Natural Product: NPC156977

Natural Product ID:  NPC156977
Common Name:   3-O-[Beta-D-Xylopyranosyl-(1->6)-Beta-D-Glucopyranosyl]-1,8-Dihydroxy-4,5-Dimethoxyxanthone
IUPAC Name:   1,8-dihydroxy-4,5-dimethoxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyxanthen-9-one
Synonyms:  
Molecular Formula:   C26H30O16
Standard InCHIKey:  SYNXLCZQPRIZPZ-OOMXKHFZSA-N
Standard InCHI:  InChI=1S/C26H30O16/c1-36-11-4-3-8(27)14-18(32)15-9(28)5-12(23(37-2)24(15)42-22(11)14)40-26-21(35)19(33)17(31)13(41-26)7-39-25-20(34)16(30)10(29)6-38-25/h3-5,10,13,16-17,19-21,25-31,33-35H,6-7H2,1-2H3/t10-,13-,16+,17-,19+,20-,21-,25+,26-/m1/s1
Canonical SMILES:  COc1c(O[C@@H]2O[C@H](CO[C@@H]3OC[C@H]([C@@H]([C@H]3O)O)O)[C@H]([C@@H]([C@H]2O)O)O)cc(c2c1oc1c(OC)ccc(c1c2=O)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
NPO9824 Swertia kouitchensis Species Gentianaceae Eukaryota PMID[23805995]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 184000 nM 16643031

  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 NPC156977 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
0.9877 High Similarity NPC102028
0.9877 High Similarity NPC142996
0.9876 High Similarity NPC267254
0.9815 High Similarity NPC51774
0.9815 High Similarity NPC239549
0.9815 High Similarity NPC236191
0.9814 High Similarity NPC194483
0.9812 High Similarity NPC93099
0.9753 High Similarity NPC301683
0.9752 High Similarity NPC95855
0.9752 High Similarity NPC210042
0.9752 High Similarity NPC472381
0.9752 High Similarity NPC472383
0.9691 High Similarity NPC293004
0.9691 High Similarity NPC22195
0.9691 High Similarity NPC183357
0.9691 High Similarity NPC52353
0.9691 High Similarity NPC44558
0.9691 High Similarity NPC474434
0.9691 High Similarity NPC21190
0.9632 High Similarity NPC3583
0.9632 High Similarity NPC472386
0.9632 High Similarity NPC259152
0.963 High Similarity NPC112755
0.963 High Similarity NPC471457
0.963 High Similarity NPC170675
0.963 High Similarity NPC293629
0.963 High Similarity NPC183036
0.9576 High Similarity NPC169733
0.9573 High Similarity NPC204693
0.9571 High Similarity NPC79056
0.9571 High Similarity NPC105511
0.9571 High Similarity NPC105095
0.9571 High Similarity NPC34287
0.9571 High Similarity NPC44328
0.9571 High Similarity NPC471416
0.9571 High Similarity NPC177731
0.9518 High Similarity NPC475261
0.9518 High Similarity NPC472387
0.9512 High Similarity NPC205076
0.9512 High Similarity NPC48773
0.9512 High Similarity NPC307518
0.9512 High Similarity NPC475155
0.9509 High Similarity NPC226294
0.9509 High Similarity NPC45638
0.9509 High Similarity NPC201292
0.9509 High Similarity NPC61791
0.9509 High Similarity NPC105025
0.9509 High Similarity NPC475942
0.9509 High Similarity NPC58053
0.9509 High Similarity NPC229687
0.9509 High Similarity NPC43587
0.9509 High Similarity NPC105283
0.9509 High Similarity NPC186807
0.9509 High Similarity NPC93337
0.9509 High Similarity NPC469931
0.9506 High Similarity NPC236934
0.9506 High Similarity NPC70441
0.9506 High Similarity NPC5778
0.9461 High Similarity NPC470444
0.9461 High Similarity NPC473682
0.9461 High Similarity NPC473895
0.9461 High Similarity NPC126784
0.9461 High Similarity NPC470443
0.9461 High Similarity NPC110941
0.9461 High Similarity NPC241423
0.9461 High Similarity NPC473571
0.9458 High Similarity NPC65563
0.9458 High Similarity NPC470949
0.9458 High Similarity NPC472380
0.9458 High Similarity NPC472384
0.9458 High Similarity NPC8573
0.9458 High Similarity NPC472382
0.9451 High Similarity NPC199079
0.9451 High Similarity NPC224462
0.9451 High Similarity NPC51326
0.9451 High Similarity NPC231194
0.9451 High Similarity NPC210808
0.9448 High Similarity NPC135345
0.9448 High Similarity NPC45618
0.9448 High Similarity NPC58716
0.9448 High Similarity NPC45400
0.9448 High Similarity NPC146792
0.9408 High Similarity NPC148710
0.9405 High Similarity NPC473071
0.9405 High Similarity NPC473073
0.9401 High Similarity NPC476619
0.9401 High Similarity NPC476622
0.9401 High Similarity NPC476621
0.9401 High Similarity NPC476623
0.9401 High Similarity NPC476620
0.9401 High Similarity NPC476618
0.9398 High Similarity NPC198199
0.9394 High Similarity NPC172807
0.9394 High Similarity NPC256760
0.9394 High Similarity NPC9002
0.9394 High Similarity NPC257011
0.9394 High Similarity NPC254540
0.9394 High Similarity NPC288152
0.9394 High Similarity NPC180918
0.9394 High Similarity NPC476405
0.9394 High Similarity NPC211594
0.9394 High Similarity NPC137871
0.9394 High Similarity NPC117260
0.939 High Similarity NPC195257
0.939 High Similarity NPC86008
0.939 High Similarity NPC209296
0.9387 High Similarity NPC115674
0.9387 High Similarity NPC99957
0.9387 High Similarity NPC181616
0.9387 High Similarity NPC8856
0.9387 High Similarity NPC210073
0.9383 High Similarity NPC88023
0.9383 High Similarity NPC127415
0.9383 High Similarity NPC309025
0.9383 High Similarity NPC243930
0.9383 High Similarity NPC29830
0.9357 High Similarity NPC473618
0.9349 High Similarity NPC470446
0.9349 High Similarity NPC470449
0.9349 High Similarity NPC473072
0.9349 High Similarity NPC470447
0.9349 High Similarity NPC470445
0.9341 High Similarity NPC48984
0.9341 High Similarity NPC257714
0.9341 High Similarity NPC268533
0.9341 High Similarity NPC255799
0.9337 High Similarity NPC45522
0.9337 High Similarity NPC24043
0.9337 High Similarity NPC101026
0.9337 High Similarity NPC21666
0.9337 High Similarity NPC208668
0.9337 High Similarity NPC169977
0.9337 High Similarity NPC42773
0.9333 High Similarity NPC150767
0.9333 High Similarity NPC218488
0.9333 High Similarity NPC285197
0.9333 High Similarity NPC78734
0.9333 High Similarity NPC245014
0.9333 High Similarity NPC84265
0.9333 High Similarity NPC282987
0.9333 High Similarity NPC67105
0.9329 High Similarity NPC229729
0.9329 High Similarity NPC477502
0.9325 High Similarity NPC475366
0.9325 High Similarity NPC311830
0.9325 High Similarity NPC165720
0.9325 High Similarity NPC475497
0.9325 High Similarity NPC15358
0.9325 High Similarity NPC22832
0.9325 High Similarity NPC284277
0.9321 High Similarity NPC300537
0.9321 High Similarity NPC127782
0.9298 High Similarity NPC179947
0.9294 High Similarity NPC470455
0.9294 High Similarity NPC470451
0.9286 High Similarity NPC89052
0.9286 High Similarity NPC168584
0.9286 High Similarity NPC120952
0.9286 High Similarity NPC251417
0.9281 High Similarity NPC294815
0.9281 High Similarity NPC264735
0.9281 High Similarity NPC19108
0.9281 High Similarity NPC220173
0.9281 High Similarity NPC477848
0.9281 High Similarity NPC16194
0.9281 High Similarity NPC472607
0.9281 High Similarity NPC476472
0.9281 High Similarity NPC473327
0.9277 High Similarity NPC471748
0.9277 High Similarity NPC60735
0.9277 High Similarity NPC261254
0.9277 High Similarity NPC176740
0.9277 High Similarity NPC26230
0.9277 High Similarity NPC155877
0.9277 High Similarity NPC33054
0.9277 High Similarity NPC471725
0.9277 High Similarity NPC134532
0.9277 High Similarity NPC203259
0.9273 High Similarity NPC52382
0.9273 High Similarity NPC227508
0.9273 High Similarity NPC270578
0.9264 High Similarity NPC94777
0.9264 High Similarity NPC270335
0.9264 High Similarity NPC222936
0.9264 High Similarity NPC284960
0.9264 High Similarity NPC88043
0.9264 High Similarity NPC191306
0.9264 High Similarity NPC19709
0.9259 High Similarity NPC182045
0.9235 High Similarity NPC473883
0.9231 High Similarity NPC192539
0.9226 High Similarity NPC122467
0.9226 High Similarity NPC219043
0.9226 High Similarity NPC472991
0.9226 High Similarity NPC472992
0.9226 High Similarity NPC472385
0.9226 High Similarity NPC14187
0.9226 High Similarity NPC202908
0.9226 High Similarity NPC198324

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC156977 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
0.9571 High Similarity NPD7074 Phase 3
0.9451 High Similarity NPD7472 Approved
0.939 High Similarity NPD7054 Approved
0.9281 High Similarity NPD7808 Phase 3
0.9277 High Similarity NPD6797 Phase 2
0.9222 High Similarity NPD7251 Discontinued
0.9167 High Similarity NPD4338 Clinical (unspecified phase)
0.9096 High Similarity NPD3818 Discontinued
0.8976 High Similarity NPD6166 Phase 2
0.8976 High Similarity NPD6167 Clinical (unspecified phase)
0.8976 High Similarity NPD6168 Clinical (unspecified phase)
0.8957 High Similarity NPD4381 Clinical (unspecified phase)
0.8827 High Similarity NPD1934 Approved
0.8817 High Similarity NPD7804 Clinical (unspecified phase)
0.8773 High Similarity NPD2801 Approved
0.8659 High Similarity NPD2393 Clinical (unspecified phase)
0.8512 High Similarity NPD5494 Approved
0.8443 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8391 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.8383 Intermediate Similarity NPD3817 Phase 2
0.8364 Intermediate Similarity NPD4380 Phase 2
0.8343 Intermediate Similarity NPD6559 Discontinued
0.8333 Intermediate Similarity NPD3882 Suspended
0.8221 Intermediate Similarity NPD1511 Approved
0.8176 Intermediate Similarity NPD7075 Discontinued
0.8171 Intermediate Similarity NPD5844 Phase 1
0.8166 Intermediate Similarity NPD5402 Approved
0.814 Intermediate Similarity NPD6959 Discontinued
0.8132 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.8121 Intermediate Similarity NPD1512 Approved
0.8107 Intermediate Similarity NPD1465 Phase 2
0.8075 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8075 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8047 Intermediate Similarity NPD6801 Discontinued
0.8045 Intermediate Similarity NPD8312 Approved
0.8045 Intermediate Similarity NPD8313 Approved
0.8025 Intermediate Similarity NPD1549 Phase 2
0.8024 Intermediate Similarity NPD1653 Approved
0.8011 Intermediate Similarity NPD7228 Approved
0.8 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7989 Intermediate Similarity NPD6232 Discontinued
0.7955 Intermediate Similarity NPD7473 Discontinued
0.7953 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7952 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7923 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.791 Intermediate Similarity NPD3751 Discontinued
0.7895 Intermediate Similarity NPD7819 Suspended
0.7886 Intermediate Similarity NPD3787 Discontinued
0.7882 Intermediate Similarity NPD7411 Suspended
0.7857 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7831 Intermediate Similarity NPD6781 Approved
0.7831 Intermediate Similarity NPD6778 Approved
0.7831 Intermediate Similarity NPD6782 Approved
0.7831 Intermediate Similarity NPD6776 Approved
0.7831 Intermediate Similarity NPD6777 Approved
0.7831 Intermediate Similarity NPD6780 Approved
0.7831 Intermediate Similarity NPD6779 Approved
0.7829 Intermediate Similarity NPD7199 Phase 2
0.7795 Intermediate Similarity NPD7783 Phase 2
0.7795 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7791 Intermediate Similarity NPD2796 Approved
0.7784 Intermediate Similarity NPD8151 Discontinued
0.7784 Intermediate Similarity NPD6799 Approved
0.7751 Intermediate Similarity NPD5403 Approved
0.7738 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7735 Intermediate Similarity NPD7685 Pre-registration
0.7735 Intermediate Similarity NPD7240 Approved
0.7733 Intermediate Similarity NPD37 Approved
0.773 Intermediate Similarity NPD1510 Phase 2
0.7714 Intermediate Similarity NPD6234 Discontinued
0.7708 Intermediate Similarity NPD7698 Approved
0.7708 Intermediate Similarity NPD7435 Discontinued
0.7708 Intermediate Similarity NPD7697 Approved
0.7708 Intermediate Similarity NPD7696 Phase 3
0.7701 Intermediate Similarity NPD4965 Approved
0.7701 Intermediate Similarity NPD4967 Phase 2
0.7701 Intermediate Similarity NPD4966 Approved
0.7697 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7688 Intermediate Similarity NPD8455 Phase 2
0.7663 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7641 Intermediate Similarity NPD7701 Phase 2
0.764 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7633 Intermediate Similarity NPD5401 Approved
0.7627 Intermediate Similarity NPD1247 Approved
0.7616 Intermediate Similarity NPD6599 Discontinued
0.7593 Intermediate Similarity NPD1613 Approved
0.7593 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7593 Intermediate Similarity NPD1240 Approved
0.7577 Intermediate Similarity NPD7871 Phase 2
0.7577 Intermediate Similarity NPD7870 Phase 2
0.7574 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7566 Intermediate Similarity NPD6534 Approved
0.7566 Intermediate Similarity NPD6535 Approved
0.7565 Intermediate Similarity NPD6823 Phase 2
0.7542 Intermediate Similarity NPD3926 Phase 2
0.7539 Intermediate Similarity NPD7700 Phase 2
0.7539 Intermediate Similarity NPD7699 Phase 2
0.753 Intermediate Similarity NPD7266 Discontinued
0.75 Intermediate Similarity NPD1607 Approved
0.75 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7584 Approved
0.7485 Intermediate Similarity NPD943 Approved
0.7475 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7475 Intermediate Similarity NPD7874 Approved
0.747 Intermediate Similarity NPD2935 Discontinued
0.7458 Intermediate Similarity NPD3749 Approved
0.7439 Intermediate Similarity NPD1933 Approved
0.7437 Intermediate Similarity NPD7801 Approved
0.7416 Intermediate Similarity NPD919 Approved
0.7407 Intermediate Similarity NPD3027 Phase 3
0.7401 Intermediate Similarity NPD7768 Phase 2
0.7396 Intermediate Similarity NPD4628 Phase 3
0.7396 Intermediate Similarity NPD3750 Approved
0.7381 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7353 Intermediate Similarity NPD6190 Approved
0.7346 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7337 Intermediate Similarity NPD2800 Approved
0.7333 Intermediate Similarity NPD447 Suspended
0.7333 Intermediate Similarity NPD230 Phase 1
0.733 Intermediate Similarity NPD6212 Phase 3
0.733 Intermediate Similarity NPD6213 Phase 3
0.733 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.7326 Intermediate Similarity NPD2533 Approved
0.7326 Intermediate Similarity NPD2532 Approved
0.7326 Intermediate Similarity NPD2534 Approved
0.731 Intermediate Similarity NPD8320 Phase 1
0.731 Intermediate Similarity NPD8319 Approved
0.7284 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7282 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7262 Intermediate Similarity NPD1551 Phase 2
0.7256 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7249 Intermediate Similarity NPD8434 Phase 2
0.7249 Intermediate Similarity NPD8150 Discontinued
0.7241 Intermediate Similarity NPD920 Approved
0.7235 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7231 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7204 Intermediate Similarity NPD5953 Discontinued
0.7189 Intermediate Similarity NPD7286 Phase 2
0.7172 Intermediate Similarity NPD7680 Approved
0.7159 Intermediate Similarity NPD3226 Approved
0.7159 Intermediate Similarity NPD7458 Discontinued
0.7135 Intermediate Similarity NPD6674 Discontinued
0.7135 Intermediate Similarity NPD6844 Discontinued
0.7128 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7114 Intermediate Similarity NPD7585 Approved
0.7101 Intermediate Similarity NPD3748 Approved
0.7083 Intermediate Similarity NPD6651 Approved
0.7069 Intermediate Similarity NPD7390 Discontinued
0.7065 Intermediate Similarity NPD7583 Approved
0.7059 Intermediate Similarity NPD6100 Approved
0.7059 Intermediate Similarity NPD6099 Approved
0.7037 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.703 Intermediate Similarity NPD4908 Phase 1
0.7029 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7026 Intermediate Similarity NPD4360 Phase 2
0.7026 Intermediate Similarity NPD4363 Phase 3
0.7019 Intermediate Similarity NPD1091 Approved
0.7018 Intermediate Similarity NPD2346 Discontinued
0.7018 Intermediate Similarity NPD2344 Approved
0.7015 Intermediate Similarity NPD7211 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD2799 Discontinued
0.7 Intermediate Similarity NPD7033 Discontinued
0.6973 Remote Similarity NPD5242 Approved
0.697 Remote Similarity NPD9494 Approved
0.6967 Remote Similarity NPD5619 Clinical (unspecified phase)
0.6961 Remote Similarity NPD5353 Approved
0.695 Remote Similarity NPD5006 Approved
0.695 Remote Similarity NPD5005 Approved
0.6948 Remote Similarity NPD8059 Phase 3
0.6948 Remote Similarity NPD8058 Clinical (unspecified phase)
0.6947 Remote Similarity NPD7549 Discontinued
0.6946 Remote Similarity NPD4907 Clinical (unspecified phase)
0.6946 Remote Similarity NPD2313 Discontinued
0.6936 Remote Similarity NPD1243 Approved
0.6928 Remote Similarity NPD6832 Phase 2
0.6919 Remote Similarity NPD5710 Approved
0.6919 Remote Similarity NPD5711 Approved
0.6914 Remote Similarity NPD1547 Clinical (unspecified phase)
0.6914 Remote Similarity NPD643 Clinical (unspecified phase)
0.6909 Remote Similarity NPD2798 Approved
0.6905 Remote Similarity NPD6233 Phase 2
0.6901 Remote Similarity NPD1509 Clinical (unspecified phase)
0.6897 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6889 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6872 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6867 Remote Similarity NPD2861 Phase 2
0.6865 Remote Similarity NPD8127 Discontinued
0.6857 Remote Similarity NPD2309 Approved
0.6856 Remote Similarity NPD6841 Approved
0.6856 Remote Similarity NPD6843 Phase 3
0.6856 Remote Similarity NPD6842 Approved
0.6848 Remote Similarity NPD1203 Approved
0.6845 Remote Similarity NPD6798 Discontinued
0.6842 Remote Similarity NPD7097 Phase 1
0.6839 Remote Similarity NPD1652 Phase 2
0.6836 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6834 Remote Similarity NPD4420 Approved

Structure

External Identifiers

PubChem CID   71745142
ChEMBL   CHEMBL2409392
ZINC  

Physicochemical Properties

Molecular Weight:  598.15
ALogP:  -4.8855
MLogP:  2.56
XLogP:  -2.676
# Rotatable Bonds:  17
Polar Surface Area:  243.52
# H-Bond Aceptor:  10
# H-Bond Donor:  8
# Rings:  5
# Heavy Atoms:  42

Download Data

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