Natural Product: NPC278283

Natural Product ID:  NPC278283
Common Name:   Spirolephtoshol
IUPAC Name:   (4R,5R,6R,7R,10R)-10-[(E,3R,5R)-3,5-dimethylhept-1-enyl]-4,6,7-trihydroxy-3-methylidene-2-oxaspiro[4.5]dec-8-en-1-one
Synonyms:   spirolephtoshol
Molecular Formula:   C19H28O5
Standard InCHIKey:  FCZKZHGNJNETSF-YTZRTTPESA-N
Standard InCHI:  InChI=1S/C19H28O5/c1-5-11(2)10-12(3)6-7-14-8-9-15(20)17(22)19(14)16(21)13(4)24-18(19)23/h6-9,11-12,14-17,20-22H,4-5,10H2,1-3H3/b7-6+/t11-,12+,14-,15-,16+,17+,19+/m1/s1
Canonical SMILES:  CC[C@H](C[C@H](/C=C/[C@@H]1C=C[C@H]([C@@H]([C@@]21C(=O)OC(=C)[C@@H]2O)O)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
NPO24465 Leptosphaeria doliolum Species Leptosphaeriaceae Eukaryota PMID[18541425]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT168 Cell Line P388 Mus musculus EC50 = 20 ug/ml 25302529

  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 NPC278283 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
0.975 High Similarity NPC32676
0.9277 High Similarity NPC478112
0.8953 High Similarity NPC478110
0.8409 Intermediate Similarity NPC119740
0.8409 Intermediate Similarity NPC150063
0.8256 Intermediate Similarity NPC52923
0.8144 Intermediate Similarity NPC220964
0.8144 Intermediate Similarity NPC475676
0.8041 Intermediate Similarity NPC4620
0.8 Intermediate Similarity NPC137368
0.7935 Intermediate Similarity NPC9447
0.7912 Intermediate Similarity NPC87306
0.79 Intermediate Similarity NPC474664
0.79 Intermediate Similarity NPC14862
0.79 Intermediate Similarity NPC233379
0.7857 Intermediate Similarity NPC474165
0.7857 Intermediate Similarity NPC69171
0.7826 Intermediate Similarity NPC473455
0.7822 Intermediate Similarity NPC15218
0.78 Intermediate Similarity NPC324327
0.78 Intermediate Similarity NPC474421
0.78 Intermediate Similarity NPC326994
0.78 Intermediate Similarity NPC194620
0.78 Intermediate Similarity NPC72813
0.7791 Intermediate Similarity NPC475210
0.7765 Intermediate Similarity NPC474278
0.7755 Intermediate Similarity NPC183571
0.7753 Intermediate Similarity NPC219966
0.7727 Intermediate Similarity NPC474252
0.7723 Intermediate Similarity NPC327286
0.7723 Intermediate Similarity NPC55972
0.7723 Intermediate Similarity NPC169888
0.77 Intermediate Similarity NPC9303
0.77 Intermediate Similarity NPC475802
0.77 Intermediate Similarity NPC16313
0.7692 Intermediate Similarity NPC316629
0.7692 Intermediate Similarity NPC473248
0.7634 Intermediate Similarity NPC15059
0.7634 Intermediate Similarity NPC474232
0.7614 Intermediate Similarity NPC474980
0.7609 Intermediate Similarity NPC153570
0.7609 Intermediate Similarity NPC476803
0.7604 Intermediate Similarity NPC477921
0.76 Intermediate Similarity NPC146731
0.76 Intermediate Similarity NPC203659
0.76 Intermediate Similarity NPC296950
0.7586 Intermediate Similarity NPC99651
0.7582 Intermediate Similarity NPC469910
0.7573 Intermediate Similarity NPC115257
0.7573 Intermediate Similarity NPC161816
0.7556 Intermediate Similarity NPC212363
0.7553 Intermediate Similarity NPC473321
0.7553 Intermediate Similarity NPC472199
0.75 Intermediate Similarity NPC477922
0.75 Intermediate Similarity NPC471142
0.75 Intermediate Similarity NPC214694
0.75 Intermediate Similarity NPC110989
0.7476 Intermediate Similarity NPC475922
0.7474 Intermediate Similarity NPC475912
0.7473 Intermediate Similarity NPC21469
0.7471 Intermediate Similarity NPC11796
0.7471 Intermediate Similarity NPC218817
0.7447 Intermediate Similarity NPC313670
0.7447 Intermediate Similarity NPC473619
0.7426 Intermediate Similarity NPC258532
0.7419 Intermediate Similarity NPC473715
0.7419 Intermediate Similarity NPC309656
0.7416 Intermediate Similarity NPC297440
0.7412 Intermediate Similarity NPC474280
0.7404 Intermediate Similarity NPC235014
0.7404 Intermediate Similarity NPC5103
0.74 Intermediate Similarity NPC225353
0.7396 Intermediate Similarity NPC472198
0.7386 Intermediate Similarity NPC291260
0.7368 Intermediate Similarity NPC208839
0.7368 Intermediate Similarity NPC472197
0.7363 Intermediate Similarity NPC158756
0.7363 Intermediate Similarity NPC38569
0.7363 Intermediate Similarity NPC163615
0.7347 Intermediate Similarity NPC134454
0.7347 Intermediate Similarity NPC474194
0.7347 Intermediate Similarity NPC17326
0.7347 Intermediate Similarity NPC40812
0.734 Intermediate Similarity NPC79027
0.7327 Intermediate Similarity NPC475871
0.7327 Intermediate Similarity NPC475945
0.7327 Intermediate Similarity NPC159533
0.7326 Intermediate Similarity NPC473948
0.732 Intermediate Similarity NPC270013
0.732 Intermediate Similarity NPC14961
0.732 Intermediate Similarity NPC36954
0.7308 Intermediate Similarity NPC42662
0.73 Intermediate Similarity NPC469657
0.73 Intermediate Similarity NPC28304
0.73 Intermediate Similarity NPC298255
0.73 Intermediate Similarity NPC244456
0.73 Intermediate Similarity NPC308824
0.73 Intermediate Similarity NPC472753
0.7292 Intermediate Similarity NPC162205
0.7292 Intermediate Similarity NPC288240
0.7292 Intermediate Similarity NPC61201
0.7292 Intermediate Similarity NPC295204
0.7292 Intermediate Similarity NPC273579
0.729 Intermediate Similarity NPC117712
0.7283 Intermediate Similarity NPC470755
0.7283 Intermediate Similarity NPC155873
0.7282 Intermediate Similarity NPC230541
0.7273 Intermediate Similarity NPC127526
0.7273 Intermediate Similarity NPC124512
0.7273 Intermediate Similarity NPC278386
0.7273 Intermediate Similarity NPC222303
0.7273 Intermediate Similarity NPC159763
0.7273 Intermediate Similarity NPC83895
0.7273 Intermediate Similarity NPC187761
0.7273 Intermediate Similarity NPC471144
0.7263 Intermediate Similarity NPC214844
0.7263 Intermediate Similarity NPC475855
0.7255 Intermediate Similarity NPC472756
0.7253 Intermediate Similarity NPC69469
0.7253 Intermediate Similarity NPC116543
0.7245 Intermediate Similarity NPC473859
0.7245 Intermediate Similarity NPC469369
0.7245 Intermediate Similarity NPC54731
0.7245 Intermediate Similarity NPC469528
0.7245 Intermediate Similarity NPC11396
0.7245 Intermediate Similarity NPC306041
0.7245 Intermediate Similarity NPC21302
0.7245 Intermediate Similarity NPC241911
0.7234 Intermediate Similarity NPC475819
0.7234 Intermediate Similarity NPC476805
0.7234 Intermediate Similarity NPC87189
0.7234 Intermediate Similarity NPC228415
0.7228 Intermediate Similarity NPC235369
0.7228 Intermediate Similarity NPC474747
0.7228 Intermediate Similarity NPC250545
0.7228 Intermediate Similarity NPC13171
0.7228 Intermediate Similarity NPC261117
0.7228 Intermediate Similarity NPC195510
0.7228 Intermediate Similarity NPC310804
0.7228 Intermediate Similarity NPC472754
0.7222 Intermediate Similarity NPC52861
0.7216 Intermediate Similarity NPC81386
0.7216 Intermediate Similarity NPC2003
0.7216 Intermediate Similarity NPC25701
0.7216 Intermediate Similarity NPC474035
0.7212 Intermediate Similarity NPC264819
0.7212 Intermediate Similarity NPC94377
0.7212 Intermediate Similarity NPC308191
0.7204 Intermediate Similarity NPC477994
0.7204 Intermediate Similarity NPC477993
0.7204 Intermediate Similarity NPC477668
0.72 Intermediate Similarity NPC324667
0.72 Intermediate Similarity NPC255677
0.72 Intermediate Similarity NPC306344
0.72 Intermediate Similarity NPC288876
0.72 Intermediate Similarity NPC22149
0.72 Intermediate Similarity NPC475949
0.7196 Intermediate Similarity NPC469454
0.7196 Intermediate Similarity NPC469463
0.7196 Intermediate Similarity NPC469496
0.7191 Intermediate Similarity NPC86971
0.7191 Intermediate Similarity NPC321728
0.7188 Intermediate Similarity NPC476705
0.7188 Intermediate Similarity NPC184463
0.7188 Intermediate Similarity NPC30515
0.7188 Intermediate Similarity NPC230623
0.7184 Intermediate Similarity NPC179891
0.7174 Intermediate Similarity NPC476804
0.7174 Intermediate Similarity NPC295799
0.7172 Intermediate Similarity NPC266842
0.7172 Intermediate Similarity NPC205143
0.717 Intermediate Similarity NPC179798
0.717 Intermediate Similarity NPC317107
0.717 Intermediate Similarity NPC304180
0.7158 Intermediate Similarity NPC473564
0.7158 Intermediate Similarity NPC474032
0.7158 Intermediate Similarity NPC133450
0.7157 Intermediate Similarity NPC156681
0.7157 Intermediate Similarity NPC472755
0.7156 Intermediate Similarity NPC470775
0.7156 Intermediate Similarity NPC469684
0.7156 Intermediate Similarity NPC176513
0.7143 Intermediate Similarity NPC304886
0.7143 Intermediate Similarity NPC475046
0.7143 Intermediate Similarity NPC472534
0.7143 Intermediate Similarity NPC475659
0.7143 Intermediate Similarity NPC143706
0.7143 Intermediate Similarity NPC310450
0.7143 Intermediate Similarity NPC474959
0.7143 Intermediate Similarity NPC11383
0.7143 Intermediate Similarity NPC141350
0.7143 Intermediate Similarity NPC107476
0.7129 Intermediate Similarity NPC474742
0.7129 Intermediate Similarity NPC97435
0.7128 Intermediate Similarity NPC477959
0.7128 Intermediate Similarity NPC86005
0.7128 Intermediate Similarity NPC179659
0.7128 Intermediate Similarity NPC23622
0.7128 Intermediate Similarity NPC472007
0.7128 Intermediate Similarity NPC475037

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC278283 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
0.7778 Intermediate Similarity NPD4249 Approved
0.7692 Intermediate Similarity NPD4251 Approved
0.7692 Intermediate Similarity NPD4250 Approved
0.7553 Intermediate Similarity NPD7983 Approved
0.7368 Intermediate Similarity NPD7637 Suspended
0.7303 Intermediate Similarity NPD5790 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD4225 Approved
0.7253 Intermediate Similarity NPD6110 Phase 1
0.7113 Intermediate Similarity NPD5778 Approved
0.7113 Intermediate Similarity NPD5779 Approved
0.7111 Intermediate Similarity NPD4252 Approved
0.7083 Intermediate Similarity NPD6698 Approved
0.7083 Intermediate Similarity NPD46 Approved
0.7079 Intermediate Similarity NPD4271 Approved
0.7079 Intermediate Similarity NPD4268 Approved
0.7075 Intermediate Similarity NPD6371 Approved
0.7041 Intermediate Similarity NPD5282 Discontinued
0.6957 Remote Similarity NPD4269 Approved
0.6957 Remote Similarity NPD4270 Approved
0.6923 Remote Similarity NPD4820 Approved
0.6923 Remote Similarity NPD4821 Approved
0.6923 Remote Similarity NPD4819 Approved
0.6923 Remote Similarity NPD4822 Approved
0.6907 Remote Similarity NPD5785 Approved
0.6889 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6882 Remote Similarity NPD7154 Phase 3
0.6842 Remote Similarity NPD5786 Approved
0.68 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6792 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6754 Remote Similarity NPD8515 Approved
0.6754 Remote Similarity NPD8517 Approved
0.6754 Remote Similarity NPD8516 Approved
0.6754 Remote Similarity NPD8513 Phase 3
0.6737 Remote Similarity NPD5363 Approved
0.6735 Remote Similarity NPD7838 Discovery
0.6697 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5369 Approved
0.6667 Remote Similarity NPD6411 Approved
0.6602 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6574 Remote Similarity NPD6686 Approved
0.6569 Remote Similarity NPD7839 Suspended
0.6549 Remote Similarity NPD7115 Discovery
0.6526 Remote Similarity NPD5362 Discontinued
0.6512 Remote Similarity NPD4247 Clinical (unspecified phase)
0.65 Remote Similarity NPD4810 Clinical (unspecified phase)
0.6476 Remote Similarity NPD5344 Discontinued
0.6471 Remote Similarity NPD8074 Phase 3
0.6465 Remote Similarity NPD5370 Suspended
0.6465 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6465 Remote Similarity NPD6101 Approved
0.6455 Remote Similarity NPD6421 Discontinued
0.6421 Remote Similarity NPD5209 Approved
0.6421 Remote Similarity NPD6435 Approved
0.6396 Remote Similarity NPD2204 Approved
0.6381 Remote Similarity NPD7639 Approved
0.6381 Remote Similarity NPD7640 Approved
0.6354 Remote Similarity NPD5332 Approved
0.6354 Remote Similarity NPD5331 Approved
0.6316 Remote Similarity NPD4790 Discontinued
0.6289 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6286 Remote Similarity NPD7638 Approved
0.6275 Remote Similarity NPD6399 Phase 3
0.6273 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6263 Remote Similarity NPD7524 Approved
0.6239 Remote Similarity NPD6319 Approved
0.6224 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6224 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6216 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6211 Remote Similarity NPD5368 Approved
0.619 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6182 Remote Similarity NPD6412 Phase 2
0.6122 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6095 Remote Similarity NPD4792 Clinical (unspecified phase)
0.6075 Remote Similarity NPD6648 Approved
0.6061 Remote Similarity NPD1694 Approved
0.6053 Remote Similarity NPD6053 Discontinued
0.6042 Remote Similarity NPD7514 Phase 3
0.6042 Remote Similarity NPD7332 Phase 2
0.6033 Remote Similarity NPD8341 Approved
0.6033 Remote Similarity NPD8299 Approved
0.6033 Remote Similarity NPD8342 Approved
0.6033 Remote Similarity NPD8340 Approved
0.6033 Remote Similarity NPD7492 Approved
0.602 Remote Similarity NPD6695 Phase 3
0.6018 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6 Remote Similarity NPD4632 Approved
0.6 Remote Similarity NPD7145 Approved
0.5984 Remote Similarity NPD6616 Approved
0.5983 Remote Similarity NPD8295 Clinical (unspecified phase)
0.598 Remote Similarity NPD1695 Approved
0.5979 Remote Similarity NPD6902 Approved
0.5978 Remote Similarity NPD4732 Discontinued
0.5966 Remote Similarity NPD6054 Approved
0.596 Remote Similarity NPD5766 Clinical (unspecified phase)
0.5952 Remote Similarity NPD6109 Phase 1
0.595 Remote Similarity NPD8328 Phase 3
0.5935 Remote Similarity NPD7078 Approved
0.593 Remote Similarity NPD368 Approved
0.5929 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5917 Remote Similarity NPD6015 Approved
0.5917 Remote Similarity NPD6016 Approved
0.5917 Remote Similarity NPD8444 Approved
0.5917 Remote Similarity NPD7503 Approved
0.5895 Remote Similarity NPD6925 Approved
0.5895 Remote Similarity NPD5776 Phase 2
0.5887 Remote Similarity NPD7736 Approved
0.5868 Remote Similarity NPD5988 Approved
0.5868 Remote Similarity NPD6370 Approved
0.5854 Remote Similarity NPD8273 Phase 1
0.5854 Remote Similarity NPD8451 Approved
0.5851 Remote Similarity NPD8264 Approved
0.5851 Remote Similarity NPD8039 Approved
0.584 Remote Similarity NPD7319 Approved
0.5833 Remote Similarity NPD6059 Approved
0.582 Remote Similarity NPD7642 Approved
0.582 Remote Similarity NPD7829 Approved
0.582 Remote Similarity NPD7830 Approved
0.5818 Remote Similarity NPD7632 Discontinued
0.5806 Remote Similarity NPD8448 Approved
0.5806 Remote Similarity NPD8293 Discontinued
0.5804 Remote Similarity NPD6008 Approved
0.5804 Remote Similarity NPD5048 Discontinued
0.5795 Remote Similarity NPD3197 Phase 1
0.5784 Remote Similarity NPD7750 Discontinued
0.5776 Remote Similarity NPD8297 Approved
0.5773 Remote Similarity NPD6929 Approved
0.5758 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5758 Remote Similarity NPD3667 Approved
0.5752 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5752 Remote Similarity NPD5697 Approved
0.5741 Remote Similarity NPD6084 Phase 2
0.5741 Remote Similarity NPD7902 Approved
0.5741 Remote Similarity NPD6083 Phase 2
0.5739 Remote Similarity NPD4634 Approved
0.5729 Remote Similarity NPD6932 Approved
0.5729 Remote Similarity NPD4756 Discovery
0.5726 Remote Similarity NPD7507 Approved
0.5714 Remote Similarity NPD6930 Phase 2
0.5714 Remote Similarity NPD6009 Approved
0.5714 Remote Similarity NPD6931 Approved
0.5702 Remote Similarity NPD6881 Approved
0.5702 Remote Similarity NPD6899 Approved
0.5701 Remote Similarity NPD5695 Phase 3
0.569 Remote Similarity NPD6650 Approved
0.569 Remote Similarity NPD6649 Approved
0.569 Remote Similarity NPD1719 Phase 1
0.5688 Remote Similarity NPD5696 Approved
0.567 Remote Similarity NPD7322 Clinical (unspecified phase)
0.5669 Remote Similarity NPD8391 Approved
0.5669 Remote Similarity NPD8392 Approved
0.5669 Remote Similarity NPD8390 Approved
0.5667 Remote Similarity NPD7641 Discontinued
0.5667 Remote Similarity NPD7327 Approved
0.5667 Remote Similarity NPD7328 Approved
0.5664 Remote Similarity NPD6402 Approved
0.5664 Remote Similarity NPD6675 Approved
0.5664 Remote Similarity NPD5739 Approved
0.5664 Remote Similarity NPD7128 Approved
0.5657 Remote Similarity NPD6898 Phase 1
0.5656 Remote Similarity NPD6921 Approved
0.5656 Remote Similarity NPD5983 Phase 2
0.5656 Remote Similarity NPD8033 Approved
0.5652 Remote Similarity NPD6012 Approved
0.5652 Remote Similarity NPD6013 Approved
0.5652 Remote Similarity NPD6014 Approved
0.5652 Remote Similarity NPD6373 Approved
0.5652 Remote Similarity NPD6372 Approved
0.5649 Remote Similarity NPD7966 Clinical (unspecified phase)
0.5648 Remote Similarity NPD4228 Discovery
0.5644 Remote Similarity NPD4786 Approved
0.5625 Remote Similarity NPD7260 Phase 2
0.5625 Remote Similarity NPD6647 Phase 2
0.5625 Remote Similarity NPD5738 Clinical (unspecified phase)
0.562 Remote Similarity NPD7516 Approved
0.5614 Remote Similarity NPD6685 Approved
0.5614 Remote Similarity NPD5701 Approved
0.5607 Remote Similarity NPD7748 Approved
0.5603 Remote Similarity NPD6883 Approved
0.5603 Remote Similarity NPD7102 Approved
0.5603 Remote Similarity NPD7290 Approved

Structure

External Identifiers

PubChem CID   44561069
ChEMBL   CHEMBL486248
ZINC  

Physicochemical Properties

Molecular Weight:  336.19
ALogP:  -0.8351
MLogP:  3
XLogP:  3.487
# Rotatable Bonds:  11
Polar Surface Area:  86.99
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  2
# Heavy Atoms:  24

Download Data

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