Natural Product: NPC477841

Natural Product ID:  NPC477841
Common Name:   2-[4-[5-(5,7-dihydroxy-4-oxo-2,3-dihydrochromen-2-yl)-2-hydroxyphenoxy]phenyl]-5,7-dihydroxy-2,3-dihydrochromen-4-one
IUPAC Name:   2-[4-[5-(5,7-dihydroxy-4-oxo-2,3-dihydrochromen-2-yl)-2-hydroxyphenoxy]phenyl]-5,7-dihydroxy-2,3-dihydrochromen-4-one
Synonyms:   2,3,2',3'-Tetrahydroochnaflavone
Molecular Formula:   C30H22O10
Standard InCHIKey:  XEODGBSMXJKQNI-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C30H22O10/c31-16-8-20(34)29-22(36)12-24(39-27(29)10-16)14-1-4-18(5-2-14)38-26-7-15(3-6-19(26)33)25-13-23(37)30-21(35)9-17(32)11-28(30)40-25/h1-11,24-25,31-35H,12-13H2
Canonical SMILES:  Oc1cc2OC(CC(=O)c2c(c1)O)c1ccc(cc1)Oc1cc(ccc1O)C1CC(=O)c2c(O1)cc(cc2O)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
NPO21239 Quintinia acutifolia Species Paracryphiaceae Eukaryota Leaves Charleston, New Zealand 1997-JAN PMID[15104507]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT168 Cell Line P388 Mus musculus IC50 = 8.2 ug/ml 15104507

  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 NPC477841 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
0.9871 High Similarity NPC477840
0.987 High Similarity NPC219927
0.9618 High Similarity NPC125039
0.9618 High Similarity NPC7688
0.9618 High Similarity NPC7154
0.9618 High Similarity NPC36916
0.9618 High Similarity NPC58223
0.9618 High Similarity NPC72787
0.9618 High Similarity NPC36
0.956 High Similarity NPC475212
0.9557 High Similarity NPC224851
0.9551 High Similarity NPC113163
0.9551 High Similarity NPC66618
0.9551 High Similarity NPC288131
0.9551 High Similarity NPC84324
0.9551 High Similarity NPC305987
0.9551 High Similarity NPC165970
0.9551 High Similarity NPC158188
0.95 High Similarity NPC476365
0.9497 High Similarity NPC14662
0.9487 High Similarity NPC101731
0.9484 High Similarity NPC112954
0.9441 High Similarity NPC186847
0.9441 High Similarity NPC472454
0.9441 High Similarity NPC257667
0.9434 High Similarity NPC171985
0.9434 High Similarity NPC320741
0.9427 High Similarity NPC142252
0.9423 High Similarity NPC476410
0.9423 High Similarity NPC284127
0.9423 High Similarity NPC172202
0.9416 High Similarity NPC18727
0.9375 High Similarity NPC243877
0.9367 High Similarity NPC476247
0.9359 High Similarity NPC183
0.9359 High Similarity NPC183851
0.9359 High Similarity NPC63454
0.9351 High Similarity NPC219582
0.9351 High Similarity NPC236637
0.9351 High Similarity NPC302950
0.9317 High Similarity NPC107627
0.9313 High Similarity NPC272560
0.9308 High Similarity NPC272064
0.9304 High Similarity NPC471211
0.9304 High Similarity NPC26326
0.9304 High Similarity NPC196179
0.9304 High Similarity NPC34089
0.9304 High Similarity NPC471212
0.9304 High Similarity NPC472632
0.9304 High Similarity NPC471210
0.9299 High Similarity NPC53545
0.9299 High Similarity NPC117418
0.9295 High Similarity NPC195796
0.9295 High Similarity NPC278778
0.9295 High Similarity NPC291878
0.9295 High Similarity NPC35038
0.9273 High Similarity NPC324742
0.9255 High Similarity NPC295082
0.9255 High Similarity NPC260266
0.9245 High Similarity NPC474033
0.9245 High Similarity NPC474034
0.9241 High Similarity NPC192686
0.9241 High Similarity NPC118256
0.9241 High Similarity NPC174953
0.9241 High Similarity NPC119209
0.9236 High Similarity NPC472598
0.9236 High Similarity NPC156057
0.9236 High Similarity NPC474836
0.9236 High Similarity NPC471209
0.9236 High Similarity NPC27337
0.9236 High Similarity NPC48208
0.9236 High Similarity NPC291508
0.9236 High Similarity NPC471515
0.9236 High Similarity NPC185526
0.9236 High Similarity NPC475267
0.9236 High Similarity NPC162869
0.9236 High Similarity NPC474055
0.9236 High Similarity NPC471479
0.9236 High Similarity NPC474208
0.9231 High Similarity NPC45849
0.9231 High Similarity NPC200761
0.9231 High Similarity NPC470327
0.9231 High Similarity NPC477503
0.9226 High Similarity NPC472912
0.9221 High Similarity NPC338131
0.9216 High Similarity NPC188679
0.9216 High Similarity NPC321011
0.9216 High Similarity NPC294852
0.9212 High Similarity NPC265380
0.9202 High Similarity NPC67134
0.9202 High Similarity NPC4200
0.9202 High Similarity NPC47140
0.9202 High Similarity NPC81332
0.9202 High Similarity NPC262580
0.9202 High Similarity NPC212038
0.9202 High Similarity NPC289396
0.9202 High Similarity NPC271848
0.9193 High Similarity NPC471213
0.9193 High Similarity NPC5778
0.9193 High Similarity NPC236934
0.9187 High Similarity NPC29830
0.9182 High Similarity NPC289771
0.9182 High Similarity NPC474038
0.9182 High Similarity NPC472634
0.9182 High Similarity NPC471499
0.9182 High Similarity NPC173137
0.9182 High Similarity NPC134783
0.9177 High Similarity NPC123544
0.9177 High Similarity NPC190487
0.9177 High Similarity NPC154304
0.9177 High Similarity NPC473990
0.9172 High Similarity NPC470328
0.9172 High Similarity NPC235165
0.9172 High Similarity NPC250922
0.9172 High Similarity NPC326037
0.9172 High Similarity NPC255106
0.9172 High Similarity NPC13858
0.9172 High Similarity NPC471500
0.9172 High Similarity NPC320825
0.9172 High Similarity NPC209614
0.9172 High Similarity NPC472626
0.9167 High Similarity NPC213896
0.9167 High Similarity NPC192083
0.9157 High Similarity NPC185275
0.9156 High Similarity NPC183959
0.9156 High Similarity NPC1612
0.9141 High Similarity NPC44328
0.9141 High Similarity NPC279209
0.9141 High Similarity NPC105095
0.9141 High Similarity NPC231194
0.9141 High Similarity NPC79056
0.9141 High Similarity NPC102277
0.9141 High Similarity NPC177731
0.9141 High Similarity NPC51326
0.9136 High Similarity NPC473818
0.9136 High Similarity NPC45400
0.913 High Similarity NPC293319
0.913 High Similarity NPC62261
0.913 High Similarity NPC224280
0.9125 High Similarity NPC472635
0.9119 High Similarity NPC472630
0.9119 High Similarity NPC287328
0.9119 High Similarity NPC470326
0.9119 High Similarity NPC475784
0.9119 High Similarity NPC282009
0.9119 High Similarity NPC472631
0.9119 High Similarity NPC472624
0.9119 High Similarity NPC36217
0.9119 High Similarity NPC53889
0.9119 High Similarity NPC188967
0.9114 High Similarity NPC38779
0.9114 High Similarity NPC284820
0.9114 High Similarity NPC223787
0.9114 High Similarity NPC472914
0.9114 High Similarity NPC289322
0.9114 High Similarity NPC245758
0.9114 High Similarity NPC129684
0.9114 High Similarity NPC52530
0.9114 High Similarity NPC472911
0.9114 High Similarity NPC160512
0.9114 High Similarity NPC210084
0.9114 High Similarity NPC222814
0.9114 High Similarity NPC472910
0.9114 High Similarity NPC299520
0.9114 High Similarity NPC67876
0.9114 High Similarity NPC114179
0.9114 High Similarity NPC156818
0.9114 High Similarity NPC473272
0.9114 High Similarity NPC99597
0.9114 High Similarity NPC472913
0.9114 High Similarity NPC96167
0.9114 High Similarity NPC68324
0.9108 High Similarity NPC37392
0.9108 High Similarity NPC134171
0.9108 High Similarity NPC226025
0.9108 High Similarity NPC201227
0.9108 High Similarity NPC258474
0.9108 High Similarity NPC300668
0.9108 High Similarity NPC67396
0.9108 High Similarity NPC321779
0.9103 High Similarity NPC19721
0.9103 High Similarity NPC246162
0.9103 High Similarity NPC9743
0.9103 High Similarity NPC106976
0.9103 High Similarity NPC36835
0.9103 High Similarity NPC240476
0.9103 High Similarity NPC477231
0.9103 High Similarity NPC260979
0.9103 High Similarity NPC61506
0.9103 High Similarity NPC260491
0.9103 High Similarity NPC257648
0.9096 High Similarity NPC476622
0.9096 High Similarity NPC476620
0.9096 High Similarity NPC476621
0.9096 High Similarity NPC476623
0.9096 High Similarity NPC476619
0.9096 High Similarity NPC476618
0.9091 High Similarity NPC3036
0.9085 High Similarity NPC476370
0.9085 High Similarity NPC256760

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477841 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
0.9618 High Similarity NPD6167 Clinical (unspecified phase)
0.9618 High Similarity NPD6166 Phase 2
0.9618 High Similarity NPD6168 Clinical (unspecified phase)
0.9351 High Similarity NPD1934 Approved
0.9167 High Similarity NPD2393 Clinical (unspecified phase)
0.9141 High Similarity NPD7074 Phase 3
0.908 High Similarity NPD7054 Approved
0.9051 High Similarity NPD4868 Clinical (unspecified phase)
0.9024 High Similarity NPD7472 Approved
0.897 High Similarity NPD7993 Clinical (unspecified phase)
0.8924 High Similarity NPD2801 Approved
0.8855 High Similarity NPD6797 Phase 2
0.8831 High Similarity NPD1511 Approved
0.8827 High Similarity NPD6959 Discontinued
0.8802 High Similarity NPD7251 Discontinued
0.8788 High Similarity NPD3818 Discontinued
0.875 High Similarity NPD7808 Phase 3
0.8734 High Similarity NPD4380 Phase 2
0.8718 High Similarity NPD1512 Approved
0.8696 High Similarity NPD3882 Suspended
0.8642 High Similarity NPD4381 Clinical (unspecified phase)
0.8639 High Similarity NPD4338 Clinical (unspecified phase)
0.8634 High Similarity NPD3817 Phase 2
0.8562 High Similarity NPD1552 Clinical (unspecified phase)
0.8562 High Similarity NPD1550 Clinical (unspecified phase)
0.8537 High Similarity NPD5494 Approved
0.8519 High Similarity NPD8443 Clinical (unspecified phase)
0.8506 High Similarity NPD1549 Phase 2
0.8415 Intermediate Similarity NPD7075 Discontinued
0.8402 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8344 Intermediate Similarity NPD1465 Phase 2
0.8333 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8333 Intermediate Similarity NPD7411 Suspended
0.8323 Intermediate Similarity NPD6232 Discontinued
0.8302 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8302 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.8294 Intermediate Similarity NPD5844 Phase 1
0.8284 Intermediate Similarity NPD7473 Discontinued
0.8232 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8194 Intermediate Similarity NPD1510 Phase 2
0.8141 Intermediate Similarity NPD2796 Approved
0.8121 Intermediate Similarity NPD7819 Suspended
0.8072 Intermediate Similarity NPD5402 Approved
0.8061 Intermediate Similarity NPD6801 Discontinued
0.8052 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.8052 Intermediate Similarity NPD1613 Approved
0.8046 Intermediate Similarity NPD6559 Discontinued
0.8034 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.8024 Intermediate Similarity NPD7768 Phase 2
0.8012 Intermediate Similarity NPD6799 Approved
0.7976 Intermediate Similarity NPD3749 Approved
0.7975 Intermediate Similarity NPD5403 Approved
0.7955 Intermediate Similarity NPD8312 Approved
0.7955 Intermediate Similarity NPD8313 Approved
0.7935 Intermediate Similarity NPD943 Approved
0.7935 Intermediate Similarity NPD1240 Approved
0.7908 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7866 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7853 Intermediate Similarity NPD5401 Approved
0.7849 Intermediate Similarity NPD3926 Phase 2
0.7843 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7834 Intermediate Similarity NPD1607 Approved
0.7831 Intermediate Similarity NPD6599 Discontinued
0.7791 Intermediate Similarity NPD7390 Discontinued
0.7791 Intermediate Similarity NPD3787 Discontinued
0.7742 Intermediate Similarity NPD3027 Phase 3
0.7733 Intermediate Similarity NPD7199 Phase 2
0.7716 Intermediate Similarity NPD3750 Approved
0.7714 Intermediate Similarity NPD7228 Approved
0.7714 Intermediate Similarity NPD3751 Discontinued
0.7692 Intermediate Similarity NPD8455 Phase 2
0.7654 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.765 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7644 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.763 Intermediate Similarity NPD1247 Approved
0.7616 Intermediate Similarity NPD6234 Discontinued
0.7616 Intermediate Similarity NPD919 Approved
0.7605 Intermediate Similarity NPD1653 Approved
0.7593 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7578 Intermediate Similarity NPD1551 Phase 2
0.7576 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7569 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7564 Intermediate Similarity NPD4908 Phase 1
0.7561 Intermediate Similarity NPD6190 Approved
0.7547 Intermediate Similarity NPD230 Phase 1
0.753 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.753 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7513 Intermediate Similarity NPD8151 Discontinued
0.75 Intermediate Similarity NPD4628 Phase 3
0.7469 Intermediate Similarity NPD2935 Discontinued
0.7468 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7468 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.746 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7439 Intermediate Similarity NPD2800 Approved
0.7438 Intermediate Similarity NPD447 Suspended
0.7427 Intermediate Similarity NPD37 Approved
0.7425 Intermediate Similarity NPD2532 Approved
0.7425 Intermediate Similarity NPD2534 Approved
0.7425 Intermediate Similarity NPD2533 Approved
0.7407 Intermediate Similarity NPD3748 Approved
0.7407 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7399 Intermediate Similarity NPD4966 Approved
0.7399 Intermediate Similarity NPD4965 Approved
0.7399 Intermediate Similarity NPD4967 Phase 2
0.7394 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD6777 Approved
0.7368 Intermediate Similarity NPD6780 Approved
0.7368 Intermediate Similarity NPD6778 Approved
0.7368 Intermediate Similarity NPD6776 Approved
0.7368 Intermediate Similarity NPD6781 Approved
0.7368 Intermediate Similarity NPD6782 Approved
0.7368 Intermediate Similarity NPD6779 Approved
0.7362 Intermediate Similarity NPD6099 Approved
0.7362 Intermediate Similarity NPD6100 Approved
0.7353 Intermediate Similarity NPD3226 Approved
0.7348 Intermediate Similarity NPD7685 Pre-registration
0.7338 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7329 Intermediate Similarity NPD1933 Approved
0.7317 Intermediate Similarity NPD2344 Approved
0.7293 Intermediate Similarity NPD5953 Discontinued
0.7284 Intermediate Similarity NPD6651 Approved
0.7278 Intermediate Similarity NPD9494 Approved
0.7259 Intermediate Similarity NPD7783 Phase 2
0.7259 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7254 Intermediate Similarity NPD7698 Approved
0.7254 Intermediate Similarity NPD7696 Phase 3
0.7254 Intermediate Similarity NPD7435 Discontinued
0.7254 Intermediate Similarity NPD7697 Approved
0.7253 Intermediate Similarity NPD7240 Approved
0.7251 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.725 Intermediate Similarity NPD6798 Discontinued
0.7244 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7243 Intermediate Similarity NPD8150 Discontinued
0.7235 Intermediate Similarity NPD920 Approved
0.7226 Intermediate Similarity NPD1610 Phase 2
0.7219 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7216 Intermediate Similarity NPD7870 Phase 2
0.7216 Intermediate Similarity NPD7871 Phase 2
0.7213 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7212 Intermediate Similarity NPD7266 Discontinued
0.7202 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7196 Intermediate Similarity NPD4360 Phase 2
0.7196 Intermediate Similarity NPD4363 Phase 3
0.7195 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7194 Intermediate Similarity NPD7701 Phase 2
0.7186 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7182 Intermediate Similarity NPD7286 Phase 2
0.7152 Intermediate Similarity NPD5404 Approved
0.7152 Intermediate Similarity NPD5405 Approved
0.7152 Intermediate Similarity NPD5408 Approved
0.7152 Intermediate Similarity NPD1203 Approved
0.7152 Intermediate Similarity NPD5406 Approved
0.7151 Intermediate Similarity NPD7458 Discontinued
0.7143 Intermediate Similarity NPD2313 Discontinued
0.7143 Intermediate Similarity NPD2309 Approved
0.7143 Intermediate Similarity NPD7584 Approved
0.7135 Intermediate Similarity NPD8127 Discontinued
0.7126 Intermediate Similarity NPD1243 Approved
0.7125 Intermediate Similarity NPD6832 Phase 2
0.712 Intermediate Similarity NPD7549 Discontinued
0.7113 Intermediate Similarity NPD6823 Phase 2
0.7108 Intermediate Similarity NPD2346 Discontinued
0.7105 Intermediate Similarity NPD6534 Approved
0.7105 Intermediate Similarity NPD6535 Approved
0.7099 Intermediate Similarity NPD6233 Phase 2
0.7091 Intermediate Similarity NPD2799 Discontinued
0.7091 Intermediate Similarity NPD7033 Discontinued
0.7083 Intermediate Similarity NPD7700 Phase 2
0.7083 Intermediate Similarity NPD7699 Phase 2
0.7083 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7078 Intermediate Similarity NPD1548 Phase 1
0.7074 Intermediate Similarity NPD4287 Approved
0.7063 Intermediate Similarity NPD2861 Phase 2
0.7059 Intermediate Similarity NPD8434 Phase 2
0.7056 Intermediate Similarity NPD5242 Approved
0.7045 Intermediate Similarity NPD5353 Approved
0.7043 Intermediate Similarity NPD8053 Approved
0.7043 Intermediate Similarity NPD8054 Approved
0.7035 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7035 Intermediate Similarity NPD7874 Approved
0.7029 Intermediate Similarity NPD6844 Discontinued
0.7012 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD5710 Approved
0.7 Intermediate Similarity NPD7229 Phase 3
0.7 Intermediate Similarity NPD7801 Approved
0.7 Intermediate Similarity NPD5711 Approved
0.699 Remote Similarity NPD7680 Approved
0.6982 Remote Similarity NPD8166 Discontinued
0.6973 Remote Similarity NPD7039 Approved
0.6973 Remote Similarity NPD7038 Approved
0.6971 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6962 Remote Similarity NPD9269 Phase 2
0.6959 Remote Similarity NPD7237 Clinical (unspecified phase)
0.6959 Remote Similarity NPD7213 Phase 3
0.6959 Remote Similarity NPD7212 Phase 2
0.6957 Remote Similarity NPD3018 Phase 2
0.6954 Remote Similarity NPD8320 Phase 1
0.6954 Remote Similarity NPD8319 Approved
0.694 Remote Similarity NPD7177 Discontinued
0.6933 Remote Similarity NPD3268 Approved

Structure

External Identifiers

PubChem CID   11478288
ChEMBL   CHEMBL465971
ZINC  

Physicochemical Properties

Molecular Weight:  542.12
ALogP:  -3.3226
MLogP:  3.66
XLogP:  1.849
# Rotatable Bonds:  9
Polar Surface Area:  162.98
# H-Bond Aceptor:  2
# H-Bond Donor:  5
# Rings:  6
# Heavy Atoms:  40

Download Data

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