Natural Product: NPC98395

Natural Product ID:  NPC98395
Common Name:   Viscidone
IUPAC Name:   1-[(2R)-5-hydroxy-2-(3-hydroxyprop-1-en-2-yl)-2,3-dihydro-1-benzofuran-6-yl]ethanone
Synonyms:   Viscidone
Molecular Formula:   C13H14O4
Standard InCHIKey:  BNKGDEQDLRZJFW-GFCCVEGCSA-N
Standard InCHI:  InChI=1S/C13H14O4/c1-7(6-14)12-4-9-3-11(16)10(8(2)15)5-13(9)17-12/h3,5,12,14,16H,1,4,6H2,2H3/t12-/m1/s1
Canonical SMILES:  OCC(=C)[C@@H]1Oc2c(C1)cc(c(c2)C(=O)C)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
NPO30782 Brazilian propolis NA NA NA Brazil PMID[9677271]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT453 Cell Line HT-1080 Homo sapiens ED50 = 45.48 ug/ml 18280170
NPT2 Others Unspecified ED50 = 57.15 ug/ml 20171758

  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 NPC98395 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
0.8973 High Similarity NPC470331
0.8921 High Similarity NPC268691
0.8794 High Similarity NPC145673
0.8741 High Similarity NPC469385
0.8741 High Similarity NPC469642
0.8723 High Similarity NPC37206
0.8696 High Similarity NPC265793
0.8681 High Similarity NPC469764
0.8652 High Similarity NPC18457
0.863 High Similarity NPC5537
0.863 High Similarity NPC228012
0.8621 High Similarity NPC308799
0.8621 High Similarity NPC469758
0.8618 High Similarity NPC269117
0.8613 High Similarity NPC141549
0.8611 High Similarity NPC89664
0.8611 High Similarity NPC274085
0.8601 High Similarity NPC329493
0.8592 High Similarity NPC137009
0.8591 High Similarity NPC301233
0.8562 High Similarity NPC113428
0.8562 High Similarity NPC61284
0.8562 High Similarity NPC71055
0.8552 High Similarity NPC98926
0.8551 High Similarity NPC118253
0.854 High Similarity NPC278787
0.8523 High Similarity NPC281272
0.8523 High Similarity NPC321363
0.8523 High Similarity NPC253904
0.8514 High Similarity NPC475717
0.8507 High Similarity NPC4012
0.8503 High Similarity NPC191634
0.8493 Intermediate Similarity NPC300540
0.8483 Intermediate Similarity NPC477409
0.8478 Intermediate Similarity NPC324488
0.8472 Intermediate Similarity NPC171870
0.8467 Intermediate Similarity NPC290927
0.8467 Intermediate Similarity NPC135522
0.8462 Intermediate Similarity NPC477537
0.8456 Intermediate Similarity NPC71525
0.8456 Intermediate Similarity NPC39819
0.8456 Intermediate Similarity NPC475076
0.8444 Intermediate Similarity NPC224657
0.844 Intermediate Similarity NPC64157
0.844 Intermediate Similarity NPC278832
0.8435 Intermediate Similarity NPC469425
0.8435 Intermediate Similarity NPC46941
0.8435 Intermediate Similarity NPC17816
0.8425 Intermediate Similarity NPC297788
0.8421 Intermediate Similarity NPC196448
0.8414 Intermediate Similarity NPC476310
0.8414 Intermediate Similarity NPC159855
0.8414 Intermediate Similarity NPC73028
0.8414 Intermediate Similarity NPC476164
0.8414 Intermediate Similarity NPC169479
0.8411 Intermediate Similarity NPC175192
0.8411 Intermediate Similarity NPC326910
0.8406 Intermediate Similarity NPC7569
0.8403 Intermediate Similarity NPC182421
0.8403 Intermediate Similarity NPC124365
0.84 Intermediate Similarity NPC275878
0.84 Intermediate Similarity NPC183536
0.84 Intermediate Similarity NPC474843
0.84 Intermediate Similarity NPC34965
0.8392 Intermediate Similarity NPC112757
0.8392 Intermediate Similarity NPC475045
0.8389 Intermediate Similarity NPC37348
0.8389 Intermediate Similarity NPC167576
0.8389 Intermediate Similarity NPC202595
0.838 Intermediate Similarity NPC470397
0.838 Intermediate Similarity NPC130976
0.8377 Intermediate Similarity NPC24761
0.8369 Intermediate Similarity NPC22222
0.8369 Intermediate Similarity NPC281513
0.8367 Intermediate Similarity NPC99454
0.8367 Intermediate Similarity NPC130176
0.8366 Intermediate Similarity NPC186113
0.8346 Intermediate Similarity NPC96423
0.8333 Intermediate Similarity NPC175617
0.8333 Intermediate Similarity NPC207346
0.8333 Intermediate Similarity NPC477535
0.8333 Intermediate Similarity NPC939
0.8333 Intermediate Similarity NPC475044
0.8333 Intermediate Similarity NPC475063
0.8333 Intermediate Similarity NPC46564
0.8322 Intermediate Similarity NPC287068
0.8322 Intermediate Similarity NPC266499
0.8322 Intermediate Similarity NPC474943
0.8322 Intermediate Similarity NPC475005
0.8322 Intermediate Similarity NPC317492
0.8322 Intermediate Similarity NPC200221
0.8322 Intermediate Similarity NPC294502
0.8321 Intermediate Similarity NPC470841
0.8312 Intermediate Similarity NPC313368
0.8311 Intermediate Similarity NPC202494
0.8311 Intermediate Similarity NPC83975
0.831 Intermediate Similarity NPC472881
0.831 Intermediate Similarity NPC84699
0.831 Intermediate Similarity NPC141934
0.8301 Intermediate Similarity NPC477833
0.8299 Intermediate Similarity NPC316535
0.8299 Intermediate Similarity NPC470857
0.8299 Intermediate Similarity NPC472917
0.8299 Intermediate Similarity NPC155144
0.8298 Intermediate Similarity NPC223457
0.8289 Intermediate Similarity NPC237560
0.8288 Intermediate Similarity NPC1534
0.8288 Intermediate Similarity NPC130206
0.8286 Intermediate Similarity NPC477406
0.8278 Intermediate Similarity NPC473967
0.8278 Intermediate Similarity NPC471349
0.8278 Intermediate Similarity NPC271681
0.8278 Intermediate Similarity NPC75069
0.8278 Intermediate Similarity NPC471347
0.8276 Intermediate Similarity NPC90411
0.8276 Intermediate Similarity NPC257003
0.8267 Intermediate Similarity NPC164527
0.8267 Intermediate Similarity NPC213382
0.8267 Intermediate Similarity NPC179183
0.8264 Intermediate Similarity NPC306835
0.8264 Intermediate Similarity NPC256463
0.8264 Intermediate Similarity NPC111422
0.8264 Intermediate Similarity NPC299405
0.8264 Intermediate Similarity NPC476477
0.8264 Intermediate Similarity NPC216312
0.8264 Intermediate Similarity NPC1268
0.8264 Intermediate Similarity NPC471602
0.8264 Intermediate Similarity NPC29771
0.8258 Intermediate Similarity NPC96031
0.8258 Intermediate Similarity NPC41567
0.8258 Intermediate Similarity NPC171023
0.8255 Intermediate Similarity NPC168085
0.8255 Intermediate Similarity NPC186397
0.8255 Intermediate Similarity NPC37135
0.8252 Intermediate Similarity NPC121243
0.8252 Intermediate Similarity NPC470398
0.8252 Intermediate Similarity NPC240147
0.8243 Intermediate Similarity NPC196114
0.8243 Intermediate Similarity NPC24136
0.8243 Intermediate Similarity NPC290133
0.8243 Intermediate Similarity NPC187282
0.8239 Intermediate Similarity NPC475011
0.8239 Intermediate Similarity NPC236974
0.8239 Intermediate Similarity NPC144027
0.8235 Intermediate Similarity NPC45131
0.8235 Intermediate Similarity NPC180924
0.8231 Intermediate Similarity NPC105381
0.8231 Intermediate Similarity NPC10302
0.8227 Intermediate Similarity NPC203817
0.8227 Intermediate Similarity NPC470871
0.8224 Intermediate Similarity NPC72370
0.8224 Intermediate Similarity NPC193200
0.8224 Intermediate Similarity NPC280937
0.8224 Intermediate Similarity NPC183874
0.8224 Intermediate Similarity NPC158261
0.8224 Intermediate Similarity NPC477691
0.8224 Intermediate Similarity NPC42458
0.8214 Intermediate Similarity NPC301717
0.8212 Intermediate Similarity NPC170169
0.8212 Intermediate Similarity NPC106372
0.8212 Intermediate Similarity NPC115324
0.8212 Intermediate Similarity NPC149614
0.8212 Intermediate Similarity NPC204515
0.8212 Intermediate Similarity NPC472423
0.8212 Intermediate Similarity NPC474772
0.8212 Intermediate Similarity NPC474744
0.8212 Intermediate Similarity NPC58668
0.8207 Intermediate Similarity NPC32749
0.8207 Intermediate Similarity NPC139554
0.8207 Intermediate Similarity NPC147542
0.8207 Intermediate Similarity NPC469523
0.8207 Intermediate Similarity NPC37992
0.8207 Intermediate Similarity NPC241349
0.8207 Intermediate Similarity NPC201541
0.8207 Intermediate Similarity NPC220496
0.8207 Intermediate Similarity NPC327916
0.8207 Intermediate Similarity NPC42262
0.8205 Intermediate Similarity NPC473961
0.8205 Intermediate Similarity NPC81679
0.82 Intermediate Similarity NPC73236
0.82 Intermediate Similarity NPC70764
0.82 Intermediate Similarity NPC474052
0.82 Intermediate Similarity NPC178202
0.82 Intermediate Similarity NPC223988
0.82 Intermediate Similarity NPC285527
0.82 Intermediate Similarity NPC106334
0.8194 Intermediate Similarity NPC471976
0.8194 Intermediate Similarity NPC476025
0.8194 Intermediate Similarity NPC470810
0.8194 Intermediate Similarity NPC475028
0.8188 Intermediate Similarity NPC55557
0.8188 Intermediate Similarity NPC61871
0.8188 Intermediate Similarity NPC30647
0.8188 Intermediate Similarity NPC146884
0.8188 Intermediate Similarity NPC298884
0.8188 Intermediate Similarity NPC21835
0.8188 Intermediate Similarity NPC8817
0.8182 Intermediate Similarity NPC99597
0.8182 Intermediate Similarity NPC60667
0.8182 Intermediate Similarity NPC210084

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC98395 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
0.8138 Intermediate Similarity NPD1549 Phase 2
0.8125 Intermediate Similarity NPD1551 Phase 2
0.8069 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8069 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8054 Intermediate Similarity NPD2532 Approved
0.8054 Intermediate Similarity NPD2534 Approved
0.8054 Intermediate Similarity NPD2533 Approved
0.8042 Intermediate Similarity NPD1607 Approved
0.8014 Intermediate Similarity NPD411 Approved
0.8014 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD2935 Discontinued
0.7972 Intermediate Similarity NPD447 Suspended
0.7961 Intermediate Similarity NPD3226 Approved
0.7956 Intermediate Similarity NPD9717 Approved
0.7945 Intermediate Similarity NPD2346 Discontinued
0.7935 Intermediate Similarity NPD5402 Approved
0.7931 Intermediate Similarity NPD1510 Phase 2
0.7922 Intermediate Similarity NPD1934 Approved
0.7905 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7902 Intermediate Similarity NPD1240 Approved
0.7885 Intermediate Similarity NPD3882 Suspended
0.7883 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7871 Intermediate Similarity NPD2801 Approved
0.7871 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7838 Intermediate Similarity NPD2800 Approved
0.7823 Intermediate Similarity NPD2344 Approved
0.7815 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7805 Intermediate Similarity NPD6559 Discontinued
0.7786 Intermediate Similarity NPD1203 Approved
0.7778 Intermediate Similarity NPD3818 Discontinued
0.777 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7762 Intermediate Similarity NPD2313 Discontinued
0.7755 Intermediate Similarity NPD2796 Approved
0.7748 Intermediate Similarity NPD1511 Approved
0.7736 Intermediate Similarity NPD5494 Approved
0.7692 Intermediate Similarity NPD6844 Discontinued
0.7688 Intermediate Similarity NPD6959 Discontinued
0.7677 Intermediate Similarity NPD4380 Phase 2
0.7667 Intermediate Similarity NPD4628 Phase 3
0.7647 Intermediate Similarity NPD1512 Approved
0.7616 Intermediate Similarity NPD2309 Approved
0.761 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7606 Intermediate Similarity NPD1019 Discontinued
0.7603 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7597 Intermediate Similarity NPD920 Approved
0.7578 Intermediate Similarity NPD1247 Approved
0.7574 Intermediate Similarity NPD9493 Approved
0.7568 Intermediate Similarity NPD2799 Discontinued
0.755 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7546 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7546 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7546 Intermediate Similarity NPD6166 Phase 2
0.7535 Intermediate Similarity NPD1470 Approved
0.7532 Intermediate Similarity NPD7819 Suspended
0.75 Intermediate Similarity NPD8312 Approved
0.75 Intermediate Similarity NPD8313 Approved
0.75 Intermediate Similarity NPD6832 Phase 2
0.75 Intermediate Similarity NPD7075 Discontinued
0.7484 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7484 Intermediate Similarity NPD5403 Approved
0.7483 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7483 Intermediate Similarity NPD1243 Approved
0.7482 Intermediate Similarity NPD1778 Approved
0.7468 Intermediate Similarity NPD5401 Approved
0.7468 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7468 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7468 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7467 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7467 Intermediate Similarity NPD6002 Phase 3
0.7467 Intermediate Similarity NPD6004 Phase 3
0.7467 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7467 Intermediate Similarity NPD6005 Phase 3
0.7467 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.7465 Intermediate Similarity NPD6696 Suspended
0.7452 Intermediate Similarity NPD6599 Discontinued
0.745 Intermediate Similarity NPD7033 Discontinued
0.745 Intermediate Similarity NPD4308 Phase 3
0.7438 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7434 Intermediate Similarity NPD3750 Approved
0.7429 Intermediate Similarity NPD3496 Discontinued
0.7421 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.741 Intermediate Similarity NPD5844 Phase 1
0.7405 Intermediate Similarity NPD7411 Suspended
0.7403 Intermediate Similarity NPD6799 Approved
0.74 Intermediate Similarity NPD6099 Approved
0.74 Intermediate Similarity NPD6100 Approved
0.7391 Intermediate Similarity NPD3749 Approved
0.7389 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7376 Intermediate Similarity NPD1201 Approved
0.7365 Intermediate Similarity NPD7074 Phase 3
0.7365 Intermediate Similarity NPD230 Phase 1
0.7361 Intermediate Similarity NPD2798 Approved
0.7358 Intermediate Similarity NPD6801 Discontinued
0.7353 Intermediate Similarity NPD1241 Discontinued
0.7351 Intermediate Similarity NPD1471 Phase 3
0.7338 Intermediate Similarity NPD9545 Approved
0.7338 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7337 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7329 Intermediate Similarity NPD7768 Phase 2
0.7324 Intermediate Similarity NPD1608 Approved
0.7319 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.7317 Intermediate Similarity NPD5711 Approved
0.7317 Intermediate Similarity NPD5710 Approved
0.731 Intermediate Similarity NPD2861 Phase 2
0.7305 Intermediate Similarity NPD7054 Approved
0.7299 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD3817 Phase 2
0.7262 Intermediate Similarity NPD7472 Approved
0.7246 Intermediate Similarity NPD6671 Approved
0.7239 Intermediate Similarity NPD919 Approved
0.7219 Intermediate Similarity NPD6797 Phase 2
0.7212 Intermediate Similarity NPD6232 Discontinued
0.7205 Intermediate Similarity NPD5761 Phase 2
0.7205 Intermediate Similarity NPD5760 Phase 2
0.7202 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7192 Intermediate Similarity NPD9494 Approved
0.7186 Intermediate Similarity NPD7473 Discontinued
0.7184 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7181 Intermediate Similarity NPD4307 Phase 2
0.7181 Intermediate Similarity NPD943 Approved
0.7176 Intermediate Similarity NPD7251 Discontinued
0.7168 Intermediate Similarity NPD8434 Phase 2
0.7162 Intermediate Similarity NPD3764 Approved
0.7162 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7153 Intermediate Similarity NPD4749 Approved
0.7135 Intermediate Similarity NPD7808 Phase 3
0.7134 Intermediate Similarity NPD4661 Approved
0.7134 Intermediate Similarity NPD4662 Approved
0.7126 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7123 Intermediate Similarity NPD5647 Approved
0.7118 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7113 Intermediate Similarity NPD17 Approved
0.7105 Intermediate Similarity NPD3748 Approved
0.7089 Intermediate Similarity NPD6273 Approved
0.7086 Intermediate Similarity NPD6651 Approved
0.7083 Intermediate Similarity NPD1481 Phase 2
0.7078 Intermediate Similarity NPD2424 Discontinued
0.7067 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7067 Intermediate Similarity NPD1613 Approved
0.7066 Intermediate Similarity NPD3926 Phase 2
0.7055 Intermediate Similarity NPD2797 Approved
0.7055 Intermediate Similarity NPD2296 Approved
0.7047 Intermediate Similarity NPD3268 Approved
0.7047 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD3751 Discontinued
0.7037 Intermediate Similarity NPD290 Approved
0.7035 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7032 Intermediate Similarity NPD2654 Approved
0.7025 Intermediate Similarity NPD1578 Phase 2
0.702 Intermediate Similarity NPD1933 Approved
0.7018 Intermediate Similarity NPD5953 Discontinued
0.7018 Intermediate Similarity NPD1252 Clinical (unspecified phase)
0.7017 Intermediate Similarity NPD6780 Approved
0.7017 Intermediate Similarity NPD6778 Approved
0.7017 Intermediate Similarity NPD6782 Approved
0.7017 Intermediate Similarity NPD6776 Approved
0.7017 Intermediate Similarity NPD6777 Approved
0.7017 Intermediate Similarity NPD6779 Approved
0.7017 Intermediate Similarity NPD6781 Approved
0.7014 Intermediate Similarity NPD1535 Discovery
0.7014 Intermediate Similarity NPD422 Phase 1
0.7 Intermediate Similarity NPD7286 Phase 2
0.6994 Remote Similarity NPD1465 Phase 2
0.6993 Remote Similarity NPD651 Clinical (unspecified phase)
0.6985 Remote Similarity NPD74 Approved
0.6985 Remote Similarity NPD9266 Approved
0.6977 Remote Similarity NPD3658 Clinical (unspecified phase)
0.6974 Remote Similarity NPD6653 Approved
0.6971 Remote Similarity NPD8150 Discontinued
0.6966 Remote Similarity NPD3972 Approved
0.6963 Remote Similarity NPD968 Approved
0.6957 Remote Similarity NPD2651 Approved
0.6957 Remote Similarity NPD2649 Approved
0.694 Remote Similarity NPD6823 Phase 2
0.6933 Remote Similarity NPD37 Approved
0.6912 Remote Similarity NPD9264 Approved
0.6912 Remote Similarity NPD9267 Approved
0.6912 Remote Similarity NPD9263 Approved
0.6909 Remote Similarity NPD4967 Phase 2
0.6909 Remote Similarity NPD4965 Approved
0.6909 Remote Similarity NPD4966 Approved
0.6908 Remote Similarity NPD6355 Discontinued
0.6902 Remote Similarity NPD7435 Discontinued
0.6902 Remote Similarity NPD7697 Approved
0.6902 Remote Similarity NPD7696 Phase 3
0.6902 Remote Similarity NPD7698 Approved
0.6897 Remote Similarity NPD1610 Phase 2
0.6897 Remote Similarity NPD1611 Approved
0.6897 Remote Similarity NPD1091 Approved
0.6894 Remote Similarity NPD1653 Approved
0.6892 Remote Similarity NPD6917 Clinical (unspecified phase)
0.6887 Remote Similarity NPD6233 Phase 2
0.6875 Remote Similarity NPD4626 Approved
0.6871 Remote Similarity NPD1283 Approved
0.6871 Remote Similarity NPD3225 Approved
0.6871 Remote Similarity NPD1876 Approved
0.6867 Remote Similarity NPD4625 Phase 3
0.6865 Remote Similarity NPD7871 Phase 2

Structure

External Identifiers

PubChem CID   44584263
ChEMBL   CHEMBL454991
ZINC  

Physicochemical Properties

Molecular Weight:  234.09
ALogP:  -0.7931
MLogP:  2.45
XLogP:  0.689
# Rotatable Bonds:  6
Polar Surface Area:  66.76
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  17

Download Data

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