Natural Product: NPC43584

Natural Product ID:  NPC43584
Common Name:   Visartiside D
IUPAC Name:   [(3S,4R,5S)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-yl]oxyoxolan-3-yl]methyl (E)-3-phenylprop-2-enoate
Synonyms:   Visartiside D
Molecular Formula:   C20H26O11
Standard InCHIKey:  YEXPNHYTWVYJNQ-XFDHTZIGSA-N
Standard InCHI:  InChI=1S/C20H26O11/c21-8-12-14(23)16(15(24)18(26)30-12)31-19-17(25)20(27,10-29-19)9-28-13(22)7-6-11-4-2-1-3-5-11/h1-7,12,14-19,21,23-27H,8-10H2/b7-6+/t12-,14-,15-,16+,17+,18+,19+,20-/m1/s1
Canonical SMILES:  OC[C@H]1O[C@H](O)[C@@H]([C@H]([C@@H]1O)O[C@@H]1OC[C@]([C@H]1O)(O)COC(=O)/C=C/c1ccccc1)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
NPO16561 Viscum articulatum Species Viscaceae Eukaryota PMID[20121165]
NPO539 Picea vulgaris Species Pinaceae Eukaryota UNPD*
NPO15592 Swertia punctata Species Gentianaceae Eukaryota UNPD*
NPO14062 Oophaga speciosa Species Dendrobatidae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1 Others Radical scavenging activity ED50 > 0.1 nM 20121165
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 32300 nM 20121165
NPT113 Cell Line RAW264.7 Mus musculus Activity = 80.2 % 20121165

  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 NPC43584 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
0.9612 High Similarity NPC184633
0.9346 High Similarity NPC474641
0.934 High Similarity NPC470825
0.9027 High Similarity NPC229600
0.8762 High Similarity NPC469527
0.8739 High Similarity NPC29607
0.8716 High Similarity NPC264784
0.8559 High Similarity NPC145287
0.8505 High Similarity NPC47286
0.8417 Intermediate Similarity NPC267733
0.8417 Intermediate Similarity NPC276047
0.839 Intermediate Similarity NPC52097
0.839 Intermediate Similarity NPC140561
0.839 Intermediate Similarity NPC141970
0.8347 Intermediate Similarity NPC471881
0.8347 Intermediate Similarity NPC175333
0.8347 Intermediate Similarity NPC45224
0.8347 Intermediate Similarity NPC471882
0.8347 Intermediate Similarity NPC35288
0.8347 Intermediate Similarity NPC156692
0.8347 Intermediate Similarity NPC173150
0.8305 Intermediate Similarity NPC11724
0.8288 Intermediate Similarity NPC474148
0.8288 Intermediate Similarity NPC276061
0.8279 Intermediate Similarity NPC225307
0.8264 Intermediate Similarity NPC252114
0.8257 Intermediate Similarity NPC152384
0.8257 Intermediate Similarity NPC37714
0.825 Intermediate Similarity NPC87153
0.825 Intermediate Similarity NPC162925
0.8226 Intermediate Similarity NPC478255
0.822 Intermediate Similarity NPC476872
0.8214 Intermediate Similarity NPC30563
0.8197 Intermediate Similarity NPC106677
0.8182 Intermediate Similarity NPC83218
0.8182 Intermediate Similarity NPC77651
0.8182 Intermediate Similarity NPC28069
0.8182 Intermediate Similarity NPC126991
0.8165 Intermediate Similarity NPC148060
0.816 Intermediate Similarity NPC473924
0.8142 Intermediate Similarity NPC185840
0.8115 Intermediate Similarity NPC204214
0.8115 Intermediate Similarity NPC10883
0.8115 Intermediate Similarity NPC231888
0.8115 Intermediate Similarity NPC92283
0.8115 Intermediate Similarity NPC61181
0.8115 Intermediate Similarity NPC124878
0.8115 Intermediate Similarity NPC35338
0.8115 Intermediate Similarity NPC114096
0.8115 Intermediate Similarity NPC10121
0.8115 Intermediate Similarity NPC471157
0.8115 Intermediate Similarity NPC198918
0.8115 Intermediate Similarity NPC290276
0.8115 Intermediate Similarity NPC63404
0.8099 Intermediate Similarity NPC244454
0.8095 Intermediate Similarity NPC254398
0.808 Intermediate Similarity NPC219677
0.808 Intermediate Similarity NPC281798
0.8049 Intermediate Similarity NPC148026
0.8049 Intermediate Similarity NPC471025
0.8049 Intermediate Similarity NPC231627
0.8049 Intermediate Similarity NPC103533
0.8049 Intermediate Similarity NPC288416
0.8037 Intermediate Similarity NPC262826
0.8 Intermediate Similarity NPC17567
0.7984 Intermediate Similarity NPC471024
0.7984 Intermediate Similarity NPC226101
0.7984 Intermediate Similarity NPC301857
0.7984 Intermediate Similarity NPC237182
0.7953 Intermediate Similarity NPC322503
0.7953 Intermediate Similarity NPC28637
0.7953 Intermediate Similarity NPC470143
0.7946 Intermediate Similarity NPC277788
0.7937 Intermediate Similarity NPC254819
0.792 Intermediate Similarity NPC253595
0.792 Intermediate Similarity NPC477294
0.792 Intermediate Similarity NPC229784
0.792 Intermediate Similarity NPC477293
0.7899 Intermediate Similarity NPC476096
0.7891 Intermediate Similarity NPC471883
0.7857 Intermediate Similarity NPC289415
0.7857 Intermediate Similarity NPC319995
0.7857 Intermediate Similarity NPC136962
0.7857 Intermediate Similarity NPC37115
0.7857 Intermediate Similarity NPC474376
0.7857 Intermediate Similarity NPC472315
0.7857 Intermediate Similarity NPC472316
0.7857 Intermediate Similarity NPC475203
0.784 Intermediate Similarity NPC232880
0.784 Intermediate Similarity NPC146540
0.7838 Intermediate Similarity NPC280616
0.7838 Intermediate Similarity NPC171831
0.7838 Intermediate Similarity NPC242913
0.7826 Intermediate Similarity NPC234376
0.7823 Intermediate Similarity NPC147032
0.781 Intermediate Similarity NPC472319
0.7805 Intermediate Similarity NPC57607
0.7795 Intermediate Similarity NPC246869
0.7795 Intermediate Similarity NPC235294
0.7795 Intermediate Similarity NPC138777
0.7795 Intermediate Similarity NPC225384
0.7795 Intermediate Similarity NPC46137
0.7786 Intermediate Similarity NPC171134
0.7786 Intermediate Similarity NPC328273
0.7786 Intermediate Similarity NPC321184
0.7786 Intermediate Similarity NPC321638
0.7778 Intermediate Similarity NPC11025
0.7778 Intermediate Similarity NPC295970
0.7769 Intermediate Similarity NPC470572
0.776 Intermediate Similarity NPC230331
0.776 Intermediate Similarity NPC476873
0.7759 Intermediate Similarity NPC265002
0.7734 Intermediate Similarity NPC473285
0.7731 Intermediate Similarity NPC266389
0.7731 Intermediate Similarity NPC216605
0.7731 Intermediate Similarity NPC122245
0.7724 Intermediate Similarity NPC470815
0.7692 Intermediate Similarity NPC120217
0.7685 Intermediate Similarity NPC30361
0.768 Intermediate Similarity NPC476972
0.768 Intermediate Similarity NPC476971
0.7669 Intermediate Similarity NPC215512
0.7669 Intermediate Similarity NPC476442
0.7661 Intermediate Similarity NPC287429
0.7652 Intermediate Similarity NPC49597
0.7652 Intermediate Similarity NPC220942
0.7652 Intermediate Similarity NPC226005
0.7634 Intermediate Similarity NPC472132
0.7627 Intermediate Similarity NPC313193
0.7623 Intermediate Similarity NPC476445
0.7623 Intermediate Similarity NPC476448
0.7623 Intermediate Similarity NPC469548
0.7615 Intermediate Similarity NPC34293
0.7615 Intermediate Similarity NPC886
0.7615 Intermediate Similarity NPC287597
0.76 Intermediate Similarity NPC470158
0.76 Intermediate Similarity NPC476970
0.76 Intermediate Similarity NPC470510
0.76 Intermediate Similarity NPC475933
0.7589 Intermediate Similarity NPC82426
0.7589 Intermediate Similarity NPC91820
0.7581 Intermediate Similarity NPC473881
0.7561 Intermediate Similarity NPC475328
0.7557 Intermediate Similarity NPC185778
0.7557 Intermediate Similarity NPC263829
0.7557 Intermediate Similarity NPC476870
0.7556 Intermediate Similarity NPC478250
0.7556 Intermediate Similarity NPC242756
0.7556 Intermediate Similarity NPC40305
0.7556 Intermediate Similarity NPC105005
0.7541 Intermediate Similarity NPC282409
0.7541 Intermediate Similarity NPC469702
0.754 Intermediate Similarity NPC471026
0.7537 Intermediate Similarity NPC46644
0.7537 Intermediate Similarity NPC473755
0.7537 Intermediate Similarity NPC475513
0.7519 Intermediate Similarity NPC31745
0.7519 Intermediate Similarity NPC220936
0.75 Intermediate Similarity NPC296954
0.75 Intermediate Similarity NPC157554
0.75 Intermediate Similarity NPC27712
0.75 Intermediate Similarity NPC175771
0.75 Intermediate Similarity NPC471345
0.75 Intermediate Similarity NPC37468
0.75 Intermediate Similarity NPC141455
0.75 Intermediate Similarity NPC300894
0.75 Intermediate Similarity NPC110063
0.75 Intermediate Similarity NPC196063
0.75 Intermediate Similarity NPC166180
0.7481 Intermediate Similarity NPC169398
0.7481 Intermediate Similarity NPC284957
0.748 Intermediate Similarity NPC58061
0.7478 Intermediate Similarity NPC20485
0.746 Intermediate Similarity NPC476033
0.746 Intermediate Similarity NPC79608
0.7459 Intermediate Similarity NPC470814
0.7444 Intermediate Similarity NPC78363
0.7444 Intermediate Similarity NPC475195
0.7444 Intermediate Similarity NPC260425
0.7444 Intermediate Similarity NPC476376
0.744 Intermediate Similarity NPC178449
0.744 Intermediate Similarity NPC470907
0.744 Intermediate Similarity NPC232454
0.744 Intermediate Similarity NPC138798
0.7434 Intermediate Similarity NPC234305
0.7426 Intermediate Similarity NPC88754
0.7426 Intermediate Similarity NPC237872
0.7426 Intermediate Similarity NPC302286
0.7426 Intermediate Similarity NPC116104
0.7426 Intermediate Similarity NPC263397
0.7407 Intermediate Similarity NPC137501
0.7407 Intermediate Similarity NPC7518
0.7407 Intermediate Similarity NPC154262
0.7407 Intermediate Similarity NPC159387
0.7405 Intermediate Similarity NPC38420
0.7405 Intermediate Similarity NPC114116
0.7405 Intermediate Similarity NPC136608
0.7391 Intermediate Similarity NPC473867
0.7391 Intermediate Similarity NPC229505
0.7388 Intermediate Similarity NPC64141

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC43584 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
0.8142 Intermediate Similarity NPD969 Suspended
0.7874 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD689 Discontinued
0.7398 Intermediate Similarity NPD5126 Approved
0.7398 Intermediate Similarity NPD5125 Phase 3
0.7388 Intermediate Similarity NPD7266 Discontinued
0.7281 Intermediate Similarity NPD6647 Phase 2
0.7143 Intermediate Similarity NPD1091 Approved
0.7103 Intermediate Similarity NPD1282 Approved
0.7009 Intermediate Similarity NPD5048 Discontinued
0.6949 Remote Similarity NPD6685 Approved
0.6935 Remote Similarity NPD694 Clinical (unspecified phase)
0.6917 Remote Similarity NPD2067 Discontinued
0.6838 Remote Similarity NPD5738 Clinical (unspecified phase)
0.6838 Remote Similarity NPD5765 Approved
0.6803 Remote Similarity NPD6912 Phase 3
0.6783 Remote Similarity NPD8389 Clinical (unspecified phase)
0.6759 Remote Similarity NPD1653 Approved
0.6742 Remote Similarity NPD6007 Clinical (unspecified phase)
0.672 Remote Similarity NPD4198 Discontinued
0.6716 Remote Similarity NPD5952 Clinical (unspecified phase)
0.6694 Remote Similarity NPD6010 Discontinued
0.6638 Remote Similarity NPD5926 Approved
0.6612 Remote Similarity NPD1358 Approved
0.6602 Remote Similarity NPD9716 Approved
0.6585 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6581 Remote Similarity NPD7798 Approved
0.6573 Remote Similarity NPD7274 Clinical (unspecified phase)
0.6573 Remote Similarity NPD6190 Approved
0.6508 Remote Similarity NPD690 Clinical (unspecified phase)
0.6508 Remote Similarity NPD2629 Approved
0.65 Remote Similarity NPD5909 Discontinued
0.6496 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6496 Remote Similarity NPD9495 Approved
0.6441 Remote Similarity NPD1238 Approved
0.6435 Remote Similarity NPD5122 Clinical (unspecified phase)
0.6429 Remote Similarity NPD4978 Clinical (unspecified phase)
0.6423 Remote Similarity NPD2182 Approved
0.6422 Remote Similarity NPD3971 Phase 1
0.6393 Remote Similarity NPD3134 Approved
0.6341 Remote Similarity NPD6686 Approved
0.632 Remote Similarity NPD4141 Clinical (unspecified phase)
0.6319 Remote Similarity NPD1652 Phase 2
0.6316 Remote Similarity NPD8455 Phase 2
0.6312 Remote Similarity NPD7097 Phase 1
0.6308 Remote Similarity NPD7741 Discontinued
0.6301 Remote Similarity NPD5058 Phase 3
0.6299 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6296 Remote Similarity NPD2160 Approved
0.6296 Remote Similarity NPD2628 Approved
0.6296 Remote Similarity NPD2159 Approved
0.6296 Remote Similarity NPD2626 Approved
0.6296 Remote Similarity NPD2625 Approved
0.6296 Remote Similarity NPD2627 Approved
0.6289 Remote Similarity NPD7799 Discontinued
0.6276 Remote Similarity NPD2575 Approved
0.626 Remote Similarity NPD7503 Approved
0.626 Remote Similarity NPD1357 Approved
0.6259 Remote Similarity NPD4404 Approved
0.625 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6235 Remote Similarity NPD7685 Pre-registration
0.621 Remote Similarity NPD290 Approved
0.6183 Remote Similarity NPD9545 Approved
0.6174 Remote Similarity NPD7838 Discovery
0.617 Remote Similarity NPD5124 Phase 1
0.617 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6167 Remote Similarity NPD2066 Phase 3
0.6164 Remote Similarity NPD4628 Phase 3
0.6161 Remote Similarity NPD5734 Clinical (unspecified phase)
0.6159 Remote Similarity NPD2613 Approved
0.6154 Remote Similarity NPD5292 Approved
0.6154 Remote Similarity NPD5291 Approved
0.6149 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6143 Remote Similarity NPD6233 Phase 2
0.6138 Remote Similarity NPD2424 Discontinued
0.6135 Remote Similarity NPD6559 Discontinued
0.6127 Remote Similarity NPD6653 Approved
0.6119 Remote Similarity NPD3705 Approved
0.6098 Remote Similarity NPD1237 Approved
0.6098 Remote Similarity NPD164 Approved
0.6094 Remote Similarity NPD7843 Approved
0.6091 Remote Similarity NPD226 Approved
0.609 Remote Similarity NPD5305 Approved
0.609 Remote Similarity NPD5306 Approved
0.6087 Remote Similarity NPD3818 Discontinued
0.6087 Remote Similarity NPD5204 Approved
0.6084 Remote Similarity NPD41 Approved
0.6084 Remote Similarity NPD5886 Approved
0.608 Remote Similarity NPD9532 Phase 3
0.6074 Remote Similarity NPD6637 Approved
0.6071 Remote Similarity NPD3764 Approved
0.6069 Remote Similarity NPD5763 Approved
0.6069 Remote Similarity NPD5762 Approved
0.6056 Remote Similarity NPD4340 Discontinued
0.6053 Remote Similarity NPD4793 Discontinued
0.6045 Remote Similarity NPD4106 Approved
0.6045 Remote Similarity NPD4135 Approved
0.6045 Remote Similarity NPD3496 Discontinued
0.6045 Remote Similarity NPD4136 Approved
0.6042 Remote Similarity NPD7033 Discontinued
0.6042 Remote Similarity NPD5588 Approved
0.6039 Remote Similarity NPD37 Approved
0.6034 Remote Similarity NPD3672 Approved
0.6034 Remote Similarity NPD3673 Approved
0.6034 Remote Similarity NPD9256 Approved
0.6034 Remote Similarity NPD9258 Approved
0.6032 Remote Similarity NPD2684 Approved
0.6032 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6029 Remote Similarity NPD7876 Discontinued
0.6028 Remote Similarity NPD3090 Approved
0.6028 Remote Similarity NPD4745 Approved
0.6028 Remote Similarity NPD3088 Approved
0.6028 Remote Similarity NPD3614 Approved
0.6028 Remote Similarity NPD4746 Phase 3
0.6028 Remote Similarity NPD2566 Approved
0.6028 Remote Similarity NPD2573 Approved
0.6028 Remote Similarity NPD3615 Approved
0.6028 Remote Similarity NPD3089 Approved
0.6028 Remote Similarity NPD2572 Clinical (unspecified phase)
0.6028 Remote Similarity NPD3616 Approved
0.6028 Remote Similarity NPD2574 Discontinued
0.6028 Remote Similarity NPD2571 Approved
0.6028 Remote Similarity NPD2570 Approved
0.6028 Remote Similarity NPD3087 Approved
0.6026 Remote Similarity NPD5403 Approved
0.6026 Remote Similarity NPD4967 Phase 2
0.6026 Remote Similarity NPD4965 Approved
0.6026 Remote Similarity NPD4966 Approved
0.6019 Remote Similarity NPD9294 Approved
0.6017 Remote Similarity NPD1202 Approved
0.6014 Remote Similarity NPD5647 Approved
0.6 Remote Similarity NPD4216 Approved
0.6 Remote Similarity NPD4218 Approved
0.6 Remote Similarity NPD2612 Approved
0.6 Remote Similarity NPD3131 Approved
0.6 Remote Similarity NPD5401 Approved
0.6 Remote Similarity NPD2610 Approved
0.6 Remote Similarity NPD2611 Approved
0.6 Remote Similarity NPD531 Approved
0.6 Remote Similarity NPD4806 Approved
0.6 Remote Similarity NPD4807 Approved
0.6 Remote Similarity NPD2608 Approved
0.6 Remote Similarity NPD4215 Approved
0.6 Remote Similarity NPD2609 Approved
0.6 Remote Similarity NPD3132 Approved
0.6 Remote Similarity NPD4217 Approved
0.5988 Remote Similarity NPD7228 Approved
0.5986 Remote Similarity NPD6309 Approved
0.5986 Remote Similarity NPD6310 Approved
0.5986 Remote Similarity NPD6311 Approved
0.5982 Remote Similarity NPD9491 Approved
0.5973 Remote Similarity NPD7236 Approved
0.5971 Remote Similarity NPD3661 Approved
0.5971 Remote Similarity NPD3664 Approved
0.5971 Remote Similarity NPD3663 Approved
0.5971 Remote Similarity NPD3662 Phase 3
0.5964 Remote Similarity NPD8313 Approved
0.5964 Remote Similarity NPD8312 Approved
0.5959 Remote Similarity NPD6004 Phase 3
0.5959 Remote Similarity NPD6003 Clinical (unspecified phase)
0.5959 Remote Similarity NPD6002 Phase 3
0.5959 Remote Similarity NPD6005 Phase 3
0.5959 Remote Similarity NPD6006 Clinical (unspecified phase)
0.5957 Remote Similarity NPD6798 Discontinued
0.5954 Remote Similarity NPD7157 Approved
0.5952 Remote Similarity NPD5979 Clinical (unspecified phase)
0.5952 Remote Similarity NPD6406 Approved
0.5949 Remote Similarity NPD6234 Discontinued
0.5948 Remote Similarity NPD5347 Phase 2
0.5948 Remote Similarity NPD5346 Phase 2
0.5946 Remote Similarity NPD1878 Clinical (unspecified phase)
0.5944 Remote Similarity NPD1933 Approved
0.5944 Remote Similarity NPD4686 Approved
0.5944 Remote Similarity NPD4685 Phase 3
0.5944 Remote Similarity NPD6355 Discontinued
0.5944 Remote Similarity NPD4684 Phase 3
0.5944 Remote Similarity NPD230 Phase 1
0.5942 Remote Similarity NPD1049 Clinical (unspecified phase)
0.5942 Remote Similarity NPD6362 Approved
0.5938 Remote Similarity NPD2201 Approved
0.5935 Remote Similarity NPD1932 Approved
0.5929 Remote Similarity NPD4620 Approved
0.5929 Remote Similarity NPD5203 Approved
0.5929 Remote Similarity NPD5201 Approved
0.5929 Remote Similarity NPD4617 Approved
0.5928 Remote Similarity NPD8407 Phase 2
0.5923 Remote Similarity NPD2650 Approved
0.5923 Remote Similarity NPD2652 Approved
0.5921 Remote Similarity NPD6980 Clinical (unspecified phase)
0.592 Remote Similarity NPD9697 Approved
0.5917 Remote Similarity NPD1989 Approved
0.5915 Remote Similarity NPD4062 Phase 3
0.5912 Remote Similarity NPD4379 Clinical (unspecified phase)
0.5909 Remote Similarity NPD9493 Approved
0.5909 Remote Similarity NPD4380 Phase 2
0.5909 Remote Similarity NPD7328 Approved
0.5909 Remote Similarity NPD7327 Approved
0.5904 Remote Similarity NPD4338 Clinical (unspecified phase)
0.5897 Remote Similarity NPD46 Approved
0.5897 Remote Similarity NPD6698 Approved

Structure

External Identifiers

PubChem CID   46184805
ChEMBL   CHEMBL1090413
ZINC  

Physicochemical Properties

Molecular Weight:  442.15
ALogP:  -3.1918
MLogP:  2.45
XLogP:  0.832
# Rotatable Bonds:  14
Polar Surface Area:  175.37
# H-Bond Aceptor:  11
# H-Bond Donor:  6
# Rings:  3
# Heavy Atoms:  31

Download Data

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