Natural Product: NPC475825

Natural Product ID:  NPC475825
Common Name:   Discoloranone A
IUPAC Name:   5-hydroxy-3-(6-hydroxy-1,3-benzodioxol-5-yl)-8,8-dimethyl-2,3-dihydropyrano[2,3-h]chromen-4-one
Synonyms:  
Molecular Formula:   C21H18O7
Standard InCHIKey:  RMSBRJLIIWEOOT-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C21H18O7/c1-21(2)4-3-10-15(28-21)7-14(23)18-19(24)12(8-25-20(10)18)11-5-16-17(6-13(11)22)27-9-26-16/h3-7,12,22-23H,8-9H2,1-2H3
Canonical SMILES:  O=C1c2c(O)cc3c(c2OCC1c1cc2OCOc2cc1O)C=CC(O3)(C)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
NPO401 Berchemia discolor Species Rhamnaceae Eukaryota Tanzania PMID[17125241]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT858 Cell Line LNCaP Homo sapiens ED50 > 5 ug/ml 16441084
NPT1034 Cell Line Lu1 Homo sapiens ED50 > 5 ug/ml 20232858
NPT83 Cell Line MCF7 Homo sapiens ED50 > 5 ug/ml 20039643

  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 NPC475825 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
1.0 High Similarity NPC223375
0.9563 High Similarity NPC469575
0.9458 High Similarity NPC156635
0.9401 High Similarity NPC67302
0.9398 High Similarity NPC472607
0.939 High Similarity NPC471287
0.9387 High Similarity NPC120593
0.9383 High Similarity NPC273959
0.9379 High Similarity NPC94155
0.9321 High Similarity NPC125991
0.9321 High Similarity NPC229632
0.9321 High Similarity NPC474150
0.9321 High Similarity NPC474162
0.9321 High Similarity NPC18284
0.9321 High Similarity NPC273021
0.9313 High Similarity NPC258644
0.9268 High Similarity NPC173292
0.9268 High Similarity NPC113093
0.9268 High Similarity NPC128293
0.9264 High Similarity NPC470178
0.9259 High Similarity NPC34376
0.9255 High Similarity NPC62518
0.9255 High Similarity NPC215375
0.9235 High Similarity NPC473883
0.9222 High Similarity NPC310794
0.9217 High Similarity NPC472276
0.9217 High Similarity NPC105511
0.9212 High Similarity NPC471288
0.9207 High Similarity NPC275780
0.9207 High Similarity NPC470773
0.9207 High Similarity NPC472450
0.9207 High Similarity NPC239752
0.9202 High Similarity NPC83922
0.9202 High Similarity NPC472448
0.9202 High Similarity NPC478199
0.9198 High Similarity NPC204290
0.9193 High Similarity NPC167595
0.9193 High Similarity NPC181960
0.9193 High Similarity NPC476981
0.9193 High Similarity NPC473272
0.9193 High Similarity NPC284820
0.9187 High Similarity NPC472909
0.9172 High Similarity NPC168584
0.9167 High Similarity NPC108202
0.9162 High Similarity NPC307518
0.9162 High Similarity NPC48773
0.9162 High Similarity NPC235575
0.9162 High Similarity NPC205076
0.9157 High Similarity NPC152477
0.9157 High Similarity NPC469931
0.9157 High Similarity NPC45638
0.9157 High Similarity NPC475942
0.9157 High Similarity NPC201292
0.9157 High Similarity NPC105025
0.9157 High Similarity NPC186807
0.9157 High Similarity NPC93337
0.9157 High Similarity NPC472383
0.9157 High Similarity NPC472381
0.9157 High Similarity NPC288813
0.9157 High Similarity NPC58053
0.9157 High Similarity NPC226294
0.9152 High Similarity NPC170245
0.9152 High Similarity NPC39091
0.9152 High Similarity NPC235610
0.9146 High Similarity NPC189473
0.9146 High Similarity NPC23298
0.9141 High Similarity NPC29876
0.9141 High Similarity NPC266314
0.9141 High Similarity NPC474187
0.9141 High Similarity NPC40037
0.9141 High Similarity NPC167678
0.9141 High Similarity NPC295009
0.9141 High Similarity NPC162668
0.9141 High Similarity NPC260640
0.9136 High Similarity NPC113055
0.913 High Similarity NPC155063
0.9112 High Similarity NPC257714
0.9102 High Similarity NPC21190
0.9102 High Similarity NPC224462
0.9102 High Similarity NPC22195
0.9102 High Similarity NPC183357
0.9102 High Similarity NPC44558
0.9102 High Similarity NPC212748
0.9096 High Similarity NPC135345
0.9096 High Similarity NPC42892
0.9096 High Similarity NPC76482
0.9096 High Similarity NPC58716
0.9096 High Similarity NPC93099
0.9096 High Similarity NPC146792
0.9096 High Similarity NPC45618
0.9091 High Similarity NPC326520
0.9085 High Similarity NPC472402
0.9085 High Similarity NPC81679
0.9085 High Similarity NPC261470
0.908 High Similarity NPC118256
0.908 High Similarity NPC225624
0.908 High Similarity NPC119209
0.908 High Similarity NPC472624
0.908 High Similarity NPC285973
0.908 High Similarity NPC476980
0.908 High Similarity NPC475784
0.908 High Similarity NPC474287
0.908 High Similarity NPC475886
0.908 High Similarity NPC298093
0.908 High Similarity NPC192686
0.9074 High Similarity NPC217677
0.9074 High Similarity NPC472911
0.9074 High Similarity NPC165977
0.9074 High Similarity NPC472914
0.9074 High Similarity NPC222814
0.9074 High Similarity NPC78225
0.9074 High Similarity NPC245758
0.9074 High Similarity NPC96167
0.9074 High Similarity NPC469584
0.9074 High Similarity NPC472913
0.9074 High Similarity NPC310206
0.9074 High Similarity NPC472910
0.9068 High Similarity NPC37392
0.9068 High Similarity NPC31018
0.9068 High Similarity NPC255807
0.9068 High Similarity NPC478238
0.9062 High Similarity NPC292460
0.9059 High Similarity NPC469600
0.9048 High Similarity NPC267254
0.9048 High Similarity NPC260263
0.9048 High Similarity NPC172807
0.9048 High Similarity NPC476405
0.9048 High Similarity NPC121333
0.9048 High Similarity NPC472386
0.9048 High Similarity NPC254540
0.9048 High Similarity NPC211594
0.9048 High Similarity NPC117260
0.9048 High Similarity NPC261254
0.9048 High Similarity NPC256760
0.9042 High Similarity NPC471457
0.9042 High Similarity NPC95855
0.9042 High Similarity NPC211309
0.9042 High Similarity NPC177480
0.9042 High Similarity NPC210042
0.9042 High Similarity NPC242395
0.9042 High Similarity NPC170675
0.9042 High Similarity NPC112755
0.9036 High Similarity NPC472449
0.9036 High Similarity NPC37870
0.903 High Similarity NPC306321
0.903 High Similarity NPC152659
0.903 High Similarity NPC470772
0.903 High Similarity NPC475985
0.903 High Similarity NPC88023
0.903 High Similarity NPC303460
0.903 High Similarity NPC41301
0.903 High Similarity NPC243930
0.903 High Similarity NPC186686
0.903 High Similarity NPC309025
0.903 High Similarity NPC236521
0.903 High Similarity NPC124038
0.903 High Similarity NPC248638
0.9024 High Similarity NPC470756
0.9024 High Similarity NPC474186
0.9024 High Similarity NPC474038
0.9024 High Similarity NPC61010
0.9024 High Similarity NPC474351
0.9024 High Similarity NPC475883
0.9024 High Similarity NPC259456
0.9024 High Similarity NPC165549
0.9018 High Similarity NPC152904
0.9018 High Similarity NPC204879
0.9018 High Similarity NPC250214
0.9018 High Similarity NPC95936
0.9012 High Similarity NPC191146
0.9012 High Similarity NPC68093
0.9006 High Similarity NPC478213
0.9006 High Similarity NPC472915
0.9006 High Similarity NPC244371
0.9006 High Similarity NPC280937
0.9 High Similarity NPC117579
0.9 High Similarity NPC226973
0.9 High Similarity NPC208043
0.9 High Similarity NPC211532
0.9 High Similarity NPC233994
0.8994 High Similarity NPC45522
0.8994 High Similarity NPC42773
0.8994 High Similarity NPC21666
0.8994 High Similarity NPC239549
0.8994 High Similarity NPC24043
0.8994 High Similarity NPC51774
0.8994 High Similarity NPC208668
0.8994 High Similarity NPC169977
0.8994 High Similarity NPC236191
0.8994 High Similarity NPC204693
0.8994 High Similarity NPC101026
0.8988 High Similarity NPC282987
0.8988 High Similarity NPC471416
0.8988 High Similarity NPC101107
0.8988 High Similarity NPC103307
0.8988 High Similarity NPC245014
0.8988 High Similarity NPC78734
0.8988 High Similarity NPC84265
0.8988 High Similarity NPC474434
0.8988 High Similarity NPC150767

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475825 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
0.908 High Similarity NPD5494 Approved
0.8982 High Similarity NPD3818 Discontinued
0.8889 High Similarity NPD2801 Approved
0.883 High Similarity NPD4338 Clinical (unspecified phase)
0.8817 High Similarity NPD7054 Approved
0.8773 High Similarity NPD2393 Clinical (unspecified phase)
0.8765 High Similarity NPD7472 Approved
0.8765 High Similarity NPD7074 Phase 3
0.8712 High Similarity NPD1934 Approved
0.8614 High Similarity NPD4381 Clinical (unspecified phase)
0.8613 High Similarity NPD7808 Phase 3
0.8605 High Similarity NPD6797 Phase 2
0.8555 High Similarity NPD7251 Discontinued
0.8554 High Similarity NPD3882 Suspended
0.8488 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8421 Intermediate Similarity NPD6166 Phase 2
0.8421 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8421 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8395 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8383 Intermediate Similarity NPD3817 Phase 2
0.8382 Intermediate Similarity NPD5844 Phase 1
0.8372 Intermediate Similarity NPD7473 Discontinued
0.8364 Intermediate Similarity NPD4380 Phase 2
0.8343 Intermediate Similarity NPD6559 Discontinued
0.8333 Intermediate Similarity NPD1511 Approved
0.8304 Intermediate Similarity NPD6232 Discontinued
0.8274 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8246 Intermediate Similarity NPD1247 Approved
0.8232 Intermediate Similarity NPD1512 Approved
0.8225 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8214 Intermediate Similarity NPD7819 Suspended
0.8176 Intermediate Similarity NPD7075 Discontinued
0.8171 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.8107 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8095 Intermediate Similarity NPD7411 Suspended
0.8075 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8075 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8072 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.8056 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.8047 Intermediate Similarity NPD37 Approved
0.8035 Intermediate Similarity NPD7199 Phase 2
0.8035 Intermediate Similarity NPD6959 Discontinued
0.8033 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.8025 Intermediate Similarity NPD1549 Phase 2
0.8023 Intermediate Similarity NPD6234 Discontinued
0.8023 Intermediate Similarity NPD919 Approved
0.8012 Intermediate Similarity NPD4965 Approved
0.8012 Intermediate Similarity NPD4967 Phase 2
0.8012 Intermediate Similarity NPD4966 Approved
0.7965 Intermediate Similarity NPD3749 Approved
0.7953 Intermediate Similarity NPD5402 Approved
0.7952 Intermediate Similarity NPD2532 Approved
0.7952 Intermediate Similarity NPD2533 Approved
0.7952 Intermediate Similarity NPD2534 Approved
0.795 Intermediate Similarity NPD1510 Phase 2
0.7943 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7941 Intermediate Similarity NPD6801 Discontinued
0.7923 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.791 Intermediate Similarity NPD7228 Approved
0.7901 Intermediate Similarity NPD2796 Approved
0.7898 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7895 Intermediate Similarity NPD1465 Phase 2
0.7892 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7866 Intermediate Similarity NPD2800 Approved
0.7841 Intermediate Similarity NPD3926 Phase 2
0.7833 Intermediate Similarity NPD7685 Pre-registration
0.7809 Intermediate Similarity NPD3751 Discontinued
0.7805 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7803 Intermediate Similarity NPD7768 Phase 2
0.7791 Intermediate Similarity NPD2935 Discontinued
0.7784 Intermediate Similarity NPD3787 Discontinued
0.7784 Intermediate Similarity NPD6799 Approved
0.7778 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7751 Intermediate Similarity NPD920 Approved
0.7747 Intermediate Similarity NPD8312 Approved
0.7747 Intermediate Similarity NPD8313 Approved
0.7737 Intermediate Similarity NPD6776 Approved
0.7737 Intermediate Similarity NPD6777 Approved
0.7737 Intermediate Similarity NPD6778 Approved
0.7737 Intermediate Similarity NPD6780 Approved
0.7737 Intermediate Similarity NPD6782 Approved
0.7737 Intermediate Similarity NPD6781 Approved
0.7737 Intermediate Similarity NPD6779 Approved
0.7719 Intermediate Similarity NPD6599 Discontinued
0.7711 Intermediate Similarity NPD3750 Approved
0.7706 Intermediate Similarity NPD1653 Approved
0.7702 Intermediate Similarity NPD1240 Approved
0.7692 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7633 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7617 Intermediate Similarity NPD7698 Approved
0.7617 Intermediate Similarity NPD7697 Approved
0.7617 Intermediate Similarity NPD7435 Discontinued
0.7617 Intermediate Similarity NPD7696 Phase 3
0.7607 Intermediate Similarity NPD1607 Approved
0.7605 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7577 Intermediate Similarity NPD7871 Phase 2
0.7577 Intermediate Similarity NPD7870 Phase 2
0.7558 Intermediate Similarity NPD7458 Discontinued
0.7552 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7546 Intermediate Similarity NPD1933 Approved
0.7545 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7545 Intermediate Similarity NPD1243 Approved
0.7544 Intermediate Similarity NPD5403 Approved
0.7541 Intermediate Similarity NPD7240 Approved
0.7525 Intermediate Similarity NPD7783 Phase 2
0.7525 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7515 Intermediate Similarity NPD2799 Discontinued
0.7515 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7584 Approved
0.7486 Intermediate Similarity NPD5711 Approved
0.7486 Intermediate Similarity NPD5710 Approved
0.7485 Intermediate Similarity NPD943 Approved
0.7474 Intermediate Similarity NPD6534 Approved
0.7474 Intermediate Similarity NPD6535 Approved
0.7474 Intermediate Similarity NPD6823 Phase 2
0.747 Intermediate Similarity NPD6099 Approved
0.747 Intermediate Similarity NPD6100 Approved
0.7469 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7462 Intermediate Similarity NPD7701 Phase 2
0.7457 Intermediate Similarity NPD3226 Approved
0.7439 Intermediate Similarity NPD447 Suspended
0.7437 Intermediate Similarity NPD7801 Approved
0.7433 Intermediate Similarity NPD8434 Phase 2
0.7427 Intermediate Similarity NPD5401 Approved
0.7425 Intermediate Similarity NPD2344 Approved
0.7425 Intermediate Similarity NPD2346 Discontinued
0.7424 Intermediate Similarity NPD8151 Discontinued
0.741 Intermediate Similarity NPD3748 Approved
0.7396 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD5953 Discontinued
0.7389 Intermediate Similarity NPD7229 Phase 3
0.7387 Intermediate Similarity NPD7874 Approved
0.7387 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7382 Intermediate Similarity NPD4363 Phase 3
0.7382 Intermediate Similarity NPD4360 Phase 2
0.7378 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7378 Intermediate Similarity NPD1613 Approved
0.7377 Intermediate Similarity NPD7286 Phase 2
0.7365 Intermediate Similarity NPD1551 Phase 2
0.7362 Intermediate Similarity NPD2313 Discontinued
0.7362 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7358 Intermediate Similarity NPD7700 Phase 2
0.7358 Intermediate Similarity NPD7699 Phase 2
0.7346 Intermediate Similarity NPD4908 Phase 1
0.7346 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.734 Intermediate Similarity NPD8150 Discontinued
0.7333 Intermediate Similarity NPD230 Phase 1
0.7329 Intermediate Similarity NPD2798 Approved
0.7326 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7314 Intermediate Similarity NPD7028 Phase 2
0.7312 Intermediate Similarity NPD7549 Discontinued
0.7305 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7294 Intermediate Similarity NPD4628 Phase 3
0.7289 Intermediate Similarity NPD6651 Approved
0.7288 Intermediate Similarity NPD8455 Phase 2
0.7284 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD7390 Discontinued
0.7254 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7254 Intermediate Similarity NPD4361 Phase 2
0.7251 Intermediate Similarity NPD2309 Approved
0.7235 Intermediate Similarity NPD6674 Discontinued
0.7234 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7229 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7229 Intermediate Similarity NPD5124 Phase 1
0.7213 Intermediate Similarity NPD2403 Approved
0.7208 Intermediate Similarity NPD5005 Approved
0.7208 Intermediate Similarity NPD5006 Approved
0.7202 Intermediate Similarity NPD7033 Discontinued
0.7195 Intermediate Similarity NPD3027 Phase 3
0.7178 Intermediate Similarity NPD2861 Phase 2
0.7175 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7159 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7158 Intermediate Similarity NPD5242 Approved
0.7152 Intermediate Similarity NPD3268 Approved
0.7151 Intermediate Similarity NPD6190 Approved
0.715 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.715 Intermediate Similarity NPD6213 Phase 3
0.715 Intermediate Similarity NPD6212 Phase 3
0.7143 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7136 Intermediate Similarity NPD8319 Approved
0.7136 Intermediate Similarity NPD8320 Phase 1
0.7135 Intermediate Similarity NPD6844 Discontinued
0.7128 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7125 Intermediate Similarity NPD1610 Phase 2
0.7118 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7114 Intermediate Similarity NPD7585 Approved
0.7101 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.71 Intermediate Similarity NPD7211 Clinical (unspecified phase)
0.7092 Intermediate Similarity NPD4420 Approved
0.7091 Intermediate Similarity NPD4625 Phase 3
0.7085 Intermediate Similarity NPD7680 Approved
0.7083 Intermediate Similarity NPD4287 Approved
0.7073 Intermediate Similarity NPD7930 Approved
0.7065 Intermediate Similarity NPD7583 Approved
0.7056 Intermediate Similarity NPD5353 Approved
0.7055 Intermediate Similarity NPD2797 Approved
0.7049 Intermediate Similarity NPD8127 Discontinued
0.7033 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD7266 Discontinued

Structure

External Identifiers

PubChem CID   11995376
ChEMBL   CHEMBL516855
ZINC  

Physicochemical Properties

Molecular Weight:  382.11
ALogP:  -0.8665
MLogP:  3
XLogP:  1.169
# Rotatable Bonds:  5
Polar Surface Area:  94.45
# H-Bond Aceptor:  1
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  28

Download Data

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