Natural Product: NPC471056

Natural Product ID:  NPC471056
Common Name:   Phorbaketal G
IUPAC Name:   [(2S,4'aR,6S,6'S,8'aR)-2-[(1E,4E)-6-hydroperoxy-2,6-dimethylhepta-1,4-dienyl]-4'-(hydroxymethyl)-4,7'-dimethylspiro[2,3-dihydropyran-6,2'-4a,5,6,8a-tetrahydrochromene]-6'-yl] acetate
Synonyms:   Phorbaketal G
Molecular Formula:   C27H38O7
Standard InCHIKey:  YGBUJACBKXHYOB-ZPNHJFRXSA-N
Standard InCHI:  InChI=1S/C27H38O7/c1-17(8-7-9-26(5,6)34-30)10-22-11-18(2)14-27(32-22)15-21(16-28)23-13-24(31-20(4)29)19(3)12-25(23)33-27/h7,9-10,12,14-15,22-25,28,30H,8,11,13,16H2,1-6H3/b9-7+,17-10+/t22-,23-,24+,25-,27+/m1/s1
Canonical SMILES:  OOC(/C=C/C/C(=C/[C@@H]1CC(=C[C@@]2(O1)C=C(CO)[C@@H]1[C@H](O2)C=C([C@H](C1)OC(=O)C)C)C)/C)(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
NPO32454 monanchora sp. Species Crambeidae Eukaryota Korea PMID[23360104]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT369 Cell Line ACHN Homo sapiens IC50 > 50000 nM 26636180
NPT376 Cell Line A498 Homo sapiens IC50 > 50000 nM 26636180
NPT461 Cell Line PANC-1 Homo sapiens IC50 > 50000 nM 18348533
NPT2 Others Unspecified IC50 > 50000 nM 23237411

  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 NPC471056 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 NPC471055
0.8222 Intermediate Similarity NPC471054
0.8148 Intermediate Similarity NPC477086
0.8148 Intermediate Similarity NPC477087
0.8111 Intermediate Similarity NPC472011
0.8049 Intermediate Similarity NPC477085
0.8 Intermediate Similarity NPC313658
0.8 Intermediate Similarity NPC241054
0.8 Intermediate Similarity NPC316138
0.7978 Intermediate Similarity NPC471494
0.7912 Intermediate Similarity NPC106051
0.7889 Intermediate Similarity NPC311163
0.7882 Intermediate Similarity NPC84360
0.7872 Intermediate Similarity NPC256368
0.7826 Intermediate Similarity NPC477748
0.7812 Intermediate Similarity NPC98112
0.7755 Intermediate Similarity NPC280991
0.7742 Intermediate Similarity NPC202886
0.7742 Intermediate Similarity NPC3952
0.7701 Intermediate Similarity NPC139712
0.766 Intermediate Similarity NPC477749
0.766 Intermediate Similarity NPC471059
0.766 Intermediate Similarity NPC472010
0.7634 Intermediate Similarity NPC133450
0.7629 Intermediate Similarity NPC91197
0.7629 Intermediate Similarity NPC125551
0.7629 Intermediate Similarity NPC239547
0.7629 Intermediate Similarity NPC155319
0.7629 Intermediate Similarity NPC96597
0.7629 Intermediate Similarity NPC309503
0.759 Intermediate Similarity NPC4299
0.7579 Intermediate Similarity NPC109406
0.7553 Intermediate Similarity NPC177668
0.7527 Intermediate Similarity NPC248312
0.75 Intermediate Similarity NPC238397
0.75 Intermediate Similarity NPC86971
0.75 Intermediate Similarity NPC471363
0.75 Intermediate Similarity NPC321728
0.75 Intermediate Similarity NPC201191
0.75 Intermediate Similarity NPC47220
0.75 Intermediate Similarity NPC186332
0.7475 Intermediate Similarity NPC219285
0.7475 Intermediate Similarity NPC477968
0.7475 Intermediate Similarity NPC477971
0.7475 Intermediate Similarity NPC161527
0.7475 Intermediate Similarity NPC20113
0.7475 Intermediate Similarity NPC228251
0.7475 Intermediate Similarity NPC477972
0.7474 Intermediate Similarity NPC471324
0.7474 Intermediate Similarity NPC477574
0.7474 Intermediate Similarity NPC206679
0.7474 Intermediate Similarity NPC114172
0.7473 Intermediate Similarity NPC266718
0.747 Intermediate Similarity NPC101622
0.7447 Intermediate Similarity NPC246028
0.7426 Intermediate Similarity NPC7644
0.7426 Intermediate Similarity NPC127933
0.7426 Intermediate Similarity NPC7613
0.7426 Intermediate Similarity NPC475889
0.7426 Intermediate Similarity NPC134270
0.7396 Intermediate Similarity NPC472195
0.7396 Intermediate Similarity NPC238090
0.7396 Intermediate Similarity NPC159092
0.7396 Intermediate Similarity NPC472196
0.7391 Intermediate Similarity NPC477747
0.7391 Intermediate Similarity NPC477746
0.7391 Intermediate Similarity NPC242233
0.7374 Intermediate Similarity NPC203627
0.7368 Intermediate Similarity NPC470817
0.7368 Intermediate Similarity NPC220216
0.7363 Intermediate Similarity NPC106912
0.7363 Intermediate Similarity NPC263087
0.7363 Intermediate Similarity NPC44261
0.7363 Intermediate Similarity NPC27314
0.7363 Intermediate Similarity NPC2379
0.7363 Intermediate Similarity NPC31019
0.7353 Intermediate Similarity NPC201880
0.7353 Intermediate Similarity NPC264867
0.7353 Intermediate Similarity NPC473207
0.7353 Intermediate Similarity NPC81567
0.7353 Intermediate Similarity NPC470321
0.734 Intermediate Similarity NPC471058
0.734 Intermediate Similarity NPC471057
0.7333 Intermediate Similarity NPC112868
0.7326 Intermediate Similarity NPC474280
0.732 Intermediate Similarity NPC178949
0.732 Intermediate Similarity NPC472416
0.732 Intermediate Similarity NPC298973
0.732 Intermediate Similarity NPC159698
0.732 Intermediate Similarity NPC96736
0.732 Intermediate Similarity NPC472360
0.732 Intermediate Similarity NPC469491
0.732 Intermediate Similarity NPC104925
0.7308 Intermediate Similarity NPC224660
0.7308 Intermediate Similarity NPC470024
0.7303 Intermediate Similarity NPC477088
0.73 Intermediate Similarity NPC472012
0.73 Intermediate Similarity NPC324841
0.7294 Intermediate Similarity NPC477084
0.7292 Intermediate Similarity NPC124374
0.7292 Intermediate Similarity NPC234335
0.7292 Intermediate Similarity NPC476075
0.7292 Intermediate Similarity NPC476084
0.7283 Intermediate Similarity NPC186155
0.7283 Intermediate Similarity NPC475035
0.7283 Intermediate Similarity NPC160517
0.7283 Intermediate Similarity NPC78673
0.7282 Intermediate Similarity NPC470763
0.7282 Intermediate Similarity NPC470767
0.7282 Intermediate Similarity NPC172867
0.7282 Intermediate Similarity NPC252296
0.7273 Intermediate Similarity NPC475332
0.7273 Intermediate Similarity NPC474278
0.7273 Intermediate Similarity NPC473244
0.7273 Intermediate Similarity NPC40049
0.7263 Intermediate Similarity NPC16265
0.7263 Intermediate Similarity NPC470819
0.7263 Intermediate Similarity NPC20946
0.7263 Intermediate Similarity NPC261320
0.7255 Intermediate Similarity NPC45897
0.7245 Intermediate Similarity NPC471372
0.7245 Intermediate Similarity NPC471362
0.7245 Intermediate Similarity NPC472189
0.7234 Intermediate Similarity NPC199382
0.7234 Intermediate Similarity NPC131329
0.7229 Intermediate Similarity NPC73603
0.7228 Intermediate Similarity NPC20673
0.7216 Intermediate Similarity NPC91654
0.7216 Intermediate Similarity NPC474792
0.7216 Intermediate Similarity NPC67398
0.7216 Intermediate Similarity NPC99653
0.7212 Intermediate Similarity NPC472390
0.7212 Intermediate Similarity NPC475781
0.7212 Intermediate Similarity NPC125423
0.7212 Intermediate Similarity NPC109376
0.7212 Intermediate Similarity NPC184512
0.7212 Intermediate Similarity NPC88013
0.7209 Intermediate Similarity NPC327383
0.7209 Intermediate Similarity NPC185186
0.7204 Intermediate Similarity NPC163606
0.7204 Intermediate Similarity NPC67081
0.7204 Intermediate Similarity NPC35933
0.7204 Intermediate Similarity NPC471223
0.7191 Intermediate Similarity NPC248775
0.7188 Intermediate Similarity NPC469403
0.7184 Intermediate Similarity NPC470768
0.7184 Intermediate Similarity NPC473543
0.7174 Intermediate Similarity NPC474809
0.7174 Intermediate Similarity NPC471297
0.7174 Intermediate Similarity NPC23748
0.7174 Intermediate Similarity NPC69469
0.7174 Intermediate Similarity NPC477667
0.7172 Intermediate Similarity NPC94905
0.7172 Intermediate Similarity NPC8954
0.7172 Intermediate Similarity NPC57664
0.7172 Intermediate Similarity NPC472995
0.7172 Intermediate Similarity NPC171598
0.7172 Intermediate Similarity NPC165632
0.7172 Intermediate Similarity NPC211810
0.7172 Intermediate Similarity NPC284194
0.7172 Intermediate Similarity NPC221801
0.7172 Intermediate Similarity NPC471765
0.7159 Intermediate Similarity NPC469880
0.7159 Intermediate Similarity NPC236228
0.7159 Intermediate Similarity NPC229655
0.7159 Intermediate Similarity NPC256720
0.7157 Intermediate Similarity NPC470571
0.7157 Intermediate Similarity NPC235369
0.7143 Intermediate Similarity NPC105490
0.7143 Intermediate Similarity NPC469697
0.7143 Intermediate Similarity NPC135015
0.7143 Intermediate Similarity NPC48548
0.7143 Intermediate Similarity NPC311223
0.7143 Intermediate Similarity NPC128795
0.7143 Intermediate Similarity NPC315731
0.7143 Intermediate Similarity NPC184208
0.7143 Intermediate Similarity NPC473339
0.7143 Intermediate Similarity NPC8538
0.7143 Intermediate Similarity NPC217921
0.7143 Intermediate Similarity NPC474922
0.7143 Intermediate Similarity NPC471552
0.7143 Intermediate Similarity NPC475944
0.7143 Intermediate Similarity NPC88507
0.713 Intermediate Similarity NPC470027
0.7129 Intermediate Similarity NPC477716
0.7129 Intermediate Similarity NPC477721
0.7129 Intermediate Similarity NPC244878
0.7128 Intermediate Similarity NPC471480
0.7128 Intermediate Similarity NPC477668
0.7128 Intermediate Similarity NPC61527
0.7115 Intermediate Similarity NPC127609
0.7113 Intermediate Similarity NPC472199
0.7113 Intermediate Similarity NPC177641
0.7113 Intermediate Similarity NPC302584
0.7113 Intermediate Similarity NPC472197
0.7113 Intermediate Similarity NPC476417
0.7111 Intermediate Similarity NPC475210
0.7111 Intermediate Similarity NPC226226
0.7111 Intermediate Similarity NPC180725
0.7111 Intermediate Similarity NPC470149

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471056 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
0.7551 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7103 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD6400 Clinical (unspecified phase)
0.6991 Remote Similarity NPD8513 Phase 3
0.6893 Remote Similarity NPD5344 Discontinued
0.6842 Remote Similarity NPD8517 Approved
0.6842 Remote Similarity NPD8516 Approved
0.6842 Remote Similarity NPD8515 Approved
0.6837 Remote Similarity NPD46 Approved
0.6837 Remote Similarity NPD6698 Approved
0.6837 Remote Similarity NPD7838 Discovery
0.6796 Remote Similarity NPD7639 Approved
0.6796 Remote Similarity NPD7640 Approved
0.6727 Remote Similarity NPD6053 Discontinued
0.6701 Remote Similarity NPD4250 Approved
0.6701 Remote Similarity NPD4251 Approved
0.67 Remote Similarity NPD5778 Approved
0.67 Remote Similarity NPD5779 Approved
0.6699 Remote Similarity NPD7638 Approved
0.6696 Remote Similarity NPD7503 Approved
0.6667 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6635 Remote Similarity NPD6648 Approved
0.6627 Remote Similarity NPD368 Approved
0.66 Remote Similarity NPD7983 Approved
0.6598 Remote Similarity NPD4249 Approved
0.6555 Remote Similarity NPD8074 Phase 3
0.6514 Remote Similarity NPD6686 Approved
0.6505 Remote Similarity NPD7839 Suspended
0.6489 Remote Similarity NPD4820 Approved
0.6489 Remote Similarity NPD4821 Approved
0.6489 Remote Similarity NPD4819 Approved
0.6489 Remote Similarity NPD4822 Approved
0.6458 Remote Similarity NPD7154 Phase 3
0.6452 Remote Similarity NPD4268 Approved
0.6452 Remote Similarity NPD4271 Approved
0.6436 Remote Similarity NPD7637 Suspended
0.6435 Remote Similarity NPD7327 Approved
0.6435 Remote Similarity NPD7328 Approved
0.641 Remote Similarity NPD8033 Approved
0.6379 Remote Similarity NPD7516 Approved
0.6327 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6325 Remote Similarity NPD8377 Approved
0.6325 Remote Similarity NPD8294 Approved
0.6289 Remote Similarity NPD5362 Discontinued
0.6271 Remote Similarity NPD8296 Approved
0.6271 Remote Similarity NPD8380 Approved
0.6271 Remote Similarity NPD8335 Approved
0.6271 Remote Similarity NPD8379 Approved
0.6271 Remote Similarity NPD8378 Approved
0.6238 Remote Similarity NPD6051 Approved
0.6238 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6238 Remote Similarity NPD6101 Approved
0.6224 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6207 Remote Similarity NPD7115 Discovery
0.6207 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6204 Remote Similarity NPD7632 Discontinued
0.6122 Remote Similarity NPD5332 Approved
0.6122 Remote Similarity NPD5331 Approved
0.6122 Remote Similarity NPD6695 Phase 3
0.6117 Remote Similarity NPD6411 Approved
0.6098 Remote Similarity NPD342 Phase 1
0.6082 Remote Similarity NPD4790 Discontinued
0.6075 Remote Similarity NPD4225 Approved
0.6067 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6066 Remote Similarity NPD7507 Approved
0.6058 Remote Similarity NPD6399 Phase 3
0.6038 Remote Similarity NPD4792 Clinical (unspecified phase)
0.602 Remote Similarity NPD4270 Approved
0.602 Remote Similarity NPD4269 Approved
0.6019 Remote Similarity NPD5785 Approved
0.6018 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6 Remote Similarity NPD6882 Approved
0.5982 Remote Similarity NPD6412 Phase 2
0.5979 Remote Similarity NPD7514 Phase 3
0.5979 Remote Similarity NPD7332 Phase 2
0.5979 Remote Similarity NPD4252 Approved
0.5965 Remote Similarity NPD6371 Approved
0.596 Remote Similarity NPD6110 Phase 1
0.5957 Remote Similarity NPD8264 Approved
0.5957 Remote Similarity NPD8039 Approved
0.5941 Remote Similarity NPD5786 Approved
0.5938 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5932 Remote Similarity NPD6009 Approved
0.593 Remote Similarity NPD4246 Clinical (unspecified phase)
0.592 Remote Similarity NPD7319 Approved
0.5918 Remote Similarity NPD5369 Approved
0.5914 Remote Similarity NPD4732 Discontinued
0.5909 Remote Similarity NPD5325 Clinical (unspecified phase)
0.5882 Remote Similarity NPD7750 Discontinued
0.5882 Remote Similarity NPD7524 Approved
0.5882 Remote Similarity NPD4751 Clinical (unspecified phase)
0.5877 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5859 Remote Similarity NPD6435 Approved
0.5854 Remote Similarity NPD7492 Approved
0.5849 Remote Similarity NPD7748 Approved
0.5842 Remote Similarity NPD5363 Approved
0.5842 Remote Similarity NPD1694 Approved
0.5841 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5833 Remote Similarity NPD7902 Approved
0.5826 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5816 Remote Similarity NPD7525 Registered
0.5816 Remote Similarity NPD6931 Approved
0.5816 Remote Similarity NPD6930 Phase 2
0.5812 Remote Similarity NPD8133 Approved
0.581 Remote Similarity NPD4810 Clinical (unspecified phase)
0.581 Remote Similarity NPD7515 Phase 2
0.5806 Remote Similarity NPD8451 Approved
0.5806 Remote Similarity NPD6616 Approved
0.5789 Remote Similarity NPD6881 Approved
0.5789 Remote Similarity NPD6899 Approved
0.5789 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5785 Remote Similarity NPD6054 Approved
0.5784 Remote Similarity NPD6422 Discontinued
0.5773 Remote Similarity NPD7145 Approved
0.5773 Remote Similarity NPD7322 Clinical (unspecified phase)
0.5772 Remote Similarity NPD7829 Approved
0.5772 Remote Similarity NPD7830 Approved
0.5769 Remote Similarity NPD5370 Suspended
0.576 Remote Similarity NPD8448 Approved
0.576 Remote Similarity NPD7078 Approved
0.5758 Remote Similarity NPD6902 Approved
0.5752 Remote Similarity NPD5739 Approved
0.5752 Remote Similarity NPD6402 Approved
0.5752 Remote Similarity NPD7128 Approved
0.5752 Remote Similarity NPD6675 Approved
0.5748 Remote Similarity NPD8391 Approved
0.5748 Remote Similarity NPD8392 Approved
0.5748 Remote Similarity NPD8390 Approved
0.5738 Remote Similarity NPD8444 Approved
0.5726 Remote Similarity NPD8341 Approved
0.5726 Remote Similarity NPD8299 Approved
0.5726 Remote Similarity NPD8340 Approved
0.5726 Remote Similarity NPD8342 Approved
0.5714 Remote Similarity NPD6929 Approved
0.5714 Remote Similarity NPD3168 Discontinued
0.5714 Remote Similarity NPD7645 Phase 2
0.5714 Remote Similarity NPD7736 Approved
0.5702 Remote Similarity NPD5697 Approved
0.5691 Remote Similarity NPD6370 Approved
0.569 Remote Similarity NPD6421 Discontinued
0.569 Remote Similarity NPD6883 Approved
0.569 Remote Similarity NPD7290 Approved
0.569 Remote Similarity NPD7102 Approved
0.5688 Remote Similarity NPD6084 Phase 2
0.5688 Remote Similarity NPD6083 Phase 2
0.5686 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5678 Remote Similarity NPD4632 Approved
0.567 Remote Similarity NPD5776 Phase 2
0.567 Remote Similarity NPD6925 Approved
0.567 Remote Similarity NPD6932 Approved
0.5667 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5667 Remote Similarity NPD7500 Approved
0.566 Remote Similarity NPD7087 Discontinued
0.5657 Remote Similarity NPD5368 Approved
0.5656 Remote Similarity NPD6059 Approved
0.5652 Remote Similarity NPD7320 Approved
0.5652 Remote Similarity NPD6011 Approved
0.5648 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5645 Remote Similarity NPD8328 Phase 3
0.5645 Remote Similarity NPD7642 Approved
0.5641 Remote Similarity NPD6869 Approved
0.5641 Remote Similarity NPD6847 Approved
0.5641 Remote Similarity NPD8130 Phase 1
0.5641 Remote Similarity NPD6649 Approved
0.5641 Remote Similarity NPD6617 Approved
0.5641 Remote Similarity NPD6650 Approved
0.5635 Remote Similarity NPD8293 Discontinued
0.5625 Remote Similarity NPD7339 Approved
0.5625 Remote Similarity NPD6942 Approved
0.5619 Remote Similarity NPD1695 Approved
0.5614 Remote Similarity NPD4211 Phase 1
0.5614 Remote Similarity NPD6008 Approved
0.561 Remote Similarity NPD6015 Approved
0.561 Remote Similarity NPD6016 Approved
0.5603 Remote Similarity NPD6014 Approved
0.5603 Remote Similarity NPD6372 Approved
0.5603 Remote Similarity NPD6012 Approved
0.5603 Remote Similarity NPD6373 Approved
0.5603 Remote Similarity NPD6013 Approved
0.56 Remote Similarity NPD6898 Phase 1

Structure

External Identifiers

PubChem CID   71579369
ChEMBL   CHEMBL2338625
ZINC  

Physicochemical Properties

Molecular Weight:  474.26
ALogP:  3.3967
MLogP:  3.66
XLogP:  2.301
# Rotatable Bonds:  16
Polar Surface Area:  94.45
# H-Bond Aceptor:  7
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  34

Download Data

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