Natural Product: NPC243877

Natural Product ID:  NPC243877
Common Name:   5-Methoxyxanthocercin A
IUPAC Name:   (2R,3R)-3-(4-hydroxy-3,5-dimethoxyphenyl)-8-(3-hydroxy-4-methoxyphenyl)-2-(hydroxymethyl)-5-methoxy-2,3-dihydropyrano[3,2-h][1,4]benzodioxin-7-one
Synonyms:  
Molecular Formula:   C28H26O11
Standard InCHIKey:  PDFRGLKIUUWXHS-RCZVLFRGSA-N
Standard InCHI:  InChI=1S/C28H26O11/c1-33-18-6-5-13(7-17(18)30)16-12-37-26-15(23(16)31)10-21(36-4)27-28(26)38-22(11-29)25(39-27)14-8-19(34-2)24(32)20(9-14)35-3/h5-10,12,22,25,29-30,32H,11H2,1-4H3/t22-,25-/m1/s1
Canonical SMILES:  COc1cc2c(c3c1O[C@H](c1cc(OC)c(c(c1)OC)O)[C@H](O3)CO)occ(c2=O)c1ccc(c(c1)O)OC
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
NPO5140 Dipteryx odorata Species Fabaceae Eukaryota Seeds PMID[12762787]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT440 Individual Protein Quinone oxidoreductase Mus musculus CD > 10 ug/ml 24499135

  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 NPC243877 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
0.9873 High Similarity NPC14662
0.9748 High Similarity NPC295082
0.9682 High Similarity NPC66618
0.9682 High Similarity NPC113163
0.9682 High Similarity NPC84324
0.9682 High Similarity NPC165970
0.9682 High Similarity NPC305987
0.9682 High Similarity NPC288131
0.9618 High Similarity NPC101731
0.9557 High Similarity NPC158188
0.9554 High Similarity NPC284127
0.9554 High Similarity NPC172202
0.9554 High Similarity NPC476410
0.9503 High Similarity NPC260266
0.95 High Similarity NPC72787
0.95 High Similarity NPC125039
0.95 High Similarity NPC7688
0.95 High Similarity NPC36
0.95 High Similarity NPC7154
0.95 High Similarity NPC36916
0.95 High Similarity NPC58223
0.9497 High Similarity NPC219927
0.9497 High Similarity NPC476247
0.949 High Similarity NPC99597
0.949 High Similarity NPC210084
0.949 High Similarity NPC475267
0.949 High Similarity NPC156057
0.949 High Similarity NPC474208
0.949 High Similarity NPC470402
0.949 High Similarity NPC474836
0.949 High Similarity NPC162869
0.949 High Similarity NPC183851
0.949 High Similarity NPC63454
0.949 High Similarity NPC48208
0.9448 High Similarity NPC48773
0.9448 High Similarity NPC271848
0.9448 High Similarity NPC81332
0.9448 High Similarity NPC262580
0.9448 High Similarity NPC205076
0.9448 High Similarity NPC289396
0.9448 High Similarity NPC307518
0.9448 High Similarity NPC212038
0.9444 High Similarity NPC475212
0.9437 High Similarity NPC272064
0.9434 High Similarity NPC308992
0.9434 High Similarity NPC26326
0.9434 High Similarity NPC142252
0.9427 High Similarity NPC255106
0.9427 High Similarity NPC235165
0.9427 High Similarity NPC472916
0.9398 High Similarity NPC324742
0.9394 High Similarity NPC472991
0.9394 High Similarity NPC472992
0.9387 High Similarity NPC105511
0.9387 High Similarity NPC224462
0.9379 High Similarity NPC142614
0.9379 High Similarity NPC50960
0.9379 High Similarity NPC477840
0.9375 High Similarity NPC472448
0.9375 High Similarity NPC220912
0.9375 High Similarity NPC83922
0.9375 High Similarity NPC477841
0.9371 High Similarity NPC263449
0.9367 High Similarity NPC245758
0.9367 High Similarity NPC96167
0.9367 High Similarity NPC472914
0.9367 High Similarity NPC472911
0.9367 High Similarity NPC472913
0.9367 High Similarity NPC472910
0.9367 High Similarity NPC222814
0.9363 High Similarity NPC201136
0.9363 High Similarity NPC196439
0.9363 High Similarity NPC4455
0.9363 High Similarity NPC138360
0.9363 High Similarity NPC280339
0.9363 High Similarity NPC213622
0.9363 High Similarity NPC208197
0.9363 High Similarity NPC128863
0.9363 High Similarity NPC146165
0.9363 High Similarity NPC92659
0.9363 High Similarity NPC20830
0.9363 High Similarity NPC183597
0.9363 High Similarity NPC37392
0.9363 High Similarity NPC2928
0.9363 High Similarity NPC227325
0.9363 High Similarity NPC167815
0.9363 High Similarity NPC163780
0.9363 High Similarity NPC256612
0.9363 High Similarity NPC50715
0.9363 High Similarity NPC2476
0.9337 High Similarity NPC476620
0.9337 High Similarity NPC472387
0.9337 High Similarity NPC476621
0.9337 High Similarity NPC476619
0.9337 High Similarity NPC476622
0.9337 High Similarity NPC476618
0.9337 High Similarity NPC476623
0.9325 High Similarity NPC226294
0.9325 High Similarity NPC45638
0.9325 High Similarity NPC469931
0.9325 High Similarity NPC93337
0.9325 High Similarity NPC186807
0.9325 High Similarity NPC475942
0.9325 High Similarity NPC58053
0.9325 High Similarity NPC105025
0.9325 High Similarity NPC201292
0.9313 High Similarity NPC474038
0.9313 High Similarity NPC228383
0.9313 High Similarity NPC34089
0.9313 High Similarity NPC266314
0.9313 High Similarity NPC167678
0.9313 High Similarity NPC196179
0.9313 High Similarity NPC29876
0.9308 High Similarity NPC190487
0.9308 High Similarity NPC95936
0.9308 High Similarity NPC154304
0.9308 High Similarity NPC250214
0.9308 High Similarity NPC53545
0.9308 High Similarity NPC117418
0.9299 High Similarity NPC69394
0.9299 High Similarity NPC22519
0.9299 High Similarity NPC472915
0.9299 High Similarity NPC255350
0.9299 High Similarity NPC145379
0.9299 High Similarity NPC280937
0.9299 High Similarity NPC231018
0.9299 High Similarity NPC276409
0.9299 High Similarity NPC18727
0.9299 High Similarity NPC274327
0.9299 High Similarity NPC183878
0.9299 High Similarity NPC292214
0.9299 High Similarity NPC271779
0.9299 High Similarity NPC250557
0.9299 High Similarity NPC176775
0.9299 High Similarity NPC88645
0.9299 High Similarity NPC250822
0.9299 High Similarity NPC167091
0.9299 High Similarity NPC124714
0.9299 High Similarity NPC75279
0.9299 High Similarity NPC160951
0.9299 High Similarity NPC206238
0.9299 High Similarity NPC47781
0.9286 High Similarity NPC36138
0.9281 High Similarity NPC185275
0.9273 High Similarity NPC204693
0.9273 High Similarity NPC51774
0.9273 High Similarity NPC472993
0.9273 High Similarity NPC239549
0.9273 High Similarity NPC236191
0.9268 High Similarity NPC34287
0.9268 High Similarity NPC44558
0.9268 High Similarity NPC103307
0.9268 High Similarity NPC21190
0.9268 High Similarity NPC471416
0.9268 High Similarity NPC183357
0.9268 High Similarity NPC231194
0.9268 High Similarity NPC22195
0.9268 High Similarity NPC51326
0.9268 High Similarity NPC476365
0.9268 High Similarity NPC474434
0.9264 High Similarity NPC135345
0.9264 High Similarity NPC146792
0.9264 High Similarity NPC45618
0.9264 High Similarity NPC229729
0.9264 High Similarity NPC58716
0.9259 High Similarity NPC224280
0.9259 High Similarity NPC470457
0.9259 High Similarity NPC234052
0.9259 High Similarity NPC471788
0.9255 High Similarity NPC474034
0.9255 High Similarity NPC261470
0.9255 High Similarity NPC474033
0.9255 High Similarity NPC81679
0.925 High Similarity NPC118256
0.925 High Similarity NPC188967
0.925 High Similarity NPC119209
0.925 High Similarity NPC204290
0.925 High Similarity NPC476980
0.925 High Similarity NPC475784
0.925 High Similarity NPC53889
0.925 High Similarity NPC192686
0.9245 High Similarity NPC299520
0.9245 High Similarity NPC189179
0.9245 High Similarity NPC474055
0.9245 High Similarity NPC224137
0.9245 High Similarity NPC78103
0.9245 High Similarity NPC93376
0.9245 High Similarity NPC78225
0.9245 High Similarity NPC185526
0.9245 High Similarity NPC472598
0.9245 High Similarity NPC75215
0.9245 High Similarity NPC227192
0.9245 High Similarity NPC262286
0.9245 High Similarity NPC223787
0.9245 High Similarity NPC36852
0.9245 High Similarity NPC52530
0.9245 High Similarity NPC291508
0.9245 High Similarity NPC469584
0.9245 High Similarity NPC181960
0.9245 High Similarity NPC129684

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC243877 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
0.95 High Similarity NPD6167 Clinical (unspecified phase)
0.95 High Similarity NPD6168 Clinical (unspecified phase)
0.95 High Similarity NPD6166 Phase 2
0.9299 High Similarity NPD2801 Approved
0.9236 High Similarity NPD1934 Approved
0.9091 High Similarity NPD7054 Approved
0.9062 High Similarity NPD4868 Clinical (unspecified phase)
0.9057 High Similarity NPD2393 Clinical (unspecified phase)
0.9036 High Similarity NPD7472 Approved
0.9036 High Similarity NPD7074 Phase 3
0.903 High Similarity NPD3818 Discontinued
0.8988 High Similarity NPD4338 Clinical (unspecified phase)
0.8869 High Similarity NPD6797 Phase 2
0.8868 High Similarity NPD4380 Phase 2
0.8827 High Similarity NPD3882 Suspended
0.8817 High Similarity NPD7251 Discontinued
0.878 High Similarity NPD5494 Approved
0.8773 High Similarity NPD4381 Clinical (unspecified phase)
0.8765 High Similarity NPD7808 Phase 3
0.8757 High Similarity NPD7993 Clinical (unspecified phase)
0.8726 High Similarity NPD1511 Approved
0.865 High Similarity NPD3817 Phase 2
0.8639 High Similarity NPD5844 Phase 1
0.8616 High Similarity NPD1512 Approved
0.8537 High Similarity NPD5402 Approved
0.8438 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.8434 Intermediate Similarity NPD7075 Discontinued
0.8424 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8421 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8408 Intermediate Similarity NPD1549 Phase 2
0.8393 Intermediate Similarity NPD6959 Discontinued
0.8354 Intermediate Similarity NPD7411 Suspended
0.8344 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8344 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8343 Intermediate Similarity NPD6232 Discontinued
0.8323 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8304 Intermediate Similarity NPD7473 Discontinued
0.8303 Intermediate Similarity NPD6801 Discontinued
0.828 Intermediate Similarity NPD2796 Approved
0.8253 Intermediate Similarity NPD1465 Phase 2
0.8253 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8217 Intermediate Similarity NPD1510 Phase 2
0.8171 Intermediate Similarity NPD6559 Discontinued
0.8156 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.8144 Intermediate Similarity NPD7819 Suspended
0.814 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.811 Intermediate Similarity NPD5403 Approved
0.807 Intermediate Similarity NPD1247 Approved
0.8037 Intermediate Similarity NPD6799 Approved
0.7988 Intermediate Similarity NPD5401 Approved
0.7977 Intermediate Similarity NPD3926 Phase 2
0.7967 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7962 Intermediate Similarity NPD1613 Approved
0.7962 Intermediate Similarity NPD943 Approved
0.7962 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7962 Intermediate Similarity NPD1240 Approved
0.7952 Intermediate Similarity NPD1653 Approved
0.7943 Intermediate Similarity NPD3751 Discontinued
0.7895 Intermediate Similarity NPD3749 Approved
0.7892 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7862 Intermediate Similarity NPD1607 Approved
0.7857 Intermediate Similarity NPD6599 Discontinued
0.7836 Intermediate Similarity NPD7768 Phase 2
0.7816 Intermediate Similarity NPD3787 Discontinued
0.7805 Intermediate Similarity NPD6190 Approved
0.779 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD8312 Approved
0.7778 Intermediate Similarity NPD8313 Approved
0.7771 Intermediate Similarity NPD3027 Phase 3
0.7759 Intermediate Similarity NPD7199 Phase 2
0.7746 Intermediate Similarity NPD919 Approved
0.7744 Intermediate Similarity NPD3750 Approved
0.774 Intermediate Similarity NPD7228 Approved
0.7716 Intermediate Similarity NPD2935 Discontinued
0.7707 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7688 Intermediate Similarity NPD230 Phase 1
0.7683 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7672 Intermediate Similarity NPD6778 Approved
0.7672 Intermediate Similarity NPD6776 Approved
0.7672 Intermediate Similarity NPD6777 Approved
0.7672 Intermediate Similarity NPD6779 Approved
0.7672 Intermediate Similarity NPD6780 Approved
0.7672 Intermediate Similarity NPD6781 Approved
0.7672 Intermediate Similarity NPD6782 Approved
0.7667 Intermediate Similarity NPD7685 Pre-registration
0.7644 Intermediate Similarity NPD6234 Discontinued
0.7643 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7636 Intermediate Similarity NPD4628 Phase 3
0.7622 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7606 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7579 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7578 Intermediate Similarity NPD447 Suspended
0.7571 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7558 Intermediate Similarity NPD6844 Discontinued
0.7558 Intermediate Similarity NPD37 Approved
0.7554 Intermediate Similarity NPD8150 Discontinued
0.7552 Intermediate Similarity NPD7435 Discontinued
0.7538 Intermediate Similarity NPD8151 Discontinued
0.753 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7529 Intermediate Similarity NPD4967 Phase 2
0.7529 Intermediate Similarity NPD4966 Approved
0.7529 Intermediate Similarity NPD4965 Approved
0.7513 Intermediate Similarity NPD7870 Phase 2
0.7513 Intermediate Similarity NPD7871 Phase 2
0.75 Intermediate Similarity NPD1551 Phase 2
0.75 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7390 Discontinued
0.7485 Intermediate Similarity NPD3226 Approved
0.7484 Intermediate Similarity NPD4908 Phase 1
0.7471 Intermediate Similarity NPD920 Approved
0.747 Intermediate Similarity NPD2800 Approved
0.7462 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7462 Intermediate Similarity NPD7783 Phase 2
0.7461 Intermediate Similarity NPD7696 Phase 3
0.7461 Intermediate Similarity NPD7697 Approved
0.7461 Intermediate Similarity NPD7698 Approved
0.7456 Intermediate Similarity NPD2533 Approved
0.7456 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7456 Intermediate Similarity NPD2534 Approved
0.7456 Intermediate Similarity NPD2532 Approved
0.7455 Intermediate Similarity NPD2344 Approved
0.7439 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7439 Intermediate Similarity NPD3748 Approved
0.7432 Intermediate Similarity NPD7549 Discontinued
0.7421 Intermediate Similarity NPD9494 Approved
0.7418 Intermediate Similarity NPD5953 Discontinued
0.7409 Intermediate Similarity NPD6823 Phase 2
0.7407 Intermediate Similarity NPD6535 Approved
0.7407 Intermediate Similarity NPD6534 Approved
0.7398 Intermediate Similarity NPD7701 Phase 2
0.7391 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7366 Intermediate Similarity NPD8434 Phase 2
0.7362 Intermediate Similarity NPD1933 Approved
0.7353 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7353 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7347 Intermediate Similarity NPD7584 Approved
0.7337 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7323 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7323 Intermediate Similarity NPD7874 Approved
0.7316 Intermediate Similarity NPD4363 Phase 3
0.7316 Intermediate Similarity NPD4360 Phase 2
0.7314 Intermediate Similarity NPD8455 Phase 2
0.7308 Intermediate Similarity NPD7286 Phase 2
0.7292 Intermediate Similarity NPD7700 Phase 2
0.7292 Intermediate Similarity NPD7699 Phase 2
0.7289 Intermediate Similarity NPD6099 Approved
0.7289 Intermediate Similarity NPD6100 Approved
0.7286 Intermediate Similarity NPD7801 Approved
0.7284 Intermediate Similarity NPD2313 Discontinued
0.7283 Intermediate Similarity NPD7240 Approved
0.7283 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7278 Intermediate Similarity NPD2309 Approved
0.7278 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7262 Intermediate Similarity NPD1243 Approved
0.7261 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7246 Intermediate Similarity NPD7266 Discontinued
0.7246 Intermediate Similarity NPD2346 Discontinued
0.7239 Intermediate Similarity NPD6233 Phase 2
0.7235 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7229 Intermediate Similarity NPD2799 Discontinued
0.7229 Intermediate Similarity NPD7033 Discontinued
0.7212 Intermediate Similarity NPD6651 Approved
0.7182 Intermediate Similarity NPD5242 Approved
0.7178 Intermediate Similarity NPD6798 Discontinued
0.7175 Intermediate Similarity NPD5353 Approved
0.7173 Intermediate Similarity NPD6212 Phase 3
0.7173 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.7173 Intermediate Similarity NPD6213 Phase 3
0.7167 Intermediate Similarity NPD8127 Discontinued
0.716 Intermediate Similarity NPD6832 Phase 2
0.7118 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7099 Intermediate Similarity NPD2861 Phase 2
0.7097 Intermediate Similarity NPD7039 Approved
0.7097 Intermediate Similarity NPD7038 Approved
0.7086 Intermediate Similarity NPD7458 Discontinued
0.7081 Intermediate Similarity NPD1203 Approved
0.7059 Intermediate Similarity NPD1652 Phase 2
0.7053 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7049 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD5124 Phase 1
0.7048 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7044 Intermediate Similarity NPD1610 Phase 2
0.7037 Intermediate Similarity NPD2798 Approved
0.7033 Intermediate Similarity NPD5711 Approved
0.7033 Intermediate Similarity NPD7229 Phase 3
0.7033 Intermediate Similarity NPD5710 Approved
0.702 Intermediate Similarity NPD7680 Approved
0.7016 Intermediate Similarity NPD4287 Approved
0.7006 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD6385 Approved
0.7006 Intermediate Similarity NPD6386 Approved
0.7006 Intermediate Similarity NPD1548 Phase 1
0.7 Intermediate Similarity NPD2424 Discontinued
0.7 Intermediate Similarity NPD9269 Phase 2
0.6994 Remote Similarity NPD7213 Phase 3
0.6994 Remote Similarity NPD7212 Phase 2
0.699 Remote Similarity NPD7237 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   10886024
ChEMBL   CHEMBL466784
ZINC  

Physicochemical Properties

Molecular Weight:  538.15
ALogP:  -2.6522
MLogP:  3.33
XLogP:  1.241
# Rotatable Bonds:  14
Polar Surface Area:  142.37
# H-Bond Aceptor:  2
# H-Bond Donor:  3
# Rings:  5
# Heavy Atoms:  39

Download Data

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