Natural Product: NPC160818

Natural Product ID:  NPC160818
Common Name:   Epi-Fibrauretinoside A
IUPAC Name:  
Synonyms:  
Molecular Formula:   C26H32O12
Standard InCHIKey:  WNOWXHZXFDFPBC-IWQLRFKPSA-N
Standard InCHI:  InChI=1S/C26H32O12/c1-23-8-13(12-5-7-34-11-12)36-21(31)25(23,33)9-16-24(2)15(23)4-3-6-26(24,22(32)37-16)38-20-19(30)18(29)17(28)14(10-27)35-20/h3,5-7,11,13-20,27-30,33H,4,8-10H2,1-2H3/t13-,14+,15-,16+,17+,18-,19+,20-,23-,24-,25-,26+/m0/s1
Canonical SMILES:  OC[C@H]1O[C@@H](O[C@]23C=CC[C@@H]4[C@@]3(C)[C@H](OC2=O)C[C@]2([C@@]4(C)C[C@H](OC2=O)c2cocc2)O)[C@@H]([C@H]([C@@H]1O)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
NPO10715 Fibraurea tinctoria Species Menispermaceae Eukaryota PMID[17994701]
NPO10715 Fibraurea tinctoria Species Menispermaceae Eukaryota PMID[18829331]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT109 Individual Protein Cytochrome P450 3A4 Homo sapiens IC50 > 100000 nM 17194835

  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 NPC160818 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 NPC169299
0.9688 High Similarity NPC82602
0.9563 High Similarity NPC100333
0.9557 High Similarity NPC211777
0.9497 High Similarity NPC198047
0.9451 High Similarity NPC262386
0.9379 High Similarity NPC93172
0.9379 High Similarity NPC97574
0.9317 High Similarity NPC146991
0.9313 High Similarity NPC207978
0.9308 High Similarity NPC262872
0.9264 High Similarity NPC271235
0.9245 High Similarity NPC36655
0.9245 High Similarity NPC261597
0.9241 High Similarity NPC44675
0.9241 High Similarity NPC214541
0.9198 High Similarity NPC470182
0.9187 High Similarity NPC475967
0.9136 High Similarity NPC134254
0.9136 High Similarity NPC39986
0.9136 High Similarity NPC477405
0.9136 High Similarity NPC302369
0.9125 High Similarity NPC187149
0.9125 High Similarity NPC45101
0.9114 High Similarity NPC476939
0.9114 High Similarity NPC476940
0.9085 High Similarity NPC472651
0.908 High Similarity NPC271657
0.908 High Similarity NPC276551
0.9074 High Similarity NPC69028
0.9074 High Similarity NPC5079
0.9074 High Similarity NPC200782
0.9074 High Similarity NPC149896
0.9074 High Similarity NPC82851
0.9068 High Similarity NPC307383
0.903 High Similarity NPC472652
0.903 High Similarity NPC471397
0.9024 High Similarity NPC470875
0.9018 High Similarity NPC292389
0.9018 High Similarity NPC51568
0.9018 High Similarity NPC469338
0.9018 High Similarity NPC234660
0.9012 High Similarity NPC477402
0.9012 High Similarity NPC335761
0.9006 High Similarity NPC472778
0.9006 High Similarity NPC249021
0.9006 High Similarity NPC472777
0.9006 High Similarity NPC472776
0.8994 High Similarity NPC469503
0.8994 High Similarity NPC147168
0.897 High Similarity NPC173516
0.897 High Similarity NPC476861
0.897 High Similarity NPC476850
0.8963 High Similarity NPC469849
0.8963 High Similarity NPC123088
0.8963 High Similarity NPC470940
0.8957 High Similarity NPC18347
0.8957 High Similarity NPC117986
0.8951 High Similarity NPC477403
0.8941 High Similarity NPC470938
0.8938 High Similarity NPC282445
0.8909 High Similarity NPC472141
0.8902 High Similarity NPC469846
0.8902 High Similarity NPC472139
0.8896 High Similarity NPC472653
0.8889 High Similarity NPC286722
0.8889 High Similarity NPC299038
0.8875 High Similarity NPC44577
0.8875 High Similarity NPC476201
0.8861 High Similarity NPC476942
0.8861 High Similarity NPC7388
0.8861 High Similarity NPC476941
0.8855 High Similarity NPC472774
0.8855 High Similarity NPC472775
0.8855 High Similarity NPC472282
0.8848 High Similarity NPC476858
0.8848 High Similarity NPC476856
0.8848 High Similarity NPC476857
0.8841 High Similarity NPC96443
0.8841 High Similarity NPC263432
0.8841 High Similarity NPC290400
0.8834 High Similarity NPC475295
0.8834 High Similarity NPC473473
0.8827 High Similarity NPC209364
0.882 High Similarity NPC57998
0.8817 High Similarity NPC236004
0.881 High Similarity NPC159232
0.8802 High Similarity NPC160651
0.8797 High Similarity NPC476938
0.8797 High Similarity NPC476937
0.8788 High Similarity NPC419
0.8788 High Similarity NPC472773
0.8786 High Similarity NPC242068
0.8786 High Similarity NPC247563
0.878 High Similarity NPC305016
0.878 High Similarity NPC25255
0.8773 High Similarity NPC472283
0.8765 High Similarity NPC476262
0.8765 High Similarity NPC35000
0.8765 High Similarity NPC264943
0.8765 High Similarity NPC469336
0.875 High Similarity NPC476122
0.8743 High Similarity NPC476853
0.8727 High Similarity NPC193798
0.8727 High Similarity NPC470939
0.8727 High Similarity NPC472771
0.8727 High Similarity NPC329938
0.8713 High Similarity NPC478177
0.8712 High Similarity NPC469485
0.8712 High Similarity NPC126723
0.8712 High Similarity NPC107646
0.8706 High Similarity NPC94763
0.8704 High Similarity NPC30222
0.8704 High Similarity NPC178932
0.8683 High Similarity NPC475779
0.8683 High Similarity NPC478178
0.8683 High Similarity NPC307781
0.8683 High Similarity NPC472670
0.8683 High Similarity NPC214600
0.8683 High Similarity NPC23387
0.8679 High Similarity NPC250228
0.8678 High Similarity NPC105395
0.8667 High Similarity NPC470789
0.8667 High Similarity NPC475381
0.8659 High Similarity NPC472772
0.8659 High Similarity NPC173544
0.865 High Similarity NPC281258
0.8639 High Similarity NPC470995
0.8634 High Similarity NPC476936
0.8623 High Similarity NPC476860
0.8616 High Similarity NPC346
0.8606 High Similarity NPC475226
0.8605 High Similarity NPC472665
0.8598 High Similarity NPC60973
0.858 High Similarity NPC242334
0.858 High Similarity NPC327922
0.858 High Similarity NPC472673
0.858 High Similarity NPC18135
0.8571 High Similarity NPC195325
0.8571 High Similarity NPC125182
0.8571 High Similarity NPC69647
0.8563 High Similarity NPC165218
0.8562 High Similarity NPC470941
0.8554 High Similarity NPC191828
0.8528 High Similarity NPC268905
0.8521 High Similarity NPC473753
0.8521 High Similarity NPC473766
0.8521 High Similarity NPC478179
0.8519 High Similarity NPC159927
0.8519 High Similarity NPC469335
0.8519 High Similarity NPC477404
0.8519 High Similarity NPC196864
0.8503 High Similarity NPC188649
0.8503 High Similarity NPC470792
0.8497 Intermediate Similarity NPC470181
0.8494 Intermediate Similarity NPC237155
0.8494 Intermediate Similarity NPC472779
0.8491 Intermediate Similarity NPC137295
0.8488 Intermediate Similarity NPC469576
0.8488 Intermediate Similarity NPC471437
0.8471 Intermediate Similarity NPC472766
0.8471 Intermediate Similarity NPC472765
0.8457 Intermediate Similarity NPC472654
0.8452 Intermediate Similarity NPC88841
0.8452 Intermediate Similarity NPC224394
0.8452 Intermediate Similarity NPC288602
0.8452 Intermediate Similarity NPC663
0.8447 Intermediate Similarity NPC221809
0.8447 Intermediate Similarity NPC255414
0.8439 Intermediate Similarity NPC469633
0.8434 Intermediate Similarity NPC167142
0.8434 Intermediate Similarity NPC197137
0.8434 Intermediate Similarity NPC470118
0.8424 Intermediate Similarity NPC469850
0.8424 Intermediate Similarity NPC296807
0.8424 Intermediate Similarity NPC155939
0.8424 Intermediate Similarity NPC141538
0.8421 Intermediate Similarity NPC472659
0.8415 Intermediate Similarity NPC75906
0.8412 Intermediate Similarity NPC472764
0.8405 Intermediate Similarity NPC46551
0.8393 Intermediate Similarity NPC472767
0.8383 Intermediate Similarity NPC472671
0.8383 Intermediate Similarity NPC474611
0.8382 Intermediate Similarity NPC471632
0.8375 Intermediate Similarity NPC86935
0.8375 Intermediate Similarity NPC251865
0.8375 Intermediate Similarity NPC476944
0.8373 Intermediate Similarity NPC263265
0.8372 Intermediate Similarity NPC285227
0.8364 Intermediate Similarity NPC237259
0.8364 Intermediate Similarity NPC302054
0.8364 Intermediate Similarity NPC98206
0.8364 Intermediate Similarity NPC34421
0.8364 Intermediate Similarity NPC253201
0.8363 Intermediate Similarity NPC296558
0.8353 Intermediate Similarity NPC149945
0.8353 Intermediate Similarity NPC120012
0.8353 Intermediate Similarity NPC121995
0.8343 Intermediate Similarity NPC285567

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC160818 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
0.8204 Intermediate Similarity NPD5761 Phase 2
0.8204 Intermediate Similarity NPD5760 Phase 2
0.8202 Intermediate Similarity NPD8434 Phase 2
0.7907 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.773 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7722 Intermediate Similarity NPD6559 Discontinued
0.7654 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7624 Intermediate Similarity NPD6764 Approved
0.7624 Intermediate Similarity NPD6765 Approved
0.75 Intermediate Similarity NPD7799 Discontinued
0.7471 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7459 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7459 Intermediate Similarity NPD6785 Approved
0.7459 Intermediate Similarity NPD6784 Approved
0.7446 Intermediate Similarity NPD8313 Approved
0.7446 Intermediate Similarity NPD8312 Approved
0.7443 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7443 Intermediate Similarity NPD7075 Discontinued
0.7432 Intermediate Similarity NPD7251 Discontinued
0.7403 Intermediate Similarity NPD7228 Approved
0.7391 Intermediate Similarity NPD7808 Phase 3
0.7391 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7377 Intermediate Similarity NPD6797 Phase 2
0.7333 Intermediate Similarity NPD7435 Discontinued
0.7327 Intermediate Similarity NPD8404 Phase 2
0.7322 Intermediate Similarity NPD7074 Phase 3
0.7308 Intermediate Similarity NPD3818 Discontinued
0.7299 Intermediate Similarity NPD6599 Discontinued
0.7268 Intermediate Similarity NPD7054 Approved
0.7243 Intermediate Similarity NPD7240 Approved
0.7228 Intermediate Similarity NPD7472 Approved
0.7216 Intermediate Similarity NPD6801 Discontinued
0.7213 Intermediate Similarity NPD3751 Discontinued
0.7198 Intermediate Similarity NPD5619 Clinical (unspecified phase)
0.7191 Intermediate Similarity NPD4966 Approved
0.7191 Intermediate Similarity NPD4965 Approved
0.7191 Intermediate Similarity NPD4967 Phase 2
0.7176 Intermediate Similarity NPD4628 Phase 3
0.7175 Intermediate Similarity NPD7819 Suspended
0.7143 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD5402 Approved
0.7128 Intermediate Similarity NPD8407 Phase 2
0.7121 Intermediate Similarity NPD8320 Phase 1
0.7121 Intermediate Similarity NPD8319 Approved
0.7114 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7114 Intermediate Similarity NPD7874 Approved
0.7111 Intermediate Similarity NPD6234 Discontinued
0.7092 Intermediate Similarity NPD6776 Approved
0.7092 Intermediate Similarity NPD6777 Approved
0.7092 Intermediate Similarity NPD6779 Approved
0.7092 Intermediate Similarity NPD6782 Approved
0.7092 Intermediate Similarity NPD6781 Approved
0.7092 Intermediate Similarity NPD6780 Approved
0.7092 Intermediate Similarity NPD6778 Approved
0.7088 Intermediate Similarity NPD3787 Discontinued
0.7079 Intermediate Similarity NPD8455 Phase 2
0.7072 Intermediate Similarity NPD5494 Approved
0.7071 Intermediate Similarity NPD7697 Approved
0.7071 Intermediate Similarity NPD7698 Approved
0.7071 Intermediate Similarity NPD7696 Phase 3
0.7059 Intermediate Similarity NPD8368 Discontinued
0.7059 Intermediate Similarity NPD7685 Pre-registration
0.7052 Intermediate Similarity NPD6799 Approved
0.7039 Intermediate Similarity NPD3817 Phase 2
0.7033 Intermediate Similarity NPD7199 Phase 2
0.7029 Intermediate Similarity NPD5403 Approved
0.7022 Intermediate Similarity NPD37 Approved
0.7017 Intermediate Similarity NPD919 Approved
0.7015 Intermediate Similarity NPD7701 Phase 2
0.7011 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD5401 Approved
0.7011 Intermediate Similarity NPD6166 Phase 2
0.7006 Intermediate Similarity NPD4380 Phase 2
0.7 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.6989 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6989 Remote Similarity NPD5844 Phase 1
0.6977 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6963 Remote Similarity NPD8150 Discontinued
0.6961 Remote Similarity NPD3749 Approved
0.695 Remote Similarity NPD7870 Phase 2
0.695 Remote Similarity NPD7871 Phase 2
0.6949 Remote Similarity NPD7458 Discontinued
0.6946 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6932 Remote Similarity NPD920 Approved
0.6915 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6914 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6912 Remote Similarity NPD7783 Phase 2
0.6912 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6912 Remote Similarity NPD7801 Approved
0.6906 Remote Similarity NPD3882 Suspended
0.6904 Remote Similarity NPD7700 Phase 2
0.6904 Remote Similarity NPD7699 Phase 2
0.6897 Remote Similarity NPD7236 Approved
0.6872 Remote Similarity NPD7411 Suspended
0.6851 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6848 Remote Similarity NPD1247 Approved
0.6848 Remote Similarity NPD8127 Discontinued
0.6837 Remote Similarity NPD6535 Approved
0.6837 Remote Similarity NPD6534 Approved
0.6829 Remote Similarity NPD1049 Clinical (unspecified phase)
0.6818 Remote Similarity NPD2533 Approved
0.6818 Remote Similarity NPD2532 Approved
0.6818 Remote Similarity NPD2534 Approved
0.6818 Remote Similarity NPD642 Clinical (unspecified phase)
0.6814 Remote Similarity NPD8151 Discontinued
0.6804 Remote Similarity NPD8435 Approved
0.6804 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6798 Remote Similarity NPD7239 Suspended
0.6796 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6791 Remote Similarity NPD7473 Discontinued
0.678 Remote Similarity NPD6273 Approved
0.6777 Remote Similarity NPD8155 Clinical (unspecified phase)
0.6777 Remote Similarity NPD7907 Approved
0.6766 Remote Similarity NPD6823 Phase 2
0.6757 Remote Similarity NPD6959 Discontinued
0.6742 Remote Similarity NPD6980 Clinical (unspecified phase)
0.674 Remote Similarity NPD1934 Approved
0.6733 Remote Similarity NPD7680 Approved
0.6723 Remote Similarity NPD4378 Clinical (unspecified phase)
0.672 Remote Similarity NPD6232 Discontinued
0.6718 Remote Similarity NPD8360 Approved
0.6718 Remote Similarity NPD8361 Approved
0.6706 Remote Similarity NPD6355 Discontinued
0.6705 Remote Similarity NPD643 Clinical (unspecified phase)
0.6705 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6705 Remote Similarity NPD1471 Phase 3
0.6703 Remote Similarity NPD1465 Phase 2
0.67 Remote Similarity NPD7237 Clinical (unspecified phase)
0.6682 Remote Similarity NPD4665 Approved
0.6682 Remote Similarity NPD4111 Phase 1
0.6667 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3226 Approved
0.6667 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6651 Remote Similarity NPD7930 Approved
0.6649 Remote Similarity NPD7852 Clinical (unspecified phase)
0.663 Remote Similarity NPD7768 Phase 2
0.6629 Remote Similarity NPD2800 Approved
0.6628 Remote Similarity NPD7097 Phase 1
0.6627 Remote Similarity NPD7319 Approved
0.6615 Remote Similarity NPD8424 Clinical (unspecified phase)
0.6609 Remote Similarity NPD5763 Approved
0.6609 Remote Similarity NPD5762 Approved
0.6609 Remote Similarity NPD2346 Discontinued
0.6601 Remote Similarity NPD3057 Approved
0.6596 Remote Similarity NPD3926 Phase 2
0.6591 Remote Similarity NPD3750 Approved
0.6591 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6585 Remote Similarity NPD7999 Approved
0.6584 Remote Similarity NPD8486 Clinical (unspecified phase)
0.6584 Remote Similarity NPD4107 Approved
0.6571 Remote Similarity NPD970 Clinical (unspecified phase)
0.6571 Remote Similarity NPD1549 Phase 2
0.6569 Remote Similarity NPD7497 Discontinued
0.6554 Remote Similarity NPD6190 Approved
0.6553 Remote Similarity NPD7583 Approved
0.6553 Remote Similarity NPD7584 Approved
0.6552 Remote Similarity NPD6100 Approved
0.6552 Remote Similarity NPD2796 Approved
0.6552 Remote Similarity NPD1551 Phase 2
0.6552 Remote Similarity NPD6099 Approved
0.6538 Remote Similarity NPD7028 Phase 2
0.6536 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6534 Remote Similarity NPD1243 Approved
0.6534 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6522 Remote Similarity NPD2801 Approved
0.6522 Remote Similarity NPD7585 Approved
0.652 Remote Similarity NPD2972 Approved
0.652 Remote Similarity NPD3533 Approved
0.6519 Remote Similarity NPD1653 Approved
0.6517 Remote Similarity NPD8090 Clinical (unspecified phase)
0.6514 Remote Similarity NPD7266 Discontinued
0.6514 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6514 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6494 Remote Similarity NPD7033 Discontinued
0.6494 Remote Similarity NPD2799 Discontinued
0.6494 Remote Similarity NPD3748 Approved
0.6471 Remote Similarity NPD7095 Approved
0.6471 Remote Similarity NPD4482 Phase 3
0.6465 Remote Similarity NPD8366 Approved
0.6455 Remote Similarity NPD5710 Approved
0.6455 Remote Similarity NPD5711 Approved
0.6455 Remote Similarity NPD7229 Phase 3
0.6452 Remote Similarity NPD7058 Phase 2
0.6452 Remote Similarity NPD7057 Phase 3
0.6446 Remote Similarity NPD7507 Approved
0.6441 Remote Similarity NPD6674 Discontinued
0.6436 Remote Similarity NPD8485 Approved
0.6433 Remote Similarity NPD6798 Discontinued
0.6433 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6429 Remote Similarity NPD5676 Approved
0.6424 Remote Similarity NPD8328 Phase 3
0.6422 Remote Similarity NPD8491 Approved
0.642 Remote Similarity NPD6006 Clinical (unspecified phase)
0.642 Remote Similarity NPD6003 Clinical (unspecified phase)
0.642 Remote Similarity NPD6004 Phase 3
0.642 Remote Similarity NPD6005 Phase 3
0.642 Remote Similarity NPD6002 Phase 3
0.6416 Remote Similarity NPD1933 Approved
0.6412 Remote Similarity NPD6832 Phase 2

Structure

External Identifiers

PubChem CID   24762503
ChEMBL   CHEMBL249243
ZINC  

Physicochemical Properties

Molecular Weight:  536.19
ALogP:  -2.4127
MLogP:  3
XLogP:  0.167
# Rotatable Bonds:  11
Polar Surface Area:  185.35
# H-Bond Aceptor:  11
# H-Bond Donor:  5
# Rings:  6
# Heavy Atoms:  38

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
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