Natural Product: NPC254306

Natural Product ID:  NPC254306
Common Name:   2-Hydroxy-4-O-Alpha-L-(3,5,7-Trihydroxy-4-Oxo-4H-Chromen-2-Yl)Phenylarabinofuranoside
IUPAC Name:   2-[4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxyphenyl]-3,5,7-trihydroxychromen-4-one
Synonyms:  
Molecular Formula:   C20H18O11
Standard InCHIKey:  LLYWTGQCIYPEHD-JEOGCQQLSA-N
Standard InCHI:  InChI=1S/C20H18O11/c21-6-13-15(25)18(28)20(31-13)30-11-2-1-7(3-9(11)23)19-17(27)16(26)14-10(24)4-8(22)5-12(14)29-19/h1-5,13,15,18,20-25,27-28H,6H2/t13-,15-,18+,20+/m0/s1
Canonical SMILES:  OC[C@@H]1O[C@H]([C@@H]([C@H]1O)O)Oc1ccc(cc1O)c1oc2cc(O)cc(c2c(=O)c1O)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
NPO5909 Triplaris cumingiana Species Polygonaceae Eukaryota PMID[15730249]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT397 Cell Line NCI-H460 Homo sapiens GI50 = 7.3 ug/ml 19110424
NPT395 Cell Line SF-268 Homo sapiens GI50 > 10 ug/ml 24164206
NPT83 Cell Line MCF7 Homo sapiens GI50 = 9.1 ug/ml 23501116

  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 NPC254306 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 NPC255615
0.9873 High Similarity NPC67037
0.9809 High Similarity NPC34531
0.9747 High Similarity NPC197285
0.9747 High Similarity NPC21100
0.9688 High Similarity NPC72249
0.9686 High Similarity NPC48640
0.9686 High Similarity NPC149244
0.9684 High Similarity NPC277205
0.9627 High Similarity NPC245452
0.9625 High Similarity NPC219904
0.9625 High Similarity NPC120099
0.9625 High Similarity NPC223747
0.9625 High Similarity NPC476771
0.9625 High Similarity NPC225434
0.9625 High Similarity NPC203050
0.9623 High Similarity NPC88789
0.9623 High Similarity NPC145038
0.9623 High Similarity NPC274618
0.9623 High Similarity NPC253662
0.9623 High Similarity NPC179950
0.9623 High Similarity NPC276222
0.9623 High Similarity NPC118284
0.9623 High Similarity NPC308404
0.9623 High Similarity NPC281131
0.9623 High Similarity NPC56077
0.962 High Similarity NPC270335
0.962 High Similarity NPC191306
0.9565 High Similarity NPC245014
0.9565 High Similarity NPC206123
0.9565 High Similarity NPC285197
0.9565 High Similarity NPC84265
0.9565 High Similarity NPC282987
0.9563 High Similarity NPC52550
0.9563 High Similarity NPC84362
0.9563 High Similarity NPC127546
0.9563 High Similarity NPC265530
0.9563 High Similarity NPC226304
0.9563 High Similarity NPC317489
0.9563 High Similarity NPC173637
0.9563 High Similarity NPC325555
0.9563 High Similarity NPC223424
0.956 High Similarity NPC55786
0.956 High Similarity NPC240431
0.956 High Similarity NPC19388
0.956 High Similarity NPC22832
0.956 High Similarity NPC311830
0.9557 High Similarity NPC77660
0.9557 High Similarity NPC189142
0.9506 High Similarity NPC117260
0.9506 High Similarity NPC476405
0.9506 High Similarity NPC26230
0.9506 High Similarity NPC153755
0.9506 High Similarity NPC235575
0.9506 High Similarity NPC476772
0.9506 High Similarity NPC60735
0.95 High Similarity NPC113968
0.95 High Similarity NPC135599
0.95 High Similarity NPC277174
0.95 High Similarity NPC73855
0.95 High Similarity NPC328940
0.9497 High Similarity NPC168822
0.9497 High Similarity NPC19709
0.9497 High Similarity NPC243930
0.9497 High Similarity NPC284960
0.9497 High Similarity NPC222936
0.9497 High Similarity NPC309025
0.9497 High Similarity NPC88043
0.9497 High Similarity NPC88023
0.9451 High Similarity NPC154741
0.9451 High Similarity NPC296018
0.9448 High Similarity NPC42773
0.9448 High Similarity NPC45522
0.9448 High Similarity NPC24043
0.9448 High Similarity NPC169977
0.9448 High Similarity NPC101026
0.9448 High Similarity NPC4390
0.9448 High Similarity NPC21666
0.9444 High Similarity NPC20505
0.9444 High Similarity NPC259896
0.9444 High Similarity NPC67326
0.9444 High Similarity NPC255157
0.9444 High Similarity NPC67105
0.9444 High Similarity NPC155763
0.9444 High Similarity NPC212748
0.9444 High Similarity NPC244776
0.9444 High Similarity NPC254855
0.9444 High Similarity NPC29958
0.9444 High Similarity NPC116864
0.9444 High Similarity NPC95866
0.9444 High Similarity NPC136042
0.9444 High Similarity NPC235260
0.9444 High Similarity NPC156869
0.9441 High Similarity NPC76482
0.9441 High Similarity NPC229729
0.9441 High Similarity NPC42892
0.9441 High Similarity NPC160156
0.9441 High Similarity NPC58716
0.9441 High Similarity NPC92565
0.9441 High Similarity NPC45618
0.9441 High Similarity NPC275454
0.9441 High Similarity NPC146792
0.9437 High Similarity NPC165720
0.9434 High Similarity NPC127782
0.9434 High Similarity NPC473043
0.9434 High Similarity NPC300537
0.9427 High Similarity NPC288084
0.9398 High Similarity NPC473073
0.9398 High Similarity NPC473071
0.9394 High Similarity NPC476773
0.939 High Similarity NPC135277
0.939 High Similarity NPC16194
0.939 High Similarity NPC49344
0.939 High Similarity NPC472607
0.939 High Similarity NPC19108
0.939 High Similarity NPC210094
0.939 High Similarity NPC477848
0.939 High Similarity NPC220173
0.939 High Similarity NPC237435
0.939 High Similarity NPC43211
0.939 High Similarity NPC294815
0.939 High Similarity NPC476472
0.939 High Similarity NPC473327
0.939 High Similarity NPC115760
0.939 High Similarity NPC101191
0.9387 High Similarity NPC155877
0.9387 High Similarity NPC203259
0.9387 High Similarity NPC471725
0.9387 High Similarity NPC471748
0.9387 High Similarity NPC175107
0.9387 High Similarity NPC261254
0.9387 High Similarity NPC176740
0.9387 High Similarity NPC134532
0.9387 High Similarity NPC33054
0.9387 High Similarity NPC190003
0.9383 High Similarity NPC270578
0.9383 High Similarity NPC45638
0.9383 High Similarity NPC195257
0.9383 High Similarity NPC226294
0.9383 High Similarity NPC469931
0.9383 High Similarity NPC201292
0.9383 High Similarity NPC186807
0.9383 High Similarity NPC93337
0.9383 High Similarity NPC105025
0.9383 High Similarity NPC475942
0.9383 High Similarity NPC86008
0.9383 High Similarity NPC227508
0.9383 High Similarity NPC52382
0.9383 High Similarity NPC138927
0.9383 High Similarity NPC58053
0.9383 High Similarity NPC209296
0.9379 High Similarity NPC8856
0.9379 High Similarity NPC236934
0.9379 High Similarity NPC115674
0.9379 High Similarity NPC5778
0.9379 High Similarity NPC210073
0.9375 High Similarity NPC29830
0.9371 High Similarity NPC182045
0.9341 High Similarity NPC473072
0.9333 High Similarity NPC169733
0.9333 High Similarity NPC472385
0.9333 High Similarity NPC198324
0.9333 High Similarity NPC211532
0.9333 High Similarity NPC219043
0.9333 High Similarity NPC233994
0.9333 High Similarity NPC8573
0.9325 High Similarity NPC51326
0.9325 High Similarity NPC231194
0.9321 High Similarity NPC45400
0.9321 High Similarity NPC116745
0.9308 High Similarity NPC110349
0.9308 High Similarity NPC269906
0.9277 High Similarity NPC217520
0.9277 High Similarity NPC139571
0.9277 High Similarity NPC173837
0.9277 High Similarity NPC251417
0.9277 High Similarity NPC89052
0.9277 High Similarity NPC168584
0.9273 High Similarity NPC294629
0.9273 High Similarity NPC223426
0.9273 High Similarity NPC81042
0.9273 High Similarity NPC214621
0.9273 High Similarity NPC264735
0.9273 High Similarity NPC253685
0.9273 High Similarity NPC34267
0.9268 High Similarity NPC205076
0.9268 High Similarity NPC254540
0.9268 High Similarity NPC307518
0.9268 High Similarity NPC259152
0.9268 High Similarity NPC211594
0.9268 High Similarity NPC256760
0.9268 High Similarity NPC172807
0.9268 High Similarity NPC180918
0.9268 High Similarity NPC48773
0.9268 High Similarity NPC3583
0.9264 High Similarity NPC170675
0.9264 High Similarity NPC112755
0.9264 High Similarity NPC229687
0.9264 High Similarity NPC471457
0.9255 High Similarity NPC470178

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC254306 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
0.9686 High Similarity NPD3818 Discontinued
0.939 High Similarity NPD4338 Clinical (unspecified phase)
0.9387 High Similarity NPD6797 Phase 2
0.9383 High Similarity NPD7054 Approved
0.9329 High Similarity NPD7251 Discontinued
0.9325 High Similarity NPD7472 Approved
0.9273 High Similarity NPD7808 Phase 3
0.9207 High Similarity NPD7074 Phase 3
0.9062 High Similarity NPD4381 Clinical (unspecified phase)
0.9 High Similarity NPD3882 Suspended
0.8963 High Similarity NPD6168 Clinical (unspecified phase)
0.8963 High Similarity NPD6167 Clinical (unspecified phase)
0.8963 High Similarity NPD6166 Phase 2
0.8938 High Similarity NPD3817 Phase 2
0.8931 High Similarity NPD1934 Approved
0.891 High Similarity NPD1512 Approved
0.8875 High Similarity NPD2801 Approved
0.8802 High Similarity NPD7804 Clinical (unspecified phase)
0.8782 High Similarity NPD1511 Approved
0.8758 High Similarity NPD2393 Clinical (unspecified phase)
0.8538 High Similarity NPD6559 Discontinued
0.8457 Intermediate Similarity NPD4380 Phase 2
0.8424 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8375 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8373 Intermediate Similarity NPD7075 Discontinued
0.8364 Intermediate Similarity NPD5402 Approved
0.8354 Intermediate Similarity NPD6801 Discontinued
0.8272 Intermediate Similarity NPD5403 Approved
0.8266 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.8221 Intermediate Similarity NPD1653 Approved
0.8199 Intermediate Similarity NPD6799 Approved
0.8193 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8166 Intermediate Similarity NPD5494 Approved
0.8165 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8165 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.816 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.8148 Intermediate Similarity NPD5401 Approved
0.8129 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.8118 Intermediate Similarity NPD7199 Phase 2
0.8113 Intermediate Similarity NPD1549 Phase 2
0.8038 Intermediate Similarity NPD1510 Phase 2
0.8 Intermediate Similarity NPD6234 Discontinued
0.8 Intermediate Similarity NPD919 Approved
0.7987 Intermediate Similarity NPD2796 Approved
0.7965 Intermediate Similarity NPD6232 Discontinued
0.7931 Intermediate Similarity NPD7473 Discontinued
0.7919 Intermediate Similarity NPD3926 Phase 2
0.7917 Intermediate Similarity NPD37 Approved
0.791 Intermediate Similarity NPD7685 Pre-registration
0.7907 Intermediate Similarity NPD1247 Approved
0.7904 Intermediate Similarity NPD6599 Discontinued
0.7886 Intermediate Similarity NPD7228 Approved
0.7886 Intermediate Similarity NPD3751 Discontinued
0.7882 Intermediate Similarity NPD4965 Approved
0.7882 Intermediate Similarity NPD4966 Approved
0.7882 Intermediate Similarity NPD4967 Phase 2
0.787 Intermediate Similarity NPD1465 Phase 2
0.787 Intermediate Similarity NPD7819 Suspended
0.7866 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7861 Intermediate Similarity NPD3787 Discontinued
0.7841 Intermediate Similarity NPD5844 Phase 1
0.7833 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7824 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7818 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7814 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7785 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7785 Intermediate Similarity NPD1613 Approved
0.7751 Intermediate Similarity NPD7411 Suspended
0.7744 Intermediate Similarity NPD6190 Approved
0.7701 Intermediate Similarity NPD6959 Discontinued
0.7683 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7673 Intermediate Similarity NPD943 Approved
0.7673 Intermediate Similarity NPD1240 Approved
0.7669 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7624 Intermediate Similarity NPD8312 Approved
0.7624 Intermediate Similarity NPD8313 Approved
0.7609 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7595 Intermediate Similarity NPD3027 Phase 3
0.7578 Intermediate Similarity NPD1607 Approved
0.7576 Intermediate Similarity NPD3750 Approved
0.7546 Intermediate Similarity NPD1551 Phase 2
0.7532 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7529 Intermediate Similarity NPD3749 Approved
0.7526 Intermediate Similarity NPD6779 Approved
0.7526 Intermediate Similarity NPD6778 Approved
0.7526 Intermediate Similarity NPD6776 Approved
0.7526 Intermediate Similarity NPD6782 Approved
0.7526 Intermediate Similarity NPD6777 Approved
0.7526 Intermediate Similarity NPD6781 Approved
0.7526 Intermediate Similarity NPD6780 Approved
0.7516 Intermediate Similarity NPD1933 Approved
0.7516 Intermediate Similarity NPD230 Phase 1
0.75 Intermediate Similarity NPD2532 Approved
0.75 Intermediate Similarity NPD2534 Approved
0.75 Intermediate Similarity NPD7266 Discontinued
0.75 Intermediate Similarity NPD2533 Approved
0.7485 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7474 Intermediate Similarity NPD7584 Approved
0.7472 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.747 Intermediate Similarity NPD4628 Phase 3
0.7468 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7438 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7418 Intermediate Similarity NPD7240 Approved
0.7412 Intermediate Similarity NPD920 Approved
0.741 Intermediate Similarity NPD2800 Approved
0.7409 Intermediate Similarity NPD7435 Discontinued
0.7407 Intermediate Similarity NPD447 Suspended
0.7405 Intermediate Similarity NPD8434 Phase 2
0.7396 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7377 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7371 Intermediate Similarity NPD7768 Phase 2
0.7368 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7356 Intermediate Similarity NPD8455 Phase 2
0.7333 Intermediate Similarity NPD2935 Discontinued
0.732 Intermediate Similarity NPD7697 Approved
0.732 Intermediate Similarity NPD7696 Phase 3
0.732 Intermediate Similarity NPD7698 Approved
0.731 Intermediate Similarity NPD8151 Discontinued
0.7305 Intermediate Similarity NPD1243 Approved
0.7305 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7282 Intermediate Similarity NPD7871 Phase 2
0.7282 Intermediate Similarity NPD7870 Phase 2
0.7273 Intermediate Similarity NPD7033 Discontinued
0.7273 Intermediate Similarity NPD3748 Approved
0.7263 Intermediate Similarity NPD6535 Approved
0.7263 Intermediate Similarity NPD6534 Approved
0.7259 Intermediate Similarity NPD7701 Phase 2
0.7197 Intermediate Similarity NPD1091 Approved
0.7193 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7186 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7186 Intermediate Similarity NPD2344 Approved
0.7186 Intermediate Similarity NPD7874 Approved
0.7174 Intermediate Similarity NPD5953 Discontinued
0.7165 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.715 Intermediate Similarity NPD7700 Phase 2
0.715 Intermediate Similarity NPD7801 Approved
0.715 Intermediate Similarity NPD7783 Phase 2
0.715 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.715 Intermediate Similarity NPD7699 Phase 2
0.7143 Intermediate Similarity NPD9494 Approved
0.7126 Intermediate Similarity NPD3226 Approved
0.7125 Intermediate Similarity NPD1203 Approved
0.7117 Intermediate Similarity NPD2313 Discontinued
0.7117 Intermediate Similarity NPD6798 Discontinued
0.7113 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7104 Intermediate Similarity NPD2163 Approved
0.7099 Intermediate Similarity NPD6832 Phase 2
0.7092 Intermediate Similarity NPD6823 Phase 2
0.7091 Intermediate Similarity NPD6355 Discontinued
0.7088 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7085 Intermediate Similarity NPD7585 Approved
0.7081 Intermediate Similarity NPD2798 Approved
0.7073 Intermediate Similarity NPD6233 Phase 2
0.7065 Intermediate Similarity NPD7286 Phase 2
0.7056 Intermediate Similarity NPD7680 Approved
0.7051 Intermediate Similarity NPD1548 Phase 1
0.7048 Intermediate Similarity NPD6651 Approved
0.7037 Intermediate Similarity NPD8150 Discontinued
0.7035 Intermediate Similarity NPD7583 Approved
0.7029 Intermediate Similarity NPD7458 Discontinued
0.7024 Intermediate Similarity NPD6100 Approved
0.7024 Intermediate Similarity NPD6099 Approved
0.7021 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.702 Intermediate Similarity NPD8320 Phase 1
0.702 Intermediate Similarity NPD8319 Approved
0.7019 Intermediate Similarity NPD5619 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD2309 Approved
0.7005 Intermediate Similarity NPD5005 Approved
0.7005 Intermediate Similarity NPD5006 Approved
0.7 Intermediate Similarity NPD1652 Phase 2
0.7 Intermediate Similarity NPD6674 Discontinued
0.6995 Remote Similarity NPD4363 Phase 3
0.6995 Remote Similarity NPD2403 Approved
0.6995 Remote Similarity NPD4360 Phase 2
0.6988 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6981 Remote Similarity NPD1547 Clinical (unspecified phase)
0.6978 Remote Similarity NPD5710 Approved
0.6978 Remote Similarity NPD5711 Approved
0.6964 Remote Similarity NPD2799 Discontinued
0.6961 Remote Similarity NPD7930 Approved
0.6959 Remote Similarity NPD4361 Phase 2
0.6959 Remote Similarity NPD4362 Clinical (unspecified phase)
0.694 Remote Similarity NPD5242 Approved
0.6937 Remote Similarity NPD9269 Phase 2
0.6936 Remote Similarity NPD7390 Discontinued
0.6927 Remote Similarity NPD5353 Approved
0.6923 Remote Similarity NPD8127 Discontinued
0.691 Remote Similarity NPD6844 Discontinued
0.6909 Remote Similarity NPD3268 Approved
0.6901 Remote Similarity NPD2654 Approved
0.689 Remote Similarity NPD4908 Phase 1
0.6888 Remote Similarity NPD4420 Approved
0.6885 Remote Similarity NPD7229 Phase 3
0.6882 Remote Similarity NPD2346 Discontinued
0.6875 Remote Similarity NPD1610 Phase 2
0.6875 Remote Similarity NPD3705 Approved
0.6875 Remote Similarity NPD422 Phase 1
0.6864 Remote Similarity NPD1509 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   44583911
ChEMBL   CHEMBL497240
ZINC  

Physicochemical Properties

Molecular Weight:  434.08
ALogP:  -4.0374
MLogP:  2.45
XLogP:  0.087
# Rotatable Bonds:  11
Polar Surface Area:  186.37
# H-Bond Aceptor:  6
# H-Bond Donor:  7
# Rings:  4
# Heavy Atoms:  31

Download Data

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