Similarity NPC327760
0.7935 Intermediate Similarity NPC47937
0.7826 Intermediate Similarity NPC182383
0.7822 Intermediate Similarity NPC159533
0.7778 Intermediate Similarity NPC35717
0.7767 Intermediate Similarity NPC266514
0.7766 Intermediate Similarity NPC20339
0.7766 Intermediate Similarity NPC233551
0.7766 Intermediate Similarity NPC280621
0.7766 Intermediate Similarity NPC48338
0.7766 Intermediate Similarity NPC40376
0.7766 Intermediate Similarity NPC21208
0.7742 Intermediate Similarity NPC232555
0.7742 Intermediate Similarity NPC475581
0.7742 Intermediate Similarity NPC231096
0.7742 Intermediate Similarity NPC107717
0.7742 Intermediate Similarity NPC142117
0.7742 Intermediate Similarity NPC240695
0.7742 Intermediate Similarity NPC62118
0.7742 Intermediate Similarity NPC171174
0.7742 Intermediate Similarity NPC114694
0.7736 Intermediate Similarity NPC66108
0.7701 Intermediate Similarity NPC478195
0.7701 Intermediate Similarity NPC478196
0.7701 Intermediate Similarity NPC478194
0.7701 Intermediate Similarity NPC478192
0.7701 Intermediate Similarity NPC478191
0.7701 Intermediate Similarity NPC478193
0.7684 Intermediate Similarity NPC130359
0.7684 Intermediate Similarity NPC14901
0.7667 Intermediate Similarity NPC47653
0.7664 Intermediate Similarity NPC478212
0.766 Intermediate Similarity NPC178215
0.7634 Intermediate Similarity NPC1083
0.7634 Intermediate Similarity NPC307126
0.7634 Intermediate Similarity NPC107986
0.7634 Intermediate Similarity NPC473651
0.7634 Intermediate Similarity NPC473669
0.7634 Intermediate Similarity NPC473478
0.7634 Intermediate Similarity NPC120398
0.7634 Intermediate Similarity NPC82795
0.7634 Intermediate Similarity NPC110710
0.7634 Intermediate Similarity NPC231009
0.7634 Intermediate Similarity NPC68303
0.7634 Intermediate Similarity NPC223871
0.7634 Intermediate Similarity NPC283085
0.7634 Intermediate Similarity NPC103284
0.7634 Intermediate Similarity NPC132496
0.7634 Intermediate Similarity NPC471567
0.7634 Intermediate Similarity NPC66346
0.7634 Intermediate Similarity NPC286338
0.7604 Intermediate Similarity NPC239517
0.7604 Intermediate Similarity NPC473904
0.76 Intermediate Similarity NPC300584
0.7596 Intermediate Similarity NPC469853
0.7579 Intermediate Similarity NPC191929
0.7579 Intermediate Similarity NPC320569
0.7579 Intermediate Similarity NPC242364
0.7579 Intermediate Similarity NPC274446
0.7579 Intermediate Similarity NPC171135
0.7579 Intermediate Similarity NPC133730
0.7579 Intermediate Similarity NPC172821
0.7579 Intermediate Similarity NPC234077
0.7579 Intermediate Similarity NPC151403
0.7579 Intermediate Similarity NPC39754
0.7579 Intermediate Similarity NPC100454
0.7579 Intermediate Similarity NPC169511
0.7579 Intermediate Similarity NPC61257
0.7579 Intermediate Similarity NPC261952
0.7579 Intermediate Similarity NPC81045
0.7579 Intermediate Similarity NPC287164
0.7576 Intermediate Similarity NPC473333
0.7573 Intermediate Similarity NPC296950
0.7553 Intermediate Similarity NPC473687
0.7553 Intermediate Similarity NPC134807
0.7553 Intermediate Similarity NPC112685
0.7553 Intermediate Similarity NPC219498
0.7553 Intermediate Similarity NPC103523
0.7553 Intermediate Similarity NPC69082
0.7553 Intermediate Similarity NPC279267
0.7553 Intermediate Similarity NPC308412
0.7553 Intermediate Similarity NPC210218
0.7553 Intermediate Similarity NPC204686
0.7553 Intermediate Similarity NPC134885
0.7553 Intermediate Similarity NPC134865
0.7547 Intermediate Similarity NPC478211
0.7547 Intermediate Similarity NPC478209
0.7545 Intermediate Similarity NPC108581
0.7545 Intermediate Similarity NPC478205
0.7545 Intermediate Similarity NPC478206
0.7528 Intermediate Similarity NPC47844
0.7528 Intermediate Similarity NPC141195
0.7527 Intermediate Similarity NPC163093
0.7527 Intermediate Similarity NPC156804
0.7526 Intermediate Similarity NPC142838
0.75 Intermediate Similarity NPC40066
0.75 Intermediate Similarity NPC318963
0.75 Intermediate Similarity NPC139418
0.75 Intermediate Similarity NPC20621
0.75 Intermediate Similarity NPC2666
0.75 Intermediate Similarity NPC473504
0.75 Intermediate Similarity NPC91067
0.75 Intermediate Similarity NPC81778
0.75 Intermediate Similarity NPC477011
0.75 Intermediate Similarity NPC42598
0.75 Intermediate Similarity NPC93794
0.7477 Intermediate Similarity NPC100329
0.7477 Intermediate Similarity NPC247031
0.7477 Intermediate Similarity NPC132790
0.7477 Intermediate Similarity NPC97939
0.7476 Intermediate Similarity NPC118902
0.7476 Intermediate Similarity NPC104161
0.7476 Intermediate Similarity NPC469980
0.7474 Intermediate Similarity NPC472007
0.7471 Intermediate Similarity NPC144419
0.7455 Intermediate Similarity NPC478204
0.7453 Intermediate Similarity NPC38154
0.7453 Intermediate Similarity NPC478210
0.7447 Intermediate Similarity NPC329838
0.7447 Intermediate Similarity NPC329615
0.7447 Intermediate Similarity NPC322529
0.7447 Intermediate Similarity NPC477013
0.7447 Intermediate Similarity NPC477014
0.7423 Intermediate Similarity NPC274075
0.7423 Intermediate Similarity NPC474232
0.7419 Intermediate Similarity NPC185256
0.7416 Intermediate Similarity NPC190400
0.7416 Intermediate Similarity NPC49392
0.7404 Intermediate Similarity NPC121099
0.7404 Intermediate Similarity NPC146731
0.74 Intermediate Similarity NPC477921
0.7396 Intermediate Similarity NPC320458
0.7396 Intermediate Similarity NPC475819
0.7396 Intermediate Similarity NPC89001
0.7396 Intermediate Similarity NPC473715
0.7396 Intermediate Similarity NPC473905
0.7396 Intermediate Similarity NPC136879
0.7379 Intermediate Similarity NPC295791
0.7379 Intermediate Similarity NPC140591
0.7379 Intermediate Similarity NPC197835
0.7379 Intermediate Similarity NPC291500
0.7379 Intermediate Similarity NPC189609
0.7379 Intermediate Similarity NPC303653
0.7379 Intermediate Similarity NPC39996
0.7368 Intermediate Similarity NPC472009
0.7368 Intermediate Similarity NPC132940
0.7368 Intermediate Similarity NPC241360
0.7368 Intermediate Similarity NPC469910
0.7368 Intermediate Similarity NPC293136
0.7368 Intermediate Similarity NPC477015
0.7358 Intermediate Similarity NPC264819
0.7347 Intermediate Similarity NPC473321
0.734 Intermediate Similarity NPC469809
0.7339 Intermediate Similarity NPC475966
0.7333 Intermediate Similarity NPC475711
0.7333 Intermediate Similarity NPC478208
0.7333 Intermediate Similarity NPC34768
0.7333 Intermediate Similarity NPC469852
0.732 Intermediate Similarity NPC218927
0.732 Intermediate Similarity NPC206001
0.732 Intermediate Similarity NPC477016
0.732 Intermediate Similarity NPC280612
0.732 Intermediate Similarity NPC477017
0.7312 Intermediate Similarity NPC11383
0.7312 Intermediate Similarity NPC65930
0.7312 Intermediate Similarity NPC475159
0.7312 Intermediate Similarity NPC310450
0.7312 Intermediate Similarity NPC329829
0.7312 Intermediate Similarity NPC473529
0.7312 Intermediate Similarity NPC253364
0.7312 Intermediate Similarity NPC145914
0.7312 Intermediate Similarity NPC11332
0.7312 Intermediate Similarity NPC73310
0.7312 Intermediate Similarity NPC94875
0.7312 Intermediate Similarity NPC180363
0.7312 Intermediate Similarity NPC474959
0.7312 Intermediate Similarity NPC475046
0.7312 Intermediate Similarity NPC473712
0.7312 Intermediate Similarity NPC473780
0.7312 Intermediate Similarity NPC131002
0.7303 Intermediate Similarity NPC469414
0.7303 Intermediate Similarity NPC329826
0.73 Intermediate Similarity NPC471142
0.73 Intermediate Similarity NPC477922
0.73 Intermediate Similarity NPC471492
0.7297 Intermediate Similarity NPC53396
0.7297 Intermediate Similarity NPC98249
0.7292 Intermediate Similarity NPC20533
0.7292 Intermediate Similarity NPC258068
0.7292 Intermediate Similarity NPC473995
0.7292 Intermediate Similarity NPC476583
0.7283 Intermediate Similarity NPC162741
0.7283 Intermediate Similarity NPC91332
0.7273 Intermediate Similarity NPC29798
0.7273 Intermediate Similarity NPC473723
0.7273 Intermediate Similarity NPC295204
0.7273 Intermediate Similarity NPC473663
0.7273 Intermediate Similarity NPC162205

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC114345 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
0.7245 Intermediate Similarity NPD46 Approved
0.7245 Intermediate Similarity NPD6698 Approved
0.7172 Intermediate Similarity NPD7983 Approved
0.6957 Remote Similarity NPD4756 Discovery
0.6931 Remote Similarity NPD5779 Approved
0.6931 Remote Similarity NPD5778 Approved
0.6923 Remote Similarity NPD4225 Approved
0.6897 Remote Similarity NPD8516 Approved
0.6897 Remote Similarity NPD8513 Phase 3
0.6897 Remote Similarity NPD8515 Approved
0.6897 Remote Similarity NPD8517 Approved
0.6757 Remote Similarity NPD6371 Approved
0.6733 Remote Similarity NPD7838 Discovery
0.6667 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6636 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6612 Remote Similarity NPD8074 Phase 3
0.6604 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6552 Remote Similarity NPD7115 Discovery
0.6531 Remote Similarity NPD7154 Phase 3
0.65 Remote Similarity NPD4249 Approved
0.6481 Remote Similarity NPD5344 Discontinued
0.6476 Remote Similarity NPD1698 Clinical (unspecified phase)
0.646 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6436 Remote Similarity NPD4250 Approved
0.6436 Remote Similarity NPD4251 Approved
0.6429 Remote Similarity NPD6686 Approved
0.6415 Remote Similarity NPD7839 Suspended
0.6408 Remote Similarity NPD5785 Approved
0.6389 Remote Similarity NPD6648 Approved
0.6389 Remote Similarity NPD7639 Approved
0.6389 Remote Similarity NPD7640 Approved
0.6381 Remote Similarity NPD5282 Discontinued
0.6348 Remote Similarity NPD6053 Discontinued
0.6311 Remote Similarity NPD6101 Approved
0.6311 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6296 Remote Similarity NPD7638 Approved
0.6261 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6238 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6238 Remote Similarity NPD1694 Approved
0.6238 Remote Similarity NPD5363 Approved
0.6222 Remote Similarity NPD3704 Approved
0.62 Remote Similarity NPD6110 Phase 1
0.6195 Remote Similarity NPD5954 Clinical (unspecified phase)
0.619 Remote Similarity NPD7637 Suspended
0.619 Remote Similarity NPD6411 Approved
0.6154 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6139 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6111 Remote Similarity NPD7319 Approved
0.61 Remote Similarity NPD4269 Approved
0.61 Remote Similarity NPD4270 Approved
0.6061 Remote Similarity NPD4252 Approved
0.6061 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6019 Remote Similarity NPD5786 Approved
0.6 Remote Similarity NPD7507 Approved
0.6 Remote Similarity NPD1695 Approved
0.6 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5984 Remote Similarity NPD6319 Approved
0.5982 Remote Similarity NPD7632 Discontinued
0.5968 Remote Similarity NPD7829 Approved
0.5968 Remote Similarity NPD7830 Approved
0.5941 Remote Similarity NPD5209 Approved
0.5935 Remote Similarity NPD7503 Approved
0.5897 Remote Similarity NPD2067 Discontinued
0.5889 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5882 Remote Similarity NPD5362 Discontinued
0.5876 Remote Similarity NPD8039 Approved
0.5873 Remote Similarity NPD8273 Phase 1
0.5868 Remote Similarity NPD7500 Approved
0.5859 Remote Similarity NPD4271 Approved
0.5859 Remote Similarity NPD4268 Approved
0.5843 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5842 Remote Similarity NPD5369 Approved
0.584 Remote Similarity NPD7642 Approved
0.584 Remote Similarity NPD8328 Phase 3
0.5824 Remote Similarity NPD3197 Phase 1
0.5806 Remote Similarity NPD8444 Approved
0.5795 Remote Similarity NPD69 Approved
0.5795 Remote Similarity NPD9119 Approved
0.5784 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5769 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5769 Remote Similarity NPD7260 Phase 2
0.5769 Remote Similarity NPD1696 Phase 3
0.5766 Remote Similarity NPD7902 Approved
0.575 Remote Similarity NPD4632 Approved
0.5748 Remote Similarity NPD8451 Approved
0.5743 Remote Similarity NPD4822 Approved
0.5743 Remote Similarity NPD4820 Approved
0.5743 Remote Similarity NPD4821 Approved
0.5743 Remote Similarity NPD4819 Approved
0.5741 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5738 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5703 Remote Similarity NPD8448 Approved
0.5701 Remote Similarity NPD5370 Suspended
0.5691 Remote Similarity NPD7327 Approved
0.5691 Remote Similarity NPD7328 Approved
0.5691 Remote Similarity NPD7641 Discontinued
0.569 Remote Similarity NPD7128 Approved
0.569 Remote Similarity NPD6008 Approved
0.569 Remote Similarity NPD6402 Approved
0.569 Remote Similarity NPD5739 Approved
0.569 Remote Similarity NPD6675 Approved
0.5688 Remote Similarity NPD6399 Phase 3
0.5682 Remote Similarity NPD9118 Approved
0.568 Remote Similarity NPD8033 Approved
0.5678 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5678 Remote Similarity NPD6373 Approved
0.5678 Remote Similarity NPD6372 Approved
0.5672 Remote Similarity NPD7966 Clinical (unspecified phase)
0.5669 Remote Similarity NPD7492 Approved
0.5669 Remote Similarity NPD8340 Approved
0.5669 Remote Similarity NPD8342 Approved
0.5669 Remote Similarity NPD8299 Approved
0.5669 Remote Similarity NPD8341 Approved
0.5645 Remote Similarity NPD7516 Approved
0.5641 Remote Similarity NPD6412 Phase 2
0.5641 Remote Similarity NPD5697 Approved
0.5641 Remote Similarity NPD5701 Approved
0.5636 Remote Similarity NPD7748 Approved
0.5635 Remote Similarity NPD8080 Discontinued
0.5631 Remote Similarity NPD6435 Approved
0.563 Remote Similarity NPD4634 Approved
0.5625 Remote Similarity NPD6616 Approved
0.561 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5606 Remote Similarity NPD6845 Suspended
0.56 Remote Similarity NPD6054 Approved
0.56 Remote Similarity NPD6059 Approved
0.56 Remote Similarity NPD8294 Approved
0.56 Remote Similarity NPD8377 Approved

Structure

External Identifiers

PubChem CID   10036567
ChEMBL   CHEMBL513448
ZINC  

Physicochemical Properties

Molecular Weight:  224.10
ALogP:  -1.2216
MLogP:  2.34
XLogP:  1.183
# Rotatable Bonds:  5
Polar Surface Area:  66.76
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  16

Download Data

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