Natural Product: NPC37253

Natural Product ID:  NPC37253
Common Name:   Calyxin B
IUPAC Name:   (E)-1-[2,4-dihydroxy-3-[(2S,4R,6S)-2-(4-hydroxyphenyl)-6-[2-(4-hydroxyphenyl)ethyl]oxan-4-yl]-6-methoxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
Synonyms:  
Molecular Formula:   C35H34O8
Standard InCHIKey:  LPRJKEYEZOKENY-VKTVXKIRSA-N
Standard InCHI:  InChI=1S/C35H34O8/c1-42-32-20-30(40)33(35(41)34(32)29(39)17-7-22-4-12-26(37)13-5-22)24-18-28(16-6-21-2-10-25(36)11-3-21)43-31(19-24)23-8-14-27(38)15-9-23/h2-5,7-15,17,20,24,28,31,36-38,40-41H,6,16,18-19H2,1H3/b17-7+/t24-,28+,31+/m1/s1
Canonical SMILES:  COc1cc(O)c(c(c1C(=O)/C=C/c1ccc(cc1)O)O)[C@@H]1C[C@H](CCc2ccc(cc2)O)O[C@@H](C1)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 HerDing*
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 = 10.4 nM 11430002
NPT453 Cell Line HT-1080 Homo sapiens ED50 = 10.4 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 NPC37253 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 NPC79375
0.9866 High Similarity NPC208258
0.98 High Similarity NPC15815
0.9735 High Similarity NPC195136
0.9735 High Similarity NPC98023
0.9735 High Similarity NPC226462
0.9733 High Similarity NPC257166
0.9733 High Similarity NPC1796
0.973 High Similarity NPC43345
0.9669 High Similarity NPC51247
0.9669 High Similarity NPC105584
0.9664 High Similarity NPC121568
0.9664 High Similarity NPC324447
0.9662 High Similarity NPC476551
0.9662 High Similarity NPC476552
0.9662 High Similarity NPC476553
0.9605 High Similarity NPC42965
0.9605 High Similarity NPC121647
0.9592 High Similarity NPC152233
0.953 High Similarity NPC178484
0.9524 High Similarity NPC475348
0.9524 High Similarity NPC261271
0.9481 High Similarity NPC473012
0.9474 High Similarity NPC322459
0.9474 High Similarity NPC318527
0.9474 High Similarity NPC475184
0.9474 High Similarity NPC324358
0.9474 High Similarity NPC323627
0.9467 High Similarity NPC115601
0.9467 High Similarity NPC78324
0.9467 High Similarity NPC39154
0.9467 High Similarity NPC208011
0.9423 High Similarity NPC251336
0.9419 High Similarity NPC473009
0.9416 High Similarity NPC301256
0.9416 High Similarity NPC312273
0.9412 High Similarity NPC90497
0.9408 High Similarity NPC54830
0.9408 High Similarity NPC56049
0.9408 High Similarity NPC32867
0.9408 High Similarity NPC69531
0.9396 High Similarity NPC3642
0.9388 High Similarity NPC282957
0.9388 High Similarity NPC194949
0.9388 High Similarity NPC471524
0.9388 High Similarity NPC471473
0.9388 High Similarity NPC471523
0.9359 High Similarity NPC473010
0.9346 High Similarity NPC287789
0.9346 High Similarity NPC271741
0.9342 High Similarity NPC182555
0.9342 High Similarity NPC300668
0.9342 High Similarity NPC66441
0.9342 High Similarity NPC134171
0.9338 High Similarity NPC174086
0.9329 High Similarity NPC122894
0.9286 High Similarity NPC51760
0.9286 High Similarity NPC295090
0.9281 High Similarity NPC198489
0.9281 High Similarity NPC61112
0.9281 High Similarity NPC309648
0.9267 High Similarity NPC132345
0.9216 High Similarity NPC159707
0.9216 High Similarity NPC201227
0.9216 High Similarity NPC258474
0.9216 High Similarity NPC205026
0.9216 High Similarity NPC265624
0.9216 High Similarity NPC186227
0.9216 High Similarity NPC150908
0.9216 High Similarity NPC14606
0.9216 High Similarity NPC215203
0.9216 High Similarity NPC158027
0.9216 High Similarity NPC52611
0.9216 High Similarity NPC121649
0.9216 High Similarity NPC248739
0.9216 High Similarity NPC100049
0.9195 High Similarity NPC228779
0.9195 High Similarity NPC109183
0.9195 High Similarity NPC470132
0.9195 High Similarity NPC470134
0.9195 High Similarity NPC470133
0.9195 High Similarity NPC470131
0.9195 High Similarity NPC473078
0.9187 High Similarity NPC477529
0.9184 High Similarity NPC26238
0.915 High Similarity NPC290830
0.915 High Similarity NPC72425
0.915 High Similarity NPC194593
0.915 High Similarity NPC303485
0.915 High Similarity NPC71061
0.9145 High Similarity NPC78835
0.9145 High Similarity NPC316960
0.9145 High Similarity NPC309512
0.9145 High Similarity NPC204561
0.9145 High Similarity NPC148945
0.9145 High Similarity NPC317715
0.9139 High Similarity NPC473016
0.9128 High Similarity NPC197252
0.9128 High Similarity NPC236766
0.9128 High Similarity NPC473015
0.9128 High Similarity NPC473014
0.9128 High Similarity NPC39045
0.9128 High Similarity NPC235217
0.9128 High Similarity NPC470136
0.9128 High Similarity NPC271288
0.9128 High Similarity NPC470135
0.9128 High Similarity NPC473013
0.9108 High Similarity NPC473011
0.9073 High Similarity NPC39195
0.9073 High Similarity NPC160821
0.9073 High Similarity NPC145467
0.9073 High Similarity NPC132592
0.9067 High Similarity NPC285630
0.9067 High Similarity NPC127059
0.9067 High Similarity NPC25844
0.9067 High Similarity NPC477955
0.906 High Similarity NPC310130
0.906 High Similarity NPC221432
0.906 High Similarity NPC107177
0.906 High Similarity NPC223812
0.906 High Similarity NPC278249
0.906 High Similarity NPC150408
0.906 High Similarity NPC257097
0.906 High Similarity NPC39329
0.906 High Similarity NPC125894
0.906 High Similarity NPC68104
0.906 High Similarity NPC169591
0.906 High Similarity NPC77794
0.906 High Similarity NPC185276
0.906 High Similarity NPC85162
0.906 High Similarity NPC143896
0.906 High Similarity NPC149026
0.906 High Similarity NPC164980
0.906 High Similarity NPC175504
0.906 High Similarity NPC75049
0.906 High Similarity NPC81697
0.906 High Similarity NPC91560
0.9051 High Similarity NPC38591
0.9051 High Similarity NPC63438
0.9045 High Similarity NPC175513
0.9045 High Similarity NPC18380
0.9038 High Similarity NPC18699
0.9038 High Similarity NPC195167
0.9038 High Similarity NPC123544
0.9038 High Similarity NPC55443
0.9032 High Similarity NPC471787
0.902 High Similarity NPC222713
0.902 High Similarity NPC138299
0.902 High Similarity NPC111112
0.902 High Similarity NPC67322
0.9013 High Similarity NPC288840
0.9013 High Similarity NPC89442
0.9013 High Similarity NPC291746
0.9007 High Similarity NPC110303
0.9007 High Similarity NPC473077
0.9007 High Similarity NPC300988
0.9007 High Similarity NPC10990
0.9007 High Similarity NPC23728
0.9007 High Similarity NPC308200
0.9007 High Similarity NPC283234
0.9007 High Similarity NPC296998
0.9 High Similarity NPC131568
0.9 High Similarity NPC209040
0.9 High Similarity NPC131579
0.8993 High Similarity NPC1089
0.8993 High Similarity NPC324436
0.8993 High Similarity NPC125855
0.8993 High Similarity NPC228504
0.8993 High Similarity NPC78
0.8993 High Similarity NPC220998
0.8993 High Similarity NPC202981
0.8993 High Similarity NPC66515
0.8993 High Similarity NPC32739
0.8993 High Similarity NPC76372
0.8993 High Similarity NPC64915
0.8993 High Similarity NPC296917
0.8993 High Similarity NPC328164
0.8993 High Similarity NPC177354
0.8993 High Similarity NPC148757
0.8993 High Similarity NPC161506
0.8993 High Similarity NPC182852
0.8993 High Similarity NPC166934
0.8993 High Similarity NPC297600
0.8993 High Similarity NPC265040
0.8993 High Similarity NPC10937
0.8993 High Similarity NPC227579
0.8993 High Similarity NPC40833
0.8993 High Similarity NPC223500
0.8993 High Similarity NPC37496
0.8993 High Similarity NPC166482
0.8993 High Similarity NPC167624
0.8993 High Similarity NPC107572
0.8993 High Similarity NPC194432
0.8993 High Similarity NPC324134
0.8993 High Similarity NPC306829
0.8993 High Similarity NPC76338
0.8987 High Similarity NPC15374
0.8986 High Similarity NPC213659
0.8986 High Similarity NPC326109
0.8986 High Similarity NPC48624

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC37253 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
0.947 High Similarity NPD8443 Clinical (unspecified phase)
0.9114 High Similarity NPD7852 Clinical (unspecified phase)
0.8954 High Similarity NPD4380 Phase 2
0.8924 High Similarity NPD6959 Discontinued
0.891 High Similarity NPD7768 Phase 2
0.8896 High Similarity NPD7411 Suspended
0.8874 High Similarity NPD7410 Clinical (unspecified phase)
0.8782 High Similarity NPD7819 Suspended
0.8734 High Similarity NPD7075 Discontinued
0.8725 High Similarity NPD1549 Phase 2
0.8658 High Similarity NPD1550 Clinical (unspecified phase)
0.8658 High Similarity NPD1552 Clinical (unspecified phase)
0.8649 High Similarity NPD1510 Phase 2
0.8627 High Similarity NPD4378 Clinical (unspecified phase)
0.8544 High Similarity NPD7096 Clinical (unspecified phase)
0.8544 High Similarity NPD2393 Clinical (unspecified phase)
0.8503 High Similarity NPD1240 Approved
0.8485 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8467 Intermediate Similarity NPD2796 Approved
0.8415 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8415 Intermediate Similarity NPD6166 Phase 2
0.8415 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8389 Intermediate Similarity NPD1607 Approved
0.8385 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8272 Intermediate Similarity NPD3749 Approved
0.8253 Intermediate Similarity NPD7473 Discontinued
0.825 Intermediate Similarity NPD1934 Approved
0.825 Intermediate Similarity NPD6801 Discontinued
0.8205 Intermediate Similarity NPD7390 Discontinued
0.8182 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.8171 Intermediate Similarity NPD5494 Approved
0.8146 Intermediate Similarity NPD6651 Approved
0.8121 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.8107 Intermediate Similarity NPD7074 Phase 3
0.8098 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8072 Intermediate Similarity NPD6232 Discontinued
0.8059 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.8047 Intermediate Similarity NPD7054 Approved
0.8023 Intermediate Similarity NPD8313 Approved
0.8023 Intermediate Similarity NPD8312 Approved
0.8013 Intermediate Similarity NPD3750 Approved
0.8011 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD7472 Approved
0.7987 Intermediate Similarity NPD4908 Phase 1
0.7975 Intermediate Similarity NPD6799 Approved
0.7965 Intermediate Similarity NPD7808 Phase 3
0.795 Intermediate Similarity NPD7458 Discontinued
0.7941 Intermediate Similarity NPD5844 Phase 1
0.7907 Intermediate Similarity NPD6559 Discontinued
0.7907 Intermediate Similarity NPD7251 Discontinued
0.7901 Intermediate Similarity NPD6599 Discontinued
0.7898 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7879 Intermediate Similarity NPD3882 Suspended
0.7871 Intermediate Similarity NPD2935 Discontinued
0.7866 Intermediate Similarity NPD2801 Approved
0.7862 Intermediate Similarity NPD1511 Approved
0.7849 Intermediate Similarity NPD6797 Phase 2
0.7834 Intermediate Similarity NPD2800 Approved
0.7826 Intermediate Similarity NPD5403 Approved
0.7812 Intermediate Similarity NPD2533 Approved
0.7812 Intermediate Similarity NPD2532 Approved
0.7812 Intermediate Similarity NPD2534 Approved
0.7806 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7806 Intermediate Similarity NPD2799 Discontinued
0.7785 Intermediate Similarity NPD7003 Approved
0.7778 Intermediate Similarity NPD3818 Discontinued
0.7764 Intermediate Similarity NPD1512 Approved
0.7763 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7759 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7758 Intermediate Similarity NPD8455 Phase 2
0.7756 Intermediate Similarity NPD1551 Phase 2
0.7746 Intermediate Similarity NPD5953 Discontinued
0.7735 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7711 Intermediate Similarity NPD3817 Phase 2
0.7707 Intermediate Similarity NPD2344 Approved
0.7702 Intermediate Similarity NPD5401 Approved
0.7692 Intermediate Similarity NPD3748 Approved
0.7673 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.766 Intermediate Similarity NPD8151 Discontinued
0.7643 Intermediate Similarity NPD5405 Approved
0.7643 Intermediate Similarity NPD6099 Approved
0.7643 Intermediate Similarity NPD6100 Approved
0.7643 Intermediate Similarity NPD5406 Approved
0.7643 Intermediate Similarity NPD5408 Approved
0.7643 Intermediate Similarity NPD5404 Approved
0.7634 Intermediate Similarity NPD7870 Phase 2
0.7634 Intermediate Similarity NPD7871 Phase 2
0.763 Intermediate Similarity NPD7286 Phase 2
0.7624 Intermediate Similarity NPD4360 Phase 2
0.7624 Intermediate Similarity NPD4363 Phase 3
0.7622 Intermediate Similarity NPD3226 Approved
0.7622 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7616 Intermediate Similarity NPD2798 Approved
0.761 Intermediate Similarity NPD1243 Approved
0.7607 Intermediate Similarity NPD920 Approved
0.7605 Intermediate Similarity NPD5402 Approved
0.7593 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7584 Intermediate Similarity NPD8150 Discontinued
0.7581 Intermediate Similarity NPD7698 Approved
0.7581 Intermediate Similarity NPD7697 Approved
0.7581 Intermediate Similarity NPD7696 Phase 3
0.7578 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7562 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7562 Intermediate Similarity NPD4628 Phase 3
0.7557 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7517 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7517 Intermediate Similarity NPD1610 Phase 2
0.7516 Intermediate Similarity NPD6832 Phase 2
0.7516 Intermediate Similarity NPD2309 Approved
0.7514 Intermediate Similarity NPD6782 Approved
0.7514 Intermediate Similarity NPD6777 Approved
0.7514 Intermediate Similarity NPD6779 Approved
0.7514 Intermediate Similarity NPD6778 Approved
0.7514 Intermediate Similarity NPD6776 Approved
0.7514 Intermediate Similarity NPD6780 Approved
0.7514 Intermediate Similarity NPD6781 Approved
0.75 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7487 Intermediate Similarity NPD7435 Discontinued
0.7485 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7436 Intermediate Similarity NPD943 Approved
0.743 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7425 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7421 Intermediate Similarity NPD7701 Phase 2
0.7419 Intermediate Similarity NPD2313 Discontinued
0.7399 Intermediate Similarity NPD3926 Phase 2
0.7396 Intermediate Similarity NPD7801 Approved
0.7389 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7389 Intermediate Similarity NPD5124 Phase 1
0.7378 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7375 Intermediate Similarity NPD2346 Discontinued
0.7344 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7344 Intermediate Similarity NPD7874 Approved
0.7341 Intermediate Similarity NPD5710 Approved
0.7341 Intermediate Similarity NPD5711 Approved
0.7341 Intermediate Similarity NPD7229 Phase 3
0.734 Intermediate Similarity NPD6823 Phase 2
0.7337 Intermediate Similarity NPD1465 Phase 2
0.7326 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.732 Intermediate Similarity NPD1203 Approved
0.7312 Intermediate Similarity NPD7699 Phase 2
0.7312 Intermediate Similarity NPD7700 Phase 2
0.7308 Intermediate Similarity NPD3764 Approved
0.7308 Intermediate Similarity NPD4287 Approved
0.7308 Intermediate Similarity NPD3268 Approved
0.7297 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD4361 Phase 2
0.7278 Intermediate Similarity NPD7577 Discontinued
0.7277 Intermediate Similarity NPD7584 Approved
0.7273 Intermediate Similarity NPD7177 Discontinued
0.7273 Intermediate Similarity NPD7228 Approved
0.7273 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD3751 Discontinued
0.7267 Intermediate Similarity NPD919 Approved
0.7263 Intermediate Similarity NPD8319 Approved
0.7263 Intermediate Similarity NPD8320 Phase 1
0.725 Intermediate Similarity NPD7033 Discontinued
0.7243 Intermediate Similarity NPD6534 Approved
0.7243 Intermediate Similarity NPD6535 Approved
0.7241 Intermediate Similarity NPD3787 Discontinued
0.7237 Intermediate Similarity NPD3972 Approved
0.7229 Intermediate Similarity NPD6273 Approved
0.7216 Intermediate Similarity NPD7783 Phase 2
0.7216 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7208 Intermediate Similarity NPD1470 Approved
0.7208 Intermediate Similarity NPD2797 Approved
0.7198 Intermediate Similarity NPD8434 Phase 2
0.7184 Intermediate Similarity NPD7199 Phase 2
0.7184 Intermediate Similarity NPD1247 Approved
0.7178 Intermediate Similarity NPD2654 Approved
0.7176 Intermediate Similarity NPD37 Approved
0.7171 Intermediate Similarity NPD1201 Approved
0.7169 Intermediate Similarity NPD7447 Phase 1
0.7168 Intermediate Similarity NPD6234 Discontinued
0.716 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7159 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7151 Intermediate Similarity NPD4966 Approved
0.7151 Intermediate Similarity NPD4965 Approved
0.7151 Intermediate Similarity NPD4967 Phase 2
0.7135 Intermediate Similarity NPD5760 Phase 2
0.7135 Intermediate Similarity NPD5761 Phase 2
0.7134 Intermediate Similarity NPD8166 Discontinued
0.7134 Intermediate Similarity NPD4625 Phase 3
0.7133 Intermediate Similarity NPD9545 Approved
0.7133 Intermediate Similarity NPD1548 Phase 1
0.7124 Intermediate Similarity NPD9717 Approved
0.7111 Intermediate Similarity NPD7685 Pre-registration
0.7108 Intermediate Similarity NPD7213 Phase 3
0.7108 Intermediate Similarity NPD7212 Phase 2
0.7108 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7102 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD1164 Approved
0.7095 Intermediate Similarity NPD1729 Discontinued
0.7093 Intermediate Similarity NPD4288 Approved
0.7089 Intermediate Similarity NPD6798 Discontinued
0.7089 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7081 Intermediate Similarity NPD7097 Phase 1
0.7076 Intermediate Similarity NPD6844 Discontinued
0.7065 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD6355 Discontinued

Structure

External Identifiers

PubChem CID   11635614
ChEMBL   CHEMBL447717
ZINC  

Physicochemical Properties

Molecular Weight:  582.23
ALogP:  -2.5314
MLogP:  4.43
XLogP:  6.182
# Rotatable Bonds:  15
Polar Surface Area:  136.68
# H-Bond Aceptor:  2
# H-Bond Donor:  5
# Rings:  5
# Heavy Atoms:  43

Download Data

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