Natural Product: NPC70996

Natural Product ID:  NPC70996
Common Name:   Caiophoraenin
IUPAC Name:   (1S,4R,4aS,5S,7S,7aS)-5-hydroxy-7-(hydroxymethyl)-1-methoxy-4-methyl-4,4a,5,6,7,7a-hexahydro-1H-cyclopenta[c]pyran-3-one
Synonyms:   caiophoraenin
Molecular Formula:   C11H18O5
Standard InCHIKey:  ZVEZLXLQLYOFMK-DRZZNBKRSA-N
Standard InCHI:  InChI=1S/C11H18O5/c1-5-8-7(13)3-6(4-12)9(8)11(15-2)16-10(5)14/h5-9,11-13H,3-4H2,1-2H3/t5-,6-,7+,8+,9+,11+/m1/s1
Canonical SMILES:  CO[C@H]1OC(=O)[C@@H]([C@@H]2[C@@H]1[C@@H](CO)C[C@@H]2O)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
NPO13392 Caiophora coronata Species Loasaceae Eukaryota PMID[14695811]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC > 128 ug/ml PubChem BioAssay data set
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC > 128 ug/ml PubChem BioAssay data set
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC > 128 ug/ml 21902175
NPT1531 Organism Enterococcus faecium Enterococcus faecium MIC > 128 ug/ml 19715320
NPT19 Organism Escherichia coli Escherichia coli MIC > 128 ug/ml 19715320

  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 NPC70996 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
0.875 High Similarity NPC475062
0.8642 High Similarity NPC470657
0.8537 High Similarity NPC31349
0.8442 Intermediate Similarity NPC214030
0.8442 Intermediate Similarity NPC83108
0.8243 Intermediate Similarity NPC98711
0.8214 Intermediate Similarity NPC470009
0.7821 Intermediate Similarity NPC215030
0.7692 Intermediate Similarity NPC58267
0.7692 Intermediate Similarity NPC263674
0.7692 Intermediate Similarity NPC261372
0.7667 Intermediate Similarity NPC215570
0.7632 Intermediate Similarity NPC319007
0.7619 Intermediate Similarity NPC474266
0.7595 Intermediate Similarity NPC477867
0.7528 Intermediate Similarity NPC474065
0.75 Intermediate Similarity NPC475849
0.7474 Intermediate Similarity NPC475928
0.7468 Intermediate Similarity NPC470659
0.7468 Intermediate Similarity NPC470660
0.7447 Intermediate Similarity NPC3488
0.7447 Intermediate Similarity NPC287539
0.7444 Intermediate Similarity NPC161035
0.7412 Intermediate Similarity NPC111409
0.7412 Intermediate Similarity NPC157328
0.7407 Intermediate Similarity NPC279575
0.7391 Intermediate Similarity NPC193785
0.7391 Intermediate Similarity NPC474297
0.7386 Intermediate Similarity NPC33398
0.7381 Intermediate Similarity NPC216941
0.7368 Intermediate Similarity NPC473899
0.7368 Intermediate Similarity NPC35185
0.7368 Intermediate Similarity NPC177013
0.7368 Intermediate Similarity NPC474730
0.7368 Intermediate Similarity NPC4899
0.7342 Intermediate Similarity NPC184550
0.7342 Intermediate Similarity NPC185419
0.7333 Intermediate Similarity NPC235051
0.732 Intermediate Similarity NPC170432
0.732 Intermediate Similarity NPC127235
0.7312 Intermediate Similarity NPC471241
0.7312 Intermediate Similarity NPC328180
0.7312 Intermediate Similarity NPC278028
0.7312 Intermediate Similarity NPC236580
0.7312 Intermediate Similarity NPC304445
0.7312 Intermediate Similarity NPC472273
0.7294 Intermediate Similarity NPC212340
0.7292 Intermediate Similarity NPC37240
0.7273 Intermediate Similarity NPC475773
0.7263 Intermediate Similarity NPC478181
0.7263 Intermediate Similarity NPC67296
0.7262 Intermediate Similarity NPC60568
0.725 Intermediate Similarity NPC291228
0.725 Intermediate Similarity NPC248427
0.725 Intermediate Similarity NPC308096
0.7245 Intermediate Similarity NPC148270
0.7245 Intermediate Similarity NPC197813
0.7245 Intermediate Similarity NPC80338
0.7234 Intermediate Similarity NPC37866
0.7222 Intermediate Similarity NPC246173
0.7222 Intermediate Similarity NPC77756
0.7216 Intermediate Similarity NPC88469
0.72 Intermediate Similarity NPC325773
0.7188 Intermediate Similarity NPC106668
0.7188 Intermediate Similarity NPC292803
0.7172 Intermediate Similarity NPC110701
0.7158 Intermediate Similarity NPC20028
0.7143 Intermediate Similarity NPC170595
0.7143 Intermediate Similarity NPC475878
0.7128 Intermediate Similarity NPC472290
0.7126 Intermediate Similarity NPC101138
0.7126 Intermediate Similarity NPC25802
0.7126 Intermediate Similarity NPC51135
0.7126 Intermediate Similarity NPC82492
0.7126 Intermediate Similarity NPC291310
0.7113 Intermediate Similarity NPC27687
0.7113 Intermediate Similarity NPC107385
0.7111 Intermediate Similarity NPC200580
0.7108 Intermediate Similarity NPC474003
0.7097 Intermediate Similarity NPC305808
0.7089 Intermediate Similarity NPC28526
0.7079 Intermediate Similarity NPC239938
0.7073 Intermediate Similarity NPC179922
0.7065 Intermediate Similarity NPC472238
0.7065 Intermediate Similarity NPC472237
0.7065 Intermediate Similarity NPC476189
0.7059 Intermediate Similarity NPC156658
0.7059 Intermediate Similarity NPC258965
0.7053 Intermediate Similarity NPC249171
0.7053 Intermediate Similarity NPC49833
0.7051 Intermediate Similarity NPC206601
0.7045 Intermediate Similarity NPC473350
0.7045 Intermediate Similarity NPC478111
0.7041 Intermediate Similarity NPC114365
0.7041 Intermediate Similarity NPC18044
0.7041 Intermediate Similarity NPC18433
0.7041 Intermediate Similarity NPC132304
0.7041 Intermediate Similarity NPC123070
0.7041 Intermediate Similarity NPC88890
0.7041 Intermediate Similarity NPC177518
0.7041 Intermediate Similarity NPC154962
0.7041 Intermediate Similarity NPC169089
0.7041 Intermediate Similarity NPC470167
0.703 Intermediate Similarity NPC193741
0.7024 Intermediate Similarity NPC470014
0.7011 Intermediate Similarity NPC128246
0.701 Intermediate Similarity NPC310031
0.701 Intermediate Similarity NPC80144
0.701 Intermediate Similarity NPC470172
0.701 Intermediate Similarity NPC80191
0.701 Intermediate Similarity NPC213528
0.701 Intermediate Similarity NPC244969
0.7 Intermediate Similarity NPC203170
0.6989 Remote Similarity NPC63897
0.6989 Remote Similarity NPC470424
0.6989 Remote Similarity NPC470423
0.6979 Remote Similarity NPC41843
0.6979 Remote Similarity NPC473146
0.6977 Remote Similarity NPC126248
0.6977 Remote Similarity NPC30443
0.6977 Remote Similarity NPC45256
0.6977 Remote Similarity NPC285480
0.6977 Remote Similarity NPC260977
0.697 Remote Similarity NPC215408
0.6961 Remote Similarity NPC469824
0.6957 Remote Similarity NPC52756
0.6939 Remote Similarity NPC473406
0.6939 Remote Similarity NPC471253
0.6939 Remote Similarity NPC473148
0.6932 Remote Similarity NPC473791
0.6923 Remote Similarity NPC215556
0.6915 Remote Similarity NPC93869
0.6915 Remote Similarity NPC6765
0.6907 Remote Similarity NPC477172
0.6905 Remote Similarity NPC188793
0.69 Remote Similarity NPC203974
0.69 Remote Similarity NPC176756
0.6897 Remote Similarity NPC24556
0.6893 Remote Similarity NPC475851
0.6893 Remote Similarity NPC475924
0.6893 Remote Similarity NPC477489
0.6889 Remote Similarity NPC314364
0.6882 Remote Similarity NPC472232
0.6882 Remote Similarity NPC472231
0.6875 Remote Similarity NPC241265
0.6875 Remote Similarity NPC285003
0.6875 Remote Similarity NPC211087
0.6875 Remote Similarity NPC253995
0.6869 Remote Similarity NPC100078
0.6867 Remote Similarity NPC155441
0.6863 Remote Similarity NPC114961
0.6863 Remote Similarity NPC27551
0.6863 Remote Similarity NPC98633
0.6848 Remote Similarity NPC216284
0.6842 Remote Similarity NPC475785
0.6842 Remote Similarity NPC476728
0.6842 Remote Similarity NPC161293
0.6842 Remote Similarity NPC475765
0.6837 Remote Similarity NPC304163
0.6837 Remote Similarity NPC94919
0.6835 Remote Similarity NPC286842
0.6832 Remote Similarity NPC167044
0.6832 Remote Similarity NPC92890
0.6832 Remote Similarity NPC202898
0.6832 Remote Similarity NPC472079
0.6832 Remote Similarity NPC475319
0.6818 Remote Similarity NPC15091
0.6813 Remote Similarity NPC191221
0.6813 Remote Similarity NPC79549
0.6809 Remote Similarity NPC274588
0.68 Remote Similarity NPC103172
0.68 Remote Similarity NPC166079
0.68 Remote Similarity NPC164600
0.68 Remote Similarity NPC306776
0.68 Remote Similarity NPC285927
0.6796 Remote Similarity NPC471251
0.6782 Remote Similarity NPC475743
0.6778 Remote Similarity NPC472272
0.6768 Remote Similarity NPC34562
0.6765 Remote Similarity NPC273002
0.6765 Remote Similarity NPC236753
0.6765 Remote Similarity NPC471250
0.6765 Remote Similarity NPC227879
0.6765 Remote Similarity NPC94086
0.6765 Remote Similarity NPC217041
0.6765 Remote Similarity NPC233433
0.6765 Remote Similarity NPC208333
0.6765 Remote Similarity NPC473817
0.6765 Remote Similarity NPC228190
0.6765 Remote Similarity NPC92297
0.6765 Remote Similarity NPC220836
0.6762 Remote Similarity NPC79193
0.675 Remote Similarity NPC97736
0.675 Remote Similarity NPC82315
0.675 Remote Similarity NPC50228
0.6744 Remote Similarity NPC22742
0.6744 Remote Similarity NPC294748
0.6744 Remote Similarity NPC477344
0.6744 Remote Similarity NPC472310
0.6744 Remote Similarity NPC80891

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC70996 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
0.7875 Intermediate Similarity NPD4802 Phase 2
0.7875 Intermediate Similarity NPD4238 Approved
0.726 Intermediate Similarity NPD3198 Approved
0.7073 Intermediate Similarity NPD3702 Approved
0.7041 Intermediate Similarity NPD4057 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD4056 Clinical (unspecified phase)
0.6977 Remote Similarity NPD1779 Approved
0.6977 Remote Similarity NPD1780 Approved
0.6869 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6629 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6629 Remote Similarity NPD3669 Approved
0.6628 Remote Similarity NPD6114 Approved
0.6628 Remote Similarity NPD6115 Approved
0.6628 Remote Similarity NPD6697 Approved
0.6628 Remote Similarity NPD6118 Approved
0.6517 Remote Similarity NPD6435 Approved
0.6512 Remote Similarity NPD6116 Phase 1
0.6477 Remote Similarity NPD6928 Phase 2
0.6456 Remote Similarity NPD7909 Approved
0.642 Remote Similarity NPD897 Approved
0.642 Remote Similarity NPD896 Approved
0.642 Remote Similarity NPD898 Approved
0.6408 Remote Similarity NPD6412 Phase 2
0.64 Remote Similarity NPD1700 Approved
0.6395 Remote Similarity NPD6117 Approved
0.6353 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6337 Remote Similarity NPD8083 Approved
0.6337 Remote Similarity NPD8084 Approved
0.6337 Remote Similarity NPD8138 Approved
0.6337 Remote Similarity NPD8086 Approved
0.6337 Remote Similarity NPD8139 Approved
0.6337 Remote Similarity NPD8085 Approved
0.6337 Remote Similarity NPD8082 Approved
0.631 Remote Similarity NPD5777 Approved
0.6292 Remote Similarity NPD5368 Approved
0.6275 Remote Similarity NPD8275 Approved
0.6275 Remote Similarity NPD8276 Approved
0.6265 Remote Similarity NPD3698 Phase 2
0.6222 Remote Similarity NPD5369 Approved
0.6214 Remote Similarity NPD8081 Approved
0.6204 Remote Similarity NPD8133 Approved
0.619 Remote Similarity NPD4245 Approved
0.619 Remote Similarity NPD4244 Approved
0.6186 Remote Similarity NPD8171 Discontinued
0.6173 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6163 Remote Similarity NPD1810 Approved
0.6163 Remote Similarity NPD1811 Approved
0.6154 Remote Similarity NPD8393 Approved
0.6133 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6133 Remote Similarity NPD615 Clinical (unspecified phase)
0.6092 Remote Similarity NPD2257 Approved
0.6092 Remote Similarity NPD3703 Phase 2
0.6091 Remote Similarity NPD6940 Discontinued
0.6087 Remote Similarity NPD5362 Discontinued
0.6064 Remote Similarity NPD4249 Approved
0.6064 Remote Similarity NPD5786 Approved
0.6038 Remote Similarity NPD6686 Approved
0.6034 Remote Similarity NPD7507 Approved
0.6 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6 Remote Similarity NPD4250 Approved
0.6 Remote Similarity NPD4251 Approved
0.5981 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5978 Remote Similarity NPD4269 Approved
0.5978 Remote Similarity NPD4270 Approved
0.5957 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5943 Remote Similarity NPD8140 Approved
0.5943 Remote Similarity NPD8307 Discontinued
0.5934 Remote Similarity NPD5790 Clinical (unspecified phase)
0.593 Remote Similarity NPD4808 Clinical (unspecified phase)
0.593 Remote Similarity NPD6081 Approved
0.593 Remote Similarity NPD4809 Clinical (unspecified phase)
0.5926 Remote Similarity NPD8961 Approved
0.5918 Remote Similarity NPD8034 Phase 2
0.5918 Remote Similarity NPD8035 Phase 2
0.5915 Remote Similarity NPD634 Phase 3
0.5904 Remote Similarity NPD4224 Phase 2
0.5893 Remote Similarity NPD6009 Approved
0.5882 Remote Similarity NPD7319 Approved
0.5882 Remote Similarity NPD3700 Clinical (unspecified phase)
0.5882 Remote Similarity NPD3699 Clinical (unspecified phase)
0.5859 Remote Similarity NPD6399 Phase 3
0.5847 Remote Similarity NPD8293 Discontinued
0.5833 Remote Similarity NPD8306 Approved
0.5833 Remote Similarity NPD8305 Approved
0.5824 Remote Similarity NPD7329 Approved
0.5818 Remote Similarity NPD6882 Approved
0.5818 Remote Similarity NPD6053 Discontinued
0.5814 Remote Similarity NPD4789 Approved
0.5798 Remote Similarity NPD7736 Approved
0.5789 Remote Similarity NPD5363 Approved
0.5783 Remote Similarity NPD9496 Clinical (unspecified phase)
0.578 Remote Similarity NPD8087 Discontinued
0.5776 Remote Similarity NPD6370 Approved
0.5765 Remote Similarity NPD229 Approved
0.5761 Remote Similarity NPD4821 Approved
0.5761 Remote Similarity NPD4820 Approved
0.5761 Remote Similarity NPD4822 Approved
0.5761 Remote Similarity NPD4819 Approved
0.5761 Remote Similarity NPD4252 Approved
0.5752 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5714 Remote Similarity NPD4271 Approved
0.5714 Remote Similarity NPD1695 Approved
0.5714 Remote Similarity NPD4268 Approved
0.5714 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5714 Remote Similarity NPD3728 Approved
0.5714 Remote Similarity NPD3730 Approved
0.5701 Remote Similarity NPD6402 Approved
0.5701 Remote Similarity NPD6008 Approved
0.5701 Remote Similarity NPD7128 Approved
0.5701 Remote Similarity NPD6675 Approved
0.5701 Remote Similarity NPD5739 Approved
0.5688 Remote Similarity NPD6373 Approved
0.5688 Remote Similarity NPD6372 Approved
0.5682 Remote Similarity NPD3181 Approved
0.5678 Remote Similarity NPD7492 Approved
0.5657 Remote Similarity NPD6698 Approved
0.5657 Remote Similarity NPD5785 Approved
0.5657 Remote Similarity NPD46 Approved
0.5648 Remote Similarity NPD5697 Approved
0.5648 Remote Similarity NPD5701 Approved
0.5638 Remote Similarity NPD7345 Approved
0.5632 Remote Similarity NPD2687 Approved
0.5632 Remote Similarity NPD2254 Approved
0.5632 Remote Similarity NPD2686 Approved
0.5631 Remote Similarity NPD6083 Phase 2
0.5631 Remote Similarity NPD6084 Phase 2
0.563 Remote Similarity NPD6616 Approved
0.5625 Remote Similarity NPD4632 Approved
0.5625 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5614 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5603 Remote Similarity NPD6054 Approved
0.5603 Remote Similarity NPD6059 Approved

Structure

External Identifiers

PubChem CID   3009696
ChEMBL   CHEMBL495270
ZINC  

Physicochemical Properties

Molecular Weight:  230.12
ALogP:  -1.338
MLogP:  2.12
XLogP:  -0.399
# Rotatable Bonds:  6
Polar Surface Area:  75.99
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  16

Download Data

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