Natural Product: NPC265380

Natural Product ID:  NPC265380
Common Name:   3-O-Demethylswertipunicoside
IUPAC Name:   1,3,6,7-tetrahydroxy-4-(1,4,6,8-tetrahydroxy-9-oxoxanthen-2-yl)-2-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]xanthen-9-one
Synonyms:   3-O-Demethylswertipunicoside
Molecular Formula:   C32H24O17
Standard InCHIKey:  SSBJLFDANWAXNG-KPTZWRFBSA-N
Standard InCHI:  InChI=1S/C32H24O17/c33-6-16-24(41)28(45)29(46)32(49-16)21-25(42)17(31-20(27(21)44)22(39)8-3-10(35)11(36)5-14(8)47-31)9-4-13(38)30-19(23(9)40)26(43)18-12(37)1-7(34)2-15(18)48-30/h1-5,16,24,28-29,32-38,40-42,44-46H,6H2/t16-,24-,28+,29-,32+/m1/s1
Canonical SMILES:  OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)c1c(O)c(c2cc(O)c3c(c2O)c(=O)c2c(o3)cc(cc2O)O)c2c(c1O)c(=O)c1c(o2)cc(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
NPO14238 Swertia punicea Species Gentianaceae Eukaryota PMID[20677781]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT681 Cell Line PC-12 Rattus norvegicus Activity = 95.5 % DrugMatrix in vivo data: Hematology
NPT681 Cell Line PC-12 Rattus norvegicus Activity = 157.8 % 24809953

  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 NPC265380 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
0.9939 High Similarity NPC185275
0.9759 High Similarity NPC471789
0.9701 High Similarity NPC324742
0.9532 High Similarity NPC179947
0.9477 High Similarity NPC473618
0.9394 High Similarity NPC272560
0.9337 High Similarity NPC14662
0.9302 High Similarity NPC49690
0.9286 High Similarity NPC289396
0.9286 High Similarity NPC186847
0.9286 High Similarity NPC472454
0.9286 High Similarity NPC212038
0.9286 High Similarity NPC257667
0.9286 High Similarity NPC81332
0.9286 High Similarity NPC262580
0.9286 High Similarity NPC271848
0.9281 High Similarity NPC475212
0.9277 High Similarity NPC224851
0.9268 High Similarity NPC228383
0.9261 High Similarity NPC477082
0.9253 High Similarity NPC477083
0.9253 High Similarity NPC477081
0.9244 High Similarity NPC150977
0.9226 High Similarity NPC103307
0.9222 High Similarity NPC243877
0.9217 High Similarity NPC477840
0.9212 High Similarity NPC477841
0.9212 High Similarity NPC220912
0.9186 High Similarity NPC117668
0.9172 High Similarity NPC65333
0.9167 High Similarity NPC326877
0.9162 High Similarity NPC320741
0.9162 High Similarity NPC171985
0.9138 High Similarity NPC469650
0.9138 High Similarity NPC261623
0.9138 High Similarity NPC111490
0.9133 High Similarity NPC132111
0.9112 High Similarity NPC74559
0.9107 High Similarity NPC477154
0.9107 High Similarity NPC6588
0.9107 High Similarity NPC260266
0.9107 High Similarity NPC117854
0.9102 High Similarity NPC259757
0.9096 High Similarity NPC476247
0.9096 High Similarity NPC219927
0.9091 High Similarity NPC160543
0.9091 High Similarity NPC472724
0.9091 High Similarity NPC472720
0.9091 High Similarity NPC472721
0.9091 High Similarity NPC93065
0.9091 High Similarity NPC187632
0.9091 High Similarity NPC31208
0.9091 High Similarity NPC469652
0.908 High Similarity NPC318119
0.9075 High Similarity NPC125352
0.9059 High Similarity NPC100251
0.9059 High Similarity NPC174700
0.9053 High Similarity NPC107627
0.904 High Similarity NPC264302
0.9036 High Similarity NPC142252
0.9036 High Similarity NPC134783
0.9034 High Similarity NPC240200
0.9034 High Similarity NPC290289
0.9034 High Similarity NPC223534
0.9034 High Similarity NPC158214
0.9029 High Similarity NPC112380
0.9029 High Similarity NPC304322
0.9023 High Similarity NPC321916
0.9023 High Similarity NPC129533
0.9023 High Similarity NPC123259
0.9012 High Similarity NPC216307
0.9006 High Similarity NPC98583
0.9 High Similarity NPC476365
0.8994 High Similarity NPC295082
0.8988 High Similarity NPC7688
0.8988 High Similarity NPC36
0.8988 High Similarity NPC36916
0.8988 High Similarity NPC7154
0.8988 High Similarity NPC125039
0.8988 High Similarity NPC58223
0.8988 High Similarity NPC72787
0.8982 High Similarity NPC474034
0.8982 High Similarity NPC474033
0.8977 High Similarity NPC139683
0.8977 High Similarity NPC269625
0.8977 High Similarity NPC73929
0.8977 High Similarity NPC469649
0.8977 High Similarity NPC47905
0.8977 High Similarity NPC260521
0.8976 High Similarity NPC101731
0.8976 High Similarity NPC188967
0.8976 High Similarity NPC174953
0.8971 High Similarity NPC231254
0.897 High Similarity NPC185526
0.897 High Similarity NPC36852
0.897 High Similarity NPC223787
0.897 High Similarity NPC262286
0.896 High Similarity NPC476622
0.896 High Similarity NPC476621
0.896 High Similarity NPC476620
0.896 High Similarity NPC476618
0.896 High Similarity NPC476623
0.896 High Similarity NPC476619
0.8953 High Similarity NPC99591
0.8947 High Similarity NPC121333
0.8947 High Similarity NPC28589
0.8947 High Similarity NPC4200
0.8947 High Similarity NPC248593
0.8941 High Similarity NPC177480
0.8935 High Similarity NPC120593
0.8935 High Similarity NPC128293
0.8933 High Similarity NPC97924
0.8933 High Similarity NPC40078
0.8933 High Similarity NPC471091
0.8929 High Similarity NPC63438
0.8929 High Similarity NPC152659
0.8929 High Similarity NPC41301
0.8929 High Similarity NPC7483
0.8929 High Similarity NPC248638
0.8929 High Similarity NPC272064
0.8929 High Similarity NPC236521
0.8929 High Similarity NPC273959
0.8929 High Similarity NPC146134
0.8927 High Similarity NPC269046
0.8922 High Similarity NPC34089
0.8922 High Similarity NPC305987
0.8922 High Similarity NPC158188
0.8922 High Similarity NPC266314
0.8922 High Similarity NPC26326
0.8922 High Similarity NPC471211
0.8922 High Similarity NPC472632
0.8922 High Similarity NPC113163
0.8922 High Similarity NPC471212
0.8922 High Similarity NPC84324
0.8922 High Similarity NPC196179
0.8922 High Similarity NPC66618
0.8922 High Similarity NPC288131
0.8922 High Similarity NPC165970
0.8916 High Similarity NPC95936
0.8916 High Similarity NPC473990
0.8916 High Similarity NPC154304
0.8916 High Similarity NPC53545
0.8916 High Similarity NPC117418
0.8916 High Similarity NPC190487
0.8916 High Similarity NPC250214
0.8914 High Similarity NPC476203
0.8909 High Similarity NPC138243
0.8902 High Similarity NPC255799
0.8895 High Similarity NPC236191
0.8895 High Similarity NPC149846
0.8895 High Similarity NPC310794
0.8895 High Similarity NPC239549
0.8895 High Similarity NPC51774
0.8889 High Similarity NPC471416
0.8889 High Similarity NPC34287
0.8889 High Similarity NPC279209
0.8889 High Similarity NPC102277
0.8882 High Similarity NPC247973
0.8882 High Similarity NPC474024
0.8882 High Similarity NPC8965
0.8876 High Similarity NPC224280
0.8876 High Similarity NPC50960
0.8876 High Similarity NPC326520
0.8876 High Similarity NPC37183
0.8876 High Similarity NPC234052
0.8876 High Similarity NPC471788
0.8876 High Similarity NPC470457
0.8876 High Similarity NPC62261
0.887 High Similarity NPC237202
0.887 High Similarity NPC65489
0.8869 High Similarity NPC472448
0.8869 High Similarity NPC25152
0.8869 High Similarity NPC81679
0.8869 High Similarity NPC83922
0.8869 High Similarity NPC52204
0.8862 High Similarity NPC472630
0.8862 High Similarity NPC470326
0.8862 High Similarity NPC14353
0.8862 High Similarity NPC56085
0.8862 High Similarity NPC471976
0.8862 High Similarity NPC472631
0.8862 High Similarity NPC228785
0.8855 High Similarity NPC210084
0.8855 High Similarity NPC78225
0.8855 High Similarity NPC78103
0.8855 High Similarity NPC472598
0.8855 High Similarity NPC99597
0.8855 High Similarity NPC469584
0.8855 High Similarity NPC475267
0.8855 High Similarity NPC474208
0.8855 High Similarity NPC48208
0.8855 High Similarity NPC474836
0.8855 High Similarity NPC162869
0.8855 High Similarity NPC474055
0.8855 High Similarity NPC291508
0.8855 High Similarity NPC156057
0.8851 High Similarity NPC472387
0.8851 High Similarity NPC475783
0.8848 High Similarity NPC113906
0.8848 High Similarity NPC200761

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC265380 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
0.8988 High Similarity NPD6166 Phase 2
0.8988 High Similarity NPD6168 Clinical (unspecified phase)
0.8988 High Similarity NPD6167 Clinical (unspecified phase)
0.8947 High Similarity NPD7993 Clinical (unspecified phase)
0.8698 High Similarity NPD6959 Discontinued
0.8683 High Similarity NPD4868 Clinical (unspecified phase)
0.8675 High Similarity NPD2393 Clinical (unspecified phase)
0.8671 High Similarity NPD7074 Phase 3
0.8639 High Similarity NPD5494 Approved
0.8614 High Similarity NPD1934 Approved
0.8563 High Similarity NPD7472 Approved
0.8563 High Similarity NPD2801 Approved
0.8506 High Similarity NPD7054 Approved
0.8506 High Similarity NPD5844 Phase 1
0.8494 Intermediate Similarity NPD4380 Phase 2
0.8448 Intermediate Similarity NPD3818 Discontinued
0.8418 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.8418 Intermediate Similarity NPD7808 Phase 3
0.8409 Intermediate Similarity NPD6797 Phase 2
0.8362 Intermediate Similarity NPD7251 Discontinued
0.8343 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.8333 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8294 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8246 Intermediate Similarity NPD3882 Suspended
0.8235 Intermediate Similarity NPD1465 Phase 2
0.8218 Intermediate Similarity NPD6232 Discontinued
0.8198 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8192 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8182 Intermediate Similarity NPD7473 Discontinued
0.8167 Intermediate Similarity NPD8313 Approved
0.8167 Intermediate Similarity NPD8312 Approved
0.8133 Intermediate Similarity NPD1511 Approved
0.8092 Intermediate Similarity NPD7075 Discontinued
0.8036 Intermediate Similarity NPD1512 Approved
0.8035 Intermediate Similarity NPD7768 Phase 2
0.8023 Intermediate Similarity NPD7819 Suspended
0.8012 Intermediate Similarity NPD7411 Suspended
0.7977 Intermediate Similarity NPD5402 Approved
0.7977 Intermediate Similarity NPD3817 Phase 2
0.7976 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7957 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7956 Intermediate Similarity NPD6559 Discontinued
0.7939 Intermediate Similarity NPD1549 Phase 2
0.7919 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7897 Intermediate Similarity NPD8151 Discontinued
0.7879 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7879 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.787 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7861 Intermediate Similarity NPD6801 Discontinued
0.7816 Intermediate Similarity NPD8455 Phase 2
0.7784 Intermediate Similarity NPD3749 Approved
0.7753 Intermediate Similarity NPD1247 Approved
0.7735 Intermediate Similarity NPD3751 Discontinued
0.7709 Intermediate Similarity NPD3787 Discontinued
0.7706 Intermediate Similarity NPD7390 Discontinued
0.7667 Intermediate Similarity NPD3926 Phase 2
0.7651 Intermediate Similarity NPD1510 Phase 2
0.7638 Intermediate Similarity NPD7783 Phase 2
0.7638 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7637 Intermediate Similarity NPD7228 Approved
0.7605 Intermediate Similarity NPD2796 Approved
0.7594 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7577 Intermediate Similarity NPD6778 Approved
0.7577 Intermediate Similarity NPD6781 Approved
0.7577 Intermediate Similarity NPD6779 Approved
0.7577 Intermediate Similarity NPD6782 Approved
0.7577 Intermediate Similarity NPD6777 Approved
0.7577 Intermediate Similarity NPD6780 Approved
0.7577 Intermediate Similarity NPD6776 Approved
0.7572 Intermediate Similarity NPD5403 Approved
0.7558 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7551 Intermediate Similarity NPD7698 Approved
0.7551 Intermediate Similarity NPD7696 Phase 3
0.7551 Intermediate Similarity NPD7697 Approved
0.7515 Intermediate Similarity NPD1613 Approved
0.7515 Intermediate Similarity NPD943 Approved
0.7515 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7513 Intermediate Similarity NPD7870 Phase 2
0.7513 Intermediate Similarity NPD7871 Phase 2
0.75 Intermediate Similarity NPD6799 Approved
0.7487 Intermediate Similarity NPD7701 Phase 2
0.7462 Intermediate Similarity NPD7435 Discontinued
0.746 Intermediate Similarity NPD8150 Discontinued
0.7457 Intermediate Similarity NPD5401 Approved
0.7444 Intermediate Similarity NPD919 Approved
0.7444 Intermediate Similarity NPD6234 Discontinued
0.7443 Intermediate Similarity NPD6599 Discontinued
0.7429 Intermediate Similarity NPD1653 Approved
0.741 Intermediate Similarity NPD1240 Approved
0.7398 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7396 Intermediate Similarity NPD2935 Discontinued
0.7385 Intermediate Similarity NPD7699 Phase 2
0.7385 Intermediate Similarity NPD7700 Phase 2
0.7384 Intermediate Similarity NPD6190 Approved
0.7371 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD2800 Approved
0.7363 Intermediate Similarity NPD7199 Phase 2
0.736 Intermediate Similarity NPD37 Approved
0.7356 Intermediate Similarity NPD2533 Approved
0.7356 Intermediate Similarity NPD2534 Approved
0.7356 Intermediate Similarity NPD2532 Approved
0.7333 Intermediate Similarity NPD4965 Approved
0.7333 Intermediate Similarity NPD4967 Phase 2
0.7333 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD4966 Approved
0.7327 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7327 Intermediate Similarity NPD7874 Approved
0.7326 Intermediate Similarity NPD3750 Approved
0.7323 Intermediate Similarity NPD6823 Phase 2
0.7321 Intermediate Similarity NPD1607 Approved
0.732 Intermediate Similarity NPD6534 Approved
0.732 Intermediate Similarity NPD6535 Approved
0.7317 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7291 Intermediate Similarity NPD7801 Approved
0.7288 Intermediate Similarity NPD3226 Approved
0.7288 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7287 Intermediate Similarity NPD7240 Approved
0.7287 Intermediate Similarity NPD7685 Pre-registration
0.7277 Intermediate Similarity NPD8434 Phase 2
0.7273 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7262 Intermediate Similarity NPD230 Phase 1
0.7257 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7235 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7229 Intermediate Similarity NPD3027 Phase 3
0.7225 Intermediate Similarity NPD4628 Phase 3
0.7209 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7189 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7186 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7175 Intermediate Similarity NPD920 Approved
0.7164 Intermediate Similarity NPD8320 Phase 1
0.7164 Intermediate Similarity NPD8319 Approved
0.7159 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7151 Intermediate Similarity NPD2344 Approved
0.7143 Intermediate Similarity NPD5953 Discontinued
0.7135 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7093 Intermediate Similarity NPD5406 Approved
0.7093 Intermediate Similarity NPD5405 Approved
0.7093 Intermediate Similarity NPD5404 Approved
0.7093 Intermediate Similarity NPD1551 Phase 2
0.7093 Intermediate Similarity NPD5408 Approved
0.7092 Intermediate Similarity NPD6213 Phase 3
0.7092 Intermediate Similarity NPD6212 Phase 3
0.7092 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.7081 Intermediate Similarity NPD8127 Discontinued
0.7069 Intermediate Similarity NPD1243 Approved
0.7068 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7066 Intermediate Similarity NPD4908 Phase 1
0.7062 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD447 Suspended
0.7056 Intermediate Similarity NPD4360 Phase 2
0.7056 Intermediate Similarity NPD4363 Phase 3
0.7052 Intermediate Similarity NPD2346 Discontinued
0.7045 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD7286 Phase 2
0.7035 Intermediate Similarity NPD3748 Approved
0.7035 Intermediate Similarity NPD2799 Discontinued
0.7018 Intermediate Similarity NPD6651 Approved
0.701 Intermediate Similarity NPD7584 Approved
0.7006 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD7458 Discontinued
0.6994 Remote Similarity NPD6100 Approved
0.6994 Remote Similarity NPD6099 Approved
0.6989 Remote Similarity NPD2309 Approved
0.6982 Remote Similarity NPD2313 Discontinued
0.6979 Remote Similarity NPD7549 Discontinued
0.6978 Remote Similarity NPD6844 Discontinued
0.6952 Remote Similarity NPD7229 Phase 3
0.6952 Remote Similarity NPD5710 Approved
0.6952 Remote Similarity NPD5711 Approved
0.6946 Remote Similarity NPD7680 Approved
0.6939 Remote Similarity NPD4287 Approved
0.6932 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6932 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6915 Remote Similarity NPD7237 Clinical (unspecified phase)
0.6905 Remote Similarity NPD9494 Approved
0.6901 Remote Similarity NPD7907 Approved
0.6895 Remote Similarity NPD7177 Discontinued
0.6887 Remote Similarity NPD4111 Phase 1
0.6887 Remote Similarity NPD4665 Approved
0.6882 Remote Similarity NPD6859 Clinical (unspecified phase)
0.686 Remote Similarity NPD1933 Approved
0.6857 Remote Similarity NPD7266 Discontinued
0.6848 Remote Similarity NPD1547 Clinical (unspecified phase)
0.6836 Remote Similarity NPD8166 Discontinued
0.6836 Remote Similarity NPD7003 Approved
0.6825 Remote Similarity NPD5242 Approved
0.682 Remote Similarity NPD8059 Phase 3
0.682 Remote Similarity NPD8058 Clinical (unspecified phase)
0.6811 Remote Similarity NPD5353 Approved
0.6805 Remote Similarity NPD2861 Phase 2
0.6796 Remote Similarity NPD7211 Clinical (unspecified phase)
0.678 Remote Similarity NPD6674 Discontinued
0.6766 Remote Similarity NPD4379 Clinical (unspecified phase)
0.6749 Remote Similarity NPD8285 Discontinued
0.6747 Remote Similarity NPD1610 Phase 2
0.6744 Remote Similarity NPD6233 Phase 2
0.674 Remote Similarity NPD6273 Approved
0.6739 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6735 Remote Similarity NPD8053 Approved

Structure

External Identifiers

PubChem CID   10372399
ChEMBL   CHEMBL1214707
ZINC  

Physicochemical Properties

Molecular Weight:  680.10
ALogP:  -6.7539
MLogP:  3.11
XLogP:  -3.176
# Rotatable Bonds:  15
Polar Surface Area:  304.59
# H-Bond Aceptor:  7
# H-Bond Donor:  12
# Rings:  7
# Heavy Atoms:  49

Download Data

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