Natural Product: NPC251110

Natural Product ID:  NPC251110
Common Name:   1,2,3,5-Tetrahydroxyxanthone
IUPAC Name:   1,2,3,5-tetrahydroxyxanthen-9-one
Synonyms:   1,2,3,5-Tetrahydroxyxanthone
Molecular Formula:   C13H8O6
Standard InCHIKey:  PGCJOTJPPYIRHQ-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C13H8O6/c14-6-3-1-2-5-10(16)9-8(19-13(5)6)4-7(15)11(17)12(9)18/h1-4,14-15,17-18H
Canonical SMILES:  Oc1cc2oc3c(O)cccc3c(=O)c2c(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
NPO32798 polygala karensium Species Polygalaceae Eukaryota PMID[22552195]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT493 Individual Protein Neuraminidase Influenza A virus IC50 = 26.87 ug/ml 26636180
NPT493 Individual Protein Neuraminidase Influenza A virus IC50 = 19.81 ug/ml 24582981
NPT493 Individual Protein Neuraminidase Influenza A virus IC50 = 13.68 ug/ml 24697496
NPT2 Others Unspecified Ratio IC50 = 243 17629327
NPT493 Individual Protein Neuraminidase Influenza A virus IC50 = 10.8 ug/ml 15270579

  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 NPC251110 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
0.9931 High Similarity NPC248102
0.9931 High Similarity NPC61620
0.9863 High Similarity NPC271779
0.9863 High Similarity NPC88645
0.9863 High Similarity NPC167091
0.9863 High Similarity NPC292214
0.9863 High Similarity NPC206238
0.9795 High Similarity NPC161277
0.9795 High Similarity NPC101996
0.9795 High Similarity NPC180234
0.9795 High Similarity NPC120537
0.9795 High Similarity NPC199100
0.9795 High Similarity NPC39007
0.9793 High Similarity NPC45873
0.9792 High Similarity NPC276930
0.9792 High Similarity NPC272721
0.9792 High Similarity NPC43669
0.9792 High Similarity NPC194856
0.9792 High Similarity NPC196277
0.9726 High Similarity NPC149614
0.9726 High Similarity NPC171010
0.9724 High Similarity NPC216318
0.9724 High Similarity NPC17286
0.9724 High Similarity NPC259713
0.9724 High Similarity NPC296197
0.9722 High Similarity NPC77378
0.9722 High Similarity NPC207729
0.9664 High Similarity NPC99597
0.9664 High Similarity NPC210084
0.9662 High Similarity NPC2928
0.9658 High Similarity NPC62042
0.9658 High Similarity NPC29231
0.9658 High Similarity NPC179183
0.9655 High Similarity NPC118726
0.9655 High Similarity NPC12367
0.9597 High Similarity NPC68093
0.9597 High Similarity NPC255106
0.9597 High Similarity NPC138243
0.9597 High Similarity NPC472916
0.9597 High Similarity NPC235165
0.9597 High Similarity NPC191146
0.9592 High Similarity NPC204515
0.9592 High Similarity NPC117579
0.9592 High Similarity NPC225731
0.9589 High Similarity NPC294502
0.9589 High Similarity NPC200221
0.9586 High Similarity NPC130230
0.9586 High Similarity NPC168803
0.9586 High Similarity NPC275772
0.9586 High Similarity NPC239312
0.9533 High Similarity NPC222814
0.9533 High Similarity NPC472914
0.9533 High Similarity NPC96167
0.9533 High Similarity NPC474836
0.9533 High Similarity NPC36852
0.9533 High Similarity NPC162869
0.9533 High Similarity NPC262286
0.9533 High Similarity NPC48208
0.9533 High Similarity NPC472913
0.9533 High Similarity NPC245758
0.9533 High Similarity NPC475267
0.9533 High Similarity NPC474208
0.9533 High Similarity NPC156057
0.9533 High Similarity NPC472910
0.9533 High Similarity NPC472911
0.9533 High Similarity NPC78225
0.953 High Similarity NPC20830
0.953 High Similarity NPC256612
0.9527 High Similarity NPC131624
0.9527 High Similarity NPC27208
0.9527 High Similarity NPC256283
0.9527 High Similarity NPC71334
0.9527 High Similarity NPC120163
0.9527 High Similarity NPC188203
0.9527 High Similarity NPC275836
0.9527 High Similarity NPC275722
0.9527 High Similarity NPC100887
0.9527 High Similarity NPC222830
0.9527 High Similarity NPC25270
0.9527 High Similarity NPC212678
0.9527 High Similarity NPC239128
0.9527 High Similarity NPC198826
0.9527 High Similarity NPC293183
0.9527 High Similarity NPC187498
0.9527 High Similarity NPC83508
0.9527 High Similarity NPC57030
0.9527 High Similarity NPC241498
0.9527 High Similarity NPC301323
0.9527 High Similarity NPC162313
0.9527 High Similarity NPC156222
0.9521 High Similarity NPC183655
0.9521 High Similarity NPC287395
0.9514 High Similarity NPC59551
0.9474 High Similarity NPC308992
0.9474 High Similarity NPC162668
0.9474 High Similarity NPC167678
0.9474 High Similarity NPC29876
0.9467 High Similarity NPC474638
0.9467 High Similarity NPC274730
0.9467 High Similarity NPC201837
0.9463 High Similarity NPC70433
0.9463 High Similarity NPC47781
0.9463 High Similarity NPC49402
0.9463 High Similarity NPC22519
0.9463 High Similarity NPC176775
0.9463 High Similarity NPC33051
0.9463 High Similarity NPC160951
0.9463 High Similarity NPC274327
0.9463 High Similarity NPC227337
0.9463 High Similarity NPC231018
0.9463 High Similarity NPC255350
0.9463 High Similarity NPC472915
0.9463 High Similarity NPC145379
0.9463 High Similarity NPC69394
0.9463 High Similarity NPC183878
0.9463 High Similarity NPC273462
0.9459 High Similarity NPC31363
0.9459 High Similarity NPC202157
0.9456 High Similarity NPC195351
0.9456 High Similarity NPC1612
0.9456 High Similarity NPC183959
0.9452 High Similarity NPC46941
0.9448 High Similarity NPC70136
0.9444 High Similarity NPC169479
0.9444 High Similarity NPC159855
0.9412 High Similarity NPC83922
0.9412 High Similarity NPC472448
0.9408 High Similarity NPC139036
0.9408 High Similarity NPC476980
0.9408 High Similarity NPC204290
0.9408 High Similarity NPC263449
0.9404 High Similarity NPC299520
0.9404 High Similarity NPC300727
0.9404 High Similarity NPC181960
0.9404 High Similarity NPC469584
0.9404 High Similarity NPC129684
0.9404 High Similarity NPC241904
0.94 High Similarity NPC196439
0.94 High Similarity NPC117992
0.94 High Similarity NPC138360
0.94 High Similarity NPC37392
0.94 High Similarity NPC92659
0.94 High Similarity NPC50715
0.94 High Similarity NPC113906
0.94 High Similarity NPC4455
0.94 High Similarity NPC57674
0.94 High Similarity NPC213622
0.94 High Similarity NPC2476
0.94 High Similarity NPC44079
0.94 High Similarity NPC230149
0.94 High Similarity NPC280339
0.94 High Similarity NPC167815
0.94 High Similarity NPC201136
0.94 High Similarity NPC163780
0.94 High Similarity NPC26227
0.94 High Similarity NPC128863
0.94 High Similarity NPC208197
0.94 High Similarity NPC201451
0.94 High Similarity NPC183597
0.94 High Similarity NPC472909
0.94 High Similarity NPC168247
0.94 High Similarity NPC146165
0.94 High Similarity NPC227325
0.94 High Similarity NPC152951
0.9396 High Similarity NPC477231
0.9396 High Similarity NPC121522
0.9396 High Similarity NPC216769
0.9396 High Similarity NPC257648
0.9396 High Similarity NPC181209
0.9396 High Similarity NPC100971
0.9396 High Similarity NPC291802
0.9396 High Similarity NPC75069
0.9396 High Similarity NPC39732
0.9396 High Similarity NPC209487
0.9396 High Similarity NPC302950
0.9396 High Similarity NPC236637
0.9396 High Similarity NPC131266
0.9396 High Similarity NPC269451
0.9396 High Similarity NPC219582
0.9396 High Similarity NPC245382
0.9396 High Similarity NPC142540
0.9396 High Similarity NPC60972
0.9396 High Similarity NPC100263
0.9396 High Similarity NPC35763
0.9392 High Similarity NPC77858
0.9392 High Similarity NPC184136
0.9392 High Similarity NPC306821
0.9392 High Similarity NPC151473
0.9388 High Similarity NPC294852
0.9388 High Similarity NPC218490
0.9388 High Similarity NPC321011
0.9388 High Similarity NPC188679
0.9384 High Similarity NPC209278
0.9384 High Similarity NPC231013
0.9379 High Similarity NPC279121
0.9346 High Similarity NPC258331
0.9346 High Similarity NPC266314
0.9346 High Similarity NPC259456
0.9342 High Similarity NPC172770
0.9342 High Similarity NPC476242

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC251110 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
0.9463 High Similarity NPD2801 Approved
0.9396 High Similarity NPD1934 Approved
0.9379 High Similarity NPD1511 Approved
0.9252 High Similarity NPD1512 Approved
0.9079 High Similarity NPD2393 Clinical (unspecified phase)
0.8961 High Similarity NPD3882 Suspended
0.8812 High Similarity NPD3818 Discontinued
0.8805 High Similarity NPD6167 Clinical (unspecified phase)
0.8805 High Similarity NPD6166 Phase 2
0.8805 High Similarity NPD6168 Clinical (unspecified phase)
0.8776 High Similarity NPD1549 Phase 2
0.8718 High Similarity NPD4868 Clinical (unspecified phase)
0.871 High Similarity NPD1465 Phase 2
0.8707 High Similarity NPD1552 Clinical (unspecified phase)
0.8707 High Similarity NPD1550 Clinical (unspecified phase)
0.8681 High Similarity NPD943 Approved
0.8671 High Similarity NPD5494 Approved
0.8659 High Similarity NPD4338 Clinical (unspecified phase)
0.8589 High Similarity NPD7074 Phase 3
0.8571 High Similarity NPD1510 Phase 2
0.8535 High Similarity NPD3817 Phase 2
0.8528 High Similarity NPD7054 Approved
0.8516 High Similarity NPD4380 Phase 2
0.8476 Intermediate Similarity NPD7472 Approved
0.8431 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8428 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8425 Intermediate Similarity NPD1240 Approved
0.8403 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.8333 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.8313 Intermediate Similarity NPD6797 Phase 2
0.8313 Intermediate Similarity NPD7075 Discontinued
0.8311 Intermediate Similarity NPD1607 Approved
0.8272 Intermediate Similarity NPD1247 Approved
0.8263 Intermediate Similarity NPD7251 Discontinued
0.8239 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8221 Intermediate Similarity NPD6232 Discontinued
0.8214 Intermediate Similarity NPD7808 Phase 3
0.8204 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.8194 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.8193 Intermediate Similarity NPD5844 Phase 1
0.8187 Intermediate Similarity NPD5402 Approved
0.8182 Intermediate Similarity NPD7473 Discontinued
0.8176 Intermediate Similarity NPD1613 Approved
0.8176 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.8146 Intermediate Similarity NPD2796 Approved
0.8129 Intermediate Similarity NPD6799 Approved
0.8125 Intermediate Similarity NPD7819 Suspended
0.8121 Intermediate Similarity NPD447 Suspended
0.8086 Intermediate Similarity NPD3749 Approved
0.8079 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.8052 Intermediate Similarity NPD3750 Approved
0.8 Intermediate Similarity NPD230 Phase 1
0.8 Intermediate Similarity NPD7411 Suspended
0.7963 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7952 Intermediate Similarity NPD3926 Phase 2
0.795 Intermediate Similarity NPD6801 Discontinued
0.7937 Intermediate Similarity NPD6599 Discontinued
0.7927 Intermediate Similarity NPD919 Approved
0.7922 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7908 Intermediate Similarity NPD2935 Discontinued
0.7908 Intermediate Similarity NPD1551 Phase 2
0.7871 Intermediate Similarity NPD2800 Approved
0.787 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7836 Intermediate Similarity NPD6559 Discontinued
0.7831 Intermediate Similarity NPD6959 Discontinued
0.7812 Intermediate Similarity NPD1653 Approved
0.775 Intermediate Similarity NPD5403 Approved
0.775 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7742 Intermediate Similarity NPD2344 Approved
0.7736 Intermediate Similarity NPD5401 Approved
0.7727 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7727 Intermediate Similarity NPD3748 Approved
0.7718 Intermediate Similarity NPD9494 Approved
0.7706 Intermediate Similarity NPD3751 Discontinued
0.7703 Intermediate Similarity NPD1203 Approved
0.7692 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7682 Intermediate Similarity NPD2313 Discontinued
0.7654 Intermediate Similarity NPD3226 Approved
0.7647 Intermediate Similarity NPD1933 Approved
0.7643 Intermediate Similarity NPD1243 Approved
0.764 Intermediate Similarity NPD920 Approved
0.7628 Intermediate Similarity NPD2346 Discontinued
0.7627 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7625 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD9269 Phase 2
0.7616 Intermediate Similarity NPD3027 Phase 3
0.759 Intermediate Similarity NPD7768 Phase 2
0.7564 Intermediate Similarity NPD6099 Approved
0.7564 Intermediate Similarity NPD6100 Approved
0.7551 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7547 Intermediate Similarity NPD2309 Approved
0.7547 Intermediate Similarity NPD6190 Approved
0.7541 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7532 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7516 Intermediate Similarity NPD2532 Approved
0.7516 Intermediate Similarity NPD2534 Approved
0.7516 Intermediate Similarity NPD2533 Approved
0.75 Intermediate Similarity NPD2799 Discontinued
0.75 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7484 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7484 Intermediate Similarity NPD4628 Phase 3
0.7471 Intermediate Similarity NPD3787 Discontinued
0.7458 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7453 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7451 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.745 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7444 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7432 Intermediate Similarity NPD1610 Phase 2
0.7412 Intermediate Similarity NPD7199 Phase 2
0.7396 Intermediate Similarity NPD6234 Discontinued
0.7383 Intermediate Similarity NPD9717 Approved
0.7375 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7371 Intermediate Similarity NPD5953 Discontinued
0.7356 Intermediate Similarity NPD7286 Phase 2
0.7351 Intermediate Similarity NPD1470 Approved
0.7347 Intermediate Similarity NPD9268 Approved
0.7326 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7279 Intermediate Similarity NPD1548 Phase 1
0.7267 Intermediate Similarity NPD1608 Approved
0.7261 Intermediate Similarity NPD6651 Approved
0.7247 Intermediate Similarity NPD8312 Approved
0.7247 Intermediate Similarity NPD8313 Approved
0.7239 Intermediate Similarity NPD7390 Discontinued
0.7232 Intermediate Similarity NPD7685 Pre-registration
0.7226 Intermediate Similarity NPD411 Approved
0.7225 Intermediate Similarity NPD5242 Approved
0.7208 Intermediate Similarity NPD4908 Phase 1
0.7202 Intermediate Similarity NPD6844 Discontinued
0.7202 Intermediate Similarity NPD37 Approved
0.72 Intermediate Similarity NPD1201 Approved
0.72 Intermediate Similarity NPD7228 Approved
0.72 Intermediate Similarity NPD422 Phase 1
0.7197 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7191 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.719 Intermediate Similarity NPD2798 Approved
0.7176 Intermediate Similarity NPD4967 Phase 2
0.7176 Intermediate Similarity NPD4966 Approved
0.7176 Intermediate Similarity NPD4965 Approved
0.717 Intermediate Similarity NPD4308 Phase 3
0.7166 Intermediate Similarity NPD6777 Approved
0.7166 Intermediate Similarity NPD6779 Approved
0.7166 Intermediate Similarity NPD6780 Approved
0.7166 Intermediate Similarity NPD6782 Approved
0.7166 Intermediate Similarity NPD6776 Approved
0.7166 Intermediate Similarity NPD6778 Approved
0.7166 Intermediate Similarity NPD6781 Approved
0.7152 Intermediate Similarity NPD1481 Phase 2
0.7143 Intermediate Similarity NPD4287 Approved
0.7143 Intermediate Similarity NPD2861 Phase 2
0.7127 Intermediate Similarity NPD8434 Phase 2
0.7118 Intermediate Similarity NPD5353 Approved
0.7118 Intermediate Similarity NPD4288 Approved
0.7115 Intermediate Similarity NPD3268 Approved
0.7115 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD3764 Approved
0.7097 Intermediate Similarity NPD6832 Phase 2
0.7091 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7086 Intermediate Similarity NPD1535 Discovery
0.7081 Intermediate Similarity NPD1471 Phase 3
0.7071 Intermediate Similarity NPD2899 Discontinued
0.7069 Intermediate Similarity NPD5710 Approved
0.7069 Intermediate Similarity NPD5711 Approved
0.7067 Intermediate Similarity NPD17 Approved
0.7059 Intermediate Similarity NPD3225 Approved
0.7053 Intermediate Similarity NPD7435 Discontinued
0.7051 Intermediate Similarity NPD4625 Phase 3
0.7041 Intermediate Similarity NPD6386 Approved
0.7041 Intermediate Similarity NPD6385 Approved
0.7033 Intermediate Similarity NPD8150 Discontinued
0.703 Intermediate Similarity NPD4357 Discontinued
0.7018 Intermediate Similarity NPD2296 Approved
0.7013 Intermediate Similarity NPD2797 Approved
0.7012 Intermediate Similarity NPD2354 Approved
0.7006 Intermediate Similarity NPD1296 Phase 2
0.7005 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD7549 Discontinued
0.6993 Remote Similarity NPD4749 Approved
0.6989 Remote Similarity NPD2403 Approved
0.6989 Remote Similarity NPD4363 Phase 3
0.6989 Remote Similarity NPD4360 Phase 2
0.6988 Remote Similarity NPD7422 Clinical (unspecified phase)
0.698 Remote Similarity NPD5536 Phase 2
0.6977 Remote Similarity NPD5019 Clinical (unspecified phase)
0.6963 Remote Similarity NPD7697 Approved
0.6963 Remote Similarity NPD7696 Phase 3
0.6963 Remote Similarity NPD7698 Approved
0.6962 Remote Similarity NPD6233 Phase 2
0.6959 Remote Similarity NPD8151 Discontinued
0.6957 Remote Similarity NPD7033 Discontinued
0.6943 Remote Similarity NPD7584 Approved
0.6941 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6933 Remote Similarity NPD9545 Approved
0.6927 Remote Similarity NPD7870 Phase 2
0.6927 Remote Similarity NPD7871 Phase 2
0.6923 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6923 Remote Similarity NPD3018 Phase 2
0.6918 Remote Similarity NPD228 Approved
0.6918 Remote Similarity NPD4307 Phase 2
0.6918 Remote Similarity NPD1558 Phase 1
0.6914 Remote Similarity NPD5406 Approved

Structure

External Identifiers

PubChem CID   60168075
ChEMBL   CHEMBL2029866
ZINC  

Physicochemical Properties

Molecular Weight:  260.03
ALogP:  -2.2591
MLogP:  2.23
XLogP:  0.509
# Rotatable Bonds:  4
Polar Surface Area:  107.22
# H-Bond Aceptor:  1
# H-Bond Donor:  4
# Rings:  3
# Heavy Atoms:  19

Download Data

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