Natural Product: NPC57199

Natural Product ID:  NPC57199
Common Name:   (3S)-6-Hydroxy-8-Methoxy-3,5-Dimethylisochroman
IUPAC Name:   (3S)-8-methoxy-3,5-dimethyl-3,4-dihydro-1H-isochromen-6-ol
Synonyms:  
Molecular Formula:   C12H16O3
Standard InCHIKey:  WEOOJHUZRJSUAQ-ZETCQYMHSA-N
Standard InCHI:  InChI=1S/C12H16O3/c1-7-4-9-8(2)11(13)5-12(14-3)10(9)6-15-7/h5,7,13H,4,6H2,1-3H3/t7-/m0/s1
Canonical SMILES:  COc1cc(O)c(c2c1CO[C@H](C2)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
NPO28107 Penicillium expansum Species Aspergillaceae Eukaryota PMID[15270557]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT952 Organism Lasiodiplodia theobromae Lasiodiplodia theobromae Inhibition < 10 % 23519677

  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 NPC57199 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
0.9746 High Similarity NPC293801
0.9569 High Similarity NPC282255
0.9569 High Similarity NPC3239
0.9426 High Similarity NPC25729
0.9426 High Similarity NPC474494
0.9127 High Similarity NPC24913
0.9127 High Similarity NPC177712
0.9098 High Similarity NPC105031
0.9055 High Similarity NPC473107
0.9 High Similarity NPC102639
0.8926 High Similarity NPC476633
0.8871 High Similarity NPC170485
0.8862 High Similarity NPC197351
0.8862 High Similarity NPC134195
0.8862 High Similarity NPC86502
0.8862 High Similarity NPC246648
0.8862 High Similarity NPC138248
0.8862 High Similarity NPC228503
0.8862 High Similarity NPC106914
0.8852 High Similarity NPC74137
0.8819 High Similarity NPC160623
0.88 High Similarity NPC473134
0.88 High Similarity NPC53781
0.879 High Similarity NPC113495
0.879 High Similarity NPC278955
0.879 High Similarity NPC105718
0.879 High Similarity NPC285040
0.879 High Similarity NPC102540
0.879 High Similarity NPC17809
0.879 High Similarity NPC188022
0.879 High Similarity NPC103420
0.8779 High Similarity NPC32630
0.875 High Similarity NPC131118
0.875 High Similarity NPC472798
0.874 High Similarity NPC27187
0.874 High Similarity NPC254000
0.874 High Similarity NPC470225
0.8739 High Similarity NPC150624
0.8739 High Similarity NPC141090
0.873 High Similarity NPC215300
0.873 High Similarity NPC53986
0.873 High Similarity NPC38017
0.873 High Similarity NPC274717
0.873 High Similarity NPC38664
0.872 High Similarity NPC276212
0.872 High Similarity NPC82299
0.8707 High Similarity NPC168657
0.8699 High Similarity NPC36016
0.8699 High Similarity NPC100099
0.8672 High Similarity NPC300875
0.8672 High Similarity NPC15543
0.8672 High Similarity NPC129784
0.8672 High Similarity NPC236014
0.8672 High Similarity NPC207892
0.8672 High Similarity NPC282508
0.8672 High Similarity NPC280653
0.8672 High Similarity NPC228369
0.8672 High Similarity NPC476166
0.8672 High Similarity NPC268917
0.8672 High Similarity NPC206224
0.8672 High Similarity NPC12875
0.8672 High Similarity NPC17343
0.8672 High Similarity NPC164574
0.8672 High Similarity NPC181497
0.8672 High Similarity NPC118114
0.8672 High Similarity NPC271945
0.8672 High Similarity NPC129106
0.8672 High Similarity NPC196765
0.8672 High Similarity NPC150011
0.8667 High Similarity NPC221549
0.8667 High Similarity NPC195466
0.8667 High Similarity NPC33270
0.8667 High Similarity NPC69261
0.8667 High Similarity NPC474933
0.8667 High Similarity NPC244816
0.8667 High Similarity NPC50521
0.8661 High Similarity NPC472795
0.8661 High Similarity NPC472797
0.8661 High Similarity NPC93962
0.8661 High Similarity NPC16577
0.8661 High Similarity NPC472796
0.8655 High Similarity NPC808
0.8651 High Similarity NPC473221
0.8651 High Similarity NPC149796
0.8647 High Similarity NPC265075
0.8629 High Similarity NPC38761
0.8629 High Similarity NPC76465
0.8626 High Similarity NPC234952
0.8618 High Similarity NPC193364
0.8607 High Similarity NPC8283
0.8607 High Similarity NPC258979
0.8607 High Similarity NPC93398
0.8605 High Similarity NPC13005
0.8583 High Similarity NPC211179
0.8583 High Similarity NPC85292
0.8583 High Similarity NPC203113
0.8583 High Similarity NPC229147
0.8583 High Similarity NPC54507
0.8583 High Similarity NPC38604
0.8571 High Similarity NPC50315
0.8571 High Similarity NPC230479
0.8571 High Similarity NPC283049
0.8571 High Similarity NPC276737
0.8571 High Similarity NPC26879
0.8571 High Similarity NPC22610
0.8559 High Similarity NPC473521
0.855 High Similarity NPC473413
0.8538 High Similarity NPC85435
0.8527 High Similarity NPC164804
0.8527 High Similarity NPC293203
0.8527 High Similarity NPC103799
0.8527 High Similarity NPC211413
0.8527 High Similarity NPC469907
0.8527 High Similarity NPC244888
0.8527 High Similarity NPC68205
0.8527 High Similarity NPC118683
0.8525 High Similarity NPC184302
0.8516 High Similarity NPC471519
0.8516 High Similarity NPC471518
0.8504 High Similarity NPC186889
0.85 High Similarity NPC167934
0.85 High Similarity NPC185541
0.85 High Similarity NPC53906
0.85 High Similarity NPC464
0.8492 Intermediate Similarity NPC131397
0.8492 Intermediate Similarity NPC470726
0.8492 Intermediate Similarity NPC476254
0.8485 Intermediate Similarity NPC470802
0.8485 Intermediate Similarity NPC472800
0.848 Intermediate Similarity NPC96940
0.8473 Intermediate Similarity NPC117048
0.8473 Intermediate Similarity NPC296915
0.8473 Intermediate Similarity NPC223008
0.8473 Intermediate Similarity NPC225696
0.8473 Intermediate Similarity NPC198154
0.8473 Intermediate Similarity NPC97834
0.8473 Intermediate Similarity NPC124085
0.8473 Intermediate Similarity NPC115335
0.8468 Intermediate Similarity NPC54972
0.8456 Intermediate Similarity NPC473108
0.8456 Intermediate Similarity NPC473845
0.8456 Intermediate Similarity NPC50250
0.845 Intermediate Similarity NPC470727
0.845 Intermediate Similarity NPC126836
0.8443 Intermediate Similarity NPC63010
0.8443 Intermediate Similarity NPC190514
0.8438 Intermediate Similarity NPC28765
0.8438 Intermediate Similarity NPC39064
0.8438 Intermediate Similarity NPC148366
0.8438 Intermediate Similarity NPC47283
0.8438 Intermediate Similarity NPC311293
0.843 Intermediate Similarity NPC114064
0.8425 Intermediate Similarity NPC471215
0.8425 Intermediate Similarity NPC262573
0.8425 Intermediate Similarity NPC470724
0.8425 Intermediate Similarity NPC223953
0.8417 Intermediate Similarity NPC107240
0.8417 Intermediate Similarity NPC180508
0.8417 Intermediate Similarity NPC228287
0.8409 Intermediate Similarity NPC137580
0.8409 Intermediate Similarity NPC11727
0.8409 Intermediate Similarity NPC15109
0.8409 Intermediate Similarity NPC125579
0.8409 Intermediate Similarity NPC256262
0.8409 Intermediate Similarity NPC241241
0.8409 Intermediate Similarity NPC258780
0.8409 Intermediate Similarity NPC37410
0.8403 Intermediate Similarity NPC280606
0.84 Intermediate Similarity NPC150026
0.84 Intermediate Similarity NPC77789
0.84 Intermediate Similarity NPC18128
0.84 Intermediate Similarity NPC120638
0.8397 Intermediate Similarity NPC11060
0.8397 Intermediate Similarity NPC92805
0.8397 Intermediate Similarity NPC105554
0.8397 Intermediate Similarity NPC469610
0.8397 Intermediate Similarity NPC185777
0.8397 Intermediate Similarity NPC77196
0.839 Intermediate Similarity NPC224870
0.8387 Intermediate Similarity NPC218753
0.8385 Intermediate Similarity NPC473309
0.8385 Intermediate Similarity NPC8899
0.8385 Intermediate Similarity NPC162801
0.8372 Intermediate Similarity NPC222108
0.8372 Intermediate Similarity NPC134360
0.8372 Intermediate Similarity NPC96719
0.8362 Intermediate Similarity NPC164576
0.8361 Intermediate Similarity NPC470759
0.8361 Intermediate Similarity NPC219070
0.8361 Intermediate Similarity NPC15860
0.8361 Intermediate Similarity NPC127894
0.8359 Intermediate Similarity NPC46978
0.8359 Intermediate Similarity NPC252131
0.8358 Intermediate Similarity NPC471183
0.8358 Intermediate Similarity NPC260741
0.8358 Intermediate Similarity NPC70682
0.8358 Intermediate Similarity NPC470209
0.8346 Intermediate Similarity NPC76119
0.8346 Intermediate Similarity NPC170328
0.8346 Intermediate Similarity NPC124030

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC57199 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
0.8661 High Similarity NPD4625 Phase 3
0.8618 High Similarity NPD1610 Phase 2
0.8594 High Similarity NPD4907 Clinical (unspecified phase)
0.848 Intermediate Similarity NPD4749 Approved
0.845 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.8438 Intermediate Similarity NPD4908 Phase 1
0.8425 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.8293 Intermediate Similarity NPD1548 Phase 1
0.8182 Intermediate Similarity NPD1613 Approved
0.8182 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.8092 Intermediate Similarity NPD3027 Phase 3
0.8077 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.8077 Intermediate Similarity NPD2861 Phase 2
0.8047 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.8015 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7984 Intermediate Similarity NPD6696 Suspended
0.7891 Intermediate Similarity NPD422 Phase 1
0.7886 Intermediate Similarity NPD1398 Phase 1
0.7874 Intermediate Similarity NPD4626 Approved
0.7863 Intermediate Similarity NPD846 Approved
0.7863 Intermediate Similarity NPD940 Approved
0.7851 Intermediate Similarity NPD4750 Phase 3
0.7842 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7795 Intermediate Similarity NPD5691 Approved
0.7778 Intermediate Similarity NPD4060 Phase 1
0.777 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.776 Intermediate Similarity NPD6671 Approved
0.7754 Intermediate Similarity NPD6099 Approved
0.7754 Intermediate Similarity NPD6100 Approved
0.7721 Intermediate Similarity NPD5124 Phase 1
0.7721 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7698 Intermediate Similarity NPD7340 Approved
0.7569 Intermediate Similarity NPD2534 Approved
0.7569 Intermediate Similarity NPD2532 Approved
0.7569 Intermediate Similarity NPD2533 Approved
0.7566 Intermediate Similarity NPD6959 Discontinued
0.7536 Intermediate Similarity NPD4097 Suspended
0.7535 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7518 Intermediate Similarity NPD2238 Phase 2
0.7517 Intermediate Similarity NPD7819 Suspended
0.7517 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7481 Intermediate Similarity NPD1091 Approved
0.7479 Intermediate Similarity NPD1242 Phase 1
0.7447 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7447 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7444 Intermediate Similarity NPD8651 Approved
0.744 Intermediate Similarity NPD228 Approved
0.7413 Intermediate Similarity NPD3892 Phase 2
0.7407 Intermediate Similarity NPD3018 Phase 2
0.7398 Intermediate Similarity NPD290 Approved
0.7394 Intermediate Similarity NPD1549 Phase 2
0.7391 Intermediate Similarity NPD1240 Approved
0.7391 Intermediate Similarity NPD3620 Phase 2
0.7391 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7385 Intermediate Similarity NPD1651 Approved
0.7379 Intermediate Similarity NPD7213 Phase 3
0.7379 Intermediate Similarity NPD7040 Clinical (unspecified phase)
0.7379 Intermediate Similarity NPD7041 Phase 2
0.7379 Intermediate Similarity NPD7212 Phase 2
0.7368 Intermediate Similarity NPD5327 Phase 3
0.7368 Intermediate Similarity NPD1669 Approved
0.7351 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7348 Intermediate Similarity NPD3705 Approved
0.7343 Intermediate Similarity NPD6674 Discontinued
0.7339 Intermediate Similarity NPD2684 Approved
0.7338 Intermediate Similarity NPD5735 Approved
0.7333 Intermediate Similarity NPD37 Approved
0.7329 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7329 Intermediate Similarity NPD7447 Phase 1
0.732 Intermediate Similarity NPD6234 Discontinued
0.7315 Intermediate Similarity NPD4380 Phase 2
0.7313 Intermediate Similarity NPD1283 Approved
0.7305 Intermediate Similarity NPD1510 Phase 2
0.7303 Intermediate Similarity NPD4965 Approved
0.7303 Intermediate Similarity NPD4966 Approved
0.7303 Intermediate Similarity NPD4967 Phase 2
0.7292 Intermediate Similarity NPD3750 Approved
0.7288 Intermediate Similarity NPD1809 Phase 2
0.7286 Intermediate Similarity NPD1607 Approved
0.7286 Intermediate Similarity NPD2157 Approved
0.7266 Intermediate Similarity NPD4140 Approved
0.7246 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7239 Intermediate Similarity NPD2983 Phase 2
0.7239 Intermediate Similarity NPD2982 Phase 2
0.7222 Intermediate Similarity NPD1652 Phase 2
0.7219 Intermediate Similarity NPD1934 Approved
0.7209 Intermediate Similarity NPD709 Approved
0.7209 Intermediate Similarity NPD7157 Approved
0.7206 Intermediate Similarity NPD4624 Approved
0.7206 Intermediate Similarity NPD3690 Phase 2
0.7206 Intermediate Similarity NPD3691 Phase 2
0.7206 Intermediate Similarity NPD6584 Phase 3
0.7203 Intermediate Similarity NPD5762 Approved
0.7203 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.7203 Intermediate Similarity NPD5763 Approved
0.7197 Intermediate Similarity NPD1778 Approved
0.7188 Intermediate Similarity NPD5283 Phase 1
0.7183 Intermediate Similarity NPD4108 Discontinued
0.7181 Intermediate Similarity NPD1653 Approved
0.7177 Intermediate Similarity NPD968 Approved
0.7176 Intermediate Similarity NPD3091 Approved
0.717 Intermediate Similarity NPD5844 Phase 1
0.7164 Intermediate Similarity NPD2233 Approved
0.7164 Intermediate Similarity NPD2981 Phase 2
0.7164 Intermediate Similarity NPD2232 Approved
0.7164 Intermediate Similarity NPD2230 Approved
0.7163 Intermediate Similarity NPD6353 Approved
0.7153 Intermediate Similarity NPD1712 Approved
0.7152 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD844 Approved
0.7143 Intermediate Similarity NPD7075 Discontinued
0.7133 Intermediate Similarity NPD2935 Discontinued
0.7133 Intermediate Similarity NPD2796 Approved
0.7119 Intermediate Similarity NPD845 Approved
0.7113 Intermediate Similarity NPD4538 Approved
0.7113 Intermediate Similarity NPD4536 Approved
0.7113 Intermediate Similarity NPD4537 Clinical (unspecified phase)
0.7109 Intermediate Similarity NPD7635 Approved
0.7109 Intermediate Similarity NPD7843 Approved
0.7109 Intermediate Similarity NPD821 Approved
0.7107 Intermediate Similarity NPD3020 Approved
0.7107 Intermediate Similarity NPD7228 Approved
0.7103 Intermediate Similarity NPD2800 Approved
0.709 Intermediate Similarity NPD3092 Approved
0.709 Intermediate Similarity NPD1611 Approved
0.709 Intermediate Similarity NPD1281 Approved
0.7083 Intermediate Similarity NPD288 Approved
0.7078 Intermediate Similarity NPD7768 Phase 2
0.7078 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.707 Intermediate Similarity NPD5710 Approved
0.707 Intermediate Similarity NPD7229 Phase 3
0.707 Intermediate Similarity NPD6232 Discontinued
0.707 Intermediate Similarity NPD5711 Approved
0.7059 Intermediate Similarity NPD1432 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD7466 Approved
0.7049 Intermediate Similarity NPD289 Clinical (unspecified phase)
0.7042 Intermediate Similarity NPD6651 Approved
0.7039 Intermediate Similarity NPD7411 Suspended
0.7037 Intermediate Similarity NPD1608 Approved
0.7034 Intermediate Similarity NPD2424 Discontinued
0.702 Intermediate Similarity NPD4005 Discontinued
0.7015 Intermediate Similarity NPD3496 Discontinued
0.7014 Intermediate Similarity NPD4477 Approved
0.7014 Intermediate Similarity NPD4476 Approved
0.7007 Intermediate Similarity NPD3094 Phase 2
0.7007 Intermediate Similarity NPD2677 Approved
0.7 Intermediate Similarity NPD2860 Approved
0.7 Intermediate Similarity NPD2859 Approved
0.6993 Remote Similarity NPD2200 Suspended
0.6992 Remote Similarity NPD3445 Approved
0.6992 Remote Similarity NPD1357 Approved
0.6992 Remote Similarity NPD3444 Approved
0.6992 Remote Similarity NPD3443 Approved
0.6985 Remote Similarity NPD6583 Phase 3
0.6985 Remote Similarity NPD6582 Phase 2
0.6984 Remote Similarity NPD2342 Discontinued
0.698 Remote Similarity NPD7410 Clinical (unspecified phase)
0.698 Remote Similarity NPD4160 Clinical (unspecified phase)
0.698 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6978 Remote Similarity NPD596 Approved
0.6978 Remote Similarity NPD600 Approved
0.6977 Remote Similarity NPD1138 Approved
0.697 Remote Similarity NPD7644 Approved
0.6966 Remote Similarity NPD6002 Phase 3
0.6966 Remote Similarity NPD6004 Phase 3
0.6966 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6966 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6966 Remote Similarity NPD6005 Phase 3
0.6959 Remote Similarity NPD6667 Approved
0.6959 Remote Similarity NPD6666 Approved
0.6948 Remote Similarity NPD1465 Phase 2
0.6944 Remote Similarity NPD5588 Approved
0.6944 Remote Similarity NPD3748 Approved
0.6944 Remote Similarity NPD1509 Clinical (unspecified phase)
0.6944 Remote Similarity NPD5960 Phase 3
0.694 Remote Similarity NPD2668 Approved
0.694 Remote Similarity NPD2667 Approved
0.6937 Remote Similarity NPD7473 Discontinued
0.6933 Remote Similarity NPD5261 Clinical (unspecified phase)
0.6923 Remote Similarity NPD7159 Clinical (unspecified phase)
0.6918 Remote Similarity NPD7037 Approved
0.6917 Remote Similarity NPD2934 Approved
0.6917 Remote Similarity NPD7741 Discontinued
0.6917 Remote Similarity NPD2933 Approved
0.6913 Remote Similarity NPD1511 Approved
0.6912 Remote Similarity NPD2235 Phase 2
0.6912 Remote Similarity NPD1840 Phase 2
0.6912 Remote Similarity NPD2231 Phase 2
0.6908 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6906 Remote Similarity NPD5736 Approved
0.6903 Remote Similarity NPD2563 Approved
0.6903 Remote Similarity NPD2560 Approved
0.6901 Remote Similarity NPD2979 Phase 3
0.6899 Remote Similarity NPD7199 Phase 2
0.6899 Remote Similarity NPD6124 Clinical (unspecified phase)
0.6899 Remote Similarity NPD1139 Approved
0.6899 Remote Similarity NPD1137 Approved
0.6897 Remote Similarity NPD2438 Suspended

Structure

External Identifiers

PubChem CID   14582205
ChEMBL   CHEMBL453932
ZINC  

Physicochemical Properties

Molecular Weight:  208.11
ALogP:  0.0507
MLogP:  2.45
XLogP:  1.297
# Rotatable Bonds:  5
Polar Surface Area:  38.69
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  15

Download Data

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