Natural Product: NPC473438

Natural Product ID:  NPC473438
Common Name:   5,7-Dihydroxy-2-(4-Hydroxyphenyl)-3-[(2R,3R,4R,5R,6R)-3,4,5-Trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-Trihydroxy-6-Methyloxan-2-Yl]Oxymethyl]Oxan-2-Yl]Oxychromen-4-One
IUPAC Name:   5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2R,3R,4R,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
Synonyms:  
Molecular Formula:   C27H30O15
Standard InCHIKey:  RTATXGUCZHCSNG-OJFBAOHTSA-N
Standard InCHI:  InChI=1S/C27H30O15/c1-9-17(31)20(34)22(36)26(39-9)38-8-15-18(32)21(35)23(37)27(41-15)42-25-19(33)16-13(30)6-12(29)7-14(16)40-24(25)10-2-4-11(28)5-3-10/h2-7,9,15,17-18,20-23,26-32,34-37H,8H2,1H3/t9-,15+,17-,18-,20+,21+,22+,23+,26+,27+/m0/s1
Canonical SMILES:  Oc1ccc(cc1)c1oc2cc(O)cc(c2c(=O)c1O[C@H]1O[C@H](CO[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)[C@@H]([C@H]([C@H]1O)O)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
NPO33513 hydrangeae dulcis folium Species NA NA PMID[11549443]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Activity = 30.5 ug/ml 25946116
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Activity = 49.1 ug/ml 25946116
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Activity = 60.1 ug/ml 25946116
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Activity = 50.9 ug/ml 25946116

  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 NPC473438 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 NPC246943
1.0 High Similarity NPC173582
1.0 High Similarity NPC163242
1.0 High Similarity NPC476215
1.0 High Similarity NPC276377
1.0 High Similarity NPC249281
1.0 High Similarity NPC139320
1.0 High Similarity NPC116458
1.0 High Similarity NPC181465
1.0 High Similarity NPC265885
1.0 High Similarity NPC253788
1.0 High Similarity NPC215710
0.9935 High Similarity NPC240306
0.9934 High Similarity NPC471079
0.9934 High Similarity NPC304741
0.9934 High Similarity NPC187379
0.9934 High Similarity NPC470405
0.9869 High Similarity NPC64305
0.9869 High Similarity NPC170052
0.9869 High Similarity NPC135846
0.9869 High Similarity NPC297987
0.9868 High Similarity NPC111929
0.9868 High Similarity NPC41121
0.9868 High Similarity NPC320283
0.9868 High Similarity NPC472459
0.9804 High Similarity NPC153342
0.9804 High Similarity NPC136761
0.9803 High Similarity NPC129827
0.9803 High Similarity NPC135391
0.9803 High Similarity NPC182634
0.9803 High Similarity NPC77672
0.9803 High Similarity NPC65003
0.9803 High Similarity NPC473512
0.9803 High Similarity NPC133671
0.9803 High Similarity NPC54802
0.9803 High Similarity NPC108831
0.9803 High Similarity NPC197304
0.9803 High Similarity NPC44931
0.9803 High Similarity NPC78263
0.9744 High Similarity NPC477613
0.9744 High Similarity NPC142142
0.9744 High Similarity NPC476470
0.9744 High Similarity NPC64425
0.9744 High Similarity NPC189564
0.9744 High Similarity NPC221342
0.9744 High Similarity NPC256188
0.9744 High Similarity NPC203145
0.9744 High Similarity NPC186816
0.9744 High Similarity NPC11432
0.9744 High Similarity NPC32641
0.9744 High Similarity NPC12013
0.974 High Similarity NPC224530
0.974 High Similarity NPC216496
0.974 High Similarity NPC470125
0.974 High Similarity NPC129217
0.974 High Similarity NPC85707
0.974 High Similarity NPC159579
0.974 High Similarity NPC259957
0.974 High Similarity NPC48093
0.9739 High Similarity NPC138811
0.9739 High Similarity NPC473634
0.9739 High Similarity NPC22062
0.9737 High Similarity NPC323593
0.9737 High Similarity NPC203500
0.9737 High Similarity NPC307938
0.9679 High Similarity NPC76831
0.9679 High Similarity NPC135358
0.9679 High Similarity NPC292929
0.9679 High Similarity NPC287889
0.9679 High Similarity NPC289667
0.9677 High Similarity NPC150164
0.9677 High Similarity NPC27942
0.9675 High Similarity NPC473623
0.9671 High Similarity NPC27408
0.9671 High Similarity NPC95090
0.962 High Similarity NPC5319
0.9615 High Similarity NPC66087
0.9615 High Similarity NPC278419
0.9615 High Similarity NPC179198
0.9615 High Similarity NPC121703
0.9613 High Similarity NPC282169
0.9613 High Similarity NPC101636
0.9613 High Similarity NPC303913
0.961 High Similarity NPC104677
0.9608 High Similarity NPC295613
0.9608 High Similarity NPC473657
0.9608 High Similarity NPC206378
0.9605 High Similarity NPC143851
0.9605 High Similarity NPC83283
0.9605 High Similarity NPC210003
0.9605 High Similarity NPC39360
0.9605 High Similarity NPC29763
0.956 High Similarity NPC209550
0.956 High Similarity NPC95866
0.956 High Similarity NPC138990
0.956 High Similarity NPC277532
0.956 High Similarity NPC175429
0.9554 High Similarity NPC129264
0.9554 High Similarity NPC85751
0.9554 High Similarity NPC19240
0.9554 High Similarity NPC139060
0.9554 High Similarity NPC72016
0.9554 High Similarity NPC205824
0.9551 High Similarity NPC298171
0.9551 High Similarity NPC131745
0.9551 High Similarity NPC244875
0.9551 High Similarity NPC259834
0.9551 High Similarity NPC475382
0.9551 High Similarity NPC44947
0.9548 High Similarity NPC142860
0.9548 High Similarity NPC97285
0.9548 High Similarity NPC246469
0.9548 High Similarity NPC271270
0.9545 High Similarity NPC60966
0.9545 High Similarity NPC288084
0.9545 High Similarity NPC6985
0.9542 High Similarity NPC26195
0.9542 High Similarity NPC39351
0.9542 High Similarity NPC72649
0.9542 High Similarity NPC97052
0.9542 High Similarity NPC169248
0.95 High Similarity NPC474522
0.95 High Similarity NPC33054
0.95 High Similarity NPC176740
0.95 High Similarity NPC203259
0.95 High Similarity NPC471748
0.95 High Similarity NPC134532
0.95 High Similarity NPC471725
0.95 High Similarity NPC155877
0.949 High Similarity NPC124155
0.949 High Similarity NPC183672
0.949 High Similarity NPC311850
0.949 High Similarity NPC80068
0.949 High Similarity NPC257566
0.949 High Similarity NPC473644
0.9487 High Similarity NPC47923
0.9484 High Similarity NPC73511
0.9481 High Similarity NPC170475
0.9477 High Similarity NPC106625
0.9437 High Similarity NPC164704
0.9437 High Similarity NPC254855
0.9437 High Similarity NPC470712
0.9437 High Similarity NPC136042
0.9437 High Similarity NPC29958
0.9437 High Similarity NPC259896
0.9437 High Similarity NPC156869
0.9437 High Similarity NPC67326
0.9437 High Similarity NPC255157
0.9437 High Similarity NPC67105
0.9434 High Similarity NPC173637
0.9434 High Similarity NPC127546
0.9434 High Similarity NPC52550
0.9434 High Similarity NPC317489
0.9434 High Similarity NPC84362
0.9434 High Similarity NPC223424
0.9427 High Similarity NPC190450
0.9419 High Similarity NPC122809
0.9419 High Similarity NPC258035
0.9419 High Similarity NPC156457
0.9419 High Similarity NPC161749
0.9419 High Similarity NPC197896
0.9419 High Similarity NPC313163
0.9416 High Similarity NPC99233
0.9412 High Similarity NPC88484
0.9412 High Similarity NPC259182
0.9412 High Similarity NPC259767
0.9412 High Similarity NPC121001
0.9408 High Similarity NPC191154
0.9383 High Similarity NPC473327
0.9383 High Similarity NPC294629
0.9383 High Similarity NPC16194
0.9383 High Similarity NPC220173
0.9383 High Similarity NPC476472
0.9383 High Similarity NPC294815
0.9383 High Similarity NPC19108
0.9379 High Similarity NPC221288
0.9379 High Similarity NPC26230
0.9379 High Similarity NPC470716
0.9379 High Similarity NPC470714
0.9379 High Similarity NPC470715
0.9379 High Similarity NPC217822
0.9379 High Similarity NPC101399
0.9379 High Similarity NPC60735
0.9379 High Similarity NPC11847
0.9375 High Similarity NPC227508
0.9375 High Similarity NPC225434
0.9375 High Similarity NPC52382
0.9375 High Similarity NPC120099
0.9375 High Similarity NPC219904
0.9375 High Similarity NPC223747
0.9375 High Similarity NPC203050
0.9375 High Similarity NPC270578
0.9371 High Similarity NPC308404
0.9371 High Similarity NPC276222
0.9371 High Similarity NPC262222
0.9371 High Similarity NPC179950
0.9371 High Similarity NPC145038
0.9371 High Similarity NPC115674
0.9371 High Similarity NPC68592
0.9371 High Similarity NPC113968

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC473438 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
0.962 High Similarity NPD7804 Clinical (unspecified phase)
0.95 High Similarity NPD6797 Phase 2
0.9441 High Similarity NPD7251 Discontinued
0.9419 High Similarity NPD4381 Clinical (unspecified phase)
0.9383 High Similarity NPD7808 Phase 3
0.9255 High Similarity NPD7054 Approved
0.9198 High Similarity NPD7472 Approved
0.908 High Similarity NPD7074 Phase 3
0.903 High Similarity NPD4338 Clinical (unspecified phase)
0.8834 High Similarity NPD6166 Phase 2
0.8834 High Similarity NPD6168 Clinical (unspecified phase)
0.8834 High Similarity NPD6167 Clinical (unspecified phase)
0.8812 High Similarity NPD7075 Discontinued
0.8797 High Similarity NPD6801 Discontinued
0.879 High Similarity NPD4380 Phase 2
0.8727 High Similarity NPD3818 Discontinued
0.8718 High Similarity NPD5403 Approved
0.8645 High Similarity NPD6799 Approved
0.8625 High Similarity NPD7096 Clinical (unspecified phase)
0.859 High Similarity NPD5401 Approved
0.859 High Similarity NPD4378 Clinical (unspecified phase)
0.8571 High Similarity NPD3817 Phase 2
0.8497 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8497 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8457 Intermediate Similarity NPD5402 Approved
0.8447 Intermediate Similarity NPD1934 Approved
0.8442 Intermediate Similarity NPD1549 Phase 2
0.8412 Intermediate Similarity NPD6559 Discontinued
0.8395 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8323 Intermediate Similarity NPD6599 Discontinued
0.8302 Intermediate Similarity NPD1512 Approved
0.8293 Intermediate Similarity NPD3882 Suspended
0.8282 Intermediate Similarity NPD2801 Approved
0.8272 Intermediate Similarity NPD7411 Suspended
0.8239 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.8232 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8194 Intermediate Similarity NPD2796 Approved
0.8192 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.8176 Intermediate Similarity NPD1511 Approved
0.814 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.8129 Intermediate Similarity NPD1510 Phase 2
0.8095 Intermediate Similarity NPD6959 Discontinued
0.8072 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.807 Intermediate Similarity NPD3751 Discontinued
0.8047 Intermediate Similarity NPD3787 Discontinued
0.7987 Intermediate Similarity NPD1240 Approved
0.7953 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7952 Intermediate Similarity NPD7819 Suspended
0.7898 Intermediate Similarity NPD8312 Approved
0.7898 Intermediate Similarity NPD8313 Approved
0.7885 Intermediate Similarity NPD1607 Approved
0.7875 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7844 Intermediate Similarity NPD8455 Phase 2
0.7824 Intermediate Similarity NPD5494 Approved
0.7819 Intermediate Similarity NPD7584 Approved
0.7814 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7784 Intermediate Similarity NPD6777 Approved
0.7784 Intermediate Similarity NPD6780 Approved
0.7784 Intermediate Similarity NPD6779 Approved
0.7784 Intermediate Similarity NPD6782 Approved
0.7784 Intermediate Similarity NPD6781 Approved
0.7784 Intermediate Similarity NPD6776 Approved
0.7784 Intermediate Similarity NPD6778 Approved
0.7764 Intermediate Similarity NPD3750 Approved
0.7754 Intermediate Similarity NPD7435 Discontinued
0.7742 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.766 Intermediate Similarity NPD7698 Approved
0.766 Intermediate Similarity NPD7696 Phase 3
0.766 Intermediate Similarity NPD7697 Approved
0.7654 Intermediate Similarity NPD4628 Phase 3
0.7651 Intermediate Similarity NPD1653 Approved
0.7647 Intermediate Similarity NPD7768 Phase 2
0.764 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7625 Intermediate Similarity NPD1551 Phase 2
0.7614 Intermediate Similarity NPD5844 Phase 1
0.7602 Intermediate Similarity NPD3749 Approved
0.7593 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7592 Intermediate Similarity NPD7701 Phase 2
0.7586 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7557 Intermediate Similarity NPD7228 Approved
0.7552 Intermediate Similarity NPD8151 Discontinued
0.7543 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7529 Intermediate Similarity NPD6232 Discontinued
0.7529 Intermediate Similarity NPD1465 Phase 2
0.7526 Intermediate Similarity NPD7870 Phase 2
0.7526 Intermediate Similarity NPD7871 Phase 2
0.7516 Intermediate Similarity NPD6798 Discontinued
0.7514 Intermediate Similarity NPD6535 Approved
0.7514 Intermediate Similarity NPD6534 Approved
0.7513 Intermediate Similarity NPD7874 Approved
0.7513 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD1091 Approved
0.75 Intermediate Similarity NPD7473 Discontinued
0.7487 Intermediate Similarity NPD7699 Phase 2
0.7487 Intermediate Similarity NPD7700 Phase 2
0.7486 Intermediate Similarity NPD7685 Pre-registration
0.7485 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7484 Intermediate Similarity NPD1933 Approved
0.7474 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7474 Intermediate Similarity NPD7783 Phase 2
0.7471 Intermediate Similarity NPD7199 Phase 2
0.7468 Intermediate Similarity NPD6233 Phase 2
0.7457 Intermediate Similarity NPD919 Approved
0.7453 Intermediate Similarity NPD3748 Approved
0.7453 Intermediate Similarity NPD7033 Discontinued
0.7435 Intermediate Similarity NPD8319 Approved
0.7435 Intermediate Similarity NPD8320 Phase 1
0.7409 Intermediate Similarity NPD7585 Approved
0.7396 Intermediate Similarity NPD7458 Discontinued
0.7389 Intermediate Similarity NPD6832 Phase 2
0.7385 Intermediate Similarity NPD7801 Approved
0.7381 Intermediate Similarity NPD920 Approved
0.7378 Intermediate Similarity NPD1652 Phase 2
0.7378 Intermediate Similarity NPD2800 Approved
0.7371 Intermediate Similarity NPD1247 Approved
0.7362 Intermediate Similarity NPD7266 Discontinued
0.7358 Intermediate Similarity NPD7583 Approved
0.7348 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD5953 Discontinued
0.733 Intermediate Similarity NPD6823 Phase 2
0.7329 Intermediate Similarity NPD6651 Approved
0.7326 Intermediate Similarity NPD4363 Phase 3
0.7326 Intermediate Similarity NPD4360 Phase 2
0.7322 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7318 Intermediate Similarity NPD7286 Phase 2
0.7312 Intermediate Similarity NPD1613 Approved
0.7312 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD1203 Approved
0.7301 Intermediate Similarity NPD2935 Discontinued
0.7297 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7289 Intermediate Similarity NPD6190 Approved
0.7288 Intermediate Similarity NPD3926 Phase 2
0.7278 Intermediate Similarity NPD4908 Phase 1
0.7273 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD1243 Approved
0.7267 Intermediate Similarity NPD6355 Discontinued
0.7267 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD5124 Phase 1
0.7267 Intermediate Similarity NPD37 Approved
0.7262 Intermediate Similarity NPD2534 Approved
0.7262 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7262 Intermediate Similarity NPD2532 Approved
0.7262 Intermediate Similarity NPD2533 Approved
0.7261 Intermediate Similarity NPD2798 Approved
0.7257 Intermediate Similarity NPD6234 Discontinued
0.7246 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD4965 Approved
0.7241 Intermediate Similarity NPD4966 Approved
0.7241 Intermediate Similarity NPD4967 Phase 2
0.7237 Intermediate Similarity NPD1548 Phase 1
0.7202 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7198 Intermediate Similarity NPD7240 Approved
0.7189 Intermediate Similarity NPD8150 Discontinued
0.7189 Intermediate Similarity NPD8434 Phase 2
0.7188 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD2313 Discontinued
0.7188 Intermediate Similarity NPD3268 Approved
0.7161 Intermediate Similarity NPD422 Phase 1
0.716 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD2344 Approved
0.7143 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD4062 Phase 3
0.7134 Intermediate Similarity NPD3225 Approved
0.7134 Intermediate Similarity NPD2799 Discontinued
0.7115 Intermediate Similarity NPD9717 Approved
0.711 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7101 Intermediate Similarity NPD7390 Discontinued
0.7099 Intermediate Similarity NPD943 Approved
0.7093 Intermediate Similarity NPD3226 Approved
0.7091 Intermediate Similarity NPD6100 Approved
0.7091 Intermediate Similarity NPD6099 Approved
0.709 Intermediate Similarity NPD6213 Phase 3
0.709 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.709 Intermediate Similarity NPD6212 Phase 3
0.7089 Intermediate Similarity NPD2797 Approved
0.7083 Intermediate Similarity NPD3887 Approved
0.7083 Intermediate Similarity NPD2354 Approved
0.7073 Intermediate Similarity NPD7097 Phase 1
0.7069 Intermediate Similarity NPD6844 Discontinued
0.7063 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD4340 Discontinued
0.7055 Intermediate Similarity NPD230 Phase 1
0.7051 Intermediate Similarity NPD1610 Phase 2
0.7019 Intermediate Similarity NPD3027 Phase 3
0.7 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.6982 Remote Similarity NPD2309 Approved
0.6964 Remote Similarity NPD2654 Approved
0.6961 Remote Similarity NPD2403 Approved
0.6959 Remote Similarity NPD4661 Approved
0.6959 Remote Similarity NPD4662 Approved
0.6954 Remote Similarity NPD7211 Clinical (unspecified phase)
0.6951 Remote Similarity NPD447 Suspended
0.6951 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6946 Remote Similarity NPD2346 Discontinued
0.6928 Remote Similarity NPD651 Clinical (unspecified phase)
0.6928 Remote Similarity NPD4308 Phase 3
0.6927 Remote Similarity NPD4362 Clinical (unspecified phase)
0.6927 Remote Similarity NPD4361 Phase 2
0.6923 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6919 Remote Similarity NPD5049 Phase 3

Structure

External Identifiers

PubChem CID   44460580
ChEMBL   CHEMBL431610
ZINC  

Physicochemical Properties

Molecular Weight:  594.16
ALogP:  -5.6787
MLogP:  2.78
XLogP:  -0.654
# Rotatable Bonds:  16
Polar Surface Area:  245.29
# H-Bond Aceptor:  11
# H-Bond Donor:  9
# Rings:  5
# Heavy Atoms:  42

Download Data

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Biological Activities  
Similar NPs/Drugs