Natural Product: NPC265795

Natural Product ID:  NPC265795
Common Name:   (Ar)-2-Methoxyvinaxanthone
IUPAC Name:   5,7-diacetyl-6-(5-carboxy-6,7-dihydroxy-2-methoxy-4-oxochromen-3-yl)-2,3-dihydroxy-9-oxoxanthene-1-carboxylic acid
Synonyms:  
Molecular Formula:   C29H18O15
Standard InCHIKey:  HYNJWQUNCFKEGY-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C29H18O15/c1-7(30)9-4-10-22(34)17-13(5-11(32)23(35)19(17)27(38)39)43-26(10)15(8(2)31)16(9)21-25(37)18-14(44-29(21)42-3)6-12(33)24(36)20(18)28(40)41/h4-6,32-33,35-36H,1-3H3,(H,38,39)(H,40,41)
Canonical SMILES:  COc1oc2cc(O)c(c(c2c(=O)c1c1c(cc2c(c1C(=O)C)oc1c(c2=O)c(C(=O)O)c(c(c1)O)O)C(=O)C)C(=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
NPO810 Penicillium vinaceum Species Aspergillaceae Eukaryota PMID[18355033]
NPO810 Penicillium vinaceum Species Aspergillaceae Eukaryota UNPD*
NPO4569 Xanthoria steineri Species Teloschistaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2588 Organism Paracentrotus lividus Paracentrotus lividus IC50 = 0.05 ug/ml 18355033
NPT141 Organism Agrobacterium tumefaciens Agrobacterium tumefaciens Inhibition = 72 % 18355033
NPT141 Organism Agrobacterium tumefaciens Agrobacterium tumefaciens Inhibition = 100 % 18355033

  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 NPC265795 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
0.976 High Similarity NPC207467
0.9586 High Similarity NPC473785
0.92 High Similarity NPC174486
0.92 High Similarity NPC105591
0.9176 High Similarity NPC158226
0.9118 High Similarity NPC109827
0.9118 High Similarity NPC124470
0.9096 High Similarity NPC295436
0.9059 High Similarity NPC165979
0.9059 High Similarity NPC163130
0.9059 High Similarity NPC49487
0.9059 High Similarity NPC99613
0.9023 High Similarity NPC212290
0.9 High Similarity NPC107009
0.9 High Similarity NPC76647
0.8971 High Similarity NPC97523
0.896 High Similarity NPC68381
0.896 High Similarity NPC245975
0.8944 High Similarity NPC314020
0.8941 High Similarity NPC30027
0.8941 High Similarity NPC29160
0.8935 High Similarity NPC207690
0.8902 High Similarity NPC472054
0.8889 High Similarity NPC234331
0.8876 High Similarity NPC470694
0.8876 High Similarity NPC329760
0.8869 High Similarity NPC119224
0.8864 High Similarity NPC475161
0.8864 High Similarity NPC477860
0.8862 High Similarity NPC263483
0.8851 High Similarity NPC474345
0.8851 High Similarity NPC470454
0.8851 High Similarity NPC199533
0.8851 High Similarity NPC146803
0.8844 High Similarity NPC271848
0.8844 High Similarity NPC81332
0.8844 High Similarity NPC262580
0.8844 High Similarity NPC76128
0.8844 High Similarity NPC5029
0.8844 High Similarity NPC289396
0.8844 High Similarity NPC30432
0.8844 High Similarity NPC111536
0.8844 High Similarity NPC212038
0.8844 High Similarity NPC271385
0.883 High Similarity NPC37870
0.8824 High Similarity NPC236132
0.8824 High Similarity NPC270837
0.8824 High Similarity NPC474350
0.8807 High Similarity NPC277710
0.8807 High Similarity NPC114257
0.8807 High Similarity NPC84494
0.8807 High Similarity NPC153578
0.8807 High Similarity NPC245059
0.8807 High Similarity NPC113446
0.8807 High Similarity NPC299149
0.8802 High Similarity NPC142339
0.88 High Similarity NPC475246
0.88 High Similarity NPC46958
0.88 High Similarity NPC472991
0.88 High Similarity NPC472992
0.88 High Similarity NPC216307
0.88 High Similarity NPC164384
0.8793 High Similarity NPC37606
0.8786 High Similarity NPC298778
0.8772 High Similarity NPC275780
0.8772 High Similarity NPC239752
0.8772 High Similarity NPC472450
0.8765 High Similarity NPC108767
0.8765 High Similarity NPC294965
0.8757 High Similarity NPC56085
0.8757 High Similarity NPC470448
0.8757 High Similarity NPC470452
0.8757 High Similarity NPC315221
0.8757 High Similarity NPC228785
0.8757 High Similarity NPC470453
0.8757 High Similarity NPC84571
0.8757 High Similarity NPC14353
0.8757 High Similarity NPC164047
0.875 High Similarity NPC476619
0.875 High Similarity NPC476618
0.875 High Similarity NPC472387
0.875 High Similarity NPC476622
0.875 High Similarity NPC236796
0.875 High Similarity NPC476621
0.875 High Similarity NPC476620
0.875 High Similarity NPC476623
0.8743 High Similarity NPC139350
0.8743 High Similarity NPC113906
0.8743 High Similarity NPC3718
0.8736 High Similarity NPC477836
0.8729 High Similarity NPC321046
0.8729 High Similarity NPC264302
0.8722 High Similarity NPC205721
0.8721 High Similarity NPC207575
0.8721 High Similarity NPC39091
0.8721 High Similarity NPC472449
0.8721 High Similarity NPC13481
0.8715 High Similarity NPC261623
0.8715 High Similarity NPC111490
0.8713 High Similarity NPC23298
0.8713 High Similarity NPC327809
0.8713 High Similarity NPC189473
0.8713 High Similarity NPC146134
0.8713 High Similarity NPC101769
0.8713 High Similarity NPC248638
0.8713 High Similarity NPC152659
0.8713 High Similarity NPC236521
0.8708 High Similarity NPC36138
0.8708 High Similarity NPC313452
0.8706 High Similarity NPC258331
0.8706 High Similarity NPC32694
0.8706 High Similarity NPC311740
0.8706 High Similarity NPC40491
0.8706 High Similarity NPC66288
0.8706 High Similarity NPC278052
0.8706 High Similarity NPC61010
0.8706 High Similarity NPC278427
0.8698 High Similarity NPC85121
0.8698 High Similarity NPC45846
0.8698 High Similarity NPC100123
0.8693 High Similarity NPC475233
0.869 High Similarity NPC146211
0.8686 High Similarity NPC472993
0.8686 High Similarity NPC261471
0.8686 High Similarity NPC199357
0.8683 High Similarity NPC89474
0.8683 High Similarity NPC214632
0.8683 High Similarity NPC107109
0.8678 High Similarity NPC224462
0.8678 High Similarity NPC78830
0.8678 High Similarity NPC218533
0.8671 High Similarity NPC243877
0.8667 High Similarity NPC469649
0.8667 High Similarity NPC260521
0.8663 High Similarity NPC8070
0.8663 High Similarity NPC471788
0.8663 High Similarity NPC156432
0.8663 High Similarity NPC26386
0.8663 High Similarity NPC259757
0.8663 High Similarity NPC88243
0.8659 High Similarity NPC49690
0.8659 High Similarity NPC470416
0.8659 High Similarity NPC231254
0.8655 High Similarity NPC220912
0.8655 High Similarity NPC472448
0.8655 High Similarity NPC25152
0.8655 High Similarity NPC52204
0.8655 High Similarity NPC83922
0.8655 High Similarity NPC229632
0.8652 High Similarity NPC208069
0.8649 High Similarity NPC174140
0.8647 High Similarity NPC320359
0.8647 High Similarity NPC80375
0.8647 High Similarity NPC235018
0.8647 High Similarity NPC45146
0.8644 High Similarity NPC217387
0.8644 High Similarity NPC258044
0.8644 High Similarity NPC196127
0.8644 High Similarity NPC35167
0.8644 High Similarity NPC293626
0.8644 High Similarity NPC267680
0.8639 High Similarity NPC199463
0.8639 High Similarity NPC241904
0.8639 High Similarity NPC37543
0.8639 High Similarity NPC300727
0.8639 High Similarity NPC217677
0.8639 High Similarity NPC36852
0.8639 High Similarity NPC165977
0.8639 High Similarity NPC79053
0.8639 High Similarity NPC262286
0.8636 High Similarity NPC289147
0.8636 High Similarity NPC63105
0.8634 High Similarity NPC477082
0.8629 High Similarity NPC205076
0.8629 High Similarity NPC211594
0.8629 High Similarity NPC307518
0.8629 High Similarity NPC67134
0.8629 High Similarity NPC172807
0.8629 High Similarity NPC254540
0.8629 High Similarity NPC47140
0.8629 High Similarity NPC260263
0.8629 High Similarity NPC48773
0.8621 High Similarity NPC259905
0.8621 High Similarity NPC300307
0.8621 High Similarity NPC476637
0.8621 High Similarity NPC222455
0.8621 High Similarity NPC188079
0.8621 High Similarity NPC183036
0.8621 High Similarity NPC471287
0.8621 High Similarity NPC280493
0.8619 High Similarity NPC240200
0.8619 High Similarity NPC290289
0.8619 High Similarity NPC223534
0.8619 High Similarity NPC158214
0.8613 High Similarity NPC171985
0.8613 High Similarity NPC320741
0.8613 High Similarity NPC477835
0.8613 High Similarity NPC472452
0.8613 High Similarity NPC43319
0.8611 High Similarity NPC469650

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC265795 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
0.8655 High Similarity NPD6232 Discontinued
0.8613 High Similarity NPD7473 Discontinued
0.8514 High Similarity NPD5844 Phase 1
0.8488 Intermediate Similarity NPD6959 Discontinued
0.8471 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8453 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.8427 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.8361 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.8353 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8353 Intermediate Similarity NPD2801 Approved
0.8343 Intermediate Similarity NPD7411 Suspended
0.8305 Intermediate Similarity NPD7054 Approved
0.8258 Intermediate Similarity NPD7074 Phase 3
0.8258 Intermediate Similarity NPD7472 Approved
0.8249 Intermediate Similarity NPD3818 Discontinued
0.8246 Intermediate Similarity NPD7819 Suspended
0.8246 Intermediate Similarity NPD1465 Phase 2
0.8239 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8239 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8239 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8239 Intermediate Similarity NPD6166 Phase 2
0.8225 Intermediate Similarity NPD3226 Approved
0.8212 Intermediate Similarity NPD6797 Phase 2
0.8167 Intermediate Similarity NPD7251 Discontinued
0.8111 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.8103 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8092 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8081 Intermediate Similarity NPD1934 Approved
0.8077 Intermediate Similarity NPD8312 Approved
0.8077 Intermediate Similarity NPD8313 Approved
0.8066 Intermediate Similarity NPD6559 Discontinued
0.8036 Intermediate Similarity NPD1511 Approved
0.8022 Intermediate Similarity NPD7808 Phase 3
0.8011 Intermediate Similarity NPD5494 Approved
0.8 Intermediate Similarity NPD8151 Discontinued
0.8 Intermediate Similarity NPD7075 Discontinued
0.8 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7989 Intermediate Similarity NPD3817 Phase 2
0.7988 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7965 Intermediate Similarity NPD4380 Phase 2
0.7941 Intermediate Similarity NPD1512 Approved
0.7927 Intermediate Similarity NPD7435 Discontinued
0.7898 Intermediate Similarity NPD3749 Approved
0.7882 Intermediate Similarity NPD2532 Approved
0.7882 Intermediate Similarity NPD2534 Approved
0.7882 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7882 Intermediate Similarity NPD2533 Approved
0.7874 Intermediate Similarity NPD6801 Discontinued
0.7865 Intermediate Similarity NPD6779 Approved
0.7865 Intermediate Similarity NPD6776 Approved
0.7865 Intermediate Similarity NPD6777 Approved
0.7865 Intermediate Similarity NPD6778 Approved
0.7865 Intermediate Similarity NPD6782 Approved
0.7865 Intermediate Similarity NPD6780 Approved
0.7865 Intermediate Similarity NPD6781 Approved
0.7853 Intermediate Similarity NPD6234 Discontinued
0.7845 Intermediate Similarity NPD7228 Approved
0.7841 Intermediate Similarity NPD3882 Suspended
0.7829 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7796 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7784 Intermediate Similarity NPD5402 Approved
0.7751 Intermediate Similarity NPD3750 Approved
0.7747 Intermediate Similarity NPD3751 Discontinued
0.774 Intermediate Similarity NPD7768 Phase 2
0.7739 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7739 Intermediate Similarity NPD7783 Phase 2
0.7738 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7719 Intermediate Similarity NPD7390 Discontinued
0.7704 Intermediate Similarity NPD7870 Phase 2
0.7704 Intermediate Similarity NPD7871 Phase 2
0.7692 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7688 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7688 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7688 Intermediate Similarity NPD7874 Approved
0.7679 Intermediate Similarity NPD2346 Discontinued
0.767 Intermediate Similarity NPD37 Approved
0.7667 Intermediate Similarity NPD7199 Phase 2
0.7665 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7657 Intermediate Similarity NPD6599 Discontinued
0.7653 Intermediate Similarity NPD7696 Phase 3
0.7653 Intermediate Similarity NPD7697 Approved
0.7653 Intermediate Similarity NPD7698 Approved
0.764 Intermediate Similarity NPD4965 Approved
0.764 Intermediate Similarity NPD4967 Phase 2
0.764 Intermediate Similarity NPD4966 Approved
0.7619 Intermediate Similarity NPD2935 Discontinued
0.7604 Intermediate Similarity NPD6534 Approved
0.7604 Intermediate Similarity NPD6535 Approved
0.7588 Intermediate Similarity NPD7701 Phase 2
0.7582 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7569 Intermediate Similarity NPD1247 Approved
0.7566 Intermediate Similarity NPD8150 Discontinued
0.7529 Intermediate Similarity NPD1549 Phase 2
0.7527 Intermediate Similarity NPD3787 Discontinued
0.7514 Intermediate Similarity NPD6799 Approved
0.7513 Intermediate Similarity NPD6823 Phase 2
0.7487 Intermediate Similarity NPD7699 Phase 2
0.7487 Intermediate Similarity NPD7700 Phase 2
0.7475 Intermediate Similarity NPD7801 Approved
0.7471 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7471 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7471 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7456 Intermediate Similarity NPD1510 Phase 2
0.7456 Intermediate Similarity NPD3748 Approved
0.7443 Intermediate Similarity NPD1653 Approved
0.7442 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.744 Intermediate Similarity NPD1607 Approved
0.7432 Intermediate Similarity NPD5710 Approved
0.7432 Intermediate Similarity NPD5711 Approved
0.7412 Intermediate Similarity NPD2796 Approved
0.7411 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7404 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7401 Intermediate Similarity NPD7458 Discontinued
0.7401 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7394 Intermediate Similarity NPD7240 Approved
0.7391 Intermediate Similarity NPD3926 Phase 2
0.7386 Intermediate Similarity NPD920 Approved
0.7386 Intermediate Similarity NPD5403 Approved
0.7384 Intermediate Similarity NPD2800 Approved
0.7381 Intermediate Similarity NPD230 Phase 1
0.7371 Intermediate Similarity NPD6212 Phase 3
0.7371 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.7371 Intermediate Similarity NPD6213 Phase 3
0.7363 Intermediate Similarity NPD919 Approved
0.735 Intermediate Similarity NPD8319 Approved
0.735 Intermediate Similarity NPD8320 Phase 1
0.7341 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.734 Intermediate Similarity NPD5953 Discontinued
0.7321 Intermediate Similarity NPD943 Approved
0.7321 Intermediate Similarity NPD1240 Approved
0.7314 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.731 Intermediate Similarity NPD5408 Approved
0.731 Intermediate Similarity NPD1551 Phase 2
0.731 Intermediate Similarity NPD5404 Approved
0.731 Intermediate Similarity NPD5405 Approved
0.731 Intermediate Similarity NPD5406 Approved
0.7302 Intermediate Similarity NPD7685 Pre-registration
0.7292 Intermediate Similarity NPD8434 Phase 2
0.7283 Intermediate Similarity NPD1243 Approved
0.7273 Intermediate Similarity NPD8285 Discontinued
0.7273 Intermediate Similarity NPD5401 Approved
0.7251 Intermediate Similarity NPD2799 Discontinued
0.7241 Intermediate Similarity NPD7003 Approved
0.7241 Intermediate Similarity NPD4628 Phase 3
0.7238 Intermediate Similarity NPD8455 Phase 2
0.7234 Intermediate Similarity NPD7286 Phase 2
0.7209 Intermediate Similarity NPD6100 Approved
0.7209 Intermediate Similarity NPD6099 Approved
0.7202 Intermediate Similarity NPD2313 Discontinued
0.7176 Intermediate Similarity NPD1933 Approved
0.7175 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7175 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7151 Intermediate Similarity NPD7229 Phase 3
0.7151 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7211 Clinical (unspecified phase)
0.7102 Intermediate Similarity NPD6190 Approved
0.71 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.709 Intermediate Similarity NPD7177 Discontinued
0.7076 Intermediate Similarity NPD447 Suspended
0.7069 Intermediate Similarity NPD2344 Approved
0.7062 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7044 Intermediate Similarity NPD7680 Approved
0.7041 Intermediate Similarity NPD4287 Approved
0.7035 Intermediate Similarity NPD6651 Approved
0.7024 Intermediate Similarity NPD7584 Approved
0.7024 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.701 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD3268 Approved
0.7 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.6995 Remote Similarity NPD7549 Discontinued
0.6991 Remote Similarity NPD8059 Phase 3
0.6991 Remote Similarity NPD8058 Clinical (unspecified phase)
0.6989 Remote Similarity NPD6674 Discontinued
0.6982 Remote Similarity NPD1529 Clinical (unspecified phase)
0.6949 Remote Similarity NPD8166 Discontinued
0.6941 Remote Similarity NPD4625 Phase 3
0.6919 Remote Similarity NPD1613 Approved
0.6919 Remote Similarity NPD1612 Clinical (unspecified phase)
0.6919 Remote Similarity NPD4288 Approved
0.691 Remote Similarity NPD2309 Approved
0.6907 Remote Similarity NPD4419 Clinical (unspecified phase)
0.6905 Remote Similarity NPD1470 Approved
0.6901 Remote Similarity NPD1699 Clinical (unspecified phase)
0.6901 Remote Similarity NPD3764 Approved
0.6898 Remote Similarity NPD5537 Clinical (unspecified phase)
0.6882 Remote Similarity NPD4908 Phase 1
0.6875 Remote Similarity NPD7266 Discontinued
0.6875 Remote Similarity NPD1471 Phase 3
0.6864 Remote Similarity NPD2798 Approved
0.6857 Remote Similarity NPD4308 Phase 3
0.6851 Remote Similarity NPD6273 Approved
0.6827 Remote Similarity NPD7585 Approved
0.6826 Remote Similarity NPD9269 Phase 2
0.6825 Remote Similarity NPD8127 Discontinued
0.6816 Remote Similarity NPD4360 Phase 2
0.6816 Remote Similarity NPD4363 Phase 3
0.6805 Remote Similarity NPD1203 Approved

Structure

External Identifiers

PubChem CID   24879150
ChEMBL   CHEMBL448083
ZINC  

Physicochemical Properties

Molecular Weight:  606.06
ALogP:  -3.4347
MLogP:  3
XLogP:  1.411
# Rotatable Bonds:  15
Polar Surface Area:  251.49
# H-Bond Aceptor:  9
# H-Bond Donor:  6
# Rings:  5
# Heavy Atoms:  44

Download Data

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