Natural Product: NPC327760

Natural Product ID:  NPC327760
Common Name:   Z-6-Hydroxy-7-Methoxydihydroligustilide
IUPAC Name:   (3Z)-3-butylidene-6-hydroxy-7-methoxy-4,5,6,7-tetrahydro-2-benzofuran-1-one
Synonyms:  
Molecular Formula:   C13H18O4
Standard InCHIKey:  XJEUNELMMQEXLN-YHYXMXQVSA-N
Standard InCHI:  InChI=1S/C13H18O4/c1-3-4-5-10-8-6-7-9(14)12(16-2)11(8)13(15)17-10/h5,9,12,14H,3-4,6-7H2,1-2H3/b10-5-
Canonical SMILES:  CCC/C=C/1OC(=O)C2=C1CCC(C2OC)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
NPO15462 Angelica sinensis Species Apiaceae Eukaryota roots Purchased from Kiu Shun Trading Ltd., Vancouver, Canada 2000 PMID[16643021]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota TCM_Taiwan*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1785 Individual Protein Serotonin 7 (5-HT7) receptor Homo sapiens Inhibition = 36 % 16643021

  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 NPC327760 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
0.9767 High Similarity NPC303230
0.9767 High Similarity NPC6099
0.9767 High Similarity NPC114345
0.8132 Intermediate Similarity NPC47937
0.8022 Intermediate Similarity NPC182383
0.7959 Intermediate Similarity NPC35717
0.7957 Intermediate Similarity NPC21208
0.7957 Intermediate Similarity NPC280621
0.7957 Intermediate Similarity NPC233551
0.7957 Intermediate Similarity NPC48338
0.7957 Intermediate Similarity NPC20339
0.7957 Intermediate Similarity NPC40376
0.7935 Intermediate Similarity NPC240695
0.7935 Intermediate Similarity NPC232555
0.7935 Intermediate Similarity NPC475581
0.7935 Intermediate Similarity NPC114694
0.7935 Intermediate Similarity NPC107717
0.7935 Intermediate Similarity NPC231096
0.7935 Intermediate Similarity NPC142117
0.7935 Intermediate Similarity NPC62118
0.7935 Intermediate Similarity NPC171174
0.7872 Intermediate Similarity NPC14901
0.7872 Intermediate Similarity NPC130359
0.7865 Intermediate Similarity NPC47653
0.7849 Intermediate Similarity NPC178215
0.7826 Intermediate Similarity NPC473651
0.7826 Intermediate Similarity NPC231009
0.7826 Intermediate Similarity NPC223871
0.7826 Intermediate Similarity NPC66346
0.7826 Intermediate Similarity NPC107986
0.7826 Intermediate Similarity NPC283085
0.7826 Intermediate Similarity NPC82795
0.7826 Intermediate Similarity NPC132496
0.7826 Intermediate Similarity NPC103284
0.7826 Intermediate Similarity NPC1083
0.7826 Intermediate Similarity NPC473669
0.7826 Intermediate Similarity NPC120398
0.7826 Intermediate Similarity NPC471567
0.7826 Intermediate Similarity NPC110710
0.7826 Intermediate Similarity NPC286338
0.7826 Intermediate Similarity NPC473478
0.7822 Intermediate Similarity NPC159533
0.7789 Intermediate Similarity NPC239517
0.7767 Intermediate Similarity NPC266514
0.7766 Intermediate Similarity NPC191929
0.7766 Intermediate Similarity NPC242364
0.7766 Intermediate Similarity NPC274446
0.7766 Intermediate Similarity NPC320569
0.7766 Intermediate Similarity NPC61257
0.7766 Intermediate Similarity NPC133730
0.7766 Intermediate Similarity NPC234077
0.7766 Intermediate Similarity NPC100454
0.7766 Intermediate Similarity NPC169511
0.7766 Intermediate Similarity NPC261952
0.7766 Intermediate Similarity NPC151403
0.7766 Intermediate Similarity NPC39754
0.7766 Intermediate Similarity NPC81045
0.7766 Intermediate Similarity NPC172821
0.7766 Intermediate Similarity NPC287164
0.7766 Intermediate Similarity NPC171135
0.7742 Intermediate Similarity NPC473687
0.7742 Intermediate Similarity NPC103523
0.7742 Intermediate Similarity NPC134865
0.7742 Intermediate Similarity NPC112685
0.7742 Intermediate Similarity NPC134807
0.7742 Intermediate Similarity NPC134885
0.7742 Intermediate Similarity NPC219498
0.7742 Intermediate Similarity NPC308412
0.7742 Intermediate Similarity NPC279267
0.7742 Intermediate Similarity NPC69082
0.7742 Intermediate Similarity NPC210218
0.7742 Intermediate Similarity NPC204686
0.7717 Intermediate Similarity NPC163093
0.7717 Intermediate Similarity NPC156804
0.7684 Intermediate Similarity NPC40066
0.7684 Intermediate Similarity NPC81778
0.7684 Intermediate Similarity NPC473504
0.7684 Intermediate Similarity NPC91067
0.7684 Intermediate Similarity NPC42598
0.7684 Intermediate Similarity NPC477011
0.7684 Intermediate Similarity NPC93794
0.7684 Intermediate Similarity NPC20621
0.7684 Intermediate Similarity NPC318963
0.7664 Intermediate Similarity NPC478212
0.7634 Intermediate Similarity NPC307126
0.7634 Intermediate Similarity NPC477014
0.7634 Intermediate Similarity NPC68303
0.7634 Intermediate Similarity NPC329838
0.7634 Intermediate Similarity NPC329615
0.7634 Intermediate Similarity NPC477013
0.7634 Intermediate Similarity NPC322529
0.7619 Intermediate Similarity NPC38154
0.7615 Intermediate Similarity NPC478204
0.7614 Intermediate Similarity NPC190400
0.7614 Intermediate Similarity NPC49392
0.7604 Intermediate Similarity NPC274075
0.7604 Intermediate Similarity NPC473904
0.76 Intermediate Similarity NPC300584
0.7596 Intermediate Similarity NPC469853
0.7579 Intermediate Similarity NPC89001
0.7579 Intermediate Similarity NPC320458
0.7579 Intermediate Similarity NPC473905
0.7576 Intermediate Similarity NPC473333
0.7573 Intermediate Similarity NPC296950
0.757 Intermediate Similarity NPC66108
0.7553 Intermediate Similarity NPC132940
0.7553 Intermediate Similarity NPC293136
0.7553 Intermediate Similarity NPC241360
0.7553 Intermediate Similarity NPC477015
0.7547 Intermediate Similarity NPC478209
0.7547 Intermediate Similarity NPC478211
0.7545 Intermediate Similarity NPC108581
0.7545 Intermediate Similarity NPC478205
0.7545 Intermediate Similarity NPC478206
0.7528 Intermediate Similarity NPC475711
0.75 Intermediate Similarity NPC73310
0.75 Intermediate Similarity NPC478195
0.75 Intermediate Similarity NPC139418
0.75 Intermediate Similarity NPC478194
0.75 Intermediate Similarity NPC473780
0.75 Intermediate Similarity NPC280612
0.75 Intermediate Similarity NPC478196
0.75 Intermediate Similarity NPC477017
0.75 Intermediate Similarity NPC131002
0.75 Intermediate Similarity NPC477016
0.75 Intermediate Similarity NPC2666
0.75 Intermediate Similarity NPC94875
0.75 Intermediate Similarity NPC473529
0.75 Intermediate Similarity NPC473712
0.75 Intermediate Similarity NPC475159
0.75 Intermediate Similarity NPC478191
0.75 Intermediate Similarity NPC478193
0.75 Intermediate Similarity NPC145914
0.75 Intermediate Similarity NPC180363
0.75 Intermediate Similarity NPC478192
0.75 Intermediate Similarity NPC329829
0.75 Intermediate Similarity NPC65930
0.75 Intermediate Similarity NPC11332
0.7477 Intermediate Similarity NPC100329
0.7477 Intermediate Similarity NPC97939
0.7477 Intermediate Similarity NPC247031
0.7477 Intermediate Similarity NPC132790
0.7476 Intermediate Similarity NPC118902
0.7476 Intermediate Similarity NPC104161
0.7476 Intermediate Similarity NPC469980
0.7475 Intermediate Similarity NPC471492
0.7474 Intermediate Similarity NPC473995
0.7474 Intermediate Similarity NPC476583
0.7474 Intermediate Similarity NPC258068
0.7474 Intermediate Similarity NPC472007
0.7474 Intermediate Similarity NPC20533
0.7455 Intermediate Similarity NPC98249
0.7455 Intermediate Similarity NPC53396
0.7453 Intermediate Similarity NPC478210
0.7449 Intermediate Similarity NPC473663
0.7449 Intermediate Similarity NPC473561
0.7449 Intermediate Similarity NPC475173
0.7449 Intermediate Similarity NPC473723
0.7447 Intermediate Similarity NPC9678
0.7447 Intermediate Similarity NPC473671
0.7447 Intermediate Similarity NPC475268
0.7447 Intermediate Similarity NPC100921
0.7447 Intermediate Similarity NPC202055
0.7447 Intermediate Similarity NPC39279
0.7447 Intermediate Similarity NPC235809
0.7447 Intermediate Similarity NPC470400
0.7447 Intermediate Similarity NPC292809
0.7447 Intermediate Similarity NPC473156
0.7447 Intermediate Similarity NPC25764
0.7447 Intermediate Similarity NPC77871
0.7447 Intermediate Similarity NPC319036
0.7447 Intermediate Similarity NPC39167
0.7447 Intermediate Similarity NPC477018
0.7423 Intermediate Similarity NPC473619
0.7423 Intermediate Similarity NPC474232
0.7419 Intermediate Similarity NPC253801
0.7419 Intermediate Similarity NPC185256
0.7419 Intermediate Similarity NPC144415
0.7404 Intermediate Similarity NPC146731
0.74 Intermediate Similarity NPC477921
0.7391 Intermediate Similarity NPC297440
0.7387 Intermediate Similarity NPC284707
0.7379 Intermediate Similarity NPC295791
0.7379 Intermediate Similarity NPC39996
0.7368 Intermediate Similarity NPC469483
0.7368 Intermediate Similarity NPC309211
0.7368 Intermediate Similarity NPC282815
0.7368 Intermediate Similarity NPC219652
0.7368 Intermediate Similarity NPC477010
0.7368 Intermediate Similarity NPC472009
0.7368 Intermediate Similarity NPC25703
0.7368 Intermediate Similarity NPC478112
0.7368 Intermediate Similarity NPC473840
0.7358 Intermediate Similarity NPC264819
0.7358 Intermediate Similarity NPC473807
0.7347 Intermediate Similarity NPC473321
0.7347 Intermediate Similarity NPC473707
0.7347 Intermediate Similarity NPC142838
0.734 Intermediate Similarity NPC469809
0.734 Intermediate Similarity NPC474251

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC327760 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
0.7423 Intermediate Similarity NPD46 Approved
0.7423 Intermediate Similarity NPD6698 Approved
0.7172 Intermediate Similarity NPD7983 Approved
0.6923 Remote Similarity NPD4225 Approved
0.69 Remote Similarity NPD7838 Discovery
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
0.6818 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6789 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6774 Remote Similarity NPD4756 Discovery
0.6765 Remote Similarity NPD5778 Approved
0.6765 Remote Similarity NPD5779 Approved
0.6757 Remote Similarity NPD6371 Approved
0.6612 Remote Similarity NPD8074 Phase 3
0.6607 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6604 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6577 Remote Similarity NPD6686 Approved
0.6552 Remote Similarity NPD7115 Discovery
0.6481 Remote Similarity NPD5344 Discontinued
0.6476 Remote Similarity NPD1698 Clinical (unspecified phase)
0.64 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6389 Remote Similarity NPD6648 Approved
0.6381 Remote Similarity NPD5282 Discontinued
0.6364 Remote Similarity NPD7154 Phase 3
0.6348 Remote Similarity NPD6053 Discontinued
0.6339 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6337 Remote Similarity NPD4249 Approved
0.6311 Remote Similarity NPD6101 Approved
0.6311 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6296 Remote Similarity NPD7638 Approved
0.6275 Remote Similarity NPD4250 Approved
0.6275 Remote Similarity NPD4251 Approved
0.6262 Remote Similarity NPD7839 Suspended
0.6261 Remote Similarity NPD8413 Clinical (unspecified phase)
0.625 Remote Similarity NPD5785 Approved
0.624 Remote Similarity NPD7319 Approved
0.6239 Remote Similarity NPD7640 Approved
0.6239 Remote Similarity NPD7639 Approved
0.6238 Remote Similarity NPD1694 Approved
0.6222 Remote Similarity NPD3704 Approved
0.62 Remote Similarity NPD6110 Phase 1
0.619 Remote Similarity NPD6411 Approved
0.614 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6129 Remote Similarity NPD7507 Approved
0.6116 Remote Similarity NPD6319 Approved
0.6098 Remote Similarity NPD7829 Approved
0.6098 Remote Similarity NPD7830 Approved
0.6078 Remote Similarity NPD5363 Approved
0.6066 Remote Similarity NPD7503 Approved
0.6038 Remote Similarity NPD7637 Suspended
0.6034 Remote Similarity NPD2067 Discontinued
0.6 Remote Similarity NPD1695 Approved
0.598 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5978 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5977 Remote Similarity NPD9119 Approved
0.5977 Remote Similarity NPD69 Approved
0.5968 Remote Similarity NPD8328 Phase 3
0.5968 Remote Similarity NPD7642 Approved
0.5941 Remote Similarity NPD5209 Approved
0.5941 Remote Similarity NPD4270 Approved
0.5941 Remote Similarity NPD4269 Approved
0.5935 Remote Similarity NPD8444 Approved
0.59 Remote Similarity NPD4252 Approved
0.59 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5891 Remote Similarity NPD7260 Phase 2
0.5889 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5882 Remote Similarity NPD4632 Approved
0.5876 Remote Similarity NPD8039 Approved
0.5873 Remote Similarity NPD8273 Phase 1
0.5873 Remote Similarity NPD8451 Approved
0.5868 Remote Similarity NPD7500 Approved
0.5868 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5865 Remote Similarity NPD5786 Approved
0.5862 Remote Similarity NPD9118 Approved
0.5842 Remote Similarity NPD5369 Approved
0.5841 Remote Similarity NPD7632 Discontinued
0.5827 Remote Similarity NPD8448 Approved
0.5824 Remote Similarity NPD3197 Phase 1
0.582 Remote Similarity NPD7328 Approved
0.582 Remote Similarity NPD7641 Discontinued
0.582 Remote Similarity NPD7327 Approved
0.5812 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5806 Remote Similarity NPD8033 Approved
0.5794 Remote Similarity NPD7492 Approved
0.5789 Remote Similarity NPD7966 Clinical (unspecified phase)
0.5784 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5776 Remote Similarity NPD6412 Phase 2
0.5772 Remote Similarity NPD7516 Approved
0.5769 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5766 Remote Similarity NPD7902 Approved
0.576 Remote Similarity NPD8080 Discontinued
0.5748 Remote Similarity NPD6616 Approved
0.5738 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5728 Remote Similarity NPD5362 Discontinued
0.5726 Remote Similarity NPD8294 Approved
0.5726 Remote Similarity NPD8377 Approved
0.5726 Remote Similarity NPD6054 Approved
0.5726 Remote Similarity NPD6059 Approved
0.5725 Remote Similarity NPD6845 Suspended
0.5703 Remote Similarity NPD7078 Approved
0.5703 Remote Similarity NPD8293 Discontinued
0.57 Remote Similarity NPD4271 Approved
0.57 Remote Similarity NPD4268 Approved
0.5692 Remote Similarity NPD8392 Approved
0.5692 Remote Similarity NPD8391 Approved
0.5692 Remote Similarity NPD8390 Approved
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
0.568 Remote Similarity NPD8296 Approved
0.568 Remote Similarity NPD8335 Approved
0.568 Remote Similarity NPD8380 Approved
0.568 Remote Similarity NPD6015 Approved
0.568 Remote Similarity NPD8379 Approved
0.568 Remote Similarity NPD6016 Approved
0.568 Remote Similarity NPD8378 Approved
0.5678 Remote Similarity NPD6373 Approved
0.5678 Remote Similarity NPD6372 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
0.5667 Remote Similarity NPD8297 Approved
0.5667 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5659 Remote Similarity NPD7736 Approved
0.5641 Remote Similarity NPD5697 Approved
0.5641 Remote Similarity NPD5701 Approved
0.5636 Remote Similarity NPD7748 Approved
0.5635 Remote Similarity NPD6370 Approved
0.5635 Remote Similarity NPD5988 Approved
0.5631 Remote Similarity NPD6435 Approved
0.563 Remote Similarity NPD4634 Approved
0.5619 Remote Similarity NPD1696 Phase 3
0.561 Remote Similarity NPD6009 Approved

Structure

External Identifiers

PubChem CID   44575249
ChEMBL   CHEMBL473671
ZINC  

Physicochemical Properties

Molecular Weight:  238.12
ALogP:  -0.8131
MLogP:  2.45
XLogP:  1.273
# Rotatable Bonds:  6
Polar Surface Area:  55.76
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  17

Download Data

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