Natural Product: NPC300779

Natural Product ID:  NPC300779
Common Name:   Illioliganone B
IUPAC Name:   (7aR)-6-[(2S)-2,3-dihydroxy-3-methylbutyl]-7a-prop-2-enyl-1,3-benzodioxol-5-one
Synonyms:   Illioliganone B
Molecular Formula:   C15H20O5
Standard InCHIKey:  LDVFQSQSHHWAPD-SWLSCSKDSA-N
Standard InCHI:  InChI=1S/C15H20O5/c1-4-5-15-8-10(6-12(17)14(2,3)18)11(16)7-13(15)19-9-20-15/h4,7-8,12,17-18H,1,5-6,9H2,2-3H3/t12-,15+/m0/s1
Canonical SMILES:  C=CC[C@@]12OCOC2=CC(=O)C(=C1)C[C@@H](C(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
NPO31423 Illicium oligandrum Species Schisandraceae Eukaryota Stem barks PMID[19496609]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Activity = 33.8 % 18314958

  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 NPC300779 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
0.907 High Similarity NPC295448
0.7935 Intermediate Similarity NPC166554
0.7742 Intermediate Similarity NPC265856
0.7629 Intermediate Similarity NPC266842
0.7614 Intermediate Similarity NPC91332
0.7614 Intermediate Similarity NPC162741
0.75 Intermediate Similarity NPC477241
0.75 Intermediate Similarity NPC291260
0.7474 Intermediate Similarity NPC472010
0.7447 Intermediate Similarity NPC471054
0.7391 Intermediate Similarity NPC21469
0.7386 Intermediate Similarity NPC326753
0.7374 Intermediate Similarity NPC300584
0.7374 Intermediate Similarity NPC35717
0.7368 Intermediate Similarity NPC474098
0.7368 Intermediate Similarity NPC475995
0.734 Intermediate Similarity NPC472008
0.734 Intermediate Similarity NPC106051
0.734 Intermediate Similarity NPC228415
0.734 Intermediate Similarity NPC87189
0.7333 Intermediate Similarity NPC297440
0.7327 Intermediate Similarity NPC13171
0.7327 Intermediate Similarity NPC195510
0.7308 Intermediate Similarity NPC475960
0.7308 Intermediate Similarity NPC10150
0.7303 Intermediate Similarity NPC473980
0.7303 Intermediate Similarity NPC475210
0.7303 Intermediate Similarity NPC473981
0.7292 Intermediate Similarity NPC30515
0.7283 Intermediate Similarity NPC243618
0.7283 Intermediate Similarity NPC70424
0.7283 Intermediate Similarity NPC474251
0.7282 Intermediate Similarity NPC469852
0.7273 Intermediate Similarity NPC239895
0.7273 Intermediate Similarity NPC20066
0.7255 Intermediate Similarity NPC472747
0.7255 Intermediate Similarity NPC472750
0.7253 Intermediate Similarity NPC474959
0.7253 Intermediate Similarity NPC11383
0.7253 Intermediate Similarity NPC475046
0.7253 Intermediate Similarity NPC310450
0.7245 Intermediate Similarity NPC214694
0.7238 Intermediate Similarity NPC187876
0.7234 Intermediate Similarity NPC23622
0.7234 Intermediate Similarity NPC241054
0.7234 Intermediate Similarity NPC472007
0.7216 Intermediate Similarity NPC475098
0.7216 Intermediate Similarity NPC162205
0.7216 Intermediate Similarity NPC475912
0.7216 Intermediate Similarity NPC189651
0.7216 Intermediate Similarity NPC288240
0.7216 Intermediate Similarity NPC179746
0.7216 Intermediate Similarity NPC81419
0.7216 Intermediate Similarity NPC11456
0.7216 Intermediate Similarity NPC295204
0.7216 Intermediate Similarity NPC273579
0.7204 Intermediate Similarity NPC68303
0.7204 Intermediate Similarity NPC307126
0.72 Intermediate Similarity NPC81483
0.72 Intermediate Similarity NPC61630
0.72 Intermediate Similarity NPC475284
0.72 Intermediate Similarity NPC169468
0.72 Intermediate Similarity NPC307517
0.72 Intermediate Similarity NPC306908
0.72 Intermediate Similarity NPC281608
0.7191 Intermediate Similarity NPC475699
0.7188 Intermediate Similarity NPC476004
0.7188 Intermediate Similarity NPC474761
0.7188 Intermediate Similarity NPC473619
0.7188 Intermediate Similarity NPC473455
0.7188 Intermediate Similarity NPC51004
0.7184 Intermediate Similarity NPC472748
0.7174 Intermediate Similarity NPC286770
0.7174 Intermediate Similarity NPC284472
0.7174 Intermediate Similarity NPC229799
0.7172 Intermediate Similarity NPC306041
0.7159 Intermediate Similarity NPC474197
0.7158 Intermediate Similarity NPC202672
0.7158 Intermediate Similarity NPC472011
0.7157 Intermediate Similarity NPC310804
0.7157 Intermediate Similarity NPC261117
0.7143 Intermediate Similarity NPC81386
0.7143 Intermediate Similarity NPC327106
0.7143 Intermediate Similarity NPC2003
0.7143 Intermediate Similarity NPC25701
0.7143 Intermediate Similarity NPC71589
0.7143 Intermediate Similarity NPC474035
0.7128 Intermediate Similarity NPC112685
0.7128 Intermediate Similarity NPC472009
0.7115 Intermediate Similarity NPC472749
0.7115 Intermediate Similarity NPC472751
0.7113 Intermediate Similarity NPC300312
0.7113 Intermediate Similarity NPC473321
0.7113 Intermediate Similarity NPC208886
0.7113 Intermediate Similarity NPC12172
0.7113 Intermediate Similarity NPC261607
0.7113 Intermediate Similarity NPC146852
0.7113 Intermediate Similarity NPC471059
0.7113 Intermediate Similarity NPC184463
0.7113 Intermediate Similarity NPC111114
0.7108 Intermediate Similarity NPC137163
0.71 Intermediate Similarity NPC474194
0.7097 Intermediate Similarity NPC475035
0.7097 Intermediate Similarity NPC9868
0.7087 Intermediate Similarity NPC475871
0.7087 Intermediate Similarity NPC475945
0.7083 Intermediate Similarity NPC474032
0.7083 Intermediate Similarity NPC87306
0.7083 Intermediate Similarity NPC307411
0.7079 Intermediate Similarity NPC474278
0.7071 Intermediate Similarity NPC14961
0.7071 Intermediate Similarity NPC36954
0.7071 Intermediate Similarity NPC270013
0.7065 Intermediate Similarity NPC474252
0.7065 Intermediate Similarity NPC475690
0.7059 Intermediate Similarity NPC128733
0.7059 Intermediate Similarity NPC28304
0.7059 Intermediate Similarity NPC185141
0.7059 Intermediate Similarity NPC133907
0.7059 Intermediate Similarity NPC475982
0.7059 Intermediate Similarity NPC110443
0.7059 Intermediate Similarity NPC474742
0.7059 Intermediate Similarity NPC46998
0.7059 Intermediate Similarity NPC298255
0.7053 Intermediate Similarity NPC179659
0.7053 Intermediate Similarity NPC473248
0.7053 Intermediate Similarity NPC45409
0.7048 Intermediate Similarity NPC474285
0.7048 Intermediate Similarity NPC254538
0.7045 Intermediate Similarity NPC315552
0.7041 Intermediate Similarity NPC469645
0.7041 Intermediate Similarity NPC320552
0.7041 Intermediate Similarity NPC473663
0.7041 Intermediate Similarity NPC212486
0.7041 Intermediate Similarity NPC61201
0.7041 Intermediate Similarity NPC61275
0.7041 Intermediate Similarity NPC475173
0.7041 Intermediate Similarity NPC473561
0.7041 Intermediate Similarity NPC469692
0.7041 Intermediate Similarity NPC476300
0.7041 Intermediate Similarity NPC473723
0.7033 Intermediate Similarity NPC470946
0.7033 Intermediate Similarity NPC233377
0.7033 Intermediate Similarity NPC470945
0.7033 Intermediate Similarity NPC470947
0.703 Intermediate Similarity NPC203627
0.703 Intermediate Similarity NPC187268
0.703 Intermediate Similarity NPC473326
0.7021 Intermediate Similarity NPC474424
0.7019 Intermediate Similarity NPC307846
0.7019 Intermediate Similarity NPC474917
0.7019 Intermediate Similarity NPC86095
0.7019 Intermediate Similarity NPC305157
0.701 Intermediate Similarity NPC475879
0.701 Intermediate Similarity NPC327253
0.7 Intermediate Similarity NPC135576
0.7 Intermediate Similarity NPC256230
0.7 Intermediate Similarity NPC108816
0.7 Intermediate Similarity NPC93271
0.7 Intermediate Similarity NPC93763
0.7 Intermediate Similarity NPC267231
0.699 Remote Similarity NPC250545
0.699 Remote Similarity NPC149371
0.699 Remote Similarity NPC474747
0.6989 Remote Similarity NPC477784
0.6989 Remote Similarity NPC106912
0.6989 Remote Similarity NPC27314
0.6989 Remote Similarity NPC263087
0.6989 Remote Similarity NPC477785
0.6989 Remote Similarity NPC2379
0.6989 Remote Similarity NPC161045
0.6989 Remote Similarity NPC31019
0.6989 Remote Similarity NPC477786
0.6979 Remote Similarity NPC473715
0.6979 Remote Similarity NPC153570
0.6979 Remote Similarity NPC475739
0.697 Remote Similarity NPC121825
0.697 Remote Similarity NPC14322
0.697 Remote Similarity NPC303942
0.697 Remote Similarity NPC57405
0.6961 Remote Similarity NPC22149
0.6961 Remote Similarity NPC255677
0.6961 Remote Similarity NPC306344
0.6957 Remote Similarity NPC280367
0.6952 Remote Similarity NPC153095
0.6947 Remote Similarity NPC134807
0.6947 Remote Similarity NPC164393
0.6947 Remote Similarity NPC219498
0.6947 Remote Similarity NPC134885
0.6947 Remote Similarity NPC309211
0.6947 Remote Similarity NPC473687
0.6947 Remote Similarity NPC477010
0.6947 Remote Similarity NPC69082
0.6947 Remote Similarity NPC210218
0.6947 Remote Similarity NPC204686
0.6947 Remote Similarity NPC279267
0.6947 Remote Similarity NPC308412
0.6944 Remote Similarity NPC474750
0.6939 Remote Similarity NPC473707
0.6939 Remote Similarity NPC470379

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC300779 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
0.6809 Remote Similarity NPD6110 Phase 1
0.6733 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6699 Remote Similarity NPD8029 Clinical (unspecified phase)
0.65 Remote Similarity NPD5785 Approved
0.65 Remote Similarity NPD6698 Approved
0.65 Remote Similarity NPD46 Approved
0.6495 Remote Similarity NPD1733 Clinical (unspecified phase)
0.641 Remote Similarity NPD8513 Phase 3
0.641 Remote Similarity NPD8516 Approved
0.641 Remote Similarity NPD8515 Approved
0.641 Remote Similarity NPD8517 Approved
0.6392 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6381 Remote Similarity NPD4225 Approved
0.6364 Remote Similarity NPD6686 Approved
0.6344 Remote Similarity NPD4756 Discovery
0.6339 Remote Similarity NPD7116 Clinical (unspecified phase)
0.6339 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6327 Remote Similarity NPD1694 Approved
0.6327 Remote Similarity NPD5363 Approved
0.6322 Remote Similarity NPD7331 Phase 2
0.6289 Remote Similarity NPD7154 Phase 3
0.6263 Remote Similarity NPD5786 Approved
0.6207 Remote Similarity NPD7115 Discovery
0.6186 Remote Similarity NPD7299 Clinical (unspecified phase)
0.6176 Remote Similarity NPD7838 Discovery
0.6167 Remote Similarity NPD7642 Approved
0.6154 Remote Similarity NPD5282 Discontinued
0.6136 Remote Similarity NPD3704 Approved
0.6126 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6117 Remote Similarity NPD7983 Approved
0.6106 Remote Similarity NPD6371 Approved
0.6082 Remote Similarity NPD5369 Approved
0.602 Remote Similarity NPD4270 Approved
0.602 Remote Similarity NPD4269 Approved
0.6017 Remote Similarity NPD7641 Discontinued
0.6016 Remote Similarity NPD8074 Phase 3
0.6 Remote Similarity NPD1696 Phase 3
0.6 Remote Similarity NPD6053 Discontinued
0.5982 Remote Similarity NPD6412 Phase 2
0.5979 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5979 Remote Similarity NPD4252 Approved
0.5977 Remote Similarity NPD2664 Clinical (unspecified phase)
0.596 Remote Similarity NPD5362 Discontinued
0.5955 Remote Similarity NPD6108 Clinical (unspecified phase)
0.595 Remote Similarity NPD6370 Approved
0.5938 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5932 Remote Similarity NPD6009 Approved
0.5917 Remote Similarity NPD6054 Approved
0.5905 Remote Similarity NPD5778 Approved
0.5905 Remote Similarity NPD5779 Approved
0.5902 Remote Similarity NPD7830 Approved
0.5902 Remote Similarity NPD7829 Approved
0.5889 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5888 Remote Similarity NPD7839 Suspended
0.5868 Remote Similarity NPD6016 Approved
0.5868 Remote Similarity NPD7503 Approved
0.5868 Remote Similarity NPD6015 Approved
0.5862 Remote Similarity NPD6882 Approved
0.5859 Remote Similarity NPD4800 Clinical (unspecified phase)
0.5859 Remote Similarity NPD6435 Approved
0.5859 Remote Similarity NPD5209 Approved
0.5843 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5843 Remote Similarity NPD7341 Phase 2
0.582 Remote Similarity NPD7623 Phase 3
0.582 Remote Similarity NPD7624 Clinical (unspecified phase)
0.582 Remote Similarity NPD5988 Approved
0.5818 Remote Similarity NPD5344 Discontinued
0.5816 Remote Similarity NPD5368 Approved
0.5816 Remote Similarity NPD4822 Approved
0.5816 Remote Similarity NPD4821 Approved
0.5816 Remote Similarity NPD4819 Approved
0.5816 Remote Similarity NPD4820 Approved
0.5812 Remote Similarity NPD4632 Approved
0.581 Remote Similarity NPD6079 Approved
0.5806 Remote Similarity NPD7507 Approved
0.5798 Remote Similarity NPD7500 Approved
0.5784 Remote Similarity NPD4249 Approved
0.5769 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5769 Remote Similarity NPD6101 Approved
0.5766 Remote Similarity NPD5211 Phase 2
0.5741 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5741 Remote Similarity NPD5221 Approved
0.5741 Remote Similarity NPD5222 Approved
0.5738 Remote Similarity NPD8444 Approved
0.5728 Remote Similarity NPD4251 Approved
0.5728 Remote Similarity NPD4250 Approved
0.5727 Remote Similarity NPD5286 Approved
0.5727 Remote Similarity NPD5285 Approved
0.5727 Remote Similarity NPD4696 Approved
0.5726 Remote Similarity NPD8297 Approved
0.5726 Remote Similarity NPD7492 Approved
0.5725 Remote Similarity NPD7966 Clinical (unspecified phase)
0.5714 Remote Similarity NPD7736 Approved
0.5702 Remote Similarity NPD5697 Approved
0.57 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5688 Remote Similarity NPD5173 Approved
0.5686 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5682 Remote Similarity NPD368 Approved
0.568 Remote Similarity NPD8451 Approved
0.568 Remote Similarity NPD6616 Approved
0.5676 Remote Similarity NPD5223 Approved
0.5669 Remote Similarity NPD7319 Approved
0.5664 Remote Similarity NPD5141 Approved
0.566 Remote Similarity NPD4810 Clinical (unspecified phase)
0.566 Remote Similarity NPD6411 Approved
0.5657 Remote Similarity NPD4695 Discontinued
0.5657 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5656 Remote Similarity NPD6059 Approved
0.5652 Remote Similarity NPD6899 Approved
0.5652 Remote Similarity NPD6011 Approved
0.5652 Remote Similarity NPD6881 Approved
0.5648 Remote Similarity NPD5210 Approved
0.5648 Remote Similarity NPD4629 Approved
0.5644 Remote Similarity NPD5332 Approved
0.5644 Remote Similarity NPD5331 Approved
0.5641 Remote Similarity NPD6649 Approved
0.5641 Remote Similarity NPD6650 Approved
0.5635 Remote Similarity NPD8448 Approved
0.5635 Remote Similarity NPD7747 Phase 1
0.5635 Remote Similarity NPD7746 Phase 1
0.5635 Remote Similarity NPD7078 Approved
0.5631 Remote Similarity NPD3618 Phase 1
0.5625 Remote Similarity NPD5226 Approved
0.5625 Remote Similarity NPD4633 Approved
0.5625 Remote Similarity NPD5224 Approved
0.5625 Remote Similarity NPD8039 Approved
0.5625 Remote Similarity NPD5225 Approved
0.5619 Remote Similarity NPD5370 Suspended
0.5619 Remote Similarity NPD5328 Approved
0.5619 Remote Similarity NPD1695 Approved
0.5612 Remote Similarity NPD4271 Approved
0.5612 Remote Similarity NPD4268 Approved
0.561 Remote Similarity NPD7739 Clinical (unspecified phase)
0.5603 Remote Similarity NPD6012 Approved
0.5603 Remote Similarity NPD6014 Approved
0.5603 Remote Similarity NPD6013 Approved
0.56 Remote Similarity NPD4790 Discontinued

Structure

External Identifiers

PubChem CID   44179780
ChEMBL   CHEMBL550512
ZINC  

Physicochemical Properties

Molecular Weight:  280.13
ALogP:  -0.2095
MLogP:  2.56
XLogP:  0.577
# Rotatable Bonds:  9
Polar Surface Area:  75.99
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  2
# 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