Natural Product: NPC9933

Natural Product ID:  NPC9933
Common Name:   (2S,3R,4R)-3Alpha-[(Beta-D-Glucopyranosyl)Oxy]Lyoniresinol
IUPAC Name:   (2R,3R,4S,5S,6R)-2-[[(1R,2R,3S)-7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Synonyms:  
Molecular Formula:   C28H38O13
Standard InCHIKey:  PQQRNPDHSJDAGV-OMSDARFTSA-N
Standard InCHI:  InChI=1S/C28H38O13/c1-36-16-7-13(8-17(37-2)22(16)31)20-15(11-40-28-26(35)25(34)23(32)19(10-30)41-28)14(9-29)5-12-6-18(38-3)24(33)27(39-4)21(12)20/h6-8,14-15,19-20,23,25-26,28-35H,5,9-11H2,1-4H3/t14-,15+,19-,20+,23-,25+,26-,28-/m1/s1
Canonical SMILES:  OC[C@H]1Cc2cc(OC)c(c(c2[C@H]([C@H]1CO[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)c1cc(OC)c(c(c1)OC)O)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
NPO1338 Arcangelisia gusanlung Species Menispermaceae Eukaryota Stems PMID[21500777]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT43 Individual Protein Tyrosinase Agaricus bisporus IC50 > 1000000 nM 21500777

  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 NPC9933 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 NPC225815
1.0 High Similarity NPC469706
1.0 High Similarity NPC214326
1.0 High Similarity NPC185955
1.0 High Similarity NPC260781
1.0 High Similarity NPC145979
1.0 High Similarity NPC182368
1.0 High Similarity NPC218041
1.0 High Similarity NPC469707
0.9589 High Similarity NPC21902
0.951 High Similarity NPC272619
0.951 High Similarity NPC286245
0.9441 High Similarity NPC471065
0.9441 High Similarity NPC253015
0.9437 High Similarity NPC472714
0.9437 High Similarity NPC5262
0.9384 High Similarity NPC44452
0.932 High Similarity NPC472709
0.932 High Similarity NPC472710
0.9306 High Similarity NPC472713
0.9306 High Similarity NPC187774
0.9306 High Similarity NPC473046
0.9306 High Similarity NPC118385
0.9306 High Similarity NPC472712
0.9241 High Similarity NPC277867
0.9241 High Similarity NPC475096
0.9241 High Similarity NPC161700
0.9225 High Similarity NPC230124
0.9225 High Similarity NPC6300
0.9225 High Similarity NPC114171
0.9189 High Similarity NPC183380
0.9189 High Similarity NPC24425
0.9178 High Similarity NPC125755
0.9178 High Similarity NPC190714
0.9178 High Similarity NPC99515
0.9167 High Similarity NPC191231
0.9133 High Similarity NPC78809
0.9116 High Similarity NPC227902
0.9116 High Similarity NPC39657
0.9103 High Similarity NPC37793
0.9091 High Similarity NPC184613
0.9054 High Similarity NPC175976
0.9054 High Similarity NPC270751
0.9054 High Similarity NPC248132
0.9054 High Similarity NPC130449
0.9041 High Similarity NPC25292
0.9041 High Similarity NPC76176
0.9041 High Similarity NPC164183
0.9041 High Similarity NPC469313
0.9041 High Similarity NPC168579
0.9041 High Similarity NPC133251
0.9041 High Similarity NPC473045
0.9041 High Similarity NPC138227
0.9034 High Similarity NPC189115
0.9034 High Similarity NPC475084
0.9034 High Similarity NPC469559
0.9026 High Similarity NPC1253
0.9026 High Similarity NPC100936
0.9007 High Similarity NPC475227
0.9007 High Similarity NPC200645
0.9007 High Similarity NPC106669
0.8993 High Similarity NPC51328
0.8993 High Similarity NPC55158
0.8993 High Similarity NPC286235
0.8986 High Similarity NPC193473
0.8986 High Similarity NPC213074
0.8986 High Similarity NPC31325
0.8986 High Similarity NPC224674
0.8986 High Similarity NPC275284
0.8986 High Similarity NPC15538
0.8986 High Similarity NPC473480
0.8986 High Similarity NPC15956
0.8986 High Similarity NPC114505
0.898 High Similarity NPC166506
0.898 High Similarity NPC189239
0.898 High Similarity NPC110763
0.898 High Similarity NPC197352
0.8974 High Similarity NPC116759
0.8974 High Similarity NPC14294
0.8973 High Similarity NPC278961
0.8973 High Similarity NPC473044
0.8973 High Similarity NPC113680
0.8966 High Similarity NPC472711
0.8966 High Similarity NPC469661
0.8951 High Similarity NPC52277
0.8951 High Similarity NPC199459
0.8951 High Similarity NPC177035
0.8944 High Similarity NPC107478
0.894 High Similarity NPC474442
0.8926 High Similarity NPC280945
0.8926 High Similarity NPC179809
0.8924 High Similarity NPC185498
0.8919 High Similarity NPC112251
0.8912 High Similarity NPC121661
0.8912 High Similarity NPC473108
0.8912 High Similarity NPC73467
0.8904 High Similarity NPC48309
0.8889 High Similarity NPC474039
0.8881 High Similarity NPC313081
0.8874 High Similarity NPC473621
0.8874 High Similarity NPC2745
0.8867 High Similarity NPC474893
0.8867 High Similarity NPC220006
0.8867 High Similarity NPC181452
0.8867 High Similarity NPC475940
0.8859 High Similarity NPC474397
0.8851 High Similarity NPC307466
0.8851 High Similarity NPC476301
0.8851 High Similarity NPC43508
0.8846 High Similarity NPC100465
0.8846 High Similarity NPC152424
0.8844 High Similarity NPC469630
0.8844 High Similarity NPC477898
0.8844 High Similarity NPC470950
0.8844 High Similarity NPC185307
0.8844 High Similarity NPC472451
0.8844 High Similarity NPC324962
0.8844 High Similarity NPC252169
0.8839 High Similarity NPC185231
0.8836 High Similarity NPC178054
0.8836 High Similarity NPC210192
0.8828 High Similarity NPC471183
0.8828 High Similarity NPC212770
0.8828 High Similarity NPC98777
0.8819 High Similarity NPC202846
0.8819 High Similarity NPC143139
0.8816 High Similarity NPC44192
0.8816 High Similarity NPC233467
0.8816 High Similarity NPC302610
0.8816 High Similarity NPC322899
0.8816 High Similarity NPC272552
0.8816 High Similarity NPC134911
0.8816 High Similarity NPC469944
0.8816 High Similarity NPC226108
0.8816 High Similarity NPC471154
0.8816 High Similarity NPC46283
0.8816 High Similarity NPC157783
0.8812 High Similarity NPC179240
0.8811 High Similarity NPC125649
0.8811 High Similarity NPC209199
0.8808 High Similarity NPC98624
0.8808 High Similarity NPC477612
0.8808 High Similarity NPC195561
0.8808 High Similarity NPC158784
0.8803 High Similarity NPC161958
0.8803 High Similarity NPC14224
0.8803 High Similarity NPC470270
0.88 High Similarity NPC291326
0.88 High Similarity NPC473876
0.88 High Similarity NPC474834
0.88 High Similarity NPC474940
0.88 High Similarity NPC290902
0.88 High Similarity NPC474795
0.88 High Similarity NPC159697
0.88 High Similarity NPC474856
0.88 High Similarity NPC117788
0.88 High Similarity NPC303013
0.88 High Similarity NPC130959
0.8797 High Similarity NPC222531
0.8792 High Similarity NPC474054
0.8792 High Similarity NPC252286
0.8792 High Similarity NPC33832
0.8792 High Similarity NPC260397
0.8792 High Similarity NPC233980
0.8792 High Similarity NPC154971
0.8784 High Similarity NPC84181
0.8784 High Similarity NPC471667
0.8784 High Similarity NPC79429
0.8784 High Similarity NPC470235
0.8784 High Similarity NPC217635
0.8784 High Similarity NPC50250
0.8784 High Similarity NPC283995
0.8784 High Similarity NPC129417
0.8782 High Similarity NPC91634
0.8782 High Similarity NPC268718
0.8782 High Similarity NPC150943
0.8776 High Similarity NPC103637
0.8776 High Similarity NPC230538
0.8776 High Similarity NPC133934
0.8776 High Similarity NPC36531
0.8776 High Similarity NPC184684
0.8776 High Similarity NPC229172
0.8776 High Similarity NPC184641
0.8776 High Similarity NPC41782
0.8776 High Similarity NPC476356
0.8767 High Similarity NPC266197
0.8767 High Similarity NPC177868
0.8767 High Similarity NPC106944
0.8767 High Similarity NPC291101
0.8759 High Similarity NPC470413
0.8759 High Similarity NPC86605
0.8759 High Similarity NPC138738
0.8759 High Similarity NPC196420
0.8759 High Similarity NPC3072
0.8759 High Similarity NPC46277
0.8759 High Similarity NPC59324
0.8759 High Similarity NPC65530
0.8759 High Similarity NPC304152
0.8759 High Similarity NPC301765
0.8759 High Similarity NPC156948

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC9933 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
0.8924 High Similarity NPD7228 Approved
0.8836 High Similarity NPD6674 Discontinued
0.8718 High Similarity NPD6234 Discontinued
0.8636 High Similarity NPD37 Approved
0.859 High Similarity NPD4967 Phase 2
0.859 High Similarity NPD4966 Approved
0.859 High Similarity NPD4965 Approved
0.8462 Intermediate Similarity NPD3027 Phase 3
0.8414 Intermediate Similarity NPD1613 Approved
0.8414 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.8364 Intermediate Similarity NPD7240 Approved
0.8194 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.8141 Intermediate Similarity NPD1653 Approved
0.8138 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.8133 Intermediate Similarity NPD7074 Phase 3
0.8079 Intermediate Similarity NPD7266 Discontinued
0.8072 Intermediate Similarity NPD7054 Approved
0.8037 Intermediate Similarity NPD7199 Phase 2
0.8027 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.8024 Intermediate Similarity NPD7472 Approved
0.8014 Intermediate Similarity NPD4908 Phase 1
0.7966 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7919 Intermediate Similarity NPD3620 Phase 2
0.7919 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7831 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7824 Intermediate Similarity NPD7251 Discontinued
0.7798 Intermediate Similarity NPD3818 Discontinued
0.7791 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.779 Intermediate Similarity NPD7680 Approved
0.7785 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD7808 Phase 3
0.7778 Intermediate Similarity NPD3705 Approved
0.7765 Intermediate Similarity NPD6797 Phase 2
0.7751 Intermediate Similarity NPD5844 Phase 1
0.7746 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7718 Intermediate Similarity NPD4625 Phase 3
0.7688 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7679 Intermediate Similarity NPD6166 Phase 2
0.7679 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7679 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7674 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7655 Intermediate Similarity NPD1091 Approved
0.7655 Intermediate Similarity NPD1610 Phase 2
0.7636 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7635 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7633 Intermediate Similarity NPD7473 Discontinued
0.7628 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7607 Intermediate Similarity NPD1934 Approved
0.7561 Intermediate Similarity NPD8455 Phase 2
0.7561 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.756 Intermediate Similarity NPD6232 Discontinued
0.7551 Intermediate Similarity NPD4749 Approved
0.7544 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.753 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7514 Intermediate Similarity NPD6559 Discontinued
0.7467 Intermediate Similarity NPD3018 Phase 2
0.7467 Intermediate Similarity NPD2861 Phase 2
0.7455 Intermediate Similarity NPD1465 Phase 2
0.7451 Intermediate Similarity NPD4060 Phase 1
0.743 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7429 Intermediate Similarity NPD8312 Approved
0.7429 Intermediate Similarity NPD8313 Approved
0.7416 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7414 Intermediate Similarity NPD7685 Pre-registration
0.7378 Intermediate Similarity NPD4380 Phase 2
0.736 Intermediate Similarity NPD6842 Approved
0.736 Intermediate Similarity NPD6843 Phase 3
0.736 Intermediate Similarity NPD6841 Approved
0.7356 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7353 Intermediate Similarity NPD3787 Discontinued
0.7315 Intermediate Similarity NPD2983 Phase 2
0.7315 Intermediate Similarity NPD2982 Phase 2
0.7294 Intermediate Similarity NPD6959 Discontinued
0.729 Intermediate Similarity NPD5735 Approved
0.7284 Intermediate Similarity NPD4160 Clinical (unspecified phase)
0.7279 Intermediate Similarity NPD5125 Phase 3
0.7279 Intermediate Similarity NPD5126 Approved
0.7278 Intermediate Similarity NPD5763 Approved
0.7278 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.7278 Intermediate Similarity NPD5762 Approved
0.7273 Intermediate Similarity NPD5283 Phase 1
0.7263 Intermediate Similarity NPD7906 Approved
0.7261 Intermediate Similarity NPD4108 Discontinued
0.726 Intermediate Similarity NPD1548 Phase 1
0.7248 Intermediate Similarity NPD2981 Phase 2
0.7246 Intermediate Similarity NPD2801 Approved
0.7222 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7215 Intermediate Similarity NPD6099 Approved
0.7215 Intermediate Similarity NPD6100 Approved
0.7212 Intermediate Similarity NPD4005 Discontinued
0.7211 Intermediate Similarity NPD8151 Discontinued
0.7211 Intermediate Similarity NPD1357 Approved
0.7207 Intermediate Similarity NPD4663 Approved
0.7202 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7197 Intermediate Similarity NPD7097 Phase 1
0.7195 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7193 Intermediate Similarity NPD8127 Discontinued
0.7191 Intermediate Similarity NPD8054 Approved
0.7191 Intermediate Similarity NPD8053 Approved
0.7184 Intermediate Similarity NPD3751 Discontinued
0.7179 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD5124 Phase 1
0.7168 Intermediate Similarity NPD2489 Approved
0.7168 Intermediate Similarity NPD27 Approved
0.716 Intermediate Similarity NPD5058 Phase 3
0.7151 Intermediate Similarity NPD3051 Approved
0.7143 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7819 Suspended
0.7135 Intermediate Similarity NPD7313 Approved
0.7135 Intermediate Similarity NPD5494 Approved
0.7135 Intermediate Similarity NPD7311 Approved
0.7135 Intermediate Similarity NPD7312 Approved
0.7135 Intermediate Similarity NPD7310 Approved
0.7135 Intermediate Similarity NPD4577 Approved
0.7135 Intermediate Similarity NPD4578 Approved
0.7133 Intermediate Similarity NPD228 Approved
0.7118 Intermediate Similarity NPD7075 Discontinued
0.7117 Intermediate Similarity NPD7040 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD7041 Phase 2
0.711 Intermediate Similarity NPD2969 Approved
0.711 Intermediate Similarity NPD2970 Approved
0.7105 Intermediate Similarity NPD3094 Phase 2
0.7101 Intermediate Similarity NPD3817 Phase 2
0.7095 Intermediate Similarity NPD7309 Approved
0.7081 Intermediate Similarity NPD5177 Phase 3
0.7079 Intermediate Similarity NPD7549 Discontinued
0.7074 Intermediate Similarity NPD6823 Phase 2
0.7073 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7073 Intermediate Similarity NPD7447 Phase 1
0.707 Intermediate Similarity NPD3657 Discovery
0.7059 Intermediate Similarity NPD6778 Approved
0.7059 Intermediate Similarity NPD6781 Approved
0.7059 Intermediate Similarity NPD6777 Approved
0.7059 Intermediate Similarity NPD6780 Approved
0.7059 Intermediate Similarity NPD6782 Approved
0.7059 Intermediate Similarity NPD6776 Approved
0.7059 Intermediate Similarity NPD3882 Suspended
0.7059 Intermediate Similarity NPD6779 Approved
0.7041 Intermediate Similarity NPD2978 Approved
0.7041 Intermediate Similarity NPD2977 Approved
0.7039 Intermediate Similarity NPD8651 Approved
0.7037 Intermediate Similarity NPD7435 Discontinued
0.7012 Intermediate Similarity NPD7212 Phase 2
0.7012 Intermediate Similarity NPD1511 Approved
0.7012 Intermediate Similarity NPD7213 Phase 3
0.7006 Intermediate Similarity NPD4140 Approved
0.7 Intermediate Similarity NPD6374 Clinical (unspecified phase)
0.6994 Remote Similarity NPD5084 Clinical (unspecified phase)
0.6994 Remote Similarity NPD5307 Clinical (unspecified phase)
0.6994 Remote Similarity NPD6190 Approved
0.6993 Remote Similarity NPD3021 Approved
0.6993 Remote Similarity NPD3022 Approved
0.6987 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6981 Remote Similarity NPD4538 Approved
0.6981 Remote Similarity NPD4537 Clinical (unspecified phase)
0.6981 Remote Similarity NPD4536 Approved
0.6975 Remote Similarity NPD1652 Phase 2
0.6974 Remote Similarity NPD5327 Phase 3
0.6974 Remote Similarity NPD4379 Clinical (unspecified phase)
0.697 Remote Similarity NPD7446 Clinical (unspecified phase)
0.6957 Remote Similarity NPD3540 Phase 1
0.6954 Remote Similarity NPD7229 Phase 3
0.6954 Remote Similarity NPD3092 Approved
0.6947 Remote Similarity NPD7697 Approved
0.6947 Remote Similarity NPD7696 Phase 3
0.6947 Remote Similarity NPD7698 Approved
0.6941 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6939 Remote Similarity NPD7157 Approved
0.6933 Remote Similarity NPD3892 Phase 2
0.6933 Remote Similarity NPD3750 Approved
0.6933 Remote Similarity NPD8166 Discontinued
0.6928 Remote Similarity NPD6696 Suspended
0.6928 Remote Similarity NPD1940 Clinical (unspecified phase)
0.6928 Remote Similarity NPD1512 Approved
0.6923 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6918 Remote Similarity NPD4097 Suspended
0.6914 Remote Similarity NPD970 Clinical (unspecified phase)
0.6911 Remote Similarity NPD7870 Phase 2
0.6911 Remote Similarity NPD7871 Phase 2
0.6905 Remote Similarity NPD6055 Clinical (unspecified phase)
0.6905 Remote Similarity NPD7458 Discontinued
0.6905 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6899 Remote Similarity NPD2238 Phase 2
0.6894 Remote Similarity NPD3539 Phase 1
0.6891 Remote Similarity NPD7701 Phase 2
0.689 Remote Similarity NPD2677 Approved
0.6882 Remote Similarity NPD7945 Clinical (unspecified phase)
0.6875 Remote Similarity NPD4750 Phase 3
0.6875 Remote Similarity NPD4978 Clinical (unspecified phase)
0.6872 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6872 Remote Similarity NPD7801 Approved
0.6872 Remote Similarity NPD7783 Phase 2
0.6867 Remote Similarity NPD2533 Approved
0.6867 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6867 Remote Similarity NPD2534 Approved
0.6867 Remote Similarity NPD2532 Approved
0.6864 Remote Similarity NPD7028 Phase 2
0.686 Remote Similarity NPD7768 Phase 2
0.6855 Remote Similarity NPD6355 Discontinued

Structure

External Identifiers

PubChem CID   44178645
ChEMBL   CHEMBL1813179
ZINC  

Physicochemical Properties

Molecular Weight:  582.23
ALogP:  -4.0646
MLogP:  3.11
XLogP:  -0.935
# Rotatable Bonds:  21
Polar Surface Area:  196.99
# H-Bond Aceptor:  7
# H-Bond Donor:  7
# Rings:  4
# Heavy Atoms:  41

Download Data

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