Natural Product: NPC5262

Natural Product ID:  NPC5262
Common Name:   8,8'-Dimethoxy-1-O-(Beta-D-Glucopyranosyl) Secoisolariciresinol
IUPAC Name:   (2R,3R,4S,5S,6R)-2-[(2S,3S)-4-hydroxy-2,3-bis[(4-hydroxy-3,5-dimethoxyphenyl)methyl]butoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Synonyms:  
Molecular Formula:   C28H40O13
Standard InCHIKey:  OTSJYDFFIUXMJK-MICJZVNGSA-N
Standard InCHI:  InChI=1S/C28H40O13/c1-36-18-7-14(8-19(37-2)23(18)31)5-16(11-29)17(6-15-9-20(38-3)24(32)21(10-15)39-4)13-40-28-27(35)26(34)25(33)22(12-30)41-28/h7-10,16-17,22,25-35H,5-6,11-13H2,1-4H3/t16-,17-,22-,25-,26+,27-,28-/m1/s1
Canonical SMILES:  OC[C@H]([C@H](Cc1cc(OC)c(c(c1)OC)O)CO[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)Cc1cc(OC)c(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
NPO18521 Capparis flavicans Species Capparaceae Eukaryota Aerial parts Khon Kaen Province, Thailand 2006-AUG PMID[19943620]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT83 Cell Line MCF7 Homo sapiens Activity = 93 nM Open TG-GATES in vivo data: Organ Weight
NPT396 Cell Line T47D Homo sapiens Activity > 100 nM 10395498
NPT396 Cell Line T47D Homo sapiens Activity > 100 nM 12880316
NPT396 Cell Line T47D Homo sapiens Activity = 0.6 nM 17850214
NPT83 Cell Line MCF7 Homo sapiens Activity < 0.1 nM 10714491
NPT83 Cell Line MCF7 Homo sapiens Activity = 0.8 nM 14575447

  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 NPC5262 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 NPC472714
0.9853 High Similarity NPC473046
0.9853 High Similarity NPC187774
0.9853 High Similarity NPC118385
0.9853 High Similarity NPC472713
0.9853 High Similarity NPC472712
0.964 High Similarity NPC39657
0.9571 High Similarity NPC130449
0.9571 High Similarity NPC248132
0.9565 High Similarity NPC25292
0.9565 High Similarity NPC473045
0.9562 High Similarity NPC469559
0.9562 High Similarity NPC189115
0.9504 High Similarity NPC55158
0.9504 High Similarity NPC286235
0.9504 High Similarity NPC51328
0.9496 High Similarity NPC475096
0.9493 High Similarity NPC473044
0.9489 High Similarity NPC472711
0.9489 High Similarity NPC469661
0.9481 High Similarity NPC199459
0.9481 High Similarity NPC177035
0.9481 High Similarity NPC52277
0.9478 High Similarity NPC107478
0.9437 High Similarity NPC469707
0.9437 High Similarity NPC9933
0.9437 High Similarity NPC185955
0.9437 High Similarity NPC469706
0.9437 High Similarity NPC225815
0.9437 High Similarity NPC214326
0.9437 High Similarity NPC472709
0.9437 High Similarity NPC260781
0.9437 High Similarity NPC472710
0.9437 High Similarity NPC218041
0.9437 High Similarity NPC182368
0.9437 High Similarity NPC145979
0.9429 High Similarity NPC99515
0.9429 High Similarity NPC190714
0.9412 High Similarity NPC474039
0.9362 High Similarity NPC227902
0.9357 High Similarity NPC161700
0.9357 High Similarity NPC277867
0.9353 High Similarity NPC278961
0.9353 High Similarity NPC185307
0.9353 High Similarity NPC113680
0.9353 High Similarity NPC477898
0.9353 High Similarity NPC470950
0.9343 High Similarity NPC98777
0.9343 High Similarity NPC212770
0.9328 High Similarity NPC470270
0.9296 High Similarity NPC175976
0.9291 High Similarity NPC125755
0.9286 High Similarity NPC129417
0.9286 High Similarity NPC84181
0.9286 High Similarity NPC283995
0.9286 High Similarity NPC470235
0.9281 High Similarity NPC475084
0.9281 High Similarity NPC476356
0.9275 High Similarity NPC177868
0.927 High Similarity NPC304152
0.927 High Similarity NPC470413
0.927 High Similarity NPC65530
0.927 High Similarity NPC59324
0.927 High Similarity NPC138738
0.9265 High Similarity NPC236522
0.9259 High Similarity NPC132895
0.922 High Similarity NPC38041
0.922 High Similarity NPC279298
0.922 High Similarity NPC272619
0.922 High Similarity NPC286245
0.922 High Similarity NPC22150
0.9214 High Similarity NPC185071
0.9214 High Similarity NPC12728
0.9214 High Similarity NPC37793
0.9214 High Similarity NPC46092
0.9197 High Similarity NPC203230
0.9197 High Similarity NPC242028
0.9191 High Similarity NPC251981
0.9191 High Similarity NPC326095
0.9191 High Similarity NPC48863
0.9191 High Similarity NPC244983
0.9191 High Similarity NPC13745
0.9191 High Similarity NPC35731
0.9185 High Similarity NPC201587
0.9185 High Similarity NPC253105
0.9161 High Similarity NPC270751
0.9155 High Similarity NPC112861
0.9155 High Similarity NPC212890
0.9149 High Similarity NPC471065
0.9149 High Similarity NPC469313
0.9149 High Similarity NPC168579
0.9149 High Similarity NPC76176
0.9149 High Similarity NPC138227
0.9149 High Similarity NPC253015
0.9143 High Similarity NPC48309
0.9137 High Similarity NPC291101
0.9137 High Similarity NPC266197
0.9137 High Similarity NPC106944
0.913 High Similarity NPC283949
0.913 High Similarity NPC195196
0.9124 High Similarity NPC101624
0.9124 High Similarity NPC184938
0.9118 High Similarity NPC215833
0.9118 High Similarity NPC69513
0.9111 High Similarity NPC470095
0.9111 High Similarity NPC65942
0.9111 High Similarity NPC470096
0.9111 High Similarity NPC475067
0.9111 High Similarity NPC248307
0.9111 High Similarity NPC474017
0.9097 High Similarity NPC35877
0.9097 High Similarity NPC95392
0.9097 High Similarity NPC55715
0.9097 High Similarity NPC106138
0.9091 High Similarity NPC31325
0.9091 High Similarity NPC213074
0.9091 High Similarity NPC15538
0.9091 High Similarity NPC224674
0.9091 High Similarity NPC193473
0.9091 High Similarity NPC15956
0.9091 High Similarity NPC114505
0.9091 High Similarity NPC473480
0.9091 High Similarity NPC275284
0.9085 High Similarity NPC18979
0.9085 High Similarity NPC477702
0.9085 High Similarity NPC307466
0.9078 High Similarity NPC298317
0.9078 High Similarity NPC252169
0.9078 High Similarity NPC255566
0.9065 High Similarity NPC156376
0.9058 High Similarity NPC164857
0.9051 High Similarity NPC187194
0.9051 High Similarity NPC476411
0.9051 High Similarity NPC287745
0.9051 High Similarity NPC170694
0.9044 High Similarity NPC204215
0.9044 High Similarity NPC175067
0.9044 High Similarity NPC299144
0.9041 High Similarity NPC21902
0.9028 High Similarity NPC280945
0.9007 High Similarity NPC246947
0.9 High Similarity NPC46591
0.9 High Similarity NPC226547
0.9 High Similarity NPC56091
0.8993 High Similarity NPC185908
0.8986 High Similarity NPC141765
0.8986 High Similarity NPC24490
0.8986 High Similarity NPC47398
0.8986 High Similarity NPC234333
0.8986 High Similarity NPC165155
0.8986 High Similarity NPC34103
0.8986 High Similarity NPC150534
0.8986 High Similarity NPC470236
0.8986 High Similarity NPC260898
0.898 High Similarity NPC78809
0.8978 High Similarity NPC115022
0.8978 High Similarity NPC196937
0.8978 High Similarity NPC158331
0.8978 High Similarity NPC294166
0.8978 High Similarity NPC49074
0.8973 High Similarity NPC473621
0.8971 High Similarity NPC309787
0.8966 High Similarity NPC44452
0.8963 High Similarity NPC307110
0.8963 High Similarity NPC476968
0.8963 High Similarity NPC170844
0.8951 High Similarity NPC43508
0.8951 High Similarity NPC189239
0.8951 High Similarity NPC166506
0.8951 High Similarity NPC110763
0.8951 High Similarity NPC476301
0.8951 High Similarity NPC197352
0.8944 High Similarity NPC81638
0.8936 High Similarity NPC210192
0.8936 High Similarity NPC471908
0.8936 High Similarity NPC471389
0.8929 High Similarity NPC30951
0.8929 High Similarity NPC22517
0.8929 High Similarity NPC6369
0.8921 High Similarity NPC172818
0.8921 High Similarity NPC265433
0.8921 High Similarity NPC270456
0.8921 High Similarity NPC306441
0.8921 High Similarity NPC197723
0.8921 High Similarity NPC248727
0.8921 High Similarity NPC40664
0.8921 High Similarity NPC138350
0.8921 High Similarity NPC162659
0.8921 High Similarity NPC25695
0.8921 High Similarity NPC165482
0.8921 High Similarity NPC3293
0.8921 High Similarity NPC16435
0.8913 High Similarity NPC470881
0.8912 High Similarity NPC302610
0.8905 High Similarity NPC85799
0.8905 High Similarity NPC184447
0.8905 High Similarity NPC470752
0.8905 High Similarity NPC106739
0.8905 High Similarity NPC303422
0.8905 High Similarity NPC35932

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC5262 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
0.8963 High Similarity NPD3027 Phase 3
0.8633 High Similarity NPD1613 Approved
0.8633 High Similarity NPD1612 Clinical (unspecified phase)
0.8535 High Similarity NPD7228 Approved
0.8442 Intermediate Similarity NPD6234 Discontinued
0.8406 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.8403 Intermediate Similarity NPD7266 Discontinued
0.8355 Intermediate Similarity NPD37 Approved
0.8345 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.8333 Intermediate Similarity NPD1653 Approved
0.8312 Intermediate Similarity NPD4966 Approved
0.8312 Intermediate Similarity NPD4965 Approved
0.8312 Intermediate Similarity NPD4967 Phase 2
0.8288 Intermediate Similarity NPD6674 Discontinued
0.8199 Intermediate Similarity NPD7074 Phase 3
0.8137 Intermediate Similarity NPD7054 Approved
0.8086 Intermediate Similarity NPD7472 Approved
0.7988 Intermediate Similarity NPD7240 Approved
0.7971 Intermediate Similarity NPD3705 Approved
0.7963 Intermediate Similarity NPD3818 Discontinued
0.7958 Intermediate Similarity NPD4908 Phase 1
0.7879 Intermediate Similarity NPD7251 Discontinued
0.7875 Intermediate Similarity NPD7199 Phase 2
0.7847 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7842 Intermediate Similarity NPD1610 Phase 2
0.7842 Intermediate Similarity NPD1091 Approved
0.7831 Intermediate Similarity NPD7808 Phase 3
0.7818 Intermediate Similarity NPD6797 Phase 2
0.7771 Intermediate Similarity NPD1934 Approved
0.774 Intermediate Similarity NPD3620 Phase 2
0.774 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7736 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.773 Intermediate Similarity NPD2983 Phase 2
0.773 Intermediate Similarity NPD2982 Phase 2
0.7725 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7724 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7704 Intermediate Similarity NPD5283 Phase 1
0.7688 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7688 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7669 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7665 Intermediate Similarity NPD7685 Pre-registration
0.766 Intermediate Similarity NPD2981 Phase 2
0.7639 Intermediate Similarity NPD3018 Phase 2
0.7639 Intermediate Similarity NPD2861 Phase 2
0.7626 Intermediate Similarity NPD1357 Approved
0.7622 Intermediate Similarity NPD6166 Phase 2
0.7622 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7622 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7614 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.761 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7606 Intermediate Similarity NPD4749 Approved
0.7556 Intermediate Similarity NPD228 Approved
0.7529 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7484 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7456 Intermediate Similarity NPD6559 Discontinued
0.7452 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7448 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7444 Intermediate Similarity NPD7680 Approved
0.7429 Intermediate Similarity NPD1548 Phase 1
0.7419 Intermediate Similarity NPD5058 Phase 3
0.7415 Intermediate Similarity NPD4625 Phase 3
0.7407 Intermediate Similarity NPD3021 Approved
0.7407 Intermediate Similarity NPD3022 Approved
0.7391 Intermediate Similarity NPD2801 Approved
0.7391 Intermediate Similarity NPD2977 Approved
0.7391 Intermediate Similarity NPD2978 Approved
0.7391 Intermediate Similarity NPD8455 Phase 2
0.7361 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7358 Intermediate Similarity NPD4005 Discontinued
0.7355 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.7346 Intermediate Similarity NPD6374 Clinical (unspecified phase)
0.7338 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7338 Intermediate Similarity NPD7157 Approved
0.7312 Intermediate Similarity NPD4380 Phase 2
0.7303 Intermediate Similarity NPD4108 Discontinued
0.7299 Intermediate Similarity NPD6843 Phase 3
0.7299 Intermediate Similarity NPD6841 Approved
0.7299 Intermediate Similarity NPD6842 Approved
0.7294 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7284 Intermediate Similarity NPD1465 Phase 2
0.7278 Intermediate Similarity NPD5844 Phase 1
0.7267 Intermediate Similarity NPD4060 Phase 1
0.7262 Intermediate Similarity NPD7473 Discontinued
0.725 Intermediate Similarity NPD6055 Clinical (unspecified phase)
0.7246 Intermediate Similarity NPD7843 Approved
0.7244 Intermediate Similarity NPD6190 Approved
0.7239 Intermediate Similarity NPD3817 Phase 2
0.7237 Intermediate Similarity NPD4536 Approved
0.7237 Intermediate Similarity NPD4537 Clinical (unspecified phase)
0.7237 Intermediate Similarity NPD4538 Approved
0.7226 Intermediate Similarity NPD5177 Phase 3
0.7208 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.7203 Intermediate Similarity NPD5125 Phase 3
0.7203 Intermediate Similarity NPD5126 Approved
0.7197 Intermediate Similarity NPD7124 Phase 2
0.7195 Intermediate Similarity NPD3882 Suspended
0.7186 Intermediate Similarity NPD6232 Discontinued
0.7152 Intermediate Similarity NPD7075 Discontinued
0.7152 Intermediate Similarity NPD1558 Phase 1
0.7152 Intermediate Similarity NPD1511 Approved
0.7143 Intermediate Similarity NPD6099 Approved
0.7143 Intermediate Similarity NPD6100 Approved
0.7133 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7124 Intermediate Similarity NPD6111 Discontinued
0.7124 Intermediate Similarity NPD7097 Phase 1
0.7115 Intermediate Similarity NPD1652 Phase 2
0.7115 Intermediate Similarity NPD3060 Approved
0.7105 Intermediate Similarity NPD5124 Phase 1
0.7105 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD5735 Approved
0.7105 Intermediate Similarity NPD230 Phase 1
0.7099 Intermediate Similarity NPD4678 Approved
0.7099 Intermediate Similarity NPD4675 Approved
0.7097 Intermediate Similarity NPD1375 Discontinued
0.7097 Intermediate Similarity NPD3540 Phase 1
0.7083 Intermediate Similarity NPD3787 Discontinued
0.708 Intermediate Similarity NPD2684 Approved
0.7078 Intermediate Similarity NPD5588 Approved
0.7078 Intermediate Similarity NPD5960 Phase 3
0.7075 Intermediate Similarity NPD8651 Approved
0.707 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7067 Intermediate Similarity NPD7095 Approved
0.7066 Intermediate Similarity NPD5494 Approved
0.7063 Intermediate Similarity NPD1512 Approved
0.7039 Intermediate Similarity NPD2238 Phase 2
0.7032 Intermediate Similarity NPD3539 Phase 1
0.703 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7013 Intermediate Similarity NPD4978 Clinical (unspecified phase)
0.7012 Intermediate Similarity NPD7945 Clinical (unspecified phase)
0.7012 Intermediate Similarity NPD3384 Approved
0.7012 Intermediate Similarity NPD3383 Approved
0.7012 Intermediate Similarity NPD3382 Approved
0.7011 Intermediate Similarity NPD7549 Discontinued
0.7007 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD4237 Approved
0.7006 Intermediate Similarity NPD4236 Phase 3
0.7 Intermediate Similarity NPD7447 Phase 1
0.6993 Remote Similarity NPD6355 Discontinued
0.6987 Remote Similarity NPD5762 Approved
0.6987 Remote Similarity NPD5763 Approved
0.6983 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6972 Remote Similarity NPD6671 Approved
0.6971 Remote Similarity NPD8313 Approved
0.6971 Remote Similarity NPD8312 Approved
0.697 Remote Similarity NPD6818 Clinical (unspecified phase)
0.697 Remote Similarity NPD7096 Clinical (unspecified phase)
0.697 Remote Similarity NPD7819 Suspended
0.6966 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6962 Remote Similarity NPD4628 Phase 3
0.6962 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6962 Remote Similarity NPD6331 Phase 2
0.6962 Remote Similarity NPD4110 Phase 3
0.6951 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6948 Remote Similarity NPD6653 Approved
0.6937 Remote Similarity NPD7212 Phase 2
0.6937 Remote Similarity NPD4357 Discontinued
0.6937 Remote Similarity NPD7213 Phase 3
0.6932 Remote Similarity NPD8053 Approved
0.6932 Remote Similarity NPD8054 Approved
0.6923 Remote Similarity NPD8127 Discontinued
0.6919 Remote Similarity NPD3751 Discontinued
0.6918 Remote Similarity NPD2219 Phase 1
0.6913 Remote Similarity NPD3094 Phase 2
0.6906 Remote Similarity NPD4750 Phase 3
0.6894 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6894 Remote Similarity NPD4160 Clinical (unspecified phase)
0.6883 Remote Similarity NPD3657 Discovery
0.6879 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6879 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6875 Remote Similarity NPD6783 Clinical (unspecified phase)
0.6875 Remote Similarity NPD5536 Phase 2
0.6871 Remote Similarity NPD422 Phase 1
0.6867 Remote Similarity NPD6584 Phase 3
0.6863 Remote Similarity NPD6233 Phase 2
0.6859 Remote Similarity NPD6028 Clinical (unspecified phase)
0.6859 Remote Similarity NPD6029 Clinical (unspecified phase)
0.6855 Remote Similarity NPD3892 Phase 2
0.6852 Remote Similarity NPD7527 Clinical (unspecified phase)
0.6852 Remote Similarity NPD1940 Clinical (unspecified phase)
0.6852 Remote Similarity NPD52 Approved
0.6852 Remote Similarity NPD7526 Approved
0.6849 Remote Similarity NPD5846 Approved
0.6849 Remote Similarity NPD6516 Phase 2
0.6835 Remote Similarity NPD970 Clinical (unspecified phase)
0.6835 Remote Similarity NPD1549 Phase 2
0.6829 Remote Similarity NPD7261 Clinical (unspecified phase)
0.6826 Remote Similarity NPD5353 Approved
0.6826 Remote Similarity NPD5402 Approved
0.6824 Remote Similarity NPD6959 Discontinued
0.6818 Remote Similarity NPD4140 Approved
0.6816 Remote Similarity NPD7906 Approved
0.6815 Remote Similarity NPD1242 Phase 1
0.6813 Remote Similarity NPD2677 Approved
0.6813 Remote Similarity NPD5241 Discontinued
0.6807 Remote Similarity NPD6801 Discontinued
0.6802 Remote Similarity NPD27 Approved
0.6802 Remote Similarity NPD2489 Approved
0.6797 Remote Similarity NPD5110 Phase 2

Structure

External Identifiers

PubChem CID   10438279
ChEMBL   CHEMBL1087036
ZINC  

Physicochemical Properties

Molecular Weight:  584.25
ALogP:  -3.7419
MLogP:  3.11
XLogP:  -0.288
# Rotatable Bonds:  25
Polar Surface Area:  196.99
# H-Bond Aceptor:  7
# H-Bond Donor:  7
# Rings:  3
# Heavy Atoms:  41

Download Data

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