Natural Product: NPC50455

Natural Product ID:  NPC50455
Common Name:   Decarboxycitrinone
IUPAC Name:   6,8-dihydroxy-3,4,5-trimethylisochromen-1-one
Synonyms:   Decarboxycitrinone
Molecular Formula:   C12H12O4
Standard InCHIKey:  KSXQRSIXHZOLHH-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C12H12O4/c1-5-7(3)16-12(15)11-9(14)4-8(13)6(2)10(5)11/h4,13-14H,1-3H3
Canonical SMILES:  Oc1cc(O)c2c(c1C)c(C)c(oc2=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
NPO10303 Cercophora areolata Species Lasiosphaeriaceae Eukaryota PMID[8792624]
NPO17534 Uvaria chamae Species Annonaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT3095 Organism Sordaria fimicola Sordaria fimicola Activity = 100 % 8792624
NPT3096 Organism Ascobolus Ascobolus Activity = 100 % 8792624

  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 NPC50455 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
0.9692 High Similarity NPC175943
0.9556 High Similarity NPC82913
0.9478 High Similarity NPC88269
0.9412 High Similarity NPC322112
0.9407 High Similarity NPC472601
0.9407 High Similarity NPC472600
0.9398 High Similarity NPC158481
0.9338 High Similarity NPC472603
0.9338 High Similarity NPC472605
0.9338 High Similarity NPC472604
0.9333 High Similarity NPC32360
0.9333 High Similarity NPC268052
0.9333 High Similarity NPC275356
0.9328 High Similarity NPC194579
0.9318 High Similarity NPC153783
0.9313 High Similarity NPC219892
0.9313 High Similarity NPC189823
0.9265 High Similarity NPC165172
0.9254 High Similarity NPC235115
0.9209 High Similarity NPC473692
0.9203 High Similarity NPC472610
0.9203 High Similarity NPC159721
0.9197 High Similarity NPC158634
0.9197 High Similarity NPC37530
0.9191 High Similarity NPC92655
0.9191 High Similarity NPC247409
0.9185 High Similarity NPC135837
0.9185 High Similarity NPC70380
0.9179 High Similarity NPC180905
0.9179 High Similarity NPC182496
0.9149 High Similarity NPC37139
0.9143 High Similarity NPC260946
0.9137 High Similarity NPC42540
0.9137 High Similarity NPC151607
0.9124 High Similarity NPC99441
0.9118 High Similarity NPC94248
0.9118 High Similarity NPC472602
0.9118 High Similarity NPC191835
0.9118 High Similarity NPC221104
0.9118 High Similarity NPC212693
0.9111 High Similarity NPC291454
0.9104 High Similarity NPC475645
0.9091 High Similarity NPC296158
0.9065 High Similarity NPC471731
0.9065 High Similarity NPC478202
0.9065 High Similarity NPC469542
0.9058 High Similarity NPC220106
0.9058 High Similarity NPC53649
0.9058 High Similarity NPC67650
0.9058 High Similarity NPC1704
0.9051 High Similarity NPC105456
0.9051 High Similarity NPC139634
0.903 High Similarity NPC470988
0.9021 High Similarity NPC158866
0.9014 High Similarity NPC105415
0.9007 High Similarity NPC163846
0.9007 High Similarity NPC473023
0.9007 High Similarity NPC225173
0.9 High Similarity NPC201728
0.9 High Similarity NPC262671
0.8993 High Similarity NPC105648
0.8993 High Similarity NPC250755
0.8993 High Similarity NPC471733
0.8986 High Similarity NPC155205
0.8978 High Similarity NPC33144
0.8978 High Similarity NPC478200
0.8971 High Similarity NPC242712
0.8963 High Similarity NPC470984
0.8951 High Similarity NPC291049
0.8951 High Similarity NPC233267
0.8947 High Similarity NPC470987
0.8947 High Similarity NPC21378
0.8944 High Similarity NPC125801
0.8936 High Similarity NPC29577
0.8936 High Similarity NPC32470
0.8936 High Similarity NPC312789
0.8936 High Similarity NPC134621
0.8929 High Similarity NPC51106
0.8929 High Similarity NPC472006
0.8921 High Similarity NPC149533
0.8921 High Similarity NPC90411
0.8921 High Similarity NPC478217
0.8921 High Similarity NPC470842
0.8921 High Similarity NPC313123
0.8913 High Similarity NPC57380
0.8913 High Similarity NPC52358
0.8905 High Similarity NPC71256
0.8905 High Similarity NPC245058
0.8897 High Similarity NPC175978
0.8897 High Similarity NPC290803
0.8897 High Similarity NPC271681
0.8889 High Similarity NPC119929
0.8889 High Similarity NPC150928
0.8889 High Similarity NPC180261
0.8889 High Similarity NPC48036
0.8889 High Similarity NPC37299
0.8873 High Similarity NPC267509
0.8873 High Similarity NPC237208
0.8865 High Similarity NPC257025
0.8865 High Similarity NPC66404
0.8865 High Similarity NPC95123
0.8857 High Similarity NPC182255
0.8857 High Similarity NPC469579
0.8857 High Similarity NPC94076
0.8857 High Similarity NPC314271
0.8857 High Similarity NPC474385
0.8849 High Similarity NPC168471
0.8849 High Similarity NPC158472
0.8849 High Similarity NPC156872
0.8849 High Similarity NPC470986
0.8832 High Similarity NPC118919
0.8832 High Similarity NPC156967
0.8832 High Similarity NPC472599
0.8828 High Similarity NPC133856
0.8824 High Similarity NPC108113
0.8824 High Similarity NPC93756
0.8819 High Similarity NPC198927
0.8815 High Similarity NPC185624
0.8811 High Similarity NPC7943
0.8811 High Similarity NPC471734
0.8811 High Similarity NPC166583
0.8811 High Similarity NPC53362
0.8811 High Similarity NPC22005
0.8811 High Similarity NPC123202
0.8806 High Similarity NPC247477
0.8806 High Similarity NPC17840
0.8797 High Similarity NPC41263
0.8794 High Similarity NPC84266
0.8786 High Similarity NPC472035
0.8786 High Similarity NPC275734
0.8786 High Similarity NPC244923
0.8786 High Similarity NPC475730
0.8786 High Similarity NPC478201
0.8779 High Similarity NPC91475
0.8779 High Similarity NPC265910
0.8777 High Similarity NPC471819
0.8768 High Similarity NPC301915
0.8768 High Similarity NPC474849
0.8768 High Similarity NPC178467
0.8768 High Similarity NPC149372
0.8768 High Similarity NPC470989
0.8768 High Similarity NPC65837
0.8768 High Similarity NPC470985
0.8768 High Similarity NPC474771
0.8768 High Similarity NPC261292
0.8767 High Similarity NPC273483
0.8767 High Similarity NPC217447
0.8759 High Similarity NPC142027
0.8759 High Similarity NPC27407
0.8759 High Similarity NPC179178
0.8759 High Similarity NPC278375
0.8759 High Similarity NPC125920
0.875 High Similarity NPC7025
0.875 High Similarity NPC240622
0.875 High Similarity NPC471641
0.875 High Similarity NPC240253
0.875 High Similarity NPC256672
0.875 High Similarity NPC27221
0.875 High Similarity NPC471642
0.875 High Similarity NPC153417
0.8741 High Similarity NPC470831
0.8741 High Similarity NPC107625
0.8741 High Similarity NPC138978
0.8741 High Similarity NPC471735
0.8741 High Similarity NPC214702
0.8732 High Similarity NPC210425
0.8732 High Similarity NPC277426
0.8732 High Similarity NPC86373
0.8732 High Similarity NPC280404
0.8731 High Similarity NPC230818
0.8714 High Similarity NPC64664
0.8707 High Similarity NPC472799
0.8707 High Similarity NPC192189
0.8705 High Similarity NPC332594
0.8705 High Similarity NPC475974
0.8696 High Similarity NPC60667
0.869 High Similarity NPC10027
0.869 High Similarity NPC97028
0.869 High Similarity NPC100985
0.869 High Similarity NPC237440
0.869 High Similarity NPC4423
0.869 High Similarity NPC84142
0.869 High Similarity NPC65775
0.869 High Similarity NPC288036
0.869 High Similarity NPC270160
0.869 High Similarity NPC6923
0.869 High Similarity NPC97029
0.869 High Similarity NPC158338
0.869 High Similarity NPC65589
0.869 High Similarity NPC77325
0.8681 High Similarity NPC12305
0.8676 High Similarity NPC476389
0.8676 High Similarity NPC27490
0.8671 High Similarity NPC472034
0.8671 High Similarity NPC83272
0.8671 High Similarity NPC75694
0.8671 High Similarity NPC28632
0.8667 High Similarity NPC84772
0.8662 High Similarity NPC310340
0.8658 High Similarity NPC263483

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC50455 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
0.9333 High Similarity NPD970 Clinical (unspecified phase)
0.8671 High Similarity NPD2534 Approved
0.8671 High Similarity NPD2533 Approved
0.8671 High Similarity NPD2532 Approved
0.8456 Intermediate Similarity NPD7819 Suspended
0.8429 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.8298 Intermediate Similarity NPD1510 Phase 2
0.8288 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8273 Intermediate Similarity NPD1240 Approved
0.8264 Intermediate Similarity NPD3750 Approved
0.8194 Intermediate Similarity NPD2800 Approved
0.8194 Intermediate Similarity NPD6232 Discontinued
0.8194 Intermediate Similarity NPD1243 Approved
0.8156 Intermediate Similarity NPD1607 Approved
0.8112 Intermediate Similarity NPD2935 Discontinued
0.8095 Intermediate Similarity NPD1511 Approved
0.8085 Intermediate Similarity NPD230 Phase 1
0.8056 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8056 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8041 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.8038 Intermediate Similarity NPD7473 Discontinued
0.8013 Intermediate Similarity NPD6959 Discontinued
0.8 Intermediate Similarity NPD1549 Phase 2
0.7987 Intermediate Similarity NPD1512 Approved
0.7974 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7973 Intermediate Similarity NPD7390 Discontinued
0.7962 Intermediate Similarity NPD5710 Approved
0.7962 Intermediate Similarity NPD5711 Approved
0.7961 Intermediate Similarity NPD7411 Suspended
0.7935 Intermediate Similarity NPD3749 Approved
0.7935 Intermediate Similarity NPD7075 Discontinued
0.7933 Intermediate Similarity NPD920 Approved
0.7917 Intermediate Similarity NPD3748 Approved
0.7908 Intermediate Similarity NPD6801 Discontinued
0.7902 Intermediate Similarity NPD6651 Approved
0.7895 Intermediate Similarity NPD4380 Phase 2
0.7891 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7887 Intermediate Similarity NPD943 Approved
0.7871 Intermediate Similarity NPD7768 Phase 2
0.7862 Intermediate Similarity NPD5404 Approved
0.7862 Intermediate Similarity NPD5405 Approved
0.7862 Intermediate Similarity NPD5406 Approved
0.7862 Intermediate Similarity NPD1551 Phase 2
0.7862 Intermediate Similarity NPD5408 Approved
0.7857 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7857 Intermediate Similarity NPD1465 Phase 2
0.7836 Intermediate Similarity NPD9545 Approved
0.7829 Intermediate Similarity NPD3226 Approved
0.782 Intermediate Similarity NPD9493 Approved
0.7806 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7793 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7792 Intermediate Similarity NPD1934 Approved
0.7785 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.777 Intermediate Similarity NPD1164 Approved
0.777 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.775 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7746 Intermediate Similarity NPD3764 Approved
0.7742 Intermediate Similarity NPD2801 Approved
0.774 Intermediate Similarity NPD2796 Approved
0.7737 Intermediate Similarity NPD422 Phase 1
0.7737 Intermediate Similarity NPD1201 Approved
0.7733 Intermediate Similarity NPD6799 Approved
0.7692 Intermediate Similarity NPD3817 Phase 2
0.7687 Intermediate Similarity NPD2346 Discontinued
0.7682 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7681 Intermediate Similarity NPD9717 Approved
0.7671 Intermediate Similarity NPD2799 Discontinued
0.7662 Intermediate Similarity NPD6599 Discontinued
0.7658 Intermediate Similarity NPD919 Approved
0.7643 Intermediate Similarity NPD1470 Approved
0.7643 Intermediate Similarity NPD1203 Approved
0.7622 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7607 Intermediate Similarity NPD5844 Phase 1
0.7584 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7554 Intermediate Similarity NPD1608 Approved
0.7554 Intermediate Similarity NPD9269 Phase 2
0.7532 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7532 Intermediate Similarity NPD3882 Suspended
0.7518 Intermediate Similarity NPD9268 Approved
0.75 Intermediate Similarity NPD411 Approved
0.75 Intermediate Similarity NPD2313 Discontinued
0.75 Intermediate Similarity NPD6100 Approved
0.75 Intermediate Similarity NPD6099 Approved
0.7484 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7466 Intermediate Similarity NPD447 Suspended
0.7447 Intermediate Similarity NPD1283 Approved
0.7426 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.741 Intermediate Similarity NPD5953 Discontinued
0.7394 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7394 Intermediate Similarity NPD7286 Phase 2
0.7379 Intermediate Similarity NPD1296 Phase 2
0.7358 Intermediate Similarity NPD4288 Approved
0.7348 Intermediate Similarity NPD74 Approved
0.7348 Intermediate Similarity NPD9266 Approved
0.7338 Intermediate Similarity NPD4626 Approved
0.7338 Intermediate Similarity NPD17 Approved
0.7333 Intermediate Similarity NPD2344 Approved
0.7333 Intermediate Similarity NPD3818 Discontinued
0.7317 Intermediate Similarity NPD6166 Phase 2
0.7317 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7317 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7303 Intermediate Similarity NPD4628 Phase 3
0.7289 Intermediate Similarity NPD7054 Approved
0.7284 Intermediate Similarity NPD5494 Approved
0.7273 Intermediate Similarity NPD9263 Approved
0.7273 Intermediate Similarity NPD9267 Approved
0.7273 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD9264 Approved
0.7273 Intermediate Similarity NPD2797 Approved
0.7262 Intermediate Similarity NPD6559 Discontinued
0.726 Intermediate Similarity NPD3268 Approved
0.726 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.725 Intermediate Similarity NPD5402 Approved
0.7246 Intermediate Similarity NPD7074 Phase 3
0.7246 Intermediate Similarity NPD7472 Approved
0.7244 Intermediate Similarity NPD5403 Approved
0.7239 Intermediate Similarity NPD1247 Approved
0.7234 Intermediate Similarity NPD1281 Approved
0.7226 Intermediate Similarity NPD5401 Approved
0.7222 Intermediate Similarity NPD2798 Approved
0.7219 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7219 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7202 Intermediate Similarity NPD6797 Phase 2
0.72 Intermediate Similarity NPD4308 Phase 3
0.7195 Intermediate Similarity NPD7229 Phase 3
0.7192 Intermediate Similarity NPD4625 Phase 3
0.719 Intermediate Similarity NPD7003 Approved
0.7184 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD7251 Discontinued
0.7152 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD5691 Approved
0.7143 Intermediate Similarity NPD2309 Approved
0.7143 Intermediate Similarity NPD4196 Clinical (unspecified phase)
0.7134 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7125 Intermediate Similarity NPD37 Approved
0.7124 Intermediate Similarity NPD2654 Approved
0.7123 Intermediate Similarity NPD6832 Phase 2
0.7118 Intermediate Similarity NPD7808 Phase 3
0.7117 Intermediate Similarity NPD6234 Discontinued
0.7114 Intermediate Similarity NPD5124 Phase 1
0.7114 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7114 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7099 Intermediate Similarity NPD4966 Approved
0.7099 Intermediate Similarity NPD4967 Phase 2
0.7099 Intermediate Similarity NPD4965 Approved
0.7086 Intermediate Similarity NPD7033 Discontinued
0.7083 Intermediate Similarity NPD3225 Approved
0.7052 Intermediate Similarity NPD8150 Discontinued
0.7051 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7047 Intermediate Similarity NPD4060 Phase 1
0.7034 Intermediate Similarity NPD3266 Approved
0.7034 Intermediate Similarity NPD3267 Approved
0.703 Intermediate Similarity NPD7199 Phase 2
0.7029 Intermediate Similarity NPD9281 Approved
0.7027 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7014 Intermediate Similarity NPD4749 Approved
0.7007 Intermediate Similarity NPD1008 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.6993 Remote Similarity NPD1471 Phase 3
0.6993 Remote Similarity NPD1610 Phase 2
0.6986 Remote Similarity NPD1019 Discontinued
0.6971 Remote Similarity NPD4287 Approved
0.6971 Remote Similarity NPD8397 Clinical (unspecified phase)
0.697 Remote Similarity NPD9261 Approved
0.695 Remote Similarity NPD1548 Phase 1
0.6946 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6946 Remote Similarity NPD3926 Phase 2
0.6939 Remote Similarity NPD1530 Clinical (unspecified phase)
0.6937 Remote Similarity NPD7458 Discontinued
0.6933 Remote Similarity NPD2979 Phase 3
0.6933 Remote Similarity NPD4307 Phase 2
0.6928 Remote Similarity NPD4476 Approved
0.6928 Remote Similarity NPD4477 Approved
0.6923 Remote Similarity NPD7177 Discontinued
0.6912 Remote Similarity NPD4750 Phase 3
0.6901 Remote Similarity NPD1651 Approved
0.6894 Remote Similarity NPD940 Approved
0.6894 Remote Similarity NPD846 Approved
0.6892 Remote Similarity NPD1529 Clinical (unspecified phase)
0.6892 Remote Similarity NPD4908 Phase 1
0.6882 Remote Similarity NPD8151 Discontinued
0.6879 Remote Similarity NPD8313 Approved
0.6879 Remote Similarity NPD8312 Approved
0.6871 Remote Similarity NPD6917 Clinical (unspecified phase)
0.6867 Remote Similarity NPD520 Approved
0.6855 Remote Similarity NPD6273 Approved
0.6853 Remote Similarity NPD1778 Approved
0.6852 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6842 Remote Similarity NPD1729 Discontinued
0.6833 Remote Similarity NPD8090 Clinical (unspecified phase)
0.6828 Remote Similarity NPD1481 Phase 2
0.6824 Remote Similarity NPD9494 Approved
0.6824 Remote Similarity NPD7228 Approved
0.6818 Remote Similarity NPD2438 Suspended
0.6816 Remote Similarity NPD4360 Phase 2
0.6816 Remote Similarity NPD4363 Phase 3
0.6815 Remote Similarity NPD6190 Approved
0.6813 Remote Similarity NPD7501 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   10775271
ChEMBL   CHEMBL450945
ZINC  

Physicochemical Properties

Molecular Weight:  220.07
ALogP:  0.5372
MLogP:  2.34
XLogP:  1.264
# Rotatable Bonds:  5
Polar Surface Area:  66.76
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  16

Download Data

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