Natural Product: NPC473924

Natural Product ID:  NPC473924
Common Name:   1-O-Caffeoyl-Beta-D-Apiofuranosyl-(1->6)-Beta-D-Glucopyranoside
IUPAC Name:   [(2R,3S,4R,5R,6S)-6-[[(2S,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
Synonyms:  
Molecular Formula:   C20H26O13
Standard InCHIKey:  LULOGYYPGZOKQW-IRXYIGQESA-N
Standard InCHI:  InChI=1S/C20H26O13/c21-7-20(29)8-31-19(17(20)28)30-6-12-14(25)15(26)16(27)18(32-12)33-13(24)4-2-9-1-3-10(22)11(23)5-9/h1-5,12,14-19,21-23,25-29H,6-8H2/b4-2+/t12-,14-,15+,16-,17+,18+,19-,20-/m0/s1
Canonical SMILES:  OC[C@]1(O)CO[C@@H]([C@H]1O)OC[C@@H]1O[C@H](OC(=O)/C=C/c2ccc(c(c2)O)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
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota PMID[10096857]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1 Others Radical scavenging activity IC50 = 19800 nM 26697718
NPT2 Others Unspecified Activity = 3.86 24215398

  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 NPC473924 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
0.9921 High Similarity NPC254398
0.992 High Similarity NPC219677
0.976 High Similarity NPC477294
0.976 High Similarity NPC229784
0.976 High Similarity NPC477293
0.9688 High Similarity NPC471883
0.968 High Similarity NPC232880
0.96 High Similarity NPC476873
0.9542 High Similarity NPC321184
0.9542 High Similarity NPC171134
0.9542 High Similarity NPC321638
0.9542 High Similarity NPC328273
0.9538 High Similarity NPC470572
0.9531 High Similarity NPC473285
0.9394 High Similarity NPC220942
0.9394 High Similarity NPC226005
0.9385 High Similarity NPC287597
0.9385 High Similarity NPC886
0.9385 High Similarity NPC34293
0.9313 High Similarity NPC476870
0.9259 High Similarity NPC40305
0.9259 High Similarity NPC105005
0.9242 High Similarity NPC157554
0.92 High Similarity NPC52097
0.9191 High Similarity NPC196063
0.9191 High Similarity NPC110063
0.9191 High Similarity NPC296954
0.9191 High Similarity NPC300894
0.9191 High Similarity NPC141455
0.9173 High Similarity NPC78363
0.9173 High Similarity NPC260425
0.9173 High Similarity NPC476376
0.9141 High Similarity NPC156692
0.9141 High Similarity NPC471882
0.9141 High Similarity NPC471881
0.9141 High Similarity NPC35288
0.9141 High Similarity NPC45224
0.9141 High Similarity NPC173150
0.9134 High Similarity NPC83218
0.9134 High Similarity NPC90318
0.9134 High Similarity NPC126991
0.912 High Similarity NPC11724
0.9104 High Similarity NPC472350
0.9104 High Similarity NPC100389
0.9104 High Similarity NPC81515
0.9104 High Similarity NPC89105
0.9104 High Similarity NPC205195
0.9104 High Similarity NPC476383
0.9104 High Similarity NPC197316
0.9104 High Similarity NPC64141
0.9104 High Similarity NPC68092
0.9098 High Similarity NPC186418
0.907 High Similarity NPC225307
0.9062 High Similarity NPC471157
0.9062 High Similarity NPC252114
0.9058 High Similarity NPC473867
0.9058 High Similarity NPC229505
0.9051 High Similarity NPC297342
0.904 High Similarity NPC476872
0.9037 High Similarity NPC202700
0.9008 High Similarity NPC478255
0.8992 High Similarity NPC106677
0.8986 High Similarity NPC262182
0.8986 High Similarity NPC287615
0.8986 High Similarity NPC216819
0.8986 High Similarity NPC83743
0.8971 High Similarity NPC134405
0.8971 High Similarity NPC186406
0.8971 High Similarity NPC476385
0.8971 High Similarity NPC476377
0.8971 High Similarity NPC47471
0.8955 High Similarity NPC37468
0.8939 High Similarity NPC252833
0.8915 High Similarity NPC61181
0.8905 High Similarity NPC222433
0.8905 High Similarity NPC140502
0.8905 High Similarity NPC265648
0.8905 High Similarity NPC157816
0.8897 High Similarity NPC475530
0.8897 High Similarity NPC473799
0.8872 High Similarity NPC6836
0.8864 High Similarity NPC281798
0.8857 High Similarity NPC18789
0.8846 High Similarity NPC103533
0.8846 High Similarity NPC288416
0.8841 High Similarity NPC175214
0.8841 High Similarity NPC476378
0.8841 High Similarity NPC205864
0.8841 High Similarity NPC476380
0.8841 High Similarity NPC119537
0.8841 High Similarity NPC476397
0.8841 High Similarity NPC269141
0.8841 High Similarity NPC478239
0.8841 High Similarity NPC298257
0.8841 High Similarity NPC247032
0.8841 High Similarity NPC476384
0.8841 High Similarity NPC476381
0.8841 High Similarity NPC264632
0.8841 High Similarity NPC476375
0.8841 High Similarity NPC76406
0.8841 High Similarity NPC96795
0.8841 High Similarity NPC112
0.8828 High Similarity NPC224208
0.8828 High Similarity NPC474275
0.8819 High Similarity NPC266045
0.8815 High Similarity NPC471872
0.8815 High Similarity NPC154485
0.8806 High Similarity NPC470881
0.8803 High Similarity NPC188393
0.8803 High Similarity NPC470934
0.8794 High Similarity NPC28651
0.8794 High Similarity NPC210611
0.8794 High Similarity NPC261122
0.8794 High Similarity NPC80732
0.8794 High Similarity NPC201148
0.8794 High Similarity NPC215095
0.8794 High Similarity NPC199311
0.8794 High Similarity NPC192763
0.8794 High Similarity NPC3460
0.8794 High Similarity NPC300262
0.8777 High Similarity NPC476867
0.8777 High Similarity NPC292443
0.8777 High Similarity NPC64195
0.8777 High Similarity NPC232228
0.8768 High Similarity NPC296643
0.8732 High Similarity NPC283839
0.8732 High Similarity NPC90896
0.8731 High Similarity NPC28637
0.8722 High Similarity NPC254819
0.8714 High Similarity NPC34587
0.8714 High Similarity NPC476866
0.8714 High Similarity NPC476868
0.8714 High Similarity NPC476864
0.8714 High Similarity NPC100998
0.8714 High Similarity NPC34927
0.8714 High Similarity NPC476382
0.8714 High Similarity NPC476869
0.8714 High Similarity NPC252292
0.8712 High Similarity NPC307110
0.8712 High Similarity NPC253595
0.8652 High Similarity NPC199928
0.8652 High Similarity NPC476865
0.8613 High Similarity NPC195196
0.8611 High Similarity NPC7145
0.8611 High Similarity NPC143480
0.8611 High Similarity NPC85192
0.8611 High Similarity NPC125823
0.8611 High Similarity NPC478249
0.8611 High Similarity NPC269914
0.8603 High Similarity NPC55040
0.8603 High Similarity NPC123988
0.8601 High Similarity NPC478242
0.8593 High Similarity NPC25821
0.8592 High Similarity NPC232992
0.8582 High Similarity NPC235294
0.8582 High Similarity NPC138777
0.8582 High Similarity NPC246869
0.8582 High Similarity NPC65942
0.8582 High Similarity NPC46137
0.8582 High Similarity NPC225384
0.8582 High Similarity NPC248307
0.8561 High Similarity NPC264900
0.8561 High Similarity NPC79715
0.8561 High Similarity NPC108659
0.8561 High Similarity NPC231607
0.8552 High Similarity NPC289967
0.8552 High Similarity NPC472611
0.8552 High Similarity NPC472612
0.8552 High Similarity NPC478268
0.8542 High Similarity NPC69367
0.8531 High Similarity NPC478237
0.8529 High Similarity NPC474895
0.8529 High Similarity NPC135127
0.8527 High Similarity NPC147654
0.8519 High Similarity NPC254275
0.8496 Intermediate Similarity NPC148982
0.8493 Intermediate Similarity NPC229548
0.8493 Intermediate Similarity NPC478241
0.8493 Intermediate Similarity NPC89693
0.8492 Intermediate Similarity NPC281277
0.8485 Intermediate Similarity NPC475695
0.8485 Intermediate Similarity NPC94179
0.848 Intermediate Similarity NPC217472
0.848 Intermediate Similarity NPC313193
0.8478 Intermediate Similarity NPC100558
0.8478 Intermediate Similarity NPC310252
0.8478 Intermediate Similarity NPC84789
0.8478 Intermediate Similarity NPC302583
0.8472 Intermediate Similarity NPC94871
0.8472 Intermediate Similarity NPC476398
0.8472 Intermediate Similarity NPC75945
0.8472 Intermediate Similarity NPC259347
0.8472 Intermediate Similarity NPC306890
0.8472 Intermediate Similarity NPC470933
0.8472 Intermediate Similarity NPC471062
0.8472 Intermediate Similarity NPC473427
0.8472 Intermediate Similarity NPC476386
0.8472 Intermediate Similarity NPC106138
0.8467 Intermediate Similarity NPC185778
0.8462 Intermediate Similarity NPC41844

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC473924 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
0.9104 High Similarity NPD7266 Discontinued
0.8345 Intermediate Similarity NPD1653 Approved
0.8182 Intermediate Similarity NPD6190 Approved
0.7654 Intermediate Similarity NPD7685 Pre-registration
0.7612 Intermediate Similarity NPD1357 Approved
0.7574 Intermediate Similarity NPD1091 Approved
0.7552 Intermediate Similarity NPD230 Phase 1
0.7518 Intermediate Similarity NPD3027 Phase 3
0.7516 Intermediate Similarity NPD3818 Discontinued
0.7467 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7464 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7445 Intermediate Similarity NPD3705 Approved
0.7407 Intermediate Similarity NPD7228 Approved
0.7405 Intermediate Similarity NPD6234 Discontinued
0.7405 Intermediate Similarity NPD969 Suspended
0.7361 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7361 Intermediate Similarity NPD1613 Approved
0.7308 Intermediate Similarity NPD37 Approved
0.7289 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7278 Intermediate Similarity NPD4967 Phase 2
0.7278 Intermediate Similarity NPD4965 Approved
0.7278 Intermediate Similarity NPD4966 Approved
0.7278 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7262 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7256 Intermediate Similarity NPD7054 Approved
0.7212 Intermediate Similarity NPD7074 Phase 3
0.7212 Intermediate Similarity NPD7472 Approved
0.7169 Intermediate Similarity NPD6797 Phase 2
0.7126 Intermediate Similarity NPD7251 Discontinued
0.7126 Intermediate Similarity NPD6559 Discontinued
0.7125 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7099 Intermediate Similarity NPD1358 Approved
0.7097 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7039 Intermediate Similarity NPD8166 Discontinued
0.7029 Intermediate Similarity NPD9545 Approved
0.7021 Intermediate Similarity NPD9269 Phase 2
0.7015 Intermediate Similarity NPD228 Approved
0.7014 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.6994 Remote Similarity NPD7199 Phase 2
0.6992 Remote Similarity NPD3021 Approved
0.6992 Remote Similarity NPD3022 Approved
0.6986 Remote Similarity NPD3764 Approved
0.6982 Remote Similarity NPD7808 Phase 3
0.698 Remote Similarity NPD4978 Clinical (unspecified phase)
0.6974 Remote Similarity NPD6674 Discontinued
0.6957 Remote Similarity NPD5536 Phase 2
0.6948 Remote Similarity NPD5058 Phase 3
0.6937 Remote Similarity NPD2977 Approved
0.6937 Remote Similarity NPD2978 Approved
0.6937 Remote Similarity NPD8455 Phase 2
0.6929 Remote Similarity NPD5125 Phase 3
0.6929 Remote Similarity NPD5126 Approved
0.6928 Remote Similarity NPD4628 Phase 3
0.6923 Remote Similarity NPD7240 Approved
0.6913 Remote Similarity NPD2492 Phase 1
0.6899 Remote Similarity NPD3455 Phase 2
0.6897 Remote Similarity NPD9494 Approved
0.6894 Remote Similarity NPD3134 Approved
0.6892 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6875 Remote Similarity NPD1934 Approved
0.6864 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6863 Remote Similarity NPD1652 Phase 2
0.6852 Remote Similarity NPD3882 Suspended
0.6842 Remote Similarity NPD2029 Clinical (unspecified phase)
0.6832 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6809 Remote Similarity NPD9381 Approved
0.6809 Remote Similarity NPD9384 Approved
0.6807 Remote Similarity NPD7184 Clinical (unspecified phase)
0.68 Remote Similarity NPD6653 Approved
0.6781 Remote Similarity NPD2861 Phase 2
0.6779 Remote Similarity NPD4060 Phase 1
0.6776 Remote Similarity NPD9570 Approved
0.6766 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6766 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6766 Remote Similarity NPD6166 Phase 2
0.6761 Remote Similarity NPD3496 Discontinued
0.6755 Remote Similarity NPD7097 Phase 1
0.675 Remote Similarity NPD4380 Phase 2
0.6744 Remote Similarity NPD8312 Approved
0.6744 Remote Similarity NPD8313 Approved
0.6738 Remote Similarity NPD9268 Approved
0.6736 Remote Similarity NPD2983 Phase 2
0.6736 Remote Similarity NPD2982 Phase 2
0.6733 Remote Similarity NPD4340 Discontinued
0.6733 Remote Similarity NPD5124 Phase 1
0.6733 Remote Similarity NPD5123 Clinical (unspecified phase)
0.673 Remote Similarity NPD3686 Approved
0.673 Remote Similarity NPD3687 Approved
0.6713 Remote Similarity NPD422 Phase 1
0.6691 Remote Similarity NPD9280 Clinical (unspecified phase)
0.6688 Remote Similarity NPD4357 Discontinued
0.6688 Remote Similarity NPD2424 Discontinued
0.6687 Remote Similarity NPD3817 Phase 2
0.6687 Remote Similarity NPD8127 Discontinued
0.6667 Remote Similarity NPD2981 Phase 2
0.6667 Remote Similarity NPD3062 Approved
0.6667 Remote Similarity NPD3059 Approved
0.6667 Remote Similarity NPD3620 Phase 2
0.6667 Remote Similarity NPD826 Approved
0.6667 Remote Similarity NPD3061 Approved
0.6667 Remote Similarity NPD825 Approved
0.6667 Remote Similarity NPD3619 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6648 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6647 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6647 Remote Similarity NPD5844 Phase 1
0.6645 Remote Similarity NPD4237 Approved
0.6645 Remote Similarity NPD4236 Phase 3
0.6644 Remote Similarity NPD3094 Phase 2
0.6641 Remote Similarity NPD1242 Phase 1
0.663 Remote Similarity NPD7237 Clinical (unspecified phase)
0.6626 Remote Similarity NPD2801 Approved
0.6626 Remote Similarity NPD1465 Phase 2
0.6623 Remote Similarity NPD5763 Approved
0.6623 Remote Similarity NPD447 Suspended
0.6623 Remote Similarity NPD1375 Discontinued
0.6623 Remote Similarity NPD5762 Approved
0.6621 Remote Similarity NPD9622 Approved
0.6606 Remote Similarity NPD7075 Discontinued
0.6604 Remote Similarity NPD7314 Clinical (unspecified phase)
0.6603 Remote Similarity NPD4110 Phase 3
0.6603 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6603 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6601 Remote Similarity NPD5588 Approved
0.66 Remote Similarity NPD6233 Phase 2
0.6594 Remote Similarity NPD7843 Approved
0.6591 Remote Similarity NPD6842 Approved
0.6591 Remote Similarity NPD6841 Approved
0.6591 Remote Similarity NPD6843 Phase 3
0.6588 Remote Similarity NPD3751 Discontinued
0.6585 Remote Similarity NPD5402 Approved
0.6582 Remote Similarity NPD1511 Approved
0.6579 Remote Similarity NPD5314 Approved
0.6577 Remote Similarity NPD7095 Approved
0.6576 Remote Similarity NPD7680 Approved
0.6573 Remote Similarity NPD4626 Approved
0.6571 Remote Similarity NPD7157 Approved
0.6558 Remote Similarity NPD2935 Discontinued
0.6556 Remote Similarity NPD943 Approved
0.6554 Remote Similarity NPD3018 Phase 2
0.6554 Remote Similarity NPD5736 Approved
0.6547 Remote Similarity NPD5283 Phase 1
0.6544 Remote Similarity NPD2684 Approved
0.6543 Remote Similarity NPD7028 Phase 2
0.6541 Remote Similarity NPD4160 Clinical (unspecified phase)
0.6525 Remote Similarity NPD694 Clinical (unspecified phase)
0.6524 Remote Similarity NPD5563 Clinical (unspecified phase)
0.6514 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6513 Remote Similarity NPD6355 Discontinued
0.6513 Remote Similarity NPD555 Phase 2
0.6513 Remote Similarity NPD1933 Approved
0.6508 Remote Similarity NPD689 Discontinued
0.6503 Remote Similarity NPD5691 Approved
0.65 Remote Similarity NPD1512 Approved
0.6497 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6494 Remote Similarity NPD7033 Discontinued
0.6486 Remote Similarity NPD9619 Approved
0.6486 Remote Similarity NPD9620 Approved
0.6486 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6486 Remote Similarity NPD9621 Approved
0.6485 Remote Similarity NPD5353 Approved
0.6483 Remote Similarity NPD3092 Approved
0.6478 Remote Similarity NPD5297 Approved
0.6471 Remote Similarity NPD823 Approved
0.6471 Remote Similarity NPD817 Approved
0.6471 Remote Similarity NPD290 Approved
0.6471 Remote Similarity NPD9265 Clinical (unspecified phase)
0.646 Remote Similarity NPD5403 Approved
0.6458 Remote Similarity NPD1778 Approved
0.6454 Remote Similarity NPD6671 Approved
0.645 Remote Similarity NPD3787 Discontinued
0.645 Remote Similarity NPD6232 Discontinued
0.6447 Remote Similarity NPD4140 Approved
0.6447 Remote Similarity NPD1558 Phase 1
0.6438 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6438 Remote Similarity NPD8389 Clinical (unspecified phase)
0.6433 Remote Similarity NPD5698 Clinical (unspecified phase)
0.6433 Remote Similarity NPD3060 Approved
0.6429 Remote Similarity NPD4537 Clinical (unspecified phase)
0.6429 Remote Similarity NPD4538 Approved
0.6429 Remote Similarity NPD4536 Approved
0.6424 Remote Similarity NPD5772 Approved
0.6424 Remote Similarity NPD597 Approved
0.6424 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6424 Remote Similarity NPD6798 Discontinued
0.6424 Remote Similarity NPD598 Approved
0.6424 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6424 Remote Similarity NPD601 Approved
0.6424 Remote Similarity NPD5773 Approved
0.641 Remote Similarity NPD6006 Clinical (unspecified phase)
0.641 Remote Similarity NPD6003 Clinical (unspecified phase)
0.641 Remote Similarity NPD6005 Phase 3
0.641 Remote Similarity NPD6002 Phase 3
0.641 Remote Similarity NPD6004 Phase 3
0.6408 Remote Similarity NPD9493 Approved
0.6407 Remote Similarity NPD7975 Clinical (unspecified phase)
0.6402 Remote Similarity NPD6385 Approved
0.6402 Remote Similarity NPD6386 Approved
0.64 Remote Similarity NPD4908 Phase 1

Structure

External Identifiers

PubChem CID   44558989
ChEMBL   CHEMBL455347
ZINC  

Physicochemical Properties

Molecular Weight:  474.14
ALogP:  -4.1124
MLogP:  2.23
XLogP:  -1.502
# Rotatable Bonds:  16
Polar Surface Area:  215.83
# H-Bond Aceptor:  11
# H-Bond Donor:  8
# Rings:  3
# Heavy Atoms:  33

Download Data

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