Natural Product: NPC327070

Natural Product ID:  NPC327070
Common Name:   10-Acetoxy-8-Hydroxy-9-O-Angeloylthmol
IUPAC Name:   [3-acetyloxy-2-hydroxy-2-(2-hydroxy-4-methylphenyl)propyl] (Z)-2-methylbut-2-enoate
Synonyms:  
Molecular Formula:   C17H22O6
Standard InCHIKey:  QFYNDCRFXVUINR-XGICHPGQSA-N
Standard InCHI:  InChI=1S/C17H22O6/c1-5-12(3)16(20)23-10-17(21,9-22-13(4)18)14-7-6-11(2)8-15(14)19/h5-8,19,21H,9-10H2,1-4H3/b12-5-
Canonical SMILES:  C/C=C(C(=O)OCC(c1ccc(cc1O)C)(COC(=O)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
NPO6414 Eupatorium cannabinum Species Asteraceae Eukaryota Aerial parts PMID[21391659]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 13100 nM 21391659
NPT2 Others Unspecified IC50 = 6270 nM 21391659

  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 NPC327070 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
0.9828 High Similarity NPC325301
0.9483 High Similarity NPC160235
0.9402 High Similarity NPC328485
0.9217 High Similarity NPC41851
0.8908 High Similarity NPC206205
0.8879 High Similarity NPC26615
0.8862 High Similarity NPC469568
0.8803 High Similarity NPC190212
0.876 High Similarity NPC211164
0.872 High Similarity NPC329272
0.8699 High Similarity NPC132518
0.8699 High Similarity NPC477151
0.8682 High Similarity NPC472591
0.856 High Similarity NPC117794
0.8559 High Similarity NPC228452
0.8537 High Similarity NPC165197
0.8492 Intermediate Similarity NPC472592
0.848 Intermediate Similarity NPC477152
0.8468 Intermediate Similarity NPC25168
0.8443 Intermediate Similarity NPC203124
0.8443 Intermediate Similarity NPC309434
0.8417 Intermediate Similarity NPC197513
0.84 Intermediate Similarity NPC297193
0.8387 Intermediate Similarity NPC322569
0.8374 Intermediate Similarity NPC472593
0.8374 Intermediate Similarity NPC98748
0.8346 Intermediate Similarity NPC170749
0.8319 Intermediate Similarity NPC228609
0.8291 Intermediate Similarity NPC66834
0.8279 Intermediate Similarity NPC123559
0.8279 Intermediate Similarity NPC281277
0.8271 Intermediate Similarity NPC71108
0.8271 Intermediate Similarity NPC267539
0.8271 Intermediate Similarity NPC204257
0.8271 Intermediate Similarity NPC254832
0.8271 Intermediate Similarity NPC29317
0.8271 Intermediate Similarity NPC229638
0.8271 Intermediate Similarity NPC176102
0.8268 Intermediate Similarity NPC10154
0.8268 Intermediate Similarity NPC265413
0.8264 Intermediate Similarity NPC33749
0.8264 Intermediate Similarity NPC261453
0.8264 Intermediate Similarity NPC328593
0.8258 Intermediate Similarity NPC157478
0.8258 Intermediate Similarity NPC289572
0.8258 Intermediate Similarity NPC200422
0.8258 Intermediate Similarity NPC295406
0.824 Intermediate Similarity NPC470848
0.824 Intermediate Similarity NPC470849
0.8235 Intermediate Similarity NPC471535
0.8226 Intermediate Similarity NPC263386
0.8226 Intermediate Similarity NPC141791
0.8217 Intermediate Similarity NPC257947
0.8217 Intermediate Similarity NPC66331
0.8211 Intermediate Similarity NPC320864
0.8197 Intermediate Similarity NPC474967
0.8197 Intermediate Similarity NPC233669
0.8182 Intermediate Similarity NPC95381
0.8175 Intermediate Similarity NPC469564
0.8174 Intermediate Similarity NPC94343
0.8151 Intermediate Similarity NPC75272
0.8151 Intermediate Similarity NPC471954
0.8151 Intermediate Similarity NPC98392
0.8125 Intermediate Similarity NPC20443
0.8125 Intermediate Similarity NPC60517
0.8125 Intermediate Similarity NPC474532
0.8125 Intermediate Similarity NPC146886
0.8115 Intermediate Similarity NPC217472
0.8115 Intermediate Similarity NPC114918
0.8106 Intermediate Similarity NPC7012
0.8083 Intermediate Similarity NPC183700
0.808 Intermediate Similarity NPC20230
0.808 Intermediate Similarity NPC38181
0.8077 Intermediate Similarity NPC473993
0.8065 Intermediate Similarity NPC160199
0.8065 Intermediate Similarity NPC65791
0.8062 Intermediate Similarity NPC287473
0.8049 Intermediate Similarity NPC232165
0.8047 Intermediate Similarity NPC261992
0.8034 Intermediate Similarity NPC475225
0.8034 Intermediate Similarity NPC93831
0.8031 Intermediate Similarity NPC147654
0.8017 Intermediate Similarity NPC139946
0.8017 Intermediate Similarity NPC226250
0.8017 Intermediate Similarity NPC470355
0.8015 Intermediate Similarity NPC217431
0.8014 Intermediate Similarity NPC472936
0.8014 Intermediate Similarity NPC472937
0.8014 Intermediate Similarity NPC472938
0.8 Intermediate Similarity NPC103910
0.8 Intermediate Similarity NPC275519
0.8 Intermediate Similarity NPC120225
0.8 Intermediate Similarity NPC475695
0.8 Intermediate Similarity NPC213552
0.8 Intermediate Similarity NPC86198
0.7985 Intermediate Similarity NPC43627
0.797 Intermediate Similarity NPC108553
0.797 Intermediate Similarity NPC191395
0.7969 Intermediate Similarity NPC188997
0.7969 Intermediate Similarity NPC302211
0.7956 Intermediate Similarity NPC132723
0.7956 Intermediate Similarity NPC76032
0.7956 Intermediate Similarity NPC151946
0.7955 Intermediate Similarity NPC131684
0.7953 Intermediate Similarity NPC204466
0.7951 Intermediate Similarity NPC302371
0.7949 Intermediate Similarity NPC235762
0.7949 Intermediate Similarity NPC471228
0.7949 Intermediate Similarity NPC304638
0.7941 Intermediate Similarity NPC115861
0.7941 Intermediate Similarity NPC154485
0.7941 Intermediate Similarity NPC471872
0.7939 Intermediate Similarity NPC95034
0.7939 Intermediate Similarity NPC142087
0.7937 Intermediate Similarity NPC470214
0.7937 Intermediate Similarity NPC90522
0.7937 Intermediate Similarity NPC470215
0.7937 Intermediate Similarity NPC109371
0.7937 Intermediate Similarity NPC328459
0.7937 Intermediate Similarity NPC70084
0.7937 Intermediate Similarity NPC121866
0.7931 Intermediate Similarity NPC72729
0.7931 Intermediate Similarity NPC174911
0.7926 Intermediate Similarity NPC474097
0.7923 Intermediate Similarity NPC240744
0.7923 Intermediate Similarity NPC167055
0.7923 Intermediate Similarity NPC289459
0.792 Intermediate Similarity NPC145023
0.792 Intermediate Similarity NPC200988
0.792 Intermediate Similarity NPC175799
0.792 Intermediate Similarity NPC610
0.792 Intermediate Similarity NPC122117
0.7914 Intermediate Similarity NPC257003
0.791 Intermediate Similarity NPC329427
0.791 Intermediate Similarity NPC302844
0.791 Intermediate Similarity NPC317601
0.7907 Intermediate Similarity NPC224208
0.7907 Intermediate Similarity NPC248786
0.7907 Intermediate Similarity NPC14141
0.7907 Intermediate Similarity NPC474275
0.7903 Intermediate Similarity NPC474486
0.7899 Intermediate Similarity NPC53740
0.7899 Intermediate Similarity NPC86744
0.7899 Intermediate Similarity NPC470616
0.7899 Intermediate Similarity NPC37115
0.7899 Intermediate Similarity NPC470617
0.7899 Intermediate Similarity NPC136962
0.7891 Intermediate Similarity NPC476165
0.7891 Intermediate Similarity NPC70752
0.7886 Intermediate Similarity NPC296144
0.7886 Intermediate Similarity NPC28784
0.7883 Intermediate Similarity NPC155963
0.7883 Intermediate Similarity NPC67349
0.7883 Intermediate Similarity NPC279676
0.7881 Intermediate Similarity NPC130817
0.7879 Intermediate Similarity NPC81261
0.7879 Intermediate Similarity NPC478215
0.7874 Intermediate Similarity NPC193193
0.7874 Intermediate Similarity NPC31314
0.7874 Intermediate Similarity NPC202474
0.7874 Intermediate Similarity NPC14177
0.7874 Intermediate Similarity NPC72977
0.7869 Intermediate Similarity NPC234376
0.7863 Intermediate Similarity NPC118584
0.7857 Intermediate Similarity NPC329980
0.7857 Intermediate Similarity NPC94637
0.7852 Intermediate Similarity NPC475468
0.7852 Intermediate Similarity NPC185777
0.7851 Intermediate Similarity NPC473524
0.7847 Intermediate Similarity NPC472939
0.7846 Intermediate Similarity NPC147896
0.7846 Intermediate Similarity NPC246704
0.7842 Intermediate Similarity NPC152771
0.7842 Intermediate Similarity NPC195357
0.7836 Intermediate Similarity NPC473777
0.7833 Intermediate Similarity NPC260952
0.7833 Intermediate Similarity NPC474352
0.7832 Intermediate Similarity NPC81835
0.7829 Intermediate Similarity NPC469927
0.7829 Intermediate Similarity NPC478058
0.7829 Intermediate Similarity NPC46634
0.7826 Intermediate Similarity NPC139243
0.7826 Intermediate Similarity NPC126739
0.7826 Intermediate Similarity NPC116742
0.7826 Intermediate Similarity NPC197666
0.7823 Intermediate Similarity NPC473931
0.7823 Intermediate Similarity NPC81808
0.7823 Intermediate Similarity NPC474114
0.7823 Intermediate Similarity NPC474050
0.782 Intermediate Similarity NPC30174
0.782 Intermediate Similarity NPC83062
0.7815 Intermediate Similarity NPC47284
0.7815 Intermediate Similarity NPC303141
0.7815 Intermediate Similarity NPC243677
0.7812 Intermediate Similarity NPC26433
0.7812 Intermediate Similarity NPC159760
0.7812 Intermediate Similarity NPC244994
0.7812 Intermediate Similarity NPC222876
0.7812 Intermediate Similarity NPC272454
0.7812 Intermediate Similarity NPC115188

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC327070 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
0.8016 Intermediate Similarity NPD4626 Approved
0.7953 Intermediate Similarity NPD3496 Discontinued
0.7937 Intermediate Similarity NPD5691 Approved
0.7778 Intermediate Similarity NPD4060 Phase 1
0.7739 Intermediate Similarity NPD844 Approved
0.7698 Intermediate Similarity NPD9493 Approved
0.7672 Intermediate Similarity NPD288 Approved
0.766 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7626 Intermediate Similarity NPD2935 Discontinued
0.7619 Intermediate Similarity NPD4198 Discontinued
0.7597 Intermediate Similarity NPD1778 Approved
0.7571 Intermediate Similarity NPD7266 Discontinued
0.7561 Intermediate Similarity NPD4750 Phase 3
0.7541 Intermediate Similarity NPD1358 Approved
0.7536 Intermediate Similarity NPD6653 Approved
0.7535 Intermediate Similarity NPD8166 Discontinued
0.7519 Intermediate Similarity NPD2797 Approved
0.748 Intermediate Similarity NPD6671 Approved
0.7479 Intermediate Similarity NPD289 Clinical (unspecified phase)
0.7464 Intermediate Similarity NPD447 Suspended
0.7464 Intermediate Similarity NPD230 Phase 1
0.7429 Intermediate Similarity NPD4308 Phase 3
0.7426 Intermediate Similarity NPD7095 Approved
0.7413 Intermediate Similarity NPD4628 Phase 3
0.7372 Intermediate Similarity NPD411 Approved
0.7372 Intermediate Similarity NPD3268 Approved
0.7368 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD4749 Approved
0.7361 Intermediate Similarity NPD6190 Approved
0.7338 Intermediate Similarity NPD6355 Discontinued
0.7324 Intermediate Similarity NPD5763 Approved
0.7324 Intermediate Similarity NPD5762 Approved
0.7317 Intermediate Similarity NPD3134 Approved
0.7308 Intermediate Similarity NPD9545 Approved
0.7293 Intermediate Similarity NPD9717 Approved
0.728 Intermediate Similarity NPD3022 Approved
0.728 Intermediate Similarity NPD3021 Approved
0.7279 Intermediate Similarity NPD5736 Approved
0.7273 Intermediate Similarity NPD2424 Discontinued
0.7266 Intermediate Similarity NPD690 Clinical (unspecified phase)
0.7258 Intermediate Similarity NPD290 Approved
0.7254 Intermediate Similarity NPD6032 Approved
0.7248 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7246 Intermediate Similarity NPD6798 Discontinued
0.7246 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7246 Intermediate Similarity NPD7985 Registered
0.7244 Intermediate Similarity NPD7635 Approved
0.7218 Intermediate Similarity NPD1611 Approved
0.7218 Intermediate Similarity NPD422 Phase 1
0.7211 Intermediate Similarity NPD2533 Approved
0.7211 Intermediate Similarity NPD2532 Approved
0.7211 Intermediate Similarity NPD2534 Approved
0.7209 Intermediate Similarity NPD7157 Approved
0.7203 Intermediate Similarity NPD2346 Discontinued
0.72 Intermediate Similarity NPD9266 Approved
0.72 Intermediate Similarity NPD2684 Approved
0.72 Intermediate Similarity NPD74 Approved
0.7174 Intermediate Similarity NPD4625 Phase 3
0.7174 Intermediate Similarity NPD3027 Phase 3
0.7165 Intermediate Similarity NPD228 Approved
0.7153 Intermediate Similarity NPD2237 Approved
0.7143 Intermediate Similarity NPD4307 Phase 2
0.7133 Intermediate Similarity NPD5404 Approved
0.7133 Intermediate Similarity NPD5405 Approved
0.7133 Intermediate Similarity NPD5408 Approved
0.7133 Intermediate Similarity NPD5406 Approved
0.7133 Intermediate Similarity NPD1551 Phase 2
0.7132 Intermediate Similarity NPD1203 Approved
0.7131 Intermediate Similarity NPD846 Approved
0.7131 Intermediate Similarity NPD940 Approved
0.7122 Intermediate Similarity NPD3764 Approved
0.7121 Intermediate Similarity NPD5585 Approved
0.712 Intermediate Similarity NPD9263 Approved
0.712 Intermediate Similarity NPD9264 Approved
0.712 Intermediate Similarity NPD9267 Approved
0.7119 Intermediate Similarity NPD845 Approved
0.7109 Intermediate Similarity NPD7843 Approved
0.7107 Intermediate Similarity NPD3020 Approved
0.7101 Intermediate Similarity NPD6832 Phase 2
0.7095 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7092 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.709 Intermediate Similarity NPD1091 Approved
0.7086 Intermediate Similarity NPD6599 Discontinued
0.708 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7078 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7071 Intermediate Similarity NPD6233 Phase 2
0.7071 Intermediate Similarity NPD6663 Approved
0.7067 Intermediate Similarity NPD1653 Approved
0.7059 Intermediate Similarity NPD6696 Suspended
0.7059 Intermediate Similarity NPD3225 Approved
0.7059 Intermediate Similarity NPD1432 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD1283 Approved
0.7055 Intermediate Similarity NPD7982 Clinical (unspecified phase)
0.705 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7034 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7031 Intermediate Similarity NPD969 Suspended
0.7023 Intermediate Similarity NPD694 Clinical (unspecified phase)
0.7021 Intermediate Similarity NPD826 Approved
0.7021 Intermediate Similarity NPD2979 Phase 3
0.7021 Intermediate Similarity NPD1613 Approved
0.7021 Intermediate Similarity NPD825 Approved
0.7021 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.702 Intermediate Similarity NPD7458 Discontinued
0.7014 Intermediate Similarity NPD6100 Approved
0.7014 Intermediate Similarity NPD2438 Suspended
0.7014 Intermediate Similarity NPD6099 Approved
0.7008 Intermediate Similarity NPD2067 Discontinued
0.7007 Intermediate Similarity NPD3266 Approved
0.7007 Intermediate Similarity NPD1164 Approved
0.7007 Intermediate Similarity NPD987 Approved
0.7007 Intermediate Similarity NPD3094 Phase 2
0.7007 Intermediate Similarity NPD3267 Approved
0.7 Intermediate Similarity NPD2860 Approved
0.7 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD2629 Approved
0.7 Intermediate Similarity NPD1048 Approved
0.7 Intermediate Similarity NPD2859 Approved
0.6993 Remote Similarity NPD4978 Clinical (unspecified phase)
0.6993 Remote Similarity NPD7097 Phase 1
0.6986 Remote Similarity NPD1652 Phase 2
0.6985 Remote Similarity NPD3600 Clinical (unspecified phase)
0.6984 Remote Similarity NPD2342 Discontinued
0.698 Remote Similarity NPD1578 Phase 2
0.6978 Remote Similarity NPD1529 Clinical (unspecified phase)
0.6978 Remote Similarity NPD4908 Phase 1
0.6972 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6972 Remote Similarity NPD5124 Phase 1
0.697 Remote Similarity NPD5536 Phase 2
0.6966 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6966 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6966 Remote Similarity NPD6004 Phase 3
0.6966 Remote Similarity NPD6005 Phase 3
0.6966 Remote Similarity NPD6002 Phase 3
0.6962 Remote Similarity NPD6232 Discontinued
0.696 Remote Similarity NPD9697 Approved
0.6957 Remote Similarity NPD5647 Approved
0.6957 Remote Similarity NPD1019 Discontinued
0.6957 Remote Similarity NPD5844 Phase 1
0.695 Remote Similarity NPD4248 Discontinued
0.6944 Remote Similarity NPD7033 Discontinued
0.6944 Remote Similarity NPD2799 Discontinued
0.6939 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6939 Remote Similarity NPD4110 Phase 3
0.6939 Remote Similarity NPD3750 Approved
0.6939 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6939 Remote Similarity NPD7003 Approved
0.6935 Remote Similarity NPD6647 Phase 2
0.6933 Remote Similarity NPD2675 Approved
0.6933 Remote Similarity NPD2676 Approved
0.6929 Remote Similarity NPD2182 Approved
0.6928 Remote Similarity NPD8150 Discontinued
0.6923 Remote Similarity NPD7075 Discontinued
0.6923 Remote Similarity NPD5283 Phase 1
0.6923 Remote Similarity NPD1398 Phase 1
0.6917 Remote Similarity NPD2934 Approved
0.6917 Remote Similarity NPD2933 Approved
0.6917 Remote Similarity NPD1759 Phase 1
0.6913 Remote Similarity NPD6799 Approved
0.6912 Remote Similarity NPD1608 Approved
0.6912 Remote Similarity NPD9269 Phase 2
0.6912 Remote Similarity NPD2233 Approved
0.6912 Remote Similarity NPD2230 Approved
0.6912 Remote Similarity NPD2232 Approved
0.6908 Remote Similarity NPD3455 Phase 2
0.6908 Remote Similarity NPD3226 Approved
0.6906 Remote Similarity NPD2861 Phase 2
0.6906 Remote Similarity NPD9494 Approved
0.6906 Remote Similarity NPD1530 Clinical (unspecified phase)
0.6903 Remote Similarity NPD5402 Approved
0.6901 Remote Similarity NPD4140 Approved
0.6894 Remote Similarity NPD405 Clinical (unspecified phase)
0.6894 Remote Similarity NPD7340 Approved
0.6889 Remote Similarity NPD3847 Discontinued
0.6884 Remote Similarity NPD1470 Approved
0.6884 Remote Similarity NPD6362 Approved
0.6883 Remote Similarity NPD1934 Approved
0.6879 Remote Similarity NPD4907 Clinical (unspecified phase)
0.6879 Remote Similarity NPD2313 Discontinued
0.6879 Remote Similarity NPD1699 Clinical (unspecified phase)
0.6879 Remote Similarity NPD6234 Discontinued
0.6871 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6871 Remote Similarity NPD5698 Clinical (unspecified phase)
0.687 Remote Similarity NPD9281 Approved
0.6867 Remote Similarity NPD7446 Clinical (unspecified phase)
0.6863 Remote Similarity NPD4380 Phase 2
0.6861 Remote Similarity NPD4359 Approved
0.686 Remote Similarity NPD1809 Phase 2
0.6849 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6846 Remote Similarity NPD5535 Approved
0.6842 Remote Similarity NPD7644 Approved
0.6842 Remote Similarity NPD1758 Phase 1
0.6839 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6839 Remote Similarity NPD7819 Suspended
0.6839 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6838 Remote Similarity NPD3092 Approved
0.6838 Remote Similarity NPD1201 Approved
0.6838 Remote Similarity NPD1610 Phase 2
0.6838 Remote Similarity NPD1281 Approved
0.6835 Remote Similarity NPD2798 Approved
0.6832 Remote Similarity NPD7473 Discontinued

Structure

External Identifiers

PubChem CID   11110063
ChEMBL   CHEMBL1795997
ZINC  

Physicochemical Properties

Molecular Weight:  322.14
ALogP:  0.6411
MLogP:  2.67
XLogP:  2.866
# Rotatable Bonds:  14
Polar Surface Area:  93.06
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  1
# Heavy Atoms:  23

Download Data

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