Natural Product: NPC50960

Natural Product ID:  NPC50960
Common Name:   Brandisianin D
IUPAC Name:   (8R)-5-hydroxy-3-(4-hydroxy-2,5-dimethoxyphenyl)-8-(hydroxymethyl)-8-methylpyrano[2,3-h]chromen-4-one
Synonyms:   Brandisianin D
Molecular Formula:   C22H20O8
Standard InCHIKey:  XHRAWCRTNOGRCB-JOCHJYFZSA-N
Standard InCHI:  InChI=1S/C22H20O8/c1-22(10-23)5-4-11-17(30-22)8-15(25)19-20(26)13(9-29-21(11)19)12-6-18(28-3)14(24)7-16(12)27-2/h4-9,23-25H,10H2,1-3H3/t22-/m1/s1
Canonical SMILES:  OC[C@@]1(C)C=Cc2c(O1)cc(c1c2occ(c1=O)c1cc(OC)c(cc1OC)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
NPO24609 Millettia brandisiana Species Fabaceae Eukaryota PMID[18039011]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT165 Cell Line HeLa Homo sapiens IC50 > 25000 nM 26280920
NPT579 Cell Line DLD-1 Homo sapiens IC50 > 25000 nM 16499318

  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 NPC50960 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 NPC261470
0.9679 High Similarity NPC198829
0.9679 High Similarity NPC259456
0.9618 High Similarity NPC472448
0.9618 High Similarity NPC83922
0.9615 High Similarity NPC476980
0.9554 High Similarity NPC29876
0.9554 High Similarity NPC167678
0.9554 High Similarity NPC40037
0.9551 High Similarity NPC74178
0.9551 High Similarity NPC184755
0.9494 High Similarity NPC220912
0.949 High Similarity NPC204290
0.9487 High Similarity NPC476981
0.9487 High Similarity NPC78103
0.9434 High Similarity NPC470459
0.9434 High Similarity NPC306321
0.9434 High Similarity NPC303460
0.943 High Similarity NPC258331
0.943 High Similarity NPC266314
0.943 High Similarity NPC474038
0.943 High Similarity NPC228383
0.943 High Similarity NPC26326
0.9427 High Similarity NPC187792
0.9427 High Similarity NPC204879
0.9423 High Similarity NPC472455
0.9423 High Similarity NPC471985
0.9423 High Similarity NPC282307
0.9423 High Similarity NPC170026
0.9423 High Similarity NPC276444
0.9419 High Similarity NPC128961
0.9383 High Similarity NPC472276
0.9379 High Similarity NPC243877
0.9379 High Similarity NPC158761
0.9379 High Similarity NPC471288
0.9375 High Similarity NPC470457
0.9375 High Similarity NPC472450
0.9375 High Similarity NPC239752
0.9375 High Similarity NPC275780
0.9371 High Similarity NPC474162
0.9371 High Similarity NPC194427
0.9371 High Similarity NPC474034
0.9371 High Similarity NPC474033
0.9371 High Similarity NPC474150
0.9371 High Similarity NPC81679
0.9367 High Similarity NPC118256
0.9367 High Similarity NPC192686
0.9367 High Similarity NPC475784
0.9367 High Similarity NPC119209
0.9363 High Similarity NPC52889
0.9363 High Similarity NPC218871
0.9363 High Similarity NPC78225
0.9363 High Similarity NPC476630
0.9363 High Similarity NPC470402
0.9363 High Similarity NPC474681
0.9363 High Similarity NPC78071
0.9363 High Similarity NPC218313
0.9363 High Similarity NPC262286
0.9363 High Similarity NPC36852
0.9359 High Similarity NPC20830
0.9359 High Similarity NPC183597
0.9359 High Similarity NPC130589
0.9359 High Similarity NPC167815
0.9359 High Similarity NPC256612
0.9359 High Similarity NPC146165
0.9359 High Similarity NPC256925
0.9359 High Similarity NPC163780
0.9359 High Similarity NPC227325
0.9359 High Similarity NPC50715
0.9359 High Similarity NPC134287
0.9359 High Similarity NPC128863
0.9359 High Similarity NPC2476
0.9359 High Similarity NPC472280
0.9359 High Similarity NPC234255
0.9359 High Similarity NPC200246
0.9359 High Similarity NPC201136
0.9359 High Similarity NPC208197
0.9359 High Similarity NPC4455
0.9359 High Similarity NPC196439
0.9359 High Similarity NPC138360
0.9359 High Similarity NPC280339
0.9359 High Similarity NPC39184
0.9359 High Similarity NPC213622
0.9359 High Similarity NPC92659
0.9355 High Similarity NPC142540
0.9321 High Similarity NPC177480
0.9321 High Similarity NPC471287
0.9317 High Similarity NPC470462
0.9317 High Similarity NPC39091
0.9313 High Similarity NPC41301
0.9313 High Similarity NPC472625
0.9313 High Similarity NPC189473
0.9313 High Similarity NPC124038
0.9313 High Similarity NPC23298
0.9308 High Similarity NPC134783
0.9308 High Similarity NPC472634
0.9308 High Similarity NPC57715
0.9308 High Similarity NPC472632
0.9304 High Similarity NPC193842
0.9304 High Similarity NPC95936
0.9304 High Similarity NPC469658
0.9304 High Similarity NPC53545
0.9304 High Similarity NPC250214
0.9304 High Similarity NPC117418
0.9299 High Similarity NPC180340
0.9299 High Similarity NPC6633
0.9299 High Similarity NPC472916
0.9299 High Similarity NPC191146
0.9299 High Similarity NPC68093
0.9299 High Similarity NPC138243
0.9299 High Similarity NPC470600
0.9299 High Similarity NPC133970
0.9299 High Similarity NPC5322
0.9295 High Similarity NPC69394
0.9295 High Similarity NPC124714
0.9295 High Similarity NPC472408
0.9295 High Similarity NPC170492
0.9295 High Similarity NPC255350
0.9295 High Similarity NPC145379
0.9295 High Similarity NPC280937
0.9295 High Similarity NPC22519
0.9295 High Similarity NPC231018
0.9295 High Similarity NPC183878
0.9295 High Similarity NPC274327
0.9295 High Similarity NPC250557
0.9295 High Similarity NPC176775
0.9295 High Similarity NPC250822
0.9295 High Similarity NPC276409
0.9295 High Similarity NPC75279
0.9295 High Similarity NPC160951
0.9295 High Similarity NPC47781
0.9268 High Similarity NPC310794
0.9264 High Similarity NPC103307
0.9264 High Similarity NPC74559
0.9259 High Similarity NPC8965
0.9259 High Similarity NPC477154
0.9259 High Similarity NPC470456
0.9259 High Similarity NPC117854
0.9259 High Similarity NPC6588
0.9259 High Similarity NPC14662
0.9255 High Similarity NPC303174
0.925 High Similarity NPC229632
0.925 High Similarity NPC329760
0.925 High Similarity NPC476247
0.925 High Similarity NPC472635
0.9245 High Similarity NPC28241
0.9245 High Similarity NPC174953
0.9245 High Similarity NPC188433
0.9245 High Similarity NPC328102
0.9245 High Similarity NPC246478
0.9245 High Similarity NPC471976
0.9245 High Similarity NPC472631
0.9245 High Similarity NPC472630
0.9241 High Similarity NPC162869
0.9241 High Similarity NPC156057
0.9241 High Similarity NPC473272
0.9241 High Similarity NPC472911
0.9241 High Similarity NPC474055
0.9241 High Similarity NPC472913
0.9241 High Similarity NPC284820
0.9241 High Similarity NPC96167
0.9241 High Similarity NPC223787
0.9241 High Similarity NPC472914
0.9241 High Similarity NPC474208
0.9241 High Similarity NPC99597
0.9241 High Similarity NPC93376
0.9241 High Similarity NPC210084
0.9241 High Similarity NPC291508
0.9241 High Similarity NPC472598
0.9241 High Similarity NPC222814
0.9241 High Similarity NPC48208
0.9241 High Similarity NPC75215
0.9241 High Similarity NPC227192
0.9241 High Similarity NPC224137
0.9241 High Similarity NPC475267
0.9241 High Similarity NPC474836
0.9241 High Similarity NPC189179
0.9241 High Similarity NPC472910
0.9241 High Similarity NPC27337
0.9241 High Similarity NPC245758
0.9236 High Similarity NPC230149
0.9236 High Similarity NPC168247
0.9236 High Similarity NPC117992
0.9236 High Similarity NPC470681
0.9236 High Similarity NPC152951
0.9236 High Similarity NPC113906
0.9236 High Similarity NPC57674
0.9236 High Similarity NPC2928
0.9231 High Similarity NPC100887
0.9231 High Similarity NPC301323
0.9231 High Similarity NPC25270
0.9231 High Similarity NPC187498
0.9231 High Similarity NPC156222
0.9231 High Similarity NPC245382
0.9231 High Similarity NPC275836
0.9231 High Similarity NPC237994
0.9231 High Similarity NPC239128
0.9231 High Similarity NPC291802
0.9231 High Similarity NPC131266
0.9231 High Similarity NPC100971

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC50960 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
0.9295 High Similarity NPD2801 Approved
0.9051 High Similarity NPD2393 Clinical (unspecified phase)
0.8987 High Similarity NPD1934 Approved
0.8909 High Similarity NPD3818 Discontinued
0.8902 High Similarity NPD6166 Phase 2
0.8902 High Similarity NPD6168 Clinical (unspecified phase)
0.8902 High Similarity NPD6167 Clinical (unspecified phase)
0.8861 High Similarity NPD4380 Phase 2
0.882 High Similarity NPD3882 Suspended
0.8773 High Similarity NPD5494 Approved
0.8757 High Similarity NPD4338 Clinical (unspecified phase)
0.8743 High Similarity NPD7054 Approved
0.8718 High Similarity NPD1511 Approved
0.869 High Similarity NPD7472 Approved
0.869 High Similarity NPD7074 Phase 3
0.8642 High Similarity NPD3817 Phase 2
0.8608 High Similarity NPD1512 Approved
0.8589 High Similarity NPD4868 Clinical (unspecified phase)
0.8544 High Similarity NPD7410 Clinical (unspecified phase)
0.8544 High Similarity NPD4378 Clinical (unspecified phase)
0.8537 High Similarity NPD4381 Clinical (unspecified phase)
0.8529 High Similarity NPD6797 Phase 2
0.8528 High Similarity NPD5402 Approved
0.8519 High Similarity NPD6801 Discontinued
0.848 Intermediate Similarity NPD7251 Discontinued
0.843 Intermediate Similarity NPD7808 Phase 3
0.8424 Intermediate Similarity NPD7075 Discontinued
0.8412 Intermediate Similarity NPD5844 Phase 1
0.8333 Intermediate Similarity NPD6232 Discontinued
0.8304 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8294 Intermediate Similarity NPD7473 Discontinued
0.8274 Intermediate Similarity NPD1247 Approved
0.8242 Intermediate Similarity NPD1465 Phase 2
0.8242 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8242 Intermediate Similarity NPD7819 Suspended
0.8232 Intermediate Similarity NPD7411 Suspended
0.8208 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.8205 Intermediate Similarity NPD1510 Phase 2
0.8193 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8166 Intermediate Similarity NPD6959 Discontinued
0.8165 Intermediate Similarity NPD1549 Phase 2
0.8153 Intermediate Similarity NPD2796 Approved
0.8101 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8101 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8098 Intermediate Similarity NPD5403 Approved
0.8057 Intermediate Similarity NPD6559 Discontinued
0.8025 Intermediate Similarity NPD6799 Approved
0.7975 Intermediate Similarity NPD5401 Approved
0.7949 Intermediate Similarity NPD943 Approved
0.7949 Intermediate Similarity NPD1240 Approved
0.7944 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7941 Intermediate Similarity NPD919 Approved
0.7925 Intermediate Similarity NPD2935 Discontinued
0.7919 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7861 Intermediate Similarity NPD3926 Phase 2
0.7857 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7848 Intermediate Similarity NPD1607 Approved
0.7844 Intermediate Similarity NPD6599 Discontinued
0.7824 Intermediate Similarity NPD7768 Phase 2
0.7778 Intermediate Similarity NPD2800 Approved
0.7771 Intermediate Similarity NPD920 Approved
0.773 Intermediate Similarity NPD3750 Approved
0.7725 Intermediate Similarity NPD1653 Approved
0.7722 Intermediate Similarity NPD1613 Approved
0.7722 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7683 Intermediate Similarity NPD6190 Approved
0.768 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7674 Intermediate Similarity NPD3749 Approved
0.7673 Intermediate Similarity NPD230 Phase 1
0.7669 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7665 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.766 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7651 Intermediate Similarity NPD2534 Approved
0.7651 Intermediate Similarity NPD2532 Approved
0.7651 Intermediate Similarity NPD2533 Approved
0.7643 Intermediate Similarity NPD3027 Phase 3
0.7627 Intermediate Similarity NPD3751 Discontinued
0.7607 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7598 Intermediate Similarity NPD5953 Discontinued
0.7584 Intermediate Similarity NPD7286 Phase 2
0.758 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7574 Intermediate Similarity NPD3226 Approved
0.7566 Intermediate Similarity NPD6777 Approved
0.7566 Intermediate Similarity NPD6782 Approved
0.7566 Intermediate Similarity NPD6776 Approved
0.7566 Intermediate Similarity NPD6778 Approved
0.7566 Intermediate Similarity NPD6781 Approved
0.7566 Intermediate Similarity NPD6780 Approved
0.7566 Intermediate Similarity NPD6779 Approved
0.7562 Intermediate Similarity NPD447 Suspended
0.7556 Intermediate Similarity NPD7685 Pre-registration
0.7545 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7543 Intermediate Similarity NPD7199 Phase 2
0.7529 Intermediate Similarity NPD6234 Discontinued
0.7516 Intermediate Similarity NPD6651 Approved
0.7516 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7515 Intermediate Similarity NPD4628 Phase 3
0.7515 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7514 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD3787 Discontinued
0.75 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD1551 Phase 2
0.7484 Intermediate Similarity NPD2313 Discontinued
0.7473 Intermediate Similarity NPD8312 Approved
0.7473 Intermediate Similarity NPD8313 Approved
0.7455 Intermediate Similarity NPD1243 Approved
0.7448 Intermediate Similarity NPD7435 Discontinued
0.7446 Intermediate Similarity NPD8150 Discontinued
0.7446 Intermediate Similarity NPD8434 Phase 2
0.7442 Intermediate Similarity NPD37 Approved
0.743 Intermediate Similarity NPD7228 Approved
0.7425 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7423 Intermediate Similarity NPD7584 Approved
0.7423 Intermediate Similarity NPD3748 Approved
0.7423 Intermediate Similarity NPD2799 Discontinued
0.7423 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7423 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7414 Intermediate Similarity NPD4967 Phase 2
0.7414 Intermediate Similarity NPD4965 Approved
0.7414 Intermediate Similarity NPD4966 Approved
0.7405 Intermediate Similarity NPD9494 Approved
0.7381 Intermediate Similarity NPD7390 Discontinued
0.7375 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.736 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7358 Intermediate Similarity NPD7698 Approved
0.7358 Intermediate Similarity NPD7697 Approved
0.7358 Intermediate Similarity NPD7696 Phase 3
0.7341 Intermediate Similarity NPD6844 Discontinued
0.7337 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD2344 Approved
0.7333 Intermediate Similarity NPD2346 Discontinued
0.732 Intermediate Similarity NPD7870 Phase 2
0.732 Intermediate Similarity NPD7871 Phase 2
0.7306 Intermediate Similarity NPD6823 Phase 2
0.7302 Intermediate Similarity NPD6535 Approved
0.7302 Intermediate Similarity NPD4363 Phase 3
0.7302 Intermediate Similarity NPD4360 Phase 2
0.7302 Intermediate Similarity NPD6534 Approved
0.7296 Intermediate Similarity NPD7701 Phase 2
0.7278 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD7783 Phase 2
0.7273 Intermediate Similarity NPD6100 Approved
0.7273 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD6099 Approved
0.7267 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7261 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7259 Intermediate Similarity NPD8151 Discontinued
0.7239 Intermediate Similarity NPD5124 Phase 1
0.7239 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7239 Intermediate Similarity NPD1933 Approved
0.7222 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD7874 Approved
0.7212 Intermediate Similarity NPD7033 Discontinued
0.7202 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD7700 Phase 2
0.7188 Intermediate Similarity NPD7699 Phase 2
0.7186 Intermediate Similarity NPD7801 Approved
0.7167 Intermediate Similarity NPD5242 Approved
0.716 Intermediate Similarity NPD2309 Approved
0.7143 Intermediate Similarity NPD6832 Phase 2
0.7143 Intermediate Similarity NPD4908 Phase 1
0.7135 Intermediate Similarity NPD7549 Discontinued
0.7111 Intermediate Similarity NPD5710 Approved
0.7111 Intermediate Similarity NPD5711 Approved
0.7083 Intermediate Similarity NPD4361 Phase 2
0.7083 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD2424 Discontinued
0.7069 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7069 Intermediate Similarity NPD7458 Discontinued
0.7063 Intermediate Similarity NPD1203 Approved
0.7056 Intermediate Similarity NPD8127 Discontinued
0.7035 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7035 Intermediate Similarity NPD7585 Approved
0.7033 Intermediate Similarity NPD2403 Approved
0.7033 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.703 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7025 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7024 Intermediate Similarity NPD7266 Discontinued
0.7019 Intermediate Similarity NPD2798 Approved
0.7017 Intermediate Similarity NPD7229 Phase 3
0.7006 Intermediate Similarity NPD8455 Phase 2
0.7006 Intermediate Similarity NPD4308 Phase 3
0.6994 Remote Similarity NPD4625 Phase 3
0.6989 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6989 Remote Similarity NPD6385 Approved
0.6989 Remote Similarity NPD7240 Approved
0.6989 Remote Similarity NPD6386 Approved
0.6987 Remote Similarity NPD1548 Phase 1
0.6985 Remote Similarity NPD7583 Approved
0.6981 Remote Similarity NPD9269 Phase 2
0.6979 Remote Similarity NPD6213 Phase 3
0.6979 Remote Similarity NPD6214 Clinical (unspecified phase)
0.6979 Remote Similarity NPD6212 Phase 3
0.6973 Remote Similarity NPD1729 Discontinued
0.6966 Remote Similarity NPD5353 Approved
0.6957 Remote Similarity NPD7907 Approved
0.6951 Remote Similarity NPD3268 Approved
0.6942 Remote Similarity NPD2899 Discontinued
0.6942 Remote Similarity NPD4665 Approved
0.6942 Remote Similarity NPD4111 Phase 1

Structure

External Identifiers

PubChem CID   24180632
ChEMBL   CHEMBL400360
ZINC  

Physicochemical Properties

Molecular Weight:  412.12
ALogP:  -1.6713
MLogP:  3
XLogP:  0.892
# Rotatable Bonds:  10
Polar Surface Area:  114.68
# H-Bond Aceptor:  2
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  30

Download Data

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