Natural Product: NPC473618

Natural Product ID:  NPC473618
Common Name:   8-O-Beta-Dglucopyranoside
IUPAC Name:   1,3-dihydroxy-5-methoxy-2-(1,4,6,8-tetrahydroxy-9-oxoxanthen-2-yl)-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyxanthen-9-one
Synonyms:  
Molecular Formula:   C33H26O17
Standard InCHIKey:  HLBBOVGELPMYIJ-DXVPXYAESA-N
Standard InCHI:  InChI=1S/C33H26O17/c1-46-15-3-2-14(49-33-30(45)29(44)25(40)18(8-34)50-33)22-28(43)21-17(48-32(15)22)7-12(37)19(26(21)41)10-6-13(38)31-23(24(10)39)27(42)20-11(36)4-9(35)5-16(20)47-31/h2-7,18,25,29-30,33-41,44-45H,8H2,1H3/t18-,25-,29+,30-,33-/m1/s1
Canonical SMILES:  OC[C@H]1O[C@@H](Oc2ccc(c3c2c(=O)c2c(o3)cc(c(c2O)c2cc(O)c3c(c2O)c(=O)c2c(o3)cc(cc2O)O)O)OC)[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
NPO32688 gentianella amarella ssp. acuta Species Gentianaceae Eukaryota PMID[18336006]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT261 Individual Protein Monoamine oxidase A Homo sapiens Inhibition = 21.4 % Open TG-GATES in vivo data: Biochemistry
NPT204 Individual Protein Acetylcholinesterase Homo sapiens Inhibition = 12.3 % 24144848
NPT582 Individual Protein Monoamine oxidase B Homo sapiens Inhibition = 39.1 % 12088429

  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 NPC473618 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
0.9942 High Similarity NPC179947
0.9595 High Similarity NPC49690
0.9538 High Similarity NPC132111
0.9535 High Similarity NPC324742
0.9535 High Similarity NPC185275
0.9483 High Similarity NPC318119
0.9477 High Similarity NPC265380
0.9435 High Similarity NPC264302
0.9425 High Similarity NPC476203
0.9425 High Similarity NPC321916
0.9415 High Similarity NPC51774
0.9415 High Similarity NPC239549
0.9415 High Similarity NPC236191
0.936 High Similarity NPC102028
0.936 High Similarity NPC142996
0.9357 High Similarity NPC301683
0.9357 High Similarity NPC267254
0.9357 High Similarity NPC156977
0.933 High Similarity NPC477082
0.9322 High Similarity NPC477081
0.9322 High Similarity NPC477083
0.9318 High Similarity NPC111490
0.9318 High Similarity NPC261623
0.9306 High Similarity NPC255799
0.9298 High Similarity NPC21190
0.9298 High Similarity NPC183357
0.9298 High Similarity NPC22195
0.927 High Similarity NPC472721
0.927 High Similarity NPC472720
0.927 High Similarity NPC93065
0.927 High Similarity NPC31208
0.927 High Similarity NPC187632
0.927 High Similarity NPC472724
0.927 High Similarity NPC469652
0.927 High Similarity NPC160543
0.9266 High Similarity NPC64755
0.9261 High Similarity NPC148710
0.9261 High Similarity NPC231254
0.9253 High Similarity NPC472387
0.9253 High Similarity NPC476621
0.9253 High Similarity NPC471789
0.9253 High Similarity NPC476618
0.9253 High Similarity NPC476619
0.9253 High Similarity NPC476623
0.9253 High Similarity NPC476622
0.9253 High Similarity NPC476620
0.9244 High Similarity NPC259152
0.9244 High Similarity NPC256760
0.9244 High Similarity NPC3583
0.924 High Similarity NPC471457
0.924 High Similarity NPC95855
0.924 High Similarity NPC210042
0.924 High Similarity NPC472381
0.924 High Similarity NPC472383
0.924 High Similarity NPC170675
0.924 High Similarity NPC112755
0.9213 High Similarity NPC240200
0.9213 High Similarity NPC158214
0.9213 High Similarity NPC223534
0.9213 High Similarity NPC290289
0.9209 High Similarity NPC469650
0.9195 High Similarity NPC169733
0.9191 High Similarity NPC168789
0.9191 High Similarity NPC204693
0.9191 High Similarity NPC208668
0.9191 High Similarity NPC25724
0.9186 High Similarity NPC177731
0.9186 High Similarity NPC194483
0.9186 High Similarity NPC52353
0.9186 High Similarity NPC218488
0.9186 High Similarity NPC44558
0.9186 High Similarity NPC44328
0.9186 High Similarity NPC105095
0.9186 High Similarity NPC34287
0.9186 High Similarity NPC79056
0.9186 High Similarity NPC474434
0.9186 High Similarity NPC293004
0.9186 High Similarity NPC78734
0.9186 High Similarity NPC471416
0.9186 High Similarity NPC150767
0.9181 High Similarity NPC93099
0.9181 High Similarity NPC477502
0.9157 High Similarity NPC65489
0.9157 High Similarity NPC469649
0.9157 High Similarity NPC260521
0.9143 High Similarity NPC475261
0.9143 High Similarity NPC168584
0.9143 High Similarity NPC267549
0.9138 High Similarity NPC108202
0.9138 High Similarity NPC198199
0.9138 High Similarity NPC472607
0.9133 High Similarity NPC205076
0.9133 High Similarity NPC472386
0.9133 High Similarity NPC307518
0.9133 High Similarity NPC48773
0.9133 High Similarity NPC180918
0.9128 High Similarity NPC201292
0.9128 High Similarity NPC475212
0.9128 High Similarity NPC183036
0.9128 High Similarity NPC58053
0.9128 High Similarity NPC226294
0.9128 High Similarity NPC229687
0.9128 High Similarity NPC93337
0.9128 High Similarity NPC43587
0.9128 High Similarity NPC469931
0.9128 High Similarity NPC45638
0.9128 High Similarity NPC105283
0.9128 High Similarity NPC293629
0.9128 High Similarity NPC105025
0.9128 High Similarity NPC475942
0.9128 High Similarity NPC186807
0.9123 High Similarity NPC236934
0.9123 High Similarity NPC272560
0.9123 High Similarity NPC5778
0.9111 High Similarity NPC40078
0.9111 High Similarity NPC471091
0.9111 High Similarity NPC97924
0.9101 High Similarity NPC87583
0.9096 High Similarity NPC129533
0.9096 High Similarity NPC473883
0.9096 High Similarity NPC123259
0.9091 High Similarity NPC471030
0.9091 High Similarity NPC473682
0.9091 High Similarity NPC110941
0.9091 High Similarity NPC470443
0.9091 High Similarity NPC126784
0.9091 High Similarity NPC473571
0.9091 High Similarity NPC470444
0.9091 High Similarity NPC241423
0.9091 High Similarity NPC473895
0.9086 High Similarity NPC470949
0.9086 High Similarity NPC472991
0.9086 High Similarity NPC472992
0.9086 High Similarity NPC65563
0.9086 High Similarity NPC79736
0.9086 High Similarity NPC67629
0.9086 High Similarity NPC8573
0.908 High Similarity NPC88560
0.908 High Similarity NPC175230
0.908 High Similarity NPC172033
0.9076 High Similarity NPC470450
0.9075 High Similarity NPC231194
0.9075 High Similarity NPC224462
0.9075 High Similarity NPC105511
0.9075 High Similarity NPC51326
0.907 High Similarity NPC45400
0.907 High Similarity NPC146792
0.907 High Similarity NPC58716
0.907 High Similarity NPC45618
0.907 High Similarity NPC14662
0.9064 High Similarity NPC477840
0.905 High Similarity NPC97817
0.905 High Similarity NPC72554
0.905 High Similarity NPC105591
0.905 High Similarity NPC30011
0.9045 High Similarity NPC470451
0.9045 High Similarity NPC470455
0.9045 High Similarity NPC470416
0.904 High Similarity NPC473071
0.904 High Similarity NPC473073
0.904 High Similarity NPC8940
0.9034 High Similarity NPC120952
0.9034 High Similarity NPC89052
0.9034 High Similarity NPC251417
0.9029 High Similarity NPC294629
0.9023 High Similarity NPC475155
0.9023 High Similarity NPC117260
0.9023 High Similarity NPC212038
0.9023 High Similarity NPC81332
0.9023 High Similarity NPC262580
0.9023 High Similarity NPC260263
0.9023 High Similarity NPC289396
0.9023 High Similarity NPC257667
0.9023 High Similarity NPC257011
0.9023 High Similarity NPC137871
0.9023 High Similarity NPC172807
0.9023 High Similarity NPC254540
0.9023 High Similarity NPC271848
0.9023 High Similarity NPC186847
0.9023 High Similarity NPC47140
0.9023 High Similarity NPC476405
0.9023 High Similarity NPC9002
0.9023 High Similarity NPC288152
0.9023 High Similarity NPC67134
0.9023 High Similarity NPC472454
0.9023 High Similarity NPC211594
0.9022 High Similarity NPC174140
0.9017 High Similarity NPC195257
0.9017 High Similarity NPC61791
0.9017 High Similarity NPC86008
0.9017 High Similarity NPC471287
0.9017 High Similarity NPC209296
0.9016 High Similarity NPC3474
0.9012 High Similarity NPC224851
0.9012 High Similarity NPC8856
0.9012 High Similarity NPC115674
0.9012 High Similarity NPC210073
0.9012 High Similarity NPC70441
0.9012 High Similarity NPC99957
0.9012 High Similarity NPC181616

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC473618 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
0.9186 High Similarity NPD7074 Phase 3
0.9075 High Similarity NPD7472 Approved
0.9017 High Similarity NPD7054 Approved
0.892 High Similarity NPD7808 Phase 3
0.8914 High Similarity NPD6797 Phase 2
0.8864 High Similarity NPD7251 Discontinued
0.8844 High Similarity NPD6168 Clinical (unspecified phase)
0.8844 High Similarity NPD6167 Clinical (unspecified phase)
0.8844 High Similarity NPD6166 Phase 2
0.8814 High Similarity NPD4338 Clinical (unspecified phase)
0.8743 High Similarity NPD3818 Discontinued
0.8693 High Similarity NPD7804 Clinical (unspecified phase)
0.8596 High Similarity NPD7993 Clinical (unspecified phase)
0.8538 High Similarity NPD2393 Clinical (unspecified phase)
0.8525 High Similarity NPD8397 Clinical (unspecified phase)
0.8497 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.848 Intermediate Similarity NPD1934 Approved
0.8457 Intermediate Similarity NPD6959 Discontinued
0.8453 Intermediate Similarity NPD8313 Approved
0.8453 Intermediate Similarity NPD8312 Approved
0.843 Intermediate Similarity NPD2801 Approved
0.84 Intermediate Similarity NPD5494 Approved
0.838 Intermediate Similarity NPD5844 Phase 1
0.8343 Intermediate Similarity NPD6559 Discontinued
0.8333 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.8333 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8218 Intermediate Similarity NPD8455 Phase 2
0.8212 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8202 Intermediate Similarity NPD6232 Discontinued
0.8171 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8167 Intermediate Similarity NPD7473 Discontinued
0.8163 Intermediate Similarity NPD8151 Discontinued
0.815 Intermediate Similarity NPD4380 Phase 2
0.8081 Intermediate Similarity NPD7783 Phase 2
0.8081 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.8023 Intermediate Similarity NPD3882 Suspended
0.8022 Intermediate Similarity NPD7228 Approved
0.7978 Intermediate Similarity NPD7075 Discontinued
0.7966 Intermediate Similarity NPD3817 Phase 2
0.7938 Intermediate Similarity NPD6781 Approved
0.7938 Intermediate Similarity NPD6778 Approved
0.7938 Intermediate Similarity NPD6777 Approved
0.7938 Intermediate Similarity NPD6776 Approved
0.7938 Intermediate Similarity NPD6782 Approved
0.7938 Intermediate Similarity NPD6779 Approved
0.7938 Intermediate Similarity NPD6780 Approved
0.7921 Intermediate Similarity NPD7768 Phase 2
0.791 Intermediate Similarity NPD1465 Phase 2
0.791 Intermediate Similarity NPD7819 Suspended
0.7908 Intermediate Similarity NPD7697 Approved
0.7908 Intermediate Similarity NPD7696 Phase 3
0.7908 Intermediate Similarity NPD7698 Approved
0.7907 Intermediate Similarity NPD1511 Approved
0.7901 Intermediate Similarity NPD3787 Discontinued
0.7898 Intermediate Similarity NPD7411 Suspended
0.7868 Intermediate Similarity NPD7870 Phase 2
0.7868 Intermediate Similarity NPD7871 Phase 2
0.7839 Intermediate Similarity NPD7701 Phase 2
0.7826 Intermediate Similarity NPD3751 Discontinued
0.7817 Intermediate Similarity NPD7435 Discontinued
0.7816 Intermediate Similarity NPD1512 Approved
0.7809 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7765 Intermediate Similarity NPD5402 Approved
0.7759 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7759 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7753 Intermediate Similarity NPD6801 Discontinued
0.7747 Intermediate Similarity NPD7199 Phase 2
0.7744 Intermediate Similarity NPD7700 Phase 2
0.7744 Intermediate Similarity NPD7699 Phase 2
0.7735 Intermediate Similarity NPD6234 Discontinued
0.7727 Intermediate Similarity NPD1653 Approved
0.768 Intermediate Similarity NPD6534 Approved
0.768 Intermediate Similarity NPD6535 Approved
0.7677 Intermediate Similarity NPD6823 Phase 2
0.7673 Intermediate Similarity NPD7874 Approved
0.7673 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.767 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7661 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7661 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.766 Intermediate Similarity NPD7240 Approved
0.766 Intermediate Similarity NPD7685 Pre-registration
0.7654 Intermediate Similarity NPD37 Approved
0.7635 Intermediate Similarity NPD7801 Approved
0.7624 Intermediate Similarity NPD4966 Approved
0.7624 Intermediate Similarity NPD4965 Approved
0.7624 Intermediate Similarity NPD4967 Phase 2
0.7616 Intermediate Similarity NPD1549 Phase 2
0.7582 Intermediate Similarity NPD3749 Approved
0.7568 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7554 Intermediate Similarity NPD1247 Approved
0.7512 Intermediate Similarity NPD8319 Approved
0.7512 Intermediate Similarity NPD8320 Phase 1
0.75 Intermediate Similarity NPD7390 Discontinued
0.7473 Intermediate Similarity NPD3926 Phase 2
0.7449 Intermediate Similarity NPD6213 Phase 3
0.7449 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.7449 Intermediate Similarity NPD6212 Phase 3
0.7401 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7401 Intermediate Similarity NPD6799 Approved
0.7399 Intermediate Similarity NPD2796 Approved
0.7393 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7376 Intermediate Similarity NPD7680 Approved
0.7374 Intermediate Similarity NPD5403 Approved
0.7371 Intermediate Similarity NPD8150 Discontinued
0.736 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7353 Intermediate Similarity NPD7584 Approved
0.7351 Intermediate Similarity NPD919 Approved
0.7348 Intermediate Similarity NPD6599 Discontinued
0.7341 Intermediate Similarity NPD1510 Phase 2
0.731 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.731 Intermediate Similarity NPD1613 Approved
0.7299 Intermediate Similarity NPD2935 Discontinued
0.7293 Intermediate Similarity NPD7458 Discontinued
0.7273 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7264 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7263 Intermediate Similarity NPD2534 Approved
0.7263 Intermediate Similarity NPD5401 Approved
0.7263 Intermediate Similarity NPD2532 Approved
0.7263 Intermediate Similarity NPD2533 Approved
0.7257 Intermediate Similarity NPD7266 Discontinued
0.725 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7228 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7209 Intermediate Similarity NPD943 Approved
0.7209 Intermediate Similarity NPD1240 Approved
0.7198 Intermediate Similarity NPD3226 Approved
0.7194 Intermediate Similarity NPD8434 Phase 2
0.7191 Intermediate Similarity NPD6190 Approved
0.7175 Intermediate Similarity NPD6674 Discontinued
0.7175 Intermediate Similarity NPD2800 Approved
0.7167 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD8058 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD8059 Phase 3
0.7136 Intermediate Similarity NPD7211 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD3027 Phase 3
0.7135 Intermediate Similarity NPD3750 Approved
0.7135 Intermediate Similarity NPD4628 Phase 3
0.7126 Intermediate Similarity NPD1607 Approved
0.7119 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7104 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7093 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7088 Intermediate Similarity NPD920 Approved
0.7076 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7069 Intermediate Similarity NPD230 Phase 1
0.7069 Intermediate Similarity NPD1933 Approved
0.7062 Intermediate Similarity NPD5953 Discontinued
0.7018 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7005 Intermediate Similarity NPD5619 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD8127 Discontinued
0.699 Remote Similarity NPD4419 Clinical (unspecified phase)
0.6986 Remote Similarity NPD7585 Approved
0.698 Remote Similarity NPD4360 Phase 2
0.698 Remote Similarity NPD4363 Phase 3
0.6978 Remote Similarity NPD642 Clinical (unspecified phase)
0.6977 Remote Similarity NPD4908 Phase 1
0.6971 Remote Similarity NPD447 Suspended
0.6966 Remote Similarity NPD2346 Discontinued
0.6966 Remote Similarity NPD2344 Approved
0.6963 Remote Similarity NPD7229 Phase 3
0.6959 Remote Similarity NPD7286 Phase 2
0.6949 Remote Similarity NPD2799 Discontinued
0.6949 Remote Similarity NPD1509 Clinical (unspecified phase)
0.6948 Remote Similarity NPD7930 Approved
0.6938 Remote Similarity NPD7583 Approved
0.691 Remote Similarity NPD5405 Approved
0.691 Remote Similarity NPD5404 Approved
0.691 Remote Similarity NPD1551 Phase 2
0.691 Remote Similarity NPD5406 Approved
0.691 Remote Similarity NPD5408 Approved
0.6904 Remote Similarity NPD7549 Discontinued
0.6897 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6889 Remote Similarity NPD1243 Approved
0.6875 Remote Similarity NPD5710 Approved
0.6875 Remote Similarity NPD5711 Approved
0.6868 Remote Similarity NPD643 Clinical (unspecified phase)
0.6854 Remote Similarity NPD3748 Approved
0.6854 Remote Similarity NPD651 Clinical (unspecified phase)
0.6836 Remote Similarity NPD6651 Approved
0.6834 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6821 Remote Similarity NPD7177 Discontinued
0.6816 Remote Similarity NPD6099 Approved
0.6816 Remote Similarity NPD6100 Approved
0.6813 Remote Similarity NPD2309 Approved
0.6809 Remote Similarity NPD6844 Discontinued
0.68 Remote Similarity NPD2313 Discontinued
0.6798 Remote Similarity NPD7097 Phase 1
0.6782 Remote Similarity NPD4287 Approved
0.6761 Remote Similarity NPD6233 Phase 2
0.6758 Remote Similarity NPD7907 Approved
0.6758 Remote Similarity NPD7003 Approved
0.6758 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6758 Remote Similarity NPD8166 Discontinued
0.6755 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6753 Remote Similarity NPD5242 Approved
0.6746 Remote Similarity NPD5006 Approved
0.6746 Remote Similarity NPD5005 Approved
0.6724 Remote Similarity NPD9494 Approved
0.6705 Remote Similarity NPD6798 Discontinued
0.6685 Remote Similarity NPD5124 Phase 1

Structure

External Identifiers

PubChem CID   44577201
ChEMBL   CHEMBL447295
ZINC  

Physicochemical Properties

Molecular Weight:  694.12
ALogP:  -5.8566
MLogP:  3.22
XLogP:  -2.119
# Rotatable Bonds:  16
Polar Surface Area:  282.59
# H-Bond Aceptor:  7
# H-Bond Donor:  10
# Rings:  7
# Heavy Atoms:  50

Download Data

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