Natural Product: NPC40812

Natural Product ID:  NPC40812
Common Name:   Botcinic Acid
IUPAC Name:   (2R,3S)-3-hydroxy-3-[(2S,3S,4S,5R,6S)-3-hydroxy-5-[(E,4S)-4-hydroxyoct-2-enoyl]oxy-2,4,6-trimethyloxan-2-yl]-2-methylpropanoic acid
Synonyms:   Botcinic Acid
Molecular Formula:   C20H34O8
Standard InCHIKey:  XGNHXARWXKZZNY-HZVPPPABSA-N
Standard InCHI:  InChI=1S/C20H34O8/c1-6-7-8-14(21)9-10-15(22)27-16-11(2)17(23)20(5,28-13(16)4)18(24)12(3)19(25)26/h9-14,16-18,21,23-24H,6-8H2,1-5H3,(H,25,26)/b10-9+/t11-,12-,13+,14+,16-,17+,18+,20+/m1/s1
Canonical SMILES:  CCCC[C@@H](/C=C/C(=O)O[C@H]1[C@H](C)O[C@]([C@H]([C@@H]1C)O)(C)[C@H]([C@H](C(=O)O)C)O)O
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   BGC0001243 ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO1086 Botrytis cinerea Species Sclerotiniaceae Eukaryota PMID[16643065]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1198 Organism Magnaporthe grisea Magnaporthe grisea MIC = 100000 nM PubChem BioAssay data set

  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 NPC40812 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
0.9674 High Similarity NPC83895
0.9674 High Similarity NPC255592
0.9674 High Similarity NPC261377
0.9674 High Similarity NPC308567
0.9674 High Similarity NPC187761
0.8936 High Similarity NPC36954
0.8723 High Similarity NPC475912
0.8723 High Similarity NPC476300
0.8646 High Similarity NPC476315
0.8617 High Similarity NPC184463
0.8617 High Similarity NPC30515
0.8586 High Similarity NPC149371
0.8571 High Similarity NPC288876
0.8571 High Similarity NPC137033
0.8542 High Similarity NPC14961
0.8542 High Similarity NPC270013
0.8542 High Similarity NPC471142
0.8511 High Similarity NPC51004
0.8511 High Similarity NPC476004
0.8511 High Similarity NPC474761
0.8511 High Similarity NPC473448
0.85 High Similarity NPC475871
0.85 High Similarity NPC475945
0.85 High Similarity NPC472755
0.8495 Intermediate Similarity NPC227379
0.8495 Intermediate Similarity NPC153805
0.8495 Intermediate Similarity NPC474471
0.8485 Intermediate Similarity NPC47880
0.8469 Intermediate Similarity NPC471144
0.8462 Intermediate Similarity NPC70424
0.8462 Intermediate Similarity NPC243618
0.8462 Intermediate Similarity NPC9868
0.8438 Intermediate Similarity NPC474035
0.8438 Intermediate Similarity NPC71589
0.8438 Intermediate Similarity NPC81386
0.8416 Intermediate Similarity NPC100487
0.8404 Intermediate Similarity NPC307411
0.84 Intermediate Similarity NPC472754
0.84 Intermediate Similarity NPC474747
0.8387 Intermediate Similarity NPC248602
0.8384 Intermediate Similarity NPC475053
0.8352 Intermediate Similarity NPC11620
0.8351 Intermediate Similarity NPC272050
0.8333 Intermediate Similarity NPC476738
0.8333 Intermediate Similarity NPC212486
0.8333 Intermediate Similarity NPC476740
0.8333 Intermediate Similarity NPC472751
0.8333 Intermediate Similarity NPC81419
0.8333 Intermediate Similarity NPC179746
0.8333 Intermediate Similarity NPC472749
0.8317 Intermediate Similarity NPC309398
0.8317 Intermediate Similarity NPC110989
0.8316 Intermediate Similarity NPC313670
0.83 Intermediate Similarity NPC474742
0.83 Intermediate Similarity NPC472753
0.8298 Intermediate Similarity NPC202672
0.828 Intermediate Similarity NPC164393
0.828 Intermediate Similarity NPC469483
0.8269 Intermediate Similarity NPC315836
0.8269 Intermediate Similarity NPC313668
0.8265 Intermediate Similarity NPC279621
0.8265 Intermediate Similarity NPC477921
0.8265 Intermediate Similarity NPC230800
0.8265 Intermediate Similarity NPC473859
0.8252 Intermediate Similarity NPC477513
0.8235 Intermediate Similarity NPC472756
0.8235 Intermediate Similarity NPC203659
0.8235 Intermediate Similarity NPC220964
0.8235 Intermediate Similarity NPC472748
0.8235 Intermediate Similarity NPC474741
0.8235 Intermediate Similarity NPC475676
0.8229 Intermediate Similarity NPC470373
0.8229 Intermediate Similarity NPC470379
0.8229 Intermediate Similarity NPC473321
0.8229 Intermediate Similarity NPC12172
0.8229 Intermediate Similarity NPC208886
0.8218 Intermediate Similarity NPC473596
0.8218 Intermediate Similarity NPC225353
0.8218 Intermediate Similarity NPC313569
0.8182 Intermediate Similarity NPC266842
0.8173 Intermediate Similarity NPC475960
0.8173 Intermediate Similarity NPC193765
0.8163 Intermediate Similarity NPC477922
0.8163 Intermediate Similarity NPC475659
0.8144 Intermediate Similarity NPC273579
0.8144 Intermediate Similarity NPC162205
0.8144 Intermediate Similarity NPC295204
0.8144 Intermediate Similarity NPC288240
0.8144 Intermediate Similarity NPC476049
0.8137 Intermediate Similarity NPC474581
0.8137 Intermediate Similarity NPC472747
0.8137 Intermediate Similarity NPC472750
0.8137 Intermediate Similarity NPC4620
0.8137 Intermediate Similarity NPC473816
0.8137 Intermediate Similarity NPC475367
0.8125 Intermediate Similarity NPC473619
0.8125 Intermediate Similarity NPC475748
0.8125 Intermediate Similarity NPC475855
0.8119 Intermediate Similarity NPC185141
0.8119 Intermediate Similarity NPC128733
0.8119 Intermediate Similarity NPC110443
0.8119 Intermediate Similarity NPC46998
0.8119 Intermediate Similarity NPC133907
0.8108 Intermediate Similarity NPC470829
0.8108 Intermediate Similarity NPC473228
0.8105 Intermediate Similarity NPC281516
0.81 Intermediate Similarity NPC187268
0.81 Intermediate Similarity NPC474213
0.81 Intermediate Similarity NPC161855
0.81 Intermediate Similarity NPC473326
0.8085 Intermediate Similarity NPC311163
0.8081 Intermediate Similarity NPC158416
0.8081 Intermediate Similarity NPC470883
0.8081 Intermediate Similarity NPC39859
0.8081 Intermediate Similarity NPC76862
0.8073 Intermediate Similarity NPC471145
0.8073 Intermediate Similarity NPC471146
0.8065 Intermediate Similarity NPC475963
0.8065 Intermediate Similarity NPC72464
0.8065 Intermediate Similarity NPC474780
0.8065 Intermediate Similarity NPC3464
0.8065 Intermediate Similarity NPC151176
0.8061 Intermediate Similarity NPC474247
0.8061 Intermediate Similarity NPC57405
0.8061 Intermediate Similarity NPC303942
0.8041 Intermediate Similarity NPC476705
0.8041 Intermediate Similarity NPC329952
0.8039 Intermediate Similarity NPC320019
0.8039 Intermediate Similarity NPC324017
0.8037 Intermediate Similarity NPC66108
0.8022 Intermediate Similarity NPC233377
0.8021 Intermediate Similarity NPC92974
0.8021 Intermediate Similarity NPC295312
0.8021 Intermediate Similarity NPC474032
0.802 Intermediate Similarity NPC475949
0.802 Intermediate Similarity NPC280963
0.8019 Intermediate Similarity NPC5103
0.8 Intermediate Similarity NPC13710
0.8 Intermediate Similarity NPC474664
0.8 Intermediate Similarity NPC475309
0.8 Intermediate Similarity NPC233379
0.8 Intermediate Similarity NPC477959
0.8 Intermediate Similarity NPC471462
0.8 Intermediate Similarity NPC14862
0.8 Intermediate Similarity NPC473807
0.8 Intermediate Similarity NPC127526
0.8 Intermediate Similarity NPC86005
0.7981 Intermediate Similarity NPC243998
0.7981 Intermediate Similarity NPC223450
0.798 Intermediate Similarity NPC304886
0.7979 Intermediate Similarity NPC21469
0.7979 Intermediate Similarity NPC261380
0.7979 Intermediate Similarity NPC471494
0.7963 Intermediate Similarity NPC469463
0.7963 Intermediate Similarity NPC469454
0.7963 Intermediate Similarity NPC469496
0.7961 Intermediate Similarity NPC474165
0.7961 Intermediate Similarity NPC69171
0.7961 Intermediate Similarity NPC475873
0.7959 Intermediate Similarity NPC320089
0.7959 Intermediate Similarity NPC238090
0.7959 Intermediate Similarity NPC472196
0.7959 Intermediate Similarity NPC469645
0.7959 Intermediate Similarity NPC469692
0.7959 Intermediate Similarity NPC472195
0.7959 Intermediate Similarity NPC475838
0.7959 Intermediate Similarity NPC125674
0.7959 Intermediate Similarity NPC228451
0.7957 Intermediate Similarity NPC69469
0.7941 Intermediate Similarity NPC474339
0.7941 Intermediate Similarity NPC201718
0.7941 Intermediate Similarity NPC476270
0.7941 Intermediate Similarity NPC164598
0.7941 Intermediate Similarity NPC15993
0.7938 Intermediate Similarity NPC474232
0.7938 Intermediate Similarity NPC144133
0.7938 Intermediate Similarity NPC179394
0.7938 Intermediate Similarity NPC177668
0.7938 Intermediate Similarity NPC3952
0.7925 Intermediate Similarity NPC38154
0.7925 Intermediate Similarity NPC15218
0.7921 Intermediate Similarity NPC475653
0.7921 Intermediate Similarity NPC203627
0.7917 Intermediate Similarity NPC473715
0.7917 Intermediate Similarity NPC89001
0.7917 Intermediate Similarity NPC58219
0.7917 Intermediate Similarity NPC177629
0.7905 Intermediate Similarity NPC324327
0.7905 Intermediate Similarity NPC26617
0.7905 Intermediate Similarity NPC194620
0.7905 Intermediate Similarity NPC474285
0.7905 Intermediate Similarity NPC72813
0.7905 Intermediate Similarity NPC254538
0.7905 Intermediate Similarity NPC326994
0.7905 Intermediate Similarity NPC474421
0.79 Intermediate Similarity NPC472995
0.79 Intermediate Similarity NPC473291
0.79 Intermediate Similarity NPC476009
0.7895 Intermediate Similarity NPC47937
0.7895 Intermediate Similarity NPC476015

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC40812 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
0.8511 High Similarity NPD6698 Approved
0.8511 High Similarity NPD46 Approved
0.8421 Intermediate Similarity NPD7983 Approved
0.7938 Intermediate Similarity NPD7838 Discovery
0.7921 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7905 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.785 Intermediate Similarity NPD6371 Approved
0.7664 Intermediate Similarity NPD6686 Approved
0.7615 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.76 Intermediate Similarity NPD5779 Approved
0.76 Intermediate Similarity NPD5778 Approved
0.7549 Intermediate Similarity NPD7839 Suspended
0.75 Intermediate Similarity NPD7642 Approved
0.7478 Intermediate Similarity NPD8513 Phase 3
0.7478 Intermediate Similarity NPD8516 Approved
0.7478 Intermediate Similarity NPD8515 Approved
0.7478 Intermediate Similarity NPD8517 Approved
0.7451 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7429 Intermediate Similarity NPD5344 Discontinued
0.74 Intermediate Similarity NPD5785 Approved
0.735 Intermediate Similarity NPD7830 Approved
0.735 Intermediate Similarity NPD7829 Approved
0.7339 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7245 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.7245 Intermediate Similarity NPD5363 Approved
0.7238 Intermediate Similarity NPD4225 Approved
0.7227 Intermediate Similarity NPD8451 Approved
0.7172 Intermediate Similarity NPD5786 Approved
0.7167 Intermediate Similarity NPD8074 Phase 3
0.7167 Intermediate Similarity NPD8448 Approved
0.7143 Intermediate Similarity NPD8342 Approved
0.7143 Intermediate Similarity NPD8340 Approved
0.7143 Intermediate Similarity NPD8341 Approved
0.7143 Intermediate Similarity NPD8299 Approved
0.713 Intermediate Similarity NPD7115 Discovery
0.7129 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7129 Intermediate Similarity NPD6101 Approved
0.7063 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.7049 Intermediate Similarity NPD7319 Approved
0.7034 Intermediate Similarity NPD8444 Approved
0.7019 Intermediate Similarity NPD5282 Discontinued
0.7009 Intermediate Similarity NPD6648 Approved
0.6992 Remote Similarity NPD8390 Approved
0.6992 Remote Similarity NPD8391 Approved
0.6992 Remote Similarity NPD8392 Approved
0.699 Remote Similarity NPD6411 Approved
0.6949 Remote Similarity NPD6319 Approved
0.6942 Remote Similarity NPD8273 Phase 1
0.6942 Remote Similarity NPD7507 Approved
0.6939 Remote Similarity NPD4270 Approved
0.6939 Remote Similarity NPD4269 Approved
0.6939 Remote Similarity NPD6435 Approved
0.693 Remote Similarity NPD6053 Discontinued
0.6923 Remote Similarity NPD7641 Discontinued
0.6869 Remote Similarity NPD7154 Phase 3
0.6837 Remote Similarity NPD5369 Approved
0.6777 Remote Similarity NPD8328 Phase 3
0.6765 Remote Similarity NPD4250 Approved
0.6765 Remote Similarity NPD4251 Approved
0.675 Remote Similarity NPD6921 Approved
0.6735 Remote Similarity NPD5368 Approved
0.6735 Remote Similarity NPD4822 Approved
0.6735 Remote Similarity NPD4819 Approved
0.6735 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6735 Remote Similarity NPD4821 Approved
0.6735 Remote Similarity NPD4252 Approved
0.6735 Remote Similarity NPD4820 Approved
0.67 Remote Similarity NPD6110 Phase 1
0.6697 Remote Similarity NPD7640 Approved
0.6697 Remote Similarity NPD7639 Approved
0.6667 Remote Similarity NPD4249 Approved
0.6667 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6638 Remote Similarity NPD8297 Approved
0.6635 Remote Similarity NPD1695 Approved
0.6609 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6606 Remote Similarity NPD7638 Approved
0.6585 Remote Similarity NPD7492 Approved
0.6581 Remote Similarity NPD4632 Approved
0.6555 Remote Similarity NPD7500 Approved
0.6552 Remote Similarity NPD6649 Approved
0.6552 Remote Similarity NPD6650 Approved
0.6535 Remote Similarity NPD7260 Phase 2
0.6535 Remote Similarity NPD5362 Discontinued
0.6532 Remote Similarity NPD6616 Approved
0.6531 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6531 Remote Similarity NPD4271 Approved
0.6531 Remote Similarity NPD4268 Approved
0.6529 Remote Similarity NPD6054 Approved
0.6509 Remote Similarity NPD7637 Suspended
0.6491 Remote Similarity NPD6412 Phase 2
0.648 Remote Similarity NPD7078 Approved
0.6475 Remote Similarity NPD7503 Approved
0.6466 Remote Similarity NPD6421 Discontinued
0.6462 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6436 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6435 Remote Similarity NPD6899 Approved
0.6435 Remote Similarity NPD6881 Approved
0.6429 Remote Similarity NPD7736 Approved
0.6423 Remote Similarity NPD6370 Approved
0.6423 Remote Similarity NPD8080 Discontinued
0.6417 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6417 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6408 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6408 Remote Similarity NPD1694 Approved
0.6385 Remote Similarity NPD8415 Approved
0.6379 Remote Similarity NPD6372 Approved
0.6379 Remote Similarity NPD6373 Approved
0.6364 Remote Similarity NPD7328 Approved
0.6364 Remote Similarity NPD7327 Approved
0.6356 Remote Similarity NPD6882 Approved
0.6355 Remote Similarity NPD4810 Clinical (unspecified phase)
0.6348 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6348 Remote Similarity NPD5697 Approved
0.6344 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6341 Remote Similarity NPD6015 Approved
0.6341 Remote Similarity NPD6016 Approved
0.6325 Remote Similarity NPD7290 Approved
0.6325 Remote Similarity NPD4634 Approved
0.6325 Remote Similarity NPD7102 Approved
0.6325 Remote Similarity NPD6883 Approved
0.6321 Remote Similarity NPD5370 Suspended
0.6311 Remote Similarity NPD7516 Approved
0.6303 Remote Similarity NPD8133 Approved
0.629 Remote Similarity NPD5988 Approved
0.6281 Remote Similarity NPD6009 Approved
0.6275 Remote Similarity NPD5209 Approved
0.6275 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6271 Remote Similarity NPD6847 Approved
0.6271 Remote Similarity NPD6869 Approved
0.6271 Remote Similarity NPD8130 Phase 1
0.6271 Remote Similarity NPD7116 Clinical (unspecified phase)
0.6271 Remote Similarity NPD6617 Approved
0.6261 Remote Similarity NPD5739 Approved
0.6261 Remote Similarity NPD6402 Approved
0.6261 Remote Similarity NPD6675 Approved
0.6261 Remote Similarity NPD7128 Approved
0.626 Remote Similarity NPD6059 Approved
0.626 Remote Similarity NPD8294 Approved
0.626 Remote Similarity NPD8377 Approved
0.624 Remote Similarity NPD7604 Phase 2
0.6239 Remote Similarity NPD6012 Approved
0.6239 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6239 Remote Similarity NPD6014 Approved
0.6239 Remote Similarity NPD6013 Approved
0.6237 Remote Similarity NPD7331 Phase 2
0.6224 Remote Similarity NPD8039 Approved
0.622 Remote Similarity NPD8293 Discontinued
0.621 Remote Similarity NPD8335 Approved
0.621 Remote Similarity NPD8274 Clinical (unspecified phase)
0.621 Remote Similarity NPD8033 Approved
0.621 Remote Similarity NPD8380 Approved
0.621 Remote Similarity NPD8378 Approved
0.621 Remote Similarity NPD5983 Phase 2
0.621 Remote Similarity NPD8296 Approved
0.621 Remote Similarity NPD8379 Approved
0.6196 Remote Similarity NPD3197 Phase 1
0.6154 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6154 Remote Similarity NPD7320 Approved
0.6154 Remote Similarity NPD6011 Approved
0.6148 Remote Similarity NPD7505 Discontinued
0.6142 Remote Similarity NPD6336 Discontinued
0.614 Remote Similarity NPD8138 Approved
0.614 Remote Similarity NPD8139 Approved
0.614 Remote Similarity NPD8083 Approved
0.614 Remote Similarity NPD8086 Approved
0.614 Remote Similarity NPD8082 Approved
0.614 Remote Similarity NPD8085 Approved
0.614 Remote Similarity NPD5211 Phase 2
0.614 Remote Similarity NPD8084 Approved
0.614 Remote Similarity NPD7632 Discontinued
0.6129 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6129 Remote Similarity NPD7341 Phase 2
0.6121 Remote Similarity NPD5048 Discontinued
0.6107 Remote Similarity NPD6845 Suspended
0.6087 Remote Similarity NPD8275 Approved
0.6087 Remote Similarity NPD8276 Approved
0.608 Remote Similarity NPD8269 Approved
0.608 Remote Similarity NPD8266 Approved
0.608 Remote Similarity NPD8267 Approved
0.608 Remote Similarity NPD8268 Approved
0.6071 Remote Similarity NPD6084 Phase 2
0.6071 Remote Similarity NPD7902 Approved
0.6071 Remote Similarity NPD6083 Phase 2
0.6068 Remote Similarity NPD5701 Approved
0.6058 Remote Similarity NPD5331 Approved
0.6058 Remote Similarity NPD5332 Approved
0.6038 Remote Similarity NPD6422 Discontinued
0.6034 Remote Similarity NPD5141 Approved
0.6034 Remote Similarity NPD8081 Approved
0.6022 Remote Similarity NPD7909 Approved
0.6019 Remote Similarity NPD4790 Discontinued
0.6 Remote Similarity NPD6399 Phase 3
0.5983 Remote Similarity NPD8393 Approved
0.5983 Remote Similarity NPD6008 Approved
0.5982 Remote Similarity NPD4792 Clinical (unspecified phase)
0.5981 Remote Similarity NPD7524 Approved
0.5981 Remote Similarity NPD3573 Approved
0.5965 Remote Similarity NPD4696 Approved
0.5965 Remote Similarity NPD5285 Approved
0.5965 Remote Similarity NPD5286 Approved

Structure

External Identifiers

PubChem CID   11509607
ChEMBL   CHEMBL496242
ZINC  

Physicochemical Properties

Molecular Weight:  402.23
ALogP:  -1.9354
MLogP:  2.78
XLogP:  1.955
# Rotatable Bonds:  19
Polar Surface Area:  133.52
# H-Bond Aceptor:  8
# H-Bond Donor:  4
# Rings:  1
# Heavy Atoms:  28

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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