Natural Product: NPC148273

Natural Product ID:  NPC148273
Common Name:   3',4,5'-Trihydroxy-4'-Methoxydihydrochalcone 3',5'-Di-O-Beta-D-Glucopyranoside
IUPAC Name:   3-(4-hydroxyphenyl)-1-[4-methoxy-3,5-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]phenyl]propan-1-one
Synonyms:  
Molecular Formula:   C28H36O15
Standard InCHIKey:  OKMGWOUOWVCUHL-DPOJTEBASA-N
Standard InCHI:  InChI=1S/C28H36O15/c1-39-26-16(40-27-24(37)22(35)20(33)18(10-29)42-27)8-13(15(32)7-4-12-2-5-14(31)6-3-12)9-17(26)41-28-25(38)23(36)21(34)19(11-30)43-28/h2-3,5-6,8-9,18-25,27-31,33-38H,4,7,10-11H2,1H3/t18-,19-,20-,21-,22+,23+,24-,25-,27-,28-/m1/s1
Canonical SMILES:  OC[C@H]1O[C@@H](Oc2cc(cc(c2OC)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)C(=O)CCc2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)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
NPO13961 Pieris japonica Species Ericaceae Eukaryota Leaves PMID[15787442]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Activity = 24.56 10'-3cpm 18955526
NPT2 Others Unspecified Activity = 74.12 10'-3cpm 18955526
NPT2 Others Unspecified Activity = 30.86 10'-3cpm 18955526
NPT2 Others Unspecified Activity = 74.08 10'-3cpm 18955526
NPT2 Others Unspecified Activity = 22.77 10'-3cpm 25305333
NPT2 Others Unspecified Activity = 84.76 10'-3cpm 25634623

  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 NPC148273 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
0.956 High Similarity NPC229687
0.95 High Similarity NPC44558
0.9497 High Similarity NPC45400
0.9487 High Similarity NPC239966
0.9487 High Similarity NPC203020
0.9437 High Similarity NPC472383
0.9437 High Similarity NPC472381
0.9437 High Similarity NPC293629
0.9437 High Similarity NPC61791
0.9434 High Similarity NPC236934
0.9434 High Similarity NPC5778
0.9423 High Similarity NPC160780
0.9423 High Similarity NPC289811
0.9379 High Similarity NPC105511
0.9379 High Similarity NPC231194
0.9379 High Similarity NPC44328
0.9379 High Similarity NPC22195
0.9379 High Similarity NPC21190
0.9379 High Similarity NPC79056
0.9379 High Similarity NPC474434
0.9379 High Similarity NPC51326
0.9379 High Similarity NPC34287
0.9379 High Similarity NPC471416
0.9379 High Similarity NPC177731
0.9379 High Similarity NPC183357
0.9379 High Similarity NPC105095
0.9375 High Similarity NPC229729
0.9375 High Similarity NPC93099
0.9371 High Similarity NPC165720
0.9367 High Similarity NPC285108
0.9367 High Similarity NPC33298
0.9359 High Similarity NPC1913
0.9359 High Similarity NPC472860
0.9355 High Similarity NPC10205
0.9325 High Similarity NPC102028
0.9321 High Similarity NPC267254
0.9321 High Similarity NPC205076
0.9321 High Similarity NPC475155
0.9321 High Similarity NPC472386
0.9321 High Similarity NPC261254
0.9321 High Similarity NPC307518
0.9321 High Similarity NPC48773
0.9317 High Similarity NPC43587
0.9317 High Similarity NPC195257
0.9317 High Similarity NPC170675
0.9317 High Similarity NPC183036
0.9317 High Similarity NPC209296
0.9317 High Similarity NPC112755
0.9317 High Similarity NPC471457
0.9317 High Similarity NPC197708
0.9317 High Similarity NPC95855
0.9317 High Similarity NPC658
0.9317 High Similarity NPC210042
0.9308 High Similarity NPC88023
0.9308 High Similarity NPC309025
0.9308 High Similarity NPC243930
0.9308 High Similarity NPC29830
0.9308 High Similarity NPC88043
0.9304 High Similarity NPC311803
0.9304 High Similarity NPC472859
0.9304 High Similarity NPC25389
0.9295 High Similarity NPC471405
0.9264 High Similarity NPC236191
0.9264 High Similarity NPC208668
0.9264 High Similarity NPC51774
0.9264 High Similarity NPC204693
0.9264 High Similarity NPC239549
0.9259 High Similarity NPC224462
0.9259 High Similarity NPC293004
0.9259 High Similarity NPC212748
0.9255 High Similarity NPC135345
0.9255 High Similarity NPC477502
0.9255 High Similarity NPC116745
0.925 High Similarity NPC284277
0.925 High Similarity NPC475738
0.925 High Similarity NPC311830
0.925 High Similarity NPC475497
0.925 High Similarity NPC475366
0.925 High Similarity NPC22832
0.9245 High Similarity NPC127782
0.9245 High Similarity NPC300537
0.9241 High Similarity NPC289346
0.9241 High Similarity NPC119125
0.9241 High Similarity NPC166277
0.9226 High Similarity NPC137813
0.9212 High Similarity NPC267549
0.9212 High Similarity NPC472387
0.9207 High Similarity NPC142996
0.9202 High Similarity NPC102851
0.9202 High Similarity NPC256760
0.9202 High Similarity NPC156977
0.9202 High Similarity NPC5786
0.9202 High Similarity NPC235575
0.9202 High Similarity NPC301683
0.9198 High Similarity NPC45638
0.9198 High Similarity NPC52382
0.9198 High Similarity NPC226294
0.9198 High Similarity NPC105283
0.9198 High Similarity NPC201292
0.9198 High Similarity NPC270578
0.9198 High Similarity NPC105025
0.9198 High Similarity NPC186807
0.9198 High Similarity NPC93337
0.9198 High Similarity NPC475942
0.9198 High Similarity NPC58053
0.9198 High Similarity NPC469931
0.9198 High Similarity NPC86008
0.9193 High Similarity NPC115674
0.9193 High Similarity NPC210073
0.9187 High Similarity NPC127415
0.9187 High Similarity NPC270335
0.9187 High Similarity NPC222936
0.9187 High Similarity NPC191306
0.9187 High Similarity NPC19709
0.9187 High Similarity NPC284960
0.9187 High Similarity NPC168822
0.9182 High Similarity NPC182045
0.9177 High Similarity NPC74319
0.9177 High Similarity NPC287872
0.9167 High Similarity NPC327032
0.9167 High Similarity NPC191046
0.9167 High Similarity NPC194095
0.9161 High Similarity NPC36130
0.9161 High Similarity NPC134905
0.9156 High Similarity NPC205054
0.9152 High Similarity NPC67629
0.9152 High Similarity NPC472382
0.9152 High Similarity NPC472384
0.9152 High Similarity NPC79736
0.9152 High Similarity NPC472380
0.9146 High Similarity NPC163165
0.9146 High Similarity NPC172033
0.9146 High Similarity NPC88560
0.9146 High Similarity NPC175230
0.9141 High Similarity NPC194483
0.9141 High Similarity NPC149011
0.9141 High Similarity NPC150767
0.9141 High Similarity NPC52353
0.9141 High Similarity NPC206123
0.9141 High Similarity NPC78734
0.9141 High Similarity NPC204937
0.9136 High Similarity NPC92565
0.9136 High Similarity NPC160156
0.9136 High Similarity NPC58716
0.9136 High Similarity NPC45618
0.9136 High Similarity NPC146792
0.913 High Similarity NPC15358
0.9125 High Similarity NPC77660
0.9125 High Similarity NPC189142
0.9125 High Similarity NPC473043
0.9125 High Similarity NPC4013
0.9125 High Similarity NPC90905
0.9119 High Similarity NPC110349
0.9114 High Similarity NPC133984
0.9103 High Similarity NPC157898
0.9103 High Similarity NPC105827
0.9103 High Similarity NPC310661
0.9096 High Similarity NPC476622
0.9096 High Similarity NPC476621
0.9096 High Similarity NPC476623
0.9096 High Similarity NPC476619
0.9096 High Similarity NPC476620
0.9096 High Similarity NPC475261
0.9096 High Similarity NPC476618
0.9096 High Similarity NPC241196
0.9091 High Similarity NPC108202
0.9091 High Similarity NPC294815
0.9091 High Similarity NPC198199
0.9091 High Similarity NPC220173
0.9091 High Similarity NPC476472
0.9091 High Similarity NPC16194
0.9091 High Similarity NPC19108
0.9091 High Similarity NPC473327
0.9085 High Similarity NPC211594
0.9085 High Similarity NPC259152
0.9085 High Similarity NPC3583
0.9085 High Similarity NPC180918
0.9085 High Similarity NPC254540
0.9085 High Similarity NPC476405
0.9085 High Similarity NPC117260
0.9085 High Similarity NPC47140
0.9085 High Similarity NPC67134
0.9085 High Similarity NPC172807
0.908 High Similarity NPC203050
0.908 High Similarity NPC219904
0.908 High Similarity NPC223747
0.908 High Similarity NPC225434
0.908 High Similarity NPC120099
0.9074 High Similarity NPC70441
0.9074 High Similarity NPC8856
0.9074 High Similarity NPC197285
0.9074 High Similarity NPC21100
0.9074 High Similarity NPC181616
0.9074 High Similarity NPC99957
0.9068 High Similarity NPC121290
0.9062 High Similarity NPC303913
0.9057 High Similarity NPC73511
0.9051 High Similarity NPC170475
0.9051 High Similarity NPC206378
0.9042 High Similarity NPC473571

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC148273 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
0.9379 High Similarity NPD7074 Phase 3
0.9317 High Similarity NPD7054 Approved
0.9259 High Similarity NPD7472 Approved
0.9136 High Similarity NPD3818 Discontinued
0.9091 High Similarity NPD7808 Phase 3
0.903 High Similarity NPD7251 Discontinued
0.8994 High Similarity NPD4381 Clinical (unspecified phase)
0.897 High Similarity NPD6797 Phase 2
0.8862 High Similarity NPD4338 Clinical (unspecified phase)
0.8812 High Similarity NPD4868 Clinical (unspecified phase)
0.878 High Similarity NPD6168 Clinical (unspecified phase)
0.878 High Similarity NPD6167 Clinical (unspecified phase)
0.878 High Similarity NPD6166 Phase 2
0.8742 High Similarity NPD1934 Approved
0.8735 High Similarity NPD7804 Clinical (unspecified phase)
0.8571 High Similarity NPD2393 Clinical (unspecified phase)
0.8521 High Similarity NPD7993 Clinical (unspecified phase)
0.8457 Intermediate Similarity NPD2801 Approved
0.8428 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.8385 Intermediate Similarity NPD4380 Phase 2
0.8363 Intermediate Similarity NPD7685 Pre-registration
0.8363 Intermediate Similarity NPD6559 Discontinued
0.8354 Intermediate Similarity NPD3882 Suspended
0.8344 Intermediate Similarity NPD1465 Phase 2
0.8343 Intermediate Similarity NPD7228 Approved
0.8313 Intermediate Similarity NPD5494 Approved
0.8303 Intermediate Similarity NPD7075 Discontinued
0.8294 Intermediate Similarity NPD5844 Phase 1
0.8293 Intermediate Similarity NPD3817 Phase 2
0.8205 Intermediate Similarity NPD7266 Discontinued
0.8148 Intermediate Similarity NPD1653 Approved
0.8125 Intermediate Similarity NPD1511 Approved
0.8121 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8068 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.8061 Intermediate Similarity NPD37 Approved
0.8047 Intermediate Similarity NPD7199 Phase 2
0.8038 Intermediate Similarity NPD1549 Phase 2
0.8036 Intermediate Similarity NPD6234 Discontinued
0.8025 Intermediate Similarity NPD1512 Approved
0.8024 Intermediate Similarity NPD4967 Phase 2
0.8024 Intermediate Similarity NPD4965 Approved
0.8024 Intermediate Similarity NPD4966 Approved
0.8012 Intermediate Similarity NPD7819 Suspended
0.8012 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7975 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7975 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7965 Intermediate Similarity NPD7473 Discontinued
0.7964 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7964 Intermediate Similarity NPD5402 Approved
0.7955 Intermediate Similarity NPD8312 Approved
0.7955 Intermediate Similarity NPD8313 Approved
0.7952 Intermediate Similarity NPD6801 Discontinued
0.7944 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7943 Intermediate Similarity NPD7240 Approved
0.7937 Intermediate Similarity NPD4628 Phase 3
0.7895 Intermediate Similarity NPD6232 Discontinued
0.7892 Intermediate Similarity NPD7411 Suspended
0.7885 Intermediate Similarity NPD230 Phase 1
0.7857 Intermediate Similarity NPD3027 Phase 3
0.7853 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7849 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7836 Intermediate Similarity NPD6959 Discontinued
0.7821 Intermediate Similarity NPD1613 Approved
0.7821 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7816 Intermediate Similarity NPD3751 Discontinued
0.7799 Intermediate Similarity NPD2796 Approved
0.7798 Intermediate Similarity NPD8455 Phase 2
0.7791 Intermediate Similarity NPD6799 Approved
0.7778 Intermediate Similarity NPD6190 Approved
0.7758 Intermediate Similarity NPD5403 Approved
0.7744 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7736 Intermediate Similarity NPD1510 Phase 2
0.7735 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7716 Intermediate Similarity NPD3750 Approved
0.7696 Intermediate Similarity NPD8151 Discontinued
0.7688 Intermediate Similarity NPD3787 Discontinued
0.7636 Intermediate Similarity NPD5401 Approved
0.7619 Intermediate Similarity NPD6599 Discontinued
0.76 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7595 Intermediate Similarity NPD1240 Approved
0.7592 Intermediate Similarity NPD7584 Approved
0.758 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7564 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7553 Intermediate Similarity NPD6780 Approved
0.7553 Intermediate Similarity NPD6781 Approved
0.7553 Intermediate Similarity NPD6777 Approved
0.7553 Intermediate Similarity NPD6776 Approved
0.7553 Intermediate Similarity NPD6779 Approved
0.7553 Intermediate Similarity NPD6778 Approved
0.7553 Intermediate Similarity NPD6782 Approved
0.7546 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7544 Intermediate Similarity NPD5353 Approved
0.7543 Intermediate Similarity NPD3926 Phase 2
0.7526 Intermediate Similarity NPD7696 Phase 3
0.7526 Intermediate Similarity NPD7697 Approved
0.7526 Intermediate Similarity NPD7698 Approved
0.7526 Intermediate Similarity NPD7435 Discontinued
0.75 Intermediate Similarity NPD9494 Approved
0.75 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD1607 Approved
0.75 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7768 Phase 2
0.7484 Intermediate Similarity NPD943 Approved
0.7461 Intermediate Similarity NPD7701 Phase 2
0.7461 Intermediate Similarity NPD7585 Approved
0.7457 Intermediate Similarity NPD3749 Approved
0.7456 Intermediate Similarity NPD7458 Discontinued
0.7443 Intermediate Similarity NPD5242 Approved
0.7439 Intermediate Similarity NPD6674 Discontinued
0.7438 Intermediate Similarity NPD1933 Approved
0.7436 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7436 Intermediate Similarity NPD7783 Phase 2
0.7435 Intermediate Similarity NPD7680 Approved
0.7429 Intermediate Similarity NPD1247 Approved
0.7414 Intermediate Similarity NPD919 Approved
0.7409 Intermediate Similarity NPD7583 Approved
0.7407 Intermediate Similarity NPD3748 Approved
0.7396 Intermediate Similarity NPD7870 Phase 2
0.7396 Intermediate Similarity NPD7871 Phase 2
0.7382 Intermediate Similarity NPD6823 Phase 2
0.7368 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD6385 Approved
0.7368 Intermediate Similarity NPD6386 Approved
0.7362 Intermediate Similarity NPD6099 Approved
0.7362 Intermediate Similarity NPD6100 Approved
0.7355 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7354 Intermediate Similarity NPD7700 Phase 2
0.7354 Intermediate Similarity NPD7699 Phase 2
0.7337 Intermediate Similarity NPD8434 Phase 2
0.733 Intermediate Similarity NPD8127 Discontinued
0.7329 Intermediate Similarity NPD447 Suspended
0.7321 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7296 Intermediate Similarity NPD7874 Approved
0.7296 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7289 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7287 Intermediate Similarity NPD6534 Approved
0.7287 Intermediate Similarity NPD6535 Approved
0.7273 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7259 Intermediate Similarity NPD7801 Approved
0.7256 Intermediate Similarity NPD2935 Discontinued
0.7256 Intermediate Similarity NPD1551 Phase 2
0.7233 Intermediate Similarity NPD4908 Phase 1
0.7228 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7226 Intermediate Similarity NPD1091 Approved
0.7219 Intermediate Similarity NPD2533 Approved
0.7219 Intermediate Similarity NPD2532 Approved
0.7219 Intermediate Similarity NPD2534 Approved
0.7216 Intermediate Similarity NPD8320 Phase 1
0.7216 Intermediate Similarity NPD8319 Approved
0.7211 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7204 Intermediate Similarity NPD6843 Phase 3
0.7204 Intermediate Similarity NPD6842 Approved
0.7204 Intermediate Similarity NPD6841 Approved
0.7198 Intermediate Similarity NPD5953 Discontinued
0.7182 Intermediate Similarity NPD7286 Phase 2
0.7179 Intermediate Similarity NPD9269 Phase 2
0.7168 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7158 Intermediate Similarity NPD7038 Approved
0.7158 Intermediate Similarity NPD7039 Approved
0.7151 Intermediate Similarity NPD3226 Approved
0.7151 Intermediate Similarity NPD8150 Discontinued
0.7151 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD920 Approved
0.7134 Intermediate Similarity NPD7097 Phase 1
0.7126 Intermediate Similarity NPD2800 Approved
0.7099 Intermediate Similarity NPD6233 Phase 2
0.7076 Intermediate Similarity NPD6273 Approved
0.707 Intermediate Similarity NPD1608 Approved
0.7059 Intermediate Similarity NPD4357 Discontinued
0.7053 Intermediate Similarity NPD6213 Phase 3
0.7053 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.7053 Intermediate Similarity NPD6212 Phase 3
0.7037 Intermediate Similarity NPD6798 Discontinued
0.7032 Intermediate Similarity NPD9268 Approved
0.7029 Intermediate Similarity NPD6844 Discontinued
0.7024 Intermediate Similarity NPD1652 Phase 2
0.7019 Intermediate Similarity NPD6832 Phase 2
0.7018 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7013 Intermediate Similarity NPD5536 Phase 2
0.7012 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7012 Intermediate Similarity NPD6355 Discontinued
0.7012 Intermediate Similarity NPD5124 Phase 1
0.7011 Intermediate Similarity NPD7028 Phase 2
0.7006 Intermediate Similarity NPD1610 Phase 2
0.7006 Intermediate Similarity NPD5019 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD2346 Discontinued
0.7006 Intermediate Similarity NPD2344 Approved
0.7 Intermediate Similarity NPD7229 Phase 3
0.6988 Remote Similarity NPD651 Clinical (unspecified phase)
0.6988 Remote Similarity NPD7033 Discontinued
0.6988 Remote Similarity NPD2799 Discontinued
0.6982 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6982 Remote Similarity NPD4110 Phase 3
0.6982 Remote Similarity NPD8166 Discontinued
0.697 Remote Similarity NPD6651 Approved
0.6968 Remote Similarity NPD9545 Approved
0.6964 Remote Similarity NPD2424 Discontinued
0.6957 Remote Similarity NPD5619 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   11342511
ChEMBL   CHEMBL451841
ZINC  

Physicochemical Properties

Molecular Weight:  612.21
ALogP:  -5.0931
MLogP:  2.89
XLogP:  -0.577
# Rotatable Bonds:  21
Polar Surface Area:  245.29
# H-Bond Aceptor:  11
# H-Bond Donor:  9
# 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