Natural Product: NPC473241

Natural Product ID:  NPC473241
Common Name:   [4-[3,5-Dihydroxy-4-Oxo-7-[(2S,3S,4R,5R)-2,3,4,5-Tetrahydroxyhexanoyl]Oxychromen-2-Yl]Phenyl] (2S,3S,4R,5R)-2,3,4,5-Tetrahydroxyhexanoate
IUPAC Name:   [4-[3,5-dihydroxy-4-oxo-7-[(2S,3S,4R,5R)-2,3,4,5-tetrahydroxyhexanoyl]oxychromen-2-yl]phenyl] (2S,3S,4R,5R)-2,3,4,5-tetrahydroxyhexanoate
Synonyms:  
Molecular Formula:   C27H30O16
Standard InCHIKey:  GQVHWSCAXZGPOV-MVZRGGIPSA-N
Standard InCHI:  InChI=1S/C27H30O16/c1-9(28)17(31)20(34)23(37)26(39)41-12-5-3-11(4-6-12)25-22(36)19(33)16-14(30)7-13(8-15(16)43-25)42-27(40)24(38)21(35)18(32)10(2)29/h3-10,17-18,20-21,23-24,28-32,34-38H,1-2H3/t9-,10-,17-,18-,20+,21+,23+,24+/m1/s1
Canonical SMILES:  O[C@@H]([C@H]([C@@H]([C@H](O)C)O)O)C(=O)Oc1ccc(cc1)c1oc2cc(OC(=O)[C@H]([C@H]([C@@H]([C@H](O)C)O)O)O)cc(c2c(=O)c1O)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
NPO626 Indigofera tinctoria Species Fabaceae Eukaryota PMID[16644212]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2632 Organism Syrian golden hamster Mesocricetus auratus Activity = 14 % 23252603
NPT2632 Organism Syrian golden hamster Mesocricetus auratus Activity = 27 % 23252603
NPT2632 Organism Syrian golden hamster Mesocricetus auratus Activity = 6 % 24707938
NPT2632 Organism Syrian golden hamster Mesocricetus auratus Activity = 16 % 24952305

  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 NPC473241 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
0.9355 High Similarity NPC27942
0.9324 High Similarity NPC153758
0.929 High Similarity NPC259957
0.929 High Similarity NPC216496
0.929 High Similarity NPC85707
0.929 High Similarity NPC129217
0.929 High Similarity NPC48093
0.929 High Similarity NPC159579
0.929 High Similarity NPC224530
0.929 High Similarity NPC282169
0.9272 High Similarity NPC295650
0.9267 High Similarity NPC477941
0.9262 High Similarity NPC44721
0.9262 High Similarity NPC40086
0.9262 High Similarity NPC3779
0.9262 High Similarity NPC176869
0.9262 High Similarity NPC122828
0.9262 High Similarity NPC211466
0.9262 High Similarity NPC476182
0.9221 High Similarity NPC182634
0.9221 High Similarity NPC6985
0.9221 High Similarity NPC108831
0.9216 High Similarity NPC304745
0.9216 High Similarity NPC111341
0.9189 High Similarity NPC470216
0.9177 High Similarity NPC64425
0.9172 High Similarity NPC121703
0.9161 High Similarity NPC320283
0.9161 High Similarity NPC472459
0.9161 High Similarity NPC104677
0.9161 High Similarity NPC41121
0.9161 High Similarity NPC111929
0.9156 High Similarity NPC203500
0.9156 High Similarity NPC307938
0.9156 High Similarity NPC323593
0.9156 High Similarity NPC127406
0.915 High Similarity NPC268193
0.9145 High Similarity NPC262039
0.9145 High Similarity NPC319910
0.9145 High Similarity NPC262038
0.9145 High Similarity NPC278476
0.9145 High Similarity NPC254412
0.9133 High Similarity NPC472918
0.9128 High Similarity NPC4152
0.9128 High Similarity NPC326506
0.9128 High Similarity NPC142731
0.9128 High Similarity NPC208176
0.9128 High Similarity NPC306607
0.9128 High Similarity NPC62290
0.9128 High Similarity NPC279417
0.9128 High Similarity NPC49130
0.9114 High Similarity NPC139060
0.9114 High Similarity NPC72016
0.9108 High Similarity NPC471745
0.9108 High Similarity NPC298171
0.9103 High Similarity NPC187379
0.9103 High Similarity NPC136761
0.9097 High Similarity NPC54802
0.9097 High Similarity NPC77672
0.9097 High Similarity NPC197304
0.9097 High Similarity NPC288084
0.9097 High Similarity NPC43638
0.9097 High Similarity NPC78263
0.9097 High Similarity NPC135391
0.9097 High Similarity NPC133671
0.9091 High Similarity NPC27408
0.9091 High Similarity NPC95090
0.9091 High Similarity NPC279218
0.9091 High Similarity NPC48579
0.9091 High Similarity NPC207809
0.9091 High Similarity NPC259710
0.9091 High Similarity NPC108937
0.9091 High Similarity NPC304207
0.9091 High Similarity NPC217706
0.9085 High Similarity NPC244583
0.9085 High Similarity NPC138288
0.9085 High Similarity NPC56232
0.9085 High Similarity NPC171651
0.9085 High Similarity NPC10807
0.9085 High Similarity NPC161881
0.9085 High Similarity NPC35567
0.9085 High Similarity NPC217149
0.9085 High Similarity NPC243171
0.9085 High Similarity NPC216035
0.9085 High Similarity NPC150123
0.9079 High Similarity NPC474735
0.9079 High Similarity NPC105136
0.9067 High Similarity NPC148011
0.9067 High Similarity NPC1940
0.9054 High Similarity NPC90582
0.9054 High Similarity NPC262094
0.9051 High Similarity NPC80068
0.9048 High Similarity NPC152042
0.9048 High Similarity NPC241838
0.9048 High Similarity NPC143799
0.9045 High Similarity NPC249281
0.9045 High Similarity NPC476215
0.9045 High Similarity NPC181465
0.9045 High Similarity NPC246943
0.9045 High Similarity NPC265885
0.9045 High Similarity NPC163242
0.9045 High Similarity NPC215710
0.9045 High Similarity NPC139320
0.9045 High Similarity NPC135846
0.9045 High Similarity NPC473438
0.9045 High Similarity NPC64305
0.9045 High Similarity NPC101636
0.9045 High Similarity NPC112418
0.9045 High Similarity NPC297987
0.9045 High Similarity NPC173582
0.9045 High Similarity NPC253788
0.9045 High Similarity NPC276377
0.9045 High Similarity NPC170052
0.9045 High Similarity NPC116458
0.9032 High Similarity NPC475797
0.9032 High Similarity NPC129053
0.9032 High Similarity NPC20530
0.9032 High Similarity NPC109967
0.9032 High Similarity NPC215917
0.9032 High Similarity NPC474738
0.9032 High Similarity NPC10754
0.9032 High Similarity NPC78554
0.9032 High Similarity NPC469936
0.9032 High Similarity NPC321372
0.9032 High Similarity NPC474609
0.9026 High Similarity NPC83283
0.9026 High Similarity NPC106625
0.9026 High Similarity NPC39360
0.9026 High Similarity NPC210003
0.9026 High Similarity NPC29763
0.9026 High Similarity NPC143851
0.9026 High Similarity NPC293286
0.9026 High Similarity NPC248793
0.9026 High Similarity NPC180301
0.902 High Similarity NPC209846
0.902 High Similarity NPC477897
0.902 High Similarity NPC289774
0.902 High Similarity NPC328740
0.902 High Similarity NPC471229
0.9013 High Similarity NPC277032
0.9006 High Similarity NPC175429
0.9006 High Similarity NPC277532
0.9006 High Similarity NPC209550
0.9006 High Similarity NPC138990
0.8994 High Similarity NPC19240
0.8994 High Similarity NPC287889
0.8994 High Similarity NPC205824
0.8994 High Similarity NPC85751
0.8994 High Similarity NPC135358
0.8994 High Similarity NPC129264
0.8987 High Similarity NPC240306
0.8987 High Similarity NPC150164
0.8987 High Similarity NPC131745
0.8986 High Similarity NPC281207
0.8986 High Similarity NPC59951
0.8986 High Similarity NPC103904
0.8986 High Similarity NPC269652
0.8986 High Similarity NPC184536
0.8986 High Similarity NPC146679
0.8986 High Similarity NPC230285
0.8986 High Similarity NPC474037
0.8986 High Similarity NPC103342
0.8981 High Similarity NPC153342
0.8981 High Similarity NPC471079
0.8981 High Similarity NPC304741
0.8981 High Similarity NPC471744
0.8981 High Similarity NPC470405
0.898 High Similarity NPC276905
0.8974 High Similarity NPC473512
0.8974 High Similarity NPC129827
0.8974 High Similarity NPC60966
0.8974 High Similarity NPC44931
0.8974 High Similarity NPC65003
0.8968 High Similarity NPC470681
0.8968 High Similarity NPC476169
0.8968 High Similarity NPC99233
0.8961 High Similarity NPC259767
0.8961 High Similarity NPC88484
0.8961 High Similarity NPC259182
0.8961 High Similarity NPC121001
0.8961 High Similarity NPC210597
0.8961 High Similarity NPC256141
0.8954 High Similarity NPC267117
0.8954 High Similarity NPC61258
0.8954 High Similarity NPC191154
0.8951 High Similarity NPC474522
0.8951 High Similarity NPC190003
0.8951 High Similarity NPC175107
0.8947 High Similarity NPC218569
0.8947 High Similarity NPC10097
0.894 High Similarity NPC229190
0.894 High Similarity NPC470458
0.8938 High Similarity NPC476470
0.8938 High Similarity NPC298666
0.8938 High Similarity NPC186816
0.8938 High Similarity NPC203145
0.8938 High Similarity NPC221342
0.8938 High Similarity NPC12013
0.8938 High Similarity NPC256188
0.8938 High Similarity NPC11432

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC473241 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
0.9211 High Similarity NPD6801 Discontinued
0.9097 High Similarity NPD7075 Discontinued
0.906 High Similarity NPD6799 Approved
0.9007 High Similarity NPD5403 Approved
0.8968 High Similarity NPD3817 Phase 2
0.8903 High Similarity NPD7096 Clinical (unspecified phase)
0.8874 High Similarity NPD4378 Clinical (unspecified phase)
0.8874 High Similarity NPD5401 Approved
0.8854 High Similarity NPD4381 Clinical (unspecified phase)
0.8846 High Similarity NPD5402 Approved
0.8831 High Similarity NPD4380 Phase 2
0.8727 High Similarity NPD4338 Clinical (unspecified phase)
0.872 High Similarity NPD6797 Phase 2
0.8712 High Similarity NPD7804 Clinical (unspecified phase)
0.871 High Similarity NPD6599 Discontinued
0.8667 High Similarity NPD7251 Discontinued
0.8662 High Similarity NPD2801 Approved
0.8658 High Similarity NPD1552 Clinical (unspecified phase)
0.8658 High Similarity NPD1550 Clinical (unspecified phase)
0.8642 High Similarity NPD6166 Phase 2
0.8642 High Similarity NPD6168 Clinical (unspecified phase)
0.8642 High Similarity NPD6167 Clinical (unspecified phase)
0.8614 High Similarity NPD7808 Phase 3
0.86 High Similarity NPD1549 Phase 2
0.8599 High Similarity NPD1934 Approved
0.8571 High Similarity NPD1512 Approved
0.8553 High Similarity NPD3882 Suspended
0.8545 High Similarity NPD7472 Approved
0.8544 High Similarity NPD2393 Clinical (unspecified phase)
0.8537 High Similarity NPD3818 Discontinued
0.8535 High Similarity NPD7411 Suspended
0.8485 Intermediate Similarity NPD7054 Approved
0.8467 Intermediate Similarity NPD2796 Approved
0.8442 Intermediate Similarity NPD1511 Approved
0.8438 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.84 Intermediate Similarity NPD1510 Phase 2
0.8387 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.8383 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.8323 Intermediate Similarity NPD7074 Phase 3
0.8313 Intermediate Similarity NPD7819 Suspended
0.8261 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8255 Intermediate Similarity NPD1240 Approved
0.8243 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.8146 Intermediate Similarity NPD1607 Approved
0.8129 Intermediate Similarity NPD3750 Approved
0.8129 Intermediate Similarity NPD4628 Phase 3
0.8129 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.8118 Intermediate Similarity NPD6559 Discontinued
0.8117 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8105 Intermediate Similarity NPD1551 Phase 2
0.8084 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8072 Intermediate Similarity NPD6232 Discontinued
0.8065 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.805 Intermediate Similarity NPD920 Approved
0.8049 Intermediate Similarity NPD3749 Approved
0.8036 Intermediate Similarity NPD7473 Discontinued
0.8034 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7988 Intermediate Similarity NPD7768 Phase 2
0.7987 Intermediate Similarity NPD6832 Phase 2
0.7941 Intermediate Similarity NPD5844 Phase 1
0.7925 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7922 Intermediate Similarity NPD7033 Discontinued
0.7905 Intermediate Similarity NPD1203 Approved
0.7904 Intermediate Similarity NPD6959 Discontinued
0.7892 Intermediate Similarity NPD919 Approved
0.7881 Intermediate Similarity NPD6798 Discontinued
0.7866 Intermediate Similarity NPD1465 Phase 2
0.7849 Intermediate Similarity NPD5953 Discontinued
0.7844 Intermediate Similarity NPD5494 Approved
0.7836 Intermediate Similarity NPD7286 Phase 2
0.7834 Intermediate Similarity NPD1243 Approved
0.7834 Intermediate Similarity NPD1652 Phase 2
0.7829 Intermediate Similarity NPD6233 Phase 2
0.7812 Intermediate Similarity NPD2533 Approved
0.7812 Intermediate Similarity NPD2532 Approved
0.7812 Intermediate Similarity NPD2534 Approved
0.7809 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7806 Intermediate Similarity NPD3748 Approved
0.7799 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7784 Intermediate Similarity NPD8434 Phase 2
0.7765 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7763 Intermediate Similarity NPD3268 Approved
0.7763 Intermediate Similarity NPD2313 Discontinued
0.7756 Intermediate Similarity NPD2935 Discontinued
0.7755 Intermediate Similarity NPD422 Phase 1
0.7736 Intermediate Similarity NPD6190 Approved
0.773 Intermediate Similarity NPD3226 Approved
0.7722 Intermediate Similarity NPD2800 Approved
0.7703 Intermediate Similarity NPD9717 Approved
0.7692 Intermediate Similarity NPD2799 Discontinued
0.7674 Intermediate Similarity NPD3751 Discontinued
0.7667 Intermediate Similarity NPD2797 Approved
0.7647 Intermediate Similarity NPD3787 Discontinued
0.7614 Intermediate Similarity NPD8312 Approved
0.7614 Intermediate Similarity NPD8313 Approved
0.7613 Intermediate Similarity NPD447 Suspended
0.7613 Intermediate Similarity NPD5124 Phase 1
0.7613 Intermediate Similarity NPD230 Phase 1
0.7613 Intermediate Similarity NPD6355 Discontinued
0.7613 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7602 Intermediate Similarity NPD3926 Phase 2
0.76 Intermediate Similarity NPD3225 Approved
0.7588 Intermediate Similarity NPD1247 Approved
0.7564 Intermediate Similarity NPD6651 Approved
0.7561 Intermediate Similarity NPD1653 Approved
0.7557 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.753 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD1933 Approved
0.75 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD7199 Phase 2
0.7484 Intermediate Similarity NPD4062 Phase 3
0.7484 Intermediate Similarity NPD2344 Approved
0.7483 Intermediate Similarity NPD1548 Phase 1
0.7468 Intermediate Similarity NPD4308 Phase 3
0.744 Intermediate Similarity NPD8455 Phase 2
0.7436 Intermediate Similarity NPD1613 Approved
0.7436 Intermediate Similarity NPD943 Approved
0.7436 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7434 Intermediate Similarity NPD3266 Approved
0.7434 Intermediate Similarity NPD3267 Approved
0.7407 Intermediate Similarity NPD2354 Approved
0.7407 Intermediate Similarity NPD3887 Approved
0.7403 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.74 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7394 Intermediate Similarity NPD7435 Discontinued
0.7389 Intermediate Similarity NPD8150 Discontinued
0.7389 Intermediate Similarity NPD4340 Discontinued
0.7386 Intermediate Similarity NPD1019 Discontinued
0.7381 Intermediate Similarity NPD37 Approved
0.7378 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7375 Intermediate Similarity NPD2346 Discontinued
0.7368 Intermediate Similarity NPD7584 Approved
0.7368 Intermediate Similarity NPD6234 Discontinued
0.7365 Intermediate Similarity NPD9545 Approved
0.7353 Intermediate Similarity NPD4966 Approved
0.7353 Intermediate Similarity NPD4967 Phase 2
0.7353 Intermediate Similarity NPD4965 Approved
0.7337 Intermediate Similarity NPD4360 Phase 2
0.7337 Intermediate Similarity NPD4363 Phase 3
0.7333 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7326 Intermediate Similarity NPD6776 Approved
0.7326 Intermediate Similarity NPD6777 Approved
0.7326 Intermediate Similarity NPD6780 Approved
0.7326 Intermediate Similarity NPD6781 Approved
0.7326 Intermediate Similarity NPD6778 Approved
0.7326 Intermediate Similarity NPD6779 Approved
0.7326 Intermediate Similarity NPD6782 Approved
0.7308 Intermediate Similarity NPD1296 Phase 2
0.7303 Intermediate Similarity NPD7685 Pre-registration
0.7301 Intermediate Similarity NPD2309 Approved
0.7292 Intermediate Similarity NPD8151 Discontinued
0.729 Intermediate Similarity NPD4908 Phase 1
0.7273 Intermediate Similarity NPD5647 Approved
0.7273 Intermediate Similarity NPD2798 Approved
0.725 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7244 Intermediate Similarity NPD3027 Phase 3
0.7241 Intermediate Similarity NPD5711 Approved
0.7241 Intermediate Similarity NPD5710 Approved
0.724 Intermediate Similarity NPD7585 Approved
0.7239 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.723 Intermediate Similarity NPD9493 Approved
0.7229 Intermediate Similarity NPD5049 Phase 3
0.7216 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7216 Intermediate Similarity NPD7783 Phase 2
0.7215 Intermediate Similarity NPD4060 Phase 1
0.7215 Intermediate Similarity NPD4307 Phase 2
0.7212 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7205 Intermediate Similarity NPD6099 Approved
0.7205 Intermediate Similarity NPD6100 Approved
0.7202 Intermediate Similarity NPD7458 Discontinued
0.7197 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7197 Intermediate Similarity NPD411 Approved
0.7193 Intermediate Similarity NPD4288 Approved
0.7188 Intermediate Similarity NPD7583 Approved
0.7179 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7178 Intermediate Similarity NPD2654 Approved
0.7176 Intermediate Similarity NPD6844 Discontinued
0.7175 Intermediate Similarity NPD7228 Approved
0.7171 Intermediate Similarity NPD1610 Phase 2
0.7169 Intermediate Similarity NPD4662 Approved
0.7169 Intermediate Similarity NPD4661 Approved
0.7165 Intermediate Similarity NPD7874 Approved
0.7165 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD2355 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD2353 Approved
0.7159 Intermediate Similarity NPD2403 Approved
0.7143 Intermediate Similarity NPD7229 Phase 3
0.7143 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7124 Intermediate Similarity NPD1481 Phase 2
0.7124 Intermediate Similarity NPD1608 Approved
0.712 Intermediate Similarity NPD4287 Approved
0.712 Intermediate Similarity NPD7697 Approved
0.712 Intermediate Similarity NPD7696 Phase 3
0.712 Intermediate Similarity NPD7698 Approved
0.7117 Intermediate Similarity NPD2424 Discontinued
0.7115 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7112 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7112 Intermediate Similarity NPD4361 Phase 2

Structure

External Identifiers

PubChem CID   44412799
ChEMBL   CHEMBL378564
ZINC  

Physicochemical Properties

Molecular Weight:  610.15
ALogP:  -5.7989
MLogP:  2.67
XLogP:  -1.659
# Rotatable Bonds:  25
Polar Surface Area:  281.2
# H-Bond Aceptor:  12
# H-Bond Donor:  10
# Rings:  3
# Heavy Atoms:  43

Download Data

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