Natural Product: NPC261866

Natural Product ID:  NPC261866
Common Name:   5,7,3',5'-Tetrahydroxyflavanone-7-O-Beta-D-Glucopyranoside
IUPAC Name:   2-(3,5-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
Synonyms:  
Molecular Formula:   C21H20O11
Standard InCHIKey:  RQLZFMNYGLUKEJ-QNDFHXLGSA-N
Standard InCHI:  InChI=1S/C21H20O11/c22-7-16-18(27)19(28)20(29)21(32-16)30-11-4-12(25)17-13(26)6-14(31-15(17)5-11)8-1-9(23)3-10(24)2-8/h1-6,16,18-25,27-29H,7H2/t16-,18-,19+,20-,21-/m1/s1
Canonical SMILES:  OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(cc3=O)c2cc(O)cc(c2)O)[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
NPO20289 Dracocephalum tanguticum Species Lamiaceae Eukaryota PMID[20932762]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified EC50 = 9650 nM 12617583
NPT1 Others Radical scavenging activity EC50 = 32000 nM 15026054
NPT2 Others Unspecified EC50 = 415700000 nM 15711537

  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 NPC261866 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
0.9732 High Similarity NPC210003
0.9732 High Similarity NPC39360
0.9732 High Similarity NPC143851
0.9732 High Similarity NPC29763
0.9732 High Similarity NPC83283
0.9673 High Similarity NPC77660
0.9673 High Similarity NPC473043
0.9673 High Similarity NPC189142
0.9669 High Similarity NPC156457
0.9669 High Similarity NPC313163
0.9669 High Similarity NPC197896
0.9669 High Similarity NPC161749
0.9669 High Similarity NPC258035
0.9667 High Similarity NPC95090
0.9667 High Similarity NPC27408
0.961 High Similarity NPC191306
0.961 High Similarity NPC88023
0.961 High Similarity NPC284960
0.961 High Similarity NPC168822
0.961 High Similarity NPC243930
0.961 High Similarity NPC222936
0.961 High Similarity NPC19709
0.961 High Similarity NPC270335
0.961 High Similarity NPC309025
0.9605 High Similarity NPC73511
0.9603 High Similarity NPC203500
0.9603 High Similarity NPC307938
0.9603 High Similarity NPC323593
0.9548 High Similarity NPC240431
0.9548 High Similarity NPC55786
0.9548 High Similarity NPC19388
0.9548 High Similarity NPC277205
0.9548 High Similarity NPC311830
0.9548 High Similarity NPC22832
0.9542 High Similarity NPC110349
0.9539 High Similarity NPC108831
0.9539 High Similarity NPC129827
0.9539 High Similarity NPC122809
0.9539 High Similarity NPC133671
0.9539 High Similarity NPC60966
0.9539 High Similarity NPC54802
0.9539 High Similarity NPC135391
0.9539 High Similarity NPC77672
0.9539 High Similarity NPC197304
0.9539 High Similarity NPC44931
0.9539 High Similarity NPC65003
0.9539 High Similarity NPC473512
0.9539 High Similarity NPC182634
0.9539 High Similarity NPC78263
0.9536 High Similarity NPC72649
0.9536 High Similarity NPC26195
0.9536 High Similarity NPC169248
0.9536 High Similarity NPC97052
0.9536 High Similarity NPC39351
0.9533 High Similarity NPC88484
0.9533 High Similarity NPC121001
0.9533 High Similarity NPC259182
0.9533 High Similarity NPC259767
0.953 High Similarity NPC191154
0.9487 High Similarity NPC281131
0.9487 High Similarity NPC308404
0.9487 High Similarity NPC115674
0.9487 High Similarity NPC276222
0.9487 High Similarity NPC21100
0.9487 High Similarity NPC328940
0.9487 High Similarity NPC253662
0.9487 High Similarity NPC179950
0.9487 High Similarity NPC113968
0.9487 High Similarity NPC274618
0.9487 High Similarity NPC135599
0.9487 High Similarity NPC88789
0.9487 High Similarity NPC8856
0.9487 High Similarity NPC277174
0.9487 High Similarity NPC73855
0.9487 High Similarity NPC197285
0.9487 High Similarity NPC145038
0.9487 High Similarity NPC56077
0.9487 High Similarity NPC210073
0.9487 High Similarity NPC118284
0.9484 High Similarity NPC29830
0.9481 High Similarity NPC182045
0.9481 High Similarity NPC303913
0.9481 High Similarity NPC47923
0.9477 High Similarity NPC41121
0.9477 High Similarity NPC308265
0.9477 High Similarity NPC320283
0.9477 High Similarity NPC472459
0.9477 High Similarity NPC111929
0.9477 High Similarity NPC22062
0.9477 High Similarity NPC138811
0.9477 High Similarity NPC473634
0.9474 High Similarity NPC45165
0.9474 High Similarity NPC206378
0.9474 High Similarity NPC170475
0.947 High Similarity NPC106625
0.9467 High Similarity NPC134819
0.9427 High Similarity NPC52550
0.9427 High Similarity NPC317489
0.9427 High Similarity NPC325555
0.9427 High Similarity NPC84362
0.9427 High Similarity NPC223424
0.9427 High Similarity NPC226304
0.9427 High Similarity NPC265530
0.9427 High Similarity NPC45618
0.9427 High Similarity NPC275454
0.9427 High Similarity NPC58716
0.9427 High Similarity NPC229729
0.9427 High Similarity NPC173637
0.9427 High Similarity NPC127546
0.9427 High Similarity NPC146792
0.9419 High Similarity NPC131745
0.9419 High Similarity NPC44947
0.9419 High Similarity NPC127782
0.9419 High Similarity NPC300537
0.9416 High Similarity NPC471079
0.9416 High Similarity NPC470405
0.9416 High Similarity NPC136761
0.9416 High Similarity NPC187379
0.9416 High Similarity NPC271479
0.9416 High Similarity NPC473623
0.9416 High Similarity NPC304741
0.9416 High Similarity NPC472320
0.9408 High Similarity NPC470605
0.9408 High Similarity NPC470603
0.9408 High Similarity NPC99233
0.9408 High Similarity NPC470604
0.9396 High Similarity NPC199335
0.9367 High Similarity NPC475942
0.9367 High Similarity NPC226294
0.9367 High Similarity NPC469931
0.9367 High Similarity NPC203050
0.9367 High Similarity NPC223747
0.9367 High Similarity NPC120099
0.9367 High Similarity NPC186807
0.9367 High Similarity NPC45638
0.9367 High Similarity NPC93337
0.9367 High Similarity NPC58053
0.9367 High Similarity NPC105025
0.9367 High Similarity NPC219904
0.9367 High Similarity NPC138927
0.9367 High Similarity NPC86008
0.9367 High Similarity NPC259905
0.9367 High Similarity NPC225434
0.9367 High Similarity NPC201292
0.9367 High Similarity NPC227508
0.9367 High Similarity NPC209296
0.9367 High Similarity NPC195257
0.9363 High Similarity NPC70441
0.9363 High Similarity NPC5778
0.9363 High Similarity NPC236934
0.9359 High Similarity NPC88043
0.9359 High Similarity NPC66087
0.9359 High Similarity NPC124155
0.9359 High Similarity NPC179198
0.9359 High Similarity NPC183672
0.9359 High Similarity NPC278419
0.9359 High Similarity NPC257566
0.9355 High Similarity NPC253788
0.9355 High Similarity NPC101636
0.9355 High Similarity NPC477628
0.9355 High Similarity NPC48093
0.9355 High Similarity NPC270675
0.9355 High Similarity NPC249281
0.9355 High Similarity NPC259957
0.9355 High Similarity NPC473438
0.9355 High Similarity NPC297987
0.9355 High Similarity NPC129217
0.9355 High Similarity NPC265885
0.9355 High Similarity NPC195685
0.9355 High Similarity NPC476215
0.9355 High Similarity NPC159579
0.9355 High Similarity NPC276377
0.9355 High Similarity NPC139320
0.9355 High Similarity NPC282169
0.9355 High Similarity NPC246943
0.9355 High Similarity NPC181465
0.9355 High Similarity NPC163242
0.9355 High Similarity NPC215710
0.9355 High Similarity NPC210961
0.9355 High Similarity NPC135846
0.9355 High Similarity NPC116458
0.9355 High Similarity NPC472994
0.9355 High Similarity NPC216496
0.9355 High Similarity NPC173582
0.9355 High Similarity NPC64305
0.9355 High Similarity NPC224530
0.9355 High Similarity NPC477629
0.9355 High Similarity NPC85707
0.9355 High Similarity NPC470125
0.9355 High Similarity NPC170052
0.9351 High Similarity NPC43761
0.9346 High Similarity NPC473657
0.9346 High Similarity NPC265480
0.9346 High Similarity NPC127406
0.9346 High Similarity NPC295613
0.9346 High Similarity NPC149368
0.9342 High Similarity NPC268950
0.9342 High Similarity NPC87304
0.9342 High Similarity NPC211158
0.9342 High Similarity NPC78021

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC261866 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
0.9669 High Similarity NPD4381 Clinical (unspecified phase)
0.9367 High Similarity NPD7054 Approved
0.9308 High Similarity NPD7472 Approved
0.925 High Similarity NPD6797 Phase 2
0.9193 High Similarity NPD7251 Discontinued
0.9187 High Similarity NPD7074 Phase 3
0.9182 High Similarity NPD3818 Discontinued
0.9136 High Similarity NPD7808 Phase 3
0.9136 High Similarity NPD4338 Clinical (unspecified phase)
0.9125 High Similarity NPD7804 Clinical (unspecified phase)
0.902 High Similarity NPD4380 Phase 2
0.8782 High Similarity NPD1934 Approved
0.8727 High Similarity NPD6559 Discontinued
0.8726 High Similarity NPD2393 Clinical (unspecified phase)
0.8704 High Similarity NPD6167 Clinical (unspecified phase)
0.8704 High Similarity NPD6166 Phase 2
0.8704 High Similarity NPD6168 Clinical (unspecified phase)
0.8627 High Similarity NPD1511 Approved
0.8616 High Similarity NPD4868 Clinical (unspecified phase)
0.8608 High Similarity NPD2801 Approved
0.86 High Similarity NPD1550 Clinical (unspecified phase)
0.86 High Similarity NPD1552 Clinical (unspecified phase)
0.8562 High Similarity NPD7075 Discontinued
0.8553 High Similarity NPD3817 Phase 2
0.8553 High Similarity NPD5402 Approved
0.8543 High Similarity NPD1549 Phase 2
0.8516 High Similarity NPD1512 Approved
0.8462 Intermediate Similarity NPD5403 Approved
0.8452 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8428 Intermediate Similarity NPD6801 Discontinued
0.8375 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8344 Intermediate Similarity NPD1510 Phase 2
0.8333 Intermediate Similarity NPD5401 Approved
0.8323 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8293 Intermediate Similarity NPD6959 Discontinued
0.8289 Intermediate Similarity NPD2796 Approved
0.8272 Intermediate Similarity NPD3882 Suspended
0.8269 Intermediate Similarity NPD6799 Approved
0.8261 Intermediate Similarity NPD7819 Suspended
0.825 Intermediate Similarity NPD7411 Suspended
0.8225 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.8217 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.8081 Intermediate Similarity NPD8312 Approved
0.8081 Intermediate Similarity NPD8313 Approved
0.8068 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.8065 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8063 Intermediate Similarity NPD1653 Approved
0.8047 Intermediate Similarity NPD3751 Discontinued
0.8024 Intermediate Similarity NPD3787 Discontinued
0.8012 Intermediate Similarity NPD5494 Approved
0.7963 Intermediate Similarity NPD6599 Discontinued
0.7962 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7962 Intermediate Similarity NPD3750 Approved
0.7961 Intermediate Similarity NPD1240 Approved
0.7929 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7927 Intermediate Similarity NPD1465 Phase 2
0.7895 Intermediate Similarity NPD5844 Phase 1
0.7892 Intermediate Similarity NPD7584 Approved
0.7857 Intermediate Similarity NPD1607 Approved
0.7821 Intermediate Similarity NPD1551 Phase 2
0.7818 Intermediate Similarity NPD8455 Phase 2
0.7811 Intermediate Similarity NPD6232 Discontinued
0.7784 Intermediate Similarity NPD3749 Approved
0.7778 Intermediate Similarity NPD7473 Discontinued
0.7778 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.776 Intermediate Similarity NPD6780 Approved
0.776 Intermediate Similarity NPD6782 Approved
0.776 Intermediate Similarity NPD6776 Approved
0.776 Intermediate Similarity NPD6781 Approved
0.776 Intermediate Similarity NPD6778 Approved
0.776 Intermediate Similarity NPD6779 Approved
0.776 Intermediate Similarity NPD6777 Approved
0.7759 Intermediate Similarity NPD7685 Pre-registration
0.7751 Intermediate Similarity NPD7199 Phase 2
0.7736 Intermediate Similarity NPD4628 Phase 3
0.7733 Intermediate Similarity NPD7228 Approved
0.7727 Intermediate Similarity NPD1613 Approved
0.7727 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7725 Intermediate Similarity NPD7768 Phase 2
0.7713 Intermediate Similarity NPD8151 Discontinued
0.7712 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7654 Intermediate Similarity NPD2534 Approved
0.7654 Intermediate Similarity NPD2532 Approved
0.7654 Intermediate Similarity NPD2533 Approved
0.7651 Intermediate Similarity NPD37 Approved
0.7643 Intermediate Similarity NPD3748 Approved
0.7634 Intermediate Similarity NPD7435 Discontinued
0.7633 Intermediate Similarity NPD6234 Discontinued
0.7619 Intermediate Similarity NPD4967 Phase 2
0.7619 Intermediate Similarity NPD4965 Approved
0.7619 Intermediate Similarity NPD4966 Approved
0.7595 Intermediate Similarity NPD2935 Discontinued
0.7584 Intermediate Similarity NPD1091 Approved
0.7562 Intermediate Similarity NPD2800 Approved
0.7562 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7558 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7547 Intermediate Similarity NPD7266 Discontinued
0.7546 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.754 Intermediate Similarity NPD7697 Approved
0.754 Intermediate Similarity NPD7696 Phase 3
0.754 Intermediate Similarity NPD7698 Approved
0.7539 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7539 Intermediate Similarity NPD7783 Phase 2
0.7516 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD943 Approved
0.75 Intermediate Similarity NPD7870 Phase 2
0.75 Intermediate Similarity NPD7871 Phase 2
0.7487 Intermediate Similarity NPD6823 Phase 2
0.7486 Intermediate Similarity NPD6534 Approved
0.7486 Intermediate Similarity NPD6535 Approved
0.7485 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7484 Intermediate Similarity NPD6100 Approved
0.7484 Intermediate Similarity NPD6099 Approved
0.7474 Intermediate Similarity NPD7701 Phase 2
0.7474 Intermediate Similarity NPD7585 Approved
0.7468 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7459 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7455 Intermediate Similarity NPD920 Approved
0.7453 Intermediate Similarity NPD1243 Approved
0.7452 Intermediate Similarity NPD1933 Approved
0.7452 Intermediate Similarity NPD230 Phase 1
0.7439 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7427 Intermediate Similarity NPD919 Approved
0.7423 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7421 Intermediate Similarity NPD7583 Approved
0.7421 Intermediate Similarity NPD7033 Discontinued
0.7416 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7405 Intermediate Similarity NPD6651 Approved
0.7401 Intermediate Similarity NPD5953 Discontinued
0.7396 Intermediate Similarity NPD7874 Approved
0.7396 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD4360 Phase 2
0.7391 Intermediate Similarity NPD4363 Phase 3
0.7389 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7386 Intermediate Similarity NPD1203 Approved
0.7378 Intermediate Similarity NPD7390 Discontinued
0.7372 Intermediate Similarity NPD2313 Discontinued
0.7366 Intermediate Similarity NPD7699 Phase 2
0.7366 Intermediate Similarity NPD7700 Phase 2
0.7365 Intermediate Similarity NPD3226 Approved
0.7365 Intermediate Similarity NPD7458 Discontinued
0.7362 Intermediate Similarity NPD6190 Approved
0.736 Intermediate Similarity NPD7240 Approved
0.7358 Intermediate Similarity NPD7801 Approved
0.7356 Intermediate Similarity NPD3926 Phase 2
0.7355 Intermediate Similarity NPD6832 Phase 2
0.7355 Intermediate Similarity NPD4908 Phase 1
0.7351 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7346 Intermediate Similarity NPD1652 Phase 2
0.7341 Intermediate Similarity NPD1247 Approved
0.7338 Intermediate Similarity NPD2798 Approved
0.7337 Intermediate Similarity NPD6844 Discontinued
0.7315 Intermediate Similarity NPD1548 Phase 1
0.7308 Intermediate Similarity NPD3027 Phase 3
0.7301 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7288 Intermediate Similarity NPD7286 Phase 2
0.7262 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7261 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7243 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.7243 Intermediate Similarity NPD6213 Phase 3
0.7243 Intermediate Similarity NPD6212 Phase 3
0.7237 Intermediate Similarity NPD1610 Phase 2
0.7233 Intermediate Similarity NPD447 Suspended
0.7233 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7233 Intermediate Similarity NPD5124 Phase 1
0.7233 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7225 Intermediate Similarity NPD8319 Approved
0.7225 Intermediate Similarity NPD8320 Phase 1
0.7222 Intermediate Similarity NPD2346 Discontinued
0.7222 Intermediate Similarity NPD2344 Approved
0.7216 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7208 Intermediate Similarity NPD3225 Approved
0.7205 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7205 Intermediate Similarity NPD2799 Discontinued
0.72 Intermediate Similarity NPD5711 Approved
0.72 Intermediate Similarity NPD5710 Approved
0.7158 Intermediate Similarity NPD8150 Discontinued
0.7158 Intermediate Similarity NPD8434 Phase 2
0.7152 Intermediate Similarity NPD3268 Approved
0.7152 Intermediate Similarity NPD6798 Discontinued
0.7134 Intermediate Similarity NPD6674 Discontinued
0.7124 Intermediate Similarity NPD422 Phase 1
0.7107 Intermediate Similarity NPD6233 Phase 2
0.7105 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7099 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7078 Intermediate Similarity NPD9717 Approved
0.7076 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7071 Intermediate Similarity NPD7930 Approved
0.707 Intermediate Similarity NPD2861 Phase 2
0.7052 Intermediate Similarity NPD4288 Approved
0.7051 Intermediate Similarity NPD2797 Approved
0.7048 Intermediate Similarity NPD2309 Approved
0.703 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.703 Intermediate Similarity NPD2654 Approved
0.7019 Intermediate Similarity NPD6355 Discontinued
0.6994 Remote Similarity NPD4308 Phase 3
0.6984 Remote Similarity NPD4362 Clinical (unspecified phase)
0.6984 Remote Similarity NPD4361 Phase 2
0.697 Remote Similarity NPD2424 Discontinued

Structure

External Identifiers

PubChem CID   52949179
ChEMBL   CHEMBL1271981
ZINC  

Physicochemical Properties

Molecular Weight:  448.10
ALogP:  -4.0917
MLogP:  2.56
XLogP:  -0.504
# Rotatable Bonds:  11
Polar Surface Area:  186.37
# H-Bond Aceptor:  6
# H-Bond Donor:  7
# Rings:  4
# Heavy Atoms:  32

Download Data

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