Natural Product: NPC187745

Natural Product ID:  NPC187745
Common Name:   Macluraxanthone C
IUPAC Name:   1,3,5,6-tetrahydroxy-2-(2-methylbut-3-en-2-yl)-4-(3-methylbut-2-enyl)xanthen-9-one
Synonyms:   Macluraxanthone C
Molecular Formula:   C23H24O6
Standard InCHIKey:  INSDJDFCZJWKAI-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C23H24O6/c1-6-23(4,5)16-18(26)13(8-7-11(2)3)21-15(20(16)28)17(25)12-9-10-14(24)19(27)22(12)29-21/h6-7,9-10,24,26-28H,1,8H2,2-5H3
Canonical SMILES:  C=CC(c1c(O)c(CC=C(C)C)c2c(c1O)c(=O)c1c(o2)c(O)c(cc1)O)(C)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
NPO27239 Maclura tinctoria Species Moraceae Eukaryota PMID[11087602]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT24 Organism Human immunodeficiency virus 1 Human immunodeficiency virus 1 EC50 = 1.3 ug/ml 11087602
NPT315 Cell Line CEM-SS Homo sapiens IC50 = 3.7 ug/ml 11087602

  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 NPC187745 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 NPC161960
1.0 High Similarity NPC304008
0.9933 High Similarity NPC115853
0.9867 High Similarity NPC180011
0.9867 High Similarity NPC219867
0.9803 High Similarity NPC234644
0.9801 High Similarity NPC235448
0.9799 High Similarity NPC273462
0.9799 High Similarity NPC49402
0.9799 High Similarity NPC33051
0.9799 High Similarity NPC227337
0.9799 High Similarity NPC70433
0.9737 High Similarity NPC188433
0.9733 High Similarity NPC117992
0.9733 High Similarity NPC168247
0.9733 High Similarity NPC230149
0.9733 High Similarity NPC152951
0.9733 High Similarity NPC57674
0.9675 High Similarity NPC319200
0.9675 High Similarity NPC187491
0.9673 High Similarity NPC57715
0.9671 High Similarity NPC172770
0.9671 High Similarity NPC185258
0.9613 High Similarity NPC472277
0.9605 High Similarity NPC218313
0.9605 High Similarity NPC136674
0.9605 High Similarity NPC79053
0.9605 High Similarity NPC474681
0.9603 High Similarity NPC472280
0.9603 High Similarity NPC256925
0.9548 High Similarity NPC18100
0.9548 High Similarity NPC303460
0.9548 High Similarity NPC205265
0.9548 High Similarity NPC472281
0.9548 High Similarity NPC306321
0.9548 High Similarity NPC220313
0.9545 High Similarity NPC472275
0.9542 High Similarity NPC204879
0.9539 High Similarity NPC133970
0.9539 High Similarity NPC138243
0.9539 High Similarity NPC470600
0.9539 High Similarity NPC6633
0.9539 High Similarity NPC191146
0.9539 High Similarity NPC472455
0.9539 High Similarity NPC5322
0.9539 High Similarity NPC68093
0.9481 High Similarity NPC45146
0.9481 High Similarity NPC471973
0.9481 High Similarity NPC235018
0.9477 High Similarity NPC36852
0.9477 High Similarity NPC78225
0.9477 High Similarity NPC129684
0.9477 High Similarity NPC291508
0.9477 High Similarity NPC262286
0.9477 High Similarity NPC299520
0.9474 High Similarity NPC234255
0.9474 High Similarity NPC200246
0.947 High Similarity NPC477231
0.947 High Similarity NPC237994
0.947 High Similarity NPC257648
0.9467 High Similarity NPC29231
0.9463 High Similarity NPC272721
0.9463 High Similarity NPC196277
0.9463 High Similarity NPC43669
0.943 High Similarity NPC288813
0.9419 High Similarity NPC32694
0.9419 High Similarity NPC167678
0.9419 High Similarity NPC472906
0.9419 High Similarity NPC29876
0.9416 High Similarity NPC100123
0.9412 High Similarity NPC195796
0.9412 High Similarity NPC3980
0.9412 High Similarity NPC291878
0.9412 High Similarity NPC278778
0.9412 High Similarity NPC472907
0.9412 High Similarity NPC35038
0.9408 High Similarity NPC469550
0.9408 High Similarity NPC472905
0.9404 High Similarity NPC154345
0.9404 High Similarity NPC31363
0.9396 High Similarity NPC77378
0.9359 High Similarity NPC474162
0.9359 High Similarity NPC472448
0.9359 High Similarity NPC83922
0.9359 High Similarity NPC470694
0.9359 High Similarity NPC474150
0.9359 High Similarity NPC78332
0.9355 High Similarity NPC476980
0.9355 High Similarity NPC80375
0.9355 High Similarity NPC204290
0.9355 High Similarity NPC228785
0.9355 High Similarity NPC14353
0.9355 High Similarity NPC36217
0.9355 High Similarity NPC56085
0.9355 High Similarity NPC320359
0.9351 High Similarity NPC474055
0.9351 High Similarity NPC52889
0.9351 High Similarity NPC27337
0.9351 High Similarity NPC472598
0.9351 High Similarity NPC472963
0.9346 High Similarity NPC113906
0.9346 High Similarity NPC31018
0.9346 High Similarity NPC477503
0.9346 High Similarity NPC255807
0.9346 High Similarity NPC470327
0.9346 High Similarity NPC45849
0.9346 High Similarity NPC200761
0.9342 High Similarity NPC260979
0.9342 High Similarity NPC471982
0.9342 High Similarity NPC39732
0.9342 High Similarity NPC60972
0.9342 High Similarity NPC472912
0.9338 High Similarity NPC472279
0.9338 High Similarity NPC151473
0.9338 High Similarity NPC3825
0.9338 High Similarity NPC88804
0.9304 High Similarity NPC235610
0.9299 High Similarity NPC473313
0.9299 High Similarity NPC472278
0.9299 High Similarity NPC329669
0.9299 High Similarity NPC189473
0.9299 High Similarity NPC23298
0.9299 High Similarity NPC124038
0.9295 High Similarity NPC258331
0.9295 High Similarity NPC259456
0.9295 High Similarity NPC61010
0.9295 High Similarity NPC278052
0.9295 High Similarity NPC40491
0.9295 High Similarity NPC266314
0.9295 High Similarity NPC134783
0.929 High Similarity NPC55738
0.929 High Similarity NPC197856
0.929 High Similarity NPC250214
0.929 High Similarity NPC184755
0.929 High Similarity NPC95936
0.929 High Similarity NPC74178
0.929 High Similarity NPC46736
0.9286 High Similarity NPC274730
0.9286 High Similarity NPC142339
0.9286 High Similarity NPC471985
0.9286 High Similarity NPC209614
0.9286 High Similarity NPC472626
0.9286 High Similarity NPC472916
0.9286 High Similarity NPC470328
0.9281 High Similarity NPC167091
0.9281 High Similarity NPC292214
0.9281 High Similarity NPC88645
0.9281 High Similarity NPC271779
0.9281 High Similarity NPC206238
0.9281 High Similarity NPC18727
0.9281 High Similarity NPC213896
0.9281 High Similarity NPC192083
0.9276 High Similarity NPC256406
0.9276 High Similarity NPC251110
0.9267 High Similarity NPC168803
0.925 High Similarity NPC472276
0.9241 High Similarity NPC62261
0.9241 High Similarity NPC239752
0.9241 High Similarity NPC300053
0.9241 High Similarity NPC275780
0.9241 High Similarity NPC472450
0.9241 High Similarity NPC108433
0.9236 High Similarity NPC476247
0.9236 High Similarity NPC329760
0.9236 High Similarity NPC25152
0.9236 High Similarity NPC474034
0.9236 High Similarity NPC474033
0.9236 High Similarity NPC201800
0.9236 High Similarity NPC206605
0.9231 High Similarity NPC282009
0.9231 High Similarity NPC472624
0.9231 High Similarity NPC119209
0.9231 High Similarity NPC474960
0.9231 High Similarity NPC476283
0.9231 High Similarity NPC287328
0.9231 High Similarity NPC476280
0.9231 High Similarity NPC192686
0.9231 High Similarity NPC28241
0.9231 High Similarity NPC118256
0.9231 High Similarity NPC297212
0.9226 High Similarity NPC472911
0.9226 High Similarity NPC156057
0.9226 High Similarity NPC474208
0.9226 High Similarity NPC300727
0.9226 High Similarity NPC241904
0.9226 High Similarity NPC162869
0.9226 High Similarity NPC236796
0.9226 High Similarity NPC96167
0.9226 High Similarity NPC469584
0.9226 High Similarity NPC165977
0.9226 High Similarity NPC217677
0.9226 High Similarity NPC472914
0.9226 High Similarity NPC472913
0.9226 High Similarity NPC99597
0.9226 High Similarity NPC111969
0.9226 High Similarity NPC210084
0.9226 High Similarity NPC475267
0.9226 High Similarity NPC222814
0.9226 High Similarity NPC476981
0.9226 High Similarity NPC223787

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC187745 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
0.9281 High Similarity NPD2393 Clinical (unspecified phase)
0.9216 High Similarity NPD1934 Approved
0.9156 High Similarity NPD2801 Approved
0.9038 High Similarity NPD3882 Suspended
0.894 High Similarity NPD1511 Approved
0.8824 High Similarity NPD1512 Approved
0.8765 High Similarity NPD6166 Phase 2
0.8765 High Similarity NPD6168 Clinical (unspecified phase)
0.8765 High Similarity NPD6167 Clinical (unspecified phase)
0.875 High Similarity NPD5494 Approved
0.8659 High Similarity NPD3818 Discontinued
0.8636 High Similarity NPD4378 Clinical (unspecified phase)
0.8625 High Similarity NPD7075 Discontinued
0.8599 High Similarity NPD4380 Phase 2
0.8562 High Similarity NPD4868 Clinical (unspecified phase)
0.8554 High Similarity NPD7074 Phase 3
0.8553 High Similarity NPD7819 Suspended
0.8553 High Similarity NPD7096 Clinical (unspecified phase)
0.8528 High Similarity NPD6232 Discontinued
0.8516 High Similarity NPD7410 Clinical (unspecified phase)
0.85 High Similarity NPD3817 Phase 2
0.8494 Intermediate Similarity NPD7054 Approved
0.8487 Intermediate Similarity NPD1549 Phase 2
0.8485 Intermediate Similarity NPD7473 Discontinued
0.8443 Intermediate Similarity NPD7472 Approved
0.8438 Intermediate Similarity NPD1465 Phase 2
0.8421 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8421 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8389 Intermediate Similarity NPD943 Approved
0.8385 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8365 Intermediate Similarity NPD6599 Discontinued
0.8313 Intermediate Similarity NPD7411 Suspended
0.8312 Intermediate Similarity NPD2800 Approved
0.8294 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.8289 Intermediate Similarity NPD1510 Phase 2
0.8284 Intermediate Similarity NPD6797 Phase 2
0.8282 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8274 Intermediate Similarity NPD5844 Phase 1
0.8267 Intermediate Similarity NPD1240 Approved
0.8261 Intermediate Similarity NPD6801 Discontinued
0.8235 Intermediate Similarity NPD7251 Discontinued
0.8235 Intermediate Similarity NPD2796 Approved
0.8217 Intermediate Similarity NPD6799 Approved
0.8187 Intermediate Similarity NPD7808 Phase 3
0.8158 Intermediate Similarity NPD1607 Approved
0.8144 Intermediate Similarity NPD3926 Phase 2
0.8133 Intermediate Similarity NPD6959 Discontinued
0.8095 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.807 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.8061 Intermediate Similarity NPD3749 Approved
0.8059 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8025 Intermediate Similarity NPD3750 Approved
0.8024 Intermediate Similarity NPD1247 Approved
0.8023 Intermediate Similarity NPD6559 Discontinued
0.8012 Intermediate Similarity NPD919 Approved
0.8 Intermediate Similarity NPD6100 Approved
0.8 Intermediate Similarity NPD7768 Phase 2
0.8 Intermediate Similarity NPD6099 Approved
0.8 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7935 Intermediate Similarity NPD2799 Discontinued
0.7935 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7933 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7912 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7911 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7911 Intermediate Similarity NPD4628 Phase 3
0.7898 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7885 Intermediate Similarity NPD2935 Discontinued
0.7857 Intermediate Similarity NPD447 Suspended
0.7853 Intermediate Similarity NPD3226 Approved
0.7848 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.784 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7834 Intermediate Similarity NPD2344 Approved
0.7834 Intermediate Similarity NPD2346 Discontinued
0.7831 Intermediate Similarity NPD5402 Approved
0.7826 Intermediate Similarity NPD2533 Approved
0.7826 Intermediate Similarity NPD2532 Approved
0.7826 Intermediate Similarity NPD2534 Approved
0.7821 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7806 Intermediate Similarity NPD6651 Approved
0.7792 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7792 Intermediate Similarity NPD1613 Approved
0.7742 Intermediate Similarity NPD230 Phase 1
0.7736 Intermediate Similarity NPD1243 Approved
0.773 Intermediate Similarity NPD5403 Approved
0.7709 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7707 Intermediate Similarity NPD3748 Approved
0.7662 Intermediate Similarity NPD2313 Discontinued
0.7658 Intermediate Similarity NPD1551 Phase 2
0.7657 Intermediate Similarity NPD5953 Discontinued
0.764 Intermediate Similarity NPD2309 Approved
0.7628 Intermediate Similarity NPD1933 Approved
0.7622 Intermediate Similarity NPD920 Approved
0.7607 Intermediate Similarity NPD5401 Approved
0.7602 Intermediate Similarity NPD7199 Phase 2
0.7597 Intermediate Similarity NPD3027 Phase 3
0.7588 Intermediate Similarity NPD6234 Discontinued
0.7582 Intermediate Similarity NPD9494 Approved
0.7571 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.755 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7548 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7548 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7546 Intermediate Similarity NPD7390 Discontinued
0.7546 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7543 Intermediate Similarity NPD7286 Phase 2
0.7542 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7527 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7514 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7486 Intermediate Similarity NPD3751 Discontinued
0.7485 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7484 Intermediate Similarity NPD4625 Phase 3
0.7469 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7451 Intermediate Similarity NPD1203 Approved
0.743 Intermediate Similarity NPD8312 Approved
0.743 Intermediate Similarity NPD8313 Approved
0.7425 Intermediate Similarity NPD7458 Discontinued
0.7419 Intermediate Similarity NPD4908 Phase 1
0.7403 Intermediate Similarity NPD2798 Approved
0.7403 Intermediate Similarity NPD8434 Phase 2
0.7396 Intermediate Similarity NPD37 Approved
0.7394 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7386 Intermediate Similarity NPD7228 Approved
0.7368 Intermediate Similarity NPD4966 Approved
0.7368 Intermediate Similarity NPD4967 Phase 2
0.7368 Intermediate Similarity NPD4965 Approved
0.7365 Intermediate Similarity NPD1653 Approved
0.7356 Intermediate Similarity NPD3787 Discontinued
0.7356 Intermediate Similarity NPD5711 Approved
0.7356 Intermediate Similarity NPD5710 Approved
0.7338 Intermediate Similarity NPD1470 Approved
0.7325 Intermediate Similarity NPD3268 Approved
0.7318 Intermediate Similarity NPD7685 Pre-registration
0.7317 Intermediate Similarity NPD6190 Approved
0.7314 Intermediate Similarity NPD5242 Approved
0.7303 Intermediate Similarity NPD1610 Phase 2
0.7303 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7289 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7258 Intermediate Similarity NPD4363 Phase 3
0.7258 Intermediate Similarity NPD4360 Phase 2
0.7255 Intermediate Similarity NPD3972 Approved
0.7255 Intermediate Similarity NPD9269 Phase 2
0.7255 Intermediate Similarity NPD9717 Approved
0.7255 Intermediate Similarity NPD1608 Approved
0.7249 Intermediate Similarity NPD6776 Approved
0.7249 Intermediate Similarity NPD6782 Approved
0.7249 Intermediate Similarity NPD6778 Approved
0.7249 Intermediate Similarity NPD6777 Approved
0.7249 Intermediate Similarity NPD6781 Approved
0.7249 Intermediate Similarity NPD6779 Approved
0.7249 Intermediate Similarity NPD6780 Approved
0.7226 Intermediate Similarity NPD2797 Approved
0.7222 Intermediate Similarity NPD5405 Approved
0.7222 Intermediate Similarity NPD5404 Approved
0.7222 Intermediate Similarity NPD5406 Approved
0.7222 Intermediate Similarity NPD5408 Approved
0.7219 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7216 Intermediate Similarity NPD8151 Discontinued
0.7215 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7213 Intermediate Similarity NPD8150 Discontinued
0.7208 Intermediate Similarity NPD4749 Approved
0.7197 Intermediate Similarity NPD6832 Phase 2
0.719 Intermediate Similarity NPD1201 Approved
0.7178 Intermediate Similarity NPD1471 Phase 3
0.716 Intermediate Similarity NPD4308 Phase 3
0.7159 Intermediate Similarity NPD7229 Phase 3
0.7152 Intermediate Similarity NPD8166 Discontinued
0.7152 Intermediate Similarity NPD7095 Approved
0.7152 Intermediate Similarity NPD7003 Approved
0.7135 Intermediate Similarity NPD7435 Discontinued
0.7135 Intermediate Similarity NPD4287 Approved
0.7135 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7128 Intermediate Similarity NPD4361 Phase 2
0.7128 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD4357 Discontinued
0.7125 Intermediate Similarity NPD4060 Phase 1
0.7113 Intermediate Similarity NPD7584 Approved
0.711 Intermediate Similarity NPD4288 Approved
0.711 Intermediate Similarity NPD2296 Approved
0.711 Intermediate Similarity NPD5353 Approved
0.7107 Intermediate Similarity NPD411 Approved
0.7107 Intermediate Similarity NPD3764 Approved
0.7102 Intermediate Similarity NPD8127 Discontinued
0.7086 Intermediate Similarity NPD5536 Phase 2
0.7081 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7079 Intermediate Similarity NPD2403 Approved
0.7078 Intermediate Similarity NPD422 Phase 1
0.7059 Intermediate Similarity NPD17 Approved
0.7055 Intermediate Similarity NPD7033 Discontinued
0.7052 Intermediate Similarity NPD5761 Phase 2
0.7052 Intermediate Similarity NPD5760 Phase 2
0.7049 Intermediate Similarity NPD3534 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD4110 Phase 3
0.7048 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7047 Intermediate Similarity NPD7696 Phase 3
0.7047 Intermediate Similarity NPD7698 Approved
0.7047 Intermediate Similarity NPD7697 Approved
0.7041 Intermediate Similarity NPD5049 Phase 3
0.7041 Intermediate Similarity NPD6273 Approved
0.7039 Intermediate Similarity NPD1548 Phase 1

Structure

External Identifiers

PubChem CID   5353738
ChEMBL   CHEMBL487991
ZINC  

Physicochemical Properties

Molecular Weight:  396.16
ALogP:  1.24
MLogP:  3.33
XLogP:  3.35
# Rotatable Bonds:  12
Polar Surface Area:  107.22
# H-Bond Aceptor:  1
# H-Bond Donor:  4
# Rings:  3
# Heavy Atoms:  29

Download Data

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