Natural Product: NPC51247

Natural Product ID:  NPC51247
Common Name:   Calyxin M/C-9''-Epicalyxin M
IUPAC Name:   (8R,10R)-10-[(2S)-2-hydroxy-4-(4-hydroxyphenyl)butyl]-2,8-bis(4-hydroxyphenyl)-5-methoxy-3,8,9,10-tetrahydro-2H-pyrano[2,3-h]chromen-4-one
Synonyms:  
Molecular Formula:   C35H34O8
Standard InCHIKey:  GCOWWPYRPQXGML-YWKCAHPZSA-N
Standard InCHI:  InChI=1S/C35H34O8/c1-41-31-19-32-33(35-34(31)28(40)18-30(43-35)22-7-14-26(38)15-8-22)23(17-29(42-32)21-5-12-25(37)13-6-21)16-27(39)11-4-20-2-9-24(36)10-3-20/h2-3,5-10,12-15,19,23,27,29-30,36-39H,4,11,16-18H2,1H3/t23-,27+,29-,30?/m1/s1
Canonical SMILES:  COc1cc2O[C@H](C[C@H](c2c2c1C(=O)CC(O2)c1ccc(cc1)O)C[C@H](CCc1ccc(cc1)O)O)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 = 42.1 nM 11430002
NPT453 Cell Line HT-1080 Homo sapiens ED50 = 10.1 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 NPC51247 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
0.9933 High Similarity NPC257166
0.9933 High Similarity NPC1796
0.9868 High Similarity NPC15815
0.9803 High Similarity NPC98023
0.9803 High Similarity NPC42965
0.9803 High Similarity NPC226462
0.9801 High Similarity NPC475184
0.9733 High Similarity NPC121568
0.9673 High Similarity NPC195136
0.9671 High Similarity NPC208258
0.9669 High Similarity NPC79375
0.9669 High Similarity NPC37253
0.9608 High Similarity NPC105584
0.9605 High Similarity NPC69531
0.96 High Similarity NPC178484
0.9551 High Similarity NPC473010
0.9548 High Similarity NPC473012
0.9545 High Similarity NPC121647
0.9542 High Similarity NPC271741
0.9542 High Similarity NPC318527
0.9542 High Similarity NPC322459
0.9542 High Similarity NPC287789
0.9542 High Similarity NPC324358
0.9542 High Similarity NPC323627
0.9539 High Similarity NPC134171
0.9539 High Similarity NPC300668
0.9536 High Similarity NPC115601
0.9536 High Similarity NPC78324
0.9536 High Similarity NPC39154
0.9536 High Similarity NPC208011
0.9536 High Similarity NPC43345
0.9487 High Similarity NPC473009
0.9484 High Similarity NPC312273
0.9484 High Similarity NPC301256
0.9481 High Similarity NPC51760
0.9477 High Similarity NPC61112
0.9477 High Similarity NPC198489
0.9477 High Similarity NPC32867
0.947 High Similarity NPC476551
0.947 High Similarity NPC476553
0.947 High Similarity NPC476552
0.9467 High Similarity NPC3642
0.9412 High Similarity NPC258474
0.9412 High Similarity NPC201227
0.9412 High Similarity NPC182555
0.9412 High Similarity NPC66441
0.9408 High Similarity NPC174086
0.94 High Similarity NPC122894
0.9367 High Similarity NPC251336
0.9363 High Similarity NPC63438
0.9355 High Similarity NPC295090
0.9351 High Similarity NPC54830
0.9351 High Similarity NPC56049
0.9351 High Similarity NPC309648
0.9346 High Similarity NPC324447
0.9338 High Similarity NPC473016
0.9338 High Similarity NPC132345
0.9333 High Similarity NPC475348
0.9333 High Similarity NPC261271
0.9286 High Similarity NPC215203
0.9286 High Similarity NPC100049
0.9286 High Similarity NPC14606
0.9286 High Similarity NPC159707
0.9286 High Similarity NPC265624
0.9286 High Similarity NPC158027
0.9286 High Similarity NPC205026
0.9286 High Similarity NPC52611
0.9286 High Similarity NPC121649
0.9286 High Similarity NPC248739
0.9286 High Similarity NPC186227
0.9286 High Similarity NPC150908
0.9272 High Similarity NPC152233
0.9267 High Similarity NPC470131
0.9267 High Similarity NPC470132
0.9267 High Similarity NPC228779
0.9267 High Similarity NPC470134
0.9267 High Similarity NPC109183
0.9267 High Similarity NPC470133
0.9267 High Similarity NPC473078
0.9231 High Similarity NPC123544
0.9221 High Similarity NPC290830
0.9221 High Similarity NPC71061
0.9221 High Similarity NPC194593
0.9221 High Similarity NPC303485
0.9221 High Similarity NPC72425
0.9216 High Similarity NPC148945
0.9216 High Similarity NPC316960
0.9216 High Similarity NPC204561
0.9216 High Similarity NPC317715
0.9216 High Similarity NPC78835
0.9216 High Similarity NPC309512
0.92 High Similarity NPC271288
0.92 High Similarity NPC473014
0.92 High Similarity NPC39045
0.92 High Similarity NPC470135
0.92 High Similarity NPC282957
0.92 High Similarity NPC235217
0.92 High Similarity NPC470136
0.92 High Similarity NPC194949
0.9198 High Similarity NPC168789
0.9177 High Similarity NPC473011
0.9177 High Similarity NPC15374
0.9145 High Similarity NPC145467
0.9139 High Similarity NPC127059
0.9139 High Similarity NPC472629
0.9139 High Similarity NPC285630
0.9136 High Similarity NPC477529
0.9133 High Similarity NPC185276
0.9133 High Similarity NPC81697
0.9133 High Similarity NPC107177
0.9133 High Similarity NPC125894
0.9133 High Similarity NPC223812
0.9133 High Similarity NPC85162
0.9133 High Similarity NPC278249
0.9133 High Similarity NPC77794
0.9125 High Similarity NPC224851
0.9114 High Similarity NPC175513
0.9114 High Similarity NPC114652
0.9114 High Similarity NPC18380
0.9108 High Similarity NPC195167
0.9108 High Similarity NPC55443
0.9108 High Similarity NPC18699
0.9108 High Similarity NPC90497
0.9097 High Similarity NPC112701
0.9097 High Similarity NPC326592
0.9097 High Similarity NPC109594
0.9091 High Similarity NPC138299
0.9091 High Similarity NPC209142
0.9091 High Similarity NPC67322
0.9091 High Similarity NPC222713
0.9091 High Similarity NPC312549
0.9091 High Similarity NPC111112
0.9085 High Similarity NPC291746
0.9085 High Similarity NPC288840
0.9079 High Similarity NPC283234
0.9079 High Similarity NPC308200
0.9079 High Similarity NPC473077
0.9079 High Similarity NPC300988
0.9079 High Similarity NPC10990
0.9079 High Similarity NPC296998
0.9073 High Similarity NPC473013
0.9073 High Similarity NPC471523
0.9073 High Similarity NPC470890
0.9073 High Similarity NPC131579
0.9073 High Similarity NPC124780
0.9073 High Similarity NPC87486
0.9073 High Similarity NPC197252
0.9073 High Similarity NPC236766
0.9073 High Similarity NPC131568
0.9073 High Similarity NPC471473
0.9073 High Similarity NPC473015
0.9073 High Similarity NPC471524
0.9067 High Similarity NPC324436
0.9067 High Similarity NPC194432
0.9067 High Similarity NPC223500
0.9067 High Similarity NPC220998
0.9067 High Similarity NPC227579
0.9067 High Similarity NPC66515
0.9067 High Similarity NPC328164
0.9067 High Similarity NPC182852
0.9067 High Similarity NPC306829
0.9067 High Similarity NPC228504
0.9067 High Similarity NPC125855
0.9067 High Similarity NPC296917
0.9067 High Similarity NPC64915
0.9067 High Similarity NPC324134
0.9067 High Similarity NPC40833
0.9067 High Similarity NPC166934
0.9067 High Similarity NPC161506
0.9067 High Similarity NPC148757
0.9067 High Similarity NPC37496
0.9067 High Similarity NPC167624
0.9067 High Similarity NPC107572
0.9067 High Similarity NPC1089
0.9067 High Similarity NPC78
0.9067 High Similarity NPC166482
0.9067 High Similarity NPC76338
0.9067 High Similarity NPC76372
0.9067 High Similarity NPC177354
0.9067 High Similarity NPC10937
0.9067 High Similarity NPC32739
0.9067 High Similarity NPC265040
0.9062 High Similarity NPC469664
0.9051 High Similarity NPC184326
0.9051 High Similarity NPC292863
0.9038 High Similarity NPC477958
0.9032 High Similarity NPC56232
0.9032 High Similarity NPC150123
0.9032 High Similarity NPC475790
0.9032 High Similarity NPC244583
0.9032 High Similarity NPC161881
0.9032 High Similarity NPC10807
0.9032 High Similarity NPC166067
0.9026 High Similarity NPC29777
0.9026 High Similarity NPC471115
0.902 High Similarity NPC132592
0.902 High Similarity NPC160821
0.902 High Similarity NPC39195
0.902 High Similarity NPC161191
0.9018 High Similarity NPC186847

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC51247 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
0.9539 High Similarity NPD8443 Clinical (unspecified phase)
0.9114 High Similarity NPD6959 Discontinued
0.9062 High Similarity NPD7852 Clinical (unspecified phase)
0.8861 High Similarity NPD7768 Phase 2
0.8846 High Similarity NPD7411 Suspended
0.8824 High Similarity NPD7410 Clinical (unspecified phase)
0.8782 High Similarity NPD4380 Phase 2
0.878 High Similarity NPD7804 Clinical (unspecified phase)
0.8734 High Similarity NPD7819 Suspended
0.8733 High Similarity NPD1550 Clinical (unspecified phase)
0.8733 High Similarity NPD1552 Clinical (unspecified phase)
0.8712 High Similarity NPD6167 Clinical (unspecified phase)
0.8712 High Similarity NPD6166 Phase 2
0.8712 High Similarity NPD6168 Clinical (unspecified phase)
0.8701 High Similarity NPD4378 Clinical (unspecified phase)
0.8688 High Similarity NPD7075 Discontinued
0.8675 High Similarity NPD1549 Phase 2
0.8616 High Similarity NPD2393 Clinical (unspecified phase)
0.85 High Similarity NPD7096 Clinical (unspecified phase)
0.8457 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8421 Intermediate Similarity NPD2796 Approved
0.8393 Intermediate Similarity NPD7074 Phase 3
0.8355 Intermediate Similarity NPD1510 Phase 2
0.8333 Intermediate Similarity NPD7054 Approved
0.8323 Intermediate Similarity NPD6801 Discontinued
0.8323 Intermediate Similarity NPD1934 Approved
0.8284 Intermediate Similarity NPD7472 Approved
0.8246 Intermediate Similarity NPD7808 Phase 3
0.8242 Intermediate Similarity NPD5494 Approved
0.8235 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.8232 Intermediate Similarity NPD3749 Approved
0.8212 Intermediate Similarity NPD1240 Approved
0.82 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.8198 Intermediate Similarity NPD8312 Approved
0.8198 Intermediate Similarity NPD8313 Approved
0.8187 Intermediate Similarity NPD7251 Discontinued
0.8141 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.8129 Intermediate Similarity NPD6797 Phase 2
0.8107 Intermediate Similarity NPD7473 Discontinued
0.8105 Intermediate Similarity NPD1607 Approved
0.8067 Intermediate Similarity NPD4908 Phase 1
0.8061 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.805 Intermediate Similarity NPD7390 Discontinued
0.8049 Intermediate Similarity NPD8455 Phase 2
0.8012 Intermediate Similarity NPD5844 Phase 1
0.7987 Intermediate Similarity NPD6651 Approved
0.7977 Intermediate Similarity NPD6559 Discontinued
0.7975 Intermediate Similarity NPD3750 Approved
0.7939 Intermediate Similarity NPD2801 Approved
0.7937 Intermediate Similarity NPD6799 Approved
0.7937 Intermediate Similarity NPD1511 Approved
0.7931 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7929 Intermediate Similarity NPD6232 Discontinued
0.7911 Intermediate Similarity NPD2800 Approved
0.7901 Intermediate Similarity NPD5403 Approved
0.7877 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7866 Intermediate Similarity NPD6599 Discontinued
0.7849 Intermediate Similarity NPD3818 Discontinued
0.7848 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7844 Intermediate Similarity NPD3882 Suspended
0.7843 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.784 Intermediate Similarity NPD1512 Approved
0.7802 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.779 Intermediate Similarity NPD4363 Phase 3
0.779 Intermediate Similarity NPD4360 Phase 2
0.7784 Intermediate Similarity NPD3817 Phase 2
0.7778 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD5401 Approved
0.7771 Intermediate Similarity NPD2799 Discontinued
0.7727 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7722 Intermediate Similarity NPD6100 Approved
0.7722 Intermediate Similarity NPD6099 Approved
0.7722 Intermediate Similarity NPD1551 Phase 2
0.7714 Intermediate Similarity NPD5953 Discontinued
0.7697 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7697 Intermediate Similarity NPD7458 Discontinued
0.7679 Intermediate Similarity NPD5402 Approved
0.7673 Intermediate Similarity NPD2344 Approved
0.7669 Intermediate Similarity NPD2533 Approved
0.7669 Intermediate Similarity NPD2534 Approved
0.7669 Intermediate Similarity NPD2532 Approved
0.7667 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7658 Intermediate Similarity NPD3748 Approved
0.764 Intermediate Similarity NPD4628 Phase 3
0.7632 Intermediate Similarity NPD8151 Discontinued
0.761 Intermediate Similarity NPD2935 Discontinued
0.76 Intermediate Similarity NPD1610 Phase 2
0.76 Intermediate Similarity NPD7286 Phase 2
0.759 Intermediate Similarity NPD3226 Approved
0.758 Intermediate Similarity NPD5124 Phase 1
0.758 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7578 Intermediate Similarity NPD1243 Approved
0.7576 Intermediate Similarity NPD920 Approved
0.7553 Intermediate Similarity NPD7696 Phase 3
0.7553 Intermediate Similarity NPD7697 Approved
0.7553 Intermediate Similarity NPD7698 Approved
0.7547 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7546 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7531 Intermediate Similarity NPD7003 Approved
0.7531 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7531 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7513 Intermediate Similarity NPD7870 Phase 2
0.7513 Intermediate Similarity NPD7871 Phase 2
0.75 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD2309 Approved
0.7484 Intermediate Similarity NPD6832 Phase 2
0.7483 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7461 Intermediate Similarity NPD7783 Phase 2
0.7461 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7459 Intermediate Similarity NPD4361 Phase 2
0.7459 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7459 Intermediate Similarity NPD8150 Discontinued
0.7455 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7438 Intermediate Similarity NPD7033 Discontinued
0.7414 Intermediate Similarity NPD7229 Phase 3
0.7414 Intermediate Similarity NPD3787 Discontinued
0.7412 Intermediate Similarity NPD1465 Phase 2
0.7396 Intermediate Similarity NPD7701 Phase 2
0.7394 Intermediate Similarity NPD6776 Approved
0.7394 Intermediate Similarity NPD6779 Approved
0.7394 Intermediate Similarity NPD6777 Approved
0.7394 Intermediate Similarity NPD6780 Approved
0.7394 Intermediate Similarity NPD6781 Approved
0.7394 Intermediate Similarity NPD6778 Approved
0.7394 Intermediate Similarity NPD6782 Approved
0.7391 Intermediate Similarity NPD5405 Approved
0.7391 Intermediate Similarity NPD5408 Approved
0.7391 Intermediate Similarity NPD5406 Approved
0.7391 Intermediate Similarity NPD5404 Approved
0.7389 Intermediate Similarity NPD3268 Approved
0.7389 Intermediate Similarity NPD2313 Discontinued
0.7371 Intermediate Similarity NPD3926 Phase 2
0.7368 Intermediate Similarity NPD7435 Discontinued
0.7356 Intermediate Similarity NPD7199 Phase 2
0.7355 Intermediate Similarity NPD2798 Approved
0.7346 Intermediate Similarity NPD2346 Discontinued
0.7345 Intermediate Similarity NPD7228 Approved
0.7345 Intermediate Similarity NPD3751 Discontinued
0.7344 Intermediate Similarity NPD7584 Approved
0.7305 Intermediate Similarity NPD6273 Approved
0.7302 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.729 Intermediate Similarity NPD1203 Approved
0.729 Intermediate Similarity NPD2797 Approved
0.7287 Intermediate Similarity NPD7699 Phase 2
0.7287 Intermediate Similarity NPD7700 Phase 2
0.7283 Intermediate Similarity NPD4287 Approved
0.7282 Intermediate Similarity NPD7801 Approved
0.7278 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7268 Intermediate Similarity NPD8434 Phase 2
0.7262 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7251 Intermediate Similarity NPD7577 Discontinued
0.7247 Intermediate Similarity NPD7177 Discontinued
0.7247 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7246 Intermediate Similarity NPD7447 Phase 1
0.7246 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD919 Approved
0.724 Intermediate Similarity NPD8320 Phase 1
0.724 Intermediate Similarity NPD8319 Approved
0.7231 Intermediate Similarity NPD7874 Approved
0.7231 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7225 Intermediate Similarity NPD6823 Phase 2
0.7219 Intermediate Similarity NPD1548 Phase 1
0.7216 Intermediate Similarity NPD5711 Approved
0.7216 Intermediate Similarity NPD5710 Approved
0.7215 Intermediate Similarity NPD4625 Phase 3
0.7213 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7209 Intermediate Similarity NPD5760 Phase 2
0.7209 Intermediate Similarity NPD5761 Phase 2
0.7188 Intermediate Similarity NPD1613 Approved
0.7188 Intermediate Similarity NPD943 Approved
0.7188 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7186 Intermediate Similarity NPD7213 Phase 3
0.7186 Intermediate Similarity NPD7212 Phase 2
0.7175 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD6798 Discontinued
0.716 Intermediate Similarity NPD7097 Phase 1
0.7159 Intermediate Similarity NPD1247 Approved
0.7151 Intermediate Similarity NPD6844 Discontinued
0.7151 Intermediate Similarity NPD37 Approved
0.7143 Intermediate Similarity NPD6355 Discontinued
0.7135 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7134 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7128 Intermediate Similarity NPD6535 Approved
0.7128 Intermediate Similarity NPD6534 Approved
0.7126 Intermediate Similarity NPD4965 Approved
0.7126 Intermediate Similarity NPD4967 Phase 2
0.7126 Intermediate Similarity NPD4966 Approved
0.7097 Intermediate Similarity NPD9717 Approved
0.7097 Intermediate Similarity NPD1608 Approved
0.7089 Intermediate Similarity NPD2861 Phase 2
0.7072 Intermediate Similarity NPD1729 Discontinued
0.707 Intermediate Similarity NPD3266 Approved
0.707 Intermediate Similarity NPD3267 Approved
0.7069 Intermediate Similarity NPD4288 Approved
0.7063 Intermediate Similarity NPD3764 Approved
0.7062 Intermediate Similarity NPD8127 Discontinued
0.7051 Intermediate Similarity NPD4749 Approved
0.7048 Intermediate Similarity NPD2654 Approved
0.7045 Intermediate Similarity NPD6234 Discontinued
0.7032 Intermediate Similarity NPD422 Phase 1

Structure

External Identifiers

PubChem CID   21588172
ChEMBL   CHEMBL457496
ZINC  

Physicochemical Properties

Molecular Weight:  582.23
ALogP:  -2.6019
MLogP:  4.43
XLogP:  5.278
# Rotatable Bonds:  13
Polar Surface Area:  125.68
# H-Bond Aceptor:  2
# H-Bond Donor:  4
# Rings:  6
# Heavy Atoms:  43

Download Data

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