Natural Product: NPC473785

Natural Product ID:  NPC473785
Common Name:   5,7-Diacetyl-6-(5-Carboxy-6,7-Dihydroxy-4-Oxochroman-3-Yl)-2,3-Dihydroxy-9-Oxo-9H-Xanthene-1-Carboxylic Acid
IUPAC Name:   5,7-diacetyl-6-(5-carboxy-6,7-dihydroxy-4-oxo-2,3-dihydrochromen-3-yl)-2,3-dihydroxy-9-oxoxanthene-1-carboxylic acid
Synonyms:  
Molecular Formula:   C28H18O14
Standard InCHIKey:  ZDXVSCFWCXSQJJ-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C28H18O14/c1-7(29)9-3-10-22(33)19-15(5-13(32)25(36)21(19)28(39)40)42-26(10)16(8(2)30)17(9)11-6-41-14-4-12(31)24(35)20(27(37)38)18(14)23(11)34/h3-5,11,31-32,35-36H,6H2,1-2H3,(H,37,38)(H,39,40)
Canonical SMILES:  CC(=O)c1cc2c(c(c1C1COc3c(C1=O)c(C(=O)O)c(c(c3)O)O)C(=O)C)oc1c(c2=O)c(C(=O)O)c(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
NPO810 Penicillium vinaceum Species Aspergillaceae Eukaryota PMID[18355033]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT141 Organism Agrobacterium tumefaciens Agrobacterium tumefaciens Inhibition = 88 % 21872367
NPT141 Organism Agrobacterium tumefaciens Agrobacterium tumefaciens Inhibition = 12 % 21872367
NPT2588 Organism Paracentrotus lividus Paracentrotus lividus IC50 = 0.71 ug/ml 21872367

  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 NPC473785 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
0.9819 High Similarity NPC207467
0.9586 High Similarity NPC265795
0.9231 High Similarity NPC158226
0.9167 High Similarity NPC107009
0.9118 High Similarity NPC271848
0.9118 High Similarity NPC81332
0.9118 High Similarity NPC262580
0.9118 High Similarity NPC289396
0.9118 High Similarity NPC212038
0.9112 High Similarity NPC99613
0.9112 High Similarity NPC49487
0.9112 High Similarity NPC165979
0.9112 High Similarity NPC163130
0.9059 High Similarity NPC124470
0.9059 High Similarity NPC109827
0.904 High Similarity NPC295436
0.9034 High Similarity NPC105591
0.9012 High Similarity NPC245975
0.8994 High Similarity NPC29160
0.8966 High Similarity NPC113446
0.8941 High Similarity NPC234331
0.8941 High Similarity NPC76647
0.8929 High Similarity NPC470694
0.8929 High Similarity NPC220912
0.8922 High Similarity NPC119224
0.8902 High Similarity NPC139350
0.8895 High Similarity NPC477836
0.8889 High Similarity NPC300307
0.8882 High Similarity NPC472452
0.8882 High Similarity NPC30027
0.8882 High Similarity NPC207575
0.8882 High Similarity NPC224851
0.8882 High Similarity NPC13481
0.8876 High Similarity NPC101769
0.8876 High Similarity NPC236132
0.8876 High Similarity NPC207690
0.8876 High Similarity NPC146134
0.8876 High Similarity NPC474350
0.8876 High Similarity NPC236521
0.8876 High Similarity NPC152659
0.8876 High Similarity NPC248638
0.8869 High Similarity NPC228383
0.8864 High Similarity NPC150977
0.8862 High Similarity NPC85121
0.8857 High Similarity NPC212290
0.8855 High Similarity NPC142339
0.8844 High Similarity NPC37606
0.8844 High Similarity NPC472054
0.883 High Similarity NPC474024
0.883 High Similarity NPC6588
0.883 High Similarity NPC117854
0.883 High Similarity NPC14662
0.883 High Similarity NPC477154
0.8824 High Similarity NPC25361
0.8824 High Similarity NPC471788
0.882 High Similarity NPC174486
0.8817 High Similarity NPC15374
0.8817 High Similarity NPC52204
0.8817 High Similarity NPC108767
0.8817 High Similarity NPC25152
0.8817 High Similarity NPC329760
0.881 High Similarity NPC56085
0.881 High Similarity NPC14353
0.881 High Similarity NPC228785
0.881 High Similarity NPC84571
0.8807 High Similarity NPC475161
0.8807 High Similarity NPC477860
0.8807 High Similarity NPC208069
0.8802 High Similarity NPC263483
0.8802 High Similarity NPC236796
0.8795 High Similarity NPC113906
0.8793 High Similarity NPC474345
0.8793 High Similarity NPC68381
0.8793 High Similarity NPC294149
0.8793 High Similarity NPC289147
0.8786 High Similarity NPC472620
0.8786 High Similarity NPC4200
0.8779 High Similarity NPC188079
0.8772 High Similarity NPC320741
0.8772 High Similarity NPC171985
0.8772 High Similarity NPC477835
0.8772 High Similarity NPC472449
0.8772 High Similarity NPC37870
0.8765 High Similarity NPC270837
0.8765 High Similarity NPC197168
0.8765 High Similarity NPC67959
0.8765 High Similarity NPC7483
0.8764 High Similarity NPC112380
0.8757 High Similarity NPC61010
0.8757 High Similarity NPC32694
0.8757 High Similarity NPC472275
0.8757 High Similarity NPC278052
0.8757 High Similarity NPC278427
0.8757 High Similarity NPC266314
0.8757 High Similarity NPC182693
0.8757 High Similarity NPC311740
0.8757 High Similarity NPC40491
0.875 High Similarity NPC329091
0.875 High Similarity NPC100123
0.875 High Similarity NPC185275
0.875 High Similarity NPC45846
0.8743 High Similarity NPC46958
0.8743 High Similarity NPC475246
0.8743 High Similarity NPC146211
0.8743 High Similarity NPC164384
0.8743 High Similarity NPC216307
0.8736 High Similarity NPC261471
0.8736 High Similarity NPC181523
0.8735 High Similarity NPC107109
0.8735 High Similarity NPC89474
0.8728 High Similarity NPC10576
0.8728 High Similarity NPC1827
0.8728 High Similarity NPC241874
0.8728 High Similarity NPC313304
0.8728 High Similarity NPC78830
0.8728 High Similarity NPC20543
0.8728 High Similarity NPC218533
0.8728 High Similarity NPC246716
0.8728 High Similarity NPC239440
0.8728 High Similarity NPC103307
0.8721 High Similarity NPC472622
0.8721 High Similarity NPC243877
0.8713 High Similarity NPC473286
0.8713 High Similarity NPC239752
0.8713 High Similarity NPC275780
0.8713 High Similarity NPC156432
0.8713 High Similarity NPC326520
0.8713 High Similarity NPC472450
0.8713 High Similarity NPC26386
0.8713 High Similarity NPC37183
0.8713 High Similarity NPC8070
0.8706 High Similarity NPC294965
0.8706 High Similarity NPC473961
0.8701 High Similarity NPC475996
0.8698 High Similarity NPC474287
0.8698 High Similarity NPC235018
0.8698 High Similarity NPC143050
0.8698 High Similarity NPC200746
0.8698 High Similarity NPC80375
0.8698 High Similarity NPC45146
0.8698 High Similarity NPC475886
0.8698 High Similarity NPC320359
0.8693 High Similarity NPC246877
0.8693 High Similarity NPC476621
0.8693 High Similarity NPC476623
0.8693 High Similarity NPC265380
0.8693 High Similarity NPC472387
0.8693 High Similarity NPC476622
0.8693 High Similarity NPC471789
0.8693 High Similarity NPC476619
0.8693 High Similarity NPC476620
0.8693 High Similarity NPC476618
0.869 High Similarity NPC79053
0.869 High Similarity NPC37543
0.869 High Similarity NPC199463
0.869 High Similarity NPC300727
0.869 High Similarity NPC36852
0.869 High Similarity NPC469584
0.869 High Similarity NPC165977
0.869 High Similarity NPC262286
0.869 High Similarity NPC241904
0.869 High Similarity NPC217677
0.8686 High Similarity NPC146803
0.8686 High Similarity NPC3718
0.8683 High Similarity NPC472048
0.8681 High Similarity NPC314020
0.8681 High Similarity NPC477082
0.8678 High Similarity NPC5029
0.8678 High Similarity NPC65333
0.8678 High Similarity NPC76128
0.8678 High Similarity NPC30432
0.8678 High Similarity NPC28589
0.8678 High Similarity NPC271385
0.8678 High Similarity NPC257667
0.8678 High Similarity NPC248593
0.8678 High Similarity NPC472454
0.8678 High Similarity NPC473113
0.8678 High Similarity NPC111536
0.8678 High Similarity NPC186847
0.8678 High Similarity NPC100251
0.8675 High Similarity NPC154683
0.8675 High Similarity NPC40356
0.8674 High Similarity NPC264302
0.8671 High Similarity NPC107627
0.8671 High Similarity NPC177480
0.8671 High Similarity NPC26568
0.8671 High Similarity NPC472619
0.8671 High Similarity NPC476637
0.8671 High Similarity NPC326877
0.8663 High Similarity NPC20216
0.8663 High Similarity NPC39091
0.8663 High Similarity NPC120593
0.8663 High Similarity NPC43319
0.8663 High Similarity NPC272560
0.8663 High Similarity NPC170245
0.8663 High Similarity NPC472621
0.8663 High Similarity NPC277480
0.8659 High Similarity NPC304322
0.8655 High Similarity NPC329669
0.8655 High Similarity NPC473313

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC473785 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
0.8772 High Similarity NPD7473 Discontinued
0.8757 High Similarity NPD6959 Discontinued
0.8706 High Similarity NPD6232 Discontinued
0.8671 High Similarity NPD5844 Phase 1
0.8631 High Similarity NPD4868 Clinical (unspecified phase)
0.8512 High Similarity NPD2393 Clinical (unspecified phase)
0.8503 High Similarity NPD7411 Suspended
0.8497 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8497 Intermediate Similarity NPD6166 Phase 2
0.8497 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8402 Intermediate Similarity NPD1465 Phase 2
0.8402 Intermediate Similarity NPD7819 Suspended
0.8391 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8372 Intermediate Similarity NPD5494 Approved
0.8362 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.8353 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8297 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.8294 Intermediate Similarity NPD2801 Approved
0.8274 Intermediate Similarity NPD3226 Approved
0.8235 Intermediate Similarity NPD1934 Approved
0.8207 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.8202 Intermediate Similarity NPD7074 Phase 3
0.8167 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.815 Intermediate Similarity NPD7075 Discontinued
0.8146 Intermediate Similarity NPD7054 Approved
0.8122 Intermediate Similarity NPD8312 Approved
0.8122 Intermediate Similarity NPD8313 Approved
0.8101 Intermediate Similarity NPD7472 Approved
0.8056 Intermediate Similarity NPD6797 Phase 2
0.8036 Intermediate Similarity NPD2533 Approved
0.8036 Intermediate Similarity NPD2534 Approved
0.8036 Intermediate Similarity NPD2532 Approved
0.8035 Intermediate Similarity NPD3817 Phase 2
0.8012 Intermediate Similarity NPD4380 Phase 2
0.8011 Intermediate Similarity NPD7251 Discontinued
0.7989 Intermediate Similarity NPD3818 Discontinued
0.7989 Intermediate Similarity NPD3882 Suspended
0.7977 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7976 Intermediate Similarity NPD1511 Approved
0.7949 Intermediate Similarity NPD8151 Discontinued
0.7943 Intermediate Similarity NPD3749 Approved
0.7929 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7919 Intermediate Similarity NPD6801 Discontinued
0.7912 Intermediate Similarity NPD6559 Discontinued
0.7889 Intermediate Similarity NPD7228 Approved
0.7886 Intermediate Similarity NPD7768 Phase 2
0.7882 Intermediate Similarity NPD1512 Approved
0.7869 Intermediate Similarity NPD7808 Phase 3
0.7845 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7844 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7841 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7829 Intermediate Similarity NPD5402 Approved
0.7824 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7803 Intermediate Similarity NPD6599 Discontinued
0.7797 Intermediate Similarity NPD6234 Discontinued
0.7796 Intermediate Similarity NPD8150 Discontinued
0.7784 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7784 Intermediate Similarity NPD7435 Discontinued
0.7765 Intermediate Similarity NPD7390 Discontinued
0.7742 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7725 Intermediate Similarity NPD2346 Discontinued
0.772 Intermediate Similarity NPD6780 Approved
0.772 Intermediate Similarity NPD6779 Approved
0.772 Intermediate Similarity NPD6778 Approved
0.772 Intermediate Similarity NPD6782 Approved
0.772 Intermediate Similarity NPD6777 Approved
0.772 Intermediate Similarity NPD6776 Approved
0.772 Intermediate Similarity NPD6781 Approved
0.7719 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7711 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD3750 Approved
0.7688 Intermediate Similarity NPD7783 Phase 2
0.7688 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7679 Intermediate Similarity NPD1549 Phase 2
0.7665 Intermediate Similarity NPD2935 Discontinued
0.7661 Intermediate Similarity NPD6799 Approved
0.7644 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7614 Intermediate Similarity NPD37 Approved
0.7611 Intermediate Similarity NPD1247 Approved
0.7611 Intermediate Similarity NPD7199 Phase 2
0.7602 Intermediate Similarity NPD7698 Approved
0.7602 Intermediate Similarity NPD7696 Phase 3
0.7602 Intermediate Similarity NPD7697 Approved
0.7596 Intermediate Similarity NPD3751 Discontinued
0.7584 Intermediate Similarity NPD4965 Approved
0.7584 Intermediate Similarity NPD4967 Phase 2
0.7584 Intermediate Similarity NPD4966 Approved
0.7569 Intermediate Similarity NPD5711 Approved
0.7569 Intermediate Similarity NPD5710 Approved
0.7563 Intermediate Similarity NPD7871 Phase 2
0.7563 Intermediate Similarity NPD7870 Phase 2
0.755 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.755 Intermediate Similarity NPD7874 Approved
0.7538 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7538 Intermediate Similarity NPD7701 Phase 2
0.753 Intermediate Similarity NPD230 Phase 1
0.7527 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7513 Intermediate Similarity NPD8434 Phase 2
0.75 Intermediate Similarity NPD1510 Phase 2
0.7485 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD1607 Approved
0.7473 Intermediate Similarity NPD5953 Discontinued
0.7461 Intermediate Similarity NPD6535 Approved
0.7461 Intermediate Similarity NPD6534 Approved
0.7456 Intermediate Similarity NPD1551 Phase 2
0.7456 Intermediate Similarity NPD2796 Approved
0.7436 Intermediate Similarity NPD7699 Phase 2
0.7436 Intermediate Similarity NPD7700 Phase 2
0.7433 Intermediate Similarity NPD7240 Approved
0.7432 Intermediate Similarity NPD3926 Phase 2
0.7429 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7429 Intermediate Similarity NPD920 Approved
0.7429 Intermediate Similarity NPD5403 Approved
0.7427 Intermediate Similarity NPD2800 Approved
0.7426 Intermediate Similarity NPD7801 Approved
0.7414 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7403 Intermediate Similarity NPD919 Approved
0.7396 Intermediate Similarity NPD3748 Approved
0.7396 Intermediate Similarity NPD2799 Discontinued
0.7387 Intermediate Similarity NPD8320 Phase 1
0.7387 Intermediate Similarity NPD8319 Approved
0.7384 Intermediate Similarity NPD7003 Approved
0.7384 Intermediate Similarity NPD4628 Phase 3
0.7377 Intermediate Similarity NPD7229 Phase 3
0.7377 Intermediate Similarity NPD3787 Discontinued
0.7374 Intermediate Similarity NPD6823 Phase 2
0.7366 Intermediate Similarity NPD7286 Phase 2
0.7365 Intermediate Similarity NPD943 Approved
0.7365 Intermediate Similarity NPD1240 Approved
0.7353 Intermediate Similarity NPD5408 Approved
0.7353 Intermediate Similarity NPD5404 Approved
0.7353 Intermediate Similarity NPD5406 Approved
0.7353 Intermediate Similarity NPD6100 Approved
0.7353 Intermediate Similarity NPD6099 Approved
0.7353 Intermediate Similarity NPD5405 Approved
0.7345 Intermediate Similarity NPD7458 Discontinued
0.7314 Intermediate Similarity NPD5401 Approved
0.731 Intermediate Similarity NPD8285 Discontinued
0.7273 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7246 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD6190 Approved
0.7231 Intermediate Similarity NPD6213 Phase 3
0.7231 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.7231 Intermediate Similarity NPD6212 Phase 3
0.7225 Intermediate Similarity NPD1243 Approved
0.7219 Intermediate Similarity NPD7177 Discontinued
0.7216 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7208 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7193 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7191 Intermediate Similarity NPD1653 Approved
0.7184 Intermediate Similarity NPD8166 Discontinued
0.7184 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7182 Intermediate Similarity NPD8455 Phase 2
0.7176 Intermediate Similarity NPD6651 Approved
0.7158 Intermediate Similarity NPD7685 Pre-registration
0.7143 Intermediate Similarity NPD2313 Discontinued
0.7143 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7136 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7128 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD4908 Phase 1
0.712 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.712 Intermediate Similarity NPD7549 Discontinued
0.7118 Intermediate Similarity NPD447 Suspended
0.711 Intermediate Similarity NPD2344 Approved
0.7102 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7079 Intermediate Similarity NPD6273 Approved
0.7079 Intermediate Similarity NPD7680 Approved
0.7077 Intermediate Similarity NPD4287 Approved
0.7066 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7062 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD1613 Approved
0.7043 Intermediate Similarity NPD8127 Discontinued
0.7041 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD3268 Approved
0.7031 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7024 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.701 Intermediate Similarity NPD7211 Clinical (unspecified phase)
0.6982 Remote Similarity NPD4625 Phase 3
0.6978 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6959 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6959 Remote Similarity NPD4060 Phase 1
0.6949 Remote Similarity NPD2309 Approved
0.6946 Remote Similarity NPD1470 Approved
0.6941 Remote Similarity NPD3764 Approved
0.6935 Remote Similarity NPD4363 Phase 3
0.6935 Remote Similarity NPD4360 Phase 2
0.6932 Remote Similarity NPD6674 Discontinued
0.6923 Remote Similarity NPD6832 Phase 2
0.6919 Remote Similarity NPD1933 Approved
0.6914 Remote Similarity NPD1471 Phase 3
0.6878 Remote Similarity NPD5242 Approved
0.6867 Remote Similarity NPD9269 Phase 2
0.6866 Remote Similarity NPD8058 Clinical (unspecified phase)
0.6866 Remote Similarity NPD8059 Phase 3
0.6865 Remote Similarity NPD4288 Approved
0.6865 Remote Similarity NPD5353 Approved

Structure

External Identifiers

PubChem CID   9808321
ChEMBL   CHEMBL451854
ZINC  

Physicochemical Properties

Molecular Weight:  578.07
ALogP:  -3.7975
MLogP:  3
XLogP:  0.222
# Rotatable Bonds:  13
Polar Surface Area:  242.26
# H-Bond Aceptor:  8
# H-Bond Donor:  6
# 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