Natural Product: NPC476601

Natural Product ID:  NPC476601
Common Name:   3-[2-[(1S,4aR,5S,8aR)-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]oxolan-2-one
IUPAC Name:   3-[2-[(1S,4aR,5S,8aR)-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]oxolan-2-one
Synonyms:  
Molecular Formula:   C20H32O3
Standard InCHIKey:  UVPWMWNBXKSSAA-XXLBNXLCSA-N
Standard InCHI:  InChI=1S/C20H32O3/c1-14-5-8-17-19(2,13-21)10-4-11-20(17,3)16(14)7-6-15-9-12-23-18(15)22/h15-17,21H,1,4-13H2,2-3H3/t15?,16-,17-,19+,20+/m0/s1
Canonical SMILES:  OC[C@@]1(C)CCC[C@]2([C@H]1CCC(=C)[C@@H]2CCC1CCOC1=O)C
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
NPO30573 Antrodia camphorata Species Fomitopsidaceae Eukaryota fruiting bodies PMID[16643055]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Activity = 34.4 % 16643055
NPT2 Others Unspecified Activity = 25.3 % 16643055
NPT2 Others Unspecified Activity = 28.1 % 16643055
NPT2 Others Unspecified Activity = 30.8 % 16643055

  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 NPC476601 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
0.9286 High Similarity NPC91369
0.8889 High Similarity NPC72343
0.8831 High Similarity NPC223330
0.8831 High Similarity NPC209318
0.8732 High Similarity NPC36616
0.8732 High Similarity NPC290445
0.859 High Similarity NPC232625
0.8553 High Similarity NPC238227
0.85 High Similarity NPC97505
0.8462 Intermediate Similarity NPC170038
0.8442 Intermediate Similarity NPC239098
0.8434 Intermediate Similarity NPC253618
0.8434 Intermediate Similarity NPC77001
0.8421 Intermediate Similarity NPC92489
0.8395 Intermediate Similarity NPC329738
0.8375 Intermediate Similarity NPC471037
0.8375 Intermediate Similarity NPC470948
0.8354 Intermediate Similarity NPC229584
0.8354 Intermediate Similarity NPC14203
0.8333 Intermediate Similarity NPC469868
0.8333 Intermediate Similarity NPC327674
0.8333 Intermediate Similarity NPC118987
0.8312 Intermediate Similarity NPC474433
0.8293 Intermediate Similarity NPC85698
0.8272 Intermediate Similarity NPC263974
0.8267 Intermediate Similarity NPC330659
0.8267 Intermediate Similarity NPC36310
0.8267 Intermediate Similarity NPC244708
0.8267 Intermediate Similarity NPC279241
0.8267 Intermediate Similarity NPC161187
0.8205 Intermediate Similarity NPC269543
0.8205 Intermediate Similarity NPC247783
0.8193 Intermediate Similarity NPC181103
0.8193 Intermediate Similarity NPC167877
0.8193 Intermediate Similarity NPC305029
0.8182 Intermediate Similarity NPC246445
0.8182 Intermediate Similarity NPC20466
0.8171 Intermediate Similarity NPC283733
0.8171 Intermediate Similarity NPC52628
0.8171 Intermediate Similarity NPC86316
0.8171 Intermediate Similarity NPC106416
0.8158 Intermediate Similarity NPC18819
0.8158 Intermediate Similarity NPC46610
0.8148 Intermediate Similarity NPC245866
0.814 Intermediate Similarity NPC470224
0.814 Intermediate Similarity NPC470656
0.814 Intermediate Similarity NPC474436
0.814 Intermediate Similarity NPC49776
0.814 Intermediate Similarity NPC63118
0.8125 Intermediate Similarity NPC475951
0.8125 Intermediate Similarity NPC327002
0.8101 Intermediate Similarity NPC192999
0.8101 Intermediate Similarity NPC476438
0.8101 Intermediate Similarity NPC471475
0.8095 Intermediate Similarity NPC48824
0.8095 Intermediate Similarity NPC255176
0.8095 Intermediate Similarity NPC254572
0.8095 Intermediate Similarity NPC229407
0.8095 Intermediate Similarity NPC250687
0.8077 Intermediate Similarity NPC66105
0.8077 Intermediate Similarity NPC469867
0.8077 Intermediate Similarity NPC68828
0.8072 Intermediate Similarity NPC9231
0.8072 Intermediate Similarity NPC472505
0.8072 Intermediate Similarity NPC12774
0.8072 Intermediate Similarity NPC6979
0.8072 Intermediate Similarity NPC185638
0.8072 Intermediate Similarity NPC325594
0.8052 Intermediate Similarity NPC476844
0.8049 Intermediate Similarity NPC194937
0.8049 Intermediate Similarity NPC476038
0.8026 Intermediate Similarity NPC472813
0.8025 Intermediate Similarity NPC471159
0.8025 Intermediate Similarity NPC170985
0.8025 Intermediate Similarity NPC123880
0.8023 Intermediate Similarity NPC471747
0.8 Intermediate Similarity NPC194642
0.8 Intermediate Similarity NPC116620
0.8 Intermediate Similarity NPC235586
0.8 Intermediate Similarity NPC104545
0.8 Intermediate Similarity NPC174342
0.8 Intermediate Similarity NPC269267
0.7976 Intermediate Similarity NPC134197
0.7976 Intermediate Similarity NPC33768
0.7976 Intermediate Similarity NPC470012
0.7975 Intermediate Similarity NPC321690
0.7975 Intermediate Similarity NPC35574
0.7975 Intermediate Similarity NPC59436
0.7975 Intermediate Similarity NPC321514
0.7975 Intermediate Similarity NPC476810
0.7952 Intermediate Similarity NPC264317
0.7952 Intermediate Similarity NPC201655
0.7952 Intermediate Similarity NPC65661
0.7952 Intermediate Similarity NPC476602
0.7952 Intermediate Similarity NPC294438
0.7952 Intermediate Similarity NPC470223
0.7949 Intermediate Similarity NPC41017
0.7949 Intermediate Similarity NPC89294
0.7931 Intermediate Similarity NPC267266
0.7931 Intermediate Similarity NPC294263
0.7931 Intermediate Similarity NPC277721
0.7927 Intermediate Similarity NPC215893
0.7927 Intermediate Similarity NPC312480
0.7922 Intermediate Similarity NPC161923
0.7922 Intermediate Similarity NPC183503
0.7922 Intermediate Similarity NPC283908
0.7922 Intermediate Similarity NPC255168
0.7922 Intermediate Similarity NPC237591
0.7922 Intermediate Similarity NPC166797
0.7922 Intermediate Similarity NPC3753
0.7922 Intermediate Similarity NPC103958
0.7907 Intermediate Similarity NPC232202
0.7901 Intermediate Similarity NPC40228
0.7895 Intermediate Similarity NPC160817
0.7887 Intermediate Similarity NPC306750
0.7882 Intermediate Similarity NPC4309
0.7882 Intermediate Similarity NPC474719
0.7882 Intermediate Similarity NPC56413
0.7875 Intermediate Similarity NPC192744
0.7875 Intermediate Similarity NPC263951
0.7875 Intermediate Similarity NPC158846
0.7875 Intermediate Similarity NPC201459
0.7857 Intermediate Similarity NPC475007
0.7857 Intermediate Similarity NPC329692
0.7857 Intermediate Similarity NPC477920
0.7857 Intermediate Similarity NPC155011
0.7857 Intermediate Similarity NPC2783
0.7857 Intermediate Similarity NPC324063
0.7857 Intermediate Similarity NPC70661
0.7857 Intermediate Similarity NPC73038
0.7857 Intermediate Similarity NPC322159
0.7857 Intermediate Similarity NPC80590
0.7848 Intermediate Similarity NPC106078
0.7848 Intermediate Similarity NPC471035
0.7848 Intermediate Similarity NPC471897
0.7848 Intermediate Similarity NPC212661
0.7848 Intermediate Similarity NPC471899
0.7848 Intermediate Similarity NPC107039
0.7841 Intermediate Similarity NPC303863
0.7831 Intermediate Similarity NPC139566
0.7831 Intermediate Similarity NPC100391
0.7831 Intermediate Similarity NPC165064
0.7821 Intermediate Similarity NPC279666
0.7821 Intermediate Similarity NPC192540
0.7816 Intermediate Similarity NPC198054
0.7816 Intermediate Similarity NPC154101
0.7816 Intermediate Similarity NPC475416
0.7816 Intermediate Similarity NPC160506
0.7816 Intermediate Similarity NPC250753
0.7805 Intermediate Similarity NPC476292
0.7805 Intermediate Similarity NPC226988
0.7805 Intermediate Similarity NPC474605
0.7791 Intermediate Similarity NPC474570
0.7791 Intermediate Similarity NPC168131
0.7778 Intermediate Similarity NPC477057
0.7778 Intermediate Similarity NPC475894
0.7778 Intermediate Similarity NPC195424
0.7778 Intermediate Similarity NPC164999
0.7765 Intermediate Similarity NPC474174
0.7765 Intermediate Similarity NPC251808
0.7765 Intermediate Similarity NPC96496
0.7765 Intermediate Similarity NPC269360
0.7765 Intermediate Similarity NPC474684
0.7765 Intermediate Similarity NPC264005
0.7765 Intermediate Similarity NPC142361
0.7765 Intermediate Similarity NPC477926
0.7763 Intermediate Similarity NPC477929
0.7753 Intermediate Similarity NPC210214
0.7753 Intermediate Similarity NPC98639
0.7753 Intermediate Similarity NPC469599
0.7753 Intermediate Similarity NPC157686
0.7753 Intermediate Similarity NPC259042
0.775 Intermediate Similarity NPC110094
0.775 Intermediate Similarity NPC476986
0.775 Intermediate Similarity NPC4827
0.775 Intermediate Similarity NPC280654
0.775 Intermediate Similarity NPC470905
0.775 Intermediate Similarity NPC260385
0.775 Intermediate Similarity NPC63020
0.7738 Intermediate Similarity NPC30984
0.7738 Intermediate Similarity NPC76333
0.7727 Intermediate Similarity NPC141497
0.7727 Intermediate Similarity NPC471902
0.7727 Intermediate Similarity NPC287118
0.7727 Intermediate Similarity NPC199543
0.7727 Intermediate Similarity NPC170220
0.7727 Intermediate Similarity NPC107674
0.7727 Intermediate Similarity NPC473690
0.7727 Intermediate Similarity NPC147272
0.7722 Intermediate Similarity NPC69143
0.7711 Intermediate Similarity NPC170862
0.7711 Intermediate Similarity NPC200752
0.7703 Intermediate Similarity NPC103734
0.7701 Intermediate Similarity NPC477782
0.7701 Intermediate Similarity NPC51486
0.7701 Intermediate Similarity NPC44240
0.7701 Intermediate Similarity NPC471896
0.7692 Intermediate Similarity NPC102313
0.7692 Intermediate Similarity NPC476046
0.7692 Intermediate Similarity NPC199316

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476601 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
0.7952 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7816 Intermediate Similarity NPD8034 Phase 2
0.7816 Intermediate Similarity NPD8035 Phase 2
0.7727 Intermediate Similarity NPD6399 Phase 3
0.759 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD4788 Approved
0.7442 Intermediate Similarity NPD6684 Approved
0.7442 Intermediate Similarity NPD7334 Approved
0.7442 Intermediate Similarity NPD7521 Approved
0.7442 Intermediate Similarity NPD7146 Approved
0.7442 Intermediate Similarity NPD6409 Approved
0.7442 Intermediate Similarity NPD5330 Approved
0.7412 Intermediate Similarity NPD4786 Approved
0.7391 Intermediate Similarity NPD6084 Phase 2
0.7391 Intermediate Similarity NPD6083 Phase 2
0.7381 Intermediate Similarity NPD3667 Approved
0.7273 Intermediate Similarity NPD5737 Approved
0.7273 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD6672 Approved
0.7273 Intermediate Similarity NPD6903 Approved
0.7253 Intermediate Similarity NPD7748 Approved
0.725 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD3618 Phase 1
0.7222 Intermediate Similarity NPD7515 Phase 2
0.7209 Intermediate Similarity NPD3133 Approved
0.7209 Intermediate Similarity NPD3666 Approved
0.7209 Intermediate Similarity NPD3665 Phase 1
0.7204 Intermediate Similarity NPD7902 Approved
0.716 Intermediate Similarity NPD3702 Approved
0.7128 Intermediate Similarity NPD5696 Approved
0.7105 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7073 Intermediate Similarity NPD6117 Approved
0.7045 Intermediate Similarity NPD6098 Approved
0.7033 Intermediate Similarity NPD6411 Approved
0.7013 Intermediate Similarity NPD4224 Phase 2
0.7 Intermediate Similarity NPD5777 Approved
0.7 Intermediate Similarity NPD5328 Approved
0.6989 Remote Similarity NPD5695 Phase 3
0.6989 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6988 Remote Similarity NPD6116 Phase 1
0.6947 Remote Similarity NPD7638 Approved
0.6947 Remote Similarity NPD4225 Approved
0.6905 Remote Similarity NPD6115 Approved
0.6905 Remote Similarity NPD6114 Approved
0.6905 Remote Similarity NPD6697 Approved
0.6905 Remote Similarity NPD6118 Approved
0.6882 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6882 Remote Similarity NPD7900 Approved
0.6875 Remote Similarity NPD4244 Approved
0.6875 Remote Similarity NPD4789 Approved
0.6875 Remote Similarity NPD7640 Approved
0.6875 Remote Similarity NPD4245 Approved
0.6875 Remote Similarity NPD7639 Approved
0.6869 Remote Similarity NPD6402 Approved
0.6869 Remote Similarity NPD7128 Approved
0.6869 Remote Similarity NPD5739 Approved
0.6869 Remote Similarity NPD6675 Approved
0.6854 Remote Similarity NPD5279 Phase 3
0.6848 Remote Similarity NPD6079 Approved
0.6832 Remote Similarity NPD6373 Approved
0.6832 Remote Similarity NPD6372 Approved
0.6813 Remote Similarity NPD4753 Phase 2
0.6813 Remote Similarity NPD6101 Approved
0.6813 Remote Similarity NPD6904 Approved
0.6813 Remote Similarity NPD6673 Approved
0.6813 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6813 Remote Similarity NPD6080 Approved
0.679 Remote Similarity NPD6081 Approved
0.679 Remote Similarity NPD4808 Clinical (unspecified phase)
0.679 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6782 Remote Similarity NPD4221 Approved
0.6782 Remote Similarity NPD4223 Phase 3
0.675 Remote Similarity NPD3698 Phase 2
0.675 Remote Similarity NPD3700 Clinical (unspecified phase)
0.675 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6747 Remote Similarity NPD8039 Approved
0.6744 Remote Similarity NPD4695 Discontinued
0.6742 Remote Similarity NPD1694 Approved
0.6742 Remote Similarity NPD5329 Approved
0.6739 Remote Similarity NPD5207 Approved
0.6733 Remote Similarity NPD7320 Approved
0.6733 Remote Similarity NPD6881 Approved
0.6733 Remote Similarity NPD6686 Approved
0.6733 Remote Similarity NPD6899 Approved
0.6706 Remote Similarity NPD3617 Approved
0.6706 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6703 Remote Similarity NPD5208 Approved
0.6702 Remote Similarity NPD6001 Approved
0.6699 Remote Similarity NPD6650 Approved
0.6699 Remote Similarity NPD6649 Approved
0.6667 Remote Similarity NPD5284 Approved
0.6667 Remote Similarity NPD5369 Approved
0.6667 Remote Similarity NPD5281 Approved
0.6667 Remote Similarity NPD7637 Suspended
0.6634 Remote Similarity NPD5701 Approved
0.6634 Remote Similarity NPD5697 Approved
0.6632 Remote Similarity NPD4629 Approved
0.6632 Remote Similarity NPD5210 Approved
0.663 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6629 Remote Similarity NPD3668 Phase 3
0.6629 Remote Similarity NPD4197 Approved
0.6627 Remote Similarity NPD6924 Approved
0.6627 Remote Similarity NPD6926 Approved
0.6602 Remote Similarity NPD7102 Approved
0.6602 Remote Similarity NPD6883 Approved
0.6602 Remote Similarity NPD7290 Approved
0.6596 Remote Similarity NPD4202 Approved
0.6596 Remote Similarity NPD5779 Approved
0.6596 Remote Similarity NPD5778 Approved
0.6593 Remote Similarity NPD3573 Approved
0.6591 Remote Similarity NPD6435 Approved
0.6569 Remote Similarity NPD6011 Approved
0.6562 Remote Similarity NPD4697 Phase 3
0.6562 Remote Similarity NPD5349 Clinical (unspecified phase)
0.6548 Remote Similarity NPD6942 Approved
0.6548 Remote Similarity NPD7339 Approved
0.6538 Remote Similarity NPD6869 Approved
0.6538 Remote Similarity NPD6847 Approved
0.6538 Remote Similarity NPD8130 Phase 1
0.6538 Remote Similarity NPD6617 Approved
0.6538 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6517 Remote Similarity NPD5362 Discontinued
0.6517 Remote Similarity NPD7154 Phase 3
0.6505 Remote Similarity NPD6014 Approved
0.6505 Remote Similarity NPD6012 Approved
0.6505 Remote Similarity NPD6013 Approved
0.6489 Remote Similarity NPD6050 Approved
0.6489 Remote Similarity NPD5693 Phase 1
0.6484 Remote Similarity NPD4519 Discontinued
0.6484 Remote Similarity NPD4138 Approved
0.6484 Remote Similarity NPD4690 Approved
0.6484 Remote Similarity NPD5205 Approved
0.6484 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6484 Remote Similarity NPD4693 Phase 3
0.6484 Remote Similarity NPD4623 Approved
0.6484 Remote Similarity NPD4688 Approved
0.6484 Remote Similarity NPD4689 Approved
0.6476 Remote Similarity NPD8297 Approved
0.6476 Remote Similarity NPD6882 Approved
0.6471 Remote Similarity NPD6412 Phase 2
0.6471 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6471 Remote Similarity NPD6933 Approved
0.6458 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6447 Remote Similarity NPD3198 Approved
0.6438 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6437 Remote Similarity NPD7645 Phase 2
0.642 Remote Similarity NPD5361 Clinical (unspecified phase)
0.642 Remote Similarity NPD5360 Phase 3
0.6415 Remote Similarity NPD8133 Approved
0.6408 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6404 Remote Similarity NPD4269 Approved
0.6404 Remote Similarity NPD4270 Approved
0.64 Remote Similarity NPD7632 Discontinued
0.6392 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6392 Remote Similarity NPD5222 Approved
0.6392 Remote Similarity NPD5221 Approved
0.6389 Remote Similarity NPD7115 Discovery
0.6383 Remote Similarity NPD5785 Approved
0.6383 Remote Similarity NPD5692 Phase 3
0.6373 Remote Similarity NPD6008 Approved
0.6364 Remote Similarity NPD7525 Registered
0.6364 Remote Similarity NPD5368 Approved
0.6353 Remote Similarity NPD3703 Phase 2
0.6346 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6341 Remote Similarity NPD6923 Approved
0.6341 Remote Similarity NPD3726 Approved
0.6341 Remote Similarity NPD6922 Approved
0.6341 Remote Similarity NPD3725 Approved
0.6337 Remote Similarity NPD6052 Approved
0.6333 Remote Similarity NPD6695 Phase 3
0.6327 Remote Similarity NPD5173 Approved
0.6327 Remote Similarity NPD4755 Approved
0.6316 Remote Similarity NPD5694 Approved
0.6304 Remote Similarity NPD4694 Approved
0.6304 Remote Similarity NPD5280 Approved
0.6304 Remote Similarity NPD5690 Phase 2
0.6304 Remote Similarity NPD5786 Approved
0.6296 Remote Similarity NPD6868 Approved
0.6292 Remote Similarity NPD4139 Approved
0.6292 Remote Similarity NPD4692 Approved
0.6277 Remote Similarity NPD6051 Approved
0.6265 Remote Similarity NPD7144 Approved
0.6265 Remote Similarity NPD7143 Approved
0.6264 Remote Similarity NPD7338 Clinical (unspecified phase)
0.625 Remote Similarity NPD6929 Approved
0.6224 Remote Similarity NPD7614 Phase 1
0.6216 Remote Similarity NPD615 Clinical (unspecified phase)
0.62 Remote Similarity NPD5285 Approved
0.62 Remote Similarity NPD4696 Approved
0.62 Remote Similarity NPD5286 Approved
0.62 Remote Similarity NPD4700 Approved
0.62 Remote Similarity NPD6404 Discontinued
0.6196 Remote Similarity NPD5363 Approved
0.6196 Remote Similarity NPD6082 Clinical (unspecified phase)
0.619 Remote Similarity NPD4061 Clinical (unspecified phase)
0.619 Remote Similarity NPD7150 Approved
0.619 Remote Similarity NPD7151 Approved
0.619 Remote Similarity NPD7152 Approved
0.619 Remote Similarity NPD4243 Approved
0.6186 Remote Similarity NPD5282 Discontinued

Structure

External Identifiers

PubChem CID   11544279
ChEMBL   CHEMBL496845
ZINC  

Physicochemical Properties

Molecular Weight:  320.24
ALogP:  0.4996
MLogP:  3.33
XLogP:  5.028
# Rotatable Bonds:  7
Polar Surface Area:  46.53
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  23

Download Data

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Structure MOL file  
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Biological Activities  
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