Natural Product: NPC179922

Natural Product ID:  NPC179922
Common Name:   11Beta,13-Dihydrocarpesiolin
IUPAC Name:   (1R,3aS,5R,5aS,8aR,9S,9aS)-9-hydroxy-1,5,8a-trimethyl-3a,4,5,5a,6,7,9,9a-octahydro-1H-azuleno[6,7-b]furan-2,8-dione
Synonyms:   11Beta,13-Dihydrocarpesiolin
Molecular Formula:   C15H22O4
Standard InCHIKey:  LWZYMGJOEZRREO-WGOPJJQISA-N
Standard InCHI:  InChI=1S/C15H22O4/c1-7-6-10-12(8(2)14(18)19-10)13(17)15(3)9(7)4-5-11(15)16/h7-10,12-13,17H,4-6H2,1-3H3/t7-,8-,9+,10+,12-,13+,15+/m1/s1
Canonical SMILES:  C[C@H]1C(=O)O[C@@H]2[C@@H]1[C@H](O)[C@]1(C)C(=O)CC[C@H]1[C@@H](C2)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
NPO4280 Inula hupehensis Species Asteraceae Eukaryota Aerial parts PMID[21894898]
NPO22238 Inula falconeri Species Asteraceae Eukaryota Aerial parts Tibet, China PMID[21924800]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 19800 nM 21894898
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 20300 nM 21924800

  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 NPC179922 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 NPC470243
0.8696 High Similarity NPC157518
0.8514 High Similarity NPC215030
0.8333 Intermediate Similarity NPC51507
0.8313 Intermediate Similarity NPC12872
0.8313 Intermediate Similarity NPC168679
0.8267 Intermediate Similarity NPC477867
0.8025 Intermediate Similarity NPC157328
0.7917 Intermediate Similarity NPC476330
0.7901 Intermediate Similarity NPC212340
0.7882 Intermediate Similarity NPC117405
0.7882 Intermediate Similarity NPC52198
0.7778 Intermediate Similarity NPC314103
0.7753 Intermediate Similarity NPC91771
0.7753 Intermediate Similarity NPC142529
0.7753 Intermediate Similarity NPC126156
0.7738 Intermediate Similarity NPC236692
0.7738 Intermediate Similarity NPC238593
0.7738 Intermediate Similarity NPC309757
0.7674 Intermediate Similarity NPC200580
0.7647 Intermediate Similarity NPC201658
0.7619 Intermediate Similarity NPC473350
0.7614 Intermediate Similarity NPC153590
0.7614 Intermediate Similarity NPC200237
0.76 Intermediate Similarity NPC319007
0.7558 Intermediate Similarity NPC53158
0.7528 Intermediate Similarity NPC473331
0.7468 Intermediate Similarity NPC132064
0.7467 Intermediate Similarity NPC469925
0.7444 Intermediate Similarity NPC193645
0.7444 Intermediate Similarity NPC275960
0.7444 Intermediate Similarity NPC48803
0.7444 Intermediate Similarity NPC90121
0.7436 Intermediate Similarity NPC474755
0.7419 Intermediate Similarity NPC171759
0.7416 Intermediate Similarity NPC473263
0.7416 Intermediate Similarity NPC308656
0.7416 Intermediate Similarity NPC60386
0.7416 Intermediate Similarity NPC472238
0.7416 Intermediate Similarity NPC472237
0.7416 Intermediate Similarity NPC473273
0.7416 Intermediate Similarity NPC473234
0.7381 Intermediate Similarity NPC128246
0.7381 Intermediate Similarity NPC111409
0.7381 Intermediate Similarity NPC54468
0.7368 Intermediate Similarity NPC119838
0.7363 Intermediate Similarity NPC193785
0.7363 Intermediate Similarity NPC185553
0.7356 Intermediate Similarity NPC470009
0.7342 Intermediate Similarity NPC125164
0.7333 Intermediate Similarity NPC470424
0.7333 Intermediate Similarity NPC289004
0.7326 Intermediate Similarity NPC70422
0.7326 Intermediate Similarity NPC104961
0.7326 Intermediate Similarity NPC70555
0.7303 Intermediate Similarity NPC191339
0.7303 Intermediate Similarity NPC286341
0.7294 Intermediate Similarity NPC477434
0.7284 Intermediate Similarity NPC169389
0.7284 Intermediate Similarity NPC83108
0.7284 Intermediate Similarity NPC477918
0.7284 Intermediate Similarity NPC214030
0.7284 Intermediate Similarity NPC307865
0.7283 Intermediate Similarity NPC169205
0.7283 Intermediate Similarity NPC311904
0.7273 Intermediate Similarity NPC155935
0.7273 Intermediate Similarity NPC475062
0.7241 Intermediate Similarity NPC118601
0.7234 Intermediate Similarity NPC477950
0.7229 Intermediate Similarity NPC290508
0.7229 Intermediate Similarity NPC1882
0.7229 Intermediate Similarity NPC73052
0.7229 Intermediate Similarity NPC6823
0.7229 Intermediate Similarity NPC293418
0.7222 Intermediate Similarity NPC476189
0.7215 Intermediate Similarity NPC475232
0.7215 Intermediate Similarity NPC473775
0.7215 Intermediate Similarity NPC475260
0.7215 Intermediate Similarity NPC473699
0.7215 Intermediate Similarity NPC51249
0.7215 Intermediate Similarity NPC474100
0.7209 Intermediate Similarity NPC478111
0.7204 Intermediate Similarity NPC274695
0.7204 Intermediate Similarity NPC141191
0.72 Intermediate Similarity NPC306805
0.72 Intermediate Similarity NPC215987
0.7195 Intermediate Similarity NPC470014
0.7191 Intermediate Similarity NPC54065
0.7191 Intermediate Similarity NPC35809
0.7191 Intermediate Similarity NPC297474
0.7191 Intermediate Similarity NPC19087
0.7176 Intermediate Similarity NPC472847
0.7176 Intermediate Similarity NPC15091
0.716 Intermediate Similarity NPC477933
0.716 Intermediate Similarity NPC477932
0.7159 Intermediate Similarity NPC178875
0.7143 Intermediate Similarity NPC126248
0.7143 Intermediate Similarity NPC206878
0.7126 Intermediate Similarity NPC92139
0.7126 Intermediate Similarity NPC476717
0.7113 Intermediate Similarity NPC168890
0.7113 Intermediate Similarity NPC41674
0.7113 Intermediate Similarity NPC469441
0.7113 Intermediate Similarity NPC228311
0.7111 Intermediate Similarity NPC29821
0.7111 Intermediate Similarity NPC293001
0.7111 Intermediate Similarity NPC184063
0.7111 Intermediate Similarity NPC63193
0.7111 Intermediate Similarity NPC171360
0.7111 Intermediate Similarity NPC57304
0.7111 Intermediate Similarity NPC35959
0.7111 Intermediate Similarity NPC474065
0.7111 Intermediate Similarity NPC133888
0.7097 Intermediate Similarity NPC170143
0.7097 Intermediate Similarity NPC108475
0.7097 Intermediate Similarity NPC213947
0.7093 Intermediate Similarity NPC291310
0.7093 Intermediate Similarity NPC165287
0.7079 Intermediate Similarity NPC471459
0.7079 Intermediate Similarity NPC61688
0.7079 Intermediate Similarity NPC67653
0.7079 Intermediate Similarity NPC38392
0.7079 Intermediate Similarity NPC477440
0.7079 Intermediate Similarity NPC477443
0.7073 Intermediate Similarity NPC474003
0.7073 Intermediate Similarity NPC70996
0.7065 Intermediate Similarity NPC62407
0.7065 Intermediate Similarity NPC287354
0.7051 Intermediate Similarity NPC5714
0.7051 Intermediate Similarity NPC98711
0.7045 Intermediate Similarity NPC475773
0.7045 Intermediate Similarity NPC239938
0.7041 Intermediate Similarity NPC290247
0.7041 Intermediate Similarity NPC176756
0.7041 Intermediate Similarity NPC469787
0.7041 Intermediate Similarity NPC469788
0.7037 Intermediate Similarity NPC228411
0.7037 Intermediate Similarity NPC35871
0.7037 Intermediate Similarity NPC68565
0.7037 Intermediate Similarity NPC477934
0.7033 Intermediate Similarity NPC475788
0.7021 Intermediate Similarity NPC253995
0.701 Intermediate Similarity NPC473701
0.701 Intermediate Similarity NPC473526
0.7 Intermediate Similarity NPC477444
0.7 Intermediate Similarity NPC477433
0.7 Intermediate Similarity NPC248567
0.7 Intermediate Similarity NPC253144
0.7 Intermediate Similarity NPC477442
0.6988 Remote Similarity NPC185465
0.6988 Remote Similarity NPC475616
0.6986 Remote Similarity NPC475821
0.6979 Remote Similarity NPC225353
0.6974 Remote Similarity NPC295256
0.697 Remote Similarity NPC220773
0.697 Remote Similarity NPC278693
0.697 Remote Similarity NPC329876
0.697 Remote Similarity NPC167044
0.6966 Remote Similarity NPC217983
0.6966 Remote Similarity NPC207114
0.6966 Remote Similarity NPC477614
0.6966 Remote Similarity NPC471221
0.6966 Remote Similarity NPC226491
0.6957 Remote Similarity NPC247877
0.6957 Remote Similarity NPC309127
0.6951 Remote Similarity NPC474020
0.6941 Remote Similarity NPC58631
0.6941 Remote Similarity NPC470241
0.6941 Remote Similarity NPC475743
0.6933 Remote Similarity NPC474552
0.6932 Remote Similarity NPC120395
0.6932 Remote Similarity NPC56593
0.6932 Remote Similarity NPC187661
0.6923 Remote Similarity NPC70595
0.6923 Remote Similarity NPC123177
0.6923 Remote Similarity NPC82315
0.6923 Remote Similarity NPC284185
0.6923 Remote Similarity NPC74103
0.6923 Remote Similarity NPC474699
0.6923 Remote Similarity NPC150978
0.6915 Remote Similarity NPC278028
0.6915 Remote Similarity NPC328180
0.6914 Remote Similarity NPC317212
0.6914 Remote Similarity NPC477930
0.6907 Remote Similarity NPC110989
0.6905 Remote Similarity NPC472310
0.6905 Remote Similarity NPC474754
0.6905 Remote Similarity NPC320144
0.69 Remote Similarity NPC217041
0.6897 Remote Similarity NPC319909
0.6897 Remote Similarity NPC471044
0.6897 Remote Similarity NPC473336
0.6892 Remote Similarity NPC469921
0.6889 Remote Similarity NPC212664
0.6889 Remote Similarity NPC32922
0.6889 Remote Similarity NPC215556
0.6882 Remote Similarity NPC163228
0.6882 Remote Similarity NPC470191
0.6867 Remote Similarity NPC471151
0.6867 Remote Similarity NPC208223

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC179922 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
0.7444 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD229 Approved
0.6988 Remote Similarity NPD4802 Phase 2
0.6988 Remote Similarity NPD4238 Approved
0.6986 Remote Similarity NPD3198 Approved
0.6974 Remote Similarity NPD9496 Clinical (unspecified phase)
0.686 Remote Similarity NPD6435 Approved
0.6761 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6701 Remote Similarity NPD1700 Approved
0.6667 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6116 Phase 1
0.6628 Remote Similarity NPD5368 Approved
0.6627 Remote Similarity NPD3702 Approved
0.6556 Remote Similarity NPD5786 Approved
0.6552 Remote Similarity NPD5369 Approved
0.6548 Remote Similarity NPD6117 Approved
0.6538 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6506 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6463 Remote Similarity NPD5777 Approved
0.6429 Remote Similarity NPD3703 Phase 2
0.642 Remote Similarity NPD3700 Clinical (unspecified phase)
0.642 Remote Similarity NPD3699 Clinical (unspecified phase)
0.642 Remote Similarity NPD3698 Phase 2
0.641 Remote Similarity NPD7909 Approved
0.6395 Remote Similarity NPD6115 Approved
0.6395 Remote Similarity NPD6118 Approved
0.6395 Remote Similarity NPD6114 Approved
0.6395 Remote Similarity NPD6697 Approved
0.6341 Remote Similarity NPD4244 Approved
0.6341 Remote Similarity NPD4245 Approved
0.6301 Remote Similarity NPD615 Clinical (unspecified phase)
0.6292 Remote Similarity NPD4269 Approved
0.6292 Remote Similarity NPD4270 Approved
0.6277 Remote Similarity NPD5785 Approved
0.6265 Remote Similarity NPD6081 Approved
0.6265 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6265 Remote Similarity NPD4808 Clinical (unspecified phase)
0.625 Remote Similarity NPD4224 Phase 2
0.6211 Remote Similarity NPD6411 Approved
0.6207 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6146 Remote Similarity NPD6399 Phase 3
0.6145 Remote Similarity NPD4789 Approved
0.6143 Remote Similarity NPD2266 Phase 2
0.6111 Remote Similarity NPD9638 Phase 2
0.6087 Remote Similarity NPD634 Phase 3
0.6087 Remote Similarity NPD5363 Approved
0.6082 Remote Similarity NPD5282 Discontinued
0.6081 Remote Similarity NPD3728 Approved
0.6081 Remote Similarity NPD3730 Approved
0.6067 Remote Similarity NPD4252 Approved
0.6042 Remote Similarity NPD8035 Phase 2
0.6042 Remote Similarity NPD8034 Phase 2
0.6019 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6 Remote Similarity NPD7320 Approved
0.6 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6 Remote Similarity NPD6101 Approved
0.5962 Remote Similarity NPD6402 Approved
0.5962 Remote Similarity NPD7128 Approved
0.5962 Remote Similarity NPD6675 Approved
0.5962 Remote Similarity NPD5739 Approved
0.5943 Remote Similarity NPD6373 Approved
0.5943 Remote Similarity NPD6372 Approved
0.5934 Remote Similarity NPD7345 Approved
0.5921 Remote Similarity NPD73 Approved
0.5905 Remote Similarity NPD5701 Approved
0.5905 Remote Similarity NPD5697 Approved
0.5905 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5889 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5888 Remote Similarity NPD6371 Approved
0.587 Remote Similarity NPD5362 Discontinued
0.5854 Remote Similarity NPD375 Phase 2
0.5851 Remote Similarity NPD4249 Approved
0.5849 Remote Similarity NPD6899 Approved
0.5849 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5849 Remote Similarity NPD6881 Approved
0.5843 Remote Similarity NPD3671 Phase 1
0.5833 Remote Similarity NPD6650 Approved
0.5833 Remote Similarity NPD6649 Approved
0.5833 Remote Similarity NPD1695 Approved
0.5816 Remote Similarity NPD5779 Approved
0.5816 Remote Similarity NPD5778 Approved
0.5794 Remote Similarity NPD6014 Approved
0.5794 Remote Similarity NPD6013 Approved
0.5794 Remote Similarity NPD6012 Approved
0.5789 Remote Similarity NPD4251 Approved
0.5789 Remote Similarity NPD4250 Approved
0.5745 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5745 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5743 Remote Similarity NPD6084 Phase 2
0.5743 Remote Similarity NPD6083 Phase 2
0.5741 Remote Similarity NPD7290 Approved
0.5741 Remote Similarity NPD7102 Approved
0.5741 Remote Similarity NPD6883 Approved
0.5729 Remote Similarity NPD4264 Clinical (unspecified phase)
0.5714 Remote Similarity NPD4819 Approved
0.5714 Remote Similarity NPD5360 Phase 3
0.5714 Remote Similarity NPD4822 Approved
0.5714 Remote Similarity NPD7983 Approved
0.5714 Remote Similarity NPD4820 Approved
0.5714 Remote Similarity NPD4821 Approved
0.5714 Remote Similarity NPD5361 Clinical (unspecified phase)
0.5701 Remote Similarity NPD6011 Approved
0.57 Remote Similarity NPD5695 Phase 3
0.5699 Remote Similarity NPD7154 Phase 3
0.5688 Remote Similarity NPD6847 Approved
0.5688 Remote Similarity NPD6869 Approved
0.5688 Remote Similarity NPD6617 Approved
0.5688 Remote Similarity NPD8130 Phase 1
0.5686 Remote Similarity NPD5696 Approved
0.5673 Remote Similarity NPD8086 Approved
0.5673 Remote Similarity NPD8082 Approved
0.5673 Remote Similarity NPD8139 Approved
0.5673 Remote Similarity NPD8085 Approved
0.5673 Remote Similarity NPD8138 Approved
0.5673 Remote Similarity NPD8083 Approved
0.5673 Remote Similarity NPD8084 Approved
0.5667 Remote Similarity NPD4271 Approved
0.5667 Remote Similarity NPD4268 Approved
0.566 Remote Similarity NPD6008 Approved
0.5652 Remote Similarity NPD387 Clinical (unspecified phase)
0.5641 Remote Similarity NPD7492 Approved
0.5641 Remote Similarity NPD8959 Approved
0.5636 Remote Similarity NPD6882 Approved
0.5636 Remote Similarity NPD8297 Approved
0.5619 Remote Similarity NPD8276 Approved
0.5619 Remote Similarity NPD8275 Approved
0.5614 Remote Similarity NPD7519 Approved
0.5614 Remote Similarity NPD7517 Approved
0.5614 Remote Similarity NPD7518 Approved
0.56 Remote Similarity NPD72 Approved
0.56 Remote Similarity NPD3186 Phase 1
0.56 Remote Similarity NPD65 Approved
0.56 Remote Similarity NPD8960 Approved
0.56 Remote Similarity NPD9009 Approved
0.56 Remote Similarity NPD66 Approved
0.56 Remote Similarity NPD64 Approved
0.56 Remote Similarity NPD9008 Approved
0.56 Remote Similarity NPD9011 Approved
0.56 Remote Similarity NPD9010 Approved
0.56 Remote Similarity NPD9007 Approved

Structure

External Identifiers

PubChem CID   54671717
ChEMBL   CHEMBL1911135
ZINC  

Physicochemical Properties

Molecular Weight:  266.15
ALogP:  -0.01
MLogP:  2.67
XLogP:  0.851
# Rotatable Bonds:  4
Polar Surface Area:  63.6
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  19

Download Data

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