Natural Product: NPC473574

Natural Product ID:  NPC473574
Common Name:   Pestaloficiol B
IUPAC Name:   (2'S,6S,7R,8S)-6,7-dihydroxy-2'-(2-hydroxypropan-2-yl)-2,2-dimethylspiro[3,5,6,7-tetrahydrochromene-8,1'-cyclopropane]-4-one
Synonyms:  
Molecular Formula:   C16H24O5
Standard InCHIKey:  UBYATBJSFPEGMT-QMABLASFSA-N
Standard InCHI:  InChI=1S/C16H24O5/c1-14(2)6-10(18)8-5-9(17)12(19)16(13(8)21-14)7-11(16)15(3,4)20/h9,11-12,17,19-20H,5-7H2,1-4H3/t9-,11+,12-,16-/m0/s1
Canonical SMILES:  O[C@H]1CC2=C([C@@]3([C@H]1O)C[C@@H]3C(O)(C)C)OC(CC2=O)(C)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[18468908]

  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 = 26000 nM 18183025

  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 NPC473574 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 NPC20078
0.9677 High Similarity NPC181645
0.871 High Similarity NPC469464
0.81 Intermediate Similarity NPC306908
0.789 Intermediate Similarity NPC247069
0.781 Intermediate Similarity NPC471332
0.781 Intermediate Similarity NPC471333
0.7778 Intermediate Similarity NPC61275
0.7778 Intermediate Similarity NPC146945
0.7778 Intermediate Similarity NPC171888
0.7757 Intermediate Similarity NPC101018
0.7745 Intermediate Similarity NPC35717
0.7723 Intermediate Similarity NPC91439
0.7714 Intermediate Similarity NPC65523
0.7692 Intermediate Similarity NPC478176
0.7677 Intermediate Similarity NPC146852
0.7647 Intermediate Similarity NPC27105
0.7636 Intermediate Similarity NPC7921
0.7636 Intermediate Similarity NPC477266
0.7636 Intermediate Similarity NPC478212
0.7636 Intermediate Similarity NPC208998
0.7615 Intermediate Similarity NPC474229
0.7593 Intermediate Similarity NPC471400
0.7593 Intermediate Similarity NPC20192
0.7589 Intermediate Similarity NPC122033
0.7589 Intermediate Similarity NPC478204
0.7589 Intermediate Similarity NPC470854
0.7589 Intermediate Similarity NPC474654
0.7589 Intermediate Similarity NPC287343
0.7589 Intermediate Similarity NPC97908
0.7573 Intermediate Similarity NPC471331
0.7573 Intermediate Similarity NPC472687
0.7573 Intermediate Similarity NPC99657
0.7573 Intermediate Similarity NPC203388
0.7573 Intermediate Similarity NPC471330
0.757 Intermediate Similarity NPC202524
0.757 Intermediate Similarity NPC473165
0.7568 Intermediate Similarity NPC143268
0.7568 Intermediate Similarity NPC45218
0.7568 Intermediate Similarity NPC323821
0.7568 Intermediate Similarity NPC268238
0.7549 Intermediate Similarity NPC272411
0.7549 Intermediate Similarity NPC472734
0.7549 Intermediate Similarity NPC472733
0.7545 Intermediate Similarity NPC472002
0.7525 Intermediate Similarity NPC196227
0.7525 Intermediate Similarity NPC469819
0.7525 Intermediate Similarity NPC103527
0.7525 Intermediate Similarity NPC114162
0.7523 Intermediate Similarity NPC99760
0.7523 Intermediate Similarity NPC478209
0.7522 Intermediate Similarity NPC478205
0.7522 Intermediate Similarity NPC108581
0.7522 Intermediate Similarity NPC478206
0.7522 Intermediate Similarity NPC251310
0.75 Intermediate Similarity NPC16081
0.75 Intermediate Similarity NPC207217
0.75 Intermediate Similarity NPC173686
0.75 Intermediate Similarity NPC94942
0.7478 Intermediate Similarity NPC477046
0.7478 Intermediate Similarity NPC102822
0.7477 Intermediate Similarity NPC470587
0.7477 Intermediate Similarity NPC198539
0.7477 Intermediate Similarity NPC128828
0.7476 Intermediate Similarity NPC472732
0.7476 Intermediate Similarity NPC20066
0.7476 Intermediate Similarity NPC472731
0.7456 Intermediate Similarity NPC470777
0.7455 Intermediate Similarity NPC317107
0.7455 Intermediate Similarity NPC476023
0.7453 Intermediate Similarity NPC159533
0.7434 Intermediate Similarity NPC53396
0.7434 Intermediate Similarity NPC58662
0.7434 Intermediate Similarity NPC477116
0.7434 Intermediate Similarity NPC469684
0.7434 Intermediate Similarity NPC98249
0.7434 Intermediate Similarity NPC27999
0.7431 Intermediate Similarity NPC87335
0.7429 Intermediate Similarity NPC471401
0.7429 Intermediate Similarity NPC112613
0.7429 Intermediate Similarity NPC470184
0.7429 Intermediate Similarity NPC207885
0.7426 Intermediate Similarity NPC477435
0.7426 Intermediate Similarity NPC477436
0.7411 Intermediate Similarity NPC238667
0.7407 Intermediate Similarity NPC112780
0.7404 Intermediate Similarity NPC153776
0.7404 Intermediate Similarity NPC472730
0.7404 Intermediate Similarity NPC472729
0.7404 Intermediate Similarity NPC177680
0.7395 Intermediate Similarity NPC477712
0.7395 Intermediate Similarity NPC477713
0.7391 Intermediate Similarity NPC268530
0.7391 Intermediate Similarity NPC478051
0.7391 Intermediate Similarity NPC251226
0.7391 Intermediate Similarity NPC154491
0.7387 Intermediate Similarity NPC317687
0.7387 Intermediate Similarity NPC90769
0.7383 Intermediate Similarity NPC40170
0.7379 Intermediate Similarity NPC8803
0.7379 Intermediate Similarity NPC93271
0.7379 Intermediate Similarity NPC135576
0.7374 Intermediate Similarity NPC476707
0.7374 Intermediate Similarity NPC476706
0.7374 Intermediate Similarity NPC143025
0.7368 Intermediate Similarity NPC17772
0.7368 Intermediate Similarity NPC188667
0.7368 Intermediate Similarity NPC204552
0.7368 Intermediate Similarity NPC284707
0.7358 Intermediate Similarity NPC295791
0.7353 Intermediate Similarity NPC258674
0.7353 Intermediate Similarity NPC212812
0.7347 Intermediate Similarity NPC474215
0.7347 Intermediate Similarity NPC475729
0.7345 Intermediate Similarity NPC179626
0.7339 Intermediate Similarity NPC151393
0.7339 Intermediate Similarity NPC469916
0.7339 Intermediate Similarity NPC322903
0.7339 Intermediate Similarity NPC472439
0.7333 Intermediate Similarity NPC472728
0.7333 Intermediate Similarity NPC472727
0.7333 Intermediate Similarity NPC198880
0.7333 Intermediate Similarity NPC46761
0.7328 Intermediate Similarity NPC159456
0.7328 Intermediate Similarity NPC4021
0.7327 Intermediate Similarity NPC475441
0.7327 Intermediate Similarity NPC116726
0.7327 Intermediate Similarity NPC73457
0.7327 Intermediate Similarity NPC111883
0.7321 Intermediate Similarity NPC49451
0.7315 Intermediate Similarity NPC181357
0.7315 Intermediate Similarity NPC102352
0.7308 Intermediate Similarity NPC111187
0.7308 Intermediate Similarity NPC190080
0.7308 Intermediate Similarity NPC273269
0.7308 Intermediate Similarity NPC236176
0.7308 Intermediate Similarity NPC471916
0.7304 Intermediate Similarity NPC268958
0.73 Intermediate Similarity NPC473100
0.7297 Intermediate Similarity NPC469656
0.7297 Intermediate Similarity NPC469655
0.7297 Intermediate Similarity NPC474846
0.7297 Intermediate Similarity NPC471243
0.729 Intermediate Similarity NPC320294
0.729 Intermediate Similarity NPC473624
0.729 Intermediate Similarity NPC159442
0.7282 Intermediate Similarity NPC279313
0.7282 Intermediate Similarity NPC477437
0.7282 Intermediate Similarity NPC477438
0.7282 Intermediate Similarity NPC200702
0.7282 Intermediate Similarity NPC91408
0.7281 Intermediate Similarity NPC55296
0.7281 Intermediate Similarity NPC474518
0.7273 Intermediate Similarity NPC478210
0.7264 Intermediate Similarity NPC97435
0.7257 Intermediate Similarity NPC80650
0.7257 Intermediate Similarity NPC472400
0.7257 Intermediate Similarity NPC117712
0.7257 Intermediate Similarity NPC261330
0.7248 Intermediate Similarity NPC3316
0.7248 Intermediate Similarity NPC144854
0.7241 Intermediate Similarity NPC112038
0.7238 Intermediate Similarity NPC300584
0.7232 Intermediate Similarity NPC474516
0.7232 Intermediate Similarity NPC42658
0.7232 Intermediate Similarity NPC269530
0.7228 Intermediate Similarity NPC472325
0.7228 Intermediate Similarity NPC134321
0.7228 Intermediate Similarity NPC473099
0.7228 Intermediate Similarity NPC128672
0.7227 Intermediate Similarity NPC225049
0.7227 Intermediate Similarity NPC293112
0.7222 Intermediate Similarity NPC96268
0.7222 Intermediate Similarity NPC475036
0.7217 Intermediate Similarity NPC106644
0.7217 Intermediate Similarity NPC240509
0.7216 Intermediate Similarity NPC185256
0.7212 Intermediate Similarity NPC94337
0.7212 Intermediate Similarity NPC279722
0.7207 Intermediate Similarity NPC478211
0.7203 Intermediate Similarity NPC469789
0.7203 Intermediate Similarity NPC11895
0.72 Intermediate Similarity NPC269677
0.72 Intermediate Similarity NPC476708
0.7196 Intermediate Similarity NPC474709
0.7193 Intermediate Similarity NPC251236
0.7193 Intermediate Similarity NPC96312
0.7193 Intermediate Similarity NPC328374
0.7193 Intermediate Similarity NPC40632
0.7184 Intermediate Similarity NPC478089
0.7184 Intermediate Similarity NPC477439
0.7184 Intermediate Similarity NPC477241
0.7182 Intermediate Similarity NPC277017
0.7182 Intermediate Similarity NPC218123
0.7182 Intermediate Similarity NPC65941
0.7182 Intermediate Similarity NPC154608
0.7182 Intermediate Similarity NPC231278
0.7182 Intermediate Similarity NPC293850
0.7182 Intermediate Similarity NPC112895
0.7182 Intermediate Similarity NPC192813

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC473574 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
0.7525 Intermediate Similarity NPD5282 Discontinued
0.7117 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.6903 Remote Similarity NPD6371 Approved
0.6903 Remote Similarity NPD4634 Approved
0.6903 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6875 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6827 Remote Similarity NPD6411 Approved
0.6807 Remote Similarity NPD6319 Approved
0.6762 Remote Similarity NPD5779 Approved
0.6762 Remote Similarity NPD5778 Approved
0.6696 Remote Similarity NPD6008 Approved
0.6695 Remote Similarity NPD7115 Discovery
0.6695 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6054 Approved
0.6667 Remote Similarity NPD6059 Approved
0.6667 Remote Similarity NPD4755 Approved
0.6639 Remote Similarity NPD8328 Phase 3
0.6637 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6636 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6635 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6635 Remote Similarity NPD6101 Approved
0.6612 Remote Similarity NPD6015 Approved
0.6612 Remote Similarity NPD6016 Approved
0.6581 Remote Similarity NPD4632 Approved
0.6571 Remote Similarity NPD46 Approved
0.6571 Remote Similarity NPD6698 Approved
0.6557 Remote Similarity NPD5988 Approved
0.6557 Remote Similarity NPD6370 Approved
0.6549 Remote Similarity NPD5739 Approved
0.6549 Remote Similarity NPD6675 Approved
0.6549 Remote Similarity NPD6402 Approved
0.6549 Remote Similarity NPD7128 Approved
0.6545 Remote Similarity NPD4696 Approved
0.6545 Remote Similarity NPD5286 Approved
0.6545 Remote Similarity NPD4700 Approved
0.6545 Remote Similarity NPD5285 Approved
0.6522 Remote Similarity NPD6373 Approved
0.6522 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6522 Remote Similarity NPD6372 Approved
0.6509 Remote Similarity NPD7983 Approved
0.6505 Remote Similarity NPD3618 Phase 1
0.6496 Remote Similarity NPD6053 Discontinued
0.6491 Remote Similarity NPD6412 Phase 2
0.6491 Remote Similarity NPD5697 Approved
0.6491 Remote Similarity NPD5701 Approved
0.6484 Remote Similarity NPD7341 Phase 2
0.6476 Remote Similarity NPD5328 Approved
0.6455 Remote Similarity NPD4225 Approved
0.6452 Remote Similarity NPD7492 Approved
0.6436 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6435 Remote Similarity NPD6881 Approved
0.6435 Remote Similarity NPD6899 Approved
0.6435 Remote Similarity NPD7320 Approved
0.6429 Remote Similarity NPD5224 Approved
0.6429 Remote Similarity NPD5226 Approved
0.6429 Remote Similarity NPD5211 Phase 2
0.6429 Remote Similarity NPD4633 Approved
0.6429 Remote Similarity NPD5225 Approved
0.6422 Remote Similarity NPD4697 Phase 3
0.641 Remote Similarity NPD6649 Approved
0.641 Remote Similarity NPD6650 Approved
0.64 Remote Similarity NPD6616 Approved
0.6379 Remote Similarity NPD6014 Approved
0.6379 Remote Similarity NPD6012 Approved
0.6379 Remote Similarity NPD6013 Approved
0.6373 Remote Similarity NPD6110 Phase 1
0.6372 Remote Similarity NPD5174 Approved
0.6372 Remote Similarity NPD5175 Approved
0.6371 Remote Similarity NPD7604 Phase 2
0.6364 Remote Similarity NPD7902 Approved
0.6356 Remote Similarity NPD8297 Approved
0.6355 Remote Similarity NPD6079 Approved
0.6349 Remote Similarity NPD8293 Discontinued
0.6349 Remote Similarity NPD7078 Approved
0.6346 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6341 Remote Similarity NPD8513 Phase 3
0.6339 Remote Similarity NPD5344 Discontinued
0.6339 Remote Similarity NPD5223 Approved
0.6325 Remote Similarity NPD7290 Approved
0.6325 Remote Similarity NPD6883 Approved
0.6325 Remote Similarity NPD7102 Approved
0.6316 Remote Similarity NPD5141 Approved
0.6299 Remote Similarity NPD7736 Approved
0.6296 Remote Similarity NPD4202 Approved
0.6296 Remote Similarity NPD6399 Phase 3
0.6293 Remote Similarity NPD6011 Approved
0.629 Remote Similarity NPD8080 Discontinued
0.6281 Remote Similarity NPD6009 Approved
0.6275 Remote Similarity NPD3667 Approved
0.6273 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6273 Remote Similarity NPD5221 Approved
0.6273 Remote Similarity NPD5222 Approved
0.6271 Remote Similarity NPD6847 Approved
0.6271 Remote Similarity NPD6869 Approved
0.6271 Remote Similarity NPD6617 Approved
0.6271 Remote Similarity NPD8130 Phase 1
0.6261 Remote Similarity NPD4768 Approved
0.6261 Remote Similarity NPD4767 Approved
0.625 Remote Similarity NPD7319 Approved
0.6239 Remote Similarity NPD7748 Approved
0.6238 Remote Similarity NPD4695 Discontinued
0.6237 Remote Similarity NPD3704 Approved
0.6228 Remote Similarity NPD4754 Approved
0.6218 Remote Similarity NPD6882 Approved
0.6216 Remote Similarity NPD5173 Approved
0.621 Remote Similarity NPD8516 Approved
0.621 Remote Similarity NPD8515 Approved
0.621 Remote Similarity NPD6921 Approved
0.621 Remote Similarity NPD5983 Phase 2
0.621 Remote Similarity NPD8517 Approved
0.6207 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6204 Remote Similarity NPD7515 Phase 2
0.6172 Remote Similarity NPD6033 Approved
0.6168 Remote Similarity NPD4753 Phase 2
0.6154 Remote Similarity NPD4729 Approved
0.6154 Remote Similarity NPD3665 Phase 1
0.6154 Remote Similarity NPD6686 Approved
0.6154 Remote Similarity NPD5128 Approved
0.6154 Remote Similarity NPD3666 Approved
0.6154 Remote Similarity NPD4786 Approved
0.6154 Remote Similarity NPD4730 Approved
0.6154 Remote Similarity NPD3133 Approved
0.6148 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6134 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6095 Remote Similarity NPD1696 Phase 3
0.6091 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6091 Remote Similarity NPD7900 Approved
0.608 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6078 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6071 Remote Similarity NPD6084 Phase 2
0.6071 Remote Similarity NPD6083 Phase 2
0.6066 Remote Similarity NPD6274 Approved
0.6064 Remote Similarity NPD7331 Phase 2
0.605 Remote Similarity NPD5247 Approved
0.605 Remote Similarity NPD5251 Approved
0.605 Remote Similarity NPD5249 Phase 3
0.605 Remote Similarity NPD5250 Approved
0.605 Remote Similarity NPD5248 Approved
0.604 Remote Similarity NPD3617 Approved
0.6038 Remote Similarity NPD5279 Phase 3
0.6036 Remote Similarity NPD5695 Phase 3
0.6036 Remote Similarity NPD4629 Approved
0.6036 Remote Similarity NPD5210 Approved
0.6019 Remote Similarity NPD5369 Approved
0.6018 Remote Similarity NPD5696 Approved
0.6018 Remote Similarity NPD7638 Approved
0.6016 Remote Similarity NPD7507 Approved
0.6016 Remote Similarity NPD6336 Discontinued
0.6 Remote Similarity NPD5215 Approved
0.6 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6 Remote Similarity NPD5216 Approved
0.6 Remote Similarity NPD5217 Approved
0.5981 Remote Similarity NPD7524 Approved
0.5981 Remote Similarity NPD3573 Approved
0.5969 Remote Similarity NPD8074 Phase 3
0.5965 Remote Similarity NPD6648 Approved
0.5965 Remote Similarity NPD7639 Approved
0.5965 Remote Similarity NPD7640 Approved
0.5963 Remote Similarity NPD7838 Discovery
0.5963 Remote Similarity NPD5785 Approved
0.5962 Remote Similarity NPD6435 Approved
0.5943 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5943 Remote Similarity NPD1694 Approved
0.592 Remote Similarity NPD7101 Approved
0.592 Remote Similarity NPD4522 Approved
0.592 Remote Similarity NPD7100 Approved
0.5917 Remote Similarity NPD5135 Approved
0.5917 Remote Similarity NPD5169 Approved
0.5917 Remote Similarity NPD5134 Clinical (unspecified phase)
0.5913 Remote Similarity NPD1700 Approved
0.5909 Remote Similarity NPD7637 Suspended
0.5905 Remote Similarity NPD6695 Phase 3
0.5893 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5888 Remote Similarity NPD5786 Approved
0.5887 Remote Similarity NPD6317 Approved
0.5868 Remote Similarity NPD5127 Approved
0.5868 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5862 Remote Similarity NPD7632 Discontinued
0.5859 Remote Similarity NPD7642 Approved
0.5849 Remote Similarity NPD3668 Phase 3
0.5841 Remote Similarity NPD7839 Suspended
0.584 Remote Similarity NPD6313 Approved
0.584 Remote Similarity NPD6335 Approved
0.584 Remote Similarity NPD6314 Approved
0.5827 Remote Similarity NPD6291 Clinical (unspecified phase)
0.5827 Remote Similarity NPD6908 Approved
0.5827 Remote Similarity NPD6909 Approved
0.5818 Remote Similarity NPD3168 Discontinued
0.581 Remote Similarity NPD4221 Approved
0.581 Remote Similarity NPD4223 Phase 3
0.5794 Remote Similarity NPD5363 Approved
0.5769 Remote Similarity NPD5368 Approved
0.5766 Remote Similarity NPD5281 Approved
0.5766 Remote Similarity NPD5284 Approved
0.5755 Remote Similarity NPD7154 Phase 3
0.575 Remote Similarity NPD5168 Approved
0.5743 Remote Similarity NPD3703 Phase 2
0.5741 Remote Similarity NPD4249 Approved
0.5741 Remote Similarity NPD7521 Approved
0.5741 Remote Similarity NPD5330 Approved

Structure

External Identifiers

PubChem CID   25022541
ChEMBL   CHEMBL446207
ZINC  

Physicochemical Properties

Molecular Weight:  296.16
ALogP:  -0.8717
MLogP:  2.67
XLogP:  0.103
# Rotatable Bonds:  8
Polar Surface Area:  86.99
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  21

Download Data

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