Natural Product: NPC306908

Natural Product ID:  NPC306908
Common Name:   Pestaloficiol F
IUPAC Name:   (1aS,2S,7bS)-2-hydroxy-6,6-dimethyl-7b-(3-methylbut-2-enyl)-1a,2,3,5-tetrahydrooxireno[2,3-h]chromen-4-one
Synonyms:   Pestaloficiol F
Molecular Formula:   C16H22O4
Standard InCHIKey:  DWRYREFBMYRRST-HZUKXOBISA-N
Standard InCHI:  InChI=1S/C16H22O4/c1-9(2)5-6-16-13-10(7-11(17)14(16)20-16)12(18)8-15(3,4)19-13/h5,11,14,17H,6-8H2,1-4H3/t11-,14-,16+/m0/s1
Canonical SMILES:  CC(=CC[C@]12O[C@H]1[C@@H](O)CC1=C2OC(C)(C)CC1=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
NPO22690 Pestalotiopsis fici Species Sporocadaceae Eukaryota PMID[19618920]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT165 Cell Line HeLa Homo sapiens IC50 > 143900 nM 10.1039/C4MD00409D
NPT24 Organism Human immunodeficiency virus 1 Human immunodeficiency virus 1 EC50 > 100000 nM 10.1039/C4MD00525B
NPT83 Cell Line MCF7 Homo sapiens IC50 > 143900 nM 11975482

  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 NPC306908 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
0.9158 High Similarity NPC35717
0.9022 High Similarity NPC469464
0.8261 Intermediate Similarity NPC185256
0.8229 Intermediate Similarity NPC265856
0.81 Intermediate Similarity NPC20066
0.81 Intermediate Similarity NPC473574
0.81 Intermediate Similarity NPC20078
0.8039 Intermediate Similarity NPC181645
0.7944 Intermediate Similarity NPC99760
0.7885 Intermediate Similarity NPC473624
0.7857 Intermediate Similarity NPC166554
0.7857 Intermediate Similarity NPC477684
0.7835 Intermediate Similarity NPC472008
0.78 Intermediate Similarity NPC477241
0.7778 Intermediate Similarity NPC475441
0.7778 Intermediate Similarity NPC146852
0.7745 Intermediate Similarity NPC239895
0.7736 Intermediate Similarity NPC469852
0.7732 Intermediate Similarity NPC472007
0.7708 Intermediate Similarity NPC68303
0.7708 Intermediate Similarity NPC307126
0.77 Intermediate Similarity NPC61275
0.7685 Intermediate Similarity NPC101018
0.7685 Intermediate Similarity NPC471400
0.7679 Intermediate Similarity NPC478204
0.7679 Intermediate Similarity NPC53396
0.7679 Intermediate Similarity NPC98249
0.7679 Intermediate Similarity NPC469684
0.767 Intermediate Similarity NPC300584
0.7664 Intermediate Similarity NPC469853
0.7629 Intermediate Similarity NPC472009
0.7619 Intermediate Similarity NPC39996
0.7611 Intermediate Similarity NPC478206
0.7611 Intermediate Similarity NPC478205
0.7611 Intermediate Similarity NPC284707
0.7611 Intermediate Similarity NPC108581
0.7549 Intermediate Similarity NPC91408
0.7545 Intermediate Similarity NPC317107
0.7524 Intermediate Similarity NPC224172
0.7524 Intermediate Similarity NPC207885
0.7524 Intermediate Similarity NPC471401
0.7522 Intermediate Similarity NPC58662
0.75 Intermediate Similarity NPC475284
0.75 Intermediate Similarity NPC474716
0.75 Intermediate Similarity NPC80650
0.75 Intermediate Similarity NPC281608
0.75 Intermediate Similarity NPC471399
0.7479 Intermediate Similarity NPC477712
0.7479 Intermediate Similarity NPC477713
0.7477 Intermediate Similarity NPC317687
0.7476 Intermediate Similarity NPC473859
0.7476 Intermediate Similarity NPC279722
0.7475 Intermediate Similarity NPC87189
0.7475 Intermediate Similarity NPC228415
0.7458 Intermediate Similarity NPC293112
0.7449 Intermediate Similarity NPC196381
0.7436 Intermediate Similarity NPC11895
0.7431 Intermediate Similarity NPC327106
0.7429 Intermediate Similarity NPC288876
0.7426 Intermediate Similarity NPC476705
0.7411 Intermediate Similarity NPC478212
0.7404 Intermediate Similarity NPC236176
0.7404 Intermediate Similarity NPC266842
0.7404 Intermediate Similarity NPC134454
0.7404 Intermediate Similarity NPC17326
0.7387 Intermediate Similarity NPC476023
0.7387 Intermediate Similarity NPC469655
0.7387 Intermediate Similarity NPC469656
0.7387 Intermediate Similarity NPC474846
0.7379 Intermediate Similarity NPC475659
0.7379 Intermediate Similarity NPC316215
0.7379 Intermediate Similarity NPC270013
0.7379 Intermediate Similarity NPC14961
0.7374 Intermediate Similarity NPC471738
0.7374 Intermediate Similarity NPC23622
0.7373 Intermediate Similarity NPC172154
0.7373 Intermediate Similarity NPC81736
0.7368 Intermediate Similarity NPC91332
0.7368 Intermediate Similarity NPC162741
0.7364 Intermediate Similarity NPC87335
0.7364 Intermediate Similarity NPC77089
0.7358 Intermediate Similarity NPC46998
0.7358 Intermediate Similarity NPC110443
0.7358 Intermediate Similarity NPC112613
0.7358 Intermediate Similarity NPC185141
0.7358 Intermediate Similarity NPC133907
0.7358 Intermediate Similarity NPC469851
0.7358 Intermediate Similarity NPC128733
0.7353 Intermediate Similarity NPC212486
0.735 Intermediate Similarity NPC170538
0.7347 Intermediate Similarity NPC187529
0.7347 Intermediate Similarity NPC307112
0.7345 Intermediate Similarity NPC238667
0.7339 Intermediate Similarity NPC266514
0.7333 Intermediate Similarity NPC83895
0.7333 Intermediate Similarity NPC187761
0.7327 Intermediate Similarity NPC131864
0.732 Intermediate Similarity NPC477784
0.732 Intermediate Similarity NPC477785
0.732 Intermediate Similarity NPC477786
0.7315 Intermediate Similarity NPC474741
0.7311 Intermediate Similarity NPC473635
0.7308 Intermediate Similarity NPC472733
0.7308 Intermediate Similarity NPC21302
0.7308 Intermediate Similarity NPC11396
0.7308 Intermediate Similarity NPC472734
0.7308 Intermediate Similarity NPC93271
0.7308 Intermediate Similarity NPC135576
0.7304 Intermediate Similarity NPC50774
0.7304 Intermediate Similarity NPC709
0.7304 Intermediate Similarity NPC251310
0.7304 Intermediate Similarity NPC186525
0.73 Intermediate Similarity NPC476706
0.73 Intermediate Similarity NPC476707
0.729 Intermediate Similarity NPC478176
0.7288 Intermediate Similarity NPC473802
0.7288 Intermediate Similarity NPC469789
0.7282 Intermediate Similarity NPC71589
0.7282 Intermediate Similarity NPC474035
0.7282 Intermediate Similarity NPC81386
0.7273 Intermediate Similarity NPC322903
0.7273 Intermediate Similarity NPC473807
0.7264 Intermediate Similarity NPC469551
0.7257 Intermediate Similarity NPC475966
0.7257 Intermediate Similarity NPC477266
0.7255 Intermediate Similarity NPC327760
0.7255 Intermediate Similarity NPC472010
0.7248 Intermediate Similarity NPC471332
0.7248 Intermediate Similarity NPC471333
0.7245 Intermediate Similarity NPC243618
0.7245 Intermediate Similarity NPC72464
0.7245 Intermediate Similarity NPC469809
0.7245 Intermediate Similarity NPC70424
0.7241 Intermediate Similarity NPC476107
0.7238 Intermediate Similarity NPC471694
0.7238 Intermediate Similarity NPC472731
0.7238 Intermediate Similarity NPC472732
0.7238 Intermediate Similarity NPC40812
0.7232 Intermediate Similarity NPC474229
0.7227 Intermediate Similarity NPC24651
0.7227 Intermediate Similarity NPC473709
0.7227 Intermediate Similarity NPC473919
0.7222 Intermediate Similarity NPC118902
0.7222 Intermediate Similarity NPC469980
0.7222 Intermediate Similarity NPC104161
0.7222 Intermediate Similarity NPC475945
0.7222 Intermediate Similarity NPC123505
0.7222 Intermediate Similarity NPC475871
0.7217 Intermediate Similarity NPC477116
0.7217 Intermediate Similarity NPC470492
0.7217 Intermediate Similarity NPC312824
0.7217 Intermediate Similarity NPC470493
0.7217 Intermediate Similarity NPC27999
0.7217 Intermediate Similarity NPC474518
0.7217 Intermediate Similarity NPC167606
0.7217 Intermediate Similarity NPC140055
0.7217 Intermediate Similarity NPC13713
0.7217 Intermediate Similarity NPC286528
0.7217 Intermediate Similarity NPC20302
0.7217 Intermediate Similarity NPC183580
0.7212 Intermediate Similarity NPC227494
0.7212 Intermediate Similarity NPC471698
0.7212 Intermediate Similarity NPC279313
0.7207 Intermediate Similarity NPC38154
0.7207 Intermediate Similarity NPC469370
0.7203 Intermediate Similarity NPC312833
0.72 Intermediate Similarity NPC103743
0.72 Intermediate Similarity NPC476079
0.72 Intermediate Similarity NPC113370
0.72 Intermediate Similarity NPC300779
0.7196 Intermediate Similarity NPC474339
0.7196 Intermediate Similarity NPC476270
0.7196 Intermediate Similarity NPC472637
0.7196 Intermediate Similarity NPC164598
0.7196 Intermediate Similarity NPC201718
0.7196 Intermediate Similarity NPC472753
0.7196 Intermediate Similarity NPC9878
0.7193 Intermediate Similarity NPC284915
0.7193 Intermediate Similarity NPC247069
0.7188 Intermediate Similarity NPC470945
0.7188 Intermediate Similarity NPC470947
0.7188 Intermediate Similarity NPC470946
0.7184 Intermediate Similarity NPC162205
0.7184 Intermediate Similarity NPC469692
0.7184 Intermediate Similarity NPC282644
0.7184 Intermediate Similarity NPC469645
0.7184 Intermediate Similarity NPC273579
0.7184 Intermediate Similarity NPC295204
0.7184 Intermediate Similarity NPC475912
0.7184 Intermediate Similarity NPC288240
0.7184 Intermediate Similarity NPC29798
0.7182 Intermediate Similarity NPC477513
0.7182 Intermediate Similarity NPC469558
0.7179 Intermediate Similarity NPC154491
0.7179 Intermediate Similarity NPC474370
0.7179 Intermediate Similarity NPC251226
0.7179 Intermediate Similarity NPC268530
0.717 Intermediate Similarity NPC153776
0.717 Intermediate Similarity NPC473326
0.717 Intermediate Similarity NPC472730

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC306908 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
0.7327 Intermediate Similarity NPD6698 Approved
0.7327 Intermediate Similarity NPD46 Approved
0.7217 Intermediate Similarity NPD7115 Discovery
0.6903 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6881 Remote Similarity NPD5344 Discontinued
0.6852 Remote Similarity NPD4225 Approved
0.6762 Remote Similarity NPD7983 Approved
0.6729 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6698 Remote Similarity NPD5779 Approved
0.6698 Remote Similarity NPD5778 Approved
0.6696 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6696 Remote Similarity NPD6371 Approved
0.6694 Remote Similarity NPD8513 Phase 3
0.6667 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6636 Remote Similarity NPD5282 Discontinued
0.6634 Remote Similarity NPD6110 Phase 1
0.6581 Remote Similarity NPD6053 Discontinued
0.6571 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6571 Remote Similarity NPD6101 Approved
0.6557 Remote Similarity NPD8517 Approved
0.6557 Remote Similarity NPD8515 Approved
0.6557 Remote Similarity NPD8516 Approved
0.6522 Remote Similarity NPD7331 Phase 2
0.6509 Remote Similarity NPD7838 Discovery
0.6505 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6486 Remote Similarity NPD6648 Approved
0.6449 Remote Similarity NPD6411 Approved
0.6435 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6435 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6355 Remote Similarity NPD5785 Approved
0.632 Remote Similarity NPD7642 Approved
0.6311 Remote Similarity NPD7154 Phase 3
0.6306 Remote Similarity NPD4755 Approved
0.6299 Remote Similarity NPD8074 Phase 3
0.6286 Remote Similarity NPD5786 Approved
0.6271 Remote Similarity NPD4634 Approved
0.625 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6228 Remote Similarity NPD5211 Phase 2
0.6218 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6214 Remote Similarity NPD4800 Clinical (unspecified phase)
0.621 Remote Similarity NPD6319 Approved
0.6207 Remote Similarity NPD6675 Approved
0.6207 Remote Similarity NPD7128 Approved
0.6207 Remote Similarity NPD5739 Approved
0.6207 Remote Similarity NPD6402 Approved
0.6202 Remote Similarity NPD7319 Approved
0.6195 Remote Similarity NPD5285 Approved
0.6195 Remote Similarity NPD4696 Approved
0.6195 Remote Similarity NPD5286 Approved
0.6195 Remote Similarity NPD4700 Approved
0.619 Remote Similarity NPD7829 Approved
0.619 Remote Similarity NPD7830 Approved
0.619 Remote Similarity NPD5363 Approved
0.6186 Remote Similarity NPD6372 Approved
0.6186 Remote Similarity NPD6373 Approved
0.6176 Remote Similarity NPD8259 Clinical (unspecified phase)
0.617 Remote Similarity NPD3704 Approved
0.6167 Remote Similarity NPD8297 Approved
0.6154 Remote Similarity NPD5701 Approved
0.6154 Remote Similarity NPD5697 Approved
0.6132 Remote Similarity NPD3618 Phase 1
0.6121 Remote Similarity NPD5141 Approved
0.6117 Remote Similarity NPD5369 Approved
0.6111 Remote Similarity NPD5328 Approved
0.6102 Remote Similarity NPD6881 Approved
0.6102 Remote Similarity NPD6899 Approved
0.6102 Remote Similarity NPD6686 Approved
0.6102 Remote Similarity NPD7320 Approved
0.6095 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6087 Remote Similarity NPD5225 Approved
0.6087 Remote Similarity NPD5224 Approved
0.6087 Remote Similarity NPD4633 Approved
0.6087 Remote Similarity NPD5226 Approved
0.6083 Remote Similarity NPD6649 Approved
0.6083 Remote Similarity NPD6650 Approved
0.608 Remote Similarity NPD6059 Approved
0.608 Remote Similarity NPD6054 Approved
0.6071 Remote Similarity NPD7839 Suspended
0.6071 Remote Similarity NPD4697 Phase 3
0.6068 Remote Similarity NPD6008 Approved
0.6064 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6064 Remote Similarity NPD7341 Phase 2
0.6063 Remote Similarity NPD8328 Phase 3
0.6058 Remote Similarity NPD6435 Approved
0.6058 Remote Similarity NPD4269 Approved
0.6058 Remote Similarity NPD4270 Approved
0.605 Remote Similarity NPD6014 Approved
0.605 Remote Similarity NPD6012 Approved
0.605 Remote Similarity NPD6013 Approved
0.604 Remote Similarity NPD4756 Discovery
0.6038 Remote Similarity NPD1694 Approved
0.6038 Remote Similarity NPD1696 Phase 3
0.6034 Remote Similarity NPD5175 Approved
0.6034 Remote Similarity NPD5174 Approved
0.6032 Remote Similarity NPD6921 Approved
0.6032 Remote Similarity NPD6016 Approved
0.6032 Remote Similarity NPD6015 Approved
0.6018 Remote Similarity NPD7902 Approved
0.6 Remote Similarity NPD7102 Approved
0.6 Remote Similarity NPD6079 Approved
0.6 Remote Similarity NPD5223 Approved
0.6 Remote Similarity NPD7290 Approved
0.6 Remote Similarity NPD6883 Approved
0.5984 Remote Similarity NPD4632 Approved
0.5984 Remote Similarity NPD5988 Approved
0.5984 Remote Similarity NPD6370 Approved
0.5969 Remote Similarity NPD7507 Approved
0.5966 Remote Similarity NPD6011 Approved
0.595 Remote Similarity NPD8130 Phase 1
0.595 Remote Similarity NPD6869 Approved
0.595 Remote Similarity NPD6617 Approved
0.595 Remote Similarity NPD6847 Approved
0.5946 Remote Similarity NPD6399 Phase 3
0.5946 Remote Similarity NPD4202 Approved
0.5932 Remote Similarity NPD4768 Approved
0.5932 Remote Similarity NPD4767 Approved
0.5929 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5929 Remote Similarity NPD5222 Approved
0.5929 Remote Similarity NPD5221 Approved
0.5905 Remote Similarity NPD3667 Approved
0.5902 Remote Similarity NPD6882 Approved
0.5897 Remote Similarity NPD4754 Approved
0.5893 Remote Similarity NPD7748 Approved
0.5891 Remote Similarity NPD7492 Approved
0.5882 Remote Similarity NPD6412 Phase 2
0.5877 Remote Similarity NPD5173 Approved
0.5865 Remote Similarity NPD4695 Discontinued
0.5865 Remote Similarity NPD4252 Approved
0.5865 Remote Similarity NPD5368 Approved
0.5862 Remote Similarity NPD4159 Approved
0.5856 Remote Similarity NPD7515 Phase 2
0.5851 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5846 Remote Similarity NPD6616 Approved
0.5846 Remote Similarity NPD8451 Approved
0.5833 Remote Similarity NPD4730 Approved
0.5833 Remote Similarity NPD4729 Approved
0.5833 Remote Similarity NPD5128 Approved
0.5833 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5826 Remote Similarity NPD7638 Approved
0.582 Remote Similarity NPD7116 Clinical (unspecified phase)
0.582 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5818 Remote Similarity NPD4753 Phase 2
0.5818 Remote Similarity NPD1695 Approved
0.5802 Remote Similarity NPD7078 Approved
0.5802 Remote Similarity NPD8293 Discontinued
0.5802 Remote Similarity NPD8448 Approved
0.5794 Remote Similarity NPD3133 Approved
0.5794 Remote Similarity NPD3665 Phase 1
0.5794 Remote Similarity NPD4786 Approved
0.5794 Remote Similarity NPD3666 Approved
0.5781 Remote Similarity NPD8444 Approved
0.578 Remote Similarity NPD7524 Approved
0.5776 Remote Similarity NPD7639 Approved
0.5776 Remote Similarity NPD7640 Approved
0.5766 Remote Similarity NPD3168 Discontinued
0.576 Remote Similarity NPD6274 Approved
0.5758 Remote Similarity NPD7736 Approved
0.5755 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5755 Remote Similarity NPD5209 Approved
0.5752 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5752 Remote Similarity NPD7900 Approved
0.5748 Remote Similarity NPD7516 Approved
0.5741 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5739 Remote Similarity NPD6083 Phase 2
0.5739 Remote Similarity NPD6084 Phase 2
0.5738 Remote Similarity NPD5248 Approved
0.5738 Remote Similarity NPD5250 Approved
0.5738 Remote Similarity NPD5247 Approved
0.5738 Remote Similarity NPD5251 Approved
0.5738 Remote Similarity NPD5249 Phase 3
0.5736 Remote Similarity NPD8080 Discontinued
0.5735 Remote Similarity NPD8415 Approved
0.5725 Remote Similarity NPD8273 Phase 1
0.5714 Remote Similarity NPD4819 Approved
0.5714 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5714 Remote Similarity NPD6009 Approved
0.5714 Remote Similarity NPD4820 Approved
0.5714 Remote Similarity NPD4822 Approved
0.5714 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5714 Remote Similarity NPD4821 Approved
0.5714 Remote Similarity NPD7637 Suspended
0.5714 Remote Similarity NPD7500 Approved
0.5703 Remote Similarity NPD7299 Clinical (unspecified phase)
0.5702 Remote Similarity NPD4629 Approved
0.5702 Remote Similarity NPD5695 Phase 3
0.5702 Remote Similarity NPD5210 Approved
0.5701 Remote Similarity NPD5362 Discontinued
0.5693 Remote Similarity NPD8387 Clinical (unspecified phase)
0.5692 Remote Similarity NPD7604 Phase 2
0.5691 Remote Similarity NPD5215 Approved
0.5691 Remote Similarity NPD5216 Approved
0.5691 Remote Similarity NPD5217 Approved
0.569 Remote Similarity NPD5696 Approved
0.5688 Remote Similarity NPD4249 Approved
0.5688 Remote Similarity NPD5279 Phase 3
0.5686 Remote Similarity NPD8039 Approved
0.5672 Remote Similarity NPD8392 Approved
0.5672 Remote Similarity NPD8390 Approved
0.5672 Remote Similarity NPD8391 Approved
0.567 Remote Similarity NPD6108 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   44254170
ChEMBL   CHEMBL1078031
ZINC  

Physicochemical Properties

Molecular Weight:  278.15
ALogP:  0.7173
MLogP:  2.78
XLogP:  0.989
# Rotatable Bonds:  7
Polar Surface Area:  59.06
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  20

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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