Natural Product: NPC207467

Natural Product ID:  NPC207467
Common Name:   Vinaxanthone
IUPAC Name:   5,7-diacetyl-6-(5-carboxy-6,7-dihydroxy-4-oxochromen-3-yl)-2,3-dihydroxy-9-oxoxanthene-1-carboxylic acid
Synonyms:   Vinaxanthone
Molecular Formula:   C28H16O14
Standard InCHIKey:  MEYYEMQDVMMNNR-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C28H16O14/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/h3-6,31-32,35-36H,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
NPT1491 Individual Protein 1-phosphatidylinositol-4,5-bisphosphate phosphodiesterase gamma-1 Rattus norvegicus IC50 = 5400 nM 17502416
NPT141 Organism Agrobacterium tumefaciens Agrobacterium tumefaciens Inhibition = 67 % 18280170
NPT2588 Organism Paracentrotus lividus Paracentrotus lividus IC50 = 0.12 ug/ml 18280170
NPT141 Organism Agrobacterium tumefaciens Agrobacterium tumefaciens Inhibition = 100 % 19514743

  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 NPC207467 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 NPC473785
0.976 High Similarity NPC265795
0.9286 High Similarity NPC158226
0.9226 High Similarity NPC109827
0.9226 High Similarity NPC124470
0.9222 High Similarity NPC107009
0.92 High Similarity NPC295436
0.9167 High Similarity NPC165979
0.9167 High Similarity NPC49487
0.9167 High Similarity NPC163130
0.9167 High Similarity NPC99613
0.9107 High Similarity NPC76647
0.9086 High Similarity NPC105591
0.9064 High Similarity NPC245975
0.9059 High Similarity NPC212038
0.9059 High Similarity NPC81332
0.9059 High Similarity NPC262580
0.9059 High Similarity NPC289396
0.9059 High Similarity NPC271848
0.9048 High Similarity NPC29160
0.9048 High Similarity NPC30027
0.9042 High Similarity NPC207690
0.9017 High Similarity NPC113446
0.8994 High Similarity NPC234331
0.8982 High Similarity NPC329760
0.8982 High Similarity NPC470694
0.8977 High Similarity NPC174486
0.8976 High Similarity NPC119224
0.897 High Similarity NPC263483
0.8953 High Similarity NPC139350
0.8947 High Similarity NPC477836
0.8935 High Similarity NPC207575
0.8935 High Similarity NPC13481
0.8935 High Similarity NPC37870
0.8929 High Similarity NPC101769
0.8929 High Similarity NPC270837
0.8929 High Similarity NPC236132
0.8929 High Similarity NPC474350
0.8916 High Similarity NPC85121
0.8909 High Similarity NPC142339
0.8908 High Similarity NPC212290
0.8902 High Similarity NPC216307
0.8902 High Similarity NPC164384
0.8895 High Similarity NPC472054
0.8895 High Similarity NPC37606
0.8882 High Similarity NPC243877
0.8876 High Similarity NPC275780
0.8876 High Similarity NPC471788
0.8876 High Similarity NPC239752
0.8876 High Similarity NPC472450
0.8869 High Similarity NPC108767
0.8869 High Similarity NPC220912
0.8869 High Similarity NPC294965
0.8862 High Similarity NPC56085
0.8862 High Similarity NPC84571
0.8862 High Similarity NPC14353
0.8862 High Similarity NPC228785
0.8857 High Similarity NPC208069
0.8855 High Similarity NPC236796
0.8848 High Similarity NPC113906
0.8844 High Similarity NPC68381
0.8844 High Similarity NPC289147
0.8833 High Similarity NPC314020
0.883 High Similarity NPC188079
0.883 High Similarity NPC300307
0.8824 High Similarity NPC171985
0.8824 High Similarity NPC43319
0.8824 High Similarity NPC477835
0.8824 High Similarity NPC472452
0.8824 High Similarity NPC320741
0.8824 High Similarity NPC472449
0.8824 High Similarity NPC39091
0.8817 High Similarity NPC146134
0.8817 High Similarity NPC236521
0.8817 High Similarity NPC197168
0.8817 High Similarity NPC7483
0.8817 High Similarity NPC248638
0.8817 High Similarity NPC152659
0.8817 High Similarity NPC23298
0.8817 High Similarity NPC189473
0.881 High Similarity NPC66288
0.881 High Similarity NPC61010
0.881 High Similarity NPC278052
0.881 High Similarity NPC40491
0.881 High Similarity NPC278427
0.881 High Similarity NPC311740
0.881 High Similarity NPC32694
0.881 High Similarity NPC258331
0.881 High Similarity NPC228383
0.8802 High Similarity NPC329091
0.8802 High Similarity NPC100123
0.8802 High Similarity NPC45846
0.8795 High Similarity NPC146211
0.8788 High Similarity NPC214632
0.8788 High Similarity NPC93552
0.8788 High Similarity NPC89474
0.8788 High Similarity NPC107109
0.8786 High Similarity NPC261471
0.8786 High Similarity NPC181523
0.8779 High Similarity NPC78830
0.8779 High Similarity NPC218533
0.8779 High Similarity NPC20543
0.8779 High Similarity NPC246716
0.8779 High Similarity NPC239440
0.8779 High Similarity NPC10576
0.8779 High Similarity NPC1827
0.8772 High Similarity NPC218226
0.8772 High Similarity NPC6588
0.8772 High Similarity NPC14662
0.8772 High Similarity NPC477154
0.8772 High Similarity NPC474024
0.8772 High Similarity NPC260266
0.8772 High Similarity NPC117854
0.8765 High Similarity NPC142614
0.8765 High Similarity NPC50960
0.8765 High Similarity NPC37183
0.8765 High Similarity NPC259757
0.8765 High Similarity NPC8070
0.8765 High Similarity NPC156432
0.8765 High Similarity NPC473286
0.8765 High Similarity NPC26386
0.8765 High Similarity NPC25361
0.8765 High Similarity NPC303174
0.8765 High Similarity NPC326520
0.8757 High Similarity NPC229632
0.8757 High Similarity NPC472448
0.8757 High Similarity NPC25152
0.8757 High Similarity NPC261470
0.8757 High Similarity NPC52204
0.8757 High Similarity NPC83922
0.875 High Similarity NPC477860
0.875 High Similarity NPC320359
0.875 High Similarity NPC474287
0.875 High Similarity NPC475886
0.875 High Similarity NPC97523
0.875 High Similarity NPC235018
0.875 High Similarity NPC80375
0.875 High Similarity NPC143050
0.875 High Similarity NPC45146
0.875 High Similarity NPC475161
0.8743 High Similarity NPC262286
0.8743 High Similarity NPC241904
0.8743 High Similarity NPC300727
0.8743 High Similarity NPC36852
0.8743 High Similarity NPC37543
0.8743 High Similarity NPC79053
0.8743 High Similarity NPC199463
0.8743 High Similarity NPC165977
0.8743 High Similarity NPC217677
0.8736 High Similarity NPC474345
0.8736 High Similarity NPC199533
0.8736 High Similarity NPC470454
0.8736 High Similarity NPC146803
0.8728 High Similarity NPC5029
0.8728 High Similarity NPC271385
0.8728 High Similarity NPC248593
0.8728 High Similarity NPC473113
0.8728 High Similarity NPC111536
0.8728 High Similarity NPC30432
0.8728 High Similarity NPC28589
0.8728 High Similarity NPC4200
0.8728 High Similarity NPC76128
0.8727 High Similarity NPC154683
0.8727 High Similarity NPC40356
0.8721 High Similarity NPC26568
0.8721 High Similarity NPC476637
0.8721 High Similarity NPC107627
0.8721 High Similarity NPC280493
0.8721 High Similarity NPC177480
0.8713 High Similarity NPC20216
0.8713 High Similarity NPC277480
0.8713 High Similarity NPC170245
0.8713 High Similarity NPC272502
0.8713 High Similarity NPC224851
0.8708 High Similarity NPC112380
0.8706 High Similarity NPC41301
0.8706 High Similarity NPC473313
0.8706 High Similarity NPC186686
0.8706 High Similarity NPC156082
0.8706 High Similarity NPC303460
0.8706 High Similarity NPC67959
0.8706 High Similarity NPC472278
0.8706 High Similarity NPC306321
0.8706 High Similarity NPC12461
0.8706 High Similarity NPC220313
0.8706 High Similarity NPC329669
0.8706 High Similarity NPC300984
0.8706 High Similarity NPC477689
0.8701 High Similarity NPC150977
0.8701 High Similarity NPC182693
0.8698 High Similarity NPC474351
0.8698 High Similarity NPC475883
0.8698 High Similarity NPC167678
0.8698 High Similarity NPC29876
0.8698 High Similarity NPC472275
0.8698 High Similarity NPC474187
0.8698 High Similarity NPC474186
0.8698 High Similarity NPC266314
0.8698 High Similarity NPC198829
0.8698 High Similarity NPC142252

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC207467 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
0.8757 High Similarity NPD6232 Discontinued
0.8721 High Similarity NPD5844 Phase 1
0.8713 High Similarity NPD7473 Discontinued
0.8698 High Similarity NPD6959 Discontinued
0.8683 High Similarity NPD4868 Clinical (unspecified phase)
0.8563 High Similarity NPD2393 Clinical (unspecified phase)
0.8554 High Similarity NPD7411 Suspended
0.8452 Intermediate Similarity NPD7819 Suspended
0.8452 Intermediate Similarity NPD2801 Approved
0.8439 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8439 Intermediate Similarity NPD6166 Phase 2
0.8439 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8439 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8343 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.8343 Intermediate Similarity NPD1465 Phase 2
0.8323 Intermediate Similarity NPD3226 Approved
0.8315 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.8305 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.8294 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8284 Intermediate Similarity NPD1934 Approved
0.8251 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.8208 Intermediate Similarity NPD5494 Approved
0.8198 Intermediate Similarity NPD7075 Discontinued
0.8192 Intermediate Similarity NPD7054 Approved
0.8187 Intermediate Similarity NPD3817 Phase 2
0.8166 Intermediate Similarity NPD4380 Phase 2
0.8146 Intermediate Similarity NPD7074 Phase 3
0.8146 Intermediate Similarity NPD7472 Approved
0.8136 Intermediate Similarity NPD3818 Discontinued
0.8133 Intermediate Similarity NPD1511 Approved
0.8101 Intermediate Similarity NPD6797 Phase 2
0.8084 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.8084 Intermediate Similarity NPD2532 Approved
0.8084 Intermediate Similarity NPD2533 Approved
0.8084 Intermediate Similarity NPD2534 Approved
0.807 Intermediate Similarity NPD6801 Discontinued
0.8056 Intermediate Similarity NPD7251 Discontinued
0.8036 Intermediate Similarity NPD1512 Approved
0.8035 Intermediate Similarity NPD3882 Suspended
0.8023 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7989 Intermediate Similarity NPD3749 Approved
0.7989 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7977 Intermediate Similarity NPD5402 Approved
0.7976 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7967 Intermediate Similarity NPD8313 Approved
0.7967 Intermediate Similarity NPD8312 Approved
0.7956 Intermediate Similarity NPD6559 Discontinued
0.7931 Intermediate Similarity NPD7768 Phase 2
0.7912 Intermediate Similarity NPD7808 Phase 3
0.7897 Intermediate Similarity NPD8151 Discontinued
0.7892 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7889 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7849 Intermediate Similarity NPD6599 Discontinued
0.7844 Intermediate Similarity NPD3750 Approved
0.7831 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7824 Intermediate Similarity NPD7435 Discontinued
0.7811 Intermediate Similarity NPD7390 Discontinued
0.7771 Intermediate Similarity NPD2346 Discontinued
0.776 Intermediate Similarity NPD6782 Approved
0.776 Intermediate Similarity NPD6780 Approved
0.776 Intermediate Similarity NPD6776 Approved
0.776 Intermediate Similarity NPD6779 Approved
0.776 Intermediate Similarity NPD6781 Approved
0.776 Intermediate Similarity NPD6778 Approved
0.776 Intermediate Similarity NPD6777 Approved
0.7758 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7753 Intermediate Similarity NPD1247 Approved
0.7742 Intermediate Similarity NPD8150 Discontinued
0.774 Intermediate Similarity NPD6234 Discontinued
0.7735 Intermediate Similarity NPD7228 Approved
0.7725 Intermediate Similarity NPD1549 Phase 2
0.7711 Intermediate Similarity NPD2935 Discontinued
0.7706 Intermediate Similarity NPD6799 Approved
0.7688 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7665 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7665 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7661 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7651 Intermediate Similarity NPD1510 Phase 2
0.7638 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7638 Intermediate Similarity NPD7783 Phase 2
0.7637 Intermediate Similarity NPD3751 Discontinued
0.7611 Intermediate Similarity NPD5710 Approved
0.7611 Intermediate Similarity NPD5711 Approved
0.7605 Intermediate Similarity NPD2796 Approved
0.7602 Intermediate Similarity NPD7870 Phase 2
0.7602 Intermediate Similarity NPD7871 Phase 2
0.7588 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7588 Intermediate Similarity NPD7874 Approved
0.7586 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7577 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7576 Intermediate Similarity NPD230 Phase 1
0.7572 Intermediate Similarity NPD920 Approved
0.7572 Intermediate Similarity NPD5403 Approved
0.7557 Intermediate Similarity NPD37 Approved
0.7556 Intermediate Similarity NPD7199 Phase 2
0.7551 Intermediate Similarity NPD7696 Phase 3
0.7551 Intermediate Similarity NPD7698 Approved
0.7551 Intermediate Similarity NPD7697 Approved
0.7545 Intermediate Similarity NPD3748 Approved
0.7542 Intermediate Similarity NPD919 Approved
0.753 Intermediate Similarity NPD1607 Approved
0.7528 Intermediate Similarity NPD4967 Phase 2
0.7528 Intermediate Similarity NPD4966 Approved
0.7528 Intermediate Similarity NPD4965 Approved
0.7514 Intermediate Similarity NPD5953 Discontinued
0.75 Intermediate Similarity NPD1551 Phase 2
0.75 Intermediate Similarity NPD6535 Approved
0.75 Intermediate Similarity NPD6534 Approved
0.7487 Intermediate Similarity NPD7701 Phase 2
0.7473 Intermediate Similarity NPD3926 Phase 2
0.7473 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7471 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7471 Intermediate Similarity NPD2800 Approved
0.746 Intermediate Similarity NPD8434 Phase 2
0.7457 Intermediate Similarity NPD5401 Approved
0.7436 Intermediate Similarity NPD8285 Discontinued
0.7427 Intermediate Similarity NPD4628 Phase 3
0.7427 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7418 Intermediate Similarity NPD3787 Discontinued
0.7411 Intermediate Similarity NPD6823 Phase 2
0.741 Intermediate Similarity NPD1240 Approved
0.741 Intermediate Similarity NPD943 Approved
0.7405 Intermediate Similarity NPD7286 Phase 2
0.7396 Intermediate Similarity NPD5405 Approved
0.7396 Intermediate Similarity NPD5408 Approved
0.7396 Intermediate Similarity NPD5406 Approved
0.7396 Intermediate Similarity NPD5404 Approved
0.7385 Intermediate Similarity NPD7700 Phase 2
0.7385 Intermediate Similarity NPD7699 Phase 2
0.7376 Intermediate Similarity NPD7801 Approved
0.7368 Intermediate Similarity NPD1243 Approved
0.7356 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7356 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7337 Intermediate Similarity NPD2799 Discontinued
0.7333 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.733 Intermediate Similarity NPD1653 Approved
0.7326 Intermediate Similarity NPD7003 Approved
0.7326 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7322 Intermediate Similarity NPD7229 Phase 3
0.7308 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7294 Intermediate Similarity NPD6100 Approved
0.7294 Intermediate Similarity NPD6099 Approved
0.7289 Intermediate Similarity NPD2313 Discontinued
0.7288 Intermediate Similarity NPD7458 Discontinued
0.7287 Intermediate Similarity NPD7240 Approved
0.7283 Intermediate Similarity NPD6190 Approved
0.7268 Intermediate Similarity NPD6213 Phase 3
0.7268 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.7268 Intermediate Similarity NPD6212 Phase 3
0.7258 Intermediate Similarity NPD7177 Discontinued
0.725 Intermediate Similarity NPD8320 Phase 1
0.725 Intermediate Similarity NPD8319 Approved
0.7241 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7235 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7196 Intermediate Similarity NPD7685 Pre-registration
0.7186 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7186 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7166 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD447 Suspended
0.7158 Intermediate Similarity NPD7549 Discontinued
0.7151 Intermediate Similarity NPD2344 Approved
0.7127 Intermediate Similarity NPD8455 Phase 2
0.7126 Intermediate Similarity NPD8166 Discontinued
0.7118 Intermediate Similarity NPD6651 Approved
0.7113 Intermediate Similarity NPD4287 Approved
0.7108 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7102 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7101 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7101 Intermediate Similarity NPD1613 Approved
0.7083 Intermediate Similarity NPD3268 Approved
0.7083 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7068 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7066 Intermediate Similarity NPD4908 Phase 1
0.7066 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7065 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7044 Intermediate Similarity NPD7211 Clinical (unspecified phase)
0.7024 Intermediate Similarity NPD4625 Phase 3
0.7022 Intermediate Similarity NPD6273 Approved
0.7 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.6995 Remote Similarity NPD4288 Approved
0.6989 Remote Similarity NPD2309 Approved
0.6989 Remote Similarity NPD8127 Discontinued
0.6988 Remote Similarity NPD1470 Approved
0.6982 Remote Similarity NPD3764 Approved
0.697 Remote Similarity NPD4360 Phase 2
0.697 Remote Similarity NPD4363 Phase 3
0.6964 Remote Similarity NPD6832 Phase 2
0.6959 Remote Similarity NPD1933 Approved
0.6954 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6954 Remote Similarity NPD1471 Phase 3
0.6946 Remote Similarity NPD7680 Approved
0.6936 Remote Similarity NPD4308 Phase 3
0.6927 Remote Similarity NPD7584 Approved
0.6923 Remote Similarity NPD5889 Approved
0.6923 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6923 Remote Similarity NPD5890 Approved
0.6915 Remote Similarity NPD5242 Approved
0.6909 Remote Similarity NPD9269 Phase 2
0.6907 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6901 Remote Similarity NPD4060 Phase 1

Structure

External Identifiers

PubChem CID   5487402
ChEMBL   CHEMBL510257
ZINC  

Physicochemical Properties

Molecular Weight:  576.05
ALogP:  -3.9132
MLogP:  3
XLogP:  1.004
# 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