Natural Product: NPC25729

Natural Product ID:  NPC25729
Common Name:   (1S,3S)-1,8-Dimethoxy-3,5-Dimethyl-6-Hydroxyisochroman
IUPAC Name:   (1S,3S)-1,8-dimethoxy-3,5-dimethyl-3,4-dihydro-1H-isochromen-6-ol
Synonyms:  
Molecular Formula:   C13H18O4
Standard InCHIKey:  RVFOCWYFTDZVOO-CPFSXVBKSA-N
Standard InCHI:  InChI=1S/C13H18O4/c1-7-5-9-8(2)10(14)6-11(15-3)12(9)13(16-4)17-7/h6-7,13-14H,5H2,1-4H3/t7-,13-/m0/s1
Canonical SMILES:  CO[C@H]1O[C@@H](C)Cc2c1c(OC)cc(c2C)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
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 = 76 % 22264170

  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 NPC25729 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
1.0 High Similarity NPC474494
0.9426 High Similarity NPC57199
0.9375 High Similarity NPC177712
0.9375 High Similarity NPC24913
0.92 High Similarity NPC293801
0.9024 High Similarity NPC3239
0.9024 High Similarity NPC282255
0.8797 High Similarity NPC137580
0.8722 High Similarity NPC473107
0.8652 High Similarity NPC470208
0.8652 High Similarity NPC295573
0.8605 High Similarity NPC105031
0.8583 High Similarity NPC476633
0.8561 High Similarity NPC262606
0.8504 High Similarity NPC102639
0.8489 Intermediate Similarity NPC472451
0.8478 Intermediate Similarity NPC210192
0.8478 Intermediate Similarity NPC5155
0.8472 Intermediate Similarity NPC476452
0.8467 Intermediate Similarity NPC32630
0.8462 Intermediate Similarity NPC218041
0.8462 Intermediate Similarity NPC260781
0.8462 Intermediate Similarity NPC9933
0.8462 Intermediate Similarity NPC182368
0.8462 Intermediate Similarity NPC145979
0.8462 Intermediate Similarity NPC469706
0.8462 Intermediate Similarity NPC113495
0.8462 Intermediate Similarity NPC225815
0.8462 Intermediate Similarity NPC188022
0.8462 Intermediate Similarity NPC185955
0.8462 Intermediate Similarity NPC285040
0.8462 Intermediate Similarity NPC469707
0.8462 Intermediate Similarity NPC12308
0.8462 Intermediate Similarity NPC17809
0.8462 Intermediate Similarity NPC103420
0.8462 Intermediate Similarity NPC102540
0.8462 Intermediate Similarity NPC214326
0.8444 Intermediate Similarity NPC107478
0.8433 Intermediate Similarity NPC470270
0.8421 Intermediate Similarity NPC470225
0.8421 Intermediate Similarity NPC27187
0.8421 Intermediate Similarity NPC254000
0.8417 Intermediate Similarity NPC41782
0.8409 Intermediate Similarity NPC53986
0.8409 Intermediate Similarity NPC274717
0.8409 Intermediate Similarity NPC38664
0.8397 Intermediate Similarity NPC276212
0.8397 Intermediate Similarity NPC170485
0.8397 Intermediate Similarity NPC82299
0.8394 Intermediate Similarity NPC134260
0.8385 Intermediate Similarity NPC228503
0.8385 Intermediate Similarity NPC197351
0.8385 Intermediate Similarity NPC246648
0.8385 Intermediate Similarity NPC86502
0.8385 Intermediate Similarity NPC134195
0.8385 Intermediate Similarity NPC138248
0.8385 Intermediate Similarity NPC106914
0.838 Intermediate Similarity NPC116019
0.8372 Intermediate Similarity NPC74137
0.8369 Intermediate Similarity NPC180953
0.8358 Intermediate Similarity NPC196765
0.8358 Intermediate Similarity NPC17343
0.8358 Intermediate Similarity NPC181497
0.8358 Intermediate Similarity NPC15543
0.8358 Intermediate Similarity NPC236014
0.8358 Intermediate Similarity NPC12875
0.8358 Intermediate Similarity NPC280653
0.8358 Intermediate Similarity NPC150011
0.8358 Intermediate Similarity NPC129106
0.8358 Intermediate Similarity NPC475067
0.8358 Intermediate Similarity NPC206224
0.8358 Intermediate Similarity NPC268917
0.8358 Intermediate Similarity NPC160623
0.8358 Intermediate Similarity NPC164574
0.8358 Intermediate Similarity NPC129784
0.8358 Intermediate Similarity NPC228369
0.8358 Intermediate Similarity NPC207892
0.8358 Intermediate Similarity NPC271945
0.8358 Intermediate Similarity NPC118114
0.8358 Intermediate Similarity NPC476166
0.8358 Intermediate Similarity NPC300875
0.8358 Intermediate Similarity NPC282508
0.8346 Intermediate Similarity NPC93962
0.8345 Intermediate Similarity NPC265075
0.8345 Intermediate Similarity NPC21902
0.8333 Intermediate Similarity NPC473221
0.8333 Intermediate Similarity NPC472709
0.8333 Intermediate Similarity NPC472710
0.8333 Intermediate Similarity NPC53781
0.8333 Intermediate Similarity NPC473134
0.8322 Intermediate Similarity NPC71726
0.8321 Intermediate Similarity NPC234952
0.8321 Intermediate Similarity NPC278955
0.8321 Intermediate Similarity NPC475628
0.8321 Intermediate Similarity NPC105718
0.831 Intermediate Similarity NPC99515
0.831 Intermediate Similarity NPC190714
0.8309 Intermediate Similarity NPC251981
0.8309 Intermediate Similarity NPC13745
0.8309 Intermediate Similarity NPC48863
0.8308 Intermediate Similarity NPC76465
0.8308 Intermediate Similarity NPC38761
0.8298 Intermediate Similarity NPC73467
0.8298 Intermediate Similarity NPC121661
0.8296 Intermediate Similarity NPC321086
0.8296 Intermediate Similarity NPC299144
0.8296 Intermediate Similarity NPC13005
0.8296 Intermediate Similarity NPC472798
0.8286 Intermediate Similarity NPC5253
0.8286 Intermediate Similarity NPC139976
0.8286 Intermediate Similarity NPC103637
0.8286 Intermediate Similarity NPC230718
0.8286 Intermediate Similarity NPC49542
0.8286 Intermediate Similarity NPC36531
0.8286 Intermediate Similarity NPC472714
0.8286 Intermediate Similarity NPC5262
0.8286 Intermediate Similarity NPC191231
0.8286 Intermediate Similarity NPC229172
0.8286 Intermediate Similarity NPC128337
0.8286 Intermediate Similarity NPC84207
0.8286 Intermediate Similarity NPC230538
0.8273 Intermediate Similarity NPC109240
0.8271 Intermediate Similarity NPC223912
0.8271 Intermediate Similarity NPC215300
0.8271 Intermediate Similarity NPC38017
0.8268 Intermediate Similarity NPC131118
0.8261 Intermediate Similarity NPC87777
0.8261 Intermediate Similarity NPC262328
0.8258 Intermediate Similarity NPC50315
0.8258 Intermediate Similarity NPC230479
0.8258 Intermediate Similarity NPC26879
0.8258 Intermediate Similarity NPC283049
0.8254 Intermediate Similarity NPC141090
0.8254 Intermediate Similarity NPC150624
0.8254 Intermediate Similarity NPC203113
0.8248 Intermediate Similarity NPC79957
0.8248 Intermediate Similarity NPC473413
0.8239 Intermediate Similarity NPC161700
0.8239 Intermediate Similarity NPC277867
0.8239 Intermediate Similarity NPC110763
0.8239 Intermediate Similarity NPC197352
0.8239 Intermediate Similarity NPC166506
0.8239 Intermediate Similarity NPC475096
0.8239 Intermediate Similarity NPC189239
0.8235 Intermediate Similarity NPC112237
0.8235 Intermediate Similarity NPC58585
0.8235 Intermediate Similarity NPC294166
0.8235 Intermediate Similarity NPC185777
0.8235 Intermediate Similarity NPC215833
0.8235 Intermediate Similarity NPC115022
0.8235 Intermediate Similarity NPC69513
0.8235 Intermediate Similarity NPC215037
0.8235 Intermediate Similarity NPC85435
0.8235 Intermediate Similarity NPC132895
0.8231 Intermediate Similarity NPC100099
0.8231 Intermediate Similarity NPC36016
0.8227 Intermediate Similarity NPC324962
0.8227 Intermediate Similarity NPC473044
0.8227 Intermediate Similarity NPC37793
0.8222 Intermediate Similarity NPC244888
0.8222 Intermediate Similarity NPC211413
0.8222 Intermediate Similarity NPC164804
0.8222 Intermediate Similarity NPC118683
0.8222 Intermediate Similarity NPC103799
0.8222 Intermediate Similarity NPC68205
0.8222 Intermediate Similarity NPC121376
0.8222 Intermediate Similarity NPC293203
0.8211 Intermediate Similarity NPC168657
0.8209 Intermediate Similarity NPC471518
0.8209 Intermediate Similarity NPC472796
0.8209 Intermediate Similarity NPC97326
0.8209 Intermediate Similarity NPC16577
0.8209 Intermediate Similarity NPC472797
0.8209 Intermediate Similarity NPC472795
0.8209 Intermediate Similarity NPC471519
0.8203 Intermediate Similarity NPC38181
0.8203 Intermediate Similarity NPC20230
0.8201 Intermediate Similarity NPC292487
0.8195 Intermediate Similarity NPC149796
0.8194 Intermediate Similarity NPC175976
0.8194 Intermediate Similarity NPC270751
0.8189 Intermediate Similarity NPC33270
0.8189 Intermediate Similarity NPC244816
0.8189 Intermediate Similarity NPC474933
0.8189 Intermediate Similarity NPC221549
0.8189 Intermediate Similarity NPC50521
0.8189 Intermediate Similarity NPC69261
0.8189 Intermediate Similarity NPC195466
0.8188 Intermediate Similarity NPC472800
0.8188 Intermediate Similarity NPC470802
0.8188 Intermediate Similarity NPC197166
0.8182 Intermediate Similarity NPC125755
0.8182 Intermediate Similarity NPC154971
0.8182 Intermediate Similarity NPC252286
0.8182 Intermediate Similarity NPC471608
0.8175 Intermediate Similarity NPC117048
0.8175 Intermediate Similarity NPC198154
0.8175 Intermediate Similarity NPC124085
0.8175 Intermediate Similarity NPC296915
0.8175 Intermediate Similarity NPC225696

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC25729 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
0.8284 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.8209 Intermediate Similarity NPD4625 Phase 3
0.8154 Intermediate Similarity NPD1610 Phase 2
0.8134 Intermediate Similarity NPD4908 Phase 1
0.803 Intermediate Similarity NPD4749 Approved
0.8015 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.8015 Intermediate Similarity NPD1091 Approved
0.7985 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7899 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7899 Intermediate Similarity NPD1613 Approved
0.7846 Intermediate Similarity NPD1548 Phase 1
0.7832 Intermediate Similarity NPD6674 Discontinued
0.781 Intermediate Similarity NPD3027 Phase 3
0.7794 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7761 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7744 Intermediate Similarity NPD3705 Approved
0.7737 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7682 Intermediate Similarity NPD37 Approved
0.7676 Intermediate Similarity NPD4108 Discontinued
0.7664 Intermediate Similarity NPD2861 Phase 2
0.7662 Intermediate Similarity NPD6234 Discontinued
0.7651 Intermediate Similarity NPD1653 Approved
0.7647 Intermediate Similarity NPD4966 Approved
0.7647 Intermediate Similarity NPD4967 Phase 2
0.7647 Intermediate Similarity NPD4965 Approved
0.7643 Intermediate Similarity NPD4060 Phase 1
0.7639 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7612 Intermediate Similarity NPD422 Phase 1
0.7594 Intermediate Similarity NPD4626 Approved
0.7589 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7589 Intermediate Similarity NPD5124 Phase 1
0.7586 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7574 Intermediate Similarity NPD6696 Suspended
0.7547 Intermediate Similarity NPD7228 Approved
0.7519 Intermediate Similarity NPD5691 Approved
0.7462 Intermediate Similarity NPD1398 Phase 1
0.745 Intermediate Similarity NPD2534 Approved
0.745 Intermediate Similarity NPD2532 Approved
0.745 Intermediate Similarity NPD2533 Approved
0.7422 Intermediate Similarity NPD4750 Phase 3
0.7419 Intermediate Similarity NPD846 Approved
0.7419 Intermediate Similarity NPD940 Approved
0.7415 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7403 Intermediate Similarity NPD7819 Suspended
0.7379 Intermediate Similarity NPD6100 Approved
0.7379 Intermediate Similarity NPD6099 Approved
0.7376 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7348 Intermediate Similarity NPD6671 Approved
0.7342 Intermediate Similarity NPD6959 Discontinued
0.7293 Intermediate Similarity NPD7340 Approved
0.729 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7261 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7259 Intermediate Similarity NPD1357 Approved
0.7256 Intermediate Similarity NPD6559 Discontinued
0.7252 Intermediate Similarity NPD1138 Approved
0.7233 Intermediate Similarity NPD7199 Phase 2
0.7218 Intermediate Similarity NPD709 Approved
0.7211 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7211 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7194 Intermediate Similarity NPD8651 Approved
0.7181 Intermediate Similarity NPD3750 Approved
0.7181 Intermediate Similarity NPD3892 Phase 2
0.7178 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD1139 Approved
0.7176 Intermediate Similarity NPD1137 Approved
0.7172 Intermediate Similarity NPD4097 Suspended
0.7163 Intermediate Similarity NPD3018 Phase 2
0.7162 Intermediate Similarity NPD1549 Phase 2
0.7153 Intermediate Similarity NPD2238 Phase 2
0.7152 Intermediate Similarity NPD7240 Approved
0.7152 Intermediate Similarity NPD7213 Phase 3
0.7152 Intermediate Similarity NPD7212 Phase 2
0.7152 Intermediate Similarity NPD7041 Phase 2
0.7152 Intermediate Similarity NPD7040 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7134 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7134 Intermediate Similarity NPD7074 Phase 3
0.7133 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7123 Intermediate Similarity NPD4978 Clinical (unspecified phase)
0.7114 Intermediate Similarity NPD1652 Phase 2
0.7105 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD7447 Phase 1
0.7097 Intermediate Similarity NPD4380 Phase 2
0.7095 Intermediate Similarity NPD5762 Approved
0.7095 Intermediate Similarity NPD5763 Approved
0.7095 Intermediate Similarity NPD7266 Discontinued
0.7086 Intermediate Similarity NPD5058 Phase 3
0.708 Intermediate Similarity NPD5125 Phase 3
0.708 Intermediate Similarity NPD5126 Approved
0.7075 Intermediate Similarity NPD1510 Phase 2
0.7073 Intermediate Similarity NPD7054 Approved
0.7073 Intermediate Similarity NPD5844 Phase 1
0.7071 Intermediate Similarity NPD1283 Approved
0.707 Intermediate Similarity NPD8455 Phase 2
0.7067 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD1242 Phase 1
0.7051 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7045 Intermediate Similarity NPD228 Approved
0.7044 Intermediate Similarity NPD7075 Discontinued
0.7034 Intermediate Similarity NPD3620 Phase 2
0.7034 Intermediate Similarity NPD4140 Approved
0.7034 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7034 Intermediate Similarity NPD1240 Approved
0.703 Intermediate Similarity NPD7472 Approved
0.7027 Intermediate Similarity NPD2935 Discontinued
0.7012 Intermediate Similarity NPD3818 Discontinued
0.7007 Intermediate Similarity NPD1651 Approved
0.7006 Intermediate Similarity NPD1934 Approved
0.7 Intermediate Similarity NPD1669 Approved
0.7 Intermediate Similarity NPD5327 Phase 3
0.7 Intermediate Similarity NPD2983 Phase 2
0.7 Intermediate Similarity NPD2982 Phase 2
0.7 Intermediate Similarity NPD290 Approved
0.6988 Remote Similarity NPD6797 Phase 2
0.6986 Remote Similarity NPD5735 Approved
0.6981 Remote Similarity NPD7768 Phase 2
0.6981 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6978 Remote Similarity NPD1611 Approved
0.6975 Remote Similarity NPD6232 Discontinued
0.6975 Remote Similarity NPD5711 Approved
0.6975 Remote Similarity NPD5710 Approved
0.6975 Remote Similarity NPD7229 Phase 3
0.6963 Remote Similarity NPD7157 Approved
0.6962 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6957 Remote Similarity NPD1778 Approved
0.6947 Remote Similarity NPD2684 Approved
0.6946 Remote Similarity NPD7251 Discontinued
0.6943 Remote Similarity NPD7411 Suspended
0.694 Remote Similarity NPD5283 Phase 1
0.6939 Remote Similarity NPD2157 Approved
0.6939 Remote Similarity NPD1607 Approved
0.6939 Remote Similarity NPD1772 Clinical (unspecified phase)
0.6929 Remote Similarity NPD2981 Phase 2
0.6906 Remote Similarity NPD3496 Discontinued
0.6905 Remote Similarity NPD7808 Phase 3
0.6901 Remote Similarity NPD6842 Approved
0.6901 Remote Similarity NPD6841 Approved
0.6901 Remote Similarity NPD6843 Phase 3
0.6892 Remote Similarity NPD4536 Approved
0.6892 Remote Similarity NPD4538 Approved
0.6892 Remote Similarity NPD4537 Clinical (unspecified phase)
0.6887 Remote Similarity NPD2800 Approved
0.6883 Remote Similarity NPD7004 Clinical (unspecified phase)
0.688 Remote Similarity NPD1809 Phase 2
0.6879 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6879 Remote Similarity NPD3685 Discontinued
0.6871 Remote Similarity NPD3787 Discontinued
0.6867 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6867 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6867 Remote Similarity NPD6005 Phase 3
0.6867 Remote Similarity NPD6004 Phase 3
0.6867 Remote Similarity NPD6002 Phase 3
0.6867 Remote Similarity NPD2029 Clinical (unspecified phase)
0.6866 Remote Similarity NPD7843 Approved
0.6857 Remote Similarity NPD1281 Approved
0.6855 Remote Similarity NPD1465 Phase 2
0.6853 Remote Similarity NPD6584 Phase 3
0.6853 Remote Similarity NPD3691 Phase 2
0.6853 Remote Similarity NPD4624 Approved
0.6853 Remote Similarity NPD3690 Phase 2
0.6848 Remote Similarity NPD7473 Discontinued
0.6846 Remote Similarity NPD3748 Approved
0.6838 Remote Similarity NPD6387 Discontinued
0.6832 Remote Similarity NPD7975 Clinical (unspecified phase)
0.6824 Remote Similarity NPD6353 Approved
0.6824 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6824 Remote Similarity NPD6651 Approved
0.6821 Remote Similarity NPD2424 Discontinued
0.6818 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6815 Remote Similarity NPD4005 Discontinued
0.6815 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6812 Remote Similarity NPD3091 Approved
0.6809 Remote Similarity NPD2233 Approved
0.6809 Remote Similarity NPD2232 Approved
0.6809 Remote Similarity NPD1608 Approved
0.6809 Remote Similarity NPD2230 Approved
0.6806 Remote Similarity NPD1712 Approved
0.6805 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6803 Remote Similarity NPD2979 Phase 3
0.68 Remote Similarity NPD1551 Phase 2
0.68 Remote Similarity NPD4477 Approved
0.68 Remote Similarity NPD4476 Approved
0.68 Remote Similarity NPD2438 Suspended
0.68 Remote Similarity NPD2796 Approved
0.6797 Remote Similarity NPD2677 Approved
0.6794 Remote Similarity NPD968 Approved
0.6792 Remote Similarity NPD6801 Discontinued
0.679 Remote Similarity NPD5709 Phase 3
0.6788 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6783 Remote Similarity NPD3094 Phase 2
0.6779 Remote Similarity NPD7097 Phase 1
0.6776 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6774 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6765 Remote Similarity NPD8312 Approved
0.6765 Remote Similarity NPD8313 Approved
0.6759 Remote Similarity NPD1008 Clinical (unspecified phase)
0.6757 Remote Similarity NPD6355 Discontinued
0.6757 Remote Similarity NPD230 Phase 1
0.6755 Remote Similarity NPD1375 Discontinued
0.6753 Remote Similarity NPD6667 Approved

Structure

External Identifiers

PubChem CID   11276455
ChEMBL   CHEMBL466005
ZINC  

Physicochemical Properties

Molecular Weight:  238.12
ALogP:  0.1195
MLogP:  2.45
XLogP:  1.281
# Rotatable Bonds:  7
Polar Surface Area:  47.92
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  17

Download Data

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Biological Activities  
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