Natural Product: NPC221777

Natural Product ID:  NPC221777
Common Name:   Glycyrdione A
IUPAC Name:   1-[2,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-3-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]propane-1,3-dione
Synonyms:  
Molecular Formula:   C25H28O5
Standard InCHIKey:  VDOHBGQSFOWYTB-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C25H28O5/c1-15(2)5-7-17-11-18(9-10-21(17)26)22(27)13-24(29)20-12-19(8-6-16(3)4)23(28)14-25(20)30/h5-6,9-12,14,26,28,30H,7-8,13H2,1-4H3
Canonical SMILES:  CC(=CCc1cc(ccc1O)C(=O)CC(=O)c1cc(CC=C(C)C)c(cc1O)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
NPO1698 Glycyrrhiza inflata Species Fabaceae Eukaryota TCM_Taiwan*
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota TM-MC*
NPO1698 Glycyrrhiza inflata Species Fabaceae Eukaryota TM-MC*
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota TM-MC*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT178 Individual Protein Protein-tyrosine phosphatase 1B Homo sapiens IC50 = 32600 nM 24047800

  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 NPC221777 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
0.9917 High Similarity NPC30501
0.9917 High Similarity NPC266689
0.9917 High Similarity NPC23126
0.9917 High Similarity NPC72158
0.9917 High Similarity NPC190043
0.9917 High Similarity NPC103356
0.9917 High Similarity NPC98254
0.9917 High Similarity NPC169250
0.9917 High Similarity NPC162612
0.9917 High Similarity NPC105157
0.9917 High Similarity NPC100067
0.9836 High Similarity NPC21305
0.9836 High Similarity NPC473017
0.9835 High Similarity NPC62952
0.9835 High Similarity NPC267846
0.9756 High Similarity NPC474998
0.9754 High Similarity NPC116513
0.96 High Similarity NPC475042
0.9504 High Similarity NPC133909
0.9504 High Similarity NPC91105
0.9504 High Similarity NPC32032
0.9504 High Similarity NPC309765
0.9449 High Similarity NPC139074
0.9449 High Similarity NPC40524
0.9449 High Similarity NPC213485
0.944 High Similarity NPC476119
0.9426 High Similarity NPC65761
0.9426 High Similarity NPC472029
0.9421 High Similarity NPC73532
0.9421 High Similarity NPC303737
0.9421 High Similarity NPC215392
0.9421 High Similarity NPC267552
0.9421 High Similarity NPC143427
0.9421 High Similarity NPC19174
0.9421 High Similarity NPC156139
0.9421 High Similarity NPC45438
0.9421 High Similarity NPC196976
0.9421 High Similarity NPC115159
0.9421 High Similarity NPC224273
0.9421 High Similarity NPC242895
0.9375 High Similarity NPC166480
0.9375 High Similarity NPC282780
0.9339 High Similarity NPC297186
0.9339 High Similarity NPC149246
0.9302 High Similarity NPC283590
0.9302 High Similarity NPC70859
0.9302 High Similarity NPC130899
0.9302 High Similarity NPC61153
0.9302 High Similarity NPC470210
0.9291 High Similarity NPC275504
0.9274 High Similarity NPC475733
0.9256 High Similarity NPC159525
0.9231 High Similarity NPC194764
0.9231 High Similarity NPC264112
0.9231 High Similarity NPC65005
0.9231 High Similarity NPC131039
0.9225 High Similarity NPC475088
0.9219 High Similarity NPC175738
0.92 High Similarity NPC8745
0.9194 High Similarity NPC13238
0.918 High Similarity NPC229649
0.9174 High Similarity NPC161617
0.9174 High Similarity NPC158222
0.9174 High Similarity NPC195262
0.9174 High Similarity NPC188814
0.916 High Similarity NPC150399
0.916 High Similarity NPC98115
0.916 High Similarity NPC168105
0.916 High Similarity NPC477242
0.916 High Similarity NPC477244
0.916 High Similarity NPC1486
0.916 High Similarity NPC41461
0.916 High Similarity NPC274109
0.916 High Similarity NPC249606
0.916 High Similarity NPC66349
0.916 High Similarity NPC25287
0.916 High Similarity NPC12165
0.916 High Similarity NPC186838
0.916 High Similarity NPC477243
0.9134 High Similarity NPC92624
0.9134 High Similarity NPC109123
0.912 High Similarity NPC10926
0.9106 High Similarity NPC226275
0.9098 High Similarity NPC294037
0.9091 High Similarity NPC209486
0.9091 High Similarity NPC153979
0.9091 High Similarity NPC472419
0.9091 High Similarity NPC317119
0.9091 High Similarity NPC40649
0.9084 High Similarity NPC13575
0.9084 High Similarity NPC156092
0.9062 High Similarity NPC259942
0.9048 High Similarity NPC328983
0.9032 High Similarity NPC232708
0.9024 High Similarity NPC146642
0.9023 High Similarity NPC138099
0.9023 High Similarity NPC21350
0.9023 High Similarity NPC19622
0.9023 High Similarity NPC242994
0.9023 High Similarity NPC112789
0.9015 High Similarity NPC44960
0.9015 High Similarity NPC474110
0.9008 High Similarity NPC103842
0.9008 High Similarity NPC121259
0.9008 High Similarity NPC286336
0.8984 High Similarity NPC102829
0.8984 High Similarity NPC120488
0.8976 High Similarity NPC316625
0.8976 High Similarity NPC329205
0.8955 High Similarity NPC470211
0.8955 High Similarity NPC472366
0.8955 High Similarity NPC477956
0.8955 High Similarity NPC275903
0.8955 High Similarity NPC169452
0.8955 High Similarity NPC181560
0.8947 High Similarity NPC473622
0.8939 High Similarity NPC191976
0.8939 High Similarity NPC118919
0.8931 High Similarity NPC20560
0.8931 High Similarity NPC188646
0.8931 High Similarity NPC18877
0.8931 High Similarity NPC56031
0.8931 High Similarity NPC294593
0.8931 High Similarity NPC204960
0.8931 High Similarity NPC242294
0.8931 High Similarity NPC312318
0.8931 High Similarity NPC263670
0.8931 High Similarity NPC27643
0.8931 High Similarity NPC472365
0.8931 High Similarity NPC192304
0.8931 High Similarity NPC144051
0.8931 High Similarity NPC139813
0.8931 High Similarity NPC82225
0.8931 High Similarity NPC159623
0.8931 High Similarity NPC337373
0.8931 High Similarity NPC28753
0.8931 High Similarity NPC175098
0.8923 High Similarity NPC262359
0.8889 High Similarity NPC219917
0.8889 High Similarity NPC235239
0.8889 High Similarity NPC259166
0.8889 High Similarity NPC144118
0.8889 High Similarity NPC80962
0.8889 High Similarity NPC48624
0.8889 High Similarity NPC213659
0.8889 High Similarity NPC326109
0.8889 High Similarity NPC172250
0.8889 High Similarity NPC270883
0.8889 High Similarity NPC204985
0.8889 High Similarity NPC172986
0.8889 High Similarity NPC215311
0.8889 High Similarity NPC11056
0.8889 High Similarity NPC261227
0.8889 High Similarity NPC69769
0.8881 High Similarity NPC251681
0.8881 High Similarity NPC243528
0.8881 High Similarity NPC471620
0.888 High Similarity NPC66252
0.8872 High Similarity NPC471905
0.8872 High Similarity NPC53206
0.8872 High Similarity NPC213603
0.8872 High Similarity NPC290030
0.8872 High Similarity NPC53414
0.8871 High Similarity NPC248363
0.8855 High Similarity NPC212631
0.8855 High Similarity NPC267205
0.8855 High Similarity NPC257756
0.8855 High Similarity NPC87231
0.8855 High Similarity NPC129132
0.8855 High Similarity NPC205468
0.8824 High Similarity NPC205006
0.8824 High Similarity NPC156590
0.8824 High Similarity NPC52789
0.8824 High Similarity NPC110969
0.8824 High Similarity NPC193555
0.8824 High Similarity NPC118840
0.8824 High Similarity NPC147688
0.8824 High Similarity NPC64908
0.8824 High Similarity NPC55832
0.8824 High Similarity NPC321980
0.8824 High Similarity NPC268204
0.8824 High Similarity NPC469404
0.8824 High Similarity NPC470087
0.8824 High Similarity NPC470089
0.8824 High Similarity NPC26051
0.8819 High Similarity NPC477454
0.8815 High Similarity NPC295384
0.8815 High Similarity NPC283429
0.8815 High Similarity NPC303633
0.8815 High Similarity NPC216978
0.8815 High Similarity NPC96565
0.8815 High Similarity NPC55018
0.8815 High Similarity NPC220062
0.8815 High Similarity NPC301217
0.8797 High Similarity NPC254847
0.8788 High Similarity NPC44437
0.8779 High Similarity NPC164236
0.8779 High Similarity NPC128348
0.8779 High Similarity NPC313618
0.8779 High Similarity NPC186097

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC221777 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
0.8797 High Similarity NPD1509 Clinical (unspecified phase)
0.8779 High Similarity NPD943 Approved
0.8779 High Similarity NPD1240 Approved
0.8647 High Similarity NPD1607 Approved
0.8519 High Similarity NPD1510 Phase 2
0.85 High Similarity NPD4378 Clinical (unspecified phase)
0.85 High Similarity NPD7410 Clinical (unspecified phase)
0.8429 Intermediate Similarity NPD7390 Discontinued
0.8333 Intermediate Similarity NPD1549 Phase 2
0.8261 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8261 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8244 Intermediate Similarity NPD1164 Approved
0.8207 Intermediate Similarity NPD4380 Phase 2
0.8151 Intermediate Similarity NPD7411 Suspended
0.8125 Intermediate Similarity NPD4196 Clinical (unspecified phase)
0.8106 Intermediate Similarity NPD1470 Approved
0.8102 Intermediate Similarity NPD6651 Approved
0.8077 Intermediate Similarity NPD1201 Approved
0.8058 Intermediate Similarity NPD5406 Approved
0.8058 Intermediate Similarity NPD2935 Discontinued
0.8058 Intermediate Similarity NPD5405 Approved
0.8058 Intermediate Similarity NPD5404 Approved
0.8058 Intermediate Similarity NPD2796 Approved
0.8058 Intermediate Similarity NPD5408 Approved
0.8041 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD7075 Discontinued
0.7987 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7986 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7919 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7919 Intermediate Similarity NPD7819 Suspended
0.7917 Intermediate Similarity NPD6799 Approved
0.7887 Intermediate Similarity NPD2800 Approved
0.7852 Intermediate Similarity NPD6801 Discontinued
0.7823 Intermediate Similarity NPD74 Approved
0.7823 Intermediate Similarity NPD9266 Approved
0.7793 Intermediate Similarity NPD1511 Approved
0.7769 Intermediate Similarity NPD846 Approved
0.7769 Intermediate Similarity NPD940 Approved
0.7762 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7752 Intermediate Similarity NPD9493 Approved
0.7746 Intermediate Similarity NPD2344 Approved
0.7742 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.7742 Intermediate Similarity NPD9267 Approved
0.7742 Intermediate Similarity NPD9264 Approved
0.7742 Intermediate Similarity NPD9263 Approved
0.7733 Intermediate Similarity NPD1934 Approved
0.773 Intermediate Similarity NPD2799 Discontinued
0.7718 Intermediate Similarity NPD6599 Discontinued
0.7708 Intermediate Similarity NPD3750 Approved
0.7697 Intermediate Similarity NPD7768 Phase 2
0.7697 Intermediate Similarity NPD3882 Suspended
0.7692 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7687 Intermediate Similarity NPD1512 Approved
0.7682 Intermediate Similarity NPD2801 Approved
0.7647 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7639 Intermediate Similarity NPD1243 Approved
0.7615 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.7586 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7574 Intermediate Similarity NPD1203 Approved
0.7564 Intermediate Similarity NPD6232 Discontinued
0.7554 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7552 Intermediate Similarity NPD1551 Phase 2
0.7534 Intermediate Similarity NPD2309 Approved
0.7532 Intermediate Similarity NPD3749 Approved
0.7532 Intermediate Similarity NPD7473 Discontinued
0.7518 Intermediate Similarity NPD2798 Approved
0.75 Intermediate Similarity NPD2532 Approved
0.75 Intermediate Similarity NPD2534 Approved
0.75 Intermediate Similarity NPD2533 Approved
0.75 Intermediate Similarity NPD6959 Discontinued
0.75 Intermediate Similarity NPD9545 Approved
0.7481 Intermediate Similarity NPD3972 Approved
0.7481 Intermediate Similarity NPD9269 Phase 2
0.7462 Intermediate Similarity NPD9281 Approved
0.7453 Intermediate Similarity NPD5953 Discontinued
0.7444 Intermediate Similarity NPD9268 Approved
0.7438 Intermediate Similarity NPD7286 Phase 2
0.7438 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7429 Intermediate Similarity NPD2313 Discontinued
0.7419 Intermediate Similarity NPD9261 Approved
0.74 Intermediate Similarity NPD920 Approved
0.7365 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7361 Intermediate Similarity NPD3748 Approved
0.7358 Intermediate Similarity NPD6166 Phase 2
0.7358 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7358 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7355 Intermediate Similarity NPD2860 Approved
0.7355 Intermediate Similarity NPD2859 Approved
0.7353 Intermediate Similarity NPD9717 Approved
0.7329 Intermediate Similarity NPD6020 Phase 2
0.7325 Intermediate Similarity NPD5494 Approved
0.7305 Intermediate Similarity NPD3764 Approved
0.729 Intermediate Similarity NPD3817 Phase 2
0.7286 Intermediate Similarity NPD6832 Phase 2
0.7285 Intermediate Similarity NPD5403 Approved
0.7279 Intermediate Similarity NPD2654 Approved
0.7273 Intermediate Similarity NPD230 Phase 1
0.7273 Intermediate Similarity NPD2934 Approved
0.7273 Intermediate Similarity NPD2933 Approved
0.7267 Intermediate Similarity NPD3818 Discontinued
0.7267 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7258 Intermediate Similarity NPD1242 Phase 1
0.7256 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7209 Intermediate Similarity NPD4750 Phase 3
0.7195 Intermediate Similarity NPD6559 Discontinued
0.719 Intermediate Similarity NPD3226 Approved
0.7183 Intermediate Similarity NPD3268 Approved
0.7178 Intermediate Similarity NPD7074 Phase 3
0.7177 Intermediate Similarity NPD3020 Approved
0.7153 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD5401 Approved
0.7143 Intermediate Similarity NPD2346 Discontinued
0.7134 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7133 Intermediate Similarity NPD3300 Phase 2
0.7132 Intermediate Similarity NPD2932 Approved
0.7132 Intermediate Similarity NPD3019 Approved
0.7132 Intermediate Similarity NPD6831 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD7054 Approved
0.7114 Intermediate Similarity NPD4628 Phase 3
0.7087 Intermediate Similarity NPD1237 Approved
0.7081 Intermediate Similarity NPD3926 Phase 2
0.7078 Intermediate Similarity NPD7458 Discontinued
0.7075 Intermediate Similarity NPD6099 Approved
0.7075 Intermediate Similarity NPD6100 Approved
0.7073 Intermediate Similarity NPD7472 Approved
0.7071 Intermediate Similarity NPD2797 Approved
0.7063 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7044 Intermediate Similarity NPD919 Approved
0.703 Intermediate Similarity NPD6797 Phase 2
0.7029 Intermediate Similarity NPD422 Phase 1
0.7014 Intermediate Similarity NPD520 Approved
0.7012 Intermediate Similarity NPD5844 Phase 1
0.7008 Intermediate Similarity NPD1931 Clinical (unspecified phase)
0.7008 Intermediate Similarity NPD1929 Approved
0.7008 Intermediate Similarity NPD1930 Approved
0.7007 Intermediate Similarity NPD3299 Clinical (unspecified phase)
0.7007 Intermediate Similarity NPD4308 Phase 3
0.7 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD7003 Approved
0.7 Intermediate Similarity NPD1876 Approved
0.7 Intermediate Similarity NPD3400 Discontinued
0.6988 Remote Similarity NPD7251 Discontinued
0.697 Remote Similarity NPD1729 Discontinued
0.6962 Remote Similarity NPD2296 Approved
0.6962 Remote Similarity NPD5402 Approved
0.6962 Remote Similarity NPD8438 Clinical (unspecified phase)
0.6957 Remote Similarity NPD1247 Approved
0.6946 Remote Similarity NPD7808 Phase 3
0.694 Remote Similarity NPD5951 Approved
0.6935 Remote Similarity NPD1809 Phase 2
0.6923 Remote Similarity NPD4908 Phase 1
0.6914 Remote Similarity NPD5711 Approved
0.6914 Remote Similarity NPD5710 Approved
0.6913 Remote Similarity NPD1471 Phase 3
0.6911 Remote Similarity NPD845 Approved
0.6892 Remote Similarity NPD7033 Discontinued
0.6861 Remote Similarity NPD1548 Phase 1
0.6857 Remote Similarity NPD8090 Clinical (unspecified phase)
0.6845 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6839 Remote Similarity NPD4363 Phase 3
0.6839 Remote Similarity NPD4360 Phase 2
0.6831 Remote Similarity NPD3266 Approved
0.6831 Remote Similarity NPD3267 Approved
0.6828 Remote Similarity NPD411 Approved
0.6818 Remote Similarity NPD3022 Approved
0.6818 Remote Similarity NPD3021 Approved
0.6809 Remote Similarity NPD4379 Clinical (unspecified phase)
0.6803 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6803 Remote Similarity NPD447 Suspended
0.6803 Remote Similarity NPD1933 Approved
0.68 Remote Similarity NPD4361 Phase 2
0.68 Remote Similarity NPD4362 Clinical (unspecified phase)
0.6792 Remote Similarity NPD1465 Phase 2
0.6786 Remote Similarity NPD1610 Phase 2
0.6783 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6776 Remote Similarity NPD1196 Approved
0.6774 Remote Similarity NPD5049 Phase 3
0.6772 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6769 Remote Similarity NPD5048 Discontinued
0.6761 Remote Similarity NPD3225 Approved
0.6759 Remote Similarity NPD4625 Phase 3
0.6753 Remote Similarity NPD1543 Discontinued
0.675 Remote Similarity NPD4288 Approved
0.6742 Remote Similarity NPD7501 Clinical (unspecified phase)
0.6741 Remote Similarity NPD1241 Discontinued
0.6739 Remote Similarity NPD1759 Phase 1
0.6738 Remote Similarity NPD1608 Approved
0.6735 Remote Similarity NPD4307 Phase 2
0.6732 Remote Similarity NPD2354 Approved
0.6732 Remote Similarity NPD6190 Approved
0.6726 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6724 Remote Similarity NPD7879 Clinical (unspecified phase)
0.672 Remote Similarity NPD1432 Clinical (unspecified phase)
0.6714 Remote Similarity NPD3026 Approved
0.6714 Remote Similarity NPD3023 Approved
0.6712 Remote Similarity NPD1296 Phase 2
0.6711 Remote Similarity NPD1195 Approved

Structure

External Identifiers

PubChem CID   15742118
ChEMBL   CHEMBL2437373
ZINC  

Physicochemical Properties

Molecular Weight:  408.19
ALogP:  1.8811
MLogP:  3.66
XLogP:  4.937
# Rotatable Bonds:  15
Polar Surface Area:  94.83
# H-Bond Aceptor:  2
# H-Bond Donor:  3
# Rings:  2
# Heavy Atoms:  30

Download Data

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