Natural Product: NPC476553

Natural Product ID:  NPC476553
Common Name:   (E)-1-[2,4-dihydroxy-3-[(E)-5-hydroxy-1-(4-hydroxyphenyl)-7-phenylhept-2-enyl]-6-methoxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
IUPAC Name:   (E)-1-[2,4-dihydroxy-3-[(E)-5-hydroxy-1-(4-hydroxyphenyl)-7-phenylhept-2-enyl]-6-methoxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
Synonyms:  
Molecular Formula:   C35H34O7
Standard InCHIKey:  VIHJUBYCOAJPQW-OGGKTOENSA-N
Standard InCHI:  InChI=1S/C35H34O7/c1-42-32-22-31(40)33(35(41)34(32)30(39)21-13-24-11-17-27(37)18-12-24)29(25-14-19-28(38)20-15-25)9-5-8-26(36)16-10-23-6-3-2-4-7-23/h2-7,9,11-15,17-22,26,29,36-38,40-41H,8,10,16H2,1H3/b9-5+,21-13+
Canonical SMILES:  COc1cc(O)c(c(c1C(=O)/C=C/c1ccc(cc1)O)O)C(c1ccc(cc1)O)/C=C/CC(CCc1ccccc1)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
NPO10494 Alpinia katsumadai Species Staphylinidae Eukaryota seeds PMID[21942765]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT397 Cell Line NCI-H460 Homo sapiens FC = 1.316 21942765
NPT397 Cell Line NCI-H460 Homo sapiens FC = 1.27 21942765
NPT397 Cell Line NCI-H460 Homo sapiens FC = 1.229 21942765
NPT397 Cell Line NCI-H460 Homo sapiens IC50 = 45700 nM 21942765

  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 NPC476553 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 NPC476552
1.0 High Similarity NPC476551
0.9931 High Similarity NPC43345
0.9792 High Similarity NPC152233
0.9722 High Similarity NPC475348
0.9722 High Similarity NPC261271
0.9664 High Similarity NPC208258
0.9662 High Similarity NPC79375
0.9662 High Similarity NPC37253
0.96 High Similarity NPC15815
0.9595 High Similarity NPC324447
0.9583 High Similarity NPC471523
0.9583 High Similarity NPC471524
0.9583 High Similarity NPC471473
0.9533 High Similarity NPC257166
0.947 High Similarity NPC51247
0.9463 High Similarity NPC121568
0.9459 High Similarity NPC178484
0.9448 High Similarity NPC194949
0.9448 High Similarity NPC282957
0.9408 High Similarity NPC98023
0.9408 High Similarity NPC226462
0.9408 High Similarity NPC195136
0.9404 High Similarity NPC1796
0.9375 High Similarity NPC26238
0.9342 High Similarity NPC90497
0.9342 High Similarity NPC105584
0.9281 High Similarity NPC42965
0.9281 High Similarity NPC121647
0.9276 High Similarity NPC475184
0.9252 High Similarity NPC25844
0.9247 High Similarity NPC476178
0.9247 High Similarity NPC117836
0.9247 High Similarity NPC51887
0.9247 High Similarity NPC475705
0.9241 High Similarity NPC321980
0.9241 High Similarity NPC470087
0.9236 High Similarity NPC470211
0.9211 High Similarity NPC54830
0.9211 High Similarity NPC56049
0.9195 High Similarity NPC3642
0.9178 High Similarity NPC297600
0.9172 High Similarity NPC144118
0.9172 High Similarity NPC80962
0.9172 High Similarity NPC326109
0.9172 High Similarity NPC219917
0.9172 High Similarity NPC213659
0.9172 High Similarity NPC204985
0.9172 High Similarity NPC259166
0.9172 High Similarity NPC172250
0.9172 High Similarity NPC215311
0.9172 High Similarity NPC48624
0.9167 High Similarity NPC251681
0.9167 High Similarity NPC243528
0.9161 High Similarity NPC473012
0.915 High Similarity NPC322459
0.915 High Similarity NPC323627
0.915 High Similarity NPC318527
0.915 High Similarity NPC324358
0.9139 High Similarity NPC78324
0.9139 High Similarity NPC115601
0.9139 High Similarity NPC208011
0.9139 High Similarity NPC39154
0.9128 High Similarity NPC122894
0.9122 High Similarity NPC470132
0.9122 High Similarity NPC473078
0.9122 High Similarity NPC109183
0.9122 High Similarity NPC470133
0.9122 High Similarity NPC470134
0.9122 High Similarity NPC470131
0.9116 High Similarity NPC245482
0.9116 High Similarity NPC301751
0.911 High Similarity NPC470089
0.911 High Similarity NPC55832
0.911 High Similarity NPC268204
0.911 High Similarity NPC52789
0.911 High Similarity NPC476508
0.911 High Similarity NPC469404
0.911 High Similarity NPC26051
0.9108 High Similarity NPC251336
0.9103 High Similarity NPC477956
0.9103 High Similarity NPC295384
0.9103 High Similarity NPC283429
0.9103 High Similarity NPC473009
0.9097 High Similarity NPC301256
0.9097 High Similarity NPC153979
0.9097 High Similarity NPC312273
0.9085 High Similarity NPC69531
0.9085 High Similarity NPC32867
0.9073 High Similarity NPC204561
0.9073 High Similarity NPC317715
0.9073 High Similarity NPC148945
0.9073 High Similarity NPC316960
0.9073 High Similarity NPC78835
0.9073 High Similarity NPC309512
0.9067 High Similarity NPC132345
0.9067 High Similarity NPC473016
0.906 High Similarity NPC51070
0.906 High Similarity NPC222298
0.9054 High Similarity NPC470135
0.9054 High Similarity NPC473013
0.9054 High Similarity NPC473014
0.9054 High Similarity NPC476055
0.9054 High Similarity NPC470136
0.9054 High Similarity NPC236766
0.9054 High Similarity NPC39045
0.9054 High Similarity NPC197252
0.9054 High Similarity NPC235217
0.9054 High Similarity NPC473015
0.9054 High Similarity NPC271288
0.9048 High Similarity NPC148545
0.9045 High Similarity NPC473010
0.9041 High Similarity NPC101366
0.9041 High Similarity NPC265178
0.9041 High Similarity NPC11056
0.9041 High Similarity NPC253822
0.9034 High Similarity NPC21350
0.9028 High Similarity NPC249606
0.9028 High Similarity NPC186838
0.9028 High Similarity NPC274109
0.9028 High Similarity NPC168105
0.9028 High Similarity NPC213603
0.9028 High Similarity NPC24394
0.9028 High Similarity NPC477244
0.9028 High Similarity NPC66349
0.9028 High Similarity NPC150399
0.9028 High Similarity NPC98115
0.9028 High Similarity NPC12165
0.9028 High Similarity NPC41461
0.9028 High Similarity NPC477242
0.9028 High Similarity NPC25287
0.9028 High Similarity NPC477243
0.9028 High Similarity NPC1486
0.9026 High Similarity NPC287789
0.9026 High Similarity NPC271741
0.902 High Similarity NPC205026
0.902 High Similarity NPC100049
0.902 High Similarity NPC14606
0.902 High Similarity NPC134171
0.902 High Similarity NPC158027
0.902 High Similarity NPC215203
0.902 High Similarity NPC265624
0.902 High Similarity NPC66441
0.902 High Similarity NPC186227
0.902 High Similarity NPC182555
0.902 High Similarity NPC52611
0.902 High Similarity NPC159707
0.902 High Similarity NPC248739
0.902 High Similarity NPC300668
0.902 High Similarity NPC121649
0.902 High Similarity NPC150908
0.9013 High Similarity NPC174086
0.9 High Similarity NPC132592
0.9 High Similarity NPC145467
0.9 High Similarity NPC6511
0.9 High Similarity NPC39195
0.9 High Similarity NPC160821
0.8993 High Similarity NPC285630
0.8993 High Similarity NPC228779
0.8993 High Similarity NPC477955
0.8993 High Similarity NPC474161
0.8993 High Similarity NPC476088
0.8993 High Similarity NPC127059
0.8993 High Similarity NPC472629
0.8993 High Similarity NPC316769
0.8986 High Similarity NPC185276
0.8986 High Similarity NPC278249
0.8986 High Similarity NPC257097
0.8986 High Similarity NPC125894
0.8986 High Similarity NPC143896
0.8986 High Similarity NPC310130
0.8986 High Similarity NPC85162
0.8986 High Similarity NPC91560
0.8986 High Similarity NPC149026
0.8986 High Similarity NPC75049
0.8986 High Similarity NPC150408
0.8986 High Similarity NPC39329
0.8986 High Similarity NPC107177
0.8986 High Similarity NPC169591
0.8986 High Similarity NPC68104
0.8986 High Similarity NPC81697
0.8986 High Similarity NPC221432
0.8986 High Similarity NPC175504
0.8986 High Similarity NPC77794
0.8986 High Similarity NPC164980
0.8986 High Similarity NPC223812
0.898 High Similarity NPC40118
0.898 High Similarity NPC126534
0.898 High Similarity NPC232021
0.8973 High Similarity NPC472366
0.8968 High Similarity NPC324736
0.8968 High Similarity NPC295090
0.8968 High Similarity NPC51760
0.8966 High Similarity NPC317119
0.8966 High Similarity NPC294409
0.8966 High Similarity NPC116632
0.8966 High Similarity NPC303644
0.8966 High Similarity NPC255801
0.8966 High Similarity NPC472419
0.8966 High Similarity NPC322301

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476553 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
0.9272 High Similarity NPD8443 Clinical (unspecified phase)
0.8961 High Similarity NPD7768 Phase 2
0.8882 High Similarity NPD4380 Phase 2
0.8828 High Similarity NPD1510 Phase 2
0.8805 High Similarity NPD7852 Clinical (unspecified phase)
0.88 High Similarity NPD7410 Clinical (unspecified phase)
0.8701 High Similarity NPD7411 Suspended
0.8681 High Similarity NPD1240 Approved
0.8675 High Similarity NPD4378 Clinical (unspecified phase)
0.8649 High Similarity NPD1549 Phase 2
0.8616 High Similarity NPD6959 Discontinued
0.859 High Similarity NPD7819 Suspended
0.8581 High Similarity NPD1550 Clinical (unspecified phase)
0.8581 High Similarity NPD1552 Clinical (unspecified phase)
0.8562 High Similarity NPD1607 Approved
0.8544 High Similarity NPD7075 Discontinued
0.8514 High Similarity NPD2796 Approved
0.8471 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8471 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8313 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8303 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8293 Intermediate Similarity NPD7473 Discontinued
0.8291 Intermediate Similarity NPD6801 Discontinued
0.8232 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8232 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8232 Intermediate Similarity NPD6166 Phase 2
0.8224 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.8199 Intermediate Similarity NPD3749 Approved
0.8188 Intermediate Similarity NPD6651 Approved
0.8176 Intermediate Similarity NPD1934 Approved
0.8129 Intermediate Similarity NPD7390 Discontinued
0.811 Intermediate Similarity NPD6232 Discontinued
0.8098 Intermediate Similarity NPD5494 Approved
0.8052 Intermediate Similarity NPD3750 Approved
0.8041 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.8039 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8026 Intermediate Similarity NPD2935 Discontinued
0.8013 Intermediate Similarity NPD6799 Approved
0.7987 Intermediate Similarity NPD7458 Discontinued
0.7976 Intermediate Similarity NPD5844 Phase 1
0.7961 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7937 Intermediate Similarity NPD6599 Discontinued
0.7935 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7929 Intermediate Similarity NPD7074 Phase 3
0.7914 Intermediate Similarity NPD3882 Suspended
0.7914 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7905 Intermediate Similarity NPD4908 Phase 1
0.7901 Intermediate Similarity NPD2801 Approved
0.7898 Intermediate Similarity NPD1511 Approved
0.7895 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7882 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7871 Intermediate Similarity NPD2800 Approved
0.787 Intermediate Similarity NPD7054 Approved
0.7862 Intermediate Similarity NPD5403 Approved
0.7849 Intermediate Similarity NPD8313 Approved
0.7849 Intermediate Similarity NPD8312 Approved
0.7848 Intermediate Similarity NPD2533 Approved
0.7848 Intermediate Similarity NPD2532 Approved
0.7848 Intermediate Similarity NPD2534 Approved
0.7843 Intermediate Similarity NPD2799 Discontinued
0.7841 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7836 Intermediate Similarity NPD6559 Discontinued
0.7824 Intermediate Similarity NPD7472 Approved
0.7821 Intermediate Similarity NPD7003 Approved
0.7811 Intermediate Similarity NPD3818 Discontinued
0.78 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7799 Intermediate Similarity NPD1512 Approved
0.7792 Intermediate Similarity NPD5406 Approved
0.7792 Intermediate Similarity NPD5405 Approved
0.7792 Intermediate Similarity NPD1551 Phase 2
0.7792 Intermediate Similarity NPD5408 Approved
0.7792 Intermediate Similarity NPD5404 Approved
0.7791 Intermediate Similarity NPD7808 Phase 3
0.777 Intermediate Similarity NPD2798 Approved
0.7765 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7742 Intermediate Similarity NPD2344 Approved
0.7736 Intermediate Similarity NPD5401 Approved
0.7733 Intermediate Similarity NPD7251 Discontinued
0.7727 Intermediate Similarity NPD3748 Approved
0.7727 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7707 Intermediate Similarity NPD4628 Phase 3
0.7674 Intermediate Similarity NPD6797 Phase 2
0.7674 Intermediate Similarity NPD5953 Discontinued
0.7661 Intermediate Similarity NPD7286 Phase 2
0.7654 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7654 Intermediate Similarity NPD4363 Phase 3
0.7654 Intermediate Similarity NPD4360 Phase 2
0.7643 Intermediate Similarity NPD1243 Approved
0.764 Intermediate Similarity NPD920 Approved
0.7636 Intermediate Similarity NPD3817 Phase 2
0.7636 Intermediate Similarity NPD5402 Approved
0.7625 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.761 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7582 Intermediate Similarity NPD943 Approved
0.7576 Intermediate Similarity NPD8455 Phase 2
0.7564 Intermediate Similarity NPD6099 Approved
0.7564 Intermediate Similarity NPD6100 Approved
0.7547 Intermediate Similarity NPD2309 Approved
0.7546 Intermediate Similarity NPD3226 Approved
0.7531 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7516 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD8151 Discontinued
0.7486 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7484 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7473 Intermediate Similarity NPD7871 Phase 2
0.7473 Intermediate Similarity NPD7870 Phase 2
0.7451 Intermediate Similarity NPD2313 Discontinued
0.7434 Intermediate Similarity NPD6832 Phase 2
0.7432 Intermediate Similarity NPD1610 Phase 2
0.7432 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7419 Intermediate Similarity NPD7697 Approved
0.7419 Intermediate Similarity NPD7696 Phase 3
0.7419 Intermediate Similarity NPD7698 Approved
0.7419 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7419 Intermediate Similarity NPD5124 Phase 1
0.7418 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7418 Intermediate Similarity NPD4361 Phase 2
0.7416 Intermediate Similarity NPD8150 Discontinued
0.7407 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7389 Intermediate Similarity NPD7033 Discontinued
0.7383 Intermediate Similarity NPD3972 Approved
0.7368 Intermediate Similarity NPD7229 Phase 3
0.7362 Intermediate Similarity NPD6273 Approved
0.7351 Intermediate Similarity NPD6776 Approved
0.7351 Intermediate Similarity NPD1203 Approved
0.7351 Intermediate Similarity NPD6778 Approved
0.7351 Intermediate Similarity NPD6782 Approved
0.7351 Intermediate Similarity NPD1470 Approved
0.7351 Intermediate Similarity NPD6781 Approved
0.7351 Intermediate Similarity NPD6779 Approved
0.7351 Intermediate Similarity NPD6777 Approved
0.7351 Intermediate Similarity NPD6780 Approved
0.7349 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7338 Intermediate Similarity NPD3268 Approved
0.7338 Intermediate Similarity NPD3764 Approved
0.7326 Intermediate Similarity NPD7435 Discontinued
0.7326 Intermediate Similarity NPD3926 Phase 2
0.7315 Intermediate Similarity NPD1201 Approved
0.7312 Intermediate Similarity NPD2654 Approved
0.7305 Intermediate Similarity NPD37 Approved
0.7299 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7299 Intermediate Similarity NPD7177 Discontinued
0.7296 Intermediate Similarity NPD2346 Discontinued
0.7294 Intermediate Similarity NPD919 Approved
0.7267 Intermediate Similarity NPD5710 Approved
0.7267 Intermediate Similarity NPD5711 Approved
0.7263 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7263 Intermediate Similarity NPD7701 Phase 2
0.7262 Intermediate Similarity NPD5760 Phase 2
0.7262 Intermediate Similarity NPD5761 Phase 2
0.724 Intermediate Similarity NPD7801 Approved
0.7238 Intermediate Similarity NPD4287 Approved
0.7237 Intermediate Similarity NPD2797 Approved
0.7237 Intermediate Similarity NPD1164 Approved
0.7222 Intermediate Similarity NPD8434 Phase 2
0.7211 Intermediate Similarity NPD7584 Approved
0.7209 Intermediate Similarity NPD7199 Phase 2
0.7209 Intermediate Similarity NPD1247 Approved
0.7202 Intermediate Similarity NPD7577 Discontinued
0.72 Intermediate Similarity NPD3751 Discontinued
0.7188 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD7874 Approved
0.7188 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7181 Intermediate Similarity NPD6823 Phase 2
0.7176 Intermediate Similarity NPD4967 Phase 2
0.7176 Intermediate Similarity NPD4966 Approved
0.7176 Intermediate Similarity NPD4965 Approved
0.7171 Intermediate Similarity NPD1876 Approved
0.7168 Intermediate Similarity NPD3787 Discontinued
0.7166 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7162 Intermediate Similarity NPD9545 Approved
0.7162 Intermediate Similarity NPD1548 Phase 1
0.7161 Intermediate Similarity NPD3027 Phase 3
0.716 Intermediate Similarity NPD1465 Phase 2
0.7152 Intermediate Similarity NPD9717 Approved
0.7151 Intermediate Similarity NPD7700 Phase 2
0.7151 Intermediate Similarity NPD7699 Phase 2
0.7143 Intermediate Similarity NPD9493 Approved
0.7134 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7119 Intermediate Similarity NPD1729 Discontinued
0.7118 Intermediate Similarity NPD4288 Approved
0.7115 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD6798 Discontinued
0.7105 Intermediate Similarity NPD8320 Phase 1
0.7105 Intermediate Similarity NPD8319 Approved
0.7102 Intermediate Similarity NPD7228 Approved
0.7101 Intermediate Similarity NPD6844 Discontinued
0.7093 Intermediate Similarity NPD6234 Discontinued
0.7089 Intermediate Similarity NPD6355 Discontinued
0.7089 Intermediate Similarity NPD230 Phase 1
0.7086 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7081 Intermediate Similarity NPD6534 Approved
0.7081 Intermediate Similarity NPD6535 Approved
0.7078 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD4308 Phase 3
0.7063 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7062 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7062 Intermediate Similarity NPD7783 Phase 2
0.7055 Intermediate Similarity NPD8166 Discontinued
0.7051 Intermediate Similarity NPD4625 Phase 3

Structure

External Identifiers

PubChem CID   57390523
ChEMBL   CHEMBL1926699
ZINC  

Physicochemical Properties

Molecular Weight:  566.23
ALogP:  -1.8101
MLogP:  4.54
XLogP:  8.114
# Rotatable Bonds:  18
Polar Surface Area:  127.45
# H-Bond Aceptor:  2
# H-Bond Donor:  5
# Rings:  4
# Heavy Atoms:  42

Download Data

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