Natural Product: NPC138927

Natural Product ID:  NPC138927
Common Name:   Myricetin-3-O-Beta-D-Glucuronide
IUPAC Name:   (2S,3S,4S,5R,6S)-6-[5,7-dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)chromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
Synonyms:  
Molecular Formula:   C21H18O14
Standard InCHIKey:  MBWOCQLTCWTIJE-ZUGPOPFOSA-N
Standard InCHI:  InChI=1S/C21H18O14/c22-6-3-7(23)11-10(4-6)33-17(5-1-8(24)12(26)9(25)2-5)18(13(11)27)34-21-16(30)14(28)15(29)19(35-21)20(31)32/h1-4,14-16,19,21-26,28-30H,(H,31,32)/t14-,15-,16+,19-,21+/m0/s1
Canonical SMILES:  Oc1cc(O)c2c(c1)oc(c(c2=O)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O)c1cc(O)c(c(c1)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
NPO3057 Polygonum aviculare Species Polygonaceae Eukaryota TM-MC*
NPO22142 Hippocratea excelsa Species Celastraceae Eukaryota UNPD*
NPO8679 Streptomyces sparsogenes Species Streptomycetaceae Bacteria UNPD*
NPO16098 Boronia pinnata Species Rutaceae Eukaryota UNPD*
NPO17282 Pinguicula vulgaris Species Lentibulariaceae Eukaryota UNPD*
NPO7890 Cleistanthus indochinensis Species Phyllanthaceae Eukaryota UNPD*
NPO12835 Cyrtomium falcatum Species Dryopteridaceae Eukaryota UNPD*
NPO21904 Tarenaya spinosa Species Cleomaceae Eukaryota UNPD*
NPO1118 Elymus repens Species Poaceae Eukaryota UNPD*
NPO6364 Pongamiopsis pervilleana Species Fabaceae Eukaryota UNPD*
NPO12101 Ajuga genevensis Species Lamiaceae Eukaryota UNPD*
NPO15319 Glochidion sphaerogynum Species Phyllanthaceae Eukaryota UNPD*
NPO15005 Sargassum muticum Species Sargassaceae Eukaryota UNPD*
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota TM-MC*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT30 Individual Protein Cyclooxygenase-1 Homo sapiens IC50 = 10000 nM 16038536
NPT31 Individual Protein Cyclooxygenase-2 Homo sapiens IC50 = 8000 nM 16038536

  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 NPC138927 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
0.9937 High Similarity NPC20505
0.9937 High Similarity NPC155763
0.9937 High Similarity NPC235260
0.9875 High Similarity NPC175107
0.9875 High Similarity NPC190003
0.9814 High Similarity NPC4390
0.9812 High Similarity NPC244776
0.9812 High Similarity NPC116864
0.981 High Similarity NPC19388
0.981 High Similarity NPC240431
0.981 High Similarity NPC55786
0.9753 High Similarity NPC115760
0.9753 High Similarity NPC135277
0.9753 High Similarity NPC101191
0.9753 High Similarity NPC210094
0.9753 High Similarity NPC49344
0.9753 High Similarity NPC253685
0.9753 High Similarity NPC237435
0.9753 High Similarity NPC43211
0.9752 High Similarity NPC153755
0.9748 High Similarity NPC281131
0.9748 High Similarity NPC88789
0.9748 High Similarity NPC145038
0.9748 High Similarity NPC274618
0.9748 High Similarity NPC179950
0.9748 High Similarity NPC276222
0.9748 High Similarity NPC253662
0.9748 High Similarity NPC135599
0.9748 High Similarity NPC56077
0.9748 High Similarity NPC113968
0.9748 High Similarity NPC308404
0.9748 High Similarity NPC118284
0.9748 High Similarity NPC277174
0.9748 High Similarity NPC73855
0.9748 High Similarity NPC328940
0.9693 High Similarity NPC144097
0.9693 High Similarity NPC61904
0.9693 High Similarity NPC472385
0.9693 High Similarity NPC198324
0.9688 High Similarity NPC265530
0.9688 High Similarity NPC173637
0.9688 High Similarity NPC52550
0.9688 High Similarity NPC127546
0.9688 High Similarity NPC226304
0.9688 High Similarity NPC325555
0.9688 High Similarity NPC84362
0.9688 High Similarity NPC223424
0.9688 High Similarity NPC317489
0.9686 High Similarity NPC277205
0.9634 High Similarity NPC37668
0.9634 High Similarity NPC113836
0.9634 High Similarity NPC217387
0.9634 High Similarity NPC258044
0.9634 High Similarity NPC253521
0.9634 High Similarity NPC293626
0.9634 High Similarity NPC196127
0.9634 High Similarity NPC267680
0.9634 High Similarity NPC35167
0.9632 High Similarity NPC214621
0.9632 High Similarity NPC34267
0.9632 High Similarity NPC264735
0.9632 High Similarity NPC477848
0.9632 High Similarity NPC223426
0.9632 High Similarity NPC81042
0.9627 High Similarity NPC223747
0.9627 High Similarity NPC120099
0.9627 High Similarity NPC219904
0.9627 High Similarity NPC225434
0.9627 High Similarity NPC203050
0.9625 High Similarity NPC197285
0.9625 High Similarity NPC21100
0.9573 High Similarity NPC154741
0.9573 High Similarity NPC89127
0.9573 High Similarity NPC268533
0.9573 High Similarity NPC233994
0.9573 High Similarity NPC211532
0.9573 High Similarity NPC296018
0.9573 High Similarity NPC471669
0.9571 High Similarity NPC42773
0.9571 High Similarity NPC101026
0.9571 High Similarity NPC21666
0.9571 High Similarity NPC169977
0.9571 High Similarity NPC24043
0.9571 High Similarity NPC45522
0.9568 High Similarity NPC245014
0.9568 High Similarity NPC255157
0.9568 High Similarity NPC206123
0.9568 High Similarity NPC156869
0.9568 High Similarity NPC254855
0.9568 High Similarity NPC67326
0.9568 High Similarity NPC84265
0.9568 High Similarity NPC29958
0.9568 High Similarity NPC282987
0.9568 High Similarity NPC259896
0.9568 High Similarity NPC136042
0.9568 High Similarity NPC95866
0.9565 High Similarity NPC92565
0.9565 High Similarity NPC160156
0.9565 High Similarity NPC275454
0.9563 High Similarity NPC34531
0.956 High Similarity NPC77660
0.956 High Similarity NPC189142
0.956 High Similarity NPC473043
0.9518 High Similarity NPC222674
0.9515 High Similarity NPC217520
0.9515 High Similarity NPC139571
0.9515 High Similarity NPC476773
0.9515 High Similarity NPC173837
0.9509 High Similarity NPC33054
0.9509 High Similarity NPC203259
0.9509 High Similarity NPC245452
0.9509 High Similarity NPC471748
0.9509 High Similarity NPC176740
0.9509 High Similarity NPC476405
0.9509 High Similarity NPC254540
0.9509 High Similarity NPC172807
0.9509 High Similarity NPC155877
0.9509 High Similarity NPC26230
0.9509 High Similarity NPC211594
0.9509 High Similarity NPC471725
0.9509 High Similarity NPC60735
0.9509 High Similarity NPC117260
0.9509 High Similarity NPC134532
0.9506 High Similarity NPC227508
0.9506 High Similarity NPC52382
0.9506 High Similarity NPC270578
0.9506 High Similarity NPC476771
0.9503 High Similarity NPC255615
0.9503 High Similarity NPC67037
0.95 High Similarity NPC19709
0.95 High Similarity NPC191306
0.95 High Similarity NPC270335
0.95 High Similarity NPC222936
0.95 High Similarity NPC284960
0.95 High Similarity NPC168822
0.9497 High Similarity NPC282169
0.9461 High Similarity NPC470449
0.9461 High Similarity NPC470447
0.9461 High Similarity NPC297503
0.9461 High Similarity NPC470445
0.9461 High Similarity NPC107987
0.9461 High Similarity NPC97119
0.9461 High Similarity NPC36138
0.9461 High Similarity NPC470446
0.9461 High Similarity NPC135831
0.9455 High Similarity NPC473862
0.9455 High Similarity NPC472380
0.9455 High Similarity NPC65563
0.9455 High Similarity NPC472384
0.9455 High Similarity NPC8573
0.9455 High Similarity NPC470949
0.9455 High Similarity NPC472382
0.9448 High Similarity NPC67105
0.9448 High Similarity NPC204937
0.9448 High Similarity NPC72249
0.9448 High Similarity NPC149011
0.9448 High Similarity NPC285197
0.9444 High Similarity NPC48640
0.9444 High Similarity NPC116745
0.9444 High Similarity NPC58716
0.9444 High Similarity NPC45618
0.9444 High Similarity NPC146792
0.9444 High Similarity NPC149244
0.9441 High Similarity NPC311830
0.9441 High Similarity NPC22832
0.9437 High Similarity NPC27942
0.9405 High Similarity NPC470416
0.9405 High Similarity NPC470451
0.9405 High Similarity NPC470455
0.9398 High Similarity NPC477895
0.9398 High Similarity NPC168584
0.9394 High Similarity NPC16194
0.9394 High Similarity NPC220173
0.9394 High Similarity NPC476472
0.9394 High Similarity NPC19108
0.9394 High Similarity NPC294629
0.9394 High Similarity NPC294815
0.9394 High Similarity NPC473327
0.939 High Similarity NPC476772
0.9387 High Similarity NPC201292
0.9387 High Similarity NPC226294
0.9387 High Similarity NPC469931
0.9387 High Similarity NPC186807
0.9387 High Similarity NPC45638
0.9387 High Similarity NPC93337
0.9387 High Similarity NPC105025
0.9387 High Similarity NPC58053
0.9387 High Similarity NPC475942
0.9383 High Similarity NPC115674
0.9383 High Similarity NPC8856
0.9383 High Similarity NPC210073
0.9383 High Similarity NPC254306
0.9379 High Similarity NPC29830
0.9379 High Similarity NPC88043
0.9379 High Similarity NPC243930
0.9379 High Similarity NPC88023
0.9379 High Similarity NPC309025
0.9375 High Similarity NPC48093
0.9375 High Similarity NPC129217
0.9375 High Similarity NPC159579

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC138927 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
0.9753 High Similarity NPD4338 Clinical (unspecified phase)
0.9509 High Similarity NPD6797 Phase 2
0.9451 High Similarity NPD7251 Discontinued
0.9277 High Similarity NPD7808 Phase 3
0.9268 High Similarity NPD7054 Approved
0.9212 High Similarity NPD7472 Approved
0.9207 High Similarity NPD3818 Discontinued
0.9096 High Similarity NPD7074 Phase 3
0.9068 High Similarity NPD4381 Clinical (unspecified phase)
0.8944 High Similarity NPD3817 Phase 2
0.8922 High Similarity NPD7804 Clinical (unspecified phase)
0.8889 High Similarity NPD4868 Clinical (unspecified phase)
0.8855 High Similarity NPD6166 Phase 2
0.8855 High Similarity NPD6167 Clinical (unspecified phase)
0.8855 High Similarity NPD6168 Clinical (unspecified phase)
0.8712 High Similarity NPD5402 Approved
0.8706 High Similarity NPD7993 Clinical (unspecified phase)
0.8704 High Similarity NPD1934 Approved
0.8679 High Similarity NPD1512 Approved
0.8659 High Similarity NPD3882 Suspended
0.865 High Similarity NPD2801 Approved
0.865 High Similarity NPD2393 Clinical (unspecified phase)
0.8606 High Similarity NPD7075 Discontinued
0.8553 High Similarity NPD1511 Approved
0.8509 High Similarity NPD5403 Approved
0.8476 Intermediate Similarity NPD6801 Discontinued
0.8466 Intermediate Similarity NPD4380 Phase 2
0.8424 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8385 Intermediate Similarity NPD5401 Approved
0.8333 Intermediate Similarity NPD6559 Discontinued
0.8323 Intermediate Similarity NPD6799 Approved
0.8232 Intermediate Similarity NPD1653 Approved
0.8222 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.8204 Intermediate Similarity NPD1465 Phase 2
0.816 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8103 Intermediate Similarity NPD3751 Discontinued
0.8081 Intermediate Similarity NPD3787 Discontinued
0.8063 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8063 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8024 Intermediate Similarity NPD6599 Discontinued
0.8023 Intermediate Similarity NPD7685 Pre-registration
0.8012 Intermediate Similarity NPD1549 Phase 2
0.8 Intermediate Similarity NPD7228 Approved
0.7988 Intermediate Similarity NPD7819 Suspended
0.7977 Intermediate Similarity NPD6232 Discontinued
0.7976 Intermediate Similarity NPD7411 Suspended
0.7975 Intermediate Similarity NPD6190 Approved
0.7965 Intermediate Similarity NPD5494 Approved
0.7955 Intermediate Similarity NPD5844 Phase 1
0.7943 Intermediate Similarity NPD7473 Discontinued
0.7933 Intermediate Similarity NPD8313 Approved
0.7933 Intermediate Similarity NPD8312 Approved
0.7931 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7907 Intermediate Similarity NPD6234 Discontinued
0.7845 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7844 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7836 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7826 Intermediate Similarity NPD1510 Phase 2
0.7824 Intermediate Similarity NPD37 Approved
0.7816 Intermediate Similarity NPD6959 Discontinued
0.7816 Intermediate Similarity NPD7199 Phase 2
0.7805 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7803 Intermediate Similarity NPD919 Approved
0.7791 Intermediate Similarity NPD4965 Approved
0.7791 Intermediate Similarity NPD4966 Approved
0.7791 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7791 Intermediate Similarity NPD4967 Phase 2
0.7789 Intermediate Similarity NPD7435 Discontinued
0.7778 Intermediate Similarity NPD2796 Approved
0.775 Intermediate Similarity NPD230 Phase 1
0.773 Intermediate Similarity NPD7266 Discontinued
0.7725 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7717 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7697 Intermediate Similarity NPD3750 Approved
0.7688 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7688 Intermediate Similarity NPD1613 Approved
0.7684 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.768 Intermediate Similarity NPD8151 Discontinued
0.7644 Intermediate Similarity NPD3749 Approved
0.7632 Intermediate Similarity NPD6782 Approved
0.7632 Intermediate Similarity NPD6778 Approved
0.7632 Intermediate Similarity NPD6777 Approved
0.7632 Intermediate Similarity NPD6779 Approved
0.7632 Intermediate Similarity NPD6776 Approved
0.7632 Intermediate Similarity NPD6780 Approved
0.7632 Intermediate Similarity NPD6781 Approved
0.7614 Intermediate Similarity NPD1247 Approved
0.7578 Intermediate Similarity NPD943 Approved
0.7572 Intermediate Similarity NPD8455 Phase 2
0.7566 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7561 Intermediate Similarity NPD1551 Phase 2
0.756 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7551 Intermediate Similarity NPD7874 Approved
0.7551 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7531 Intermediate Similarity NPD1933 Approved
0.7528 Intermediate Similarity NPD3926 Phase 2
0.7527 Intermediate Similarity NPD7240 Approved
0.7515 Intermediate Similarity NPD2532 Approved
0.7515 Intermediate Similarity NPD2534 Approved
0.7515 Intermediate Similarity NPD2533 Approved
0.7487 Intermediate Similarity NPD7584 Approved
0.7486 Intermediate Similarity NPD7768 Phase 2
0.7485 Intermediate Similarity NPD4628 Phase 3
0.7484 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7469 Intermediate Similarity NPD1240 Approved
0.7453 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7438 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7424 Intermediate Similarity NPD7783 Phase 2
0.7424 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7423 Intermediate Similarity NPD7698 Approved
0.7423 Intermediate Similarity NPD447 Suspended
0.7423 Intermediate Similarity NPD7696 Phase 3
0.7423 Intermediate Similarity NPD7697 Approved
0.7394 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7394 Intermediate Similarity NPD3748 Approved
0.7385 Intermediate Similarity NPD7870 Phase 2
0.7385 Intermediate Similarity NPD8320 Phase 1
0.7385 Intermediate Similarity NPD7871 Phase 2
0.7385 Intermediate Similarity NPD8319 Approved
0.7378 Intermediate Similarity NPD1607 Approved
0.7368 Intermediate Similarity NPD6535 Approved
0.7368 Intermediate Similarity NPD6534 Approved
0.736 Intermediate Similarity NPD7701 Phase 2
0.7349 Intermediate Similarity NPD2935 Discontinued
0.7326 Intermediate Similarity NPD8150 Discontinued
0.7326 Intermediate Similarity NPD920 Approved
0.7326 Intermediate Similarity NPD8434 Phase 2
0.7321 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.731 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.731 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7293 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7284 Intermediate Similarity NPD3027 Phase 3
0.7283 Intermediate Similarity NPD5953 Discontinued
0.7273 Intermediate Similarity NPD7585 Approved
0.7254 Intermediate Similarity NPD7699 Phase 2
0.7254 Intermediate Similarity NPD7700 Phase 2
0.725 Intermediate Similarity NPD7801 Approved
0.7241 Intermediate Similarity NPD3226 Approved
0.7239 Intermediate Similarity NPD2313 Discontinued
0.7239 Intermediate Similarity NPD6798 Discontinued
0.7222 Intermediate Similarity NPD7583 Approved
0.7219 Intermediate Similarity NPD2800 Approved
0.7219 Intermediate Similarity NPD1243 Approved
0.7216 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7195 Intermediate Similarity NPD6233 Phase 2
0.7194 Intermediate Similarity NPD6823 Phase 2
0.7193 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7186 Intermediate Similarity NPD7033 Discontinued
0.7184 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7174 Intermediate Similarity NPD7286 Phase 2
0.717 Intermediate Similarity NPD9269 Phase 2
0.7143 Intermediate Similarity NPD7458 Discontinued
0.7143 Intermediate Similarity NPD1203 Approved
0.7135 Intermediate Similarity NPD5353 Approved
0.7118 Intermediate Similarity NPD1652 Phase 2
0.7117 Intermediate Similarity NPD6832 Phase 2
0.7115 Intermediate Similarity NPD5619 Clinical (unspecified phase)
0.7108 Intermediate Similarity NPD6355 Discontinued
0.7107 Intermediate Similarity NPD1091 Approved
0.7101 Intermediate Similarity NPD2346 Discontinued
0.7092 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7088 Intermediate Similarity NPD5711 Approved
0.7088 Intermediate Similarity NPD5710 Approved
0.7083 Intermediate Similarity NPD2799 Discontinued
0.7076 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7071 Intermediate Similarity NPD7680 Approved
0.7045 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD6099 Approved
0.7041 Intermediate Similarity NPD6100 Approved
0.7022 Intermediate Similarity NPD6844 Discontinued
0.7021 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD6674 Discontinued
0.701 Intermediate Similarity NPD4360 Phase 2
0.701 Intermediate Similarity NPD4363 Phase 3
0.7006 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD5124 Phase 1
0.6975 Remote Similarity NPD3225 Approved
0.6966 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6964 Remote Similarity NPD6651 Approved
0.6959 Remote Similarity NPD6212 Phase 3
0.6959 Remote Similarity NPD6213 Phase 3
0.6959 Remote Similarity NPD6214 Clinical (unspecified phase)
0.6957 Remote Similarity NPD5242 Approved
0.6954 Remote Similarity NPD7390 Discontinued
0.6951 Remote Similarity NPD9494 Approved
0.6947 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6946 Remote Similarity NPD4060 Phase 1
0.6935 Remote Similarity NPD5005 Approved
0.6935 Remote Similarity NPD5006 Approved
0.6928 Remote Similarity NPD3268 Approved
0.6919 Remote Similarity NPD2403 Approved
0.6918 Remote Similarity NPD9268 Approved
0.6914 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6909 Remote Similarity NPD4908 Phase 1
0.6905 Remote Similarity NPD4340 Discontinued
0.6901 Remote Similarity NPD2344 Approved
0.6894 Remote Similarity NPD1547 Clinical (unspecified phase)
0.6894 Remote Similarity NPD422 Phase 1
0.6893 Remote Similarity NPD7930 Approved

Structure

External Identifiers

PubChem CID   5487413
ChEMBL   CHEMBL458470
ZINC  

Physicochemical Properties

Molecular Weight:  494.07
ALogP:  -5.2502
MLogP:  2.23
XLogP:  -0.731
# Rotatable Bonds:  13
Polar Surface Area:  243.9
# H-Bond Aceptor:  8
# H-Bond Donor:  9
# Rings:  4
# Heavy Atoms:  35

Download Data

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