Natural Product: NPC478268

Natural Product ID:  NPC478268
Common Name:   (8R,7'S,8'R)-lariciresinol 9'-O-ß-D-(6-O-trans-feruloyl)-glucopyranoside
IUPAC Name:  
Synonyms:  
Molecular Formula:   C36H42O14
Standard InCHIKey:  OSLFMIFGCFUBOT-MRYRHJDTSA-N
Standard InCHI:  InChI=1S/C36H42O14/c1-44-27-13-19(4-8-24(27)37)6-11-31(40)47-18-30-32(41)33(42)34(43)36(50-30)49-17-23-22(12-20-5-9-25(38)28(14-20)45-2)16-48-35(23)21-7-10-26(39)29(15-21)46-3/h4-11,13-15,22-23,30,32-39,41-43H,12,16-18H2,1-3H3/b11-6+/t22-,23?,30?,32-,33-,34-,35+,36?/m0/s1
Canonical SMILES:  COc1cc(ccc1O)[C@H]1OC[C@@H](C1COC1OC(COC(=O)/C=C/c2ccc(c(c2)OC)O)[C@@H]([C@@H]([C@@H]1O)O)O)Cc1ccc(c(c1)OC)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 = 0.81 ± 0.09 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 NPC478268 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
0.973 High Similarity NPC11411
0.96 High Similarity NPC478269
0.9586 High Similarity NPC210611
0.9586 High Similarity NPC261122
0.9586 High Similarity NPC201148
0.9586 High Similarity NPC28651
0.9586 High Similarity NPC199311
0.9586 High Similarity NPC3460
0.9586 High Similarity NPC192763
0.9586 High Similarity NPC300262
0.9586 High Similarity NPC215095
0.9586 High Similarity NPC80732
0.9474 High Similarity NPC7191
0.9474 High Similarity NPC478267
0.9474 High Similarity NPC149873
0.9456 High Similarity NPC470934
0.9456 High Similarity NPC188393
0.9392 High Similarity NPC7145
0.9392 High Similarity NPC143480
0.9392 High Similarity NPC85192
0.9392 High Similarity NPC125823
0.9379 High Similarity NPC100998
0.9379 High Similarity NPC34927
0.9379 High Similarity NPC287615
0.9379 High Similarity NPC262182
0.9379 High Similarity NPC34587
0.9379 High Similarity NPC216819
0.9379 High Similarity NPC252292
0.9379 High Similarity NPC83743
0.9379 High Similarity NPC476382
0.9329 High Similarity NPC289967
0.9329 High Similarity NPC472611
0.9329 High Similarity NPC472612
0.931 High Similarity NPC110063
0.9306 High Similarity NPC67467
0.9306 High Similarity NPC140502
0.9257 High Similarity NPC470933
0.9257 High Similarity NPC473427
0.9257 High Similarity NPC471062
0.9257 High Similarity NPC94871
0.9257 High Similarity NPC476398
0.9257 High Similarity NPC476386
0.9257 High Similarity NPC306890
0.9257 High Similarity NPC259347
0.9252 High Similarity NPC232992
0.9236 High Similarity NPC472711
0.9231 High Similarity NPC59516
0.9195 High Similarity NPC257970
0.9195 High Similarity NPC470927
0.9189 High Similarity NPC102934
0.9189 High Similarity NPC252402
0.9145 High Similarity NPC131532
0.9128 High Similarity NPC283839
0.9128 High Similarity NPC90896
0.911 High Similarity NPC278961
0.911 High Similarity NPC113680
0.911 High Similarity NPC478239
0.911 High Similarity NPC477898
0.911 High Similarity NPC185307
0.911 High Similarity NPC470950
0.9097 High Similarity NPC226005
0.9085 High Similarity NPC228357
0.9067 High Similarity NPC476871
0.9054 High Similarity NPC476865
0.9048 High Similarity NPC470235
0.9048 High Similarity NPC129417
0.9048 High Similarity NPC296954
0.9048 High Similarity NPC84181
0.9048 High Similarity NPC300894
0.9048 High Similarity NPC196063
0.9048 High Similarity NPC141455
0.9048 High Similarity NPC283995
0.9041 High Similarity NPC157816
0.9041 High Similarity NPC476356
0.9013 High Similarity NPC299706
0.9013 High Similarity NPC115466
0.9013 High Similarity NPC115203
0.9013 High Similarity NPC245615
0.9013 High Similarity NPC61604
0.9 High Similarity NPC106138
0.8986 High Similarity NPC476864
0.8986 High Similarity NPC38041
0.8986 High Similarity NPC143120
0.8986 High Similarity NPC476869
0.8986 High Similarity NPC272619
0.8986 High Similarity NPC279298
0.8986 High Similarity NPC274960
0.8986 High Similarity NPC476866
0.8986 High Similarity NPC286245
0.8986 High Similarity NPC22150
0.8986 High Similarity NPC476868
0.8986 High Similarity NPC473909
0.898 High Similarity NPC105005
0.898 High Similarity NPC46092
0.8973 High Similarity NPC134405
0.8973 High Similarity NPC186406
0.8973 High Similarity NPC476385
0.8973 High Similarity NPC476377
0.8973 High Similarity NPC47471
0.8968 High Similarity NPC215400
0.8968 High Similarity NPC230531
0.8966 High Similarity NPC472350
0.8966 High Similarity NPC89105
0.8966 High Similarity NPC197316
0.8966 High Similarity NPC64141
0.8966 High Similarity NPC171134
0.8966 High Similarity NPC321184
0.8966 High Similarity NPC476383
0.8966 High Similarity NPC81515
0.8966 High Similarity NPC68092
0.8966 High Similarity NPC328273
0.8966 High Similarity NPC321638
0.8958 High Similarity NPC52277
0.8958 High Similarity NPC199459
0.8958 High Similarity NPC157554
0.8958 High Similarity NPC120852
0.8958 High Similarity NPC177035
0.8944 High Similarity NPC316539
0.894 High Similarity NPC475224
0.8933 High Similarity NPC226153
0.8933 High Similarity NPC304048
0.8931 High Similarity NPC208818
0.8926 High Similarity NPC112861
0.8926 High Similarity NPC229505
0.8926 High Similarity NPC199928
0.8919 High Similarity NPC187774
0.8919 High Similarity NPC476867
0.8919 High Similarity NPC472713
0.8919 High Similarity NPC472712
0.8919 High Similarity NPC253015
0.8919 High Similarity NPC297342
0.8919 High Similarity NPC118385
0.8919 High Similarity NPC473046
0.8919 High Similarity NPC471063
0.8919 High Similarity NPC232228
0.8919 High Similarity NPC471065
0.8917 High Similarity NPC246024
0.8912 High Similarity NPC222433
0.8912 High Similarity NPC265648
0.891 High Similarity NPC478265
0.8904 High Similarity NPC110699
0.8904 High Similarity NPC475530
0.8904 High Similarity NPC106055
0.8904 High Similarity NPC473799
0.8897 High Similarity NPC78363
0.8897 High Similarity NPC260425
0.8896 High Similarity NPC38699
0.8889 High Similarity NPC101624
0.8889 High Similarity NPC184938
0.8882 High Similarity NPC269914
0.8882 High Similarity NPC478249
0.8874 High Similarity NPC478242
0.8867 High Similarity NPC213074
0.8867 High Similarity NPC15956
0.8867 High Similarity NPC224674
0.8867 High Similarity NPC193473
0.8867 High Similarity NPC31325
0.8867 High Similarity NPC39657
0.8867 High Similarity NPC114505
0.8867 High Similarity NPC275284
0.8859 High Similarity NPC18979
0.8851 High Similarity NPC247032
0.8851 High Similarity NPC269141
0.8851 High Similarity NPC476397
0.8851 High Similarity NPC476384
0.8851 High Similarity NPC76406
0.8851 High Similarity NPC264632
0.8851 High Similarity NPC476381
0.8851 High Similarity NPC476375
0.8851 High Similarity NPC96795
0.8851 High Similarity NPC112
0.8851 High Similarity NPC476378
0.8851 High Similarity NPC175214
0.8851 High Similarity NPC205864
0.8851 High Similarity NPC476380
0.8851 High Similarity NPC40305
0.8851 High Similarity NPC119537
0.8851 High Similarity NPC298257
0.8839 High Similarity NPC478248
0.8839 High Similarity NPC163635
0.8836 High Similarity NPC156376
0.8836 High Similarity NPC100389
0.8836 High Similarity NPC205195
0.8828 High Similarity NPC471988
0.8819 High Similarity NPC67247
0.8819 High Similarity NPC135127
0.8819 High Similarity NPC34293
0.8819 High Similarity NPC886
0.8819 High Similarity NPC287597
0.8816 High Similarity NPC229882
0.8816 High Similarity NPC158635
0.8812 High Similarity NPC286809
0.88 High Similarity NPC212890
0.88 High Similarity NPC276753
0.88 High Similarity NPC241846
0.88 High Similarity NPC93610
0.88 High Similarity NPC205796
0.8792 High Similarity NPC292443
0.8792 High Similarity NPC64195
0.8784 High Similarity NPC472714

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC478268 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
0.8966 High Similarity NPD7266 Discontinued
0.8466 Intermediate Similarity NPD7228 Approved
0.8373 Intermediate Similarity NPD7685 Pre-registration
0.8284 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.8269 Intermediate Similarity NPD1653 Approved
0.8261 Intermediate Similarity NPD6234 Discontinued
0.8247 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.8176 Intermediate Similarity NPD37 Approved
0.8137 Intermediate Similarity NPD4966 Approved
0.8137 Intermediate Similarity NPD4967 Phase 2
0.8137 Intermediate Similarity NPD4965 Approved
0.7987 Intermediate Similarity NPD6674 Discontinued
0.7973 Intermediate Similarity NPD3027 Phase 3
0.7941 Intermediate Similarity NPD7240 Approved
0.7939 Intermediate Similarity NPD7199 Phase 2
0.7929 Intermediate Similarity NPD7074 Phase 3
0.7917 Intermediate Similarity NPD3818 Discontinued
0.7914 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7901 Intermediate Similarity NPD8455 Phase 2
0.787 Intermediate Similarity NPD7054 Approved
0.7862 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7824 Intermediate Similarity NPD7472 Approved
0.7746 Intermediate Similarity NPD8312 Approved
0.7746 Intermediate Similarity NPD8313 Approved
0.7738 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7727 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7725 Intermediate Similarity NPD8127 Discontinued
0.7705 Intermediate Similarity NPD7680 Approved
0.7697 Intermediate Similarity NPD1613 Approved
0.7697 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7688 Intermediate Similarity NPD7808 Phase 3
0.7688 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7671 Intermediate Similarity NPD3705 Approved
0.7658 Intermediate Similarity NPD6190 Approved
0.763 Intermediate Similarity NPD6559 Discontinued
0.763 Intermediate Similarity NPD7251 Discontinued
0.7588 Intermediate Similarity NPD6166 Phase 2
0.7588 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7588 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7582 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7572 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7572 Intermediate Similarity NPD6797 Phase 2
0.7568 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7558 Intermediate Similarity NPD5844 Phase 1
0.7545 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7484 Intermediate Similarity NPD8166 Discontinued
0.7468 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7468 Intermediate Similarity NPD3620 Phase 2
0.7466 Intermediate Similarity NPD1357 Approved
0.7444 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7436 Intermediate Similarity NPD7097 Phase 1
0.7434 Intermediate Similarity NPD4908 Phase 1
0.7434 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.741 Intermediate Similarity NPD1934 Approved
0.7401 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7375 Intermediate Similarity NPD4628 Phase 3
0.7368 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD2861 Phase 2
0.7356 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7355 Intermediate Similarity NPD4060 Phase 1
0.7341 Intermediate Similarity NPD7473 Discontinued
0.7338 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7315 Intermediate Similarity NPD1091 Approved
0.7305 Intermediate Similarity NPD7945 Clinical (unspecified phase)
0.7301 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7292 Intermediate Similarity NPD5283 Phase 1
0.7288 Intermediate Similarity NPD7549 Discontinued
0.7284 Intermediate Similarity NPD5058 Phase 3
0.7273 Intermediate Similarity NPD7095 Approved
0.7267 Intermediate Similarity NPD6232 Discontinued
0.7262 Intermediate Similarity NPD1465 Phase 2
0.7262 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7262 Intermediate Similarity NPD2977 Approved
0.7262 Intermediate Similarity NPD2978 Approved
0.7229 Intermediate Similarity NPD7458 Discontinued
0.7197 Intermediate Similarity NPD6355 Discontinued
0.7188 Intermediate Similarity NPD5762 Approved
0.7188 Intermediate Similarity NPD5763 Approved
0.7186 Intermediate Similarity NPD7028 Phase 2
0.7186 Intermediate Similarity NPD4380 Phase 2
0.7179 Intermediate Similarity NPD6233 Phase 2
0.7176 Intermediate Similarity NPD3882 Suspended
0.716 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD4110 Phase 3
0.7153 Intermediate Similarity NPD228 Approved
0.7152 Intermediate Similarity NPD6653 Approved
0.7151 Intermediate Similarity NPD5494 Approved
0.7135 Intermediate Similarity NPD7075 Discontinued
0.7134 Intermediate Similarity NPD4140 Approved
0.7118 Intermediate Similarity NPD3817 Phase 2
0.7118 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD3764 Approved
0.7115 Intermediate Similarity NPD6798 Discontinued
0.7095 Intermediate Similarity NPD5536 Phase 2
0.7089 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7089 Intermediate Similarity NPD5124 Phase 1
0.7076 Intermediate Similarity NPD7768 Phase 2
0.7073 Intermediate Similarity NPD6783 Clinical (unspecified phase)
0.7067 Intermediate Similarity NPD5126 Approved
0.7067 Intermediate Similarity NPD5125 Phase 3
0.7059 Intermediate Similarity NPD7819 Suspended
0.7059 Intermediate Similarity NPD2801 Approved
0.7059 Intermediate Similarity NPD5563 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD7314 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD6273 Approved
0.7047 Intermediate Similarity NPD8151 Discontinued
0.7035 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7024 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7014 Intermediate Similarity NPD3021 Approved
0.7014 Intermediate Similarity NPD3022 Approved
0.7006 Intermediate Similarity NPD3751 Discontinued
0.7 Intermediate Similarity NPD4978 Clinical (unspecified phase)
0.6995 Remote Similarity NPD6841 Approved
0.6995 Remote Similarity NPD6842 Approved
0.6995 Remote Similarity NPD6843 Phase 3
0.6994 Remote Similarity NPD1652 Phase 2
0.6994 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6994 Remote Similarity NPD5698 Clinical (unspecified phase)
0.6986 Remote Similarity NPD7843 Approved
0.6981 Remote Similarity NPD5735 Approved
0.6981 Remote Similarity NPD4340 Discontinued
0.6981 Remote Similarity NPD230 Phase 1
0.6974 Remote Similarity NPD1610 Phase 2
0.6963 Remote Similarity NPD7435 Discontinued
0.6959 Remote Similarity NPD6818 Clinical (unspecified phase)
0.6959 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6959 Remote Similarity NPD7157 Approved
0.6957 Remote Similarity NPD5588 Approved
0.6957 Remote Similarity NPD4108 Discontinued
0.6951 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6944 Remote Similarity NPD7039 Approved
0.6944 Remote Similarity NPD7038 Approved
0.6941 Remote Similarity NPD7411 Suspended
0.694 Remote Similarity NPD8434 Phase 2
0.6919 Remote Similarity NPD5402 Approved
0.6914 Remote Similarity NPD2935 Discontinued
0.6902 Remote Similarity NPD7906 Approved
0.6894 Remote Similarity NPD4536 Approved
0.6894 Remote Similarity NPD4538 Approved
0.6894 Remote Similarity NPD4537 Clinical (unspecified phase)
0.6893 Remote Similarity NPD7852 Clinical (unspecified phase)
0.689 Remote Similarity NPD4237 Approved
0.689 Remote Similarity NPD4236 Phase 3
0.6888 Remote Similarity NPD7783 Phase 2
0.6888 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6886 Remote Similarity NPD7446 Clinical (unspecified phase)
0.6883 Remote Similarity NPD2982 Phase 2
0.6883 Remote Similarity NPD2983 Phase 2
0.6875 Remote Similarity NPD3787 Discontinued
0.6875 Remote Similarity NPD1933 Approved
0.6875 Remote Similarity NPD1358 Approved
0.6871 Remote Similarity NPD5535 Approved
0.6871 Remote Similarity NPD1375 Discontinued
0.6871 Remote Similarity NPD2029 Clinical (unspecified phase)
0.6864 Remote Similarity NPD3686 Approved
0.6864 Remote Similarity NPD3687 Approved
0.6852 Remote Similarity NPD7033 Discontinued
0.6848 Remote Similarity NPD3750 Approved
0.6848 Remote Similarity NPD8150 Discontinued
0.6842 Remote Similarity NPD6386 Approved
0.6842 Remote Similarity NPD4626 Approved
0.6842 Remote Similarity NPD6385 Approved
0.6839 Remote Similarity NPD8651 Approved
0.6839 Remote Similarity NPD7870 Phase 2
0.6839 Remote Similarity NPD7871 Phase 2
0.6837 Remote Similarity NPD7875 Clinical (unspecified phase)
0.6837 Remote Similarity NPD7874 Approved
0.6826 Remote Similarity NPD1511 Approved
0.6826 Remote Similarity NPD4357 Discontinued
0.6823 Remote Similarity NPD6823 Phase 2
0.6818 Remote Similarity NPD1608 Approved
0.6818 Remote Similarity NPD2981 Phase 2
0.6815 Remote Similarity NPD9494 Approved
0.6815 Remote Similarity NPD5736 Approved
0.6815 Remote Similarity NPD3018 Phase 2
0.6813 Remote Similarity NPD1558 Phase 1
0.6813 Remote Similarity NPD7966 Clinical (unspecified phase)
0.681 Remote Similarity NPD2438 Suspended
0.6806 Remote Similarity NPD6779 Approved
0.6806 Remote Similarity NPD6780 Approved
0.6806 Remote Similarity NPD3134 Approved
0.6806 Remote Similarity NPD6776 Approved
0.6806 Remote Similarity NPD6781 Approved
0.6806 Remote Similarity NPD6782 Approved
0.6806 Remote Similarity NPD6778 Approved
0.6806 Remote Similarity NPD6777 Approved
0.6805 Remote Similarity NPD5403 Approved
0.6804 Remote Similarity NPD7999 Approved
0.6802 Remote Similarity NPD6801 Discontinued
0.6798 Remote Similarity NPD27 Approved
0.6798 Remote Similarity NPD2489 Approved
0.6797 Remote Similarity NPD3496 Discontinued
0.6795 Remote Similarity NPD2797 Approved
0.6795 Remote Similarity NPD3094 Phase 2
0.6792 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6792 Remote Similarity NPD6410 Clinical (unspecified phase)
0.6788 Remote Similarity NPD7696 Phase 3
0.6788 Remote Similarity NPD3060 Approved
0.6788 Remote Similarity NPD7697 Approved
0.6788 Remote Similarity NPD7698 Approved

Structure

External Identifiers

PubChem CID  
ChEMBL  
ZINC  

Physicochemical Properties

Molecular Weight:  698.26
ALogP:  -3.4855
MLogP:  3.88
XLogP:  2.21
# Rotatable Bonds:  23
Polar Surface Area:  203.06
# H-Bond Aceptor:  8
# H-Bond Donor:  6
# Rings:  5
# Heavy Atoms:  50

Download Data

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