Natural Product: NPC473767

Natural Product ID:  NPC473767
Common Name:   4-Hydroxy-3-(2-Hydroxy-3-Isopentenyl)Acetophenone
IUPAC Name:   1-[4-hydroxy-3-(2-hydroxy-3-methylbut-3-enyl)phenyl]ethanone
Synonyms:  
Molecular Formula:   C13H16O3
Standard InCHIKey:  BVZFRLZZCDLQQH-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C13H16O3/c1-8(2)13(16)7-11-6-10(9(3)14)4-5-12(11)15/h4-6,13,15-16H,1,7H2,2-3H3
Canonical SMILES:  OC(C(=C)C)Cc1cc(ccc1O)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
NPO25148 Helichrysum italicum Species Asteraceae Eukaryota PMID[11678669]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT32 Organism Mus musculus Mus musculus Activity = 68 % 12350153
NPT32 Organism Mus musculus Mus musculus ID50 = 0.63 nmol 12350153

  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 NPC473767 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
0.9459 High Similarity NPC242136
0.9153 High Similarity NPC475192
0.9099 High Similarity NPC95172
0.9016 High Similarity NPC473744
0.8966 High Similarity NPC174087
0.8938 High Similarity NPC212718
0.8938 High Similarity NPC114682
0.8919 High Similarity NPC226699
0.8908 High Similarity NPC295034
0.8889 High Similarity NPC474890
0.8889 High Similarity NPC273282
0.8889 High Similarity NPC161943
0.8889 High Similarity NPC249435
0.8829 High Similarity NPC6984
0.8824 High Similarity NPC216216
0.881 High Similarity NPC213485
0.881 High Similarity NPC40524
0.881 High Similarity NPC139074
0.88 High Similarity NPC473777
0.8783 High Similarity NPC11824
0.8729 High Similarity NPC41567
0.8718 High Similarity NPC83718
0.8689 High Similarity NPC184219
0.8678 High Similarity NPC282577
0.8678 High Similarity NPC309765
0.8678 High Similarity NPC67300
0.8672 High Similarity NPC61153
0.8672 High Similarity NPC283590
0.8672 High Similarity NPC130899
0.8672 High Similarity NPC70859
0.8667 High Similarity NPC190971
0.8651 High Similarity NPC471851
0.8651 High Similarity NPC475042
0.864 High Similarity NPC939
0.8632 High Similarity NPC322197
0.8595 High Similarity NPC303737
0.8584 High Similarity NPC228737
0.8571 High Similarity NPC184527
0.8548 High Similarity NPC473751
0.8534 High Similarity NPC231717
0.8522 High Similarity NPC116842
0.8516 High Similarity NPC78307
0.8509 High Similarity NPC224584
0.8509 High Similarity NPC317305
0.8509 High Similarity NPC17525
0.85 High Similarity NPC182240
0.8468 Intermediate Similarity NPC123506
0.8455 Intermediate Similarity NPC174991
0.845 Intermediate Similarity NPC204582
0.845 Intermediate Similarity NPC202225
0.8443 Intermediate Similarity NPC215392
0.843 Intermediate Similarity NPC473136
0.8425 Intermediate Similarity NPC245395
0.8421 Intermediate Similarity NPC141523
0.8421 Intermediate Similarity NPC34715
0.8413 Intermediate Similarity NPC3009
0.8413 Intermediate Similarity NPC96024
0.8407 Intermediate Similarity NPC219913
0.84 Intermediate Similarity NPC254492
0.84 Intermediate Similarity NPC62952
0.839 Intermediate Similarity NPC285350
0.839 Intermediate Similarity NPC473931
0.839 Intermediate Similarity NPC474050
0.839 Intermediate Similarity NPC474114
0.8387 Intermediate Similarity NPC152525
0.8387 Intermediate Similarity NPC74507
0.8387 Intermediate Similarity NPC474803
0.8387 Intermediate Similarity NPC199273
0.8387 Intermediate Similarity NPC68756
0.8387 Intermediate Similarity NPC234890
0.8376 Intermediate Similarity NPC286222
0.8374 Intermediate Similarity NPC91105
0.8374 Intermediate Similarity NPC139171
0.8372 Intermediate Similarity NPC52407
0.8359 Intermediate Similarity NPC93015
0.8347 Intermediate Similarity NPC161617
0.8346 Intermediate Similarity NPC102829
0.8346 Intermediate Similarity NPC474998
0.8346 Intermediate Similarity NPC474546
0.8346 Intermediate Similarity NPC120488
0.8333 Intermediate Similarity NPC72158
0.8333 Intermediate Similarity NPC69424
0.8333 Intermediate Similarity NPC269414
0.8333 Intermediate Similarity NPC160199
0.8333 Intermediate Similarity NPC23126
0.8333 Intermediate Similarity NPC72667
0.8333 Intermediate Similarity NPC176130
0.8333 Intermediate Similarity NPC98254
0.8333 Intermediate Similarity NPC78364
0.8333 Intermediate Similarity NPC103356
0.8333 Intermediate Similarity NPC169250
0.8333 Intermediate Similarity NPC266689
0.8333 Intermediate Similarity NPC100067
0.8333 Intermediate Similarity NPC150919
0.8333 Intermediate Similarity NPC162612
0.8333 Intermediate Similarity NPC84672
0.8333 Intermediate Similarity NPC190043
0.8333 Intermediate Similarity NPC30501
0.8333 Intermediate Similarity NPC105157
0.8321 Intermediate Similarity NPC475111
0.8321 Intermediate Similarity NPC84699
0.832 Intermediate Similarity NPC475733
0.832 Intermediate Similarity NPC472592
0.832 Intermediate Similarity NPC470858
0.8319 Intermediate Similarity NPC240163
0.8319 Intermediate Similarity NPC161304
0.8319 Intermediate Similarity NPC23402
0.8306 Intermediate Similarity NPC472029
0.8306 Intermediate Similarity NPC141252
0.8306 Intermediate Similarity NPC273683
0.8306 Intermediate Similarity NPC11799
0.8306 Intermediate Similarity NPC65761
0.8305 Intermediate Similarity NPC28784
0.8305 Intermediate Similarity NPC296144
0.8295 Intermediate Similarity NPC302844
0.8293 Intermediate Similarity NPC31936
0.8291 Intermediate Similarity NPC268388
0.8288 Intermediate Similarity NPC280869
0.8288 Intermediate Similarity NPC128723
0.8281 Intermediate Similarity NPC123
0.8281 Intermediate Similarity NPC108129
0.8281 Intermediate Similarity NPC163169
0.8279 Intermediate Similarity NPC216297
0.8279 Intermediate Similarity NPC7151
0.8279 Intermediate Similarity NPC159525
0.8279 Intermediate Similarity NPC473662
0.8268 Intermediate Similarity NPC473017
0.8268 Intermediate Similarity NPC21305
0.8268 Intermediate Similarity NPC229894
0.8268 Intermediate Similarity NPC221777
0.8258 Intermediate Similarity NPC475957
0.8254 Intermediate Similarity NPC267846
0.8254 Intermediate Similarity NPC110211
0.825 Intermediate Similarity NPC477453
0.8246 Intermediate Similarity NPC303141
0.8244 Intermediate Similarity NPC164136
0.824 Intermediate Similarity NPC117794
0.8231 Intermediate Similarity NPC477139
0.8222 Intermediate Similarity NPC470087
0.8222 Intermediate Similarity NPC321980
0.8211 Intermediate Similarity NPC149246
0.8211 Intermediate Similarity NPC146642
0.8205 Intermediate Similarity NPC252544
0.8205 Intermediate Similarity NPC321252
0.8203 Intermediate Similarity NPC117899
0.8203 Intermediate Similarity NPC476119
0.8203 Intermediate Similarity NPC276238
0.8203 Intermediate Similarity NPC171460
0.8198 Intermediate Similarity NPC260000
0.8197 Intermediate Similarity NPC158222
0.819 Intermediate Similarity NPC68260
0.819 Intermediate Similarity NPC279887
0.8189 Intermediate Similarity NPC116513
0.8174 Intermediate Similarity NPC95178
0.8174 Intermediate Similarity NPC69332
0.8174 Intermediate Similarity NPC29989
0.8162 Intermediate Similarity NPC148545
0.8154 Intermediate Similarity NPC246693
0.8154 Intermediate Similarity NPC110609
0.8154 Intermediate Similarity NPC242358
0.8151 Intermediate Similarity NPC211421
0.8145 Intermediate Similarity NPC226275
0.8145 Intermediate Similarity NPC120545
0.8145 Intermediate Similarity NPC156139
0.814 Intermediate Similarity NPC199253
0.814 Intermediate Similarity NPC136588
0.8136 Intermediate Similarity NPC177576
0.813 Intermediate Similarity NPC294037
0.8125 Intermediate Similarity NPC247250
0.8125 Intermediate Similarity NPC767
0.8125 Intermediate Similarity NPC193203
0.812 Intermediate Similarity NPC88141
0.812 Intermediate Similarity NPC282855
0.812 Intermediate Similarity NPC477592
0.812 Intermediate Similarity NPC26013
0.812 Intermediate Similarity NPC471954
0.812 Intermediate Similarity NPC75272
0.8115 Intermediate Similarity NPC94298
0.8115 Intermediate Similarity NPC40649
0.8115 Intermediate Similarity NPC27633
0.8115 Intermediate Similarity NPC209486
0.811 Intermediate Similarity NPC136342
0.811 Intermediate Similarity NPC15837
0.811 Intermediate Similarity NPC295202
0.811 Intermediate Similarity NPC49647
0.811 Intermediate Similarity NPC71610
0.811 Intermediate Similarity NPC474944
0.811 Intermediate Similarity NPC227741
0.811 Intermediate Similarity NPC204579
0.8106 Intermediate Similarity NPC470210
0.8103 Intermediate Similarity NPC29883
0.8103 Intermediate Similarity NPC303264
0.8102 Intermediate Similarity NPC476178
0.8102 Intermediate Similarity NPC51887
0.8102 Intermediate Similarity NPC245482
0.8102 Intermediate Similarity NPC475705
0.8102 Intermediate Similarity NPC301751
0.8102 Intermediate Similarity NPC117836
0.8099 Intermediate Similarity NPC131192
0.8095 Intermediate Similarity NPC231767

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC473767 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
0.8655 High Similarity NPD4196 Clinical (unspecified phase)
0.8115 Intermediate Similarity NPD9545 Approved
0.8103 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.7891 Intermediate Similarity NPD1164 Approved
0.7845 Intermediate Similarity NPD1237 Approved
0.7805 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.7805 Intermediate Similarity NPD9493 Approved
0.7744 Intermediate Similarity NPD1240 Approved
0.7731 Intermediate Similarity NPD9266 Approved
0.7731 Intermediate Similarity NPD74 Approved
0.7721 Intermediate Similarity NPD2935 Discontinued
0.7717 Intermediate Similarity NPD1201 Approved
0.7681 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7647 Intermediate Similarity NPD1510 Phase 2
0.7647 Intermediate Similarity NPD9267 Approved
0.7647 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7647 Intermediate Similarity NPD9263 Approved
0.7647 Intermediate Similarity NPD9264 Approved
0.7639 Intermediate Similarity NPD4380 Phase 2
0.763 Intermediate Similarity NPD1607 Approved
0.7615 Intermediate Similarity NPD1470 Approved
0.7612 Intermediate Similarity NPD943 Approved
0.7544 Intermediate Similarity NPD1809 Phase 2
0.7535 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7522 Intermediate Similarity NPD845 Approved
0.7519 Intermediate Similarity NPD3972 Approved
0.75 Intermediate Similarity NPD9494 Approved
0.7482 Intermediate Similarity NPD1549 Phase 2
0.7456 Intermediate Similarity NPD1432 Clinical (unspecified phase)
0.7422 Intermediate Similarity NPD3019 Approved
0.7422 Intermediate Similarity NPD2932 Approved
0.7419 Intermediate Similarity NPD1241 Discontinued
0.741 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.741 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.741 Intermediate Similarity NPD2344 Approved
0.7391 Intermediate Similarity NPD2859 Approved
0.7391 Intermediate Similarity NPD2860 Approved
0.7391 Intermediate Similarity NPD844 Approved
0.7391 Intermediate Similarity NPD2799 Discontinued
0.7391 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7376 Intermediate Similarity NPD4628 Phase 3
0.7373 Intermediate Similarity NPD846 Approved
0.7373 Intermediate Similarity NPD940 Approved
0.7365 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.735 Intermediate Similarity NPD3020 Approved
0.7343 Intermediate Similarity NPD7390 Discontinued
0.7338 Intermediate Similarity NPD2796 Approved
0.7329 Intermediate Similarity NPD7458 Discontinued
0.7311 Intermediate Similarity NPD9261 Approved
0.7308 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7304 Intermediate Similarity NPD2934 Approved
0.7304 Intermediate Similarity NPD2933 Approved
0.7299 Intermediate Similarity NPD230 Phase 1
0.7295 Intermediate Similarity NPD6831 Clinical (unspecified phase)
0.7293 Intermediate Similarity NPD2798 Approved
0.7288 Intermediate Similarity NPD289 Clinical (unspecified phase)
0.7254 Intermediate Similarity NPD7003 Approved
0.7252 Intermediate Similarity NPD9269 Phase 2
0.7222 Intermediate Similarity NPD9281 Approved
0.7219 Intermediate Similarity NPD7075 Discontinued
0.7214 Intermediate Similarity NPD5408 Approved
0.7214 Intermediate Similarity NPD5404 Approved
0.7214 Intermediate Similarity NPD5405 Approved
0.7214 Intermediate Similarity NPD5406 Approved
0.7209 Intermediate Similarity NPD9268 Approved
0.7206 Intermediate Similarity NPD2313 Discontinued
0.7203 Intermediate Similarity NPD2309 Approved
0.72 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7197 Intermediate Similarity NPD1755 Approved
0.7179 Intermediate Similarity NPD288 Approved
0.7177 Intermediate Similarity NPD4141 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7167 Intermediate Similarity NPD1931 Clinical (unspecified phase)
0.7167 Intermediate Similarity NPD1929 Approved
0.7167 Intermediate Similarity NPD1930 Approved
0.7165 Intermediate Similarity NPD256 Approved
0.7165 Intermediate Similarity NPD255 Approved
0.7163 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7154 Intermediate Similarity NPD4626 Approved
0.7143 Intermediate Similarity NPD1876 Approved
0.7143 Intermediate Similarity NPD7159 Clinical (unspecified phase)
0.7133 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7121 Intermediate Similarity NPD9717 Approved
0.712 Intermediate Similarity NPD6124 Clinical (unspecified phase)
0.7119 Intermediate Similarity NPD9495 Approved
0.7117 Intermediate Similarity NPD111 Approved
0.7114 Intermediate Similarity NPD7411 Suspended
0.7111 Intermediate Similarity NPD4208 Discontinued
0.7105 Intermediate Similarity NPD9258 Approved
0.7105 Intermediate Similarity NPD9256 Approved
0.7105 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7087 Intermediate Similarity NPD5951 Approved
0.708 Intermediate Similarity NPD3764 Approved
0.7077 Intermediate Similarity NPD1651 Approved
0.7067 Intermediate Similarity NPD6801 Discontinued
0.7067 Intermediate Similarity NPD1934 Approved
0.7055 Intermediate Similarity NPD2532 Approved
0.7055 Intermediate Similarity NPD2534 Approved
0.7055 Intermediate Similarity NPD2533 Approved
0.7055 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD6007 Clinical (unspecified phase)
0.7029 Intermediate Similarity NPD6663 Approved
0.702 Intermediate Similarity NPD7819 Suspended
0.7015 Intermediate Similarity NPD1283 Approved
0.7014 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7014 Intermediate Similarity NPD3400 Discontinued
0.7 Intermediate Similarity NPD6651 Approved
0.7 Intermediate Similarity NPD3091 Approved
0.6993 Remote Similarity NPD2424 Discontinued
0.6993 Remote Similarity NPD970 Clinical (unspecified phase)
0.6985 Remote Similarity NPD5736 Approved
0.6978 Remote Similarity NPD3142 Approved
0.6978 Remote Similarity NPD3140 Approved
0.6963 Remote Similarity NPD1203 Approved
0.6953 Remote Similarity NPD2629 Approved
0.6947 Remote Similarity NPD5691 Approved
0.6944 Remote Similarity NPD2800 Approved
0.694 Remote Similarity NPD5158 Clinical (unspecified phase)
0.694 Remote Similarity NPD5159 Phase 2
0.694 Remote Similarity NPD5157 Phase 1
0.6934 Remote Similarity NPD4207 Discontinued
0.6929 Remote Similarity NPD7635 Approved
0.6923 Remote Similarity NPD2346 Discontinued
0.6918 Remote Similarity NPD3300 Phase 2
0.6918 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6906 Remote Similarity NPD520 Approved
0.6905 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6897 Remote Similarity NPD8166 Discontinued
0.6897 Remote Similarity NPD3750 Approved
0.6892 Remote Similarity NPD6273 Approved
0.6871 Remote Similarity NPD6799 Approved
0.6871 Remote Similarity NPD1511 Approved
0.687 Remote Similarity NPD1759 Phase 1
0.6867 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6859 Remote Similarity NPD6959 Discontinued
0.6853 Remote Similarity NPD4476 Approved
0.6853 Remote Similarity NPD4477 Approved
0.685 Remote Similarity NPD1609 Clinical (unspecified phase)
0.6849 Remote Similarity NPD6190 Approved
0.6846 Remote Similarity NPD920 Approved
0.6846 Remote Similarity NPD9568 Approved
0.6842 Remote Similarity NPD3023 Approved
0.6842 Remote Similarity NPD3026 Approved
0.6838 Remote Similarity NPD1134 Approved
0.6838 Remote Similarity NPD1133 Approved
0.6838 Remote Similarity NPD1131 Approved
0.6838 Remote Similarity NPD1135 Approved
0.6838 Remote Similarity NPD1129 Approved
0.6838 Remote Similarity NPD2797 Approved
0.6835 Remote Similarity NPD3268 Approved
0.6835 Remote Similarity NPD6798 Discontinued
0.6835 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6835 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6835 Remote Similarity NPD6166 Phase 2
0.6835 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6835 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6832 Remote Similarity NPD3823 Discontinued
0.6828 Remote Similarity NPD1243 Approved
0.6825 Remote Similarity NPD3022 Approved
0.6825 Remote Similarity NPD3021 Approved
0.6825 Remote Similarity NPD9380 Clinical (unspecified phase)
0.6824 Remote Similarity NPD642 Clinical (unspecified phase)
0.6818 Remote Similarity NPD3882 Suspended
0.6818 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6818 Remote Similarity NPD7768 Phase 2
0.6818 Remote Similarity NPD3024 Approved
0.6818 Remote Similarity NPD3025 Approved
0.6815 Remote Similarity NPD4379 Clinical (unspecified phase)
0.6813 Remote Similarity NPD5844 Phase 1
0.6812 Remote Similarity NPD6832 Phase 2
0.6809 Remote Similarity NPD447 Suspended
0.6809 Remote Similarity NPD6355 Discontinued
0.6806 Remote Similarity NPD6004 Phase 3
0.6806 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6806 Remote Similarity NPD6002 Phase 3
0.6806 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6806 Remote Similarity NPD6005 Phase 3
0.6803 Remote Similarity NPD643 Clinical (unspecified phase)
0.6797 Remote Similarity NPD2801 Approved
0.6794 Remote Similarity NPD1758 Phase 1
0.6791 Remote Similarity NPD1281 Approved
0.6791 Remote Similarity NPD3092 Approved
0.6788 Remote Similarity NPD1019 Discontinued
0.6783 Remote Similarity NPD4308 Phase 3
0.6783 Remote Similarity NPD3299 Clinical (unspecified phase)
0.6779 Remote Similarity NPD1512 Approved
0.6777 Remote Similarity NPD2066 Phase 3
0.6767 Remote Similarity NPD1778 Approved
0.6767 Remote Similarity NPD7163 Clinical (unspecified phase)
0.6767 Remote Similarity NPD3412 Clinical (unspecified phase)
0.6763 Remote Similarity NPD7008 Discontinued
0.6755 Remote Similarity NPD3226 Approved
0.6754 Remote Similarity NPD9257 Approved
0.6754 Remote Similarity NPD9259 Approved
0.675 Remote Similarity NPD3818 Discontinued
0.6748 Remote Similarity NPD6647 Phase 2
0.6746 Remote Similarity NPD2182 Approved
0.6746 Remote Similarity NPD2684 Approved
0.6741 Remote Similarity NPD1481 Phase 2
0.6741 Remote Similarity NPD1608 Approved

Structure

External Identifiers

PubChem CID   455699
ChEMBL   CHEMBL451274
ZINC  

Physicochemical Properties

Molecular Weight:  220.11
ALogP:  -0.0086
MLogP:  2.56
XLogP:  1.242
# Rotatable Bonds:  8
Polar Surface Area:  57.53
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  1
# Heavy Atoms:  16

Download Data

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Biological Activities  
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