Natural Product: NPC218333

Natural Product ID:  NPC218333
Common Name:   Jensenone
IUPAC Name:   2,4,6-trihydroxy-5-(3-methylbutanoyl)benzene-1,3-dicarbaldehyde
Synonyms:   Jensenone
Molecular Formula:   C13H14O6
Standard InCHIKey:  LGXKQDDWMRYQJK-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C13H14O6/c1-6(2)3-9(16)10-12(18)7(4-14)11(17)8(5-15)13(10)19/h4-6,17-19H,3H2,1-2H3
Canonical SMILES:  O=Cc1c(O)c(C(=O)CC(C)C)c(c(c1O)C=O)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
NPO15388 Eucalyptus globulus Species Myrtaceae Eukaryota PMID[22934600]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT633 Organism Leishmania donovani Leishmania donovani IC90 = 35 ug/ml 25316316
NPT633 Organism Leishmania donovani Leishmania donovani IC50 = 19 ug/ml 25304895
NPT16 Organism Staphylococcus aureus Staphylococcus aureus IC50 = 20 ug/ml 10.1039/C5MD00247H
NPT20 Organism Candida albicans Candida albicans IC50 = 5.5 ug/ml 20405844

  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 NPC218333 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
0.9914 High Similarity NPC306288
0.9083 High Similarity NPC226275
0.9048 High Similarity NPC474109
0.9008 High Similarity NPC232708
0.8968 High Similarity NPC275504
0.8906 High Similarity NPC474519
0.8846 High Similarity NPC147691
0.8843 High Similarity NPC146642
0.8843 High Similarity NPC229649
0.8828 High Similarity NPC103105
0.881 High Similarity NPC476119
0.879 High Similarity NPC475733
0.878 High Similarity NPC65761
0.878 High Similarity NPC472029
0.877 High Similarity NPC215392
0.876 High Similarity NPC474224
0.876 High Similarity NPC474117
0.876 High Similarity NPC294037
0.8712 High Similarity NPC162939
0.8699 High Similarity NPC91105
0.8699 High Similarity NPC66252
0.8692 High Similarity NPC474076
0.8692 High Similarity NPC244640
0.8692 High Similarity NPC279291
0.8692 High Similarity NPC475917
0.8682 High Similarity NPC285054
0.8626 High Similarity NPC299734
0.8618 High Similarity NPC303737
0.8595 High Similarity NPC209486
0.8595 High Similarity NPC40649
0.8594 High Similarity NPC62219
0.8561 High Similarity NPC222633
0.855 High Similarity NPC278375
0.8548 High Similarity NPC309765
0.8537 High Similarity NPC149246
0.8516 High Similarity NPC73203
0.8512 High Similarity NPC230349
0.8492 Intermediate Similarity NPC290466
0.8462 Intermediate Similarity NPC27490
0.8438 Intermediate Similarity NPC470981
0.8438 Intermediate Similarity NPC473017
0.8425 Intermediate Similarity NPC328983
0.8425 Intermediate Similarity NPC267846
0.8397 Intermediate Similarity NPC48036
0.8397 Intermediate Similarity NPC213485
0.8397 Intermediate Similarity NPC139074
0.8397 Intermediate Similarity NPC40524
0.8385 Intermediate Similarity NPC250057
0.8385 Intermediate Similarity NPC324482
0.8385 Intermediate Similarity NPC475042
0.8374 Intermediate Similarity NPC161617
0.8372 Intermediate Similarity NPC474998
0.8372 Intermediate Similarity NPC230818
0.8359 Intermediate Similarity NPC72158
0.8359 Intermediate Similarity NPC23126
0.8359 Intermediate Similarity NPC98254
0.8359 Intermediate Similarity NPC316625
0.8359 Intermediate Similarity NPC116513
0.8359 Intermediate Similarity NPC266689
0.8359 Intermediate Similarity NPC30501
0.8359 Intermediate Similarity NPC103356
0.8359 Intermediate Similarity NPC162612
0.8359 Intermediate Similarity NPC329205
0.8359 Intermediate Similarity NPC100067
0.8359 Intermediate Similarity NPC105157
0.8359 Intermediate Similarity NPC190043
0.8359 Intermediate Similarity NPC169250
0.8346 Intermediate Similarity NPC471690
0.832 Intermediate Similarity NPC242895
0.8308 Intermediate Similarity NPC84772
0.8308 Intermediate Similarity NPC186628
0.8308 Intermediate Similarity NPC296158
0.8295 Intermediate Similarity NPC475553
0.8295 Intermediate Similarity NPC21305
0.8295 Intermediate Similarity NPC164894
0.8295 Intermediate Similarity NPC221777
0.8295 Intermediate Similarity NPC41263
0.8293 Intermediate Similarity NPC283844
0.8284 Intermediate Similarity NPC245058
0.8281 Intermediate Similarity NPC62952
0.8273 Intermediate Similarity NPC82534
0.8271 Intermediate Similarity NPC130899
0.8271 Intermediate Similarity NPC283590
0.8271 Intermediate Similarity NPC61153
0.8271 Intermediate Similarity NPC70859
0.8258 Intermediate Similarity NPC470988
0.8254 Intermediate Similarity NPC133909
0.8254 Intermediate Similarity NPC32032
0.8248 Intermediate Similarity NPC73061
0.8248 Intermediate Similarity NPC157497
0.8248 Intermediate Similarity NPC81337
0.8248 Intermediate Similarity NPC285659
0.8244 Intermediate Similarity NPC279566
0.8235 Intermediate Similarity NPC99441
0.8231 Intermediate Similarity NPC69235
0.8231 Intermediate Similarity NPC212379
0.8217 Intermediate Similarity NPC83572
0.8209 Intermediate Similarity NPC84699
0.8209 Intermediate Similarity NPC86524
0.8203 Intermediate Similarity NPC477454
0.8203 Intermediate Similarity NPC10926
0.8195 Intermediate Similarity NPC470984
0.8195 Intermediate Similarity NPC475088
0.8182 Intermediate Similarity NPC175738
0.8182 Intermediate Similarity NPC185624
0.8175 Intermediate Similarity NPC115159
0.8175 Intermediate Similarity NPC156139
0.8175 Intermediate Similarity NPC19174
0.8175 Intermediate Similarity NPC45438
0.8175 Intermediate Similarity NPC37530
0.8175 Intermediate Similarity NPC224273
0.8175 Intermediate Similarity NPC143427
0.8175 Intermediate Similarity NPC73532
0.8175 Intermediate Similarity NPC267552
0.8168 Intermediate Similarity NPC21378
0.8168 Intermediate Similarity NPC470987
0.8162 Intermediate Similarity NPC471620
0.816 Intermediate Similarity NPC294964
0.8148 Intermediate Similarity NPC178467
0.8148 Intermediate Similarity NPC474849
0.8148 Intermediate Similarity NPC149372
0.8148 Intermediate Similarity NPC156910
0.8148 Intermediate Similarity NPC474771
0.8148 Intermediate Similarity NPC65837
0.814 Intermediate Similarity NPC473691
0.814 Intermediate Similarity NPC473751
0.814 Intermediate Similarity NPC8745
0.8134 Intermediate Similarity NPC470210
0.8134 Intermediate Similarity NPC164136
0.8129 Intermediate Similarity NPC5990
0.8125 Intermediate Similarity NPC13238
0.812 Intermediate Similarity NPC267205
0.812 Intermediate Similarity NPC215875
0.812 Intermediate Similarity NPC15834
0.8115 Intermediate Similarity NPC276111
0.8115 Intermediate Similarity NPC118288
0.8095 Intermediate Similarity NPC297186
0.8092 Intermediate Similarity NPC102829
0.8092 Intermediate Similarity NPC120488
0.8088 Intermediate Similarity NPC475974
0.8088 Intermediate Similarity NPC322301
0.8088 Intermediate Similarity NPC255801
0.8088 Intermediate Similarity NPC472403
0.8077 Intermediate Similarity NPC128428
0.8077 Intermediate Similarity NPC305518
0.8074 Intermediate Similarity NPC156967
0.8074 Intermediate Similarity NPC60667
0.8071 Intermediate Similarity NPC110776
0.8071 Intermediate Similarity NPC473692
0.8071 Intermediate Similarity NPC271590
0.8065 Intermediate Similarity NPC121259
0.8062 Intermediate Similarity NPC201728
0.8062 Intermediate Similarity NPC262671
0.806 Intermediate Similarity NPC16197
0.806 Intermediate Similarity NPC282780
0.806 Intermediate Similarity NPC166480
0.806 Intermediate Similarity NPC474394
0.8043 Intermediate Similarity NPC307990
0.8043 Intermediate Similarity NPC16455
0.8031 Intermediate Similarity NPC196976
0.803 Intermediate Similarity NPC147757
0.8029 Intermediate Similarity NPC88269
0.8029 Intermediate Similarity NPC474655
0.8016 Intermediate Similarity NPC159525
0.8015 Intermediate Similarity NPC470985
0.8015 Intermediate Similarity NPC470989
0.8014 Intermediate Similarity NPC476153
0.8014 Intermediate Similarity NPC215885
0.8014 Intermediate Similarity NPC2416
0.8 Intermediate Similarity NPC290803
0.8 Intermediate Similarity NPC125920
0.8 Intermediate Similarity NPC144027
0.8 Intermediate Similarity NPC103842
0.8 Intermediate Similarity NPC236974
0.7986 Intermediate Similarity NPC476508
0.7986 Intermediate Similarity NPC193555
0.7985 Intermediate Similarity NPC37299
0.7985 Intermediate Similarity NPC180261
0.7972 Intermediate Similarity NPC214493
0.7971 Intermediate Similarity NPC477956
0.7971 Intermediate Similarity NPC295384
0.7971 Intermediate Similarity NPC283429
0.7971 Intermediate Similarity NPC37206
0.797 Intermediate Similarity NPC198249
0.797 Intermediate Similarity NPC41847
0.7958 Intermediate Similarity NPC304351
0.7958 Intermediate Similarity NPC245757
0.7956 Intermediate Similarity NPC9121
0.7956 Intermediate Similarity NPC177307
0.7956 Intermediate Similarity NPC153979
0.7956 Intermediate Similarity NPC473622
0.7955 Intermediate Similarity NPC109123
0.7955 Intermediate Similarity NPC78662
0.7955 Intermediate Similarity NPC8005
0.7955 Intermediate Similarity NPC92624
0.7941 Intermediate Similarity NPC158481
0.7941 Intermediate Similarity NPC254847
0.7941 Intermediate Similarity NPC131039
0.7941 Intermediate Similarity NPC101752
0.7941 Intermediate Similarity NPC472599

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC218333 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
0.8195 Intermediate Similarity NPD6651 Approved
0.7941 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.781 Intermediate Similarity NPD1510 Phase 2
0.7778 Intermediate Similarity NPD943 Approved
0.7778 Intermediate Similarity NPD1240 Approved
0.7714 Intermediate Similarity NPD2800 Approved
0.7664 Intermediate Similarity NPD1607 Approved
0.7584 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7571 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7571 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7569 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7569 Intermediate Similarity NPD2534 Approved
0.7569 Intermediate Similarity NPD2532 Approved
0.7569 Intermediate Similarity NPD2533 Approved
0.7518 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7518 Intermediate Similarity NPD1549 Phase 2
0.75 Intermediate Similarity NPD7390 Discontinued
0.7429 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7385 Intermediate Similarity NPD4196 Clinical (unspecified phase)
0.7383 Intermediate Similarity NPD7411 Suspended
0.7329 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7315 Intermediate Similarity NPD4380 Phase 2
0.7285 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7259 Intermediate Similarity NPD1164 Approved
0.723 Intermediate Similarity NPD920 Approved
0.7218 Intermediate Similarity NPD1201 Approved
0.7154 Intermediate Similarity NPD9493 Approved
0.7143 Intermediate Similarity NPD7075 Discontinued
0.7133 Intermediate Similarity NPD1551 Phase 2
0.7133 Intermediate Similarity NPD2796 Approved
0.7132 Intermediate Similarity NPD1470 Approved
0.7105 Intermediate Similarity NPD1934 Approved
0.7095 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7092 Intermediate Similarity NPD230 Phase 1
0.7089 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7075 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD9266 Approved
0.7063 Intermediate Similarity NPD74 Approved
0.7059 Intermediate Similarity NPD7819 Suspended
0.7059 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7045 Intermediate Similarity NPD9545 Approved
0.7037 Intermediate Similarity NPD9269 Phase 2
0.7027 Intermediate Similarity NPD1511 Approved
0.7014 Intermediate Similarity NPD5405 Approved
0.7014 Intermediate Similarity NPD2935 Discontinued
0.7014 Intermediate Similarity NPD5406 Approved
0.7014 Intermediate Similarity NPD5404 Approved
0.7014 Intermediate Similarity NPD5408 Approved
0.7006 Intermediate Similarity NPD6959 Discontinued
0.6993 Remote Similarity NPD6801 Discontinued
0.6992 Remote Similarity NPD940 Approved
0.6992 Remote Similarity NPD9268 Approved
0.6992 Remote Similarity NPD846 Approved
0.6986 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6986 Remote Similarity NPD1243 Approved
0.6984 Remote Similarity NPD9264 Approved
0.6984 Remote Similarity NPD9267 Approved
0.6984 Remote Similarity NPD9265 Clinical (unspecified phase)
0.6984 Remote Similarity NPD9263 Approved
0.698 Remote Similarity NPD642 Clinical (unspecified phase)
0.6933 Remote Similarity NPD1512 Approved
0.6913 Remote Similarity NPD6799 Approved
0.6899 Remote Similarity NPD1247 Approved
0.6894 Remote Similarity NPD405 Clinical (unspecified phase)
0.6859 Remote Similarity NPD3882 Suspended
0.6859 Remote Similarity NPD7768 Phase 2
0.6855 Remote Similarity NPD5710 Approved
0.6855 Remote Similarity NPD5711 Approved
0.6839 Remote Similarity NPD2801 Approved
0.6832 Remote Similarity NPD7473 Discontinued
0.6815 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6772 Remote Similarity NPD919 Approved
0.6757 Remote Similarity NPD2654 Approved
0.6753 Remote Similarity NPD6599 Discontinued
0.675 Remote Similarity NPD6232 Discontinued
0.6748 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6742 Remote Similarity NPD9281 Approved
0.6712 Remote Similarity NPD2799 Discontinued
0.6711 Remote Similarity NPD3750 Approved
0.6687 Remote Similarity NPD4419 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6667 Remote Similarity NPD9717 Approved
0.6667 Remote Similarity NPD9261 Approved
0.6667 Remote Similarity NPD6166 Phase 2
0.6667 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5953 Discontinued
0.6646 Remote Similarity NPD7286 Phase 2
0.6643 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6627 Remote Similarity NPD6559 Discontinued
0.6625 Remote Similarity NPD5494 Approved
0.6622 Remote Similarity NPD2344 Approved
0.6615 Remote Similarity NPD4750 Phase 3
0.6604 Remote Similarity NPD3749 Approved
0.6582 Remote Similarity NPD3817 Phase 2
0.6549 Remote Similarity NPD9494 Approved
0.6528 Remote Similarity NPD2313 Discontinued
0.6525 Remote Similarity NPD1203 Approved
0.6507 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6507 Remote Similarity NPD5124 Phase 1
0.6506 Remote Similarity NPD7074 Phase 3
0.6506 Remote Similarity NPD1729 Discontinued
0.6485 Remote Similarity NPD3818 Discontinued
0.6483 Remote Similarity NPD520 Approved
0.6479 Remote Similarity NPD2798 Approved
0.6474 Remote Similarity NPD3226 Approved
0.6452 Remote Similarity NPD1809 Phase 2
0.6447 Remote Similarity NPD2309 Approved
0.6446 Remote Similarity NPD7054 Approved
0.6446 Remote Similarity NPD6020 Phase 2
0.6443 Remote Similarity NPD6099 Approved
0.6443 Remote Similarity NPD6100 Approved
0.6438 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6423 Remote Similarity NPD845 Approved
0.6414 Remote Similarity NPD4907 Clinical (unspecified phase)
0.6414 Remote Similarity NPD3268 Approved
0.6414 Remote Similarity NPD1699 Clinical (unspecified phase)
0.6407 Remote Similarity NPD7472 Approved
0.6405 Remote Similarity NPD3300 Phase 2
0.64 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6382 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6378 Remote Similarity NPD1242 Phase 1
0.6376 Remote Similarity NPD3299 Clinical (unspecified phase)
0.6376 Remote Similarity NPD3748 Approved
0.6369 Remote Similarity NPD6797 Phase 2
0.6369 Remote Similarity NPD7458 Discontinued
0.6364 Remote Similarity NPD2403 Approved
0.6357 Remote Similarity NPD1237 Approved
0.6357 Remote Similarity NPD422 Phase 1
0.6357 Remote Similarity NPD1610 Phase 2
0.6357 Remote Similarity NPD1547 Clinical (unspecified phase)
0.6346 Remote Similarity NPD5403 Approved
0.6331 Remote Similarity NPD2932 Approved
0.6331 Remote Similarity NPD3019 Approved
0.6331 Remote Similarity NPD7251 Discontinued
0.6323 Remote Similarity NPD5401 Approved
0.6307 Remote Similarity NPD4363 Phase 3
0.6307 Remote Similarity NPD4360 Phase 2
0.6301 Remote Similarity NPD411 Approved
0.6301 Remote Similarity NPD3764 Approved
0.6294 Remote Similarity NPD7808 Phase 3
0.6291 Remote Similarity NPD2346 Discontinued
0.6284 Remote Similarity NPD447 Suspended
0.6276 Remote Similarity NPD6832 Phase 2
0.6276 Remote Similarity NPD4908 Phase 1
0.6275 Remote Similarity NPD4628 Phase 3
0.6275 Remote Similarity NPD3400 Discontinued
0.6271 Remote Similarity NPD4362 Clinical (unspecified phase)
0.6271 Remote Similarity NPD4361 Phase 2
0.6269 Remote Similarity NPD6124 Clinical (unspecified phase)
0.625 Remote Similarity NPD5844 Phase 1
0.625 Remote Similarity NPD1019 Discontinued
0.6222 Remote Similarity NPD7501 Clinical (unspecified phase)
0.6211 Remote Similarity NPD1465 Phase 2
0.6199 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6197 Remote Similarity NPD3972 Approved
0.6187 Remote Similarity NPD1548 Phase 1
0.6184 Remote Similarity NPD1471 Phase 3
0.6181 Remote Similarity NPD3266 Approved
0.6181 Remote Similarity NPD3267 Approved
0.6176 Remote Similarity NPD1241 Discontinued
0.6176 Remote Similarity NPD7159 Clinical (unspecified phase)
0.6173 Remote Similarity NPD5402 Approved
0.6173 Remote Similarity NPD8438 Clinical (unspecified phase)
0.6172 Remote Similarity NPD3020 Approved
0.6169 Remote Similarity NPD7003 Approved
0.6165 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6159 Remote Similarity NPD5537 Clinical (unspecified phase)
0.6154 Remote Similarity NPD1931 Clinical (unspecified phase)
0.6154 Remote Similarity NPD1929 Approved
0.6154 Remote Similarity NPD1930 Approved
0.6142 Remote Similarity NPD288 Approved
0.614 Remote Similarity NPD6104 Discontinued
0.6139 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6138 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6111 Remote Similarity NPD1283 Approved
0.6111 Remote Similarity NPD1432 Clinical (unspecified phase)
0.6111 Remote Similarity NPD1876 Approved
0.6108 Remote Similarity NPD3926 Phase 2
0.6096 Remote Similarity NPD4208 Discontinued
0.6087 Remote Similarity NPD255 Approved
0.6087 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6087 Remote Similarity NPD5889 Approved
0.6087 Remote Similarity NPD5890 Approved
0.6087 Remote Similarity NPD256 Approved
0.6084 Remote Similarity NPD1608 Approved
0.6082 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6081 Remote Similarity NPD1296 Phase 2
0.6078 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6078 Remote Similarity NPD6005 Phase 3
0.6078 Remote Similarity NPD6004 Phase 3
0.6078 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6078 Remote Similarity NPD6002 Phase 3
0.6071 Remote Similarity NPD1759 Phase 1
0.6069 Remote Similarity NPD2797 Approved
0.6067 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6063 Remote Similarity NPD2859 Approved
0.6063 Remote Similarity NPD2860 Approved
0.6063 Remote Similarity NPD844 Approved
0.6057 Remote Similarity NPD8150 Discontinued

Structure

External Identifiers

PubChem CID   11594161
ChEMBL   CHEMBL427087
ZINC  

Physicochemical Properties

Molecular Weight:  266.08
ALogP:  -1.4218
MLogP:  2.23
XLogP:  2.615
# Rotatable Bonds:  10
Polar Surface Area:  111.9
# H-Bond Aceptor:  3
# H-Bond Donor:  3
# Rings:  1
# Heavy Atoms:  19

Download Data

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Structure MOL file  
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Biological Activities  
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