Natural Product: NPC196127

Natural Product ID:  NPC196127
Common Name:   Myricetin 3-O-(3''-Galloyl)-Alpha-Rhamnopyranoside
IUPAC Name:   [(2R,3S,4S,5R,6R)-2-[5,7-dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)chromen-3-yl]oxy-3,5-dihydroxy-6-methyloxan-4-yl] 3,4,5-trihydroxybenzoate
Synonyms:  
Molecular Formula:   C28H24O16
Standard InCHIKey:  AHOPFKRXJRLLGF-BMPNEZRTSA-N
Standard InCHI:  InChI=1S/C28H24O16/c1-8-19(35)25(43-27(40)10-4-15(33)21(37)16(34)5-10)23(39)28(41-8)44-26-22(38)18-12(30)6-11(29)7-17(18)42-24(26)9-2-13(31)20(36)14(32)3-9/h2-8,19,23,25,28-37,39H,1H3/t8-,19-,23+,25+,28-/m1/s1
Canonical SMILES:  Oc1cc(O)c2c(c1)oc(c(c2=O)O[C@H]1O[C@H](C)[C@H]([C@@H]([C@@H]1O)OC(=O)c1cc(O)c(c(c1)O)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
NPO996 Acacia confusa Species Fabaceae Eukaryota Leaves PMID[10843598]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT176 Organism Artemia salina Artemia salina IC50 = 64 ug/ml 18163582

  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 NPC196127 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 NPC293626
1.0 High Similarity NPC217387
1.0 High Similarity NPC258044
1.0 High Similarity NPC267680
0.9879 High Similarity NPC113836
0.9879 High Similarity NPC35167
0.9879 High Similarity NPC37668
0.9879 High Similarity NPC253521
0.9818 High Similarity NPC144097
0.9818 High Similarity NPC61904
0.9759 High Similarity NPC217520
0.9759 High Similarity NPC139571
0.9758 High Similarity NPC214621
0.9758 High Similarity NPC34267
0.9758 High Similarity NPC223426
0.9758 High Similarity NPC81042
0.9702 High Similarity NPC162394
0.9702 High Similarity NPC36138
0.9702 High Similarity NPC297503
0.9702 High Similarity NPC241781
0.9702 High Similarity NPC97119
0.9702 High Similarity NPC156785
0.9702 High Similarity NPC135831
0.9645 High Similarity NPC21359
0.9645 High Similarity NPC275977
0.9645 High Similarity NPC460984
0.9645 High Similarity NPC249560
0.9645 High Similarity NPC470416
0.9645 High Similarity NPC25946
0.9645 High Similarity NPC470720
0.9645 High Similarity NPC470717
0.9645 High Similarity NPC470713
0.9645 High Similarity NPC223860
0.9641 High Similarity NPC477895
0.9639 High Similarity NPC253685
0.9636 High Similarity NPC175107
0.9636 High Similarity NPC190003
0.9634 High Similarity NPC138927
0.9588 High Similarity NPC33083
0.9588 High Similarity NPC474093
0.9588 High Similarity NPC295625
0.9588 High Similarity NPC470719
0.9588 High Similarity NPC104910
0.9588 High Similarity NPC473554
0.9586 High Similarity NPC470718
0.9581 High Similarity NPC89127
0.9581 High Similarity NPC296018
0.9581 High Similarity NPC471669
0.9581 High Similarity NPC154741
0.9578 High Similarity NPC4390
0.9578 High Similarity NPC472993
0.9576 High Similarity NPC20505
0.9576 High Similarity NPC244776
0.9576 High Similarity NPC116864
0.9576 High Similarity NPC235260
0.9576 High Similarity NPC155763
0.9532 High Similarity NPC30011
0.9532 High Similarity NPC72554
0.9532 High Similarity NPC475179
0.9532 High Similarity NPC97817
0.9524 High Similarity NPC173837
0.9524 High Similarity NPC476773
0.9518 High Similarity NPC155877
0.9518 High Similarity NPC471725
0.9518 High Similarity NPC134532
0.9518 High Similarity NPC33054
0.9518 High Similarity NPC203259
0.9518 High Similarity NPC471748
0.9518 High Similarity NPC176740
0.9518 High Similarity NPC153755
0.9515 High Similarity NPC227508
0.9512 High Similarity NPC113968
0.9512 High Similarity NPC277174
0.9512 High Similarity NPC328940
0.9512 High Similarity NPC73855
0.9512 High Similarity NPC135599
0.9471 High Similarity NPC470445
0.9471 High Similarity NPC470446
0.9471 High Similarity NPC470447
0.9471 High Similarity NPC470449
0.9464 High Similarity NPC65563
0.9464 High Similarity NPC473862
0.9464 High Similarity NPC472385
0.9464 High Similarity NPC198324
0.9464 High Similarity NPC470949
0.9464 High Similarity NPC472991
0.9464 High Similarity NPC472992
0.9461 High Similarity NPC88560
0.9461 High Similarity NPC172033
0.9461 High Similarity NPC175230
0.9458 High Similarity NPC204937
0.9458 High Similarity NPC29958
0.9458 High Similarity NPC95866
0.9458 High Similarity NPC259896
0.9458 High Similarity NPC149011
0.9458 High Similarity NPC136042
0.9458 High Similarity NPC254855
0.9458 High Similarity NPC206123
0.9458 High Similarity NPC67326
0.9458 High Similarity NPC255157
0.9458 High Similarity NPC67105
0.9458 High Similarity NPC156869
0.9455 High Similarity NPC127546
0.9455 High Similarity NPC275454
0.9455 High Similarity NPC173637
0.9455 High Similarity NPC84362
0.9455 High Similarity NPC317489
0.9455 High Similarity NPC325555
0.9455 High Similarity NPC52550
0.9455 High Similarity NPC223424
0.9455 High Similarity NPC265530
0.9455 High Similarity NPC226304
0.9451 High Similarity NPC55786
0.9451 High Similarity NPC240431
0.9451 High Similarity NPC19388
0.9415 High Similarity NPC470455
0.9415 High Similarity NPC470451
0.9405 High Similarity NPC476472
0.9405 High Similarity NPC43211
0.9405 High Similarity NPC210094
0.9405 High Similarity NPC16194
0.9405 High Similarity NPC477848
0.9405 High Similarity NPC115760
0.9405 High Similarity NPC237435
0.9405 High Similarity NPC294815
0.9405 High Similarity NPC473327
0.9405 High Similarity NPC264735
0.9405 High Similarity NPC19108
0.9405 High Similarity NPC135277
0.9405 High Similarity NPC49344
0.9405 High Similarity NPC220173
0.9405 High Similarity NPC101191
0.9401 High Similarity NPC60735
0.9401 High Similarity NPC67134
0.9401 High Similarity NPC26230
0.9401 High Similarity NPC47140
0.9398 High Similarity NPC225434
0.9398 High Similarity NPC120099
0.9398 High Similarity NPC219904
0.9398 High Similarity NPC203050
0.9398 High Similarity NPC223747
0.9394 High Similarity NPC281131
0.9394 High Similarity NPC145038
0.9394 High Similarity NPC179950
0.9394 High Similarity NPC253662
0.9394 High Similarity NPC276222
0.9394 High Similarity NPC118284
0.9394 High Similarity NPC274618
0.9394 High Similarity NPC56077
0.9394 High Similarity NPC308404
0.9394 High Similarity NPC88789
0.9357 High Similarity NPC199172
0.9357 High Similarity NPC35924
0.9353 High Similarity NPC241423
0.9353 High Similarity NPC470444
0.9353 High Similarity NPC110941
0.9353 High Similarity NPC473571
0.9353 High Similarity NPC126784
0.9353 High Similarity NPC473682
0.9353 High Similarity NPC470443
0.9353 High Similarity NPC471030
0.9349 High Similarity NPC202908
0.9349 High Similarity NPC8573
0.9349 High Similarity NPC122467
0.9349 High Similarity NPC169733
0.9349 High Similarity NPC233994
0.9349 High Similarity NPC292019
0.9349 High Similarity NPC14187
0.9349 High Similarity NPC211532
0.9345 High Similarity NPC21666
0.9345 High Similarity NPC169977
0.9345 High Similarity NPC42773
0.9345 High Similarity NPC45522
0.9345 High Similarity NPC24043
0.9345 High Similarity NPC101026
0.9341 High Similarity NPC285197
0.9337 High Similarity NPC116745
0.9333 High Similarity NPC19240
0.9333 High Similarity NPC129264
0.9333 High Similarity NPC277205
0.9333 High Similarity NPC139060
0.9333 High Similarity NPC205824
0.9333 High Similarity NPC85751
0.9329 High Similarity NPC473043
0.9298 High Similarity NPC473073
0.9298 High Similarity NPC473071
0.9294 High Similarity NPC476622
0.9294 High Similarity NPC472387
0.9294 High Similarity NPC476621
0.9294 High Similarity NPC476618
0.9294 High Similarity NPC476623
0.9294 High Similarity NPC476619
0.9294 High Similarity NPC251417
0.9294 High Similarity NPC89052
0.9294 High Similarity NPC476620
0.929 High Similarity NPC294629
0.9286 High Similarity NPC254540
0.9286 High Similarity NPC476405
0.9286 High Similarity NPC245452
0.9286 High Similarity NPC211594

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC196127 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
0.9518 High Similarity NPD6797 Phase 2
0.9461 High Similarity NPD7251 Discontinued
0.9405 High Similarity NPD4338 Clinical (unspecified phase)
0.929 High Similarity NPD7808 Phase 3
0.9226 High Similarity NPD7472 Approved
0.9167 High Similarity NPD7054 Approved
0.9 High Similarity NPD7074 Phase 3
0.8994 High Similarity NPD3818 Discontinued
0.8988 High Similarity NPD6167 Clinical (unspecified phase)
0.8988 High Similarity NPD6168 Clinical (unspecified phase)
0.8988 High Similarity NPD6166 Phase 2
0.8947 High Similarity NPD7993 Clinical (unspecified phase)
0.8909 High Similarity NPD4868 Clinical (unspecified phase)
0.8855 High Similarity NPD4381 Clinical (unspecified phase)
0.883 High Similarity NPD7804 Clinical (unspecified phase)
0.8735 High Similarity NPD3817 Phase 2
0.8571 High Similarity NPD3882 Suspended
0.8521 High Similarity NPD7075 Discontinued
0.8512 High Similarity NPD5402 Approved
0.8503 High Similarity NPD1934 Approved
0.8452 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8452 Intermediate Similarity NPD2801 Approved
0.8393 Intermediate Similarity NPD6801 Discontinued
0.8364 Intermediate Similarity NPD1512 Approved
0.8362 Intermediate Similarity NPD6559 Discontinued
0.8352 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.8343 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8313 Intermediate Similarity NPD5403 Approved
0.8274 Intermediate Similarity NPD4380 Phase 2
0.8242 Intermediate Similarity NPD6799 Approved
0.8242 Intermediate Similarity NPD1511 Approved
0.8193 Intermediate Similarity NPD5401 Approved
0.8167 Intermediate Similarity NPD8312 Approved
0.8167 Intermediate Similarity NPD8313 Approved
0.8136 Intermediate Similarity NPD3751 Discontinued
0.8118 Intermediate Similarity NPD7411 Suspended
0.809 Intermediate Similarity NPD5844 Phase 1
0.8047 Intermediate Similarity NPD1653 Approved
0.8034 Intermediate Similarity NPD7228 Approved
0.8023 Intermediate Similarity NPD1465 Phase 2
0.8011 Intermediate Similarity NPD3787 Discontinued
0.8011 Intermediate Similarity NPD6232 Discontinued
0.799 Intermediate Similarity NPD8151 Discontinued
0.7988 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7978 Intermediate Similarity NPD7473 Discontinued
0.7976 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7966 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7956 Intermediate Similarity NPD7685 Pre-registration
0.7955 Intermediate Similarity NPD6959 Discontinued
0.7953 Intermediate Similarity NPD6599 Discontinued
0.7946 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7921 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7919 Intermediate Similarity NPD7819 Suspended
0.7917 Intermediate Similarity NPD7435 Discontinued
0.7904 Intermediate Similarity NPD6190 Approved
0.7898 Intermediate Similarity NPD5494 Approved
0.788 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7874 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.787 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7853 Intermediate Similarity NPD7199 Phase 2
0.7841 Intermediate Similarity NPD6234 Discontinued
0.7831 Intermediate Similarity NPD1549 Phase 2
0.7771 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7771 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.776 Intermediate Similarity NPD6777 Approved
0.776 Intermediate Similarity NPD6780 Approved
0.776 Intermediate Similarity NPD6776 Approved
0.776 Intermediate Similarity NPD6781 Approved
0.776 Intermediate Similarity NPD6778 Approved
0.776 Intermediate Similarity NPD6779 Approved
0.776 Intermediate Similarity NPD6782 Approved
0.7759 Intermediate Similarity NPD37 Approved
0.774 Intermediate Similarity NPD919 Approved
0.7738 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7727 Intermediate Similarity NPD4965 Approved
0.7727 Intermediate Similarity NPD4966 Approved
0.7727 Intermediate Similarity NPD4967 Phase 2
0.7714 Intermediate Similarity NPD8455 Phase 2
0.7711 Intermediate Similarity NPD2796 Approved
0.7696 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7684 Intermediate Similarity NPD3749 Approved
0.7683 Intermediate Similarity NPD230 Phase 1
0.7677 Intermediate Similarity NPD7874 Approved
0.7677 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7665 Intermediate Similarity NPD7266 Discontinued
0.7663 Intermediate Similarity NPD7240 Approved
0.7651 Intermediate Similarity NPD1510 Phase 2
0.7627 Intermediate Similarity NPD7768 Phase 2
0.7619 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7602 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7602 Intermediate Similarity NPD7870 Phase 2
0.7602 Intermediate Similarity NPD7871 Phase 2
0.7569 Intermediate Similarity NPD3926 Phase 2
0.7556 Intermediate Similarity NPD1247 Approved
0.7551 Intermediate Similarity NPD7697 Approved
0.7551 Intermediate Similarity NPD7698 Approved
0.7551 Intermediate Similarity NPD7696 Phase 3
0.755 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.755 Intermediate Similarity NPD7783 Phase 2
0.7529 Intermediate Similarity NPD3750 Approved
0.7513 Intermediate Similarity NPD8320 Phase 1
0.7513 Intermediate Similarity NPD8319 Approved
0.75 Intermediate Similarity NPD6535 Approved
0.75 Intermediate Similarity NPD6534 Approved
0.7487 Intermediate Similarity NPD7701 Phase 2
0.7471 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.747 Intermediate Similarity NPD1933 Approved
0.746 Intermediate Similarity NPD8150 Discontinued
0.7437 Intermediate Similarity NPD7584 Approved
0.7427 Intermediate Similarity NPD4628 Phase 3
0.741 Intermediate Similarity NPD943 Approved
0.741 Intermediate Similarity NPD1240 Approved
0.741 Intermediate Similarity NPD1613 Approved
0.741 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7396 Intermediate Similarity NPD1551 Phase 2
0.7391 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7385 Intermediate Similarity NPD7699 Phase 2
0.7385 Intermediate Similarity NPD7700 Phase 2
0.7376 Intermediate Similarity NPD7801 Approved
0.7368 Intermediate Similarity NPD8434 Phase 2
0.7365 Intermediate Similarity NPD447 Suspended
0.7356 Intermediate Similarity NPD2533 Approved
0.7356 Intermediate Similarity NPD2534 Approved
0.7356 Intermediate Similarity NPD2532 Approved
0.7323 Intermediate Similarity NPD6823 Phase 2
0.7321 Intermediate Similarity NPD1607 Approved
0.7294 Intermediate Similarity NPD2935 Discontinued
0.7289 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7289 Intermediate Similarity NPD6798 Discontinued
0.7288 Intermediate Similarity NPD3226 Approved
0.7288 Intermediate Similarity NPD7458 Discontinued
0.7273 Intermediate Similarity NPD920 Approved
0.7259 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7257 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7246 Intermediate Similarity NPD6233 Phase 2
0.7243 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7235 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7235 Intermediate Similarity NPD3748 Approved
0.7234 Intermediate Similarity NPD5953 Discontinued
0.7228 Intermediate Similarity NPD7585 Approved
0.7212 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD7680 Approved
0.7178 Intermediate Similarity NPD7583 Approved
0.7169 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7168 Intermediate Similarity NPD1243 Approved
0.7159 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7156 Intermediate Similarity NPD5619 Clinical (unspecified phase)
0.7128 Intermediate Similarity NPD7286 Phase 2
0.7126 Intermediate Similarity NPD3027 Phase 3
0.7102 Intermediate Similarity NPD7390 Discontinued
0.7095 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7092 Intermediate Similarity NPD6212 Phase 3
0.7092 Intermediate Similarity NPD6213 Phase 3
0.7092 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.7088 Intermediate Similarity NPD5353 Approved
0.7083 Intermediate Similarity NPD2313 Discontinued
0.7069 Intermediate Similarity NPD2800 Approved
0.7066 Intermediate Similarity NPD6832 Phase 2
0.7052 Intermediate Similarity NPD2346 Discontinued
0.705 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7045 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7035 Intermediate Similarity NPD2799 Discontinued
0.7035 Intermediate Similarity NPD7033 Discontinued
0.7029 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7012 Intermediate Similarity NPD9269 Phase 2
0.6988 Remote Similarity NPD1203 Approved
0.6979 Remote Similarity NPD7549 Discontinued
0.6978 Remote Similarity NPD6844 Discontinued
0.6971 Remote Similarity NPD6674 Discontinued
0.6971 Remote Similarity NPD1652 Phase 2
0.6966 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6964 Remote Similarity NPD4908 Phase 1
0.6961 Remote Similarity NPD7211 Clinical (unspecified phase)
0.6959 Remote Similarity NPD6355 Discontinued
0.6959 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6954 Remote Similarity NPD2344 Approved
0.6952 Remote Similarity NPD5711 Approved
0.6952 Remote Similarity NPD5710 Approved
0.6936 Remote Similarity NPD1509 Clinical (unspecified phase)
0.6927 Remote Similarity NPD7039 Approved
0.6927 Remote Similarity NPD7038 Approved
0.6915 Remote Similarity NPD5242 Approved
0.6907 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6905 Remote Similarity NPD9494 Approved
0.6898 Remote Similarity NPD8127 Discontinued
0.6897 Remote Similarity NPD6099 Approved
0.6897 Remote Similarity NPD6100 Approved
0.6891 Remote Similarity NPD4419 Clinical (unspecified phase)
0.6884 Remote Similarity NPD4360 Phase 2
0.6884 Remote Similarity NPD4363 Phase 3
0.6882 Remote Similarity NPD4907 Clinical (unspecified phase)
0.6879 Remote Similarity NPD7097 Phase 1
0.6862 Remote Similarity NPD7229 Phase 3
0.686 Remote Similarity NPD5124 Phase 1
0.686 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6853 Remote Similarity NPD4287 Approved
0.6848 Remote Similarity NPD1091 Approved
0.6845 Remote Similarity NPD2798 Approved
0.6831 Remote Similarity NPD6385 Approved
0.6831 Remote Similarity NPD7615 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   44583691
ChEMBL   CHEMBL450520
ZINC  

Physicochemical Properties

Molecular Weight:  616.11
ALogP:  -5.8641
MLogP:  2.78
XLogP:  -0.221
# Rotatable Bonds:  17
Polar Surface Area:  273.36
# H-Bond Aceptor:  7
# H-Bond Donor:  10
# Rings:  5
# Heavy Atoms:  44

Download Data

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