Natural Product: NPC469758

Natural Product ID:  NPC469758
Common Name:   4',7-Di-O-Methyl Naringenin
IUPAC Name:   (2S)-7-acetyl-5-hydroxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one
Synonyms:  
Molecular Formula:   C18H16O5
Standard InCHIKey:  KHXZCJPKCAEZQD-INIZCTEOSA-N
Standard InCHI:  InChI=1S/C18H16O5/c1-10(19)12-7-14(20)18-15(21)9-16(23-17(18)8-12)11-3-5-13(22-2)6-4-11/h3-8,16,20H,9H2,1-2H3/t16-/m0/s1
Canonical SMILES:  COc1ccc(cc1)[C@@H]1CC(=O)c2c(O1)cc(cc2O)C(=O)C
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
NPO23852 Cryptocarya obovata Species Lauraceae Eukaryota PMID[20558060]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT471 Organism Trypanosoma brucei brucei Trypanosoma brucei brucei Inhibition = 64.3 % 19581457
NPT71 Cell Line HEK293 Homo sapiens IC50 > 83000 nM 19581457

  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 NPC469758 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
0.9928 High Similarity NPC469764
0.9577 High Similarity NPC196114
0.9441 High Similarity NPC130176
0.9441 High Similarity NPC99454
0.9379 High Similarity NPC474052
0.9366 High Similarity NPC73028
0.9362 High Similarity NPC188243
0.9362 High Similarity NPC6407
0.9362 High Similarity NPC110228
0.9306 High Similarity NPC187282
0.9306 High Similarity NPC290133
0.9306 High Similarity NPC24136
0.9306 High Similarity NPC299011
0.9301 High Similarity NPC257097
0.9301 High Similarity NPC143896
0.9301 High Similarity NPC91560
0.9301 High Similarity NPC75049
0.9301 High Similarity NPC221432
0.9301 High Similarity NPC164980
0.9301 High Similarity NPC149026
0.9301 High Similarity NPC169591
0.9301 High Similarity NPC39329
0.9301 High Similarity NPC68104
0.9301 High Similarity NPC310130
0.9301 High Similarity NPC150408
0.9301 High Similarity NPC175504
0.9291 High Similarity NPC274784
0.9291 High Similarity NPC20709
0.9291 High Similarity NPC140890
0.9291 High Similarity NPC225153
0.9291 High Similarity NPC150648
0.9291 High Similarity NPC329203
0.9291 High Similarity NPC310135
0.9291 High Similarity NPC265871
0.9291 High Similarity NPC222342
0.9257 High Similarity NPC135522
0.9252 High Similarity NPC72958
0.9252 High Similarity NPC232645
0.9247 High Similarity NPC266499
0.9236 High Similarity NPC473013
0.9236 High Similarity NPC303185
0.9236 High Similarity NPC236766
0.9236 High Similarity NPC311144
0.9236 High Similarity NPC473015
0.9236 High Similarity NPC184649
0.9236 High Similarity NPC197252
0.9236 High Similarity NPC209040
0.9231 High Similarity NPC220998
0.9231 High Similarity NPC166934
0.9231 High Similarity NPC76372
0.9231 High Similarity NPC227579
0.9231 High Similarity NPC324134
0.9231 High Similarity NPC223500
0.9231 High Similarity NPC1089
0.9231 High Similarity NPC1534
0.9231 High Similarity NPC37496
0.9231 High Similarity NPC32739
0.9231 High Similarity NPC202981
0.9231 High Similarity NPC40833
0.9231 High Similarity NPC324436
0.9231 High Similarity NPC76338
0.9231 High Similarity NPC306829
0.9231 High Similarity NPC194432
0.9231 High Similarity NPC125855
0.9231 High Similarity NPC265040
0.9231 High Similarity NPC296917
0.9231 High Similarity NPC66515
0.9231 High Similarity NPC161506
0.9231 High Similarity NPC228504
0.9231 High Similarity NPC148757
0.9231 High Similarity NPC78
0.9231 High Similarity NPC166482
0.9231 High Similarity NPC10937
0.9231 High Similarity NPC328164
0.9231 High Similarity NPC177354
0.9231 High Similarity NPC64915
0.9231 High Similarity NPC182852
0.9231 High Similarity NPC167624
0.9231 High Similarity NPC107572
0.9225 High Similarity NPC76445
0.9225 High Similarity NPC284550
0.9225 High Similarity NPC171094
0.9225 High Similarity NPC145673
0.9225 High Similarity NPC129853
0.9225 High Similarity NPC182421
0.922 High Similarity NPC329225
0.922 High Similarity NPC188947
0.922 High Similarity NPC99333
0.922 High Similarity NPC147686
0.922 High Similarity NPC124269
0.922 High Similarity NPC280284
0.922 High Similarity NPC472460
0.9189 High Similarity NPC154683
0.9189 High Similarity NPC40356
0.9189 High Similarity NPC474843
0.9189 High Similarity NPC87708
0.9184 High Similarity NPC472633
0.9178 High Similarity NPC186397
0.9178 High Similarity NPC39195
0.9178 High Similarity NPC37135
0.9172 High Similarity NPC472629
0.9167 High Similarity NPC113770
0.9167 High Similarity NPC478086
0.9167 High Similarity NPC166138
0.9167 High Similarity NPC107177
0.9167 High Similarity NPC18585
0.9167 High Similarity NPC85162
0.9167 High Similarity NPC77794
0.9167 High Similarity NPC185276
0.9167 High Similarity NPC106985
0.9167 High Similarity NPC81697
0.9167 High Similarity NPC316816
0.9167 High Similarity NPC214166
0.9167 High Similarity NPC278249
0.9167 High Similarity NPC125894
0.9167 High Similarity NPC223812
0.9161 High Similarity NPC3188
0.9161 High Similarity NPC213322
0.9161 High Similarity NPC258630
0.9161 High Similarity NPC312391
0.9161 High Similarity NPC156190
0.9161 High Similarity NPC279650
0.9161 High Similarity NPC248372
0.9161 High Similarity NPC110038
0.9161 High Similarity NPC96408
0.9161 High Similarity NPC166689
0.9161 High Similarity NPC17170
0.9161 High Similarity NPC4743
0.9161 High Similarity NPC324386
0.9155 High Similarity NPC261234
0.9155 High Similarity NPC109232
0.9149 High Similarity NPC84585
0.9149 High Similarity NPC287246
0.9149 High Similarity NPC79943
0.9149 High Similarity NPC13768
0.9149 High Similarity NPC476480
0.9149 High Similarity NPC12296
0.9149 High Similarity NPC32441
0.9149 High Similarity NPC290291
0.9149 High Similarity NPC275055
0.9149 High Similarity NPC188879
0.9149 High Similarity NPC295261
0.9149 High Similarity NPC243083
0.9149 High Similarity NPC296490
0.9149 High Similarity NPC107586
0.9139 High Similarity NPC186113
0.9128 High Similarity NPC193200
0.9122 High Similarity NPC39819
0.9116 High Similarity NPC223988
0.9116 High Similarity NPC317492
0.911 High Similarity NPC296998
0.911 High Similarity NPC308200
0.911 High Similarity NPC10990
0.911 High Similarity NPC300988
0.911 High Similarity NPC110303
0.911 High Similarity NPC23728
0.911 High Similarity NPC473077
0.911 High Similarity NPC71055
0.9103 High Similarity NPC473014
0.9103 High Similarity NPC235217
0.9103 High Similarity NPC234629
0.9103 High Similarity NPC131568
0.9103 High Similarity NPC87486
0.9103 High Similarity NPC271288
0.9103 High Similarity NPC131579
0.9103 High Similarity NPC470890
0.9103 High Similarity NPC311741
0.9103 High Similarity NPC124780
0.9097 High Similarity NPC147145
0.9097 High Similarity NPC169479
0.9097 High Similarity NPC310340
0.9097 High Similarity NPC144499
0.9097 High Similarity NPC159855
0.9091 High Similarity NPC69769
0.9085 High Similarity NPC90665
0.9085 High Similarity NPC278323
0.9085 High Similarity NPC279668
0.9085 High Similarity NPC118813
0.9085 High Similarity NPC12175
0.9085 High Similarity NPC309154
0.9085 High Similarity NPC55162
0.9085 High Similarity NPC18457
0.9078 High Similarity NPC472364
0.9078 High Similarity NPC240593
0.9078 High Similarity NPC473391
0.9073 High Similarity NPC282390
0.9073 High Similarity NPC281137
0.9067 High Similarity NPC255807
0.9067 High Similarity NPC31018
0.9067 High Similarity NPC37392
0.906 High Similarity NPC477231
0.906 High Similarity NPC257648
0.9054 High Similarity NPC167576
0.9054 High Similarity NPC338131
0.9054 High Similarity NPC37348
0.9054 High Similarity NPC202595
0.9054 High Similarity NPC470568
0.9048 High Similarity NPC132592
0.9048 High Similarity NPC145467
0.9048 High Similarity NPC35150

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC469758 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
0.922 High Similarity NPD1549 Phase 2
0.9149 High Similarity NPD1550 Clinical (unspecified phase)
0.9149 High Similarity NPD1552 Clinical (unspecified phase)
0.9 High Similarity NPD2393 Clinical (unspecified phase)
0.8944 High Similarity NPD2796 Approved
0.8933 High Similarity NPD1934 Approved
0.8873 High Similarity NPD1510 Phase 2
0.8865 High Similarity NPD1607 Approved
0.8844 High Similarity NPD4378 Clinical (unspecified phase)
0.875 High Similarity NPD7819 Suspended
0.8723 High Similarity NPD1240 Approved
0.8701 High Similarity NPD7075 Discontinued
0.8693 High Similarity NPD8443 Clinical (unspecified phase)
0.8681 High Similarity NPD1551 Phase 2
0.8675 High Similarity NPD4380 Phase 2
0.8654 High Similarity NPD6959 Discontinued
0.8636 High Similarity NPD3882 Suspended
0.8627 High Similarity NPD7096 Clinical (unspecified phase)
0.8627 High Similarity NPD2801 Approved
0.8618 High Similarity NPD7411 Suspended
0.8591 High Similarity NPD7410 Clinical (unspecified phase)
0.8581 High Similarity NPD4381 Clinical (unspecified phase)
0.8523 High Similarity NPD1511 Approved
0.8519 High Similarity NPD6559 Discontinued
0.8491 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8491 Intermediate Similarity NPD6166 Phase 2
0.8491 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8446 Intermediate Similarity NPD3750 Approved
0.8431 Intermediate Similarity NPD6599 Discontinued
0.8411 Intermediate Similarity NPD1512 Approved
0.84 Intermediate Similarity NPD6799 Approved
0.8397 Intermediate Similarity NPD7768 Phase 2
0.8397 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8385 Intermediate Similarity NPD3818 Discontinued
0.8354 Intermediate Similarity NPD5494 Approved
0.8333 Intermediate Similarity NPD5402 Approved
0.8323 Intermediate Similarity NPD6801 Discontinued
0.8299 Intermediate Similarity NPD2935 Discontinued
0.8282 Intermediate Similarity NPD7074 Phase 3
0.8261 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8243 Intermediate Similarity NPD2346 Discontinued
0.8235 Intermediate Similarity NPD5403 Approved
0.8228 Intermediate Similarity NPD3749 Approved
0.8224 Intermediate Similarity NPD2534 Approved
0.8224 Intermediate Similarity NPD2533 Approved
0.8224 Intermediate Similarity NPD2532 Approved
0.8221 Intermediate Similarity NPD7054 Approved
0.8217 Intermediate Similarity NPD3817 Phase 2
0.8201 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.82 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.82 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.8188 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8176 Intermediate Similarity NPD6100 Approved
0.8176 Intermediate Similarity NPD6099 Approved
0.8171 Intermediate Similarity NPD7472 Approved
0.8137 Intermediate Similarity NPD6232 Discontinued
0.8133 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.8129 Intermediate Similarity NPD3226 Approved
0.8121 Intermediate Similarity NPD6797 Phase 2
0.811 Intermediate Similarity NPD5844 Phase 1
0.811 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8108 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.8108 Intermediate Similarity NPD2799 Discontinued
0.8108 Intermediate Similarity NPD3748 Approved
0.8105 Intermediate Similarity NPD5401 Approved
0.8098 Intermediate Similarity NPD7473 Discontinued
0.8079 Intermediate Similarity NPD4628 Phase 3
0.8072 Intermediate Similarity NPD7251 Discontinued
0.8069 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.8056 Intermediate Similarity NPD4908 Phase 1
0.8024 Intermediate Similarity NPD7808 Phase 3
0.8024 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.8013 Intermediate Similarity NPD2800 Approved
0.8 Intermediate Similarity NPD2344 Approved
0.7972 Intermediate Similarity NPD1203 Approved
0.7959 Intermediate Similarity NPD943 Approved
0.7945 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7945 Intermediate Similarity NPD2313 Discontinued
0.7943 Intermediate Similarity NPD1610 Phase 2
0.7931 Intermediate Similarity NPD6832 Phase 2
0.7904 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7904 Intermediate Similarity NPD5953 Discontinued
0.7898 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7885 Intermediate Similarity NPD920 Approved
0.7877 Intermediate Similarity NPD4625 Phase 3
0.7871 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7867 Intermediate Similarity NPD4308 Phase 3
0.7838 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7838 Intermediate Similarity NPD1613 Approved
0.7832 Intermediate Similarity NPD4749 Approved
0.7823 Intermediate Similarity NPD411 Approved
0.7793 Intermediate Similarity NPD2798 Approved
0.7792 Intermediate Similarity NPD2309 Approved
0.7786 Intermediate Similarity NPD1548 Phase 1
0.7785 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7784 Intermediate Similarity NPD7286 Phase 2
0.7778 Intermediate Similarity NPD1243 Approved
0.7765 Intermediate Similarity NPD8312 Approved
0.7765 Intermediate Similarity NPD8313 Approved
0.7762 Intermediate Similarity NPD9717 Approved
0.7758 Intermediate Similarity NPD3926 Phase 2
0.7756 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.775 Intermediate Similarity NPD6844 Discontinued
0.7742 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7733 Intermediate Similarity NPD6651 Approved
0.7724 Intermediate Similarity NPD1470 Approved
0.7706 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7703 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7702 Intermediate Similarity NPD1465 Phase 2
0.7697 Intermediate Similarity NPD5711 Approved
0.7697 Intermediate Similarity NPD5710 Approved
0.7692 Intermediate Similarity NPD7390 Discontinued
0.7688 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7687 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7667 Intermediate Similarity NPD447 Suspended
0.7657 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7636 Intermediate Similarity NPD1247 Approved
0.7632 Intermediate Similarity NPD7033 Discontinued
0.7622 Intermediate Similarity NPD919 Approved
0.7619 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD2861 Phase 2
0.7603 Intermediate Similarity NPD2797 Approved
0.76 Intermediate Similarity NPD4307 Phase 2
0.7584 Intermediate Similarity NPD3268 Approved
0.7582 Intermediate Similarity NPD5404 Approved
0.7582 Intermediate Similarity NPD5406 Approved
0.7582 Intermediate Similarity NPD5405 Approved
0.7582 Intermediate Similarity NPD5408 Approved
0.7569 Intermediate Similarity NPD422 Phase 1
0.7569 Intermediate Similarity NPD1201 Approved
0.755 Intermediate Similarity NPD5124 Phase 1
0.755 Intermediate Similarity NPD1933 Approved
0.755 Intermediate Similarity NPD230 Phase 1
0.755 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7547 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7517 Intermediate Similarity NPD3972 Approved
0.7517 Intermediate Similarity NPD3027 Phase 3
0.7515 Intermediate Similarity NPD3751 Discontinued
0.7484 Intermediate Similarity NPD6273 Approved
0.7472 Intermediate Similarity NPD4363 Phase 3
0.7472 Intermediate Similarity NPD4360 Phase 2
0.7467 Intermediate Similarity NPD3764 Approved
0.7467 Intermediate Similarity NPD6798 Discontinued
0.7459 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7443 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7439 Intermediate Similarity NPD4288 Approved
0.7429 Intermediate Similarity NPD1241 Discontinued
0.7423 Intermediate Similarity NPD37 Approved
0.741 Intermediate Similarity NPD6234 Discontinued
0.7397 Intermediate Similarity NPD1608 Approved
0.7394 Intermediate Similarity NPD9493 Approved
0.7394 Intermediate Similarity NPD4966 Approved
0.7394 Intermediate Similarity NPD4967 Phase 2
0.7394 Intermediate Similarity NPD4965 Approved
0.7389 Intermediate Similarity NPD7003 Approved
0.7381 Intermediate Similarity NPD3787 Discontinued
0.7363 Intermediate Similarity NPD6777 Approved
0.7363 Intermediate Similarity NPD6780 Approved
0.7363 Intermediate Similarity NPD6776 Approved
0.7363 Intermediate Similarity NPD6781 Approved
0.7363 Intermediate Similarity NPD6782 Approved
0.7363 Intermediate Similarity NPD6779 Approved
0.7363 Intermediate Similarity NPD6778 Approved
0.7349 Intermediate Similarity NPD6971 Discontinued
0.7346 Intermediate Similarity NPD7458 Discontinued
0.7341 Intermediate Similarity NPD3658 Clinical (unspecified phase)
0.7325 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7325 Intermediate Similarity NPD2654 Approved
0.732 Intermediate Similarity NPD6355 Discontinued
0.7315 Intermediate Similarity NPD1019 Discontinued
0.7312 Intermediate Similarity NPD4661 Approved
0.7312 Intermediate Similarity NPD4662 Approved
0.731 Intermediate Similarity NPD5940 Clinical (unspecified phase)
0.731 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.731 Intermediate Similarity NPD1778 Approved
0.7308 Intermediate Similarity NPD1471 Phase 3
0.7308 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD3225 Approved
0.7294 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7293 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7292 Intermediate Similarity NPD9545 Approved
0.729 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7284 Intermediate Similarity NPD1653 Approved
0.7283 Intermediate Similarity NPD6823 Phase 2
0.7278 Intermediate Similarity NPD7229 Phase 3
0.7273 Intermediate Similarity NPD5761 Phase 2
0.7273 Intermediate Similarity NPD5760 Phase 2
0.7261 Intermediate Similarity NPD2424 Discontinued
0.725 Intermediate Similarity NPD7213 Phase 3
0.725 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.725 Intermediate Similarity NPD7212 Phase 2
0.7248 Intermediate Similarity NPD3267 Approved
0.7248 Intermediate Similarity NPD3266 Approved
0.7247 Intermediate Similarity NPD4287 Approved
0.7243 Intermediate Similarity NPD7698 Approved
0.7243 Intermediate Similarity NPD7696 Phase 3
0.7243 Intermediate Similarity NPD7697 Approved
0.7243 Intermediate Similarity NPD7435 Discontinued
0.7241 Intermediate Similarity NPD1651 Approved
0.7241 Intermediate Similarity NPD6104 Discontinued

Structure

External Identifiers

PubChem CID   49797761
ChEMBL   CHEMBL1169910
ZINC  

Physicochemical Properties

Molecular Weight:  312.10
ALogP:  -1.1995
MLogP:  2.89
XLogP:  1.881
# Rotatable Bonds:  6
Polar Surface Area:  72.83
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  23

Download Data

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