Natural Product: NPC90446

Natural Product ID:  NPC90446
Common Name:   Oxycurcumenol Epoxide
IUPAC Name:   (1S,3aS,7S,8aS)-8a-hydroxy-1,3',3',4-tetramethylspiro[2,3,3a,8-tetrahydro-1H-azulene-7,2'-oxirane]-6-one
Synonyms:   Oxycurcumenol Epoxide
Molecular Formula:   C15H22O3
Standard InCHIKey:  QKVASKAIMFWWHV-LWWSYDQCSA-N
Standard InCHI:  InChI=1S/C15H22O3/c1-9-7-12(16)15(13(3,4)18-15)8-14(17)10(2)5-6-11(9)14/h7,10-11,17H,5-6,8H2,1-4H3/t10-,11-,14-,15+/m0/s1
Canonical SMILES:  CC1=CC(=O)[C@@]2(C[C@]3([C@H]1CC[C@@H]3C)O)OC2(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
NPO17780 Curcuma heyneana Species Zingiberaceae Eukaryota Rhizomes PMID[23387824]
NPO18068 Curcuma phaeocaulis Species Zingiberaceae Eukaryota Rhizomes PMID[23755850]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 57400 nM 22691179
NPT178 Individual Protein Protein-tyrosine phosphatase 1B Homo sapiens Inhibition < 65 % 18710917

  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 NPC90446 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
0.8148 Intermediate Similarity NPC77501
0.7901 Intermediate Similarity NPC300940
0.7765 Intermediate Similarity NPC66677
0.7765 Intermediate Similarity NPC84185
0.7765 Intermediate Similarity NPC471890
0.7674 Intermediate Similarity NPC30675
0.7674 Intermediate Similarity NPC164218
0.7629 Intermediate Similarity NPC477356
0.7619 Intermediate Similarity NPC115719
0.7619 Intermediate Similarity NPC141346
0.7619 Intermediate Similarity NPC142759
0.7619 Intermediate Similarity NPC25908
0.7619 Intermediate Similarity NPC473437
0.7619 Intermediate Similarity NPC124289
0.7604 Intermediate Similarity NPC477355
0.759 Intermediate Similarity NPC7382
0.7561 Intermediate Similarity NPC469737
0.7528 Intermediate Similarity NPC475796
0.7528 Intermediate Similarity NPC165287
0.75 Intermediate Similarity NPC89374
0.75 Intermediate Similarity NPC87090
0.75 Intermediate Similarity NPC251435
0.7447 Intermediate Similarity NPC125180
0.7423 Intermediate Similarity NPC470541
0.7423 Intermediate Similarity NPC109556
0.7412 Intermediate Similarity NPC215481
0.7396 Intermediate Similarity NPC477354
0.7391 Intermediate Similarity NPC476706
0.7391 Intermediate Similarity NPC476707
0.7391 Intermediate Similarity NPC315911
0.7381 Intermediate Similarity NPC469691
0.7381 Intermediate Similarity NPC167049
0.7374 Intermediate Similarity NPC118405
0.7353 Intermediate Similarity NPC117604
0.7333 Intermediate Similarity NPC156485
0.7317 Intermediate Similarity NPC477449
0.7317 Intermediate Similarity NPC477448
0.7303 Intermediate Similarity NPC256750
0.7303 Intermediate Similarity NPC133844
0.7303 Intermediate Similarity NPC20262
0.7294 Intermediate Similarity NPC469678
0.7294 Intermediate Similarity NPC469669
0.7294 Intermediate Similarity NPC475771
0.7283 Intermediate Similarity NPC197333
0.7283 Intermediate Similarity NPC471739
0.7273 Intermediate Similarity NPC237190
0.7273 Intermediate Similarity NPC206079
0.7263 Intermediate Similarity NPC202824
0.7263 Intermediate Similarity NPC475488
0.7263 Intermediate Similarity NPC477361
0.7262 Intermediate Similarity NPC92909
0.7262 Intermediate Similarity NPC107783
0.7245 Intermediate Similarity NPC64742
0.7245 Intermediate Similarity NPC221615
0.7241 Intermediate Similarity NPC476627
0.7222 Intermediate Similarity NPC473629
0.7209 Intermediate Similarity NPC182848
0.7209 Intermediate Similarity NPC226242
0.7191 Intermediate Similarity NPC39411
0.7191 Intermediate Similarity NPC255580
0.7191 Intermediate Similarity NPC78677
0.7191 Intermediate Similarity NPC59994
0.7188 Intermediate Similarity NPC298919
0.7176 Intermediate Similarity NPC206875
0.7172 Intermediate Similarity NPC280963
0.7159 Intermediate Similarity NPC476624
0.7159 Intermediate Similarity NPC472013
0.7158 Intermediate Similarity NPC476705
0.7157 Intermediate Similarity NPC314244
0.7143 Intermediate Similarity NPC207689
0.7143 Intermediate Similarity NPC144258
0.7128 Intermediate Similarity NPC170775
0.7126 Intermediate Similarity NPC195785
0.7126 Intermediate Similarity NPC472014
0.7126 Intermediate Similarity NPC15975
0.7126 Intermediate Similarity NPC53581
0.7126 Intermediate Similarity NPC103987
0.7113 Intermediate Similarity NPC67584
0.7113 Intermediate Similarity NPC52044
0.71 Intermediate Similarity NPC207885
0.71 Intermediate Similarity NPC112613
0.71 Intermediate Similarity NPC164598
0.71 Intermediate Similarity NPC474339
0.71 Intermediate Similarity NPC477950
0.7097 Intermediate Similarity NPC237540
0.7097 Intermediate Similarity NPC471738
0.7079 Intermediate Similarity NPC233352
0.7079 Intermediate Similarity NPC824
0.7079 Intermediate Similarity NPC138492
0.7065 Intermediate Similarity NPC476628
0.7065 Intermediate Similarity NPC15838
0.7065 Intermediate Similarity NPC36350
0.7065 Intermediate Similarity NPC132629
0.7065 Intermediate Similarity NPC96621
0.7059 Intermediate Similarity NPC309190
0.7059 Intermediate Similarity NPC474741
0.7053 Intermediate Similarity NPC301969
0.7053 Intermediate Similarity NPC37607
0.7045 Intermediate Similarity NPC19443
0.7045 Intermediate Similarity NPC321180
0.7041 Intermediate Similarity NPC9812
0.7041 Intermediate Similarity NPC213078
0.7041 Intermediate Similarity NPC94337
0.7037 Intermediate Similarity NPC205618
0.7037 Intermediate Similarity NPC261782
0.7037 Intermediate Similarity NPC469326
0.7033 Intermediate Similarity NPC62214
0.7033 Intermediate Similarity NPC108045
0.7033 Intermediate Similarity NPC475622
0.703 Intermediate Similarity NPC478176
0.7021 Intermediate Similarity NPC224652
0.7021 Intermediate Similarity NPC475902
0.701 Intermediate Similarity NPC124207
0.7 Intermediate Similarity NPC112167
0.7 Intermediate Similarity NPC286229
0.7 Intermediate Similarity NPC474353
0.7 Intermediate Similarity NPC470241
0.7 Intermediate Similarity NPC171665
0.699 Remote Similarity NPC190867
0.6989 Remote Similarity NPC67493
0.6989 Remote Similarity NPC476043
0.6979 Remote Similarity NPC26865
0.6979 Remote Similarity NPC144629
0.6977 Remote Similarity NPC469641
0.6977 Remote Similarity NPC472966
0.6977 Remote Similarity NPC469643
0.6972 Remote Similarity NPC475305
0.697 Remote Similarity NPC161493
0.697 Remote Similarity NPC471916
0.697 Remote Similarity NPC477949
0.697 Remote Similarity NPC470834
0.6966 Remote Similarity NPC471740
0.6966 Remote Similarity NPC276647
0.6966 Remote Similarity NPC301769
0.6966 Remote Similarity NPC261125
0.6966 Remote Similarity NPC622
0.6966 Remote Similarity NPC32758
0.6966 Remote Similarity NPC181195
0.6961 Remote Similarity NPC470839
0.6957 Remote Similarity NPC120726
0.6957 Remote Similarity NPC472480
0.6957 Remote Similarity NPC32565
0.6951 Remote Similarity NPC197089
0.6947 Remote Similarity NPC41217
0.6947 Remote Similarity NPC212664
0.6947 Remote Similarity NPC326627
0.6947 Remote Similarity NPC310010
0.6941 Remote Similarity NPC106309
0.6941 Remote Similarity NPC144627
0.6939 Remote Similarity NPC469873
0.6939 Remote Similarity NPC261341
0.6923 Remote Similarity NPC193347
0.6923 Remote Similarity NPC89555
0.6915 Remote Similarity NPC201658
0.6909 Remote Similarity NPC475401
0.6907 Remote Similarity NPC233118
0.6907 Remote Similarity NPC109414
0.6905 Remote Similarity NPC144647
0.69 Remote Similarity NPC244411
0.6889 Remote Similarity NPC45495
0.6882 Remote Similarity NPC471185
0.6882 Remote Similarity NPC165162
0.6882 Remote Similarity NPC78089
0.6882 Remote Similarity NPC245434
0.6875 Remote Similarity NPC2946
0.6875 Remote Similarity NPC477684
0.6875 Remote Similarity NPC129419
0.6875 Remote Similarity NPC77337
0.6869 Remote Similarity NPC272411
0.6867 Remote Similarity NPC476626
0.6863 Remote Similarity NPC25639
0.6863 Remote Similarity NPC474747
0.6854 Remote Similarity NPC207772
0.6854 Remote Similarity NPC474056
0.6848 Remote Similarity NPC245665
0.6847 Remote Similarity NPC477092
0.6842 Remote Similarity NPC241507
0.6842 Remote Similarity NPC53158
0.6842 Remote Similarity NPC476708
0.6842 Remote Similarity NPC471941
0.6837 Remote Similarity NPC127019
0.6837 Remote Similarity NPC167219
0.6837 Remote Similarity NPC121825
0.6837 Remote Similarity NPC477131
0.6835 Remote Similarity NPC469321
0.6832 Remote Similarity NPC469872
0.6832 Remote Similarity NPC469864
0.6827 Remote Similarity NPC44004
0.6824 Remote Similarity NPC280256
0.6822 Remote Similarity NPC475495
0.6818 Remote Similarity NPC271070
0.6813 Remote Similarity NPC136150
0.6809 Remote Similarity NPC261721
0.6809 Remote Similarity NPC107787
0.6804 Remote Similarity NPC300312
0.6804 Remote Similarity NPC133698
0.6804 Remote Similarity NPC111114
0.6804 Remote Similarity NPC155215
0.6804 Remote Similarity NPC20713
0.6804 Remote Similarity NPC261607

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC90446 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
0.7188 Intermediate Similarity NPD5282 Discontinued
0.7143 Intermediate Similarity NPD4197 Approved
0.7113 Intermediate Similarity NPD5695 Phase 3
0.7071 Intermediate Similarity NPD5696 Approved
0.7065 Intermediate Similarity NPD5329 Approved
0.7 Intermediate Similarity NPD5369 Approved
0.6989 Remote Similarity NPD4694 Approved
0.6989 Remote Similarity NPD5690 Phase 2
0.6989 Remote Similarity NPD5280 Approved
0.697 Remote Similarity NPD6084 Phase 2
0.697 Remote Similarity NPD6083 Phase 2
0.6947 Remote Similarity NPD4753 Phase 2
0.6923 Remote Similarity NPD4223 Phase 3
0.6923 Remote Similarity NPD4221 Approved
0.6809 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6771 Remote Similarity NPD6904 Approved
0.6771 Remote Similarity NPD6080 Approved
0.6771 Remote Similarity NPD1695 Approved
0.6771 Remote Similarity NPD6673 Approved
0.6768 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6768 Remote Similarity NPD5210 Approved
0.6768 Remote Similarity NPD4629 Approved
0.6762 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6739 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6729 Remote Similarity NPD6371 Approved
0.6702 Remote Similarity NPD5363 Approved
0.6701 Remote Similarity NPD5692 Phase 3
0.6667 Remote Similarity NPD7128 Approved
0.6667 Remote Similarity NPD5739 Approved
0.6667 Remote Similarity NPD6675 Approved
0.6667 Remote Similarity NPD6402 Approved
0.6667 Remote Similarity NPD4518 Approved
0.6636 Remote Similarity NPD6373 Approved
0.6636 Remote Similarity NPD6372 Approved
0.6634 Remote Similarity NPD4755 Approved
0.6633 Remote Similarity NPD5284 Approved
0.6633 Remote Similarity NPD6050 Approved
0.6633 Remote Similarity NPD5693 Phase 1
0.6633 Remote Similarity NPD5694 Approved
0.6633 Remote Similarity NPD5281 Approved
0.6632 Remote Similarity NPD4693 Phase 3
0.6632 Remote Similarity NPD5205 Approved
0.6632 Remote Similarity NPD6098 Approved
0.6632 Remote Similarity NPD4688 Approved
0.6632 Remote Similarity NPD4138 Approved
0.6632 Remote Similarity NPD4690 Approved
0.6632 Remote Similarity NPD5279 Phase 3
0.6632 Remote Similarity NPD4689 Approved
0.6604 Remote Similarity NPD5701 Approved
0.6604 Remote Similarity NPD5697 Approved
0.6566 Remote Similarity NPD5133 Approved
0.6559 Remote Similarity NPD6435 Approved
0.6559 Remote Similarity NPD4270 Approved
0.6559 Remote Similarity NPD4269 Approved
0.6548 Remote Similarity NPD7331 Phase 2
0.6542 Remote Similarity NPD6899 Approved
0.6542 Remote Similarity NPD7320 Approved
0.6542 Remote Similarity NPD6881 Approved
0.6531 Remote Similarity NPD5785 Approved
0.6522 Remote Similarity NPD4695 Discontinued
0.6514 Remote Similarity NPD6649 Approved
0.6514 Remote Similarity NPD6650 Approved
0.6505 Remote Similarity NPD5285 Approved
0.6505 Remote Similarity NPD5286 Approved
0.6505 Remote Similarity NPD4700 Approved
0.6505 Remote Similarity NPD4696 Approved
0.6495 Remote Similarity NPD5737 Approved
0.6495 Remote Similarity NPD6672 Approved
0.6484 Remote Similarity NPD3617 Approved
0.6481 Remote Similarity NPD6013 Approved
0.6481 Remote Similarity NPD6012 Approved
0.6481 Remote Similarity NPD6014 Approved
0.6458 Remote Similarity NPD5786 Approved
0.6429 Remote Similarity NPD7341 Phase 2
0.6422 Remote Similarity NPD6883 Approved
0.6422 Remote Similarity NPD7290 Approved
0.6422 Remote Similarity NPD7102 Approved
0.6421 Remote Similarity NPD3133 Approved
0.6421 Remote Similarity NPD3666 Approved
0.6421 Remote Similarity NPD3665 Phase 1
0.64 Remote Similarity NPD6399 Phase 3
0.64 Remote Similarity NPD4202 Approved
0.6389 Remote Similarity NPD6011 Approved
0.6381 Remote Similarity NPD5225 Approved
0.6381 Remote Similarity NPD4633 Approved
0.6381 Remote Similarity NPD5226 Approved
0.6381 Remote Similarity NPD5211 Phase 2
0.6381 Remote Similarity NPD5224 Approved
0.6364 Remote Similarity NPD5207 Approved
0.6364 Remote Similarity NPD6869 Approved
0.6364 Remote Similarity NPD6847 Approved
0.6364 Remote Similarity NPD6617 Approved
0.6364 Remote Similarity NPD8130 Phase 1
0.6364 Remote Similarity NPD4096 Approved
0.6344 Remote Similarity NPD4252 Approved
0.6344 Remote Similarity NPD5368 Approved
0.6337 Remote Similarity NPD6001 Approved
0.6327 Remote Similarity NPD5208 Approved
0.6321 Remote Similarity NPD5175 Approved
0.6321 Remote Similarity NPD5174 Approved
0.6316 Remote Similarity NPD5362 Discontinued
0.6311 Remote Similarity NPD5959 Approved
0.6306 Remote Similarity NPD8297 Approved
0.6306 Remote Similarity NPD6882 Approved
0.6289 Remote Similarity NPD3618 Phase 1
0.6286 Remote Similarity NPD5223 Approved
0.6275 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6275 Remote Similarity NPD5654 Approved
0.6273 Remote Similarity NPD4634 Approved
0.6262 Remote Similarity NPD5141 Approved
0.625 Remote Similarity NPD4786 Approved
0.6237 Remote Similarity NPD4195 Approved
0.6228 Remote Similarity NPD7115 Discovery
0.6226 Remote Similarity NPD5091 Approved
0.6216 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6214 Remote Similarity NPD4697 Phase 3
0.6211 Remote Similarity NPD3667 Approved
0.6207 Remote Similarity NPD6059 Approved
0.6207 Remote Similarity NPD6054 Approved
0.6207 Remote Similarity NPD6319 Approved
0.6204 Remote Similarity NPD6008 Approved
0.6204 Remote Similarity NPD4767 Approved
0.6204 Remote Similarity NPD4768 Approved
0.619 Remote Similarity NPD2664 Clinical (unspecified phase)
0.617 Remote Similarity NPD4822 Approved
0.617 Remote Similarity NPD5790 Clinical (unspecified phase)
0.617 Remote Similarity NPD4819 Approved
0.617 Remote Similarity NPD4820 Approved
0.617 Remote Similarity NPD4821 Approved
0.6168 Remote Similarity NPD4754 Approved
0.6154 Remote Similarity NPD6016 Approved
0.6154 Remote Similarity NPD6015 Approved
0.614 Remote Similarity NPD6274 Approved
0.6122 Remote Similarity NPD7521 Approved
0.6122 Remote Similarity NPD5330 Approved
0.6122 Remote Similarity NPD7334 Approved
0.6122 Remote Similarity NPD6409 Approved
0.6122 Remote Similarity NPD6684 Approved
0.6122 Remote Similarity NPD7146 Approved
0.6105 Remote Similarity NPD4139 Approved
0.6105 Remote Similarity NPD4692 Approved
0.6102 Remote Similarity NPD5988 Approved
0.6102 Remote Similarity NPD6370 Approved
0.61 Remote Similarity NPD5328 Approved
0.6091 Remote Similarity NPD4729 Approved
0.6091 Remote Similarity NPD4730 Approved
0.6091 Remote Similarity NPD5128 Approved
0.6058 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6058 Remote Similarity NPD5222 Approved
0.6058 Remote Similarity NPD5221 Approved
0.604 Remote Similarity NPD46 Approved
0.604 Remote Similarity NPD6698 Approved
0.602 Remote Similarity NPD6082 Clinical (unspecified phase)
0.602 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6018 Remote Similarity NPD6053 Discontinued
0.6 Remote Similarity NPD7492 Approved
0.6 Remote Similarity NPD5173 Approved
0.6 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6 Remote Similarity NPD6903 Approved
0.6 Remote Similarity NPD6614 Approved
0.5983 Remote Similarity NPD7101 Approved
0.5983 Remote Similarity NPD7100 Approved
0.5982 Remote Similarity NPD5249 Phase 3
0.5982 Remote Similarity NPD5247 Approved
0.5982 Remote Similarity NPD5248 Approved
0.5982 Remote Similarity NPD5250 Approved
0.5982 Remote Similarity NPD5251 Approved
0.598 Remote Similarity NPD6079 Approved
0.5979 Remote Similarity NPD7154 Phase 3
0.5979 Remote Similarity NPD4788 Approved
0.5977 Remote Similarity NPD3704 Approved
0.5977 Remote Similarity NPD6108 Clinical (unspecified phase)
0.596 Remote Similarity NPD4519 Discontinued
0.596 Remote Similarity NPD4623 Approved
0.5957 Remote Similarity NPD4271 Approved
0.5957 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5957 Remote Similarity NPD4268 Approved
0.595 Remote Similarity NPD6616 Approved
0.5948 Remote Similarity NPD6317 Approved
0.5941 Remote Similarity NPD6101 Approved
0.5941 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5929 Remote Similarity NPD5217 Approved
0.5929 Remote Similarity NPD5216 Approved
0.5929 Remote Similarity NPD5215 Approved
0.5902 Remote Similarity NPD8293 Discontinued
0.5902 Remote Similarity NPD7078 Approved
0.5897 Remote Similarity NPD6313 Approved
0.5897 Remote Similarity NPD6335 Approved
0.5897 Remote Similarity NPD6314 Approved
0.5889 Remote Similarity NPD4747 Approved
0.5882 Remote Similarity NPD6909 Approved
0.5882 Remote Similarity NPD6908 Approved
0.5859 Remote Similarity NPD1696 Phase 3
0.5856 Remote Similarity NPD6412 Phase 2
0.5854 Remote Similarity NPD7736 Approved
0.5851 Remote Similarity NPD4756 Discovery
0.5847 Remote Similarity NPD4522 Approved
0.5841 Remote Similarity NPD5169 Approved
0.5841 Remote Similarity NPD5134 Clinical (unspecified phase)
0.5841 Remote Similarity NPD5135 Approved

Structure

External Identifiers

PubChem CID   10264129
ChEMBL   CHEMBL2332432
ZINC  

Physicochemical Properties

Molecular Weight:  250.16
ALogP:  0.6263
MLogP:  2.78
XLogP:  1.119
# Rotatable Bonds:  5
Polar Surface Area:  49.83
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  18

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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