Natural Product: NPC271848

Natural Product ID:  NPC271848
Common Name:   2-(2'-O-Trans-Coumaroyl)-C-Beta-D-Glucopyranosyl-1,3,6,7-Tetrahydroxyxanthone
IUPAC Name:   [(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(1,3,6,7-tetrahydroxy-9-oxoxanthen-2-yl)oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
Synonyms:  
Molecular Formula:   C28H24O13
Standard InCHIKey:  IEOFCWJJHJJKMH-CUZKZROISA-N
Standard InCHI:  InChI=1S/C28H24O13/c29-10-19-24(36)26(38)28(41-20(34)6-3-11-1-4-12(30)5-2-11)27(40-19)21-16(33)9-18-22(25(21)37)23(35)13-7-14(31)15(32)8-17(13)39-18/h1-9,19,24,26-33,36-38H,10H2/b6-3+/t19-,24-,26+,27+,28-/m1/s1
Canonical SMILES:  OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)OC(=O)/C=C/c1ccc(cc1)O)c1c(O)cc2c(c1O)c(=O)c1c(o2)cc(c(c1)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
NPO1372 Arrabidaea samydoides Species Bignoniaceae Eukaryota Stems PMID[14575443]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1 Others Radical scavenging activity IC50 = 25450 nM 19596885

  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 NPC271848 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 NPC262580
1.0 High Similarity NPC81332
1.0 High Similarity NPC289396
1.0 High Similarity NPC212038
0.9568 High Similarity NPC14662
0.9565 High Similarity NPC471788
0.9518 High Similarity NPC476621
0.9518 High Similarity NPC476623
0.9518 High Similarity NPC476620
0.9518 High Similarity NPC476618
0.9518 High Similarity NPC476619
0.9518 High Similarity NPC476622
0.95 High Similarity NPC228383
0.9448 High Similarity NPC243877
0.9448 High Similarity NPC260266
0.9441 High Similarity NPC220912
0.9401 High Similarity NPC472387
0.9394 High Similarity NPC67134
0.9394 High Similarity NPC47140
0.9387 High Similarity NPC207575
0.9387 High Similarity NPC13481
0.9379 High Similarity NPC142252
0.9341 High Similarity NPC472991
0.9341 High Similarity NPC472992
0.9321 High Similarity NPC476247
0.9317 High Similarity NPC24164
0.9313 High Similarity NPC289322
0.9313 High Similarity NPC68324
0.9313 High Similarity NPC160512
0.9313 High Similarity NPC38779
0.9313 High Similarity NPC114179
0.9313 High Similarity NPC156818
0.9286 High Similarity NPC265380
0.9277 High Similarity NPC257667
0.9277 High Similarity NPC186847
0.9277 High Similarity NPC472454
0.9268 High Similarity NPC224851
0.9255 High Similarity NPC53545
0.9255 High Similarity NPC117418
0.925 High Similarity NPC250436
0.925 High Similarity NPC291948
0.925 High Similarity NPC300845
0.925 High Similarity NPC104983
0.925 High Similarity NPC88803
0.9231 High Similarity NPC324742
0.9231 High Similarity NPC185275
0.9217 High Similarity NPC103307
0.9217 High Similarity NPC476365
0.9217 High Similarity NPC204937
0.9217 High Similarity NPC149011
0.9217 High Similarity NPC34287
0.9217 High Similarity NPC471416
0.9212 High Similarity NPC295082
0.9207 High Similarity NPC7154
0.9207 High Similarity NPC36916
0.9207 High Similarity NPC36
0.9207 High Similarity NPC125039
0.9207 High Similarity NPC142614
0.9207 High Similarity NPC7688
0.9207 High Similarity NPC72787
0.9207 High Similarity NPC58223
0.9202 High Similarity NPC474033
0.9202 High Similarity NPC477841
0.9202 High Similarity NPC474034
0.9198 High Similarity NPC471976
0.9198 High Similarity NPC53889
0.9176 High Similarity NPC117668
0.9172 High Similarity NPC471789
0.9162 High Similarity NPC472386
0.9162 High Similarity NPC301683
0.9162 High Similarity NPC65333
0.9157 High Similarity NPC112755
0.9157 High Similarity NPC475212
0.9157 High Similarity NPC471457
0.9157 High Similarity NPC170675
0.9152 High Similarity NPC171985
0.9152 High Similarity NPC272560
0.9152 High Similarity NPC320741
0.9141 High Similarity NPC165970
0.9141 High Similarity NPC124747
0.9141 High Similarity NPC66618
0.9141 High Similarity NPC158188
0.9141 High Similarity NPC266314
0.9141 High Similarity NPC289771
0.9141 High Similarity NPC472632
0.9141 High Similarity NPC113163
0.9141 High Similarity NPC84324
0.9141 High Similarity NPC288131
0.9141 High Similarity NPC3629
0.9141 High Similarity NPC305987
0.9141 High Similarity NPC155754
0.9141 High Similarity NPC97812
0.9141 High Similarity NPC26326
0.9141 High Similarity NPC134783
0.9136 High Similarity NPC95936
0.9136 High Similarity NPC250214
0.9136 High Similarity NPC87317
0.913 High Similarity NPC318432
0.913 High Similarity NPC471787
0.913 High Similarity NPC78492
0.913 High Similarity NPC208152
0.9123 High Similarity NPC36138
0.9118 High Similarity NPC473785
0.9112 High Similarity NPC61904
0.9112 High Similarity NPC268533
0.9112 High Similarity NPC144097
0.9107 High Similarity NPC98583
0.9107 High Similarity NPC239549
0.9107 High Similarity NPC172033
0.9107 High Similarity NPC51774
0.9107 High Similarity NPC472993
0.9107 High Similarity NPC236191
0.9107 High Similarity NPC88560
0.9107 High Similarity NPC175230
0.9102 High Similarity NPC21190
0.9102 High Similarity NPC22195
0.9102 High Similarity NPC150767
0.9102 High Similarity NPC218488
0.9102 High Similarity NPC44558
0.9102 High Similarity NPC183357
0.9102 High Similarity NPC474434
0.9102 High Similarity NPC78734
0.9102 High Similarity NPC74559
0.9096 High Similarity NPC6588
0.9096 High Similarity NPC45400
0.9096 High Similarity NPC477154
0.9096 High Similarity NPC117854
0.9091 High Similarity NPC477840
0.9091 High Similarity NPC50960
0.9085 High Similarity NPC219927
0.9085 High Similarity NPC472448
0.9085 High Similarity NPC83922
0.908 High Similarity NPC101731
0.908 High Similarity NPC174953
0.9075 High Similarity NPC179947
0.9075 High Similarity NPC105591
0.9074 High Similarity NPC35598
0.9074 High Similarity NPC474208
0.9074 High Similarity NPC162869
0.9074 High Similarity NPC210084
0.9074 High Similarity NPC474055
0.9074 High Similarity NPC223787
0.9074 High Similarity NPC78225
0.9074 High Similarity NPC262286
0.9074 High Similarity NPC36852
0.9074 High Similarity NPC222689
0.9074 High Similarity NPC474836
0.9074 High Similarity NPC471209
0.9074 High Similarity NPC48208
0.9074 High Similarity NPC475267
0.9074 High Similarity NPC99597
0.9074 High Similarity NPC156057
0.9074 High Similarity NPC291508
0.9074 High Similarity NPC472598
0.907 High Similarity NPC49690
0.907 High Similarity NPC470416
0.9068 High Similarity NPC321779
0.9068 High Similarity NPC113906
0.9064 High Similarity NPC469371
0.9062 High Similarity NPC474656
0.9059 High Similarity NPC37668
0.9059 High Similarity NPC207467
0.9059 High Similarity NPC113836
0.9059 High Similarity NPC35167
0.9059 High Similarity NPC253521
0.9053 High Similarity NPC214621
0.9053 High Similarity NPC34267
0.9053 High Similarity NPC472607
0.9053 High Similarity NPC223426
0.9053 High Similarity NPC81042
0.9048 High Similarity NPC100251
0.9048 High Similarity NPC267254
0.9048 High Similarity NPC259152
0.9048 High Similarity NPC48773
0.9048 High Similarity NPC3583
0.9048 High Similarity NPC205076
0.9048 High Similarity NPC121333
0.9048 High Similarity NPC254540
0.9048 High Similarity NPC172807
0.9048 High Similarity NPC211594
0.9048 High Similarity NPC307518
0.9048 High Similarity NPC256760
0.9042 High Similarity NPC229687
0.9042 High Similarity NPC95855
0.9042 High Similarity NPC472383
0.9042 High Similarity NPC472381
0.9042 High Similarity NPC326877
0.9042 High Similarity NPC177480
0.9042 High Similarity NPC183036
0.9042 High Similarity NPC210042
0.9042 High Similarity NPC107627
0.9042 High Similarity NPC280493
0.9036 High Similarity NPC471213
0.9036 High Similarity NPC120593
0.9036 High Similarity NPC128293
0.903 High Similarity NPC29830
0.903 High Similarity NPC121290
0.903 High Similarity NPC124038
0.9029 High Similarity NPC264302
0.9024 High Similarity NPC308992

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC271848 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
0.925 High Similarity NPD4868 Clinical (unspecified phase)
0.9207 High Similarity NPD6166 Phase 2
0.9207 High Similarity NPD6168 Clinical (unspecified phase)
0.9207 High Similarity NPD6167 Clinical (unspecified phase)
0.9048 High Similarity NPD7993 Clinical (unspecified phase)
0.9006 High Similarity NPD2393 Clinical (unspecified phase)
0.8941 High Similarity NPD4338 Clinical (unspecified phase)
0.8876 High Similarity NPD7074 Phase 3
0.8827 High Similarity NPD1934 Approved
0.882 High Similarity NPD4380 Phase 2
0.8817 High Similarity NPD7054 Approved
0.8817 High Similarity NPD5844 Phase 1
0.8773 High Similarity NPD2801 Approved
0.8765 High Similarity NPD7472 Approved
0.8757 High Similarity NPD3818 Discontinued
0.8735 High Similarity NPD5494 Approved
0.8727 High Similarity NPD7075 Discontinued
0.8713 High Similarity NPD6797 Phase 2
0.8663 High Similarity NPD7251 Discontinued
0.865 High Similarity NPD7411 Suspended
0.8614 High Similarity NPD4381 Clinical (unspecified phase)
0.8606 High Similarity NPD5402 Approved
0.8545 High Similarity NPD7096 Clinical (unspecified phase)
0.8521 High Similarity NPD6232 Discontinued
0.8506 High Similarity NPD7808 Phase 3
0.8494 Intermediate Similarity NPD3817 Phase 2
0.8488 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8485 Intermediate Similarity NPD6801 Discontinued
0.848 Intermediate Similarity NPD7473 Discontinued
0.8462 Intermediate Similarity NPD6959 Discontinued
0.8447 Intermediate Similarity NPD1511 Approved
0.8443 Intermediate Similarity NPD3882 Suspended
0.8434 Intermediate Similarity NPD7819 Suspended
0.8434 Intermediate Similarity NPD1465 Phase 2
0.8421 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8383 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8344 Intermediate Similarity NPD1512 Approved
0.8343 Intermediate Similarity NPD6559 Discontinued
0.8324 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.8282 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.825 Intermediate Similarity NPD1549 Phase 2
0.8249 Intermediate Similarity NPD8312 Approved
0.8249 Intermediate Similarity NPD8313 Approved
0.8232 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.8187 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8187 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8182 Intermediate Similarity NPD5403 Approved
0.8171 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8118 Intermediate Similarity NPD7768 Phase 2
0.811 Intermediate Similarity NPD6799 Approved
0.807 Intermediate Similarity NPD3749 Approved
0.8061 Intermediate Similarity NPD5401 Approved
0.8012 Intermediate Similarity NPD2935 Discontinued
0.7988 Intermediate Similarity NPD6190 Approved
0.7975 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.795 Intermediate Similarity NPD1510 Phase 2
0.7929 Intermediate Similarity NPD6599 Discontinued
0.7917 Intermediate Similarity NPD1653 Approved
0.791 Intermediate Similarity NPD3751 Discontinued
0.791 Intermediate Similarity NPD7228 Approved
0.7901 Intermediate Similarity NPD2796 Approved
0.7876 Intermediate Similarity NPD8151 Discontinued
0.7857 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7857 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7829 Intermediate Similarity NPD1247 Approved
0.7818 Intermediate Similarity NPD3750 Approved
0.7816 Intermediate Similarity NPD919 Approved
0.7814 Intermediate Similarity NPD8150 Discontinued
0.7812 Intermediate Similarity NPD943 Approved
0.7812 Intermediate Similarity NPD1613 Approved
0.7812 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7801 Intermediate Similarity NPD7435 Discontinued
0.7795 Intermediate Similarity NPD7783 Phase 2
0.7795 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7791 Intermediate Similarity NPD8455 Phase 2
0.7784 Intermediate Similarity NPD3787 Discontinued
0.7766 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7765 Intermediate Similarity NPD3226 Approved
0.7764 Intermediate Similarity NPD230 Phase 1
0.7738 Intermediate Similarity NPD2533 Approved
0.7738 Intermediate Similarity NPD2532 Approved
0.7738 Intermediate Similarity NPD2534 Approved
0.7737 Intermediate Similarity NPD6777 Approved
0.7737 Intermediate Similarity NPD6782 Approved
0.7737 Intermediate Similarity NPD6778 Approved
0.7737 Intermediate Similarity NPD6776 Approved
0.7737 Intermediate Similarity NPD6780 Approved
0.7737 Intermediate Similarity NPD6781 Approved
0.7737 Intermediate Similarity NPD6779 Approved
0.7727 Intermediate Similarity NPD7199 Phase 2
0.7714 Intermediate Similarity NPD6234 Discontinued
0.7711 Intermediate Similarity NPD4628 Phase 3
0.7702 Intermediate Similarity NPD1240 Approved
0.7683 Intermediate Similarity NPD1551 Phase 2
0.768 Intermediate Similarity NPD5953 Discontinued
0.7661 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7647 Intermediate Similarity NPD920 Approved
0.764 Intermediate Similarity NPD3926 Phase 2
0.7633 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7633 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.763 Intermediate Similarity NPD37 Approved
0.7617 Intermediate Similarity NPD7697 Approved
0.7617 Intermediate Similarity NPD7698 Approved
0.7617 Intermediate Similarity NPD7696 Phase 3
0.7607 Intermediate Similarity NPD1607 Approved
0.76 Intermediate Similarity NPD4965 Approved
0.76 Intermediate Similarity NPD4967 Phase 2
0.76 Intermediate Similarity NPD4966 Approved
0.759 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7578 Intermediate Similarity NPD2313 Discontinued
0.7577 Intermediate Similarity NPD7871 Phase 2
0.7577 Intermediate Similarity NPD7870 Phase 2
0.7569 Intermediate Similarity NPD7286 Phase 2
0.7563 Intermediate Similarity NPD7874 Approved
0.7563 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7562 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7551 Intermediate Similarity NPD7701 Phase 2
0.7546 Intermediate Similarity NPD447 Suspended
0.7542 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7541 Intermediate Similarity NPD7685 Pre-registration
0.753 Intermediate Similarity NPD2346 Discontinued
0.7527 Intermediate Similarity NPD8434 Phase 2
0.7515 Intermediate Similarity NPD3748 Approved
0.7515 Intermediate Similarity NPD2799 Discontinued
0.7515 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7474 Intermediate Similarity NPD6535 Approved
0.7474 Intermediate Similarity NPD6534 Approved
0.7474 Intermediate Similarity NPD6823 Phase 2
0.7471 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7471 Intermediate Similarity NPD7390 Discontinued
0.7469 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7461 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7448 Intermediate Similarity NPD7700 Phase 2
0.7448 Intermediate Similarity NPD7699 Phase 2
0.7446 Intermediate Similarity NPD7240 Approved
0.744 Intermediate Similarity NPD1243 Approved
0.744 Intermediate Similarity NPD2800 Approved
0.7425 Intermediate Similarity NPD7266 Discontinued
0.7407 Intermediate Similarity NPD3027 Phase 3
0.7362 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7356 Intermediate Similarity NPD7458 Discontinued
0.735 Intermediate Similarity NPD7801 Approved
0.7333 Intermediate Similarity NPD1933 Approved
0.7326 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7323 Intermediate Similarity NPD7584 Approved
0.7317 Intermediate Similarity NPD6233 Phase 2
0.7312 Intermediate Similarity NPD7549 Discontinued
0.731 Intermediate Similarity NPD8319 Approved
0.731 Intermediate Similarity NPD8320 Phase 1
0.7305 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7305 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7294 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7293 Intermediate Similarity NPD5711 Approved
0.7293 Intermediate Similarity NPD5710 Approved
0.7293 Intermediate Similarity NPD7229 Phase 3
0.7282 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD1203 Approved
0.7262 Intermediate Similarity NPD5405 Approved
0.7262 Intermediate Similarity NPD5406 Approved
0.7262 Intermediate Similarity NPD5404 Approved
0.7262 Intermediate Similarity NPD5408 Approved
0.7256 Intermediate Similarity NPD6798 Discontinued
0.724 Intermediate Similarity NPD6212 Phase 3
0.724 Intermediate Similarity NPD6213 Phase 3
0.724 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.7239 Intermediate Similarity NPD6832 Phase 2
0.7239 Intermediate Similarity NPD4908 Phase 1
0.7238 Intermediate Similarity NPD8127 Discontinued
0.7232 Intermediate Similarity NPD6844 Discontinued
0.7229 Intermediate Similarity NPD5124 Phase 1
0.7229 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7219 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7219 Intermediate Similarity NPD2344 Approved
0.7202 Intermediate Similarity NPD7033 Discontinued
0.7202 Intermediate Similarity NPD4363 Phase 3
0.7202 Intermediate Similarity NPD4360 Phase 2
0.7188 Intermediate Similarity NPD9269 Phase 2
0.7186 Intermediate Similarity NPD6651 Approved
0.7173 Intermediate Similarity NPD4287 Approved
0.7172 Intermediate Similarity NPD7680 Approved
0.7158 Intermediate Similarity NPD5242 Approved
0.7151 Intermediate Similarity NPD5353 Approved
0.7143 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7125 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7114 Intermediate Similarity NPD7585 Approved
0.7093 Intermediate Similarity NPD8166 Discontinued
0.7093 Intermediate Similarity NPD7003 Approved
0.7086 Intermediate Similarity NPD6273 Approved
0.7074 Intermediate Similarity NPD7038 Approved
0.7074 Intermediate Similarity NPD7039 Approved
0.7073 Intermediate Similarity NPD9494 Approved
0.7065 Intermediate Similarity NPD7583 Approved
0.7059 Intermediate Similarity NPD6100 Approved
0.7059 Intermediate Similarity NPD6099 Approved
0.7056 Intermediate Similarity NPD8285 Discontinued
0.7052 Intermediate Similarity NPD2309 Approved

Structure

External Identifiers

PubChem CID   11433035
ChEMBL   CHEMBL499543
ZINC  

Physicochemical Properties

Molecular Weight:  568.12
ALogP:  -4.2248
MLogP:  3.11
XLogP:  0.282
# Rotatable Bonds:  14
Polar Surface Area:  223.67
# H-Bond Aceptor:  7
# H-Bond Donor:  8
# Rings:  5
# Heavy Atoms:  41

Download Data

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