Natural Product: NPC120488

Natural Product ID:  NPC120488
Common Name:   Alpha-2',4,4'-Tetrahydroxydihydrochalcone
IUPAC Name:   (2R)-1-(2,4-dihydroxyphenyl)-2-hydroxy-3-(4-hydroxyphenyl)propan-1-one
Synonyms:  
Molecular Formula:   C15H14O5
Standard InCHIKey:  SLKHLLNCFGPWAZ-CQSZACIVSA-N
Standard InCHI:  InChI=1S/C15H14O5/c16-10-3-1-9(2-4-10)7-14(19)15(20)12-6-5-11(17)8-13(12)18/h1-6,8,14,16-19H,7H2/t14-/m1/s1
Canonical SMILES:  Oc1ccc(cc1)C[C@H](C(=O)c1ccc(cc1O)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
NPO18117 Dalbergia odorifera Species Fabaceae Eukaryota heartwood PMID[23743282]
NPO15835 Glycyrrhiza Species Fabaceae Eukaryota TCMSP*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 > 100000 nM 23743282

  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 NPC120488 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 NPC102829
0.9531 High Similarity NPC70859
0.9531 High Similarity NPC61153
0.9531 High Similarity NPC283590
0.9531 High Similarity NPC130899
0.9426 High Similarity NPC32032
0.9426 High Similarity NPC133909
0.9375 High Similarity NPC213485
0.9375 High Similarity NPC40524
0.9375 High Similarity NPC139074
0.937 High Similarity NPC475042
0.9344 High Similarity NPC115159
0.9344 High Similarity NPC224273
0.9344 High Similarity NPC143427
0.9344 High Similarity NPC19174
0.9344 High Similarity NPC73532
0.9344 High Similarity NPC267552
0.9344 High Similarity NPC156139
0.9344 High Similarity NPC45438
0.9344 High Similarity NPC242895
0.9313 High Similarity NPC175552
0.9262 High Similarity NPC297186
0.918 High Similarity NPC159525
0.9147 High Similarity NPC478190
0.9127 High Similarity NPC8745
0.912 High Similarity NPC13238
0.9098 High Similarity NPC158222
0.9091 High Similarity NPC170742
0.9062 High Similarity NPC476119
0.9055 High Similarity NPC30501
0.9055 High Similarity NPC105157
0.9055 High Similarity NPC169250
0.9055 High Similarity NPC103356
0.9055 High Similarity NPC100067
0.9055 High Similarity NPC72158
0.9055 High Similarity NPC190043
0.9055 High Similarity NPC266689
0.9055 High Similarity NPC23126
0.9055 High Similarity NPC162612
0.9055 High Similarity NPC98254
0.9048 High Similarity NPC10926
0.9032 High Similarity NPC196976
0.8992 High Similarity NPC147757
0.8984 High Similarity NPC21305
0.8984 High Similarity NPC221777
0.8984 High Similarity NPC473017
0.8976 High Similarity NPC267846
0.8976 High Similarity NPC62952
0.8971 High Similarity NPC148545
0.8943 High Similarity NPC161617
0.8923 High Similarity NPC198249
0.8915 High Similarity NPC474998
0.8906 High Similarity NPC116513
0.8905 High Similarity NPC245482
0.8905 High Similarity NPC301751
0.8871 High Similarity NPC294037
0.8862 High Similarity NPC40649
0.8862 High Similarity NPC209486
0.881 High Similarity NPC309765
0.88 High Similarity NPC146642
0.88 High Similarity NPC149246
0.88 High Similarity NPC248363
0.8797 High Similarity NPC470210
0.879 High Similarity NPC195262
0.879 High Similarity NPC188814
0.8779 High Similarity NPC275504
0.8777 High Similarity NPC148011
0.8777 High Similarity NPC1940
0.8768 High Similarity NPC471906
0.8759 High Similarity NPC137649
0.8759 High Similarity NPC321980
0.8759 High Similarity NPC470087
0.875 High Similarity NPC470211
0.8731 High Similarity NPC234560
0.8731 High Similarity NPC39426
0.873 High Similarity NPC215392
0.873 High Similarity NPC303737
0.8712 High Similarity NPC135801
0.8712 High Similarity NPC262359
0.8712 High Similarity NPC65060
0.8712 High Similarity NPC17843
0.8712 High Similarity NPC313618
0.871 High Similarity NPC283844
0.871 High Similarity NPC249435
0.8705 High Similarity NPC279417
0.8705 High Similarity NPC49130
0.8705 High Similarity NPC4152
0.8705 High Similarity NPC326506
0.8705 High Similarity NPC142731
0.8705 High Similarity NPC208176
0.8705 High Similarity NPC306607
0.8705 High Similarity NPC62290
0.8702 High Similarity NPC233056
0.8702 High Similarity NPC26697
0.8676 High Similarity NPC147686
0.8676 High Similarity NPC329225
0.8676 High Similarity NPC190457
0.8676 High Similarity NPC472460
0.8667 High Similarity NPC87545
0.8667 High Similarity NPC235428
0.8661 High Similarity NPC91105
0.8657 High Similarity NPC286336
0.8647 High Similarity NPC205468
0.8647 High Similarity NPC257756
0.8647 High Similarity NPC87231
0.8647 High Similarity NPC212631
0.8647 High Similarity NPC129132
0.8636 High Similarity NPC469526
0.8636 High Similarity NPC34070
0.8633 High Similarity NPC51887
0.8633 High Similarity NPC117836
0.8633 High Similarity NPC475705
0.8633 High Similarity NPC476178
0.8629 High Similarity NPC230349
0.8626 High Similarity NPC92624
0.8626 High Similarity NPC109123
0.8623 High Similarity NPC470089
0.8623 High Similarity NPC150023
0.8613 High Similarity NPC201541
0.8603 High Similarity NPC296490
0.8603 High Similarity NPC294409
0.8603 High Similarity NPC7013
0.8603 High Similarity NPC116632
0.8603 High Similarity NPC12296
0.8603 High Similarity NPC295261
0.8603 High Similarity NPC243083
0.8603 High Similarity NPC181124
0.8603 High Similarity NPC84585
0.8603 High Similarity NPC107586
0.8603 High Similarity NPC287246
0.8603 High Similarity NPC162680
0.8603 High Similarity NPC209560
0.8603 High Similarity NPC212767
0.8603 High Similarity NPC79943
0.8603 High Similarity NPC476480
0.8603 High Similarity NPC303644
0.8603 High Similarity NPC32441
0.8603 High Similarity NPC299379
0.8603 High Similarity NPC13768
0.8594 High Similarity NPC65761
0.8594 High Similarity NPC472029
0.8593 High Similarity NPC131039
0.8583 High Similarity NPC226275
0.8582 High Similarity NPC139813
0.8582 High Similarity NPC122828
0.8582 High Similarity NPC312318
0.8582 High Similarity NPC40086
0.8582 High Similarity NPC263670
0.8582 High Similarity NPC20560
0.8582 High Similarity NPC18877
0.8582 High Similarity NPC56031
0.8582 High Similarity NPC192304
0.8582 High Similarity NPC3779
0.8582 High Similarity NPC175098
0.8582 High Similarity NPC44721
0.8582 High Similarity NPC144051
0.8582 High Similarity NPC282780
0.8582 High Similarity NPC472365
0.8582 High Similarity NPC242294
0.8582 High Similarity NPC82225
0.8582 High Similarity NPC337373
0.8582 High Similarity NPC211466
0.8582 High Similarity NPC476182
0.8582 High Similarity NPC204960
0.8582 High Similarity NPC166480
0.8582 High Similarity NPC28753
0.8582 High Similarity NPC159623
0.8582 High Similarity NPC188646
0.8582 High Similarity NPC44437
0.8582 High Similarity NPC294593
0.8582 High Similarity NPC176869
0.8571 High Similarity NPC175738
0.8571 High Similarity NPC308037
0.8571 High Similarity NPC64359
0.8561 High Similarity NPC185497
0.8561 High Similarity NPC259942
0.856 High Similarity NPC241089
0.8551 High Similarity NPC281207
0.8551 High Similarity NPC305845
0.8551 High Similarity NPC204045
0.8551 High Similarity NPC269652
0.855 High Similarity NPC179898
0.854 High Similarity NPC19622
0.854 High Similarity NPC112789
0.854 High Similarity NPC55162
0.854 High Similarity NPC12175
0.854 High Similarity NPC90665
0.854 High Similarity NPC278323
0.854 High Similarity NPC279668
0.854 High Similarity NPC124269
0.854 High Similarity NPC309154
0.8537 High Similarity NPC276111
0.8537 High Similarity NPC118288
0.8531 High Similarity NPC61258
0.8529 High Similarity NPC281917
0.8529 High Similarity NPC116775
0.8529 High Similarity NPC187432
0.8529 High Similarity NPC186838
0.8529 High Similarity NPC1486
0.8529 High Similarity NPC44960

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC120488 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
0.8731 High Similarity NPD1510 Phase 2
0.8712 High Similarity NPD1240 Approved
0.8712 High Similarity NPD943 Approved
0.8676 High Similarity NPD1549 Phase 2
0.8603 High Similarity NPD1550 Clinical (unspecified phase)
0.8603 High Similarity NPD1552 Clinical (unspecified phase)
0.8582 High Similarity NPD1607 Approved
0.8321 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.8321 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.831 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8276 Intermediate Similarity NPD4380 Phase 2
0.8 Intermediate Similarity NPD2796 Approved
0.8 Intermediate Similarity NPD1512 Approved
0.7986 Intermediate Similarity NPD6799 Approved
0.7947 Intermediate Similarity NPD7075 Discontinued
0.7947 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7919 Intermediate Similarity NPD6801 Discontinued
0.7919 Intermediate Similarity NPD1934 Approved
0.791 Intermediate Similarity NPD1164 Approved
0.791 Intermediate Similarity NPD1470 Approved
0.7879 Intermediate Similarity NPD1201 Approved
0.7869 Intermediate Similarity NPD1237 Approved
0.7867 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7867 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7862 Intermediate Similarity NPD7390 Discontinued
0.7862 Intermediate Similarity NPD1511 Approved
0.7808 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7785 Intermediate Similarity NPD6599 Discontinued
0.7763 Intermediate Similarity NPD3882 Suspended
0.776 Intermediate Similarity NPD9266 Approved
0.776 Intermediate Similarity NPD74 Approved
0.7756 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7756 Intermediate Similarity NPD6166 Phase 2
0.7756 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7746 Intermediate Similarity NPD1551 Phase 2
0.7733 Intermediate Similarity NPD7411 Suspended
0.7703 Intermediate Similarity NPD5403 Approved
0.7697 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD9493 Approved
0.7687 Intermediate Similarity NPD5401 Approved
0.768 Intermediate Similarity NPD9267 Approved
0.768 Intermediate Similarity NPD9264 Approved
0.768 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.768 Intermediate Similarity NPD9263 Approved
0.7655 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7639 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7622 Intermediate Similarity NPD2935 Discontinued
0.761 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7576 Intermediate Similarity NPD9545 Approved
0.7557 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.7556 Intermediate Similarity NPD9269 Phase 2
0.7547 Intermediate Similarity NPD3818 Discontinued
0.7534 Intermediate Similarity NPD3750 Approved
0.7519 Intermediate Similarity NPD9268 Approved
0.7518 Intermediate Similarity NPD1203 Approved
0.7516 Intermediate Similarity NPD7819 Suspended
0.7516 Intermediate Similarity NPD2801 Approved
0.75 Intermediate Similarity NPD5408 Approved
0.75 Intermediate Similarity NPD5404 Approved
0.75 Intermediate Similarity NPD5406 Approved
0.75 Intermediate Similarity NPD5405 Approved
0.7481 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7468 Intermediate Similarity NPD5402 Approved
0.7468 Intermediate Similarity NPD3817 Phase 2
0.7465 Intermediate Similarity NPD230 Phase 1
0.7419 Intermediate Similarity NPD940 Approved
0.7419 Intermediate Similarity NPD846 Approved
0.7413 Intermediate Similarity NPD6651 Approved
0.7407 Intermediate Similarity NPD6797 Phase 2
0.7405 Intermediate Similarity NPD9281 Approved
0.7388 Intermediate Similarity NPD4196 Clinical (unspecified phase)
0.7376 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7372 Intermediate Similarity NPD3749 Approved
0.7362 Intermediate Similarity NPD7251 Discontinued
0.736 Intermediate Similarity NPD9261 Approved
0.7351 Intermediate Similarity NPD920 Approved
0.7347 Intermediate Similarity NPD2800 Approved
0.7347 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7346 Intermediate Similarity NPD7074 Phase 3
0.7342 Intermediate Similarity NPD6959 Discontinued
0.7333 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7329 Intermediate Similarity NPD2344 Approved
0.7317 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7317 Intermediate Similarity NPD7808 Phase 3
0.7315 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7312 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD7768 Phase 2
0.7308 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7284 Intermediate Similarity NPD7054 Approved
0.7248 Intermediate Similarity NPD6190 Approved
0.7239 Intermediate Similarity NPD7472 Approved
0.723 Intermediate Similarity NPD1243 Approved
0.7219 Intermediate Similarity NPD2533 Approved
0.7219 Intermediate Similarity NPD2532 Approved
0.7219 Intermediate Similarity NPD2534 Approved
0.7203 Intermediate Similarity NPD520 Approved
0.72 Intermediate Similarity NPD1242 Phase 1
0.7195 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7192 Intermediate Similarity NPD3748 Approved
0.7188 Intermediate Similarity NPD6232 Discontinued
0.7181 Intermediate Similarity NPD4628 Phase 3
0.7178 Intermediate Similarity NPD7286 Phase 2
0.7174 Intermediate Similarity NPD9717 Approved
0.717 Intermediate Similarity NPD5494 Approved
0.716 Intermediate Similarity NPD7473 Discontinued
0.7152 Intermediate Similarity NPD6559 Discontinued
0.7133 Intermediate Similarity NPD2313 Discontinued
0.7133 Intermediate Similarity NPD2309 Approved
0.7133 Intermediate Similarity NPD3764 Approved
0.7125 Intermediate Similarity NPD1247 Approved
0.7113 Intermediate Similarity NPD6832 Phase 2
0.7107 Intermediate Similarity NPD919 Approved
0.7092 Intermediate Similarity NPD2798 Approved
0.7091 Intermediate Similarity NPD5953 Discontinued
0.7086 Intermediate Similarity NPD3300 Phase 2
0.7075 Intermediate Similarity NPD2799 Discontinued
0.7067 Intermediate Similarity NPD3400 Discontinued
0.7059 Intermediate Similarity NPD1548 Phase 1
0.705 Intermediate Similarity NPD3972 Approved
0.7006 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD2654 Approved
0.6993 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6978 Remote Similarity NPD1610 Phase 2
0.697 Remote Similarity NPD5844 Phase 1
0.6959 Remote Similarity NPD7033 Discontinued
0.6933 Remote Similarity NPD3926 Phase 2
0.6918 Remote Similarity NPD1613 Approved
0.6918 Remote Similarity NPD1612 Clinical (unspecified phase)
0.6914 Remote Similarity NPD8090 Clinical (unspecified phase)
0.6909 Remote Similarity NPD3751 Discontinued
0.688 Remote Similarity NPD2860 Approved
0.688 Remote Similarity NPD2859 Approved
0.6879 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6871 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6857 Remote Similarity NPD422 Phase 1
0.6855 Remote Similarity NPD1465 Phase 2
0.6853 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6853 Remote Similarity NPD1019 Discontinued
0.6846 Remote Similarity NPD5048 Discontinued
0.6842 Remote Similarity NPD8150 Discontinued
0.6828 Remote Similarity NPD3027 Phase 3
0.6815 Remote Similarity NPD1241 Discontinued
0.6815 Remote Similarity NPD3226 Approved
0.68 Remote Similarity NPD4360 Phase 2
0.68 Remote Similarity NPD2933 Approved
0.68 Remote Similarity NPD2934 Approved
0.68 Remote Similarity NPD4363 Phase 3
0.6795 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6781 Remote Similarity NPD3268 Approved
0.6781 Remote Similarity NPD6798 Discontinued
0.6772 Remote Similarity NPD9495 Approved
0.6767 Remote Similarity NPD4750 Phase 3
0.6766 Remote Similarity NPD6020 Phase 2
0.6759 Remote Similarity NPD4908 Phase 1
0.6757 Remote Similarity NPD447 Suspended
0.6755 Remote Similarity NPD2346 Discontinued
0.6755 Remote Similarity NPD1471 Phase 3
0.6733 Remote Similarity NPD3299 Clinical (unspecified phase)
0.6733 Remote Similarity NPD4308 Phase 3
0.6732 Remote Similarity NPD1196 Approved
0.6726 Remote Similarity NPD1729 Discontinued
0.6719 Remote Similarity NPD3020 Approved
0.6713 Remote Similarity NPD1876 Approved
0.671 Remote Similarity NPD1543 Discontinued
0.6709 Remote Similarity NPD7458 Discontinued
0.6705 Remote Similarity NPD6534 Approved
0.6705 Remote Similarity NPD6535 Approved
0.669 Remote Similarity NPD1481 Phase 2
0.669 Remote Similarity NPD9494 Approved
0.6689 Remote Similarity NPD6100 Approved
0.6689 Remote Similarity NPD6099 Approved
0.6688 Remote Similarity NPD2354 Approved
0.6688 Remote Similarity NPD3887 Approved
0.6667 Remote Similarity NPD1195 Approved
0.6667 Remote Similarity NPD4661 Approved
0.6667 Remote Similarity NPD4907 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3787 Discontinued
0.6667 Remote Similarity NPD2797 Approved
0.6667 Remote Similarity NPD1296 Phase 2
0.6667 Remote Similarity NPD4662 Approved
0.6667 Remote Similarity NPD411 Approved
0.6667 Remote Similarity NPD5711 Approved
0.6667 Remote Similarity NPD5710 Approved
0.6667 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6644 Remote Similarity NPD6355 Discontinued
0.6644 Remote Similarity NPD1529 Clinical (unspecified phase)
0.6644 Remote Similarity NPD1933 Approved
0.6625 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6622 Remote Similarity NPD6233 Phase 2
0.662 Remote Similarity NPD1535 Discovery
0.6611 Remote Similarity NPD6778 Approved
0.6611 Remote Similarity NPD6780 Approved
0.6611 Remote Similarity NPD6782 Approved
0.6611 Remote Similarity NPD6781 Approved
0.6611 Remote Similarity NPD6777 Approved
0.6611 Remote Similarity NPD6776 Approved
0.6611 Remote Similarity NPD6779 Approved
0.6605 Remote Similarity NPD2296 Approved
0.6605 Remote Similarity NPD4288 Approved
0.6604 Remote Similarity NPD5808 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   14632193
ChEMBL   CHEMBL2397762
ZINC  

Physicochemical Properties

Molecular Weight:  274.08
ALogP:  -2.1997
MLogP:  2.56
XLogP:  1.537
# Rotatable Bonds:  8
Polar Surface Area:  97.99
# H-Bond Aceptor:  2
# H-Bond Donor:  4
# Rings:  2
# Heavy Atoms:  20

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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