Natural Product: NPC74319

Natural Product ID:  NPC74319
Common Name:   2-O-Galloylarbutin
IUPAC Name:   [(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(4-hydroxyphenoxy)oxan-3-yl] 3,4,5-trihydroxybenzoate
Synonyms:   2-O-Galloylarbutin
Molecular Formula:   C19H20O11
Standard InCHIKey:  AKTHZKZTUWBLRC-WIMVFMHDSA-N
Standard InCHI:  InChI=1S/C19H20O11/c20-7-13-15(25)16(26)17(19(29-13)28-10-3-1-9(21)2-4-10)30-18(27)8-5-11(22)14(24)12(23)6-8/h1-6,13,15-17,19-26H,7H2/t13-,15-,16+,17-,19-/m1/s1
Canonical SMILES:  OC[C@H]1O[C@@H](Oc2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)OC(=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
NPO27524 Eugenia hyemalis Species Myrtaceae Eukaryota PMID[18763827]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 > 23500 nM 19056281
NPT2 Others Unspecified IC50 > 23500 nM 15711537
NPT2 Others Unspecified IC50 > 23500 nM 25710081

  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 NPC74319 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 NPC287872
0.9868 High Similarity NPC472859
0.9868 High Similarity NPC25389
0.9868 High Similarity NPC311803
0.9804 High Similarity NPC4013
0.9804 High Similarity NPC90905
0.9803 High Similarity NPC166277
0.9803 High Similarity NPC119125
0.9737 High Similarity NPC160780
0.9737 High Similarity NPC289811
0.9673 High Similarity NPC289346
0.9673 High Similarity NPC203020
0.9673 High Similarity NPC239966
0.9671 High Similarity NPC1913
0.9548 High Similarity NPC285108
0.9548 High Similarity NPC33298
0.9542 High Similarity NPC472860
0.9494 High Similarity NPC198125
0.9494 High Similarity NPC95421
0.9474 High Similarity NPC191046
0.9474 High Similarity NPC327032
0.9474 High Similarity NPC194095
0.9408 High Similarity NPC105827
0.9408 High Similarity NPC310661
0.9404 High Similarity NPC140151
0.94 High Similarity NPC92117
0.9375 High Similarity NPC5786
0.9375 High Similarity NPC102851
0.9351 High Similarity NPC471405
0.9342 High Similarity NPC134905
0.9342 High Similarity NPC36130
0.9333 High Similarity NPC120621
0.9333 High Similarity NPC248257
0.9317 High Similarity NPC163165
0.9308 High Similarity NPC116745
0.929 High Similarity NPC133984
0.9286 High Similarity NPC10205
0.9281 High Similarity NPC157898
0.9259 High Similarity NPC84482
0.9259 High Similarity NPC169645
0.9255 High Similarity NPC254540
0.9255 High Similarity NPC172807
0.9255 High Similarity NPC211594
0.925 High Similarity NPC658
0.925 High Similarity NPC197708
0.9241 High Similarity NPC88043
0.9236 High Similarity NPC217950
0.9216 High Similarity NPC75695
0.9202 High Similarity NPC472991
0.9202 High Similarity NPC472992
0.9193 High Similarity NPC149011
0.9193 High Similarity NPC34287
0.9193 High Similarity NPC204937
0.9193 High Similarity NPC471416
0.9187 High Similarity NPC58716
0.9187 High Similarity NPC146792
0.9187 High Similarity NPC45618
0.9182 High Similarity NPC165720
0.9177 High Similarity NPC41009
0.9177 High Similarity NPC148273
0.9156 High Similarity NPC137813
0.9156 High Similarity NPC205037
0.9156 High Similarity NPC61152
0.9156 High Similarity NPC44260
0.9156 High Similarity NPC3746
0.9156 High Similarity NPC16024
0.9146 High Similarity NPC476618
0.9146 High Similarity NPC476619
0.9146 High Similarity NPC476622
0.9146 High Similarity NPC476621
0.9146 High Similarity NPC476623
0.9146 High Similarity NPC476620
0.9145 High Similarity NPC111785
0.9141 High Similarity NPC115760
0.9141 High Similarity NPC237435
0.9141 High Similarity NPC477848
0.9141 High Similarity NPC135277
0.9141 High Similarity NPC43211
0.9141 High Similarity NPC49344
0.9141 High Similarity NPC101191
0.9141 High Similarity NPC210094
0.9136 High Similarity NPC205076
0.9136 High Similarity NPC472386
0.9136 High Similarity NPC307518
0.9136 High Similarity NPC48773
0.9133 High Similarity NPC108455
0.913 High Similarity NPC93337
0.913 High Similarity NPC105025
0.913 High Similarity NPC45638
0.913 High Similarity NPC58053
0.913 High Similarity NPC475942
0.913 High Similarity NPC471457
0.913 High Similarity NPC201292
0.913 High Similarity NPC186807
0.913 High Similarity NPC469931
0.913 High Similarity NPC226294
0.913 High Similarity NPC170675
0.913 High Similarity NPC112755
0.9119 High Similarity NPC168822
0.9119 High Similarity NPC121290
0.9085 High Similarity NPC268533
0.9085 High Similarity NPC233994
0.9085 High Similarity NPC472385
0.9085 High Similarity NPC198324
0.9085 High Similarity NPC211532
0.9085 High Similarity NPC473091
0.908 High Similarity NPC88560
0.908 High Similarity NPC175230
0.908 High Similarity NPC172033
0.9079 High Similarity NPC140722
0.9079 High Similarity NPC478237
0.9079 High Similarity NPC92054
0.9079 High Similarity NPC4958
0.9074 High Similarity NPC183357
0.9074 High Similarity NPC474434
0.9074 High Similarity NPC224462
0.9074 High Similarity NPC20505
0.9074 High Similarity NPC105511
0.9074 High Similarity NPC245014
0.9074 High Similarity NPC155763
0.9074 High Similarity NPC282987
0.9074 High Similarity NPC21190
0.9074 High Similarity NPC84265
0.9074 High Similarity NPC235260
0.9074 High Similarity NPC22195
0.9074 High Similarity NPC44558
0.9068 High Similarity NPC45400
0.9067 High Similarity NPC121573
0.9067 High Similarity NPC229036
0.9067 High Similarity NPC22176
0.9067 High Similarity NPC190587
0.9067 High Similarity NPC226738
0.9057 High Similarity NPC189142
0.9057 High Similarity NPC77660
0.9057 High Similarity NPC127782
0.9057 High Similarity NPC300537
0.9051 High Similarity NPC24164
0.9045 High Similarity NPC114179
0.9045 High Similarity NPC226759
0.9045 High Similarity NPC68324
0.9045 High Similarity NPC38779
0.9045 High Similarity NPC156818
0.9045 High Similarity NPC289322
0.9045 High Similarity NPC160512
0.9038 High Similarity NPC145425
0.903 High Similarity NPC472387
0.9024 High Similarity NPC264735
0.902 High Similarity NPC98809
0.902 High Similarity NPC476394
0.902 High Similarity NPC75945
0.9018 High Similarity NPC259152
0.9018 High Similarity NPC476405
0.9018 High Similarity NPC67134
0.9018 High Similarity NPC190003
0.9018 High Similarity NPC117260
0.9018 High Similarity NPC301683
0.9018 High Similarity NPC175107
0.9018 High Similarity NPC47140
0.9018 High Similarity NPC3583
0.9012 High Similarity NPC95855
0.9012 High Similarity NPC183036
0.9012 High Similarity NPC472383
0.9012 High Similarity NPC210042
0.9012 High Similarity NPC149300
0.9012 High Similarity NPC138927
0.9012 High Similarity NPC229687
0.9012 High Similarity NPC472381
0.9 High Similarity NPC29830
0.9 High Similarity NPC19709
0.9 High Similarity NPC191306
0.9 High Similarity NPC270335
0.9 High Similarity NPC94777
0.8982 High Similarity NPC36138
0.8981 High Similarity NPC291948
0.8981 High Similarity NPC250436
0.8981 High Similarity NPC88803
0.8981 High Similarity NPC104983
0.8981 High Similarity NPC300845
0.8974 High Similarity NPC260604
0.8974 High Similarity NPC299435
0.897 High Similarity NPC67629
0.897 High Similarity NPC144097
0.897 High Similarity NPC472384
0.897 High Similarity NPC61904
0.897 High Similarity NPC473713
0.897 High Similarity NPC472382
0.897 High Similarity NPC79736
0.897 High Similarity NPC472380
0.8963 High Similarity NPC24043
0.8963 High Similarity NPC4390
0.8963 High Similarity NPC45522
0.8963 High Similarity NPC236191
0.8963 High Similarity NPC169977
0.8963 High Similarity NPC204693
0.8963 High Similarity NPC21666
0.8963 High Similarity NPC101026
0.8963 High Similarity NPC472993
0.8963 High Similarity NPC239549
0.8963 High Similarity NPC51774
0.8963 High Similarity NPC42773

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC74319 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
0.9141 High Similarity NPD4338 Clinical (unspecified phase)
0.8981 High Similarity NPD4868 Clinical (unspecified phase)
0.8951 High Similarity NPD3818 Discontinued
0.878 High Similarity NPD7054 Approved
0.8774 High Similarity NPD1653 Approved
0.8727 High Similarity NPD7074 Phase 3
0.8727 High Similarity NPD7472 Approved
0.8688 High Similarity NPD4381 Clinical (unspecified phase)
0.8675 High Similarity NPD6797 Phase 2
0.8623 High Similarity NPD7251 Discontinued
0.85 High Similarity NPD2801 Approved
0.8462 Intermediate Similarity NPD7808 Phase 3
0.8452 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.8438 Intermediate Similarity NPD1934 Approved
0.8402 Intermediate Similarity NPD7685 Pre-registration
0.8387 Intermediate Similarity NPD6190 Approved
0.8385 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8333 Intermediate Similarity NPD5844 Phase 1
0.8278 Intermediate Similarity NPD230 Phase 1
0.8272 Intermediate Similarity NPD1465 Phase 2
0.8263 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8263 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8263 Intermediate Similarity NPD6166 Phase 2
0.8239 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.8221 Intermediate Similarity NPD5402 Approved
0.8221 Intermediate Similarity NPD3817 Phase 2
0.8187 Intermediate Similarity NPD6559 Discontinued
0.8171 Intermediate Similarity NPD3882 Suspended
0.8165 Intermediate Similarity NPD1511 Approved
0.8129 Intermediate Similarity NPD7266 Discontinued
0.8121 Intermediate Similarity NPD7075 Discontinued
0.8118 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8086 Intermediate Similarity NPD4380 Phase 2
0.8072 Intermediate Similarity NPD6234 Discontinued
0.8063 Intermediate Similarity NPD1512 Approved
0.8059 Intermediate Similarity NPD7228 Approved
0.7988 Intermediate Similarity NPD37 Approved
0.7976 Intermediate Similarity NPD7199 Phase 2
0.7975 Intermediate Similarity NPD4628 Phase 3
0.7952 Intermediate Similarity NPD4965 Approved
0.7952 Intermediate Similarity NPD4967 Phase 2
0.7952 Intermediate Similarity NPD4966 Approved
0.7939 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7937 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7917 Intermediate Similarity NPD5494 Approved
0.7898 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7879 Intermediate Similarity NPD6801 Discontinued
0.7877 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7857 Intermediate Similarity NPD1613 Approved
0.7857 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7848 Intermediate Similarity NPD1549 Phase 2
0.7831 Intermediate Similarity NPD7819 Suspended
0.7826 Intermediate Similarity NPD6799 Approved
0.7824 Intermediate Similarity NPD6232 Discontinued
0.7791 Intermediate Similarity NPD5403 Approved
0.7785 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7785 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7746 Intermediate Similarity NPD3751 Discontinued
0.7711 Intermediate Similarity NPD7411 Suspended
0.7688 Intermediate Similarity NPD7473 Discontinued
0.7684 Intermediate Similarity NPD8312 Approved
0.7684 Intermediate Similarity NPD8313 Approved
0.7669 Intermediate Similarity NPD5401 Approved
0.7667 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7667 Intermediate Similarity NPD9269 Phase 2
0.7662 Intermediate Similarity NPD3027 Phase 3
0.764 Intermediate Similarity NPD3750 Approved
0.7619 Intermediate Similarity NPD8455 Phase 2
0.7616 Intermediate Similarity NPD3787 Discontinued
0.7613 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.761 Intermediate Similarity NPD1551 Phase 2
0.7597 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.758 Intermediate Similarity NPD1933 Approved
0.7574 Intermediate Similarity NPD5353 Approved
0.7571 Intermediate Similarity NPD7240 Approved
0.7561 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7547 Intermediate Similarity NPD1510 Phase 2
0.7545 Intermediate Similarity NPD6599 Discontinued
0.7532 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7532 Intermediate Similarity NPD9494 Approved
0.7531 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD2796 Approved
0.75 Intermediate Similarity NPD2935 Discontinued
0.7471 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7469 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7468 Intermediate Similarity NPD447 Suspended
0.746 Intermediate Similarity NPD7435 Discontinued
0.7452 Intermediate Similarity NPD6233 Phase 2
0.7429 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7407 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7405 Intermediate Similarity NPD943 Approved
0.74 Intermediate Similarity NPD9268 Approved
0.7394 Intermediate Similarity NPD6776 Approved
0.7394 Intermediate Similarity NPD6779 Approved
0.7394 Intermediate Similarity NPD6780 Approved
0.7394 Intermediate Similarity NPD6777 Approved
0.7394 Intermediate Similarity NPD6781 Approved
0.7394 Intermediate Similarity NPD6778 Approved
0.7394 Intermediate Similarity NPD6782 Approved
0.7384 Intermediate Similarity NPD3749 Approved
0.7371 Intermediate Similarity NPD7783 Phase 2
0.7371 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7371 Intermediate Similarity NPD5242 Approved
0.7368 Intermediate Similarity NPD1091 Approved
0.7358 Intermediate Similarity NPD8151 Discontinued
0.7356 Intermediate Similarity NPD6959 Discontinued
0.7349 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7349 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7329 Intermediate Similarity NPD3748 Approved
0.7326 Intermediate Similarity NPD7768 Phase 2
0.7306 Intermediate Similarity NPD7585 Approved
0.7296 Intermediate Similarity NPD1240 Approved
0.7294 Intermediate Similarity NPD6385 Approved
0.7294 Intermediate Similarity NPD6386 Approved
0.7273 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7268 Intermediate Similarity NPD8434 Phase 2
0.7257 Intermediate Similarity NPD1247 Approved
0.7254 Intermediate Similarity NPD7583 Approved
0.7249 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7246 Intermediate Similarity NPD2532 Approved
0.7246 Intermediate Similarity NPD2533 Approved
0.7246 Intermediate Similarity NPD2534 Approved
0.7241 Intermediate Similarity NPD919 Approved
0.7231 Intermediate Similarity NPD7874 Approved
0.7231 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7219 Intermediate Similarity NPD9545 Approved
0.7212 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7205 Intermediate Similarity NPD1607 Approved
0.7188 Intermediate Similarity NPD7697 Approved
0.7188 Intermediate Similarity NPD7698 Approved
0.7188 Intermediate Similarity NPD7680 Approved
0.7188 Intermediate Similarity NPD7696 Phase 3
0.7182 Intermediate Similarity NPD7038 Approved
0.7182 Intermediate Similarity NPD7039 Approved
0.7179 Intermediate Similarity NPD1203 Approved
0.7176 Intermediate Similarity NPD7458 Discontinued
0.7176 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7175 Intermediate Similarity NPD3926 Phase 2
0.7165 Intermediate Similarity NPD7584 Approved
0.7158 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD1652 Phase 2
0.715 Intermediate Similarity NPD7871 Phase 2
0.715 Intermediate Similarity NPD7870 Phase 2
0.7135 Intermediate Similarity NPD6823 Phase 2
0.7128 Intermediate Similarity NPD7701 Phase 2
0.7128 Intermediate Similarity NPD6535 Approved
0.7128 Intermediate Similarity NPD6534 Approved
0.7127 Intermediate Similarity NPD5953 Discontinued
0.7097 Intermediate Similarity NPD1608 Approved
0.7097 Intermediate Similarity NPD1481 Phase 2
0.7093 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7076 Intermediate Similarity NPD3455 Phase 2
0.7076 Intermediate Similarity NPD3226 Approved
0.7063 Intermediate Similarity NPD3764 Approved
0.7063 Intermediate Similarity NPD6798 Discontinued
0.7062 Intermediate Similarity NPD8127 Discontinued
0.7059 Intermediate Similarity NPD920 Approved
0.7044 Intermediate Similarity NPD6832 Phase 2
0.7041 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7032 Intermediate Similarity NPD1535 Discovery
0.702 Intermediate Similarity NPD7801 Approved
0.7017 Intermediate Similarity NPD7286 Phase 2
0.7016 Intermediate Similarity NPD7700 Phase 2
0.7016 Intermediate Similarity NPD7699 Phase 2
0.7012 Intermediate Similarity NPD7033 Discontinued
0.7012 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD3225 Approved
0.7 Intermediate Similarity NPD6273 Approved
0.6989 Remote Similarity NPD8150 Discontinued
0.6989 Remote Similarity NPD6971 Discontinued
0.6982 Remote Similarity NPD4357 Discontinued
0.6981 Remote Similarity NPD2861 Phase 2
0.697 Remote Similarity NPD6099 Approved
0.697 Remote Similarity NPD6100 Approved
0.6963 Remote Similarity NPD8090 Clinical (unspecified phase)
0.6957 Remote Similarity NPD2313 Discontinued
0.6957 Remote Similarity NPD7549 Discontinued
0.6951 Remote Similarity NPD7097 Phase 1
0.6946 Remote Similarity NPD6674 Discontinued
0.6943 Remote Similarity NPD7501 Clinical (unspecified phase)
0.6937 Remote Similarity NPD4908 Phase 1
0.6933 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6933 Remote Similarity NPD6355 Discontinued
0.6933 Remote Similarity NPD5124 Phase 1
0.6928 Remote Similarity NPD2346 Discontinued
0.6927 Remote Similarity NPD7229 Phase 3
0.6923 Remote Similarity NPD1610 Phase 2
0.6923 Remote Similarity NPD422 Phase 1
0.6923 Remote Similarity NPD643 Clinical (unspecified phase)
0.6923 Remote Similarity NPD7440 Discontinued
0.6914 Remote Similarity NPD4062 Phase 3
0.6909 Remote Similarity NPD4308 Phase 3
0.6909 Remote Similarity NPD2799 Discontinued
0.6905 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6905 Remote Similarity NPD4110 Phase 3
0.6903 Remote Similarity NPD17 Approved
0.6895 Remote Similarity NPD6212 Phase 3
0.6895 Remote Similarity NPD6214 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   44586968
ChEMBL   CHEMBL526112
ZINC  

Physicochemical Properties

Molecular Weight:  424.10
ALogP:  -3.6792
MLogP:  2.34
XLogP:  0.155
# Rotatable Bonds:  13
Polar Surface Area:  186.37
# H-Bond Aceptor:  6
# H-Bond Donor:  7
# Rings:  3
# Heavy Atoms:  30

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
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