Natural Product: NPC475441

Natural Product ID:  NPC475441
Common Name:   (+)-7Alpha,8Alpha-Epoxyblumenol B
IUPAC Name:   (4S)-4-hydroxy-4-[(2S,3S)-3-[(1R)-1-hydroxyethyl]oxiran-2-yl]-3,5,5-trimethylcyclohex-2-en-1-one
Synonyms:  
Molecular Formula:   C13H20O4
Standard InCHIKey:  KHIXUQRXQIFBLI-BQUSMCMVSA-N
Standard InCHI:  InChI=1S/C13H20O4/c1-7-5-9(15)6-12(3,4)13(7,16)11-10(17-11)8(2)14/h5,8,10-11,14,16H,6H2,1-4H3/t8-,10+,11+,13+/m1/s1
Canonical SMILES:  O=C1C=C(C)[C@](C(C1)(C)C)(O)[C@H]1O[C@H]1[C@H](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
NPO10122 Deprea subtriflora Species Solanaceae Eukaryota PMID[12932130]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT440 Individual Protein Quinone oxidoreductase Mus musculus CD > 5 ug/ml 19687238

  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 NPC475441 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
0.8557 High Similarity NPC473624
0.8495 Intermediate Similarity NPC196227
0.837 Intermediate Similarity NPC134321
0.828 Intermediate Similarity NPC230623
0.828 Intermediate Similarity NPC116726
0.8172 Intermediate Similarity NPC128672
0.8137 Intermediate Similarity NPC87335
0.8111 Intermediate Similarity NPC40687
0.8105 Intermediate Similarity NPC472977
0.8105 Intermediate Similarity NPC472976
0.8081 Intermediate Similarity NPC223834
0.8021 Intermediate Similarity NPC316215
0.8 Intermediate Similarity NPC317210
0.8 Intermediate Similarity NPC169941
0.8 Intermediate Similarity NPC251475
0.7959 Intermediate Similarity NPC222303
0.7959 Intermediate Similarity NPC278008
0.7938 Intermediate Similarity NPC8803
0.7921 Intermediate Similarity NPC258532
0.7907 Intermediate Similarity NPC114236
0.79 Intermediate Similarity NPC478176
0.79 Intermediate Similarity NPC39996
0.7895 Intermediate Similarity NPC472978
0.7895 Intermediate Similarity NPC476705
0.7885 Intermediate Similarity NPC5103
0.7872 Intermediate Similarity NPC473100
0.7865 Intermediate Similarity NPC470945
0.7865 Intermediate Similarity NPC470947
0.7865 Intermediate Similarity NPC470946
0.7843 Intermediate Similarity NPC253223
0.7841 Intermediate Similarity NPC475994
0.7835 Intermediate Similarity NPC134067
0.7822 Intermediate Similarity NPC123505
0.7802 Intermediate Similarity NPC66764
0.7802 Intermediate Similarity NPC64600
0.7802 Intermediate Similarity NPC110150
0.78 Intermediate Similarity NPC476897
0.78 Intermediate Similarity NPC207885
0.78 Intermediate Similarity NPC112613
0.7791 Intermediate Similarity NPC215050
0.7789 Intermediate Similarity NPC477684
0.7789 Intermediate Similarity NPC230332
0.7789 Intermediate Similarity NPC265856
0.7789 Intermediate Similarity NPC473099
0.7789 Intermediate Similarity NPC166554
0.7789 Intermediate Similarity NPC214844
0.7788 Intermediate Similarity NPC77089
0.7778 Intermediate Similarity NPC470298
0.7778 Intermediate Similarity NPC306908
0.7767 Intermediate Similarity NPC473165
0.7766 Intermediate Similarity NPC87189
0.7766 Intermediate Similarity NPC228415
0.7755 Intermediate Similarity NPC472734
0.7755 Intermediate Similarity NPC472733
0.7753 Intermediate Similarity NPC308038
0.7745 Intermediate Similarity NPC75531
0.7745 Intermediate Similarity NPC296950
0.7745 Intermediate Similarity NPC118911
0.7745 Intermediate Similarity NPC470104
0.7745 Intermediate Similarity NPC149124
0.7742 Intermediate Similarity NPC472974
0.7736 Intermediate Similarity NPC207251
0.7736 Intermediate Similarity NPC472002
0.7732 Intermediate Similarity NPC174051
0.7732 Intermediate Similarity NPC67831
0.7714 Intermediate Similarity NPC76084
0.7692 Intermediate Similarity NPC279186
0.7692 Intermediate Similarity NPC93590
0.7685 Intermediate Similarity NPC270929
0.7684 Intermediate Similarity NPC472973
0.7677 Intermediate Similarity NPC254496
0.7677 Intermediate Similarity NPC472731
0.7677 Intermediate Similarity NPC239895
0.7677 Intermediate Similarity NPC471916
0.7677 Intermediate Similarity NPC472732
0.7677 Intermediate Similarity NPC474194
0.7677 Intermediate Similarity NPC474977
0.7674 Intermediate Similarity NPC323437
0.7674 Intermediate Similarity NPC201562
0.7674 Intermediate Similarity NPC29542
0.767 Intermediate Similarity NPC472645
0.767 Intermediate Similarity NPC471332
0.767 Intermediate Similarity NPC471333
0.7667 Intermediate Similarity NPC172013
0.7664 Intermediate Similarity NPC469463
0.7664 Intermediate Similarity NPC469496
0.7664 Intermediate Similarity NPC469454
0.7653 Intermediate Similarity NPC14961
0.7653 Intermediate Similarity NPC270013
0.7653 Intermediate Similarity NPC473170
0.7642 Intermediate Similarity NPC179798
0.7642 Intermediate Similarity NPC304180
0.7642 Intermediate Similarity NPC188738
0.7642 Intermediate Similarity NPC317107
0.764 Intermediate Similarity NPC62336
0.7636 Intermediate Similarity NPC61520
0.7634 Intermediate Similarity NPC79573
0.7629 Intermediate Similarity NPC476416
0.7629 Intermediate Similarity NPC472930
0.7624 Intermediate Similarity NPC97435
0.7624 Intermediate Similarity NPC472637
0.7624 Intermediate Similarity NPC115862
0.7624 Intermediate Similarity NPC81530
0.7615 Intermediate Similarity NPC469684
0.7614 Intermediate Similarity NPC263582
0.7609 Intermediate Similarity NPC105173
0.76 Intermediate Similarity NPC472730
0.76 Intermediate Similarity NPC153776
0.76 Intermediate Similarity NPC177680
0.76 Intermediate Similarity NPC212465
0.76 Intermediate Similarity NPC472729
0.76 Intermediate Similarity NPC177232
0.7596 Intermediate Similarity NPC9457
0.7596 Intermediate Similarity NPC187435
0.7596 Intermediate Similarity NPC67321
0.7596 Intermediate Similarity NPC220229
0.7596 Intermediate Similarity NPC144459
0.7596 Intermediate Similarity NPC475060
0.7596 Intermediate Similarity NPC83744
0.7596 Intermediate Similarity NPC471783
0.7596 Intermediate Similarity NPC230541
0.7593 Intermediate Similarity NPC472400
0.7593 Intermediate Similarity NPC326542
0.7586 Intermediate Similarity NPC227814
0.7586 Intermediate Similarity NPC144995
0.7582 Intermediate Similarity NPC226068
0.7579 Intermediate Similarity NPC476707
0.7579 Intermediate Similarity NPC472008
0.7579 Intermediate Similarity NPC476704
0.7579 Intermediate Similarity NPC476706
0.7576 Intermediate Similarity NPC117133
0.7576 Intermediate Similarity NPC471463
0.7576 Intermediate Similarity NPC93271
0.7576 Intermediate Similarity NPC135576
0.7573 Intermediate Similarity NPC146731
0.757 Intermediate Similarity NPC317687
0.7556 Intermediate Similarity NPC136033
0.7556 Intermediate Similarity NPC281138
0.7556 Intermediate Similarity NPC19900
0.7551 Intermediate Similarity NPC81386
0.7551 Intermediate Similarity NPC474035
0.7551 Intermediate Similarity NPC477241
0.7549 Intermediate Similarity NPC476235
0.7549 Intermediate Similarity NPC477915
0.7549 Intermediate Similarity NPC473424
0.7549 Intermediate Similarity NPC295791
0.7549 Intermediate Similarity NPC136289
0.7549 Intermediate Similarity NPC283567
0.7549 Intermediate Similarity NPC476126
0.7547 Intermediate Similarity NPC37116
0.7547 Intermediate Similarity NPC41551
0.7547 Intermediate Similarity NPC50223
0.7545 Intermediate Similarity NPC329736
0.7545 Intermediate Similarity NPC709
0.7545 Intermediate Similarity NPC50774
0.7545 Intermediate Similarity NPC251310
0.7545 Intermediate Similarity NPC186525
0.7528 Intermediate Similarity NPC74995
0.7527 Intermediate Similarity NPC472326
0.7527 Intermediate Similarity NPC295799
0.7527 Intermediate Similarity NPC476412
0.7526 Intermediate Similarity NPC262870
0.7526 Intermediate Similarity NPC252433
0.7526 Intermediate Similarity NPC172101
0.7526 Intermediate Similarity NPC472975
0.7525 Intermediate Similarity NPC476274
0.7525 Intermediate Similarity NPC472728
0.7525 Intermediate Similarity NPC472644
0.7525 Intermediate Similarity NPC198880
0.7525 Intermediate Similarity NPC472727
0.7525 Intermediate Similarity NPC112167
0.7524 Intermediate Similarity NPC217201
0.7524 Intermediate Similarity NPC65941
0.7524 Intermediate Similarity NPC469916
0.7524 Intermediate Similarity NPC329417
0.7524 Intermediate Similarity NPC472439
0.7523 Intermediate Similarity NPC179626
0.7522 Intermediate Similarity NPC469789
0.75 Intermediate Similarity NPC69385
0.75 Intermediate Similarity NPC161147
0.75 Intermediate Similarity NPC476027
0.75 Intermediate Similarity NPC212083
0.75 Intermediate Similarity NPC472757
0.75 Intermediate Similarity NPC477125
0.75 Intermediate Similarity NPC319077
0.75 Intermediate Similarity NPC472983
0.75 Intermediate Similarity NPC50692
0.75 Intermediate Similarity NPC123912
0.75 Intermediate Similarity NPC38796
0.75 Intermediate Similarity NPC470522
0.75 Intermediate Similarity NPC83423
0.75 Intermediate Similarity NPC296945
0.75 Intermediate Similarity NPC56448
0.75 Intermediate Similarity NPC48733
0.75 Intermediate Similarity NPC97202
0.75 Intermediate Similarity NPC260268
0.75 Intermediate Similarity NPC171137
0.75 Intermediate Similarity NPC150531
0.75 Intermediate Similarity NPC102352
0.75 Intermediate Similarity NPC474343

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475441 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
0.7455 Intermediate Similarity NPD7115 Discovery
0.7255 Intermediate Similarity NPD4225 Approved
0.7245 Intermediate Similarity NPD46 Approved
0.7245 Intermediate Similarity NPD6698 Approved
0.7212 Intermediate Similarity NPD5211 Phase 2
0.7157 Intermediate Similarity NPD4755 Approved
0.7129 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD1696 Phase 3
0.7075 Intermediate Similarity NPD5141 Approved
0.7064 Intermediate Similarity NPD6371 Approved
0.7019 Intermediate Similarity NPD5286 Approved
0.7019 Intermediate Similarity NPD5285 Approved
0.7019 Intermediate Similarity NPD4696 Approved
0.7019 Intermediate Similarity NPD4700 Approved
0.701 Intermediate Similarity NPD3618 Phase 1
0.7009 Intermediate Similarity NPD5739 Approved
0.7009 Intermediate Similarity NPD6402 Approved
0.7009 Intermediate Similarity NPD6675 Approved
0.7009 Intermediate Similarity NPD7128 Approved
0.6972 Remote Similarity NPD6373 Approved
0.6972 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6972 Remote Similarity NPD6372 Approved
0.697 Remote Similarity NPD5328 Approved
0.6944 Remote Similarity NPD5697 Approved
0.6944 Remote Similarity NPD5701 Approved
0.6937 Remote Similarity NPD8297 Approved
0.6931 Remote Similarity NPD5779 Approved
0.6931 Remote Similarity NPD5778 Approved
0.6893 Remote Similarity NPD4697 Phase 3
0.6887 Remote Similarity NPD5226 Approved
0.6887 Remote Similarity NPD5224 Approved
0.6887 Remote Similarity NPD5225 Approved
0.6887 Remote Similarity NPD4633 Approved
0.6881 Remote Similarity NPD6899 Approved
0.6881 Remote Similarity NPD7320 Approved
0.6881 Remote Similarity NPD6881 Approved
0.6863 Remote Similarity NPD5282 Discontinued
0.6852 Remote Similarity NPD6008 Approved
0.6847 Remote Similarity NPD6649 Approved
0.6847 Remote Similarity NPD6650 Approved
0.6832 Remote Similarity NPD7983 Approved
0.6832 Remote Similarity NPD6079 Approved
0.6832 Remote Similarity NPD6411 Approved
0.6827 Remote Similarity NPD7902 Approved
0.6822 Remote Similarity NPD5174 Approved
0.6822 Remote Similarity NPD5175 Approved
0.6818 Remote Similarity NPD6013 Approved
0.6818 Remote Similarity NPD6014 Approved
0.6818 Remote Similarity NPD6012 Approved
0.6804 Remote Similarity NPD3665 Phase 1
0.6804 Remote Similarity NPD3666 Approved
0.6804 Remote Similarity NPD3133 Approved
0.68 Remote Similarity NPD4753 Phase 2
0.6792 Remote Similarity NPD5223 Approved
0.6792 Remote Similarity NPD5344 Discontinued
0.6789 Remote Similarity NPD6412 Phase 2
0.6782 Remote Similarity NPD7331 Phase 2
0.6771 Remote Similarity NPD3667 Approved
0.6765 Remote Similarity NPD6399 Phase 3
0.6765 Remote Similarity NPD4202 Approved
0.6757 Remote Similarity NPD7290 Approved
0.6757 Remote Similarity NPD6883 Approved
0.6757 Remote Similarity NPD4634 Approved
0.6757 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6757 Remote Similarity NPD7102 Approved
0.6737 Remote Similarity NPD4695 Discontinued
0.6731 Remote Similarity NPD5222 Approved
0.6731 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6731 Remote Similarity NPD5221 Approved
0.6727 Remote Similarity NPD6011 Approved
0.6727 Remote Similarity NPD6686 Approved
0.6726 Remote Similarity NPD4632 Approved
0.6701 Remote Similarity NPD6110 Phase 1
0.6699 Remote Similarity NPD7748 Approved
0.6697 Remote Similarity NPD4767 Approved
0.6697 Remote Similarity NPD4768 Approved
0.6696 Remote Similarity NPD8130 Phase 1
0.6696 Remote Similarity NPD6847 Approved
0.6696 Remote Similarity NPD6617 Approved
0.6696 Remote Similarity NPD6869 Approved
0.6667 Remote Similarity NPD5279 Phase 3
0.6667 Remote Similarity NPD6083 Phase 2
0.6667 Remote Similarity NPD6084 Phase 2
0.6667 Remote Similarity NPD4623 Approved
0.6667 Remote Similarity NPD7515 Phase 2
0.6667 Remote Similarity NPD4754 Approved
0.6667 Remote Similarity NPD6319 Approved
0.6667 Remote Similarity NPD5173 Approved
0.6667 Remote Similarity NPD4519 Discontinued
0.6637 Remote Similarity NPD6882 Approved
0.6635 Remote Similarity NPD4629 Approved
0.6635 Remote Similarity NPD5210 Approved
0.6635 Remote Similarity NPD5695 Phase 3
0.6634 Remote Similarity NPD6101 Approved
0.6634 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6633 Remote Similarity NPD4786 Approved
0.6604 Remote Similarity NPD5696 Approved
0.6577 Remote Similarity NPD4730 Approved
0.6577 Remote Similarity NPD5128 Approved
0.6577 Remote Similarity NPD4729 Approved
0.6569 Remote Similarity NPD5785 Approved
0.6569 Remote Similarity NPD7838 Discovery
0.6566 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6566 Remote Similarity NPD1694 Approved
0.6549 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6538 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6538 Remote Similarity NPD7900 Approved
0.6525 Remote Similarity NPD6054 Approved
0.6525 Remote Similarity NPD6059 Approved
0.65 Remote Similarity NPD3574 Clinical (unspecified phase)
0.65 Remote Similarity NPD8328 Phase 3
0.65 Remote Similarity NPD5786 Approved
0.6491 Remote Similarity NPD6053 Discontinued
0.6486 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6477 Remote Similarity NPD7341 Phase 2
0.6471 Remote Similarity NPD6016 Approved
0.6471 Remote Similarity NPD6015 Approved
0.6466 Remote Similarity NPD6274 Approved
0.646 Remote Similarity NPD5247 Approved
0.646 Remote Similarity NPD5251 Approved
0.646 Remote Similarity NPD5249 Phase 3
0.646 Remote Similarity NPD5250 Approved
0.646 Remote Similarity NPD5248 Approved
0.6436 Remote Similarity NPD3573 Approved
0.6436 Remote Similarity NPD7524 Approved
0.6429 Remote Similarity NPD6435 Approved
0.6429 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6429 Remote Similarity NPD4221 Approved
0.6429 Remote Similarity NPD4223 Phase 3
0.6429 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6417 Remote Similarity NPD5988 Approved
0.6417 Remote Similarity NPD6370 Approved
0.641 Remote Similarity NPD6009 Approved
0.6404 Remote Similarity NPD5216 Approved
0.6404 Remote Similarity NPD5215 Approved
0.6404 Remote Similarity NPD5217 Approved
0.64 Remote Similarity NPD5363 Approved
0.6393 Remote Similarity NPD7507 Approved
0.6392 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6389 Remote Similarity NPD6648 Approved
0.6389 Remote Similarity NPD7639 Approved
0.6389 Remote Similarity NPD7640 Approved
0.6364 Remote Similarity NPD7154 Phase 3
0.6364 Remote Similarity NPD7604 Phase 2
0.6354 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6346 Remote Similarity NPD5284 Approved
0.6346 Remote Similarity NPD5281 Approved
0.6339 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6337 Remote Similarity NPD5330 Approved
0.6337 Remote Similarity NPD7334 Approved
0.6337 Remote Similarity NPD7146 Approved
0.6337 Remote Similarity NPD6409 Approved
0.6337 Remote Similarity NPD7521 Approved
0.6337 Remote Similarity NPD6684 Approved
0.6333 Remote Similarity NPD5983 Phase 2
0.6322 Remote Similarity NPD368 Approved
0.6321 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6316 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6316 Remote Similarity NPD5135 Approved
0.6316 Remote Similarity NPD5169 Approved
0.6311 Remote Similarity NPD7492 Approved
0.6303 Remote Similarity NPD7101 Approved
0.6303 Remote Similarity NPD7100 Approved
0.63 Remote Similarity NPD7338 Clinical (unspecified phase)
0.63 Remote Similarity NPD6400 Clinical (unspecified phase)
0.63 Remote Similarity NPD3668 Phase 3
0.63 Remote Similarity NPD4197 Approved
0.6296 Remote Similarity NPD7638 Approved
0.6271 Remote Similarity NPD6317 Approved
0.6263 Remote Similarity NPD4269 Approved
0.6263 Remote Similarity NPD4270 Approved
0.6263 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6261 Remote Similarity NPD5127 Approved
0.626 Remote Similarity NPD6616 Approved
0.624 Remote Similarity NPD7319 Approved
0.6238 Remote Similarity NPD5329 Approved
0.6228 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6224 Remote Similarity NPD4822 Approved
0.6224 Remote Similarity NPD4820 Approved
0.6224 Remote Similarity NPD5368 Approved
0.6224 Remote Similarity NPD4821 Approved
0.6224 Remote Similarity NPD4819 Approved
0.6224 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6218 Remote Similarity NPD6314 Approved
0.6218 Remote Similarity NPD6335 Approved
0.6218 Remote Similarity NPD6313 Approved
0.6214 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6214 Remote Similarity NPD6672 Approved
0.6214 Remote Similarity NPD6903 Approved
0.6214 Remote Similarity NPD5737 Approved
0.621 Remote Similarity NPD7078 Approved
0.621 Remote Similarity NPD8293 Discontinued
0.62 Remote Similarity NPD6695 Phase 3
0.62 Remote Similarity NPD5362 Discontinued
0.6198 Remote Similarity NPD6909 Approved
0.6198 Remote Similarity NPD8513 Phase 3
0.6198 Remote Similarity NPD6908 Approved
0.6198 Remote Similarity NPD8516 Approved
0.6198 Remote Similarity NPD8515 Approved
0.6198 Remote Similarity NPD8517 Approved

Structure

External Identifiers

PubChem CID   44559648
ChEMBL   CHEMBL505716
ZINC  

Physicochemical Properties

Molecular Weight:  240.14
ALogP:  0.0332
MLogP:  2.45
XLogP:  -0.514
# Rotatable Bonds:  8
Polar Surface Area:  70.06
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  17

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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