Natural Product: NPC43345

Natural Product ID:  NPC43345
Common Name:   Calyxin A
IUPAC Name:   (E)-1-[2,4-dihydroxy-3-[(E,3R,5S)-5-hydroxy-1,7-bis(4-hydroxyphenyl)hept-1-en-3-yl]-6-methoxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
Synonyms:  
Molecular Formula:   C35H34O8
Standard InCHIKey:  QFJRXXRSLNGSSQ-UCLDVTQQSA-N
Standard InCHI:  InChI=1S/C35H34O8/c1-43-32-21-31(41)33(35(42)34(32)30(40)19-10-24-7-16-28(38)17-8-24)25(11-2-22-3-12-26(36)13-4-22)20-29(39)18-9-23-5-14-27(37)15-6-23/h2-8,10-17,19,21,25,29,36-39,41-42H,9,18,20H2,1H3/b11-2+,19-10+/t25-,29-/m0/s1
Canonical SMILES:  COc1cc(O)c(c(c1C(=O)/C=C/c1ccc(cc1)O)O)[C@H](C[C@H](CCc1ccc(cc1)O)O)/C=C/c1ccc(cc1)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
NPO6836 Alpinia blepharocalyx Species Zingiberaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified ED50 = 13.1 nM 11430002
NPT453 Cell Line HT-1080 Homo sapiens ED50 = 10.7 nM 11430002

  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 NPC43345 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
0.9931 High Similarity NPC476553
0.9931 High Similarity NPC476551
0.9931 High Similarity NPC476552
0.9732 High Similarity NPC208258
0.973 High Similarity NPC79375
0.973 High Similarity NPC37253
0.9724 High Similarity NPC152233
0.9667 High Similarity NPC15815
0.9662 High Similarity NPC324447
0.9655 High Similarity NPC475348
0.9655 High Similarity NPC261271
0.96 High Similarity NPC257166
0.9536 High Similarity NPC51247
0.9517 High Similarity NPC471524
0.9517 High Similarity NPC471473
0.9517 High Similarity NPC282957
0.9517 High Similarity NPC471523
0.9517 High Similarity NPC194949
0.9474 High Similarity NPC98023
0.9474 High Similarity NPC195136
0.9474 High Similarity NPC226462
0.947 High Similarity NPC1796
0.9408 High Similarity NPC105584
0.9408 High Similarity NPC90497
0.94 High Similarity NPC121568
0.9396 High Similarity NPC178484
0.9346 High Similarity NPC42965
0.9346 High Similarity NPC121647
0.9342 High Similarity NPC475184
0.931 High Similarity NPC26238
0.9276 High Similarity NPC56049
0.9276 High Similarity NPC54830
0.9226 High Similarity NPC473012
0.9216 High Similarity NPC324358
0.9216 High Similarity NPC323627
0.9216 High Similarity NPC322459
0.9216 High Similarity NPC318527
0.9205 High Similarity NPC208011
0.9205 High Similarity NPC115601
0.9205 High Similarity NPC39154
0.9205 High Similarity NPC78324
0.9189 High Similarity NPC25844
0.9184 High Similarity NPC117836
0.9184 High Similarity NPC476178
0.9184 High Similarity NPC475705
0.9184 High Similarity NPC51887
0.9178 High Similarity NPC476508
0.9178 High Similarity NPC321980
0.9178 High Similarity NPC470087
0.9172 High Similarity NPC470211
0.9172 High Similarity NPC251336
0.9167 High Similarity NPC473009
0.9161 High Similarity NPC301256
0.9161 High Similarity NPC312273
0.915 High Similarity NPC32867
0.915 High Similarity NPC69531
0.9133 High Similarity NPC3642
0.9116 High Similarity NPC297600
0.911 High Similarity NPC259166
0.911 High Similarity NPC144118
0.911 High Similarity NPC213659
0.911 High Similarity NPC215311
0.911 High Similarity NPC204985
0.911 High Similarity NPC219917
0.911 High Similarity NPC48624
0.911 High Similarity NPC80962
0.911 High Similarity NPC172250
0.911 High Similarity NPC326109
0.9108 High Similarity NPC473010
0.9103 High Similarity NPC251681
0.9103 High Similarity NPC243528
0.9091 High Similarity NPC287789
0.9091 High Similarity NPC271741
0.9085 High Similarity NPC150908
0.9085 High Similarity NPC215203
0.9085 High Similarity NPC14606
0.9085 High Similarity NPC159707
0.9085 High Similarity NPC158027
0.9085 High Similarity NPC121649
0.9085 High Similarity NPC134171
0.9085 High Similarity NPC248739
0.9085 High Similarity NPC265624
0.9085 High Similarity NPC182555
0.9085 High Similarity NPC205026
0.9085 High Similarity NPC52611
0.9085 High Similarity NPC100049
0.9085 High Similarity NPC66441
0.9085 High Similarity NPC300668
0.9085 High Similarity NPC186227
0.9079 High Similarity NPC174086
0.9067 High Similarity NPC122894
0.906 High Similarity NPC228779
0.906 High Similarity NPC470133
0.906 High Similarity NPC473078
0.906 High Similarity NPC470131
0.906 High Similarity NPC470134
0.906 High Similarity NPC470132
0.906 High Similarity NPC109183
0.9054 High Similarity NPC245482
0.9054 High Similarity NPC301751
0.9048 High Similarity NPC52789
0.9048 High Similarity NPC268204
0.9048 High Similarity NPC55832
0.9048 High Similarity NPC469404
0.9048 High Similarity NPC470089
0.9048 High Similarity NPC26051
0.9041 High Similarity NPC295384
0.9041 High Similarity NPC283429
0.9041 High Similarity NPC477956
0.9034 High Similarity NPC153979
0.9034 High Similarity NPC322301
0.9034 High Similarity NPC255801
0.9032 High Similarity NPC324736
0.9032 High Similarity NPC51760
0.9032 High Similarity NPC295090
0.9026 High Similarity NPC309648
0.9026 High Similarity NPC471787
0.9026 High Similarity NPC61112
0.9026 High Similarity NPC198489
0.902 High Similarity NPC71061
0.902 High Similarity NPC290830
0.902 High Similarity NPC194593
0.902 High Similarity NPC72425
0.902 High Similarity NPC303485
0.9013 High Similarity NPC204561
0.9013 High Similarity NPC317715
0.9013 High Similarity NPC148945
0.9013 High Similarity NPC78835
0.9013 High Similarity NPC316960
0.9013 High Similarity NPC309512
0.9007 High Similarity NPC473016
0.9007 High Similarity NPC132345
0.9007 High Similarity NPC89442
0.9 High Similarity NPC51070
0.9 High Similarity NPC222298
0.8993 High Similarity NPC271288
0.8993 High Similarity NPC197252
0.8993 High Similarity NPC235217
0.8993 High Similarity NPC473015
0.8993 High Similarity NPC328623
0.8993 High Similarity NPC473013
0.8993 High Similarity NPC470136
0.8993 High Similarity NPC470135
0.8993 High Similarity NPC236766
0.8993 High Similarity NPC39045
0.8993 High Similarity NPC476055
0.8993 High Similarity NPC473014
0.8986 High Similarity NPC148545
0.898 High Similarity NPC11056
0.898 High Similarity NPC265178
0.898 High Similarity NPC101366
0.898 High Similarity NPC253822
0.8973 High Similarity NPC21350
0.8966 High Similarity NPC41461
0.8966 High Similarity NPC477244
0.8966 High Similarity NPC213603
0.8966 High Similarity NPC25287
0.8966 High Similarity NPC249606
0.8966 High Similarity NPC274109
0.8966 High Similarity NPC12165
0.8966 High Similarity NPC98115
0.8966 High Similarity NPC168105
0.8966 High Similarity NPC477243
0.8966 High Similarity NPC24394
0.8966 High Similarity NPC66349
0.8966 High Similarity NPC186838
0.8966 High Similarity NPC1486
0.8966 High Similarity NPC150399
0.8966 High Similarity NPC477242
0.8961 High Similarity NPC66508
0.8961 High Similarity NPC226656
0.8961 High Similarity NPC201227
0.8961 High Similarity NPC258474
0.8947 High Similarity NPC177308
0.8947 High Similarity NPC124478
0.8944 High Similarity NPC477529
0.894 High Similarity NPC145467
0.894 High Similarity NPC39195
0.894 High Similarity NPC160821
0.894 High Similarity NPC6511
0.894 High Similarity NPC132592
0.8933 High Similarity NPC477955
0.8933 High Similarity NPC476088
0.8933 High Similarity NPC472629
0.8933 High Similarity NPC474161
0.8933 High Similarity NPC127059
0.8933 High Similarity NPC316769
0.8933 High Similarity NPC285630
0.8926 High Similarity NPC185276
0.8926 High Similarity NPC107177
0.8926 High Similarity NPC143896
0.8926 High Similarity NPC85162
0.8926 High Similarity NPC125894
0.8926 High Similarity NPC75049
0.8926 High Similarity NPC149026
0.8926 High Similarity NPC150408
0.8926 High Similarity NPC91560
0.8926 High Similarity NPC39329
0.8926 High Similarity NPC257097
0.8926 High Similarity NPC81697

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC43345 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
0.9338 High Similarity NPD8443 Clinical (unspecified phase)
0.8947 High Similarity NPD4380 Phase 2
0.8903 High Similarity NPD7768 Phase 2
0.8868 High Similarity NPD7852 Clinical (unspecified phase)
0.8867 High Similarity NPD7410 Clinical (unspecified phase)
0.8767 High Similarity NPD1510 Phase 2
0.8766 High Similarity NPD7411 Suspended
0.8679 High Similarity NPD6959 Discontinued
0.8654 High Similarity NPD7819 Suspended
0.8621 High Similarity NPD1240 Approved
0.8618 High Similarity NPD4378 Clinical (unspecified phase)
0.8608 High Similarity NPD7075 Discontinued
0.8591 High Similarity NPD1549 Phase 2
0.8523 High Similarity NPD1552 Clinical (unspecified phase)
0.8523 High Similarity NPD1550 Clinical (unspecified phase)
0.8503 High Similarity NPD1607 Approved
0.8456 Intermediate Similarity NPD2796 Approved
0.8418 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8418 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8375 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8364 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8354 Intermediate Similarity NPD7473 Discontinued
0.8354 Intermediate Similarity NPD6801 Discontinued
0.8293 Intermediate Similarity NPD6166 Phase 2
0.8293 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8293 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8255 Intermediate Similarity NPD6651 Approved
0.8194 Intermediate Similarity NPD7390 Discontinued
0.8171 Intermediate Similarity NPD6232 Discontinued
0.817 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.8148 Intermediate Similarity NPD3749 Approved
0.8125 Intermediate Similarity NPD1934 Approved
0.8049 Intermediate Similarity NPD5494 Approved
0.8 Intermediate Similarity NPD3750 Approved
0.7988 Intermediate Similarity NPD7074 Phase 3
0.7987 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7987 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7975 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7974 Intermediate Similarity NPD2935 Discontinued
0.7962 Intermediate Similarity NPD6799 Approved
0.7941 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7937 Intermediate Similarity NPD7458 Discontinued
0.7929 Intermediate Similarity NPD5844 Phase 1
0.7929 Intermediate Similarity NPD7054 Approved
0.7925 Intermediate Similarity NPD5403 Approved
0.7908 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7907 Intermediate Similarity NPD8313 Approved
0.7907 Intermediate Similarity NPD8312 Approved
0.7898 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7895 Intermediate Similarity NPD6559 Discontinued
0.7888 Intermediate Similarity NPD6599 Discontinued
0.7885 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7882 Intermediate Similarity NPD7472 Approved
0.787 Intermediate Similarity NPD3818 Discontinued
0.7866 Intermediate Similarity NPD3882 Suspended
0.7853 Intermediate Similarity NPD2801 Approved
0.7852 Intermediate Similarity NPD4908 Phase 1
0.7849 Intermediate Similarity NPD7808 Phase 3
0.7849 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7848 Intermediate Similarity NPD1511 Approved
0.7821 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7821 Intermediate Similarity NPD2800 Approved
0.7799 Intermediate Similarity NPD2533 Approved
0.7799 Intermediate Similarity NPD5401 Approved
0.7799 Intermediate Similarity NPD2534 Approved
0.7799 Intermediate Similarity NPD2532 Approved
0.7792 Intermediate Similarity NPD2799 Discontinued
0.7791 Intermediate Similarity NPD7251 Discontinued
0.7784 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7771 Intermediate Similarity NPD7003 Approved
0.775 Intermediate Similarity NPD1512 Approved
0.7748 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7742 Intermediate Similarity NPD5404 Approved
0.7742 Intermediate Similarity NPD1551 Phase 2
0.7742 Intermediate Similarity NPD5408 Approved
0.7742 Intermediate Similarity NPD5405 Approved
0.7742 Intermediate Similarity NPD5406 Approved
0.7733 Intermediate Similarity NPD5953 Discontinued
0.7733 Intermediate Similarity NPD6797 Phase 2
0.7718 Intermediate Similarity NPD2798 Approved
0.7697 Intermediate Similarity NPD5402 Approved
0.7697 Intermediate Similarity NPD3817 Phase 2
0.7692 Intermediate Similarity NPD2344 Approved
0.7677 Intermediate Similarity NPD3748 Approved
0.7658 Intermediate Similarity NPD4628 Phase 3
0.7636 Intermediate Similarity NPD8455 Phase 2
0.7616 Intermediate Similarity NPD7286 Phase 2
0.7611 Intermediate Similarity NPD4360 Phase 2
0.7611 Intermediate Similarity NPD4363 Phase 3
0.7607 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7607 Intermediate Similarity NPD3226 Approved
0.7595 Intermediate Similarity NPD1243 Approved
0.7593 Intermediate Similarity NPD920 Approved
0.7593 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7578 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7562 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7553 Intermediate Similarity NPD8151 Discontinued
0.7543 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7532 Intermediate Similarity NPD943 Approved
0.7527 Intermediate Similarity NPD7871 Phase 2
0.7527 Intermediate Similarity NPD7870 Phase 2
0.7516 Intermediate Similarity NPD6099 Approved
0.7516 Intermediate Similarity NPD6100 Approved
0.75 Intermediate Similarity NPD2309 Approved
0.75 Intermediate Similarity NPD6832 Phase 2
0.7473 Intermediate Similarity NPD7697 Approved
0.7473 Intermediate Similarity NPD7698 Approved
0.7473 Intermediate Similarity NPD7696 Phase 3
0.7472 Intermediate Similarity NPD8150 Discontinued
0.7469 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7469 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7438 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7405 Intermediate Similarity NPD6778 Approved
0.7405 Intermediate Similarity NPD6780 Approved
0.7405 Intermediate Similarity NPD6776 Approved
0.7405 Intermediate Similarity NPD6782 Approved
0.7405 Intermediate Similarity NPD6779 Approved
0.7405 Intermediate Similarity NPD6781 Approved
0.7405 Intermediate Similarity NPD6777 Approved
0.7403 Intermediate Similarity NPD2313 Discontinued
0.7384 Intermediate Similarity NPD3926 Phase 2
0.7383 Intermediate Similarity NPD1610 Phase 2
0.7383 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.738 Intermediate Similarity NPD7435 Discontinued
0.7377 Intermediate Similarity NPD4361 Phase 2
0.7377 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7372 Intermediate Similarity NPD5124 Phase 1
0.7372 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7365 Intermediate Similarity NPD37 Approved
0.7342 Intermediate Similarity NPD7033 Discontinued
0.7333 Intermediate Similarity NPD3972 Approved
0.7326 Intermediate Similarity NPD7229 Phase 3
0.7318 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7317 Intermediate Similarity NPD6273 Approved
0.7316 Intermediate Similarity NPD7701 Phase 2
0.7305 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7303 Intermediate Similarity NPD1203 Approved
0.7303 Intermediate Similarity NPD1470 Approved
0.7292 Intermediate Similarity NPD7801 Approved
0.729 Intermediate Similarity NPD3764 Approved
0.729 Intermediate Similarity NPD3268 Approved
0.7278 Intermediate Similarity NPD8434 Phase 2
0.7267 Intermediate Similarity NPD7199 Phase 2
0.7267 Intermediate Similarity NPD1201 Approved
0.7267 Intermediate Similarity NPD2654 Approved
0.7263 Intermediate Similarity NPD7584 Approved
0.7257 Intermediate Similarity NPD7177 Discontinued
0.7257 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7251 Intermediate Similarity NPD919 Approved
0.725 Intermediate Similarity NPD2346 Discontinued
0.724 Intermediate Similarity NPD7874 Approved
0.724 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7235 Intermediate Similarity NPD4965 Approved
0.7235 Intermediate Similarity NPD4967 Phase 2
0.7235 Intermediate Similarity NPD4966 Approved
0.7234 Intermediate Similarity NPD6823 Phase 2
0.7225 Intermediate Similarity NPD5710 Approved
0.7225 Intermediate Similarity NPD5711 Approved
0.7219 Intermediate Similarity NPD1465 Phase 2
0.7219 Intermediate Similarity NPD5761 Phase 2
0.7219 Intermediate Similarity NPD5760 Phase 2
0.7219 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7204 Intermediate Similarity NPD7699 Phase 2
0.7204 Intermediate Similarity NPD7700 Phase 2
0.7198 Intermediate Similarity NPD4287 Approved
0.719 Intermediate Similarity NPD1164 Approved
0.719 Intermediate Similarity NPD2797 Approved
0.7168 Intermediate Similarity NPD1247 Approved
0.716 Intermediate Similarity NPD7577 Discontinued
0.7159 Intermediate Similarity NPD7228 Approved
0.7159 Intermediate Similarity NPD3751 Discontinued
0.7158 Intermediate Similarity NPD8320 Phase 1
0.7158 Intermediate Similarity NPD8319 Approved
0.7151 Intermediate Similarity NPD6234 Discontinued
0.7143 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD6535 Approved
0.7135 Intermediate Similarity NPD6534 Approved
0.7126 Intermediate Similarity NPD3787 Discontinued
0.7124 Intermediate Similarity NPD1876 Approved
0.7115 Intermediate Similarity NPD3027 Phase 3
0.7114 Intermediate Similarity NPD1548 Phase 1
0.7114 Intermediate Similarity NPD9545 Approved
0.7113 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7113 Intermediate Similarity NPD7783 Phase 2
0.7105 Intermediate Similarity NPD9717 Approved
0.7095 Intermediate Similarity NPD7685 Pre-registration
0.7095 Intermediate Similarity NPD9493 Approved
0.7091 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7086 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7079 Intermediate Similarity NPD1729 Discontinued
0.7076 Intermediate Similarity NPD4288 Approved
0.707 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.707 Intermediate Similarity NPD6798 Discontinued
0.7069 Intermediate Similarity NPD8127 Discontinued
0.7059 Intermediate Similarity NPD6844 Discontinued
0.7044 Intermediate Similarity NPD6355 Discontinued
0.7044 Intermediate Similarity NPD230 Phase 1
0.7032 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7019 Intermediate Similarity NPD651 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   10817087
ChEMBL   CHEMBL504530
ZINC  

Physicochemical Properties

Molecular Weight:  582.23
ALogP:  -2.3032
MLogP:  4.43
XLogP:  6.673
# Rotatable Bonds:  19
Polar Surface Area:  147.68
# H-Bond Aceptor:  2
# H-Bond Donor:  6
# Rings:  4
# Heavy Atoms:  43

Download Data

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