Natural Product: NPC477205

Natural Product ID:  NPC477205
Common Name:   Portentol
IUPAC Name:   (1R,3'R,4S,4'R,5R,5'S,6S,6'R,7R)-4'-hydroxy-3',4,5',6,6',7-hexamethylspiro[2-oxabicyclo[2.2.2]octane-5,2'-oxane]-3,8-dione
Synonyms:   Portentol
Molecular Formula:   C17H26O5
Standard InCHIKey:  CVPVGRDVSAJUQS-QKOFGJBMSA-N
Standard InCHI:  InChI=1S/C17H26O5/c1-7-11(5)22-17(9(3)12(7)18)10(4)13-8(2)14(19)16(17,6)15(20)21-13/h7-13,18H,1-6H3/t7-,8-,9-,10+,11-,12-,13+,16+,17-/m1/s1
Canonical SMILES:  C[C@H]1O[C@]2([C@@H]([C@@H]([C@@H]1C)O)C)[C@@H](C)[C@H]1OC(=O)[C@]2(C)C(=O)[C@@H]1C
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
NPO13075 Gustavia hexapetala Species Lecythidaceae Eukaryota Peru 1979 PMID[15217278]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT168 Cell Line P388 Mus musculus GI50 > 10 ug/ml 15217278
NPT1081 Cell Line BXPC-3 Homo sapiens GI50 = 7 ug/ml 15217278
NPT83 Cell Line MCF7 Homo sapiens GI50 > 10 ug/ml 15217278
NPT395 Cell Line SF-268 Homo sapiens GI50 = 4.7 ug/ml 15217278
NPT397 Cell Line NCI-H460 Homo sapiens GI50 = 4.7 ug/ml 15217278
NPT575 Cell Line KM-20L2 Homo sapiens GI50 > 10 ug/ml 15217278
NPT90 Cell Line DU-145 Homo sapiens GI50 = 1.3 ug/ml 15217278

  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 NPC477205 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
0.8929 High Similarity NPC83242
0.8916 High Similarity NPC477434
0.869 High Similarity NPC237938
0.869 High Similarity NPC219535
0.8588 High Similarity NPC473350
0.8409 Intermediate Similarity NPC477440
0.8409 Intermediate Similarity NPC477443
0.8409 Intermediate Similarity NPC200580
0.8395 Intermediate Similarity NPC474020
0.8315 Intermediate Similarity NPC88337
0.8315 Intermediate Similarity NPC477444
0.8315 Intermediate Similarity NPC477442
0.8315 Intermediate Similarity NPC477433
0.8315 Intermediate Similarity NPC475211
0.8295 Intermediate Similarity NPC131104
0.8295 Intermediate Similarity NPC473319
0.8295 Intermediate Similarity NPC3032
0.8261 Intermediate Similarity NPC193785
0.8256 Intermediate Similarity NPC473336
0.8256 Intermediate Similarity NPC471044
0.8211 Intermediate Similarity NPC471254
0.8202 Intermediate Similarity NPC67653
0.8202 Intermediate Similarity NPC61688
0.8202 Intermediate Similarity NPC471459
0.8182 Intermediate Similarity NPC470920
0.8161 Intermediate Similarity NPC477445
0.8152 Intermediate Similarity NPC62407
0.8152 Intermediate Similarity NPC287354
0.814 Intermediate Similarity NPC15091
0.8132 Intermediate Similarity NPC476189
0.809 Intermediate Similarity NPC236459
0.809 Intermediate Similarity NPC476435
0.809 Intermediate Similarity NPC477614
0.809 Intermediate Similarity NPC226491
0.8068 Intermediate Similarity NPC302111
0.8068 Intermediate Similarity NPC120395
0.8068 Intermediate Similarity NPC248216
0.8046 Intermediate Similarity NPC50438
0.8046 Intermediate Similarity NPC475689
0.8041 Intermediate Similarity NPC88469
0.8 Intermediate Similarity NPC125366
0.8 Intermediate Similarity NPC56962
0.8 Intermediate Similarity NPC24705
0.7938 Intermediate Similarity NPC471253
0.7931 Intermediate Similarity NPC227170
0.7917 Intermediate Similarity NPC236585
0.7907 Intermediate Similarity NPC476071
0.7907 Intermediate Similarity NPC475743
0.7895 Intermediate Similarity NPC474793
0.7889 Intermediate Similarity NPC476379
0.7889 Intermediate Similarity NPC471221
0.7872 Intermediate Similarity NPC163685
0.7865 Intermediate Similarity NPC477441
0.7865 Intermediate Similarity NPC476717
0.7865 Intermediate Similarity NPC475729
0.7865 Intermediate Similarity NPC474215
0.7849 Intermediate Similarity NPC309127
0.7849 Intermediate Similarity NPC247877
0.7841 Intermediate Similarity NPC181871
0.7841 Intermediate Similarity NPC473299
0.7841 Intermediate Similarity NPC9060
0.7835 Intermediate Similarity NPC470172
0.7826 Intermediate Similarity NPC476934
0.7778 Intermediate Similarity NPC263802
0.7766 Intermediate Similarity NPC217329
0.7766 Intermediate Similarity NPC82633
0.7766 Intermediate Similarity NPC470232
0.7765 Intermediate Similarity NPC475725
0.7755 Intermediate Similarity NPC96217
0.7755 Intermediate Similarity NPC473406
0.7753 Intermediate Similarity NPC474572
0.7753 Intermediate Similarity NPC131350
0.7742 Intermediate Similarity NPC474379
0.7732 Intermediate Similarity NPC46848
0.7732 Intermediate Similarity NPC148279
0.7723 Intermediate Similarity NPC469983
0.7717 Intermediate Similarity NPC77756
0.7711 Intermediate Similarity NPC55508
0.7708 Intermediate Similarity NPC253995
0.7701 Intermediate Similarity NPC329490
0.7701 Intermediate Similarity NPC328639
0.77 Intermediate Similarity NPC61071
0.7692 Intermediate Similarity NPC90676
0.7684 Intermediate Similarity NPC329910
0.7684 Intermediate Similarity NPC116683
0.7684 Intermediate Similarity NPC235109
0.7684 Intermediate Similarity NPC477264
0.7677 Intermediate Similarity NPC474558
0.7677 Intermediate Similarity NPC202793
0.7674 Intermediate Similarity NPC320144
0.7674 Intermediate Similarity NPC275243
0.7674 Intermediate Similarity NPC80891
0.7674 Intermediate Similarity NPC201276
0.766 Intermediate Similarity NPC469982
0.766 Intermediate Similarity NPC470386
0.766 Intermediate Similarity NPC475118
0.766 Intermediate Similarity NPC470385
0.7653 Intermediate Similarity NPC304832
0.7653 Intermediate Similarity NPC88203
0.7653 Intermediate Similarity NPC286519
0.7653 Intermediate Similarity NPC275990
0.7653 Intermediate Similarity NPC76866
0.7653 Intermediate Similarity NPC148628
0.7653 Intermediate Similarity NPC214946
0.7653 Intermediate Similarity NPC246736
0.7647 Intermediate Similarity NPC474003
0.7647 Intermediate Similarity NPC307865
0.764 Intermediate Similarity NPC319909
0.7634 Intermediate Similarity NPC52756
0.7634 Intermediate Similarity NPC216137
0.7634 Intermediate Similarity NPC475878
0.7629 Intermediate Similarity NPC267921
0.7629 Intermediate Similarity NPC94906
0.7624 Intermediate Similarity NPC208461
0.7624 Intermediate Similarity NPC232133
0.7624 Intermediate Similarity NPC289702
0.7619 Intermediate Similarity NPC159789
0.7614 Intermediate Similarity NPC61107
0.7614 Intermediate Similarity NPC289486
0.7609 Intermediate Similarity NPC59682
0.7586 Intermediate Similarity NPC134227
0.7586 Intermediate Similarity NPC477851
0.7579 Intermediate Similarity NPC17336
0.7579 Intermediate Similarity NPC470229
0.7576 Intermediate Similarity NPC139347
0.7558 Intermediate Similarity NPC171426
0.7558 Intermediate Similarity NPC34046
0.7558 Intermediate Similarity NPC324700
0.7558 Intermediate Similarity NPC185465
0.7558 Intermediate Similarity NPC224802
0.7558 Intermediate Similarity NPC80089
0.7556 Intermediate Similarity NPC476715
0.7551 Intermediate Similarity NPC14634
0.7551 Intermediate Similarity NPC163963
0.7551 Intermediate Similarity NPC289148
0.7551 Intermediate Similarity NPC298266
0.7551 Intermediate Similarity NPC259654
0.7551 Intermediate Similarity NPC52899
0.7528 Intermediate Similarity NPC476721
0.7527 Intermediate Similarity NPC470114
0.7527 Intermediate Similarity NPC185529
0.7527 Intermediate Similarity NPC472146
0.7526 Intermediate Similarity NPC98837
0.7526 Intermediate Similarity NPC162459
0.7526 Intermediate Similarity NPC38296
0.7526 Intermediate Similarity NPC89099
0.7526 Intermediate Similarity NPC20479
0.7526 Intermediate Similarity NPC472028
0.7526 Intermediate Similarity NPC38471
0.7526 Intermediate Similarity NPC26270
0.7526 Intermediate Similarity NPC28864
0.7526 Intermediate Similarity NPC474724
0.7526 Intermediate Similarity NPC477653
0.7526 Intermediate Similarity NPC472144
0.7526 Intermediate Similarity NPC471038
0.7525 Intermediate Similarity NPC96333
0.7525 Intermediate Similarity NPC88833
0.75 Intermediate Similarity NPC470387
0.75 Intermediate Similarity NPC254123
0.75 Intermediate Similarity NPC101842
0.75 Intermediate Similarity NPC84928
0.75 Intermediate Similarity NPC476964
0.7476 Intermediate Similarity NPC470622
0.7476 Intermediate Similarity NPC85391
0.7475 Intermediate Similarity NPC124544
0.7474 Intermediate Similarity NPC47853
0.7474 Intermediate Similarity NPC470424
0.7473 Intermediate Similarity NPC472272
0.7473 Intermediate Similarity NPC80700
0.747 Intermediate Similarity NPC478227
0.7451 Intermediate Similarity NPC473410
0.7451 Intermediate Similarity NPC471094
0.7451 Intermediate Similarity NPC469826
0.7451 Intermediate Similarity NPC469984
0.7449 Intermediate Similarity NPC287676
0.7449 Intermediate Similarity NPC472972
0.7449 Intermediate Similarity NPC37047
0.7449 Intermediate Similarity NPC293890
0.7449 Intermediate Similarity NPC293866
0.7449 Intermediate Similarity NPC180733
0.7449 Intermediate Similarity NPC41971
0.7447 Intermediate Similarity NPC198242
0.7447 Intermediate Similarity NPC211403
0.7444 Intermediate Similarity NPC34984
0.7444 Intermediate Similarity NPC65133
0.7444 Intermediate Similarity NPC25037
0.7442 Intermediate Similarity NPC477918
0.7442 Intermediate Similarity NPC471151
0.7442 Intermediate Similarity NPC112463
0.7442 Intermediate Similarity NPC143250
0.7426 Intermediate Similarity NPC138908
0.7426 Intermediate Similarity NPC295366
0.7426 Intermediate Similarity NPC200957
0.7426 Intermediate Similarity NPC37600
0.7423 Intermediate Similarity NPC472145
0.7423 Intermediate Similarity NPC10864
0.7423 Intermediate Similarity NPC471241
0.7423 Intermediate Similarity NPC96839
0.7423 Intermediate Similarity NPC472273
0.7423 Intermediate Similarity NPC111187

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477205 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
0.7624 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD3703 Phase 2
0.7558 Intermediate Similarity NPD6118 Approved
0.7558 Intermediate Similarity NPD6115 Approved
0.7558 Intermediate Similarity NPD6114 Approved
0.7558 Intermediate Similarity NPD6697 Approved
0.7326 Intermediate Similarity NPD6117 Approved
0.7241 Intermediate Similarity NPD6116 Phase 1
0.7209 Intermediate Similarity NPD3702 Approved
0.7093 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.703 Intermediate Similarity NPD1700 Approved
0.7024 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7024 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.6923 Remote Similarity NPD1780 Approved
0.6923 Remote Similarity NPD1779 Approved
0.686 Remote Similarity NPD4809 Clinical (unspecified phase)
0.686 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6827 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6814 Remote Similarity NPD6921 Approved
0.6774 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6774 Remote Similarity NPD3669 Approved
0.6757 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6735 Remote Similarity NPD6411 Approved
0.6667 Remote Similarity NPD5777 Approved
0.6667 Remote Similarity NPD4224 Phase 2
0.6628 Remote Similarity NPD3698 Phase 2
0.6604 Remote Similarity NPD5739 Approved
0.6604 Remote Similarity NPD6675 Approved
0.6604 Remote Similarity NPD7128 Approved
0.6604 Remote Similarity NPD6402 Approved
0.6579 Remote Similarity NPD6319 Approved
0.6574 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6574 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6552 Remote Similarity NPD4245 Approved
0.6552 Remote Similarity NPD4244 Approved
0.6552 Remote Similarity NPD8328 Phase 3
0.6548 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6542 Remote Similarity NPD5701 Approved
0.6542 Remote Similarity NPD5697 Approved
0.6531 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6531 Remote Similarity NPD6101 Approved
0.6512 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6512 Remote Similarity NPD5360 Phase 3
0.6481 Remote Similarity NPD6899 Approved
0.6481 Remote Similarity NPD6881 Approved
0.6481 Remote Similarity NPD7320 Approved
0.6477 Remote Similarity NPD6081 Approved
0.6458 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6436 Remote Similarity NPD7748 Approved
0.6429 Remote Similarity NPD371 Approved
0.6422 Remote Similarity NPD6012 Approved
0.6422 Remote Similarity NPD6013 Approved
0.6422 Remote Similarity NPD6372 Approved
0.6422 Remote Similarity NPD6373 Approved
0.6422 Remote Similarity NPD6014 Approved
0.6413 Remote Similarity NPD4238 Approved
0.6413 Remote Similarity NPD3671 Phase 1
0.6413 Remote Similarity NPD4802 Phase 2
0.64 Remote Similarity NPD8034 Phase 2
0.64 Remote Similarity NPD7515 Phase 2
0.64 Remote Similarity NPD8035 Phase 2
0.6364 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6364 Remote Similarity NPD7102 Approved
0.6364 Remote Similarity NPD7290 Approved
0.6364 Remote Similarity NPD4789 Approved
0.6364 Remote Similarity NPD6883 Approved
0.6356 Remote Similarity NPD7492 Approved
0.6346 Remote Similarity NPD7638 Approved
0.6339 Remote Similarity NPD4632 Approved
0.6339 Remote Similarity NPD8133 Approved
0.6337 Remote Similarity NPD5779 Approved
0.6337 Remote Similarity NPD5778 Approved
0.6333 Remote Similarity NPD1811 Approved
0.6333 Remote Similarity NPD1810 Approved
0.633 Remote Similarity NPD6011 Approved
0.6327 Remote Similarity NPD3573 Approved
0.6306 Remote Similarity NPD6650 Approved
0.6306 Remote Similarity NPD8130 Phase 1
0.6306 Remote Similarity NPD6617 Approved
0.6306 Remote Similarity NPD6847 Approved
0.6306 Remote Similarity NPD6649 Approved
0.6306 Remote Similarity NPD6869 Approved
0.6303 Remote Similarity NPD6616 Approved
0.6296 Remote Similarity NPD6008 Approved
0.6293 Remote Similarity NPD6054 Approved
0.6293 Remote Similarity NPD6059 Approved
0.6292 Remote Similarity NPD4758 Discontinued
0.6286 Remote Similarity NPD7640 Approved
0.6286 Remote Similarity NPD7639 Approved
0.6281 Remote Similarity NPD7319 Approved
0.625 Remote Similarity NPD7078 Approved
0.625 Remote Similarity NPD7902 Approved
0.625 Remote Similarity NPD4267 Clinical (unspecified phase)
0.625 Remote Similarity NPD4755 Approved
0.625 Remote Similarity NPD6882 Approved
0.625 Remote Similarity NPD8297 Approved
0.625 Remote Similarity NPD8293 Discontinued
0.6239 Remote Similarity NPD6016 Approved
0.6239 Remote Similarity NPD6015 Approved
0.6216 Remote Similarity NPD4634 Approved
0.62 Remote Similarity NPD5328 Approved
0.6198 Remote Similarity NPD7736 Approved
0.6186 Remote Similarity NPD6370 Approved
0.6186 Remote Similarity NPD5988 Approved
0.6176 Remote Similarity NPD6399 Phase 3
0.6174 Remote Similarity NPD6009 Approved
0.6168 Remote Similarity NPD8138 Approved
0.6168 Remote Similarity NPD8086 Approved
0.6168 Remote Similarity NPD8082 Approved
0.6168 Remote Similarity NPD8139 Approved
0.6168 Remote Similarity NPD7632 Discontinued
0.6168 Remote Similarity NPD8085 Approved
0.6168 Remote Similarity NPD8084 Approved
0.6168 Remote Similarity NPD8083 Approved
0.6161 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6136 Remote Similarity NPD229 Approved
0.6132 Remote Similarity NPD4696 Approved
0.6132 Remote Similarity NPD5285 Approved
0.6132 Remote Similarity NPD5286 Approved
0.6132 Remote Similarity NPD8418 Phase 2
0.6132 Remote Similarity NPD4700 Approved
0.6125 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6111 Remote Similarity NPD8275 Approved
0.6111 Remote Similarity NPD8276 Approved
0.6105 Remote Similarity NPD6928 Phase 2
0.6102 Remote Similarity NPD5983 Phase 2
0.6095 Remote Similarity NPD6084 Phase 2
0.6095 Remote Similarity NPD6083 Phase 2
0.6091 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6087 Remote Similarity NPD6274 Approved
0.6078 Remote Similarity NPD6079 Approved
0.6064 Remote Similarity NPD5364 Discontinued
0.6061 Remote Similarity NPD3618 Phase 1
0.6058 Remote Similarity NPD5695 Phase 3
0.6055 Remote Similarity NPD8081 Approved
0.6047 Remote Similarity NPD7909 Approved
0.6034 Remote Similarity NPD7115 Discovery
0.6033 Remote Similarity NPD7507 Approved
0.6019 Remote Similarity NPD5225 Approved
0.6019 Remote Similarity NPD5226 Approved
0.6019 Remote Similarity NPD4633 Approved
0.6019 Remote Similarity NPD5224 Approved
0.6019 Remote Similarity NPD5211 Phase 2
0.6 Remote Similarity NPD7604 Phase 2
0.6 Remote Similarity NPD2686 Approved
0.6 Remote Similarity NPD5222 Approved
0.6 Remote Similarity NPD2687 Approved
0.6 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6 Remote Similarity NPD2254 Approved
0.6 Remote Similarity NPD8393 Approved
0.6 Remote Similarity NPD4697 Phase 3
0.6 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6 Remote Similarity NPD5221 Approved
0.5979 Remote Similarity NPD3667 Approved
0.5979 Remote Similarity NPD7345 Approved
0.5963 Remote Similarity NPD5175 Approved
0.5963 Remote Similarity NPD5174 Approved
0.5962 Remote Similarity NPD7900 Approved
0.5962 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5948 Remote Similarity NPD6940 Discontinued
0.5946 Remote Similarity NPD6412 Phase 2
0.5943 Remote Similarity NPD5173 Approved
0.5932 Remote Similarity NPD7100 Approved
0.5932 Remote Similarity NPD7101 Approved
0.5926 Remote Similarity NPD5223 Approved
0.5926 Remote Similarity NPD615 Clinical (unspecified phase)
0.5909 Remote Similarity NPD5141 Approved
0.5902 Remote Similarity NPD6336 Discontinued
0.59 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5897 Remote Similarity NPD6317 Approved
0.5893 Remote Similarity NPD6686 Approved
0.5888 Remote Similarity NPD4225 Approved
0.5888 Remote Similarity NPD5696 Approved
0.5865 Remote Similarity NPD8171 Discontinued
0.5865 Remote Similarity NPD4202 Approved
0.5859 Remote Similarity NPD4786 Approved
0.5856 Remote Similarity NPD4767 Approved
0.5856 Remote Similarity NPD4768 Approved
0.5847 Remote Similarity NPD6335 Approved
0.5847 Remote Similarity NPD6313 Approved
0.5847 Remote Similarity NPD6314 Approved
0.5833 Remote Similarity NPD8513 Phase 3
0.5833 Remote Similarity NPD6909 Approved
0.5833 Remote Similarity NPD8515 Approved
0.5833 Remote Similarity NPD8516 Approved
0.5833 Remote Similarity NPD6908 Approved
0.5833 Remote Similarity NPD8517 Approved
0.5818 Remote Similarity NPD4754 Approved
0.5812 Remote Similarity NPD6868 Approved
0.581 Remote Similarity NPD5282 Discontinued
0.5806 Remote Similarity NPD6033 Approved
0.5804 Remote Similarity NPD8307 Discontinued
0.5804 Remote Similarity NPD8140 Approved
0.5795 Remote Similarity NPD9496 Clinical (unspecified phase)
0.5769 Remote Similarity NPD7637 Suspended
0.5766 Remote Similarity NPD4056 Clinical (unspecified phase)
0.5766 Remote Similarity NPD4057 Clinical (unspecified phase)
0.5765 Remote Similarity NPD3198 Approved
0.5758 Remote Similarity NPD4788 Approved
0.5752 Remote Similarity NPD4730 Approved

Structure

External Identifiers

PubChem CID   44559542
ChEMBL   CHEMBL470260
ZINC  

Physicochemical Properties

Molecular Weight:  310.18
ALogP:  -0.3869
MLogP:  2.78
XLogP:  1.332
# Rotatable Bonds:  7
Polar Surface Area:  72.83
# H-Bond Aceptor:  5
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  22

Download Data

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