Natural Product: NPC469464

Natural Product ID:  NPC469464
Common Name:   Pestaloficiol G/H
IUPAC Name:   (6S,7R)-6,7-dihydroxy-2,2-dimethyl-8-(3-methylbut-2-enyl)-5,6,7,8-tetrahydro-3H-chromen-4-one
Synonyms:   Pestaloficiol G/H
Molecular Formula:   C16H24O4
Standard InCHIKey:  CUINTIYPFNXGBV-BNPZDMCGSA-N
Standard InCHI:  InChI=1S/C16H24O4/c1-9(2)5-6-10-14(19)12(17)7-11-13(18)8-16(3,4)20-15(10)11/h5,10,12,14,17,19H,6-8H2,1-4H3/t10?,12-,14+/m0/s1
Canonical SMILES:  CC(=CCC1[C@@H](O)[C@@H](O)CC2=C1OC(C)(C)CC2=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
NPT24 Organism Human immunodeficiency virus 1 Human immunodeficiency virus 1 EC50 = 89200 nM DrugMatrix in vivo data: Pathology
NPT165 Cell Line HeLa Homo sapiens IC50 > 143900 nM DrugMatrix in vivo data: Pathology
NPT83 Cell Line MCF7 Homo sapiens IC50 > 143900 nM 18314958

  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 NPC469464 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
0.9022 High Similarity NPC306908
0.8817 High Similarity NPC35717
0.871 High Similarity NPC20078
0.871 High Similarity NPC473574
0.8438 Intermediate Similarity NPC181645
0.8172 Intermediate Similarity NPC146852
0.8125 Intermediate Similarity NPC20066
0.8085 Intermediate Similarity NPC61275
0.8065 Intermediate Similarity NPC265856
0.7917 Intermediate Similarity NPC91408
0.7917 Intermediate Similarity NPC279313
0.7849 Intermediate Similarity NPC472008
0.7835 Intermediate Similarity NPC472733
0.7835 Intermediate Similarity NPC472734
0.7755 Intermediate Similarity NPC472731
0.7755 Intermediate Similarity NPC472732
0.7745 Intermediate Similarity NPC471333
0.7745 Intermediate Similarity NPC471332
0.7742 Intermediate Similarity NPC472007
0.7692 Intermediate Similarity NPC471400
0.7692 Intermediate Similarity NPC185256
0.7684 Intermediate Similarity NPC131864
0.7684 Intermediate Similarity NPC471399
0.7684 Intermediate Similarity NPC166554
0.7677 Intermediate Similarity NPC177680
0.7677 Intermediate Similarity NPC300584
0.7677 Intermediate Similarity NPC472730
0.7677 Intermediate Similarity NPC472729
0.7677 Intermediate Similarity NPC153776
0.7664 Intermediate Similarity NPC247069
0.7647 Intermediate Similarity NPC40170
0.7634 Intermediate Similarity NPC262026
0.7634 Intermediate Similarity NPC472009
0.7629 Intermediate Similarity NPC477241
0.7629 Intermediate Similarity NPC114162
0.7629 Intermediate Similarity NPC469819
0.7619 Intermediate Similarity NPC99760
0.76 Intermediate Similarity NPC472728
0.76 Intermediate Similarity NPC46761
0.76 Intermediate Similarity NPC472727
0.7576 Intermediate Similarity NPC27105
0.7576 Intermediate Similarity NPC471694
0.7576 Intermediate Similarity NPC239895
0.7573 Intermediate Similarity NPC469852
0.7553 Intermediate Similarity NPC23622
0.7547 Intermediate Similarity NPC171888
0.7547 Intermediate Similarity NPC146945
0.7529 Intermediate Similarity NPC477455
0.7527 Intermediate Similarity NPC187529
0.7525 Intermediate Similarity NPC224172
0.7525 Intermediate Similarity NPC471401
0.75 Intermediate Similarity NPC134321
0.75 Intermediate Similarity NPC477684
0.75 Intermediate Similarity NPC472687
0.75 Intermediate Similarity NPC477786
0.75 Intermediate Similarity NPC203388
0.75 Intermediate Similarity NPC471330
0.75 Intermediate Similarity NPC472325
0.75 Intermediate Similarity NPC471331
0.75 Intermediate Similarity NPC99657
0.75 Intermediate Similarity NPC128672
0.75 Intermediate Similarity NPC469853
0.75 Intermediate Similarity NPC477785
0.75 Intermediate Similarity NPC477784
0.7475 Intermediate Similarity NPC135576
0.7475 Intermediate Similarity NPC8803
0.7475 Intermediate Similarity NPC93271
0.7474 Intermediate Similarity NPC228415
0.7474 Intermediate Similarity NPC87189
0.7474 Intermediate Similarity NPC476707
0.7474 Intermediate Similarity NPC476706
0.7473 Intermediate Similarity NPC67254
0.7451 Intermediate Similarity NPC478176
0.7449 Intermediate Similarity NPC196227
0.7449 Intermediate Similarity NPC103527
0.7447 Intermediate Similarity NPC203795
0.7423 Intermediate Similarity NPC475441
0.7407 Intermediate Similarity NPC208998
0.7407 Intermediate Similarity NPC7921
0.7379 Intermediate Similarity NPC320294
0.7379 Intermediate Similarity NPC473624
0.7374 Intermediate Similarity NPC473170
0.7374 Intermediate Similarity NPC316215
0.7368 Intermediate Similarity NPC472324
0.7364 Intermediate Similarity NPC474654
0.7364 Intermediate Similarity NPC97908
0.7364 Intermediate Similarity NPC122033
0.7364 Intermediate Similarity NPC470854
0.7364 Intermediate Similarity NPC287343
0.7363 Intermediate Similarity NPC472948
0.7363 Intermediate Similarity NPC470947
0.7363 Intermediate Similarity NPC470945
0.7363 Intermediate Similarity NPC470946
0.7358 Intermediate Similarity NPC101018
0.7353 Intermediate Similarity NPC469851
0.734 Intermediate Similarity NPC79573
0.7333 Intermediate Similarity NPC178852
0.7312 Intermediate Similarity NPC64600
0.7303 Intermediate Similarity NPC477708
0.73 Intermediate Similarity NPC279722
0.73 Intermediate Similarity NPC21681
0.73 Intermediate Similarity NPC472675
0.7297 Intermediate Similarity NPC251310
0.7292 Intermediate Similarity NPC476708
0.7283 Intermediate Similarity NPC275766
0.7282 Intermediate Similarity NPC39996
0.7273 Intermediate Similarity NPC472977
0.7273 Intermediate Similarity NPC71589
0.7273 Intermediate Similarity NPC207217
0.7273 Intermediate Similarity NPC258674
0.7273 Intermediate Similarity NPC472976
0.7248 Intermediate Similarity NPC198539
0.7248 Intermediate Similarity NPC477266
0.7248 Intermediate Similarity NPC478212
0.7245 Intermediate Similarity NPC116726
0.7245 Intermediate Similarity NPC476705
0.7238 Intermediate Similarity NPC32006
0.7238 Intermediate Similarity NPC85529
0.7238 Intermediate Similarity NPC128828
0.7234 Intermediate Similarity NPC40687
0.7228 Intermediate Similarity NPC236176
0.7222 Intermediate Similarity NPC476023
0.7222 Intermediate Similarity NPC474229
0.7216 Intermediate Similarity NPC97577
0.7216 Intermediate Similarity NPC118193
0.7216 Intermediate Similarity NPC256902
0.7216 Intermediate Similarity NPC473100
0.7209 Intermediate Similarity NPC477449
0.7209 Intermediate Similarity NPC477448
0.72 Intermediate Similarity NPC134067
0.7196 Intermediate Similarity NPC20192
0.7196 Intermediate Similarity NPC87335
0.7188 Intermediate Similarity NPC471739
0.7188 Intermediate Similarity NPC476079
0.7188 Intermediate Similarity NPC103743
0.7188 Intermediate Similarity NPC471738
0.7188 Intermediate Similarity NPC113370
0.7184 Intermediate Similarity NPC112613
0.7184 Intermediate Similarity NPC133907
0.7184 Intermediate Similarity NPC46998
0.7184 Intermediate Similarity NPC128733
0.7184 Intermediate Similarity NPC110443
0.7184 Intermediate Similarity NPC9878
0.7184 Intermediate Similarity NPC472637
0.7184 Intermediate Similarity NPC207885
0.7184 Intermediate Similarity NPC470184
0.7184 Intermediate Similarity NPC185141
0.7174 Intermediate Similarity NPC103634
0.7172 Intermediate Similarity NPC477435
0.7172 Intermediate Similarity NPC477436
0.7158 Intermediate Similarity NPC68303
0.7158 Intermediate Similarity NPC307112
0.7158 Intermediate Similarity NPC307126
0.7157 Intermediate Similarity NPC187761
0.7157 Intermediate Similarity NPC83895
0.7156 Intermediate Similarity NPC66108
0.7156 Intermediate Similarity NPC472002
0.7156 Intermediate Similarity NPC90769
0.7143 Intermediate Similarity NPC204552
0.7143 Intermediate Similarity NPC188667
0.7143 Intermediate Similarity NPC118911
0.7143 Intermediate Similarity NPC478122
0.7143 Intermediate Similarity NPC473099
0.7143 Intermediate Similarity NPC17772
0.713 Intermediate Similarity NPC478209
0.7129 Intermediate Similarity NPC272411
0.7128 Intermediate Similarity NPC52609
0.7128 Intermediate Similarity NPC1761
0.7128 Intermediate Similarity NPC66764
0.7128 Intermediate Similarity NPC110150
0.7115 Intermediate Similarity NPC70369
0.7115 Intermediate Similarity NPC474747
0.7113 Intermediate Similarity NPC143025
0.7113 Intermediate Similarity NPC476704
0.7113 Intermediate Similarity NPC202672
0.7113 Intermediate Similarity NPC158778
0.7113 Intermediate Similarity NPC53454
0.7105 Intermediate Similarity NPC477046
0.7105 Intermediate Similarity NPC102822
0.71 Intermediate Similarity NPC212812
0.7097 Intermediate Similarity NPC478262
0.7093 Intermediate Similarity NPC477452
0.7091 Intermediate Similarity NPC49451
0.7087 Intermediate Similarity NPC198880
0.7083 Intermediate Similarity NPC196381
0.7083 Intermediate Similarity NPC475753
0.708 Intermediate Similarity NPC470777
0.7075 Intermediate Similarity NPC478052
0.7075 Intermediate Similarity NPC102352
0.7071 Intermediate Similarity NPC36491
0.7071 Intermediate Similarity NPC470373
0.7071 Intermediate Similarity NPC472010
0.7071 Intermediate Similarity NPC155304
0.7071 Intermediate Similarity NPC184463
0.7071 Intermediate Similarity NPC472978
0.7071 Intermediate Similarity NPC470379
0.7065 Intermediate Similarity NPC113363
0.7064 Intermediate Similarity NPC317107
0.7064 Intermediate Similarity NPC471243
0.7059 Intermediate Similarity NPC40812

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC469464 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
0.7273 Intermediate Similarity NPD5282 Discontinued
0.7216 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7216 Intermediate Similarity NPD6101 Approved
0.7071 Intermediate Similarity NPD6411 Approved
0.7059 Intermediate Similarity NPD7331 Phase 2
0.7 Intermediate Similarity NPD5779 Approved
0.7 Intermediate Similarity NPD5778 Approved
0.69 Remote Similarity NPD7983 Approved
0.6893 Remote Similarity NPD4755 Approved
0.6863 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6818 Remote Similarity NPD4634 Approved
0.68 Remote Similarity NPD6698 Approved
0.68 Remote Similarity NPD46 Approved
0.6762 Remote Similarity NPD4696 Approved
0.6762 Remote Similarity NPD4700 Approved
0.6762 Remote Similarity NPD5286 Approved
0.6762 Remote Similarity NPD5285 Approved
0.6759 Remote Similarity NPD6675 Approved
0.6759 Remote Similarity NPD6402 Approved
0.6759 Remote Similarity NPD5739 Approved
0.6759 Remote Similarity NPD7128 Approved
0.6754 Remote Similarity NPD7115 Discovery
0.6744 Remote Similarity NPD7341 Phase 2
0.6737 Remote Similarity NPD5369 Approved
0.6735 Remote Similarity NPD3618 Phase 1
0.6727 Remote Similarity NPD6373 Approved
0.6727 Remote Similarity NPD6372 Approved
0.67 Remote Similarity NPD5328 Approved
0.6697 Remote Similarity NPD5697 Approved
0.6697 Remote Similarity NPD5701 Approved
0.6667 Remote Similarity NPD3704 Approved
0.6667 Remote Similarity NPD4225 Approved
0.6667 Remote Similarity NPD6435 Approved
0.6636 Remote Similarity NPD6881 Approved
0.6636 Remote Similarity NPD5224 Approved
0.6636 Remote Similarity NPD5226 Approved
0.6636 Remote Similarity NPD5211 Phase 2
0.6636 Remote Similarity NPD5225 Approved
0.6636 Remote Similarity NPD4633 Approved
0.6636 Remote Similarity NPD7320 Approved
0.6636 Remote Similarity NPD6899 Approved
0.6635 Remote Similarity NPD4697 Phase 3
0.6632 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6607 Remote Similarity NPD6650 Approved
0.6607 Remote Similarity NPD6649 Approved
0.6598 Remote Similarity NPD7154 Phase 3
0.6598 Remote Similarity NPD6110 Phase 1
0.6581 Remote Similarity NPD6319 Approved
0.6577 Remote Similarity NPD6013 Approved
0.6577 Remote Similarity NPD6012 Approved
0.6577 Remote Similarity NPD6014 Approved
0.6574 Remote Similarity NPD5175 Approved
0.6574 Remote Similarity NPD5174 Approved
0.6571 Remote Similarity NPD7902 Approved
0.6569 Remote Similarity NPD6079 Approved
0.6566 Remote Similarity NPD5786 Approved
0.6549 Remote Similarity NPD6053 Discontinued
0.6549 Remote Similarity NPD8297 Approved
0.6542 Remote Similarity NPD5223 Approved
0.6525 Remote Similarity NPD8513 Phase 3
0.6518 Remote Similarity NPD7290 Approved
0.6518 Remote Similarity NPD6883 Approved
0.6518 Remote Similarity NPD7102 Approved
0.6514 Remote Similarity NPD5141 Approved
0.6505 Remote Similarity NPD4202 Approved
0.6505 Remote Similarity NPD6399 Phase 3
0.6495 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6495 Remote Similarity NPD3667 Approved
0.6486 Remote Similarity NPD6011 Approved
0.6486 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6476 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6476 Remote Similarity NPD5222 Approved
0.6476 Remote Similarity NPD5221 Approved
0.6465 Remote Similarity NPD5363 Approved
0.646 Remote Similarity NPD6869 Approved
0.646 Remote Similarity NPD8130 Phase 1
0.646 Remote Similarity NPD6617 Approved
0.646 Remote Similarity NPD6847 Approved
0.6458 Remote Similarity NPD4695 Discontinued
0.6458 Remote Similarity NPD5368 Approved
0.6455 Remote Similarity NPD4768 Approved
0.6455 Remote Similarity NPD4767 Approved
0.6442 Remote Similarity NPD7748 Approved
0.6441 Remote Similarity NPD6059 Approved
0.6441 Remote Similarity NPD6054 Approved
0.6422 Remote Similarity NPD4754 Approved
0.6417 Remote Similarity NPD8328 Phase 3
0.6415 Remote Similarity NPD5173 Approved
0.6408 Remote Similarity NPD7515 Phase 2
0.6404 Remote Similarity NPD6882 Approved
0.64 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6387 Remote Similarity NPD8517 Approved
0.6387 Remote Similarity NPD6016 Approved
0.6387 Remote Similarity NPD8515 Approved
0.6387 Remote Similarity NPD6015 Approved
0.6387 Remote Similarity NPD8516 Approved
0.6373 Remote Similarity NPD4753 Phase 2
0.6372 Remote Similarity NPD6371 Approved
0.6364 Remote Similarity NPD4786 Approved
0.6364 Remote Similarity NPD3665 Phase 1
0.6364 Remote Similarity NPD3133 Approved
0.6364 Remote Similarity NPD3666 Approved
0.6348 Remote Similarity NPD4632 Approved
0.6339 Remote Similarity NPD4730 Approved
0.6339 Remote Similarity NPD5128 Approved
0.6339 Remote Similarity NPD4729 Approved
0.6333 Remote Similarity NPD6370 Approved
0.6333 Remote Similarity NPD5988 Approved
0.6327 Remote Similarity NPD4270 Approved
0.6327 Remote Similarity NPD4269 Approved
0.6322 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6321 Remote Similarity NPD7839 Suspended
0.6316 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6311 Remote Similarity NPD5785 Approved
0.6306 Remote Similarity NPD6008 Approved
0.6286 Remote Similarity NPD7900 Approved
0.6286 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6283 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6262 Remote Similarity NPD6083 Phase 2
0.6262 Remote Similarity NPD6084 Phase 2
0.625 Remote Similarity NPD6412 Phase 2
0.625 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6239 Remote Similarity NPD5344 Discontinued
0.6239 Remote Similarity NPD6274 Approved
0.6238 Remote Similarity NPD5279 Phase 3
0.623 Remote Similarity NPD7492 Approved
0.6228 Remote Similarity NPD5249 Phase 3
0.6228 Remote Similarity NPD5251 Approved
0.6228 Remote Similarity NPD5247 Approved
0.6228 Remote Similarity NPD5248 Approved
0.6228 Remote Similarity NPD5250 Approved
0.6226 Remote Similarity NPD4629 Approved
0.6226 Remote Similarity NPD5210 Approved
0.6226 Remote Similarity NPD5695 Phase 3
0.6204 Remote Similarity NPD5696 Approved
0.6179 Remote Similarity NPD6616 Approved
0.6176 Remote Similarity NPD3573 Approved
0.6174 Remote Similarity NPD5215 Approved
0.6174 Remote Similarity NPD5217 Approved
0.6174 Remote Similarity NPD5216 Approved
0.6146 Remote Similarity NPD4756 Discovery
0.6139 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6129 Remote Similarity NPD8074 Phase 3
0.6129 Remote Similarity NPD7078 Approved
0.6129 Remote Similarity NPD8293 Discontinued
0.6122 Remote Similarity NPD4252 Approved
0.6111 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6087 Remote Similarity NPD5169 Approved
0.6087 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6087 Remote Similarity NPD5135 Approved
0.6087 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6083 Remote Similarity NPD7101 Approved
0.6083 Remote Similarity NPD7100 Approved
0.608 Remote Similarity NPD7736 Approved
0.6078 Remote Similarity NPD6422 Discontinued
0.6066 Remote Similarity NPD8080 Discontinued
0.6055 Remote Similarity NPD8029 Clinical (unspecified phase)
0.605 Remote Similarity NPD6009 Approved
0.605 Remote Similarity NPD6317 Approved
0.605 Remote Similarity NPD8295 Clinical (unspecified phase)
0.604 Remote Similarity NPD3668 Phase 3
0.6034 Remote Similarity NPD5127 Approved
0.6034 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6032 Remote Similarity NPD7319 Approved
0.6 Remote Similarity NPD4223 Phase 3
0.6 Remote Similarity NPD4221 Approved
0.6 Remote Similarity NPD6335 Approved
0.6 Remote Similarity NPD6313 Approved
0.6 Remote Similarity NPD7838 Discovery
0.6 Remote Similarity NPD6314 Approved
0.6 Remote Similarity NPD7641 Discontinued
0.5984 Remote Similarity NPD5983 Phase 2
0.5984 Remote Similarity NPD6909 Approved
0.5984 Remote Similarity NPD6291 Clinical (unspecified phase)
0.5984 Remote Similarity NPD6908 Approved
0.598 Remote Similarity NPD1696 Phase 3
0.598 Remote Similarity NPD1694 Approved
0.596 Remote Similarity NPD5790 Clinical (unspecified phase)
0.596 Remote Similarity NPD4820 Approved
0.596 Remote Similarity NPD4819 Approved
0.596 Remote Similarity NPD4822 Approved
0.596 Remote Similarity NPD4821 Approved
0.5952 Remote Similarity NPD6033 Approved
0.5943 Remote Similarity NPD7637 Suspended
0.5943 Remote Similarity NPD5284 Approved
0.5943 Remote Similarity NPD5281 Approved
0.5941 Remote Similarity NPD5362 Discontinued
0.5922 Remote Similarity NPD7521 Approved
0.5922 Remote Similarity NPD7146 Approved
0.5922 Remote Similarity NPD6409 Approved
0.5922 Remote Similarity NPD4249 Approved
0.5922 Remote Similarity NPD5330 Approved
0.5922 Remote Similarity NPD6684 Approved
0.5922 Remote Similarity NPD7334 Approved
0.5917 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5913 Remote Similarity NPD5168 Approved
0.5913 Remote Similarity NPD6686 Approved
0.5887 Remote Similarity NPD7642 Approved
0.5887 Remote Similarity NPD7604 Phase 2
0.5882 Remote Similarity NPD4197 Approved

Structure

External Identifiers

PubChem CID   46883379
ChEMBL   CHEMBL1079364
ZINC  

Physicochemical Properties

Molecular Weight:  280.17
ALogP:  0.3899
MLogP:  2.78
XLogP:  1.558
# Rotatable Bonds:  8
Polar Surface Area:  66.76
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  20

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs