Natural Product: NPC125925

Natural Product ID:  NPC125925
Common Name:   Solanapyrone J
IUPAC Name:   6-[(1R,2S,4aR,8S,8aR)-1,2,8-trimethyl-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-4-methoxy-2-oxopyran-3-carbaldehyde
Synonyms:   Solanapyrone J
Molecular Formula:   C20H26O4
Standard InCHIKey:  VJWRZMQZHDPEMN-LSVSEMBBSA-N
Standard InCHI:  InChI=1S/C20H26O4/c1-12-6-5-7-14-9-8-13(2)20(3,18(12)14)17-10-16(23-4)15(11-21)19(22)24-17/h8-14,18H,5-7H2,1-4H3/t12-,13-,14+,18+,20-/m0/s1
Canonical SMILES:  COc1cc(oc(=O)c1C=O)[C@]1(C)[C@@H](C)C=C[C@@H]2[C@H]1[C@@H](C)CCC2
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
NPO32592 fungicolous fungus Species NA NA Hawaiian PMID[17663585]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT20 Organism Candida albicans Candida albicans IZ = 19 mm 3302260
NPT16 Organism Staphylococcus aureus Staphylococcus aureus IZ = 21 mm 3302260
NPT16 Organism Staphylococcus aureus Staphylococcus aureus IZ = 17 mm 3302260
NPT185 Organism Aspergillus flavus Aspergillus flavus IZ = 30 mm 22276742
NPT185 Organism Aspergillus flavus Aspergillus flavus MIC = 20 ug/ml 22276742
NPT2781 Organism Fusarium moniliforme Gibberella moniliformis IZ = 30 mm 10714491
NPT185 Organism Aspergillus flavus Aspergillus flavus IC50 = 8.6 ug/ml 19013063
NPT2781 Organism Fusarium moniliforme Gibberella moniliformis MIC = 24 ug/ml 19013063
NPT2781 Organism Fusarium moniliforme Gibberella moniliformis IC50 = 15 ug/ml 19013063

  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 NPC125925 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
0.8148 Intermediate Similarity NPC181587
0.8132 Intermediate Similarity NPC213636
0.8132 Intermediate Similarity NPC253177
0.8132 Intermediate Similarity NPC280592
0.8111 Intermediate Similarity NPC472302
0.8095 Intermediate Similarity NPC54996
0.8043 Intermediate Similarity NPC471329
0.8043 Intermediate Similarity NPC296114
0.7955 Intermediate Similarity NPC288281
0.7935 Intermediate Similarity NPC212679
0.7935 Intermediate Similarity NPC220454
0.7935 Intermediate Similarity NPC469595
0.7912 Intermediate Similarity NPC471956
0.7882 Intermediate Similarity NPC473825
0.7826 Intermediate Similarity NPC284561
0.7816 Intermediate Similarity NPC268827
0.7742 Intermediate Similarity NPC469372
0.7692 Intermediate Similarity NPC168248
0.764 Intermediate Similarity NPC471218
0.7634 Intermediate Similarity NPC280833
0.7634 Intermediate Similarity NPC177141
0.7604 Intermediate Similarity NPC295347
0.7604 Intermediate Similarity NPC209355
0.7582 Intermediate Similarity NPC189311
0.7576 Intermediate Similarity NPC168319
0.7576 Intermediate Similarity NPC194028
0.7558 Intermediate Similarity NPC4509
0.7553 Intermediate Similarity NPC273199
0.7553 Intermediate Similarity NPC280149
0.7553 Intermediate Similarity NPC159748
0.7553 Intermediate Similarity NPC101651
0.7553 Intermediate Similarity NPC221111
0.7528 Intermediate Similarity NPC476101
0.7526 Intermediate Similarity NPC112654
0.7526 Intermediate Similarity NPC16967
0.7525 Intermediate Similarity NPC470297
0.7525 Intermediate Similarity NPC474898
0.75 Intermediate Similarity NPC471994
0.75 Intermediate Similarity NPC220478
0.75 Intermediate Similarity NPC166143
0.75 Intermediate Similarity NPC191521
0.75 Intermediate Similarity NPC477130
0.75 Intermediate Similarity NPC38830
0.75 Intermediate Similarity NPC120351
0.75 Intermediate Similarity NPC477129
0.7475 Intermediate Similarity NPC54705
0.7474 Intermediate Similarity NPC166110
0.7473 Intermediate Similarity NPC318515
0.7471 Intermediate Similarity NPC315394
0.7449 Intermediate Similarity NPC208094
0.7449 Intermediate Similarity NPC478233
0.7447 Intermediate Similarity NPC210216
0.7444 Intermediate Similarity NPC268122
0.7444 Intermediate Similarity NPC200513
0.7444 Intermediate Similarity NPC16321
0.7423 Intermediate Similarity NPC474909
0.7423 Intermediate Similarity NPC281134
0.7419 Intermediate Similarity NPC476079
0.7419 Intermediate Similarity NPC75315
0.7419 Intermediate Similarity NPC477228
0.7419 Intermediate Similarity NPC103743
0.7419 Intermediate Similarity NPC113370
0.7419 Intermediate Similarity NPC163016
0.7416 Intermediate Similarity NPC474978
0.7416 Intermediate Similarity NPC233332
0.74 Intermediate Similarity NPC474899
0.74 Intermediate Similarity NPC244456
0.74 Intermediate Similarity NPC469657
0.74 Intermediate Similarity NPC310981
0.74 Intermediate Similarity NPC474912
0.7396 Intermediate Similarity NPC248193
0.7396 Intermediate Similarity NPC152778
0.7396 Intermediate Similarity NPC162615
0.7396 Intermediate Similarity NPC205034
0.7391 Intermediate Similarity NPC307112
0.7391 Intermediate Similarity NPC474013
0.7391 Intermediate Similarity NPC472442
0.7386 Intermediate Similarity NPC184737
0.7381 Intermediate Similarity NPC316029
0.7374 Intermediate Similarity NPC181147
0.7368 Intermediate Similarity NPC182136
0.7368 Intermediate Similarity NPC51486
0.7368 Intermediate Similarity NPC310479
0.7368 Intermediate Similarity NPC8062
0.7363 Intermediate Similarity NPC475083
0.7363 Intermediate Similarity NPC12283
0.7363 Intermediate Similarity NPC472440
0.7363 Intermediate Similarity NPC118423
0.7363 Intermediate Similarity NPC477124
0.7363 Intermediate Similarity NPC474193
0.7353 Intermediate Similarity NPC165969
0.7353 Intermediate Similarity NPC476001
0.7347 Intermediate Similarity NPC260796
0.734 Intermediate Similarity NPC226863
0.734 Intermediate Similarity NPC24816
0.7333 Intermediate Similarity NPC282293
0.7333 Intermediate Similarity NPC25554
0.732 Intermediate Similarity NPC84893
0.732 Intermediate Similarity NPC470697
0.7312 Intermediate Similarity NPC291712
0.7308 Intermediate Similarity NPC220155
0.7308 Intermediate Similarity NPC220730
0.7303 Intermediate Similarity NPC242767
0.7303 Intermediate Similarity NPC150646
0.73 Intermediate Similarity NPC474012
0.73 Intermediate Similarity NPC174314
0.73 Intermediate Similarity NPC476299
0.7292 Intermediate Similarity NPC2882
0.7292 Intermediate Similarity NPC193396
0.7292 Intermediate Similarity NPC32944
0.7283 Intermediate Similarity NPC474359
0.7283 Intermediate Similarity NPC149869
0.7282 Intermediate Similarity NPC266570
0.7282 Intermediate Similarity NPC81630
0.7273 Intermediate Similarity NPC2049
0.7273 Intermediate Similarity NPC189206
0.7273 Intermediate Similarity NPC202705
0.7273 Intermediate Similarity NPC53844
0.7263 Intermediate Similarity NPC95364
0.7263 Intermediate Similarity NPC173042
0.7263 Intermediate Similarity NPC474844
0.7263 Intermediate Similarity NPC5509
0.7263 Intermediate Similarity NPC142159
0.7262 Intermediate Similarity NPC232812
0.7255 Intermediate Similarity NPC25666
0.7255 Intermediate Similarity NPC476770
0.7255 Intermediate Similarity NPC271059
0.7253 Intermediate Similarity NPC256112
0.7253 Intermediate Similarity NPC94200
0.7245 Intermediate Similarity NPC33473
0.7241 Intermediate Similarity NPC228978
0.7238 Intermediate Similarity NPC228477
0.7238 Intermediate Similarity NPC137911
0.7234 Intermediate Similarity NPC478144
0.7234 Intermediate Similarity NPC478145
0.7234 Intermediate Similarity NPC181327
0.7222 Intermediate Similarity NPC469802
0.7222 Intermediate Similarity NPC474956
0.7222 Intermediate Similarity NPC269791
0.7216 Intermediate Similarity NPC271652
0.7216 Intermediate Similarity NPC115021
0.7204 Intermediate Similarity NPC65661
0.7204 Intermediate Similarity NPC76333
0.7204 Intermediate Similarity NPC2709
0.7204 Intermediate Similarity NPC30984
0.72 Intermediate Similarity NPC92275
0.7191 Intermediate Similarity NPC4827
0.7191 Intermediate Similarity NPC471220
0.7188 Intermediate Similarity NPC253186
0.7176 Intermediate Similarity NPC469660
0.7176 Intermediate Similarity NPC315285
0.7176 Intermediate Similarity NPC37929
0.7176 Intermediate Similarity NPC64234
0.7174 Intermediate Similarity NPC193198
0.7174 Intermediate Similarity NPC473592
0.7174 Intermediate Similarity NPC311070
0.7174 Intermediate Similarity NPC22611
0.7172 Intermediate Similarity NPC473153
0.7172 Intermediate Similarity NPC106425
0.7172 Intermediate Similarity NPC190713
0.7172 Intermediate Similarity NPC122324
0.7172 Intermediate Similarity NPC151725
0.7159 Intermediate Similarity NPC40353
0.7158 Intermediate Similarity NPC196407
0.7158 Intermediate Similarity NPC477128
0.7158 Intermediate Similarity NPC143025
0.7158 Intermediate Similarity NPC473879
0.7158 Intermediate Similarity NPC106332
0.7158 Intermediate Similarity NPC72397
0.7157 Intermediate Similarity NPC471993
0.7157 Intermediate Similarity NPC273005
0.7157 Intermediate Similarity NPC31058
0.7157 Intermediate Similarity NPC469606
0.7143 Intermediate Similarity NPC170303
0.7143 Intermediate Similarity NPC89171
0.7143 Intermediate Similarity NPC14203
0.7143 Intermediate Similarity NPC298973
0.7143 Intermediate Similarity NPC474955
0.7143 Intermediate Similarity NPC476415
0.7143 Intermediate Similarity NPC229584
0.7143 Intermediate Similarity NPC40228
0.7143 Intermediate Similarity NPC104925
0.7143 Intermediate Similarity NPC313444
0.7143 Intermediate Similarity NPC476802
0.7143 Intermediate Similarity NPC88507
0.7143 Intermediate Similarity NPC469491
0.7143 Intermediate Similarity NPC470255
0.7143 Intermediate Similarity NPC477117
0.7129 Intermediate Similarity NPC227865
0.7128 Intermediate Similarity NPC131813
0.7128 Intermediate Similarity NPC471219
0.7128 Intermediate Similarity NPC198314
0.7115 Intermediate Similarity NPC189863
0.7113 Intermediate Similarity NPC472814
0.7113 Intermediate Similarity NPC303697
0.7113 Intermediate Similarity NPC177037
0.7111 Intermediate Similarity NPC190211
0.7108 Intermediate Similarity NPC185587
0.7103 Intermediate Similarity NPC474315
0.71 Intermediate Similarity NPC476768

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC125925 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 NPD4752 Clinical (unspecified phase)
0.7253 Intermediate Similarity NPD5209 Approved
0.7241 Intermediate Similarity NPD8039 Approved
0.7073 Intermediate Similarity NPD5325 Clinical (unspecified phase)
0.6907 Remote Similarity NPD6051 Approved
0.6863 Remote Similarity NPD4225 Approved
0.6842 Remote Similarity NPD1694 Approved
0.6804 Remote Similarity NPD6672 Approved
0.6804 Remote Similarity NPD5737 Approved
0.6771 Remote Similarity NPD7146 Approved
0.6771 Remote Similarity NPD6684 Approved
0.6771 Remote Similarity NPD5330 Approved
0.6771 Remote Similarity NPD7521 Approved
0.6771 Remote Similarity NPD7334 Approved
0.6771 Remote Similarity NPD6409 Approved
0.6768 Remote Similarity NPD7637 Suspended
0.6768 Remote Similarity NPD5693 Phase 1
0.6768 Remote Similarity NPD6411 Approved
0.6768 Remote Similarity NPD5694 Approved
0.6699 Remote Similarity NPD7638 Approved
0.6667 Remote Similarity NPD5207 Approved
0.6667 Remote Similarity NPD5692 Phase 3
0.6635 Remote Similarity NPD7640 Approved
0.6635 Remote Similarity NPD7639 Approved
0.6633 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6633 Remote Similarity NPD6903 Approved
0.66 Remote Similarity NPD6050 Approved
0.6588 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6566 Remote Similarity NPD6101 Approved
0.6566 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6562 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6535 Remote Similarity NPD5778 Approved
0.6535 Remote Similarity NPD5779 Approved
0.6531 Remote Similarity NPD3573 Approved
0.6491 Remote Similarity NPD7115 Discovery
0.6471 Remote Similarity NPD7900 Approved
0.6471 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6471 Remote Similarity NPD7748 Approved
0.6436 Remote Similarity NPD5284 Approved
0.6436 Remote Similarity NPD5281 Approved
0.6429 Remote Similarity NPD4192 Approved
0.6429 Remote Similarity NPD4191 Approved
0.6429 Remote Similarity NPD4193 Approved
0.6429 Remote Similarity NPD4194 Approved
0.641 Remote Similarity NPD7503 Approved
0.6408 Remote Similarity NPD5695 Phase 3
0.64 Remote Similarity NPD6080 Approved
0.64 Remote Similarity NPD6673 Approved
0.64 Remote Similarity NPD7285 Clinical (unspecified phase)
0.64 Remote Similarity NPD6904 Approved
0.6337 Remote Similarity NPD5785 Approved
0.6316 Remote Similarity NPD4695 Discontinued
0.63 Remote Similarity NPD5208 Approved
0.6286 Remote Similarity NPD6084 Phase 2
0.6286 Remote Similarity NPD6083 Phase 2
0.6286 Remote Similarity NPD7902 Approved
0.6275 Remote Similarity NPD7515 Phase 2
0.6263 Remote Similarity NPD5279 Phase 3
0.625 Remote Similarity NPD6356 Clinical (unspecified phase)
0.625 Remote Similarity NPD5654 Approved
0.6239 Remote Similarity NPD5909 Discontinued
0.6226 Remote Similarity NPD5696 Approved
0.6216 Remote Similarity NPD6686 Approved
0.6214 Remote Similarity NPD6399 Phase 3
0.6196 Remote Similarity NPD4058 Approved
0.6196 Remote Similarity NPD4687 Approved
0.6176 Remote Similarity NPD7838 Discovery
0.6168 Remote Similarity NPD6648 Approved
0.6154 Remote Similarity NPD5276 Approved
0.614 Remote Similarity NPD6053 Discontinued
0.6132 Remote Similarity NPD5959 Approved
0.6129 Remote Similarity NPD8264 Approved
0.61 Remote Similarity NPD4519 Discontinued
0.61 Remote Similarity NPD4623 Approved
0.61 Remote Similarity NPD6098 Approved
0.6095 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6075 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6061 Remote Similarity NPD3133 Approved
0.6061 Remote Similarity NPD3665 Phase 1
0.6061 Remote Similarity NPD3666 Approved
0.6055 Remote Similarity NPD7632 Discontinued
0.6042 Remote Similarity NPD4195 Approved
0.6022 Remote Similarity NPD5733 Approved
0.6 Remote Similarity NPD4756 Discovery
0.6 Remote Similarity NPD6001 Approved
0.5982 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5982 Remote Similarity NPD5697 Approved
0.596 Remote Similarity NPD7154 Phase 3
0.5941 Remote Similarity NPD3618 Phase 1
0.5941 Remote Similarity NPD5280 Approved
0.5941 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5941 Remote Similarity NPD4694 Approved
0.5934 Remote Similarity NPD4137 Phase 3
0.5929 Remote Similarity NPD6011 Approved
0.5929 Remote Similarity NPD6881 Approved
0.5929 Remote Similarity NPD6899 Approved
0.5922 Remote Similarity NPD4753 Phase 2
0.59 Remote Similarity NPD3668 Phase 3
0.5897 Remote Similarity NPD6010 Discontinued
0.5893 Remote Similarity NPD6008 Approved
0.5893 Remote Similarity NPD7128 Approved
0.5893 Remote Similarity NPD6675 Approved
0.5893 Remote Similarity NPD5739 Approved
0.5893 Remote Similarity NPD6402 Approved
0.5888 Remote Similarity NPD4697 Phase 3
0.5888 Remote Similarity NPD7732 Phase 3
0.5877 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5877 Remote Similarity NPD6012 Approved
0.5877 Remote Similarity NPD6014 Approved
0.5877 Remote Similarity NPD6013 Approved
0.5872 Remote Similarity NPD6404 Discontinued
0.587 Remote Similarity NPD4747 Approved
0.587 Remote Similarity NPD4691 Approved
0.5865 Remote Similarity NPD46 Approved
0.5865 Remote Similarity NPD6698 Approved
0.5859 Remote Similarity NPD3667 Approved
0.5859 Remote Similarity NPD4223 Phase 3
0.5859 Remote Similarity NPD4221 Approved
0.5849 Remote Similarity NPD5282 Discontinued
0.5842 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5842 Remote Similarity NPD5363 Approved
0.5841 Remote Similarity NPD5701 Approved
0.5826 Remote Similarity NPD7102 Approved
0.5826 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5826 Remote Similarity NPD6883 Approved
0.5826 Remote Similarity NPD7290 Approved
0.5818 Remote Similarity NPD5344 Discontinued
0.5816 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5812 Remote Similarity NPD7094 Approved
0.5812 Remote Similarity NPD6858 Approved
0.581 Remote Similarity NPD7983 Approved
0.581 Remote Similarity NPD6079 Approved
0.58 Remote Similarity NPD6695 Phase 3
0.5794 Remote Similarity NPD4629 Approved
0.5794 Remote Similarity NPD7319 Approved
0.5794 Remote Similarity NPD5210 Approved
0.5789 Remote Similarity NPD7320 Approved
0.5784 Remote Similarity NPD5690 Phase 2
0.578 Remote Similarity NPD5926 Approved
0.5776 Remote Similarity NPD6869 Approved
0.5776 Remote Similarity NPD6847 Approved
0.5776 Remote Similarity NPD6650 Approved
0.5776 Remote Similarity NPD6617 Approved
0.5776 Remote Similarity NPD6649 Approved
0.5776 Remote Similarity NPD8130 Phase 1
0.5773 Remote Similarity NPD7322 Clinical (unspecified phase)
0.5773 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5773 Remote Similarity NPD3617 Approved
0.5769 Remote Similarity NPD5328 Approved
0.5743 Remote Similarity NPD4786 Approved
0.5743 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5743 Remote Similarity NPD4197 Approved
0.5741 Remote Similarity NPD5222 Approved
0.5741 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5741 Remote Similarity NPD5221 Approved
0.5741 Remote Similarity NPD7839 Suspended
0.5739 Remote Similarity NPD6372 Approved
0.5739 Remote Similarity NPD6373 Approved
0.5729 Remote Similarity NPD3701 Clinical (unspecified phase)
0.5728 Remote Similarity NPD1282 Approved
0.5726 Remote Similarity NPD8297 Approved
0.5726 Remote Similarity NPD6882 Approved
0.5714 Remote Similarity NPD4096 Approved
0.5714 Remote Similarity NPD6052 Approved
0.5714 Remote Similarity NPD7645 Phase 2
0.5703 Remote Similarity NPD7260 Phase 2
0.5702 Remote Similarity NPD6614 Approved
0.57 Remote Similarity NPD4269 Approved
0.57 Remote Similarity NPD4270 Approved
0.5699 Remote Similarity NPD7144 Approved
0.5699 Remote Similarity NPD7143 Approved
0.5691 Remote Similarity NPD3412 Clinical (unspecified phase)
0.569 Remote Similarity NPD2067 Discontinued
0.5688 Remote Similarity NPD5173 Approved
0.5686 Remote Similarity NPD5329 Approved
0.5686 Remote Similarity NPD1696 Phase 3
0.5684 Remote Similarity NPD6926 Approved
0.5684 Remote Similarity NPD6924 Approved
0.568 Remote Similarity NPD7507 Approved
0.5673 Remote Similarity NPD4518 Approved
0.5657 Remote Similarity NPD7514 Phase 3
0.5657 Remote Similarity NPD7332 Phase 2
0.5657 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5656 Remote Similarity NPD6319 Approved
0.5647 Remote Similarity NPD4219 Approved
0.5644 Remote Similarity NPD3527 Clinical (unspecified phase)
0.5644 Remote Similarity NPD5362 Discontinued
0.5641 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5638 Remote Similarity NPD7152 Approved
0.5638 Remote Similarity NPD7151 Approved
0.5638 Remote Similarity NPD7150 Approved
0.5631 Remote Similarity NPD4693 Phase 3
0.5631 Remote Similarity NPD5205 Approved
0.5631 Remote Similarity NPD4138 Approved
0.5631 Remote Similarity NPD4689 Approved
0.5631 Remote Similarity NPD4688 Approved
0.5631 Remote Similarity NPD4690 Approved
0.5631 Remote Similarity NPD5786 Approved
0.5631 Remote Similarity NPD4249 Approved
0.5625 Remote Similarity NPD7339 Approved

Structure

External Identifiers

PubChem CID   23625389
ChEMBL   CHEMBL398663
ZINC  

Physicochemical Properties

Molecular Weight:  330.18
ALogP:  0.3041
MLogP:  3.22
XLogP:  4.928
# Rotatable Bonds:  7
Polar Surface Area:  52.6
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  24

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