Natural Product: NPC258788

Natural Product ID:  NPC258788
Common Name:   Aspinonene
IUPAC Name:   (E,2R,5S)-2-[(2R,3S)-3-methyloxiran-2-yl]hex-3-ene-1,2,5-triol
Synonyms:   Aspinonene
Molecular Formula:   C9H16O4
Standard InCHIKey:  ZXCYAEKEHIEQHD-SVQZIREZSA-N
Standard InCHI:  InChI=1S/C9H16O4/c1-6(11)3-4-9(12,5-10)8-7(2)13-8/h3-4,6-8,10-12H,5H2,1-2H3/b4-3+/t6-,7-,8+,9+/m0/s1
Canonical SMILES:  OC[C@@]([C@@H]1O[C@H]1C)(/C=C/[C@@H](O)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
NPO4417 Aspergillus ostianus Species Aspergillaceae Eukaryota PMID[17994702]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT137 Cell Line L1210 Mus musculus Inhibition = 27 % 23347584

  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 NPC258788 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
0.8254 Intermediate Similarity NPC475221
0.7846 Intermediate Similarity NPC473722
0.7746 Intermediate Similarity NPC170148
0.7541 Intermediate Similarity NPC227135
0.7536 Intermediate Similarity NPC129630
0.7534 Intermediate Similarity NPC68119
0.7534 Intermediate Similarity NPC13823
0.7465 Intermediate Similarity NPC190859
0.7465 Intermediate Similarity NPC24590
0.7465 Intermediate Similarity NPC474545
0.7458 Intermediate Similarity NPC200772
0.7397 Intermediate Similarity NPC476703
0.7385 Intermediate Similarity NPC55376
0.7333 Intermediate Similarity NPC35756
0.7313 Intermediate Similarity NPC19769
0.7288 Intermediate Similarity NPC474460
0.726 Intermediate Similarity NPC229655
0.7231 Intermediate Similarity NPC469694
0.7222 Intermediate Similarity NPC474280
0.7222 Intermediate Similarity NPC471525
0.7162 Intermediate Similarity NPC474278
0.7143 Intermediate Similarity NPC239373
0.7143 Intermediate Similarity NPC74722
0.7143 Intermediate Similarity NPC329989
0.7143 Intermediate Similarity NPC304690
0.7143 Intermediate Similarity NPC472947
0.7123 Intermediate Similarity NPC473582
0.7101 Intermediate Similarity NPC25298
0.7059 Intermediate Similarity NPC470123
0.7031 Intermediate Similarity NPC52012
0.7013 Intermediate Similarity NPC474894
0.7013 Intermediate Similarity NPC246621
0.7 Intermediate Similarity NPC305698
0.6986 Remote Similarity NPC326504
0.6986 Remote Similarity NPC144995
0.6986 Remote Similarity NPC227814
0.6986 Remote Similarity NPC315843
0.6986 Remote Similarity NPC107654
0.6986 Remote Similarity NPC473489
0.6984 Remote Similarity NPC281590
0.6974 Remote Similarity NPC475210
0.6974 Remote Similarity NPC291260
0.6974 Remote Similarity NPC471537
0.6957 Remote Similarity NPC267027
0.6957 Remote Similarity NPC276299
0.6957 Remote Similarity NPC201356
0.6923 Remote Similarity NPC181872
0.6923 Remote Similarity NPC226848
0.6912 Remote Similarity NPC470808
0.6901 Remote Similarity NPC130618
0.6875 Remote Similarity NPC298595
0.6857 Remote Similarity NPC73603
0.6857 Remote Similarity NPC473357
0.6857 Remote Similarity NPC163290
0.6857 Remote Similarity NPC193029
0.6857 Remote Similarity NPC259299
0.6849 Remote Similarity NPC476709
0.6842 Remote Similarity NPC477089
0.6842 Remote Similarity NPC318481
0.6835 Remote Similarity NPC315559
0.6818 Remote Similarity NPC475931
0.6812 Remote Similarity NPC478099
0.6812 Remote Similarity NPC478098
0.6812 Remote Similarity NPC96414
0.6812 Remote Similarity NPC250836
0.6806 Remote Similarity NPC329904
0.6806 Remote Similarity NPC473361
0.679 Remote Similarity NPC281316
0.6774 Remote Similarity NPC142092
0.6769 Remote Similarity NPC121034
0.6769 Remote Similarity NPC474577
0.6761 Remote Similarity NPC209327
0.6761 Remote Similarity NPC273508
0.6761 Remote Similarity NPC63873
0.6761 Remote Similarity NPC272961
0.6757 Remote Similarity NPC472174
0.6753 Remote Similarity NPC476701
0.675 Remote Similarity NPC186155
0.675 Remote Similarity NPC160517
0.675 Remote Similarity NPC78673
0.6747 Remote Similarity NPC49783
0.6716 Remote Similarity NPC99487
0.6716 Remote Similarity NPC81896
0.6716 Remote Similarity NPC321919
0.6714 Remote Similarity NPC311736
0.6714 Remote Similarity NPC478101
0.6712 Remote Similarity NPC316185
0.6709 Remote Similarity NPC313677
0.6709 Remote Similarity NPC477385
0.6709 Remote Similarity NPC477390
0.6709 Remote Similarity NPC474252
0.6667 Remote Similarity NPC209279
0.6667 Remote Similarity NPC67761
0.6667 Remote Similarity NPC294813
0.6667 Remote Similarity NPC180871
0.6667 Remote Similarity NPC68889
0.6667 Remote Similarity NPC51758
0.6667 Remote Similarity NPC474496
0.6667 Remote Similarity NPC13143
0.6667 Remote Similarity NPC108494
0.6667 Remote Similarity NPC155025
0.6667 Remote Similarity NPC88079
0.6667 Remote Similarity NPC475982
0.6667 Remote Similarity NPC300593
0.6667 Remote Similarity NPC194586
0.6625 Remote Similarity NPC44261
0.6625 Remote Similarity NPC231601
0.6623 Remote Similarity NPC181838
0.6623 Remote Similarity NPC279532
0.6623 Remote Similarity NPC475980
0.6623 Remote Similarity NPC137345
0.6622 Remote Similarity NPC470435
0.6622 Remote Similarity NPC132938
0.662 Remote Similarity NPC82337
0.662 Remote Similarity NPC478100
0.662 Remote Similarity NPC478097
0.6618 Remote Similarity NPC68679
0.6618 Remote Similarity NPC207007
0.6618 Remote Similarity NPC321867
0.6618 Remote Similarity NPC64971
0.6618 Remote Similarity NPC26810
0.6613 Remote Similarity NPC474495
0.6613 Remote Similarity NPC93639
0.6613 Remote Similarity NPC473672
0.6613 Remote Similarity NPC29234
0.661 Remote Similarity NPC140501
0.661 Remote Similarity NPC160628
0.6585 Remote Similarity NPC255143
0.6585 Remote Similarity NPC61527
0.6579 Remote Similarity NPC203277
0.6579 Remote Similarity NPC256720
0.6579 Remote Similarity NPC236228
0.6575 Remote Similarity NPC202011
0.6571 Remote Similarity NPC476586
0.6571 Remote Similarity NPC282760
0.6571 Remote Similarity NPC273600
0.6571 Remote Similarity NPC101670
0.6567 Remote Similarity NPC122239
0.6567 Remote Similarity NPC473866
0.6567 Remote Similarity NPC322186
0.6543 Remote Similarity NPC475035
0.6538 Remote Similarity NPC99651
0.6528 Remote Similarity NPC310210
0.6515 Remote Similarity NPC71755
0.65 Remote Similarity NPC259858
0.6494 Remote Similarity NPC84360
0.6494 Remote Similarity NPC40049
0.6479 Remote Similarity NPC124586
0.6479 Remote Similarity NPC146811
0.6479 Remote Similarity NPC326310
0.6471 Remote Similarity NPC191323
0.6471 Remote Similarity NPC3952
0.6463 Remote Similarity NPC475034
0.6462 Remote Similarity NPC232247
0.6462 Remote Similarity NPC251666
0.6462 Remote Similarity NPC329686
0.6456 Remote Similarity NPC236707
0.6452 Remote Similarity NPC291437
0.6452 Remote Similarity NPC328784
0.6447 Remote Similarity NPC473948
0.6438 Remote Similarity NPC16964
0.6429 Remote Similarity NPC308457
0.642 Remote Similarity NPC161045
0.6418 Remote Similarity NPC41180
0.6418 Remote Similarity NPC152438
0.641 Remote Similarity NPC248775
0.6406 Remote Similarity NPC165755
0.64 Remote Similarity NPC314678
0.64 Remote Similarity NPC329763
0.6395 Remote Similarity NPC475441
0.6389 Remote Similarity NPC122627
0.6386 Remote Similarity NPC196381
0.6386 Remote Similarity NPC477389
0.6386 Remote Similarity NPC477387
0.6386 Remote Similarity NPC278283
0.6386 Remote Similarity NPC311163
0.6377 Remote Similarity NPC113293
0.6375 Remote Similarity NPC471270
0.6364 Remote Similarity NPC301525
0.6364 Remote Similarity NPC326661
0.6364 Remote Similarity NPC268111
0.6364 Remote Similarity NPC327388
0.6364 Remote Similarity NPC48891
0.6351 Remote Similarity NPC189745
0.6351 Remote Similarity NPC4299
0.6349 Remote Similarity NPC151782
0.6349 Remote Similarity NPC59408
0.6349 Remote Similarity NPC71053
0.6341 Remote Similarity NPC136699
0.6341 Remote Similarity NPC220167
0.6341 Remote Similarity NPC32676
0.6338 Remote Similarity NPC476654
0.6338 Remote Similarity NPC476657
0.6338 Remote Similarity NPC476655
0.6338 Remote Similarity NPC308844
0.6329 Remote Similarity NPC86971
0.6329 Remote Similarity NPC1180
0.6329 Remote Similarity NPC470149
0.6329 Remote Similarity NPC470148
0.6329 Remote Similarity NPC180725

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC258788 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
0.8333 Intermediate Similarity NPD585 Clinical (unspecified phase)
0.6618 Remote Similarity NPD368 Approved
0.661 Remote Similarity NPD4265 Approved
0.6279 Remote Similarity NPD7838 Discovery
0.625 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6184 Remote Similarity NPD4732 Discontinued
0.6176 Remote Similarity NPD6109 Phase 1
0.6092 Remote Similarity NPD6698 Approved
0.6092 Remote Similarity NPD46 Approved
0.6049 Remote Similarity NPD4819 Approved
0.6049 Remote Similarity NPD4821 Approved
0.6049 Remote Similarity NPD4820 Approved
0.6049 Remote Similarity NPD4822 Approved
0.6023 Remote Similarity NPD7983 Approved
0.6022 Remote Similarity NPD5344 Discontinued
0.6 Remote Similarity NPD4268 Approved
0.6 Remote Similarity NPD4271 Approved
0.597 Remote Similarity NPD342 Phase 1
0.593 Remote Similarity NPD7524 Approved
0.589 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5833 Remote Similarity NPD7154 Phase 3
0.5814 Remote Similarity NPD4249 Approved
0.5775 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5765 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5747 Remote Similarity NPD4250 Approved
0.5747 Remote Similarity NPD4251 Approved
0.5733 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5714 Remote Similarity NPD9119 Approved
0.5714 Remote Similarity NPD69 Approved
0.5663 Remote Similarity NPD7514 Phase 3
0.5663 Remote Similarity NPD7332 Phase 2
0.5647 Remote Similarity NPD6110 Phase 1
0.5647 Remote Similarity NPD6695 Phase 3
0.5625 Remote Similarity NPD8264 Approved
0.5616 Remote Similarity NPD3210 Clinical (unspecified phase)
0.561 Remote Similarity NPD7322 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   44445586
ChEMBL   CHEMBL249460
ZINC  

Physicochemical Properties

Molecular Weight:  188.10
ALogP:  -1.3891
MLogP:  2.01
XLogP:  -0.904
# Rotatable Bonds:  9
Polar Surface Area:  73.22
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  1
# Heavy Atoms:  13

Download Data

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