Natural Product: NPC219874

Natural Product ID:  NPC219874
Common Name:   Naematolon
IUPAC Name:   [(1S,4R,5E,8R,9R)-8-hydroxy-6,10,10-trimethyl-2-methylidene-3,7-dioxo-4-bicyclo[7.2.0]undec-5-enyl] acetate
Synonyms:   Naematolon
Molecular Formula:   C17H22O5
Standard InCHIKey:  BBRNVDBLOTVLMB-WDVDPGPOSA-N
Standard InCHI:  InChI=1S/C17H22O5/c1-8-6-12(22-10(3)18)15(20)9(2)11-7-17(4,5)13(11)16(21)14(8)19/h6,11-13,16,21H,2,7H2,1,3-5H3/b8-6+/t11-,12-,13+,16-/m1/s1
Canonical SMILES:  CC(=O)O[C@@H]1/C=C(C)/C(=O)[C@@H]([C@@H]2[C@@H](C(=C)C1=O)CC2(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
NPO32956 panus sp. Species Lentinaceae Eukaryota J. Biosci.,1994,49: 132-138

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 2 ug/ml 12193033
NPT32 Organism Mus musculus Mus musculus LD50 = 225 mg/kg 18258441

  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 NPC219874 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
0.8706 High Similarity NPC304795
0.8353 Intermediate Similarity NPC211279
0.8333 Intermediate Similarity NPC222011
0.8333 Intermediate Similarity NPC261721
0.8229 Intermediate Similarity NPC69385
0.8132 Intermediate Similarity NPC202394
0.8125 Intermediate Similarity NPC184065
0.8105 Intermediate Similarity NPC469632
0.8065 Intermediate Similarity NPC212598
0.8046 Intermediate Similarity NPC321180
0.8041 Intermediate Similarity NPC474343
0.8 Intermediate Similarity NPC476049
0.8 Intermediate Similarity NPC222358
0.8 Intermediate Similarity NPC472755
0.8 Intermediate Similarity NPC52609
0.8 Intermediate Similarity NPC474703
0.8 Intermediate Similarity NPC1761
0.798 Intermediate Similarity NPC472753
0.798 Intermediate Similarity NPC472643
0.7959 Intermediate Similarity NPC141191
0.7935 Intermediate Similarity NPC234038
0.7917 Intermediate Similarity NPC121825
0.7917 Intermediate Similarity NPC148463
0.7912 Intermediate Similarity NPC474776
0.7912 Intermediate Similarity NPC474359
0.79 Intermediate Similarity NPC472754
0.79 Intermediate Similarity NPC118405
0.7895 Intermediate Similarity NPC45579
0.7879 Intermediate Similarity NPC472644
0.7872 Intermediate Similarity NPC5509
0.7872 Intermediate Similarity NPC295312
0.7857 Intermediate Similarity NPC169205
0.7849 Intermediate Similarity NPC471738
0.7849 Intermediate Similarity NPC312561
0.7835 Intermediate Similarity NPC48803
0.7835 Intermediate Similarity NPC193645
0.7835 Intermediate Similarity NPC90121
0.7835 Intermediate Similarity NPC275960
0.7826 Intermediate Similarity NPC261380
0.7822 Intermediate Similarity NPC472747
0.7822 Intermediate Similarity NPC472750
0.7816 Intermediate Similarity NPC471726
0.7816 Intermediate Similarity NPC474527
0.7812 Intermediate Similarity NPC109414
0.7812 Intermediate Similarity NPC475302
0.7812 Intermediate Similarity NPC469645
0.7812 Intermediate Similarity NPC469692
0.7802 Intermediate Similarity NPC53867
0.78 Intermediate Similarity NPC473384
0.78 Intermediate Similarity NPC185141
0.78 Intermediate Similarity NPC110443
0.78 Intermediate Similarity NPC46998
0.78 Intermediate Similarity NPC128733
0.78 Intermediate Similarity NPC133907
0.7789 Intermediate Similarity NPC281942
0.7789 Intermediate Similarity NPC51486
0.7789 Intermediate Similarity NPC145666
0.7789 Intermediate Similarity NPC232426
0.7789 Intermediate Similarity NPC471818
0.7789 Intermediate Similarity NPC469368
0.7778 Intermediate Similarity NPC54843
0.7778 Intermediate Similarity NPC325031
0.7778 Intermediate Similarity NPC112868
0.7767 Intermediate Similarity NPC475294
0.7766 Intermediate Similarity NPC475902
0.7766 Intermediate Similarity NPC469631
0.7766 Intermediate Similarity NPC469653
0.7766 Intermediate Similarity NPC471047
0.7766 Intermediate Similarity NPC469628
0.7766 Intermediate Similarity NPC475906
0.7755 Intermediate Similarity NPC185553
0.7753 Intermediate Similarity NPC469690
0.7753 Intermediate Similarity NPC469620
0.7745 Intermediate Similarity NPC472748
0.7742 Intermediate Similarity NPC475461
0.7742 Intermediate Similarity NPC220478
0.7742 Intermediate Similarity NPC305475
0.7742 Intermediate Similarity NPC116575
0.7732 Intermediate Similarity NPC53685
0.7732 Intermediate Similarity NPC476596
0.7717 Intermediate Similarity NPC243618
0.7717 Intermediate Similarity NPC196487
0.7717 Intermediate Similarity NPC9868
0.7717 Intermediate Similarity NPC82297
0.7717 Intermediate Similarity NPC14575
0.7717 Intermediate Similarity NPC70424
0.7708 Intermediate Similarity NPC111114
0.7708 Intermediate Similarity NPC141831
0.7708 Intermediate Similarity NPC261607
0.7708 Intermediate Similarity NPC300312
0.7708 Intermediate Similarity NPC221282
0.7692 Intermediate Similarity NPC474291
0.7692 Intermediate Similarity NPC145963
0.7684 Intermediate Similarity NPC115179
0.7684 Intermediate Similarity NPC106040
0.7684 Intermediate Similarity NPC268298
0.7677 Intermediate Similarity NPC87090
0.7677 Intermediate Similarity NPC208094
0.767 Intermediate Similarity NPC472749
0.767 Intermediate Similarity NPC472751
0.766 Intermediate Similarity NPC474765
0.7653 Intermediate Similarity NPC472469
0.7653 Intermediate Similarity NPC295347
0.7653 Intermediate Similarity NPC209355
0.7653 Intermediate Similarity NPC470974
0.7653 Intermediate Similarity NPC470978
0.7653 Intermediate Similarity NPC272050
0.7653 Intermediate Similarity NPC474490
0.7647 Intermediate Similarity NPC475945
0.7647 Intermediate Similarity NPC475871
0.764 Intermediate Similarity NPC93763
0.764 Intermediate Similarity NPC128276
0.764 Intermediate Similarity NPC108816
0.7634 Intermediate Similarity NPC86316
0.7634 Intermediate Similarity NPC165162
0.7634 Intermediate Similarity NPC106416
0.7634 Intermediate Similarity NPC255307
0.7634 Intermediate Similarity NPC65661
0.7634 Intermediate Similarity NPC137033
0.7634 Intermediate Similarity NPC474547
0.7634 Intermediate Similarity NPC96621
0.7634 Intermediate Similarity NPC161957
0.7629 Intermediate Similarity NPC476598
0.7629 Intermediate Similarity NPC476597
0.7629 Intermediate Similarity NPC139692
0.7624 Intermediate Similarity NPC474742
0.7624 Intermediate Similarity NPC476270
0.7624 Intermediate Similarity NPC477356
0.7614 Intermediate Similarity NPC61863
0.7609 Intermediate Similarity NPC193198
0.7609 Intermediate Similarity NPC11620
0.7604 Intermediate Similarity NPC476004
0.7604 Intermediate Similarity NPC474761
0.7604 Intermediate Similarity NPC129419
0.76 Intermediate Similarity NPC23364
0.76 Intermediate Similarity NPC316598
0.7582 Intermediate Similarity NPC471325
0.7579 Intermediate Similarity NPC202672
0.7579 Intermediate Similarity NPC153805
0.7579 Intermediate Similarity NPC474471
0.7579 Intermediate Similarity NPC227379
0.7576 Intermediate Similarity NPC202833
0.7573 Intermediate Similarity NPC472756
0.7573 Intermediate Similarity NPC203659
0.7573 Intermediate Similarity NPC118911
0.7558 Intermediate Similarity NPC40327
0.7556 Intermediate Similarity NPC469617
0.7556 Intermediate Similarity NPC470239
0.7556 Intermediate Similarity NPC470244
0.7556 Intermediate Similarity NPC178277
0.7553 Intermediate Similarity NPC164393
0.7553 Intermediate Similarity NPC122502
0.7553 Intermediate Similarity NPC279859
0.7553 Intermediate Similarity NPC38576
0.7553 Intermediate Similarity NPC150755
0.7553 Intermediate Similarity NPC284902
0.7551 Intermediate Similarity NPC65829
0.7551 Intermediate Similarity NPC167219
0.7551 Intermediate Similarity NPC476415
0.7549 Intermediate Similarity NPC474747
0.7549 Intermediate Similarity NPC189609
0.7549 Intermediate Similarity NPC197835
0.7549 Intermediate Similarity NPC140591
0.7549 Intermediate Similarity NPC303653
0.7549 Intermediate Similarity NPC291500
0.7528 Intermediate Similarity NPC116177
0.7528 Intermediate Similarity NPC7563
0.7528 Intermediate Similarity NPC57744
0.7528 Intermediate Similarity NPC320630
0.7527 Intermediate Similarity NPC149869
0.7527 Intermediate Similarity NPC141193
0.7527 Intermediate Similarity NPC114979
0.7527 Intermediate Similarity NPC476804
0.7527 Intermediate Similarity NPC31086
0.7527 Intermediate Similarity NPC96259
0.7527 Intermediate Similarity NPC72464
0.7527 Intermediate Similarity NPC191476
0.7526 Intermediate Similarity NPC30515
0.7526 Intermediate Similarity NPC74103
0.7526 Intermediate Similarity NPC284185
0.7526 Intermediate Similarity NPC475972
0.7526 Intermediate Similarity NPC472814
0.7526 Intermediate Similarity NPC150978
0.7526 Intermediate Similarity NPC303697
0.7526 Intermediate Similarity NPC177037
0.7526 Intermediate Similarity NPC70595
0.7526 Intermediate Similarity NPC20713
0.7526 Intermediate Similarity NPC123177
0.7525 Intermediate Similarity NPC174314
0.7525 Intermediate Similarity NPC117685
0.7525 Intermediate Similarity NPC472972
0.7524 Intermediate Similarity NPC476479
0.75 Intermediate Similarity NPC85772
0.75 Intermediate Similarity NPC254496
0.75 Intermediate Similarity NPC83423
0.75 Intermediate Similarity NPC280833
0.75 Intermediate Similarity NPC221231
0.75 Intermediate Similarity NPC474032
0.75 Intermediate Similarity NPC168131
0.75 Intermediate Similarity NPC89555

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC219874 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
0.7835 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7604 Intermediate Similarity NPD5785 Approved
0.7312 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7103 Intermediate Similarity NPD5697 Approved
0.7083 Intermediate Similarity NPD5363 Approved
0.7083 Intermediate Similarity NPD1694 Approved
0.7071 Intermediate Similarity NPD6698 Approved
0.7071 Intermediate Similarity NPD46 Approved
0.7065 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD6881 Approved
0.7037 Intermediate Similarity NPD6011 Approved
0.7037 Intermediate Similarity NPD6899 Approved
0.701 Intermediate Similarity NPD5786 Approved
0.7009 Intermediate Similarity NPD5739 Approved
0.7009 Intermediate Similarity NPD6675 Approved
0.7009 Intermediate Similarity NPD6402 Approved
0.7009 Intermediate Similarity NPD7128 Approved
0.7 Intermediate Similarity NPD6411 Approved
0.699 Remote Similarity NPD6084 Phase 2
0.699 Remote Similarity NPD6083 Phase 2
0.6972 Remote Similarity NPD6014 Approved
0.6972 Remote Similarity NPD6012 Approved
0.6972 Remote Similarity NPD6013 Approved
0.6961 Remote Similarity NPD5695 Phase 3
0.6957 Remote Similarity NPD4756 Discovery
0.6947 Remote Similarity NPD6435 Approved
0.6947 Remote Similarity NPD5209 Approved
0.6944 Remote Similarity NPD5701 Approved
0.6931 Remote Similarity NPD5779 Approved
0.6931 Remote Similarity NPD5778 Approved
0.6923 Remote Similarity NPD4225 Approved
0.6915 Remote Similarity NPD4695 Discontinued
0.6909 Remote Similarity NPD6371 Approved
0.6909 Remote Similarity NPD6883 Approved
0.6909 Remote Similarity NPD7102 Approved
0.6909 Remote Similarity NPD7290 Approved
0.6881 Remote Similarity NPD7320 Approved
0.6875 Remote Similarity NPD7154 Phase 3
0.6875 Remote Similarity NPD5362 Discontinued
0.6869 Remote Similarity NPD5737 Approved
0.6869 Remote Similarity NPD6672 Approved
0.6847 Remote Similarity NPD6649 Approved
0.6847 Remote Similarity NPD6650 Approved
0.6847 Remote Similarity NPD6847 Approved
0.6847 Remote Similarity NPD6617 Approved
0.6847 Remote Similarity NPD6869 Approved
0.6847 Remote Similarity NPD8130 Phase 1
0.6832 Remote Similarity NPD5693 Phase 1
0.6818 Remote Similarity NPD6373 Approved
0.6818 Remote Similarity NPD6372 Approved
0.68 Remote Similarity NPD6101 Approved
0.68 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6789 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6786 Remote Similarity NPD8297 Approved
0.6786 Remote Similarity NPD6882 Approved
0.6771 Remote Similarity NPD4269 Approved
0.6771 Remote Similarity NPD4270 Approved
0.6762 Remote Similarity NPD7638 Approved
0.6762 Remote Similarity NPD5696 Approved
0.6737 Remote Similarity NPD5368 Approved
0.6733 Remote Similarity NPD7838 Discovery
0.6731 Remote Similarity NPD5222 Approved
0.6731 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6731 Remote Similarity NPD5221 Approved
0.6727 Remote Similarity NPD6686 Approved
0.6699 Remote Similarity NPD7748 Approved
0.6699 Remote Similarity NPD5282 Discontinued
0.6698 Remote Similarity NPD7640 Approved
0.6698 Remote Similarity NPD7639 Approved
0.6696 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5279 Phase 3
0.6667 Remote Similarity NPD5369 Approved
0.6667 Remote Similarity NPD7983 Approved
0.6667 Remote Similarity NPD5173 Approved
0.6667 Remote Similarity NPD7515 Phase 2
0.6609 Remote Similarity NPD6868 Approved
0.6609 Remote Similarity NPD6274 Approved
0.6602 Remote Similarity NPD6399 Phase 3
0.6574 Remote Similarity NPD5211 Phase 2
0.6571 Remote Similarity NPD4697 Phase 3
0.6566 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6566 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6562 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6562 Remote Similarity NPD4252 Approved
0.6559 Remote Similarity NPD8039 Approved
0.6552 Remote Similarity NPD6317 Approved
0.6552 Remote Similarity NPD7115 Discovery
0.6542 Remote Similarity NPD4696 Approved
0.6542 Remote Similarity NPD5285 Approved
0.6542 Remote Similarity NPD5286 Approved
0.6509 Remote Similarity NPD4755 Approved
0.6509 Remote Similarity NPD7902 Approved
0.6505 Remote Similarity NPD6079 Approved
0.65 Remote Similarity NPD7146 Approved
0.65 Remote Similarity NPD7334 Approved
0.65 Remote Similarity NPD6409 Approved
0.65 Remote Similarity NPD7521 Approved
0.65 Remote Similarity NPD6684 Approved
0.65 Remote Similarity NPD5330 Approved
0.6496 Remote Similarity NPD6313 Approved
0.6496 Remote Similarity NPD6335 Approved
0.6496 Remote Similarity NPD6314 Approved
0.6491 Remote Similarity NPD6053 Discontinued
0.6481 Remote Similarity NPD5223 Approved
0.6477 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6471 Remote Similarity NPD6904 Approved
0.6471 Remote Similarity NPD6080 Approved
0.6471 Remote Similarity NPD4753 Phase 2
0.6471 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6471 Remote Similarity NPD5328 Approved
0.6471 Remote Similarity NPD6673 Approved
0.6465 Remote Similarity NPD3665 Phase 1
0.6465 Remote Similarity NPD3666 Approved
0.6465 Remote Similarity NPD3133 Approved
0.6465 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6455 Remote Similarity NPD5141 Approved
0.6441 Remote Similarity NPD7101 Approved
0.6441 Remote Similarity NPD7100 Approved
0.6436 Remote Similarity NPD3573 Approved
0.6435 Remote Similarity NPD4632 Approved
0.6429 Remote Similarity NPD3667 Approved
0.6422 Remote Similarity NPD5224 Approved
0.6422 Remote Similarity NPD5226 Approved
0.6422 Remote Similarity NPD4633 Approved
0.6422 Remote Similarity NPD5225 Approved
0.6415 Remote Similarity NPD7839 Suspended
0.641 Remote Similarity NPD6009 Approved
0.6408 Remote Similarity NPD5692 Phase 3
0.6404 Remote Similarity NPD7331 Phase 2
0.6404 Remote Similarity NPD3704 Approved
0.64 Remote Similarity NPD1696 Phase 3
0.6392 Remote Similarity NPD4822 Approved
0.6392 Remote Similarity NPD4820 Approved
0.6392 Remote Similarity NPD4819 Approved
0.6392 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6392 Remote Similarity NPD4821 Approved
0.6389 Remote Similarity NPD4700 Approved
0.6387 Remote Similarity NPD6319 Approved
0.6373 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6373 Remote Similarity NPD6903 Approved
0.6364 Remote Similarity NPD5175 Approved
0.6364 Remote Similarity NPD5331 Approved
0.6364 Remote Similarity NPD5332 Approved
0.6364 Remote Similarity NPD6110 Phase 1
0.6364 Remote Similarity NPD5174 Approved
0.6354 Remote Similarity NPD4268 Approved
0.6354 Remote Similarity NPD4271 Approved
0.6346 Remote Similarity NPD5694 Approved
0.6346 Remote Similarity NPD6050 Approved
0.6337 Remote Similarity NPD3618 Phase 1
0.6333 Remote Similarity NPD5983 Phase 2
0.6327 Remote Similarity NPD4790 Discontinued
0.6321 Remote Similarity NPD5210 Approved
0.6321 Remote Similarity NPD4629 Approved
0.6311 Remote Similarity NPD1695 Approved
0.63 Remote Similarity NPD4786 Approved
0.6296 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6292 Remote Similarity NPD7341 Phase 2
0.627 Remote Similarity NPD7260 Phase 2
0.6263 Remote Similarity NPD4800 Clinical (unspecified phase)
0.625 Remote Similarity NPD2664 Clinical (unspecified phase)
0.623 Remote Similarity NPD7604 Phase 2
0.6226 Remote Similarity NPD7900 Approved
0.6226 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6216 Remote Similarity NPD4754 Approved
0.6198 Remote Similarity NPD6909 Approved
0.6198 Remote Similarity NPD6908 Approved
0.6198 Remote Similarity NPD6291 Clinical (unspecified phase)
0.619 Remote Similarity NPD7637 Suspended
0.6182 Remote Similarity NPD5344 Discontinued
0.618 Remote Similarity NPD3197 Phase 1
0.6179 Remote Similarity NPD7492 Approved
0.6176 Remote Similarity NPD4249 Approved
0.6176 Remote Similarity NPD6098 Approved
0.6176 Remote Similarity NPD5690 Phase 2
0.6176 Remote Similarity NPD6422 Discontinued
0.614 Remote Similarity NPD4729 Approved
0.614 Remote Similarity NPD5345 Clinical (unspecified phase)
0.614 Remote Similarity NPD5168 Approved
0.614 Remote Similarity NPD5128 Approved
0.614 Remote Similarity NPD4730 Approved
0.6139 Remote Similarity NPD4197 Approved
0.6129 Remote Similarity NPD6616 Approved
0.6129 Remote Similarity NPD6336 Discontinued
0.6126 Remote Similarity NPD7632 Discontinued
0.6121 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6117 Remote Similarity NPD4251 Approved
0.6117 Remote Similarity NPD4250 Approved
0.6116 Remote Similarity NPD6054 Approved
0.6106 Remote Similarity NPD4767 Approved
0.6106 Remote Similarity NPD4768 Approved
0.6106 Remote Similarity NPD6008 Approved
0.6098 Remote Similarity NPD8328 Phase 3
0.6087 Remote Similarity NPD4061 Clinical (unspecified phase)
0.608 Remote Similarity NPD7078 Approved
0.6078 Remote Similarity NPD5329 Approved
0.6066 Remote Similarity NPD6016 Approved
0.6066 Remote Similarity NPD6015 Approved
0.6044 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6038 Remote Similarity NPD5284 Approved

Structure

External Identifiers

PubChem CID   10335298
ChEMBL   CHEMBL477125
ZINC  

Physicochemical Properties

Molecular Weight:  306.15
ALogP:  1.2096
MLogP:  2.78
XLogP:  1.701
# Rotatable Bonds:  7
Polar Surface Area:  80.67
# H-Bond Aceptor:  5
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  22

Download Data

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