Natural Product: NPC99772

Natural Product ID:  NPC99772
Common Name:   Caesalpiniaphenol D
IUPAC Name:   2-[(S)-(3,4-dihydroxyphenyl)-hydroxymethoxy]-4-hydroxybenzaldehyde
Synonyms:   Caesalpiniaphenol D
Molecular Formula:   C14H12O6
Standard InCHIKey:  MHBAYVIIZSKIQY-AWEZNQCLSA-N
Standard InCHI:  InChI=1S/C14H12O6/c15-7-9-1-3-10(16)6-13(9)20-14(19)8-2-4-11(17)12(18)5-8/h1-7,14,16-19H/t14-/m0/s1
Canonical SMILES:  O=Cc1ccc(cc1O[C@@H](c1ccc(c(c1)O)O)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
NPO29935 Caesalpinia sappan Species Fabaceae Eukaryota PMID[23234407]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT35 Others n.a. IC50 = 112520 nM 16137881
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 12200 nM 26317881
NPT113 Cell Line RAW264.7 Mus musculus IC50 > 50000 nM 20112995

  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 NPC99772 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
0.9128 High Similarity NPC119059
0.9103 High Similarity NPC168822
0.9103 High Similarity NPC88043
0.9067 High Similarity NPC1612
0.9067 High Similarity NPC183959
0.906 High Similarity NPC95864
0.9054 High Similarity NPC70136
0.9045 High Similarity NPC165720
0.9038 High Similarity NPC189142
0.9038 High Similarity NPC77660
0.9038 High Similarity NPC127782
0.9038 High Similarity NPC300537
0.9 High Similarity NPC188679
0.9 High Similarity NPC321011
0.9 High Similarity NPC294852
0.8986 High Similarity NPC279121
0.8981 High Similarity NPC270335
0.8981 High Similarity NPC29830
0.8981 High Similarity NPC191306
0.8981 High Similarity NPC19709
0.8974 High Similarity NPC471290
0.8954 High Similarity NPC246328
0.8954 High Similarity NPC256346
0.8954 High Similarity NPC325028
0.8954 High Similarity NPC27532
0.894 High Similarity NPC105512
0.8933 High Similarity NPC108406
0.8933 High Similarity NPC51443
0.8933 High Similarity NPC74881
0.8931 High Similarity NPC48640
0.8931 High Similarity NPC116745
0.8931 High Similarity NPC45400
0.8931 High Similarity NPC229729
0.8931 High Similarity NPC149244
0.8924 High Similarity NPC22832
0.8924 High Similarity NPC277205
0.8924 High Similarity NPC311830
0.8919 High Similarity NPC175013
0.8917 High Similarity NPC473043
0.8889 High Similarity NPC240476
0.8889 High Similarity NPC61506
0.8889 High Similarity NPC9743
0.8889 High Similarity NPC246162
0.8889 High Similarity NPC36835
0.8889 High Similarity NPC260491
0.8875 High Similarity NPC229687
0.8874 High Similarity NPC12367
0.8874 High Similarity NPC19545
0.8874 High Similarity NPC3036
0.8874 High Similarity NPC118726
0.8868 High Similarity NPC236934
0.8868 High Similarity NPC308404
0.8868 High Similarity NPC255615
0.8868 High Similarity NPC210073
0.8868 High Similarity NPC8856
0.8868 High Similarity NPC254306
0.8868 High Similarity NPC118284
0.8868 High Similarity NPC281131
0.8868 High Similarity NPC56077
0.8868 High Similarity NPC276222
0.8868 High Similarity NPC67037
0.8868 High Similarity NPC21100
0.8868 High Similarity NPC145038
0.8868 High Similarity NPC197285
0.8868 High Similarity NPC115674
0.8868 High Similarity NPC253662
0.8868 High Similarity NPC5778
0.8868 High Similarity NPC274618
0.8868 High Similarity NPC88789
0.8868 High Similarity NPC179950
0.8867 High Similarity NPC20791
0.8867 High Similarity NPC179271
0.8861 High Similarity NPC88023
0.8861 High Similarity NPC284960
0.8861 High Similarity NPC222936
0.8861 High Similarity NPC243930
0.8861 High Similarity NPC309025
0.8861 High Similarity NPC470772
0.8859 High Similarity NPC242893
0.8859 High Similarity NPC38065
0.8854 High Similarity NPC162668
0.8854 High Similarity NPC470756
0.8851 High Similarity NPC284556
0.8851 High Similarity NPC301178
0.8851 High Similarity NPC299154
0.8831 High Similarity NPC141212
0.8824 High Similarity NPC260895
0.8824 High Similarity NPC31363
0.8824 High Similarity NPC204515
0.882 High Similarity NPC72249
0.882 High Similarity NPC34287
0.882 High Similarity NPC149011
0.882 High Similarity NPC204937
0.882 High Similarity NPC471416
0.882 High Similarity NPC206123
0.882 High Similarity NPC231194
0.882 High Similarity NPC212748
0.882 High Similarity NPC51326
0.8816 High Similarity NPC87125
0.8816 High Similarity NPC52005
0.8816 High Similarity NPC183950
0.8816 High Similarity NPC270465
0.8816 High Similarity NPC137062
0.8816 High Similarity NPC287101
0.8816 High Similarity NPC223579
0.8812 High Similarity NPC173637
0.8812 High Similarity NPC127546
0.8812 High Similarity NPC146792
0.8812 High Similarity NPC471288
0.8812 High Similarity NPC92565
0.8812 High Similarity NPC223424
0.8812 High Similarity NPC45618
0.8812 High Similarity NPC84362
0.8812 High Similarity NPC160156
0.8812 High Similarity NPC52550
0.8812 High Similarity NPC317489
0.8812 High Similarity NPC58716
0.8808 High Similarity NPC239312
0.8808 High Similarity NPC140840
0.8808 High Similarity NPC168803
0.8808 High Similarity NPC275772
0.8808 High Similarity NPC130230
0.8808 High Similarity NPC86847
0.8805 High Similarity NPC19388
0.8805 High Similarity NPC34531
0.8805 High Similarity NPC240431
0.8805 High Similarity NPC55786
0.88 High Similarity NPC262282
0.8792 High Similarity NPC287722
0.8792 High Similarity NPC471417
0.8782 High Similarity NPC52530
0.8774 High Similarity NPC2928
0.8774 High Similarity NPC321779
0.8766 High Similarity NPC477231
0.8766 High Similarity NPC60972
0.8766 High Similarity NPC55205
0.8766 High Similarity NPC88484
0.8766 High Similarity NPC259767
0.8766 High Similarity NPC302950
0.8766 High Similarity NPC257648
0.8766 High Similarity NPC39732
0.8766 High Similarity NPC219582
0.8766 High Similarity NPC19721
0.8766 High Similarity NPC236637
0.8765 High Similarity NPC260263
0.8765 High Similarity NPC67134
0.8765 High Similarity NPC307518
0.8765 High Similarity NPC235575
0.8765 High Similarity NPC205076
0.8765 High Similarity NPC47140
0.8765 High Similarity NPC48773
0.8758 High Similarity NPC149127
0.8758 High Similarity NPC120099
0.8758 High Similarity NPC52382
0.8758 High Similarity NPC184136
0.8758 High Similarity NPC105283
0.8758 High Similarity NPC226294
0.8758 High Similarity NPC188871
0.8758 High Similarity NPC58053
0.8758 High Similarity NPC270578
0.8758 High Similarity NPC469931
0.8758 High Similarity NPC45638
0.8758 High Similarity NPC203050
0.8758 High Similarity NPC62042
0.8758 High Similarity NPC201292
0.8758 High Similarity NPC186807
0.8758 High Similarity NPC43587
0.8758 High Similarity NPC209296
0.8758 High Similarity NPC219904
0.8758 High Similarity NPC45873
0.8758 High Similarity NPC223747
0.8758 High Similarity NPC475942
0.8758 High Similarity NPC105025
0.8758 High Similarity NPC286342
0.8758 High Similarity NPC93337
0.8758 High Similarity NPC86008
0.8758 High Similarity NPC29231
0.8758 High Similarity NPC170675
0.8758 High Similarity NPC225434
0.8758 High Similarity NPC112755
0.8758 High Similarity NPC195257
0.8758 High Similarity NPC471457
0.875 High Similarity NPC135599
0.875 High Similarity NPC43669
0.875 High Similarity NPC113968
0.875 High Similarity NPC120464
0.875 High Similarity NPC107636
0.875 High Similarity NPC272721
0.875 High Similarity NPC218490
0.875 High Similarity NPC276930
0.875 High Similarity NPC328940
0.875 High Similarity NPC194856
0.875 High Similarity NPC73855
0.875 High Similarity NPC277174
0.875 High Similarity NPC196277
0.8742 High Similarity NPC169749
0.8742 High Similarity NPC470178
0.8734 High Similarity NPC182045
0.8726 High Similarity NPC74319
0.8726 High Similarity NPC289811

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC99772 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
0.8986 High Similarity NPD1511 Approved
0.8931 High Similarity NPD3818 Discontinued
0.8867 High Similarity NPD1512 Approved
0.8766 High Similarity NPD1934 Approved
0.8758 High Similarity NPD7054 Approved
0.871 High Similarity NPD2393 Clinical (unspecified phase)
0.8704 High Similarity NPD7074 Phase 3
0.8704 High Similarity NPD7472 Approved
0.8662 High Similarity NPD4381 Clinical (unspecified phase)
0.865 High Similarity NPD6797 Phase 2
0.8599 High Similarity NPD3882 Suspended
0.8598 High Similarity NPD7251 Discontinued
0.859 High Similarity NPD2801 Approved
0.8545 High Similarity NPD4338 Clinical (unspecified phase)
0.8514 High Similarity NPD1551 Phase 2
0.8434 Intermediate Similarity NPD7808 Phase 3
0.84 Intermediate Similarity NPD1549 Phase 2
0.8365 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8344 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8344 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8344 Intermediate Similarity NPD6166 Phase 2
0.8333 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8333 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8322 Intermediate Similarity NPD1510 Phase 2
0.8302 Intermediate Similarity NPD3817 Phase 2
0.8263 Intermediate Similarity NPD6559 Discontinued
0.8243 Intermediate Similarity NPD230 Phase 1
0.8176 Intermediate Similarity NPD943 Approved
0.8176 Intermediate Similarity NPD1240 Approved
0.8165 Intermediate Similarity NPD4380 Phase 2
0.8129 Intermediate Similarity NPD6799 Approved
0.8084 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8077 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8067 Intermediate Similarity NPD1607 Approved
0.8039 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8038 Intermediate Similarity NPD1653 Approved
0.8012 Intermediate Similarity NPD1465 Phase 2
0.7975 Intermediate Similarity NPD7075 Discontinued
0.7933 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7933 Intermediate Similarity NPD1613 Approved
0.7927 Intermediate Similarity NPD919 Approved
0.7908 Intermediate Similarity NPD2796 Approved
0.7901 Intermediate Similarity NPD7819 Suspended
0.7901 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7882 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7881 Intermediate Similarity NPD447 Suspended
0.7853 Intermediate Similarity NPD5402 Approved
0.784 Intermediate Similarity NPD6801 Discontinued
0.7838 Intermediate Similarity NPD9494 Approved
0.7831 Intermediate Similarity NPD1247 Approved
0.7826 Intermediate Similarity NPD6599 Discontinued
0.7823 Intermediate Similarity NPD1203 Approved
0.7821 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7785 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7784 Intermediate Similarity NPD6232 Discontinued
0.7778 Intermediate Similarity NPD7411 Suspended
0.7771 Intermediate Similarity NPD5494 Approved
0.7765 Intermediate Similarity NPD5844 Phase 1
0.775 Intermediate Similarity NPD920 Approved
0.775 Intermediate Similarity NPD5403 Approved
0.7736 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7736 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7736 Intermediate Similarity NPD5401 Approved
0.7727 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7722 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7718 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7707 Intermediate Similarity NPD3750 Approved
0.7682 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7677 Intermediate Similarity NPD2935 Discontinued
0.7647 Intermediate Similarity NPD1933 Approved
0.7647 Intermediate Similarity NPD7473 Discontinued
0.764 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7636 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD7199 Phase 2
0.7619 Intermediate Similarity NPD9269 Phase 2
0.7602 Intermediate Similarity NPD3751 Discontinued
0.7595 Intermediate Similarity NPD4628 Phase 3
0.759 Intermediate Similarity NPD7768 Phase 2
0.7547 Intermediate Similarity NPD6190 Approved
0.7545 Intermediate Similarity NPD3749 Approved
0.7532 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7529 Intermediate Similarity NPD7685 Pre-registration
0.7516 Intermediate Similarity NPD2532 Approved
0.7516 Intermediate Similarity NPD2534 Approved
0.7516 Intermediate Similarity NPD2533 Approved
0.7515 Intermediate Similarity NPD6959 Discontinued
0.75 Intermediate Similarity NPD3027 Phase 3
0.75 Intermediate Similarity NPD9717 Approved
0.7485 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7453 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7427 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7427 Intermediate Similarity NPD3926 Phase 2
0.7421 Intermediate Similarity NPD1243 Approved
0.7421 Intermediate Similarity NPD2800 Approved
0.7421 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7396 Intermediate Similarity NPD6234 Discontinued
0.7389 Intermediate Similarity NPD3748 Approved
0.7368 Intermediate Similarity NPD3787 Discontinued
0.7348 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7347 Intermediate Similarity NPD9268 Approved
0.7345 Intermediate Similarity NPD8313 Approved
0.7345 Intermediate Similarity NPD8312 Approved
0.7338 Intermediate Similarity NPD411 Approved
0.732 Intermediate Similarity NPD6832 Phase 2
0.7315 Intermediate Similarity NPD1091 Approved
0.7305 Intermediate Similarity NPD37 Approved
0.7299 Intermediate Similarity NPD7228 Approved
0.7296 Intermediate Similarity NPD2344 Approved
0.7296 Intermediate Similarity NPD7266 Discontinued
0.7279 Intermediate Similarity NPD9545 Approved
0.7279 Intermediate Similarity NPD1548 Phase 1
0.7278 Intermediate Similarity NPD4967 Phase 2
0.7278 Intermediate Similarity NPD4966 Approved
0.7278 Intermediate Similarity NPD4965 Approved
0.7273 Intermediate Similarity NPD5953 Discontinued
0.7257 Intermediate Similarity NPD7286 Phase 2
0.7238 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7229 Intermediate Similarity NPD3226 Approved
0.7226 Intermediate Similarity NPD2313 Discontinued
0.7219 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD1610 Phase 2
0.72 Intermediate Similarity NPD422 Phase 1
0.72 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.719 Intermediate Similarity NPD1019 Discontinued
0.717 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD2799 Discontinued
0.7152 Intermediate Similarity NPD1608 Approved
0.7143 Intermediate Similarity NPD9493 Approved
0.712 Intermediate Similarity NPD7584 Approved
0.7117 Intermediate Similarity NPD2309 Approved
0.7095 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7091 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7081 Intermediate Similarity NPD2346 Discontinued
0.7078 Intermediate Similarity NPD2798 Approved
0.7074 Intermediate Similarity NPD6782 Approved
0.7074 Intermediate Similarity NPD6776 Approved
0.7074 Intermediate Similarity NPD6777 Approved
0.7074 Intermediate Similarity NPD6779 Approved
0.7074 Intermediate Similarity NPD6778 Approved
0.7074 Intermediate Similarity NPD6781 Approved
0.7074 Intermediate Similarity NPD6780 Approved
0.7072 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD7033 Discontinued
0.7059 Intermediate Similarity NPD8455 Phase 2
0.7059 Intermediate Similarity NPD3225 Approved
0.7055 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7047 Intermediate Similarity NPD8151 Discontinued
0.7044 Intermediate Similarity NPD6651 Approved
0.7033 Intermediate Similarity NPD8434 Phase 2
0.7029 Intermediate Similarity NPD5242 Approved
0.7019 Intermediate Similarity NPD6099 Approved
0.7019 Intermediate Similarity NPD6100 Approved
0.7018 Intermediate Similarity NPD5353 Approved
0.6988 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6987 Remote Similarity NPD4908 Phase 1
0.6984 Remote Similarity NPD7501 Clinical (unspecified phase)
0.6971 Remote Similarity NPD5710 Approved
0.6971 Remote Similarity NPD5711 Approved
0.6963 Remote Similarity NPD7435 Discontinued
0.6957 Remote Similarity NPD4308 Phase 3
0.6954 Remote Similarity NPD17 Approved
0.6941 Remote Similarity NPD6385 Approved
0.6941 Remote Similarity NPD6386 Approved
0.6928 Remote Similarity NPD1481 Phase 2
0.6923 Remote Similarity NPD7458 Discontinued
0.6923 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6919 Remote Similarity NPD4288 Approved
0.6915 Remote Similarity NPD8090 Clinical (unspecified phase)
0.6899 Remote Similarity NPD4907 Clinical (unspecified phase)
0.6899 Remote Similarity NPD1296 Phase 2
0.689 Remote Similarity NPD1652 Phase 2
0.6888 Remote Similarity NPD7783 Phase 2
0.6888 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6875 Remote Similarity NPD7697 Approved
0.6875 Remote Similarity NPD7696 Phase 3
0.6875 Remote Similarity NPD7698 Approved
0.6871 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6863 Remote Similarity NPD1535 Discovery
0.6851 Remote Similarity NPD7240 Approved
0.6842 Remote Similarity NPD1778 Approved
0.6839 Remote Similarity NPD7870 Phase 2
0.6839 Remote Similarity NPD7871 Phase 2
0.6826 Remote Similarity NPD4357 Discontinued
0.6826 Remote Similarity NPD7390 Discontinued
0.6824 Remote Similarity NPD1241 Discontinued
0.6823 Remote Similarity NPD6823 Phase 2
0.6821 Remote Similarity NPD7585 Approved
0.6821 Remote Similarity NPD7701 Phase 2
0.6815 Remote Similarity NPD3018 Phase 2
0.6809 Remote Similarity NPD6535 Approved
0.6809 Remote Similarity NPD6534 Approved
0.6809 Remote Similarity NPD4363 Phase 3
0.6809 Remote Similarity NPD4360 Phase 2
0.6802 Remote Similarity NPD6844 Discontinued
0.6795 Remote Similarity NPD2797 Approved
0.6795 Remote Similarity NPD1164 Approved
0.6795 Remote Similarity NPD1470 Approved
0.6792 Remote Similarity NPD3764 Approved
0.6792 Remote Similarity NPD3268 Approved
0.6792 Remote Similarity NPD6798 Discontinued

Structure

External Identifiers

PubChem CID   71457913
ChEMBL   CHEMBL2208386
ZINC  

Physicochemical Properties

Molecular Weight:  276.06
ALogP:  -2.0555
MLogP:  2.34
XLogP:  1.283
# Rotatable Bonds:  8
Polar Surface Area:  107.22
# H-Bond Aceptor:  2
# H-Bond Donor:  4
# Rings:  2
# Heavy Atoms:  20

Download Data

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