Natural Product: NPC469519

Natural Product ID:  NPC469519
Common Name:   n.a.
IUPAC Name:  
Synonyms:   6-Methoxypaeoniflorigenone
Molecular Formula:   C18H20O6
Standard InCHIKey:  BCPSDKWCITVQOP-IDNXCJIVSA-N
Standard InCHI:  InChI=1S/C18H20O6/c1-17-10-18(21-2)8-12(14(17)19)13(16(23-17)24-18)9-22-15(20)11-6-4-3-5-7-11/h3-7,12-13,16H,8-10H2,1-2H3/t12-,13-,16?,17+,18+/m0/s1
Canonical SMILES:  CO[C@@]12OC3O[C@](C2)(C(=O)[C@@H](C1)[C@@H]3COC(=O)c1ccccc1)C
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
NPO22550 Paeonia suffruticosa Species Paeoniaceae Eukaryota Daejeon, Korea 2007-JAN PMID[19670875]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT68 Individual Protein Aldose reductase Rattus norvegicus IC50 > 50000 nM 19084294
NPT2 Others Unspecified IC50 > 500000 nM 20022253

  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 NPC469519 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
0.8433 Intermediate Similarity NPC475569
0.8214 Intermediate Similarity NPC77493
0.8176 Intermediate Similarity NPC477735
0.8121 Intermediate Similarity NPC477736
0.8116 Intermediate Similarity NPC473216
0.8116 Intermediate Similarity NPC473399
0.8077 Intermediate Similarity NPC473243
0.8074 Intermediate Similarity NPC301857
0.8056 Intermediate Similarity NPC477737
0.8015 Intermediate Similarity NPC147561
0.8015 Intermediate Similarity NPC27712
0.7985 Intermediate Similarity NPC476599
0.7956 Intermediate Similarity NPC475478
0.7931 Intermediate Similarity NPC475552
0.7926 Intermediate Similarity NPC114096
0.7919 Intermediate Similarity NPC469398
0.7917 Intermediate Similarity NPC470231
0.791 Intermediate Similarity NPC57607
0.7902 Intermediate Similarity NPC182869
0.7891 Intermediate Similarity NPC222102
0.7891 Intermediate Similarity NPC303429
0.7887 Intermediate Similarity NPC183270
0.7887 Intermediate Similarity NPC477904
0.7887 Intermediate Similarity NPC475400
0.7874 Intermediate Similarity NPC128368
0.7868 Intermediate Similarity NPC148026
0.7862 Intermediate Similarity NPC471100
0.7862 Intermediate Similarity NPC471107
0.7857 Intermediate Similarity NPC471493
0.7852 Intermediate Similarity NPC470818
0.7842 Intermediate Similarity NPC476644
0.7838 Intermediate Similarity NPC469415
0.7836 Intermediate Similarity NPC473881
0.7823 Intermediate Similarity NPC473403
0.7821 Intermediate Similarity NPC102465
0.7808 Intermediate Similarity NPC469513
0.78 Intermediate Similarity NPC469422
0.78 Intermediate Similarity NPC5115
0.7786 Intermediate Similarity NPC474608
0.7778 Intermediate Similarity NPC472546
0.777 Intermediate Similarity NPC238370
0.777 Intermediate Similarity NPC254558
0.777 Intermediate Similarity NPC469448
0.777 Intermediate Similarity NPC472394
0.777 Intermediate Similarity NPC471880
0.7763 Intermediate Similarity NPC476784
0.7752 Intermediate Similarity NPC474095
0.7746 Intermediate Similarity NPC283375
0.7746 Intermediate Similarity NPC183122
0.7746 Intermediate Similarity NPC475373
0.774 Intermediate Similarity NPC127857
0.7734 Intermediate Similarity NPC161611
0.7733 Intermediate Similarity NPC469477
0.7733 Intermediate Similarity NPC133430
0.773 Intermediate Similarity NPC265459
0.773 Intermediate Similarity NPC195647
0.773 Intermediate Similarity NPC66761
0.773 Intermediate Similarity NPC475262
0.773 Intermediate Similarity NPC17877
0.773 Intermediate Similarity NPC472577
0.773 Intermediate Similarity NPC290833
0.773 Intermediate Similarity NPC291638
0.773 Intermediate Similarity NPC270364
0.7727 Intermediate Similarity NPC476096
0.7724 Intermediate Similarity NPC91703
0.7724 Intermediate Similarity NPC474365
0.7724 Intermediate Similarity NPC301943
0.7718 Intermediate Similarity NPC101043
0.7718 Intermediate Similarity NPC306799
0.7717 Intermediate Similarity NPC210089
0.7712 Intermediate Similarity NPC477623
0.7703 Intermediate Similarity NPC473215
0.7703 Intermediate Similarity NPC60509
0.7703 Intermediate Similarity NPC81698
0.7703 Intermediate Similarity NPC250046
0.7698 Intermediate Similarity NPC319995
0.7698 Intermediate Similarity NPC289415
0.7697 Intermediate Similarity NPC469417
0.7692 Intermediate Similarity NPC475652
0.7692 Intermediate Similarity NPC276652
0.7692 Intermediate Similarity NPC475195
0.7692 Intermediate Similarity NPC210591
0.7692 Intermediate Similarity NPC214550
0.7682 Intermediate Similarity NPC34066
0.7682 Intermediate Similarity NPC469456
0.7677 Intermediate Similarity NPC150893
0.7677 Intermediate Similarity NPC295408
0.7677 Intermediate Similarity NPC329960
0.7676 Intermediate Similarity NPC472545
0.7676 Intermediate Similarity NPC285221
0.7676 Intermediate Similarity NPC472551
0.7676 Intermediate Similarity NPC194769
0.7674 Intermediate Similarity NPC307651
0.766 Intermediate Similarity NPC472250
0.766 Intermediate Similarity NPC473359
0.766 Intermediate Similarity NPC38420
0.766 Intermediate Similarity NPC136608
0.7658 Intermediate Similarity NPC477471
0.7658 Intermediate Similarity NPC477469
0.7658 Intermediate Similarity NPC477473
0.7658 Intermediate Similarity NPC477466
0.7656 Intermediate Similarity NPC270699
0.7656 Intermediate Similarity NPC82899
0.7655 Intermediate Similarity NPC183540
0.7651 Intermediate Similarity NPC112216
0.7651 Intermediate Similarity NPC165260
0.7651 Intermediate Similarity NPC470245
0.7651 Intermediate Similarity NPC198455
0.7651 Intermediate Similarity NPC161239
0.7651 Intermediate Similarity NPC473214
0.7651 Intermediate Similarity NPC7095
0.7647 Intermediate Similarity NPC469399
0.7639 Intermediate Similarity NPC48017
0.7639 Intermediate Similarity NPC200592
0.7639 Intermediate Similarity NPC4341
0.7639 Intermediate Similarity NPC211137
0.7639 Intermediate Similarity NPC251294
0.7639 Intermediate Similarity NPC43241
0.7639 Intermediate Similarity NPC473112
0.7639 Intermediate Similarity NPC476094
0.7639 Intermediate Similarity NPC473613
0.7639 Intermediate Similarity NPC473060
0.7639 Intermediate Similarity NPC147880
0.7639 Intermediate Similarity NPC473109
0.7639 Intermediate Similarity NPC473081
0.7639 Intermediate Similarity NPC473085
0.7639 Intermediate Similarity NPC473758
0.7639 Intermediate Similarity NPC184747
0.7639 Intermediate Similarity NPC475660
0.7638 Intermediate Similarity NPC214067
0.7638 Intermediate Similarity NPC196246
0.7626 Intermediate Similarity NPC42234
0.7622 Intermediate Similarity NPC86772
0.7622 Intermediate Similarity NPC39549
0.7612 Intermediate Similarity NPC50872
0.7606 Intermediate Similarity NPC79699
0.76 Intermediate Similarity NPC51602
0.76 Intermediate Similarity NPC471103
0.7591 Intermediate Similarity NPC470765
0.7586 Intermediate Similarity NPC213567
0.7586 Intermediate Similarity NPC224491
0.7586 Intermediate Similarity NPC473654
0.7584 Intermediate Similarity NPC476975
0.758 Intermediate Similarity NPC477491
0.7578 Intermediate Similarity NPC305912
0.7578 Intermediate Similarity NPC1082
0.7574 Intermediate Similarity NPC472704
0.7569 Intermediate Similarity NPC272523
0.7569 Intermediate Similarity NPC472395
0.7569 Intermediate Similarity NPC325805
0.7569 Intermediate Similarity NPC472371
0.7566 Intermediate Similarity NPC282239
0.7564 Intermediate Similarity NPC66193
0.7559 Intermediate Similarity NPC10251
0.7559 Intermediate Similarity NPC469636
0.7559 Intermediate Similarity NPC17417
0.7557 Intermediate Similarity NPC149691
0.7554 Intermediate Similarity NPC237182
0.7554 Intermediate Similarity NPC226101
0.755 Intermediate Similarity NPC469416
0.755 Intermediate Similarity NPC471348
0.755 Intermediate Similarity NPC228906
0.7547 Intermediate Similarity NPC477488
0.7536 Intermediate Similarity NPC473220
0.7536 Intermediate Similarity NPC470753
0.7536 Intermediate Similarity NPC169913
0.7536 Intermediate Similarity NPC51292
0.7535 Intermediate Similarity NPC48929
0.7533 Intermediate Similarity NPC476173
0.7532 Intermediate Similarity NPC319404
0.7518 Intermediate Similarity NPC125053
0.7518 Intermediate Similarity NPC295664
0.7518 Intermediate Similarity NPC477360
0.7517 Intermediate Similarity NPC476643
0.7517 Intermediate Similarity NPC171207
0.7517 Intermediate Similarity NPC97667
0.7517 Intermediate Similarity NPC100913
0.7517 Intermediate Similarity NPC275592
0.7517 Intermediate Similarity NPC472547
0.7517 Intermediate Similarity NPC90614
0.7516 Intermediate Similarity NPC106895
0.7516 Intermediate Similarity NPC471134
0.7516 Intermediate Similarity NPC217091
0.75 Intermediate Similarity NPC249471
0.75 Intermediate Similarity NPC257213
0.75 Intermediate Similarity NPC472657
0.75 Intermediate Similarity NPC477190
0.75 Intermediate Similarity NPC158333
0.75 Intermediate Similarity NPC93084
0.75 Intermediate Similarity NPC256142
0.75 Intermediate Similarity NPC472030
0.75 Intermediate Similarity NPC223351
0.75 Intermediate Similarity NPC141970
0.75 Intermediate Similarity NPC242262
0.75 Intermediate Similarity NPC265395
0.75 Intermediate Similarity NPC473247
0.75 Intermediate Similarity NPC219419
0.75 Intermediate Similarity NPC1173
0.75 Intermediate Similarity NPC43304
0.75 Intermediate Similarity NPC477188

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC469519 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
0.7578 Intermediate Similarity NPD2181 Clinical (unspecified phase)
0.7559 Intermediate Similarity NPD2182 Approved
0.7383 Intermediate Similarity NPD7236 Approved
0.7376 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7343 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.7284 Intermediate Similarity NPD7799 Discontinued
0.7244 Intermediate Similarity NPD164 Approved
0.7239 Intermediate Similarity NPD8470 Clinical (unspecified phase)
0.7218 Intermediate Similarity NPD690 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD1238 Approved
0.7153 Intermediate Similarity NPD3412 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7239 Suspended
0.7121 Intermediate Similarity NPD1609 Clinical (unspecified phase)
0.7099 Intermediate Similarity NPD2067 Discontinued
0.705 Intermediate Similarity NPD6287 Discontinued
0.7042 Intermediate Similarity NPD6007 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD8368 Discontinued
0.6968 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6966 Remote Similarity NPD3764 Approved
0.6963 Remote Similarity NPD2629 Approved
0.6936 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6918 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6918 Remote Similarity NPD7961 Discontinued
0.6913 Remote Similarity NPD3748 Approved
0.6912 Remote Similarity NPD4198 Discontinued
0.6908 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6901 Remote Similarity NPD5667 Approved
0.6899 Remote Similarity NPD1931 Clinical (unspecified phase)
0.6899 Remote Similarity NPD1930 Approved
0.6899 Remote Similarity NPD1929 Approved
0.6897 Remote Similarity NPD7008 Discontinued
0.6882 Remote Similarity NPD8407 Phase 2
0.6857 Remote Similarity NPD7457 Clinical (unspecified phase)
0.6839 Remote Similarity NPD8389 Clinical (unspecified phase)
0.6832 Remote Similarity NPD7057 Phase 3
0.6832 Remote Similarity NPD7058 Phase 2
0.6826 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6824 Remote Similarity NPD8312 Approved
0.6824 Remote Similarity NPD8313 Approved
0.6813 Remote Similarity NPD7819 Suspended
0.6806 Remote Similarity NPD2798 Approved
0.6797 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6796 Remote Similarity NPD8320 Phase 1
0.6796 Remote Similarity NPD8319 Approved
0.679 Remote Similarity NPD7075 Discontinued
0.6774 Remote Similarity NPD6799 Approved
0.6772 Remote Similarity NPD7458 Discontinued
0.677 Remote Similarity NPD5402 Approved
0.6767 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6763 Remote Similarity NPD9545 Approved
0.6752 Remote Similarity NPD5403 Approved
0.6744 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6732 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6731 Remote Similarity NPD5401 Approved
0.673 Remote Similarity NPD6599 Discontinued
0.6724 Remote Similarity NPD8435 Approved
0.6718 Remote Similarity NPD1237 Approved
0.6718 Remote Similarity NPD5909 Discontinued
0.6715 Remote Similarity NPD5951 Approved
0.6711 Remote Similarity NPD7266 Discontinued
0.6711 Remote Similarity NPD2346 Discontinued
0.6711 Remote Similarity NPD7702 Clinical (unspecified phase)
0.6707 Remote Similarity NPD5494 Approved
0.6705 Remote Similarity NPD8424 Clinical (unspecified phase)
0.6689 Remote Similarity NPD2799 Discontinued
0.6688 Remote Similarity NPD3750 Approved
0.6687 Remote Similarity NPD7411 Suspended
0.6687 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6591 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5125 Phase 3
0.6667 Remote Similarity NPD1202 Approved
0.6667 Remote Similarity NPD17 Approved
0.6667 Remote Similarity NPD2066 Phase 3
0.6667 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5126 Approved
0.6647 Remote Similarity NPD6797 Phase 2
0.6646 Remote Similarity NPD6801 Discontinued
0.6645 Remote Similarity NPD2796 Approved
0.6645 Remote Similarity NPD6190 Approved
0.6643 Remote Similarity NPD6637 Approved
0.6629 Remote Similarity NPD8361 Approved
0.6629 Remote Similarity NPD8360 Approved
0.6623 Remote Similarity NPD2569 Approved
0.6623 Remote Similarity NPD2567 Approved
0.6622 Remote Similarity NPD2313 Discontinued
0.6618 Remote Similarity NPD969 Suspended
0.6608 Remote Similarity NPD7685 Pre-registration
0.6608 Remote Similarity NPD7251 Discontinued
0.6605 Remote Similarity NPD8455 Phase 2
0.6601 Remote Similarity NPD2343 Clinical (unspecified phase)
0.66 Remote Similarity NPD230 Phase 1
0.66 Remote Similarity NPD1933 Approved
0.6599 Remote Similarity NPD6832 Phase 2
0.6588 Remote Similarity NPD7074 Phase 3
0.6581 Remote Similarity NPD4628 Phase 3
0.6577 Remote Similarity NPD7713 Phase 3
0.6573 Remote Similarity NPD6535 Approved
0.6573 Remote Similarity NPD6534 Approved
0.657 Remote Similarity NPD7808 Phase 3
0.6569 Remote Similarity NPD7094 Approved
0.6569 Remote Similarity NPD6858 Approved
0.6564 Remote Similarity NPD3817 Phase 2
0.6562 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6562 Remote Similarity NPD1989 Approved
0.6561 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6557 Remote Similarity NPD7435 Discontinued
0.6556 Remote Similarity NPD7699 Phase 2
0.6556 Remote Similarity NPD7700 Phase 2
0.6554 Remote Similarity NPD6039 Approved
0.6549 Remote Similarity NPD5306 Approved
0.6549 Remote Similarity NPD7163 Clinical (unspecified phase)
0.6549 Remote Similarity NPD5305 Approved
0.6544 Remote Similarity NPD4141 Clinical (unspecified phase)
0.6538 Remote Similarity NPD3887 Approved
0.6535 Remote Similarity NPD5122 Clinical (unspecified phase)
0.6533 Remote Similarity NPD4307 Phase 2
0.6528 Remote Similarity NPD1608 Approved
0.6525 Remote Similarity NPD7741 Discontinued
0.6524 Remote Similarity NPD7768 Phase 2
0.6519 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6515 Remote Similarity NPD6647 Phase 2
0.6514 Remote Similarity NPD8150 Discontinued
0.6513 Remote Similarity NPD4978 Clinical (unspecified phase)
0.6512 Remote Similarity NPD6559 Discontinued
0.6507 Remote Similarity NPD3267 Approved
0.6507 Remote Similarity NPD3266 Approved
0.6504 Remote Similarity NPD9257 Approved
0.6504 Remote Similarity NPD9259 Approved
0.6484 Remote Similarity NPD8486 Clinical (unspecified phase)
0.6478 Remote Similarity NPD6273 Approved
0.6474 Remote Similarity NPD8166 Discontinued
0.6471 Remote Similarity NPD7228 Approved
0.6463 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6463 Remote Similarity NPD5740 Clinical (unspecified phase)
0.6463 Remote Similarity NPD6085 Phase 2
0.646 Remote Similarity NPD3226 Approved
0.6458 Remote Similarity NPD1547 Clinical (unspecified phase)
0.6458 Remote Similarity NPD4807 Approved
0.6458 Remote Similarity NPD4806 Approved
0.6456 Remote Similarity NPD3950 Discontinued
0.6452 Remote Similarity NPD970 Clinical (unspecified phase)
0.645 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6446 Remote Similarity NPD5537 Clinical (unspecified phase)
0.6446 Remote Similarity NPD919 Approved
0.6442 Remote Similarity NPD37 Approved
0.6439 Remote Similarity NPD1932 Approved
0.6438 Remote Similarity NPD920 Approved
0.6438 Remote Similarity NPD2198 Approved
0.6438 Remote Similarity NPD1876 Approved
0.6438 Remote Similarity NPD2199 Approved
0.6433 Remote Similarity NPD7054 Approved
0.6429 Remote Similarity NPD3672 Approved
0.6429 Remote Similarity NPD3673 Approved
0.6429 Remote Similarity NPD2935 Discontinued
0.6424 Remote Similarity NPD2979 Phase 3
0.6424 Remote Similarity NPD4967 Phase 2
0.6424 Remote Similarity NPD5120 Approved
0.6424 Remote Similarity NPD4965 Approved
0.6424 Remote Similarity NPD5121 Approved
0.6424 Remote Similarity NPD4966 Approved
0.6424 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6424 Remote Similarity NPD5119 Approved
0.6423 Remote Similarity NPD2201 Approved
0.642 Remote Similarity NPD8434 Phase 2
0.642 Remote Similarity NPD4380 Phase 2
0.6415 Remote Similarity NPD2532 Approved
0.6415 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6415 Remote Similarity NPD2534 Approved
0.6415 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6415 Remote Similarity NPD2533 Approved
0.6414 Remote Similarity NPD3972 Approved
0.6403 Remote Similarity NPD1241 Discontinued
0.64 Remote Similarity NPD3268 Approved
0.6397 Remote Similarity NPD2329 Discontinued
0.6395 Remote Similarity NPD1049 Clinical (unspecified phase)
0.6395 Remote Similarity NPD7472 Approved
0.6395 Remote Similarity NPD2797 Approved
0.6393 Remote Similarity NPD6779 Approved
0.6393 Remote Similarity NPD6777 Approved
0.6393 Remote Similarity NPD6780 Approved
0.6393 Remote Similarity NPD6781 Approved
0.6393 Remote Similarity NPD6778 Approved
0.6393 Remote Similarity NPD6782 Approved
0.6393 Remote Similarity NPD6776 Approved
0.6391 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6389 Remote Similarity NPD4106 Approved
0.6389 Remote Similarity NPD4136 Approved
0.6389 Remote Similarity NPD4135 Approved
0.6387 Remote Similarity NPD2355 Clinical (unspecified phase)
0.6387 Remote Similarity NPD7611 Approved
0.6387 Remote Similarity NPD1471 Phase 3
0.6387 Remote Similarity NPD2353 Approved
0.6386 Remote Similarity NPD3749 Approved
0.6383 Remote Similarity NPD9493 Approved
0.6382 Remote Similarity NPD6355 Discontinued
0.6382 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6382 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6382 Remote Similarity NPD5124 Phase 1
0.6378 Remote Similarity NPD7696 Phase 3
0.6378 Remote Similarity NPD7698 Approved

Structure

External Identifiers

PubChem CID   46883192
ChEMBL   CHEMBL1081885
ZINC  

Physicochemical Properties

Molecular Weight:  332.13
ALogP:  -0.3361
MLogP:  2.78
XLogP:  2.637
# Rotatable Bonds:  7
Polar Surface Area:  71.06
# H-Bond Aceptor:  6
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  24

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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