Natural Product: NPC168789

Natural Product ID:  NPC168789
Common Name:   (2S,2's,3R)-5,5',7-Trihydroxy-2,2'-Bis(4-Hydroxyphenyl)-7'-((2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Tetrahydro-2H-Pyran-2-Yloxy)-3,8'-Bichroman-4,4'-Dione
IUPAC Name:   (2S)-8-[(2S,3R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
Synonyms:  
Molecular Formula:   C36H32O15
Standard InCHIKey:  XDIGGNGQHOSYOL-CALYIKIKSA-N
Standard InCHI:  InChI=1S/C36H32O15/c37-13-25-30(44)32(46)33(47)36(51-25)50-24-12-21(43)26-20(42)11-22(14-1-5-16(38)6-2-14)48-35(26)28(24)29-31(45)27-19(41)9-18(40)10-23(27)49-34(29)15-3-7-17(39)8-4-15/h1-10,12,22,25,29-30,32-34,36-41,43-44,46-47H,11,13H2/t22-,25+,29-,30+,32-,33+,34+,36+/m0/s1
Canonical SMILES:  OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2[C@@H]2[C@H](Oc4c(C2=O)c(O)cc(c4)O)c2ccc(cc2)O)O[C@@H](CC3=O)c2ccc(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
NPO5049 Garcinia multiflora Species Clusiaceae Eukaryota Twigs and leaves Taichung, Taiwan 1993-AUG PMID[9322359]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Inhibition = 1.5 % 24210499

  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 NPC168789 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
0.9524 High Similarity NPC321916
0.9467 High Similarity NPC318119
0.9408 High Similarity NPC132111
0.9383 High Similarity NPC190450
0.9325 High Similarity NPC63438
0.9325 High Similarity NPC257566
0.9325 High Similarity NPC124155
0.9321 High Similarity NPC47923
0.9317 High Similarity NPC308265
0.929 High Similarity NPC179862
0.9277 High Similarity NPC8704
0.9277 High Similarity NPC287884
0.9277 High Similarity NPC76047
0.9264 High Similarity NPC44947
0.9259 High Similarity NPC271270
0.9259 High Similarity NPC472320
0.9259 High Similarity NPC271479
0.9259 High Similarity NPC97285
0.9259 High Similarity NPC142860
0.9259 High Similarity NPC246469
0.9244 High Similarity NPC179947
0.924 High Similarity NPC75574
0.9217 High Similarity NPC5319
0.9212 High Similarity NPC260504
0.9212 High Similarity NPC473278
0.9212 High Similarity NPC89809
0.9207 High Similarity NPC473644
0.9198 High Similarity NPC51247
0.9193 High Similarity NPC69531
0.9191 High Similarity NPC473618
0.9186 High Similarity NPC473686
0.9186 High Similarity NPC475220
0.9186 High Similarity NPC221140
0.9186 High Similarity NPC229817
0.9186 High Similarity NPC475352
0.9186 High Similarity NPC87583
0.9181 High Similarity NPC293227
0.9181 High Similarity NPC473631
0.9181 High Similarity NPC475662
0.9181 High Similarity NPC473717
0.9146 High Similarity NPC475382
0.9146 High Similarity NPC472876
0.9146 High Similarity NPC259834
0.9141 High Similarity NPC473623
0.9141 High Similarity NPC42965
0.9136 High Similarity NPC475184
0.9136 High Similarity NPC257166
0.9136 High Similarity NPC1796
0.913 High Similarity NPC97052
0.913 High Similarity NPC72649
0.913 High Similarity NPC169248
0.913 High Similarity NPC26195
0.913 High Similarity NPC39351
0.9112 High Similarity NPC3718
0.9096 High Similarity NPC70441
0.9091 High Similarity NPC311850
0.9086 High Similarity NPC264302
0.9085 High Similarity NPC303913
0.908 High Similarity NPC473634
0.908 High Similarity NPC123544
0.908 High Similarity NPC15815
0.908 High Similarity NPC138811
0.908 High Similarity NPC22062
0.9074 High Similarity NPC32867
0.9074 High Similarity NPC170475
0.9074 High Similarity NPC206378
0.9068 High Similarity NPC121568
0.9064 High Similarity NPC299149
0.9064 High Similarity NPC153578
0.9064 High Similarity NPC114257
0.9064 High Similarity NPC277710
0.9059 High Similarity NPC46958
0.9059 High Similarity NPC475246
0.9059 High Similarity NPC231787
0.9048 High Similarity NPC469344
0.9048 High Similarity NPC280642
0.9048 High Similarity NPC188815
0.9048 High Similarity NPC96605
0.9048 High Similarity NPC218161
0.9036 High Similarity NPC289667
0.9036 High Similarity NPC135358
0.9036 High Similarity NPC292929
0.9036 High Similarity NPC76831
0.9036 High Similarity NPC287889
0.903 High Similarity NPC131745
0.9024 High Similarity NPC226462
0.9024 High Similarity NPC98023
0.9023 High Similarity NPC64755
0.9023 High Similarity NPC294863
0.9023 High Similarity NPC282636
0.9018 High Similarity NPC271741
0.9018 High Similarity NPC473512
0.9018 High Similarity NPC161749
0.9018 High Similarity NPC197896
0.9018 High Similarity NPC23817
0.9018 High Similarity NPC44931
0.9018 High Similarity NPC313163
0.9018 High Similarity NPC65003
0.9018 High Similarity NPC324358
0.9018 High Similarity NPC318527
0.9018 High Similarity NPC322459
0.9018 High Similarity NPC129827
0.9018 High Similarity NPC323627
0.9018 High Similarity NPC156457
0.9018 High Similarity NPC287789
0.9018 High Similarity NPC258035
0.9017 High Similarity NPC106700
0.9012 High Similarity NPC475161
0.9012 High Similarity NPC300668
0.9012 High Similarity NPC258474
0.9012 High Similarity NPC134171
0.9012 High Similarity NPC201227
0.9012 High Similarity NPC477860
0.9006 High Similarity NPC259182
0.9006 High Similarity NPC121001
0.8994 High Similarity NPC11847
0.8994 High Similarity NPC186847
0.8994 High Similarity NPC472454
0.8994 High Similarity NPC217822
0.8994 High Similarity NPC257011
0.8994 High Similarity NPC470715
0.8994 High Similarity NPC288152
0.8994 High Similarity NPC9002
0.8994 High Similarity NPC221288
0.8994 High Similarity NPC257667
0.8994 High Similarity NPC470716
0.8994 High Similarity NPC137871
0.8994 High Similarity NPC470714
0.8994 High Similarity NPC101399
0.8988 High Similarity NPC105283
0.8988 High Similarity NPC43587
0.8988 High Similarity NPC222455
0.8988 High Similarity NPC293629
0.8982 High Similarity NPC12013
0.8982 High Similarity NPC262222
0.8982 High Similarity NPC68592
0.8982 High Similarity NPC298666
0.8982 High Similarity NPC476470
0.8982 High Similarity NPC203145
0.8982 High Similarity NPC189564
0.8982 High Similarity NPC32641
0.8982 High Similarity NPC11432
0.8982 High Similarity NPC186816
0.8982 High Similarity NPC477613
0.8982 High Similarity NPC256188
0.8982 High Similarity NPC221342
0.8982 High Similarity NPC142142
0.8982 High Similarity NPC224851
0.8976 High Similarity NPC66087
0.8976 High Similarity NPC183672
0.8976 High Similarity NPC278419
0.8976 High Similarity NPC179198
0.897 High Similarity NPC175513
0.897 High Similarity NPC210961
0.897 High Similarity NPC101636
0.897 High Similarity NPC270675
0.897 High Similarity NPC195685
0.897 High Similarity NPC97812
0.897 High Similarity NPC477629
0.897 High Similarity NPC477628
0.897 High Similarity NPC472994
0.897 High Similarity NPC470125
0.8963 High Similarity NPC295090
0.8963 High Similarity NPC73511
0.8957 High Similarity NPC198489
0.8957 High Similarity NPC295613
0.8957 High Similarity NPC61112
0.8957 High Similarity NPC309648
0.8957 High Similarity NPC473657
0.8951 High Similarity NPC39360
0.8951 High Similarity NPC106625
0.8951 High Similarity NPC29763
0.8951 High Similarity NPC83283
0.8951 High Similarity NPC326592
0.8951 High Similarity NPC143851
0.8951 High Similarity NPC210003
0.8951 High Similarity NPC112701
0.8951 High Similarity NPC109594
0.8947 High Similarity NPC255799
0.8947 High Similarity NPC289876
0.8941 High Similarity NPC213052
0.8941 High Similarity NPC208668
0.8941 High Similarity NPC25724
0.8935 High Similarity NPC79056
0.8935 High Similarity NPC210808
0.8935 High Similarity NPC78734
0.8935 High Similarity NPC470712
0.8935 High Similarity NPC44328
0.8935 High Similarity NPC150767
0.8935 High Similarity NPC177731
0.8935 High Similarity NPC199079
0.8935 High Similarity NPC164704
0.8935 High Similarity NPC218488
0.8935 High Similarity NPC105095
0.8922 High Similarity NPC473010
0.8916 High Similarity NPC244875
0.8916 High Similarity NPC240306
0.8916 High Similarity NPC473012
0.8916 High Similarity NPC310603
0.8916 High Similarity NPC298171

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC168789 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
0.9217 High Similarity NPD7804 Clinical (unspecified phase)
0.9018 High Similarity NPD4381 Clinical (unspecified phase)
0.8935 High Similarity NPD7074 Phase 3
0.8837 High Similarity NPD8313 Approved
0.8837 High Similarity NPD8312 Approved
0.878 High Similarity NPD8443 Clinical (unspecified phase)
0.8765 High Similarity NPD7054 Approved
0.8713 High Similarity NPD7472 Approved
0.8671 High Similarity NPD7808 Phase 3
0.865 High Similarity NPD4380 Phase 2
0.8613 High Similarity NPD7251 Discontinued
0.8606 High Similarity NPD8455 Phase 2
0.8555 High Similarity NPD6797 Phase 2
0.8521 High Similarity NPD6959 Discontinued
0.8488 Intermediate Similarity NPD3818 Discontinued
0.848 Intermediate Similarity NPD6166 Phase 2
0.848 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.848 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.848 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8452 Intermediate Similarity NPD7075 Discontinued
0.84 Intermediate Similarity NPD6559 Discontinued
0.8389 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.8352 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.8343 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.8284 Intermediate Similarity NPD7768 Phase 2
0.8274 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8274 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8263 Intermediate Similarity NPD7411 Suspended
0.8176 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8166 Intermediate Similarity NPD7819 Suspended
0.8137 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8137 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8121 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.8121 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8115 Intermediate Similarity NPD8151 Discontinued
0.8107 Intermediate Similarity NPD6801 Discontinued
0.8107 Intermediate Similarity NPD1934 Approved
0.8086 Intermediate Similarity NPD1549 Phase 2
0.8035 Intermediate Similarity NPD5494 Approved
0.8031 Intermediate Similarity NPD7783 Phase 2
0.8031 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.8011 Intermediate Similarity NPD7473 Discontinued
0.7978 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7947 Intermediate Similarity NPD7698 Approved
0.7947 Intermediate Similarity NPD7697 Approved
0.7947 Intermediate Similarity NPD7696 Phase 3
0.7919 Intermediate Similarity NPD3749 Approved
0.7906 Intermediate Similarity NPD7871 Phase 2
0.7906 Intermediate Similarity NPD7870 Phase 2
0.7884 Intermediate Similarity NPD6777 Approved
0.7884 Intermediate Similarity NPD6780 Approved
0.7884 Intermediate Similarity NPD6779 Approved
0.7884 Intermediate Similarity NPD6781 Approved
0.7884 Intermediate Similarity NPD6778 Approved
0.7884 Intermediate Similarity NPD6782 Approved
0.7884 Intermediate Similarity NPD6776 Approved
0.7876 Intermediate Similarity NPD7701 Phase 2
0.7865 Intermediate Similarity NPD7228 Approved
0.7853 Intermediate Similarity NPD7435 Discontinued
0.7849 Intermediate Similarity NPD2801 Approved
0.7841 Intermediate Similarity NPD3787 Discontinued
0.7841 Intermediate Similarity NPD6232 Discontinued
0.7824 Intermediate Similarity NPD7458 Discontinued
0.7821 Intermediate Similarity NPD5844 Phase 1
0.7812 Intermediate Similarity NPD8320 Phase 1
0.7812 Intermediate Similarity NPD8319 Approved
0.7811 Intermediate Similarity NPD5403 Approved
0.7803 Intermediate Similarity NPD5402 Approved
0.7791 Intermediate Similarity NPD1510 Phase 2
0.7778 Intermediate Similarity NPD7699 Phase 2
0.7778 Intermediate Similarity NPD7700 Phase 2
0.7765 Intermediate Similarity NPD3751 Discontinued
0.7755 Intermediate Similarity NPD7801 Approved
0.7744 Intermediate Similarity NPD2796 Approved
0.7738 Intermediate Similarity NPD6799 Approved
0.7738 Intermediate Similarity NPD1511 Approved
0.7732 Intermediate Similarity NPD7584 Approved
0.7708 Intermediate Similarity NPD6823 Phase 2
0.7704 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7704 Intermediate Similarity NPD7874 Approved
0.7701 Intermediate Similarity NPD3817 Phase 2
0.7692 Intermediate Similarity NPD5401 Approved
0.7674 Intermediate Similarity NPD6599 Discontinued
0.7657 Intermediate Similarity NPD3882 Suspended
0.7647 Intermediate Similarity NPD1512 Approved
0.7632 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD6534 Approved
0.7619 Intermediate Similarity NPD6535 Approved
0.7605 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7584 Intermediate Similarity NPD7199 Phase 2
0.756 Intermediate Similarity NPD3750 Approved
0.7546 Intermediate Similarity NPD1240 Approved
0.7543 Intermediate Similarity NPD1465 Phase 2
0.7531 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7529 Intermediate Similarity NPD7390 Discontinued
0.7527 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7685 Pre-registration
0.75 Intermediate Similarity NPD2800 Approved
0.75 Intermediate Similarity NPD7240 Approved
0.7487 Intermediate Similarity NPD8150 Discontinued
0.7486 Intermediate Similarity NPD37 Approved
0.7472 Intermediate Similarity NPD6234 Discontinued
0.7458 Intermediate Similarity NPD4967 Phase 2
0.7458 Intermediate Similarity NPD4966 Approved
0.7458 Intermediate Similarity NPD4965 Approved
0.7456 Intermediate Similarity NPD4628 Phase 3
0.7456 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7455 Intermediate Similarity NPD1607 Approved
0.7415 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7407 Intermediate Similarity NPD4908 Phase 1
0.7403 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7399 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7384 Intermediate Similarity NPD2534 Approved
0.7384 Intermediate Similarity NPD2533 Approved
0.7384 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7384 Intermediate Similarity NPD2532 Approved
0.7382 Intermediate Similarity NPD6212 Phase 3
0.7382 Intermediate Similarity NPD6213 Phase 3
0.7382 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.7366 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7365 Intermediate Similarity NPD2799 Discontinued
0.7351 Intermediate Similarity NPD5953 Discontinued
0.7349 Intermediate Similarity NPD6651 Approved
0.7344 Intermediate Similarity NPD4360 Phase 2
0.7344 Intermediate Similarity NPD4363 Phase 3
0.7337 Intermediate Similarity NPD7585 Approved
0.7337 Intermediate Similarity NPD7286 Phase 2
0.7337 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7321 Intermediate Similarity NPD1551 Phase 2
0.7317 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7314 Intermediate Similarity NPD3226 Approved
0.7314 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7305 Intermediate Similarity NPD7097 Phase 1
0.7302 Intermediate Similarity NPD8434 Phase 2
0.7299 Intermediate Similarity NPD920 Approved
0.7286 Intermediate Similarity NPD7583 Approved
0.7283 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7262 Intermediate Similarity NPD3748 Approved
0.7257 Intermediate Similarity NPD1653 Approved
0.7232 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD7680 Approved
0.7219 Intermediate Similarity NPD2935 Discontinued
0.7212 Intermediate Similarity NPD2313 Discontinued
0.7176 Intermediate Similarity NPD2344 Approved
0.7168 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7158 Intermediate Similarity NPD7229 Phase 3
0.7156 Intermediate Similarity NPD8058 Clinical (unspecified phase)
0.7156 Intermediate Similarity NPD8059 Phase 3
0.7126 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD1613 Approved
0.7126 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7122 Intermediate Similarity NPD7930 Approved
0.712 Intermediate Similarity NPD3926 Phase 2
0.7118 Intermediate Similarity NPD6100 Approved
0.7118 Intermediate Similarity NPD6099 Approved
0.7107 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7093 Intermediate Similarity NPD1243 Approved
0.7093 Intermediate Similarity NPD6674 Discontinued
0.7086 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD5124 Phase 1
0.7081 Intermediate Similarity NPD1091 Approved
0.7081 Intermediate Similarity NPD1610 Phase 2
0.7076 Intermediate Similarity NPD2346 Discontinued
0.7076 Intermediate Similarity NPD7266 Discontinued
0.7073 Intermediate Similarity NPD2798 Approved
0.7071 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7065 Intermediate Similarity NPD7211 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7052 Intermediate Similarity NPD7003 Approved
0.7052 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7047 Intermediate Similarity NPD4287 Approved
0.7024 Intermediate Similarity NPD943 Approved
0.7018 Intermediate Similarity NPD5405 Approved
0.7018 Intermediate Similarity NPD5406 Approved
0.7018 Intermediate Similarity NPD5404 Approved
0.7018 Intermediate Similarity NPD5408 Approved
0.7011 Intermediate Similarity NPD1247 Approved
0.7011 Intermediate Similarity NPD2309 Approved
0.7006 Intermediate Similarity NPD6798 Discontinued
0.6995 Remote Similarity NPD919 Approved
0.6988 Remote Similarity NPD6832 Phase 2
0.6982 Remote Similarity NPD1933 Approved
0.6982 Remote Similarity NPD6355 Discontinued
0.6975 Remote Similarity NPD1547 Clinical (unspecified phase)
0.6973 Remote Similarity NPD5711 Approved
0.6973 Remote Similarity NPD5710 Approved
0.6959 Remote Similarity NPD7033 Discontinued
0.6954 Remote Similarity NPD4361 Phase 2
0.6954 Remote Similarity NPD4362 Clinical (unspecified phase)
0.6936 Remote Similarity NPD2424 Discontinued
0.6919 Remote Similarity NPD8127 Discontinued
0.6915 Remote Similarity NPD7893 Clinical (unspecified phase)
0.6914 Remote Similarity NPD6190 Approved
0.6909 Remote Similarity NPD1203 Approved
0.6905 Remote Similarity NPD3268 Approved
0.6898 Remote Similarity NPD7784 Clinical (unspecified phase)
0.6886 Remote Similarity NPD1529 Clinical (unspecified phase)
0.6879 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6868 Remote Similarity NPD5760 Phase 2

Structure

External Identifiers

PubChem CID   466322
ChEMBL   CHEMBL451411
ZINC  

Physicochemical Properties

Molecular Weight:  704.17
ALogP:  -5.5552
MLogP:  3.77
XLogP:  0.035
# Rotatable Bonds:  15
Polar Surface Area:  253.13
# H-Bond Aceptor:  7
# H-Bond Donor:  9
# Rings:  7
# Heavy Atoms:  51

Download Data

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