Natural Product: NPC208651

Natural Product ID:  NPC208651
Common Name:   Alvaradoin I
IUPAC Name:   [(2R,3R,4R,5R,6S)-2-acetyloxy-3,5-dihydroxy-6-[(9R)-4,5,9-trihydroxy-2-methyl-10-oxoanthracen-9-yl]oxan-4-yl] 3-methylbut-2-enoate
Synonyms:   alvaradoin I
Molecular Formula:   C27H28O11
Standard InCHIKey:  CWTBVTWONZDFAF-IQKWJPHWSA-N
Standard InCHI:  InChI=1S/C27H28O11/c1-11(2)8-18(31)37-24-22(33)25(38-26(23(24)34)36-13(4)28)27(35)14-6-5-7-16(29)19(14)21(32)20-15(27)9-12(3)10-17(20)30/h5-10,22-26,29-30,33-35H,1-4H3/t22-,23-,24-,25+,26+,27-/m1/s1
Canonical SMILES:  CC(=CC(=O)O[C@H]1[C@@H](O)[C@@H](OC(=O)C)O[C@@H]([C@@H]1O)[C@@]1(O)c2cccc(c2C(=O)c2c1cc(C)cc2O)O)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
NPO30060 Alvaradoa haitiensis Species Picramniaceae Eukaryota Leaves PMID[17552563]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell Line KB Homo sapiens EC50 = 12500 nM DrugMatrix in vitro pharmacology data

  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 NPC208651 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
1.0 High Similarity NPC206641
0.9866 High Similarity NPC3449
0.98 High Similarity NPC148323
0.98 High Similarity NPC283480
0.9733 High Similarity NPC82190
0.9733 High Similarity NPC174599
0.9733 High Similarity NPC192219
0.9667 High Similarity NPC205172
0.9667 High Similarity NPC209393
0.9484 High Similarity NPC187934
0.9484 High Similarity NPC97637
0.9416 High Similarity NPC53139
0.9363 High Similarity NPC478022
0.9363 High Similarity NPC478020
0.9329 High Similarity NPC285122
0.9241 High Similarity NPC178281
0.9193 High Similarity NPC183441
0.9156 High Similarity NPC474622
0.9156 High Similarity NPC474621
0.9133 High Similarity NPC170055
0.913 High Similarity NPC478021
0.9114 High Similarity NPC101116
0.9114 High Similarity NPC146837
0.9114 High Similarity NPC278329
0.9114 High Similarity NPC212099
0.9074 High Similarity NPC294501
0.9067 High Similarity NPC48130
0.9067 High Similarity NPC218866
0.9067 High Similarity NPC84568
0.9067 High Similarity NPC300684
0.9024 High Similarity NPC176246
0.9012 High Similarity NPC298778
0.9 High Similarity NPC478026
0.8994 High Similarity NPC216752
0.8968 High Similarity NPC474534
0.8968 High Similarity NPC474533
0.8963 High Similarity NPC68381
0.8963 High Similarity NPC470667
0.8902 High Similarity NPC203751
0.8902 High Similarity NPC199357
0.8902 High Similarity NPC85368
0.8902 High Similarity NPC472054
0.8902 High Similarity NPC65118
0.8882 High Similarity NPC470735
0.8882 High Similarity NPC329647
0.8862 High Similarity NPC475161
0.8862 High Similarity NPC477860
0.8848 High Similarity NPC474345
0.8848 High Similarity NPC186800
0.8841 High Similarity NPC30432
0.8841 High Similarity NPC76128
0.8841 High Similarity NPC5029
0.8841 High Similarity NPC271385
0.8841 High Similarity NPC111536
0.8834 High Similarity NPC175477
0.8827 High Similarity NPC469419
0.8805 High Similarity NPC314795
0.8797 High Similarity NPC478027
0.8795 High Similarity NPC475246
0.8795 High Similarity NPC102053
0.8795 High Similarity NPC475233
0.8795 High Similarity NPC289876
0.8774 High Similarity NPC44378
0.8774 High Similarity NPC280753
0.8773 High Similarity NPC63470
0.875 High Similarity NPC328093
0.8742 High Similarity NPC29552
0.8742 High Similarity NPC257309
0.8735 High Similarity NPC470454
0.8735 High Similarity NPC3718
0.8735 High Similarity NPC199533
0.872 High Similarity NPC246274
0.872 High Similarity NPC259905
0.872 High Similarity NPC222455
0.8718 High Similarity NPC475407
0.8712 High Similarity NPC178851
0.871 High Similarity NPC94781
0.8704 High Similarity NPC17432
0.8696 High Similarity NPC477627
0.8693 High Similarity NPC103910
0.869 High Similarity NPC58538
0.869 High Similarity NPC277710
0.869 High Similarity NPC153578
0.869 High Similarity NPC299149
0.869 High Similarity NPC114257
0.869 High Similarity NPC72783
0.8683 High Similarity NPC92403
0.8683 High Similarity NPC66820
0.8683 High Similarity NPC170018
0.8683 High Similarity NPC76112
0.8683 High Similarity NPC46958
0.8675 High Similarity NPC98776
0.8671 High Similarity NPC470408
0.8671 High Similarity NPC218870
0.8671 High Similarity NPC182921
0.8671 High Similarity NPC474824
0.8667 High Similarity NPC470580
0.8662 High Similarity NPC205918
0.8655 High Similarity NPC105591
0.865 High Similarity NPC99216
0.8639 High Similarity NPC85316
0.8639 High Similarity NPC197357
0.8639 High Similarity NPC315221
0.8634 High Similarity NPC208676
0.8634 High Similarity NPC130489
0.8625 High Similarity NPC177742
0.8623 High Similarity NPC63105
0.8623 High Similarity NPC470583
0.8623 High Similarity NPC70862
0.8623 High Similarity NPC19056
0.8616 High Similarity NPC266469
0.8616 High Similarity NPC472835
0.8614 High Similarity NPC270027
0.8614 High Similarity NPC315619
0.8608 High Similarity NPC257847
0.8606 High Similarity NPC191653
0.8605 High Similarity NPC205721
0.8596 High Similarity NPC241847
0.8588 High Similarity NPC313452
0.8588 High Similarity NPC473631
0.8588 High Similarity NPC475662
0.8588 High Similarity NPC293227
0.8588 High Similarity NPC473717
0.8581 High Similarity NPC120536
0.858 High Similarity NPC212290
0.858 High Similarity NPC84494
0.858 High Similarity NPC245059
0.8563 High Similarity NPC213052
0.8562 High Similarity NPC474861
0.8555 High Similarity NPC314672
0.8553 High Similarity NPC185103
0.8545 High Similarity NPC298847
0.8543 High Similarity NPC197666
0.8543 High Similarity NPC126739
0.8538 High Similarity NPC224557
0.8538 High Similarity NPC292706
0.8535 High Similarity NPC247219
0.8535 High Similarity NPC120171
0.8535 High Similarity NPC478219
0.8529 High Similarity NPC470452
0.8529 High Similarity NPC164047
0.8529 High Similarity NPC470453
0.8529 High Similarity NPC470448
0.8526 High Similarity NPC119767
0.8526 High Similarity NPC471734
0.8521 High Similarity NPC470582
0.8521 High Similarity NPC469418
0.8521 High Similarity NPC115447
0.8521 High Similarity NPC266513
0.8521 High Similarity NPC470581
0.8519 High Similarity NPC472055
0.8519 High Similarity NPC470358
0.8512 High Similarity NPC223735
0.8512 High Similarity NPC307754
0.8512 High Similarity NPC146803
0.85 High Similarity NPC474501
0.8494 Intermediate Similarity NPC473202
0.8488 Intermediate Similarity NPC87583
0.8488 Intermediate Similarity NPC221140
0.8488 Intermediate Similarity NPC475352
0.8488 Intermediate Similarity NPC475220
0.8488 Intermediate Similarity NPC473686
0.8488 Intermediate Similarity NPC229817
0.8481 Intermediate Similarity NPC315520
0.8471 Intermediate Similarity NPC187441
0.8471 Intermediate Similarity NPC283980
0.8466 Intermediate Similarity NPC317544
0.8466 Intermediate Similarity NPC42286
0.8462 Intermediate Similarity NPC147250
0.8462 Intermediate Similarity NPC471735
0.8462 Intermediate Similarity NPC314489
0.8462 Intermediate Similarity NPC324220
0.8462 Intermediate Similarity NPC312630
0.8462 Intermediate Similarity NPC232818
0.8462 Intermediate Similarity NPC198893
0.8457 Intermediate Similarity NPC470339
0.8447 Intermediate Similarity NPC478223
0.8443 Intermediate Similarity NPC52598
0.8443 Intermediate Similarity NPC241874
0.8442 Intermediate Similarity NPC474300
0.8438 Intermediate Similarity NPC472128
0.8438 Intermediate Similarity NPC472127
0.8434 Intermediate Similarity NPC249977
0.8434 Intermediate Similarity NPC107009
0.8434 Intermediate Similarity NPC473094
0.8431 Intermediate Similarity NPC315578
0.8424 Intermediate Similarity NPC7752
0.8415 Intermediate Similarity NPC14030
0.8415 Intermediate Similarity NPC56735
0.8415 Intermediate Similarity NPC291957
0.8415 Intermediate Similarity NPC61594
0.8412 Intermediate Similarity NPC83331
0.8395 Intermediate Similarity NPC478226
0.8387 Intermediate Similarity NPC100242
0.8387 Intermediate Similarity NPC21873
0.8387 Intermediate Similarity NPC476473
0.8385 Intermediate Similarity NPC66029
0.8383 Intermediate Similarity NPC473095
0.8383 Intermediate Similarity NPC473096
0.8377 Intermediate Similarity NPC257003

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC208651 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
0.8765 High Similarity NPD7879 Clinical (unspecified phase)
0.8683 High Similarity NPD8313 Approved
0.8683 High Similarity NPD8312 Approved
0.8421 Intermediate Similarity NPD8150 Discontinued
0.8343 Intermediate Similarity NPD6534 Approved
0.8343 Intermediate Similarity NPD6535 Approved
0.8278 Intermediate Similarity NPD7435 Discontinued
0.8232 Intermediate Similarity NPD8320 Phase 1
0.8232 Intermediate Similarity NPD8319 Approved
0.8212 Intermediate Similarity NPD6776 Approved
0.8212 Intermediate Similarity NPD6779 Approved
0.8212 Intermediate Similarity NPD6778 Approved
0.8212 Intermediate Similarity NPD6781 Approved
0.8212 Intermediate Similarity NPD6782 Approved
0.8212 Intermediate Similarity NPD6780 Approved
0.8212 Intermediate Similarity NPD6777 Approved
0.8202 Intermediate Similarity NPD7699 Phase 2
0.8202 Intermediate Similarity NPD7700 Phase 2
0.8182 Intermediate Similarity NPD6213 Phase 3
0.8182 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.8182 Intermediate Similarity NPD6212 Phase 3
0.8171 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8129 Intermediate Similarity NPD6559 Discontinued
0.8114 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.8084 Intermediate Similarity NPD6232 Discontinued
0.8075 Intermediate Similarity NPD3226 Approved
0.8059 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8047 Intermediate Similarity NPD7473 Discontinued
0.8025 Intermediate Similarity NPD4380 Phase 2
0.8012 Intermediate Similarity NPD7074 Phase 3
0.8011 Intermediate Similarity NPD7874 Approved
0.8011 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7978 Intermediate Similarity NPD7696 Phase 3
0.7978 Intermediate Similarity NPD7697 Approved
0.7978 Intermediate Similarity NPD7698 Approved
0.7977 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7953 Intermediate Similarity NPD7054 Approved
0.7935 Intermediate Similarity NPD7870 Phase 2
0.7935 Intermediate Similarity NPD7871 Phase 2
0.7923 Intermediate Similarity NPD6823 Phase 2
0.7917 Intermediate Similarity NPD6959 Discontinued
0.7907 Intermediate Similarity NPD7472 Approved
0.7903 Intermediate Similarity NPD7701 Phase 2
0.7895 Intermediate Similarity NPD3818 Discontinued
0.7879 Intermediate Similarity NPD7819 Suspended
0.7872 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7872 Intermediate Similarity NPD7783 Phase 2
0.7861 Intermediate Similarity NPD6797 Phase 2
0.7861 Intermediate Similarity NPD8151 Discontinued
0.7849 Intermediate Similarity NPD5844 Phase 1
0.7844 Intermediate Similarity NPD7075 Discontinued
0.7834 Intermediate Similarity NPD2346 Discontinued
0.7816 Intermediate Similarity NPD7251 Discontinued
0.7778 Intermediate Similarity NPD7801 Approved
0.7771 Intermediate Similarity NPD7808 Phase 3
0.7771 Intermediate Similarity NPD5408 Approved
0.7771 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7771 Intermediate Similarity NPD5404 Approved
0.7771 Intermediate Similarity NPD5406 Approved
0.7771 Intermediate Similarity NPD5405 Approved
0.7764 Intermediate Similarity NPD7390 Discontinued
0.7744 Intermediate Similarity NPD7458 Discontinued
0.774 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7722 Intermediate Similarity NPD7266 Discontinued
0.7716 Intermediate Similarity NPD2534 Approved
0.7716 Intermediate Similarity NPD2532 Approved
0.7716 Intermediate Similarity NPD2533 Approved
0.7716 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7707 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7701 Intermediate Similarity NPD7211 Clinical (unspecified phase)
0.7688 Intermediate Similarity NPD7228 Approved
0.7682 Intermediate Similarity NPD1470 Approved
0.7679 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7674 Intermediate Similarity NPD6166 Phase 2
0.7674 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7674 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7665 Intermediate Similarity NPD8455 Phase 2
0.7665 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7651 Intermediate Similarity NPD7411 Suspended
0.7651 Intermediate Similarity NPD1201 Approved
0.764 Intermediate Similarity NPD6190 Approved
0.7636 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD5402 Approved
0.7619 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7614 Intermediate Similarity NPD7685 Pre-registration
0.7605 Intermediate Similarity NPD37 Approved
0.7605 Intermediate Similarity NPD1934 Approved
0.7605 Intermediate Similarity NPD6801 Discontinued
0.7602 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7588 Intermediate Similarity NPD6234 Discontinued
0.7586 Intermediate Similarity NPD3751 Discontinued
0.7578 Intermediate Similarity NPD4628 Phase 3
0.7574 Intermediate Similarity NPD4966 Approved
0.7574 Intermediate Similarity NPD4965 Approved
0.7574 Intermediate Similarity NPD4967 Phase 2
0.7558 Intermediate Similarity NPD3787 Discontinued
0.75 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7486 Intermediate Similarity NPD7799 Discontinued
0.7484 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7471 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7438 Intermediate Similarity NPD2935 Discontinued
0.7436 Intermediate Similarity NPD3764 Approved
0.7427 Intermediate Similarity NPD3749 Approved
0.7412 Intermediate Similarity NPD3817 Phase 2
0.741 Intermediate Similarity NPD5403 Approved
0.7407 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7394 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7394 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD6599 Discontinued
0.7362 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.736 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7353 Intermediate Similarity NPD2801 Approved
0.7346 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7341 Intermediate Similarity NPD5494 Approved
0.7333 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7318 Intermediate Similarity NPD7240 Approved
0.7308 Intermediate Similarity NPD8434 Phase 2
0.7299 Intermediate Similarity NPD7199 Phase 2
0.7296 Intermediate Similarity NPD7930 Approved
0.7289 Intermediate Similarity NPD5401 Approved
0.7284 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7284 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD3300 Phase 2
0.7267 Intermediate Similarity NPD7768 Phase 2
0.7257 Intermediate Similarity NPD5711 Approved
0.7257 Intermediate Similarity NPD5710 Approved
0.7251 Intermediate Similarity NPD1465 Phase 2
0.7241 Intermediate Similarity NPD8058 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD8059 Phase 3
0.7239 Intermediate Similarity NPD1549 Phase 2
0.7229 Intermediate Similarity NPD6799 Approved
0.7215 Intermediate Similarity NPD2313 Discontinued
0.7202 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7196 Intermediate Similarity NPD8285 Discontinued
0.7195 Intermediate Similarity NPD6674 Discontinued
0.7191 Intermediate Similarity NPD7177 Discontinued
0.7171 Intermediate Similarity NPD5126 Approved
0.7171 Intermediate Similarity NPD5125 Phase 3
0.7168 Intermediate Similarity NPD3882 Suspended
0.716 Intermediate Similarity NPD2799 Discontinued
0.716 Intermediate Similarity NPD1510 Phase 2
0.716 Intermediate Similarity NPD7033 Discontinued
0.7152 Intermediate Similarity NPD8166 Discontinued
0.7152 Intermediate Similarity NPD3750 Approved
0.7152 Intermediate Similarity NPD7003 Approved
0.715 Intermediate Similarity NPD7999 Approved
0.7143 Intermediate Similarity NPD1607 Approved
0.7126 Intermediate Similarity NPD1511 Approved
0.7125 Intermediate Similarity NPD943 Approved
0.7125 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.7119 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD1551 Phase 2
0.7113 Intermediate Similarity NPD7584 Approved
0.7081 Intermediate Similarity NPD230 Phase 1
0.707 Intermediate Similarity NPD2798 Approved
0.7048 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7043 Intermediate Similarity NPD8360 Approved
0.7043 Intermediate Similarity NPD8361 Approved
0.7041 Intermediate Similarity NPD1512 Approved
0.7041 Intermediate Similarity NPD6273 Approved
0.7033 Intermediate Similarity NPD8368 Discontinued
0.7019 Intermediate Similarity NPD1240 Approved
0.7012 Intermediate Similarity NPD2438 Suspended
0.7012 Intermediate Similarity NPD6099 Approved
0.7012 Intermediate Similarity NPD2796 Approved
0.7012 Intermediate Similarity NPD6100 Approved
0.6995 Remote Similarity NPD4955 Approved
0.6995 Remote Similarity NPD5028 Approved
0.6995 Remote Similarity NPD5026 Approved
0.6995 Remote Similarity NPD36 Approved
0.6995 Remote Similarity NPD4954 Approved
0.6995 Remote Similarity NPD5034 Approved
0.6994 Remote Similarity NPD4978 Clinical (unspecified phase)
0.6975 Remote Similarity NPD1933 Approved
0.6964 Remote Similarity NPD7236 Approved
0.6961 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6959 Remote Similarity NPD7239 Suspended
0.6952 Remote Similarity NPD8435 Approved
0.6951 Remote Similarity NPD651 Clinical (unspecified phase)
0.694 Remote Similarity NPD5030 Phase 2
0.6937 Remote Similarity NPD7008 Discontinued
0.6935 Remote Similarity NPD5038 Approved
0.6935 Remote Similarity NPD5037 Approved
0.6928 Remote Similarity NPD9545 Approved
0.6927 Remote Similarity NPD7237 Clinical (unspecified phase)
0.6919 Remote Similarity NPD8407 Phase 2
0.6914 Remote Similarity NPD4060 Phase 1
0.6911 Remote Similarity NPD8090 Clinical (unspecified phase)
0.6908 Remote Similarity NPD405 Clinical (unspecified phase)
0.6908 Remote Similarity NPD9493 Approved
0.6904 Remote Similarity NPD7585 Approved
0.6899 Remote Similarity NPD1164 Approved
0.6894 Remote Similarity NPD1699 Clinical (unspecified phase)
0.689 Remote Similarity NPD7097 Phase 1
0.6886 Remote Similarity NPD5698 Clinical (unspecified phase)
0.6885 Remote Similarity NPD5953 Discontinued
0.6882 Remote Similarity NPD8389 Clinical (unspecified phase)
0.6882 Remote Similarity NPD5036 Approved
0.6875 Remote Similarity NPD6832 Phase 2
0.6872 Remote Similarity NPD7680 Approved

Structure

External Identifiers

PubChem CID   44424600
ChEMBL   CHEMBL376398
ZINC  

Physicochemical Properties

Molecular Weight:  528.16
ALogP:  -1.1545
MLogP:  3.22
XLogP:  0.742
# Rotatable Bonds:  15
Polar Surface Area:  180.05
# H-Bond Aceptor:  9
# H-Bond Donor:  5
# Rings:  4
# Heavy Atoms:  38

Download Data

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