Natural Product: NPC304152

Natural Product ID:  NPC304152
Common Name:   darendoside B
IUPAC Name:  
Synonyms:  
Molecular Formula:   C21H32O12
Standard InCHIKey:  ZLPXZRZUFKQINJ-DDPVKAFRSA-N
Standard InCHI:  InChI=1S/C21H32O12/c1-4-30-20-21(28,10-5-6-12(29-3)11(23)7-10)18(15(25)13(8-22)32-20)33-19-17(27)16(26)14(24)9(2)31-19/h5-7,9,13-20,22-28H,4,8H2,1-3H3/t9-,13+,14-,15+,16+,17+,18-,19-,20+,21+/m0/s1
Canonical SMILES:  CCO[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@]1(O)c1ccc(c(c1)O)OC)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)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
NPO9835 Catalpa ovata Species Bignoniaceae Eukaryota stem bark Medicinal Plant Garden, College of Pharmacy, Ewha Womans University 2013-DEC PMID[28787158]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1 Others Radical scavenging activity IC50 = 7.7 ± 0.91 µM 28787158

  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 NPC304152 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
0.9769 High Similarity NPC35731
0.9621 High Similarity NPC199459
0.9621 High Similarity NPC52277
0.9621 High Similarity NPC177035
0.9538 High Similarity NPC65942
0.9538 High Similarity NPC248307
0.9485 High Similarity NPC278961
0.9485 High Similarity NPC113680
0.9485 High Similarity NPC46092
0.9481 High Similarity NPC472711
0.947 High Similarity NPC470881
0.9416 High Similarity NPC283995
0.9416 High Similarity NPC470235
0.9416 High Similarity NPC84181
0.9416 High Similarity NPC129417
0.9407 High Similarity NPC106944
0.9403 High Similarity NPC138738
0.9403 High Similarity NPC470413
0.9394 High Similarity NPC6836
0.9385 High Similarity NPC307110
0.9348 High Similarity NPC18979
0.9343 High Similarity NPC185307
0.9343 High Similarity NPC477898
0.9343 High Similarity NPC470950
0.9318 High Similarity NPC252833
0.9281 High Similarity NPC112861
0.927 High Similarity NPC48309
0.927 High Similarity NPC476356
0.927 High Similarity NPC5262
0.927 High Similarity NPC472714
0.9242 High Similarity NPC9912
0.9209 High Similarity NPC286245
0.9209 High Similarity NPC22150
0.9209 High Similarity NPC272619
0.9209 High Similarity NPC279298
0.9209 High Similarity NPC38041
0.9179 High Similarity NPC476411
0.9179 High Similarity NPC107478
0.9179 High Similarity NPC187194
0.9173 High Similarity NPC254275
0.9167 High Similarity NPC472024
0.9167 High Similarity NPC80600
0.9155 High Similarity NPC475224
0.9137 High Similarity NPC472713
0.9137 High Similarity NPC253015
0.9137 High Similarity NPC473046
0.9137 High Similarity NPC471065
0.9137 High Similarity NPC25292
0.9137 High Similarity NPC472712
0.9137 High Similarity NPC473045
0.9137 High Similarity NPC187774
0.9137 High Similarity NPC118385
0.913 High Similarity NPC469559
0.913 High Similarity NPC189115
0.9118 High Similarity NPC195196
0.9111 High Similarity NPC184938
0.9111 High Similarity NPC101624
0.9104 High Similarity NPC132895
0.9104 High Similarity NPC25821
0.9091 High Similarity NPC270849
0.9091 High Similarity NPC248355
0.9091 High Similarity NPC166040
0.9091 High Similarity NPC26653
0.9085 High Similarity NPC44452
0.9078 High Similarity NPC275284
0.9078 High Similarity NPC31325
0.9078 High Similarity NPC39657
0.9078 High Similarity NPC213074
0.9078 High Similarity NPC193473
0.9078 High Similarity NPC224674
0.9078 High Similarity NPC114505
0.9078 High Similarity NPC15956
0.9071 High Similarity NPC476382
0.9071 High Similarity NPC34587
0.9071 High Similarity NPC475096
0.9071 High Similarity NPC100998
0.9071 High Similarity NPC34927
0.9071 High Similarity NPC252292
0.9071 High Similarity NPC469586
0.9065 High Similarity NPC473044
0.9058 High Similarity NPC469661
0.9051 High Similarity NPC156376
0.9044 High Similarity NPC164857
0.9037 High Similarity NPC87696
0.903 High Similarity NPC470270
0.9021 High Similarity NPC98624
0.9015 High Similarity NPC252307
0.9015 High Similarity NPC302378
0.9015 High Similarity NPC245826
0.9015 High Similarity NPC474178
0.9007 High Similarity NPC99515
0.9007 High Similarity NPC125755
0.9007 High Similarity NPC190714
0.9 High Similarity NPC471063
0.8993 High Similarity NPC246947
0.8993 High Similarity NPC140502
0.8993 High Similarity NPC60249
0.8971 High Similarity NPC470236
0.8951 High Similarity NPC55158
0.8951 High Similarity NPC51328
0.8951 High Similarity NPC286235
0.8947 High Similarity NPC184092
0.8944 High Similarity NPC232992
0.8944 High Similarity NPC227902
0.8939 High Similarity NPC79715
0.8939 High Similarity NPC231607
0.8939 High Similarity NPC108659
0.8939 High Similarity NPC264900
0.8936 High Similarity NPC277867
0.8936 High Similarity NPC43508
0.8936 High Similarity NPC161700
0.8936 High Similarity NPC476301
0.8921 High Similarity NPC471908
0.8921 High Similarity NPC76871
0.8913 High Similarity NPC212770
0.8913 High Similarity NPC98777
0.8905 High Similarity NPC157554
0.8897 High Similarity NPC48863
0.8897 High Similarity NPC251981
0.8897 High Similarity NPC13745
0.8889 High Similarity NPC188393
0.8889 High Similarity NPC471505
0.8889 High Similarity NPC470934
0.8889 High Similarity NPC106739
0.8881 High Similarity NPC175976
0.8881 High Similarity NPC116229
0.8881 High Similarity NPC248132
0.8881 High Similarity NPC130449
0.8873 High Similarity NPC474234
0.8873 High Similarity NPC205796
0.8873 High Similarity NPC276753
0.8865 High Similarity NPC138227
0.8865 High Similarity NPC217635
0.8865 High Similarity NPC471667
0.8865 High Similarity NPC76176
0.8865 High Similarity NPC168579
0.8865 High Similarity NPC110063
0.8865 High Similarity NPC79429
0.8865 High Similarity NPC469313
0.8864 High Similarity NPC94179
0.8857 High Similarity NPC475084
0.8849 High Similarity NPC202700
0.8846 High Similarity NPC476142
0.8841 High Similarity NPC59324
0.8841 High Similarity NPC65530
0.8832 High Similarity NPC174191
0.8832 High Similarity NPC142547
0.8832 High Similarity NPC135777
0.8824 High Similarity NPC69513
0.8824 High Similarity NPC49074
0.8824 High Similarity NPC215833
0.8819 High Similarity NPC473427
0.8819 High Similarity NPC471062
0.8819 High Similarity NPC470933
0.8819 High Similarity NPC476386
0.8819 High Similarity NPC94871
0.8819 High Similarity NPC306890
0.8819 High Similarity NPC478242
0.8819 High Similarity NPC259347
0.8819 High Similarity NPC476398
0.8815 High Similarity NPC476345
0.8815 High Similarity NPC277804
0.8815 High Similarity NPC166168
0.8811 High Similarity NPC15538
0.8811 High Similarity NPC473480
0.8806 High Similarity NPC86030
0.8806 High Similarity NPC5851
0.8797 High Similarity NPC5428
0.8797 High Similarity NPC118533
0.8797 High Similarity NPC165045
0.8794 High Similarity NPC37793
0.8794 High Similarity NPC478239
0.8788 High Similarity NPC90318
0.8784 High Similarity NPC478248
0.8777 High Similarity NPC226005
0.8777 High Similarity NPC88640
0.8777 High Similarity NPC100389
0.8777 High Similarity NPC123526
0.8777 High Similarity NPC193666
0.8769 High Similarity NPC266045
0.8769 High Similarity NPC470804
0.8768 High Similarity NPC203230
0.8768 High Similarity NPC242028
0.8767 High Similarity NPC478268
0.8759 High Similarity NPC182368
0.8759 High Similarity NPC472710
0.8759 High Similarity NPC469707
0.8759 High Similarity NPC218041
0.8759 High Similarity NPC472709
0.8759 High Similarity NPC185955
0.8759 High Similarity NPC470927
0.8759 High Similarity NPC145979
0.8759 High Similarity NPC9933
0.8759 High Similarity NPC225815
0.8759 High Similarity NPC260781
0.8759 High Similarity NPC257970
0.8759 High Similarity NPC469706
0.8759 High Similarity NPC214326
0.875 High Similarity NPC201587
0.875 High Similarity NPC253105

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC304152 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
0.8643 High Similarity NPD7266 Discontinued
0.8529 High Similarity NPD3027 Phase 3
0.8264 Intermediate Similarity NPD6674 Discontinued
0.8214 Intermediate Similarity NPD1613 Approved
0.8214 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.8209 Intermediate Similarity NPD3705 Approved
0.8188 Intermediate Similarity NPD1653 Approved
0.8074 Intermediate Similarity NPD1091 Approved
0.805 Intermediate Similarity NPD7228 Approved
0.7985 Intermediate Similarity NPD1357 Approved
0.795 Intermediate Similarity NPD7074 Phase 3
0.7929 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7923 Intermediate Similarity NPD228 Approved
0.7888 Intermediate Similarity NPD7054 Approved
0.7857 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.784 Intermediate Similarity NPD7472 Approved
0.7834 Intermediate Similarity NPD6234 Discontinued
0.7744 Intermediate Similarity NPD7685 Pre-registration
0.7742 Intermediate Similarity NPD37 Approved
0.7708 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7708 Intermediate Similarity NPD3620 Phase 2
0.7707 Intermediate Similarity NPD4966 Approved
0.7707 Intermediate Similarity NPD4967 Phase 2
0.7707 Intermediate Similarity NPD4965 Approved
0.7687 Intermediate Similarity NPD7157 Approved
0.7669 Intermediate Similarity NPD5283 Phase 1
0.7636 Intermediate Similarity NPD7251 Discontinued
0.7616 Intermediate Similarity NPD5058 Phase 3
0.7607 Intermediate Similarity NPD3818 Discontinued
0.7606 Intermediate Similarity NPD2861 Phase 2
0.7594 Intermediate Similarity NPD7843 Approved
0.759 Intermediate Similarity NPD7808 Phase 3
0.758 Intermediate Similarity NPD8455 Phase 2
0.7576 Intermediate Similarity NPD6797 Phase 2
0.7566 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.753 Intermediate Similarity NPD7240 Approved
0.7517 Intermediate Similarity NPD1375 Discontinued
0.7468 Intermediate Similarity NPD2977 Approved
0.7468 Intermediate Similarity NPD2978 Approved
0.7456 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7448 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7447 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7431 Intermediate Similarity NPD4908 Phase 1
0.7426 Intermediate Similarity NPD6671 Approved
0.7424 Intermediate Similarity NPD2684 Approved
0.7417 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7407 Intermediate Similarity NPD7199 Phase 2
0.7405 Intermediate Similarity NPD1934 Approved
0.7394 Intermediate Similarity NPD8651 Approved
0.7381 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7378 Intermediate Similarity NPD6166 Phase 2
0.7378 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7378 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD3022 Approved
0.7368 Intermediate Similarity NPD3021 Approved
0.7329 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7329 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7329 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7324 Intermediate Similarity NPD2983 Phase 2
0.7324 Intermediate Similarity NPD2982 Phase 2
0.7324 Intermediate Similarity NPD4749 Approved
0.732 Intermediate Similarity NPD6190 Approved
0.7315 Intermediate Similarity NPD4537 Clinical (unspecified phase)
0.7315 Intermediate Similarity NPD7097 Phase 1
0.7315 Intermediate Similarity NPD4536 Approved
0.7315 Intermediate Similarity NPD4538 Approved
0.7305 Intermediate Similarity NPD1610 Phase 2
0.7286 Intermediate Similarity NPD5125 Phase 3
0.7286 Intermediate Similarity NPD5126 Approved
0.7285 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD4108 Discontinued
0.7267 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.726 Intermediate Similarity NPD7095 Approved
0.7254 Intermediate Similarity NPD2981 Phase 2
0.725 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7246 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD3018 Phase 2
0.723 Intermediate Similarity NPD4060 Phase 1
0.723 Intermediate Similarity NPD1558 Phase 1
0.7212 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7191 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.719 Intermediate Similarity NPD4237 Approved
0.719 Intermediate Similarity NPD3060 Approved
0.719 Intermediate Similarity NPD4236 Phase 3
0.7181 Intermediate Similarity NPD5735 Approved
0.7152 Intermediate Similarity NPD5960 Phase 3
0.7152 Intermediate Similarity NPD5588 Approved
0.7143 Intermediate Similarity NPD4625 Phase 3
0.7133 Intermediate Similarity NPD6653 Approved
0.7127 Intermediate Similarity NPD7680 Approved
0.7118 Intermediate Similarity NPD6559 Discontinued
0.7114 Intermediate Similarity NPD2238 Phase 2
0.709 Intermediate Similarity NPD290 Approved
0.7089 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7081 Intermediate Similarity NPD7945 Clinical (unspecified phase)
0.7078 Intermediate Similarity NPD5177 Phase 3
0.7069 Intermediate Similarity NPD6842 Approved
0.7069 Intermediate Similarity NPD6843 Phase 3
0.7069 Intermediate Similarity NPD6841 Approved
0.7059 Intermediate Similarity NPD5763 Approved
0.7059 Intermediate Similarity NPD5762 Approved
0.7055 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7047 Intermediate Similarity NPD2674 Phase 3
0.7044 Intermediate Similarity NPD3687 Approved
0.7044 Intermediate Similarity NPD3686 Approved
0.7037 Intermediate Similarity NPD5772 Approved
0.7037 Intermediate Similarity NPD5773 Approved
0.7037 Intermediate Similarity NPD2801 Approved
0.7037 Intermediate Similarity NPD6818 Clinical (unspecified phase)
0.7035 Intermediate Similarity NPD8312 Approved
0.7035 Intermediate Similarity NPD8313 Approved
0.7032 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7032 Intermediate Similarity NPD4110 Phase 3
0.7032 Intermediate Similarity NPD4628 Phase 3
0.7029 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7025 Intermediate Similarity NPD7526 Approved
0.7025 Intermediate Similarity NPD7527 Clinical (unspecified phase)
0.7025 Intermediate Similarity NPD52 Approved
0.7021 Intermediate Similarity NPD1548 Phase 1
0.6994 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6988 Remote Similarity NPD8127 Discontinued
0.6987 Remote Similarity NPD5307 Clinical (unspecified phase)
0.6987 Remote Similarity NPD2677 Approved
0.6986 Remote Similarity NPD3094 Phase 2
0.6971 Remote Similarity NPD7906 Approved
0.697 Remote Similarity NPD291 Approved
0.6968 Remote Similarity NPD1652 Phase 2
0.6966 Remote Similarity NPD3685 Discontinued
0.6966 Remote Similarity NPD3600 Clinical (unspecified phase)
0.6962 Remote Similarity NPD4160 Clinical (unspecified phase)
0.6962 Remote Similarity NPD1754 Clinical (unspecified phase)
0.6959 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6957 Remote Similarity NPD4380 Phase 2
0.6957 Remote Similarity NPD7028 Phase 2
0.6954 Remote Similarity NPD5124 Phase 1
0.6954 Remote Similarity NPD6355 Discontinued
0.6954 Remote Similarity NPD5123 Clinical (unspecified phase)
0.695 Remote Similarity NPD5536 Phase 2
0.6949 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6946 Remote Similarity NPD3787 Discontinued
0.6946 Remote Similarity NPD6071 Discontinued
0.6943 Remote Similarity NPD6783 Clinical (unspecified phase)
0.6943 Remote Similarity NPD3122 Phase 3
0.6941 Remote Similarity NPD5844 Phase 1
0.6939 Remote Similarity NPD6584 Phase 3
0.6936 Remote Similarity NPD7313 Approved
0.6936 Remote Similarity NPD7312 Approved
0.6936 Remote Similarity NPD7310 Approved
0.6936 Remote Similarity NPD7311 Approved
0.6933 Remote Similarity NPD6233 Phase 2
0.6933 Remote Similarity NPD1465 Phase 2
0.6933 Remote Similarity NPD1726 Clinical (unspecified phase)
0.6928 Remote Similarity NPD6028 Clinical (unspecified phase)
0.6928 Remote Similarity NPD6029 Clinical (unspecified phase)
0.6923 Remote Similarity NPD6516 Phase 2
0.6923 Remote Similarity NPD5846 Approved
0.6923 Remote Similarity NPD6331 Phase 2
0.6918 Remote Similarity NPD6696 Suspended
0.6903 Remote Similarity NPD2424 Discontinued
0.6899 Remote Similarity NPD1774 Approved
0.6897 Remote Similarity NPD7309 Approved
0.6894 Remote Similarity NPD4005 Discontinued
0.6892 Remote Similarity NPD9494 Approved
0.689 Remote Similarity NPD2560 Approved
0.689 Remote Similarity NPD6374 Clinical (unspecified phase)
0.689 Remote Similarity NPD3817 Phase 2
0.689 Remote Similarity NPD2563 Approved
0.6887 Remote Similarity NPD4140 Approved
0.6883 Remote Similarity NPD2161 Phase 2
0.6879 Remote Similarity NPD5241 Discontinued
0.6875 Remote Similarity NPD7243 Clinical (unspecified phase)
0.6875 Remote Similarity NPD2122 Discontinued
0.6867 Remote Similarity NPD6798 Discontinued
0.6867 Remote Similarity NPD3145 Approved
0.6867 Remote Similarity NPD3144 Approved
0.6864 Remote Similarity NPD27 Approved
0.6864 Remote Similarity NPD2489 Approved
0.6863 Remote Similarity NPD4978 Clinical (unspecified phase)
0.6861 Remote Similarity NPD556 Approved
0.6859 Remote Similarity NPD4162 Approved
0.6855 Remote Similarity NPD4123 Phase 3
0.6849 Remote Similarity NPD5327 Phase 3
0.6848 Remote Similarity NPD3882 Suspended
0.6846 Remote Similarity NPD5752 Clinical (unspecified phase)
0.6845 Remote Similarity NPD6232 Discontinued
0.6842 Remote Similarity NPD230 Phase 1
0.6842 Remote Similarity NPD3657 Discovery
0.6828 Remote Similarity NPD3092 Approved
0.6824 Remote Similarity NPD7473 Discontinued
0.6818 Remote Similarity NPD4663 Approved
0.6818 Remote Similarity NPD7033 Discontinued
0.6815 Remote Similarity NPD6658 Clinical (unspecified phase)
0.6815 Remote Similarity NPD8166 Discontinued
0.6815 Remote Similarity NPD4535 Phase 3
0.6815 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6813 Remote Similarity NPD7314 Clinical (unspecified phase)
0.6813 Remote Similarity NPD5261 Clinical (unspecified phase)
0.681 Remote Similarity NPD4773 Phase 2
0.681 Remote Similarity NPD4772 Phase 2
0.6807 Remote Similarity NPD7075 Discontinued

Structure

External Identifiers

PubChem CID   192240
ChEMBL  
ZINC  

Physicochemical Properties

Molecular Weight:  476.19
ALogP:  -3.848
MLogP:  2.45
XLogP:  -1.585
# Rotatable Bonds:  17
Polar Surface Area:  187.76
# H-Bond Aceptor:  10
# H-Bond Donor:  7
# Rings:  3
# Heavy Atoms:  33

Download Data

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