Natural Product: NPC44343

Natural Product ID:  NPC44343
Common Name:   Akolactone B
IUPAC Name:   (2S)-2-methyl-4-[(1E,11E)-tetradeca-1,11,13-trienyl]-2H-furan-5-one
Synonyms:  
Molecular Formula:   C19H28O2
Standard InCHIKey:  CKNMIUIXUQWTEQ-CFMQPCBMSA-N
Standard InCHI:  InChI=1S/C19H28O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-18-16-17(2)21-19(18)20/h3-5,14-17H,1,6-13H2,2H3/b5-4+,15-14+/t17-/m0/s1
Canonical SMILES:  C=C/C=C/CCCCCCCC/C=C/C1=C[C@@H](OC1=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
NPO19825 Litsea japonica Species Lauraceae Eukaryota Leaves PMID[14575444]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 58000 nM 8946743

  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 NPC44343 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
1.0 High Similarity NPC179087
1.0 High Similarity NPC210303
0.9355 High Similarity NPC225272
0.9032 High Similarity NPC182794
0.8793 High Similarity NPC478117
0.873 High Similarity NPC133904
0.8615 High Similarity NPC474823
0.8525 High Similarity NPC286189
0.8485 Intermediate Similarity NPC475004
0.8413 Intermediate Similarity NPC473737
0.8333 Intermediate Similarity NPC218477
0.8308 Intermediate Similarity NPC248125
0.8305 Intermediate Similarity NPC478120
0.8254 Intermediate Similarity NPC151648
0.8033 Intermediate Similarity NPC245002
0.7937 Intermediate Similarity NPC159650
0.7937 Intermediate Similarity NPC22897
0.7931 Intermediate Similarity NPC15789
0.7931 Intermediate Similarity NPC236338
0.791 Intermediate Similarity NPC21998
0.791 Intermediate Similarity NPC203335
0.7887 Intermediate Similarity NPC329826
0.7887 Intermediate Similarity NPC469414
0.7879 Intermediate Similarity NPC131174
0.7857 Intermediate Similarity NPC474705
0.7812 Intermediate Similarity NPC130953
0.7794 Intermediate Similarity NPC470256
0.7794 Intermediate Similarity NPC276290
0.7778 Intermediate Similarity NPC4509
0.7761 Intermediate Similarity NPC191233
0.7714 Intermediate Similarity NPC84038
0.7714 Intermediate Similarity NPC186531
0.7705 Intermediate Similarity NPC269615
0.7705 Intermediate Similarity NPC159535
0.7705 Intermediate Similarity NPC151761
0.7681 Intermediate Similarity NPC470693
0.7667 Intermediate Similarity NPC106531
0.7656 Intermediate Similarity NPC133600
0.7647 Intermediate Similarity NPC194871
0.7647 Intermediate Similarity NPC472266
0.7612 Intermediate Similarity NPC220766
0.7612 Intermediate Similarity NPC470688
0.7571 Intermediate Similarity NPC469660
0.7538 Intermediate Similarity NPC26223
0.7538 Intermediate Similarity NPC98519
0.75 Intermediate Similarity NPC470686
0.75 Intermediate Similarity NPC37382
0.75 Intermediate Similarity NPC146811
0.75 Intermediate Similarity NPC254095
0.75 Intermediate Similarity NPC189700
0.75 Intermediate Similarity NPC474084
0.7465 Intermediate Similarity NPC316185
0.7429 Intermediate Similarity NPC232812
0.7429 Intermediate Similarity NPC265574
0.7429 Intermediate Similarity NPC151481
0.7414 Intermediate Similarity NPC128280
0.7414 Intermediate Similarity NPC197467
0.7403 Intermediate Similarity NPC94200
0.7397 Intermediate Similarity NPC260396
0.7385 Intermediate Similarity NPC82465
0.7385 Intermediate Similarity NPC222852
0.7361 Intermediate Similarity NPC329914
0.7361 Intermediate Similarity NPC222244
0.7361 Intermediate Similarity NPC16349
0.7361 Intermediate Similarity NPC329890
0.7361 Intermediate Similarity NPC287878
0.7353 Intermediate Similarity NPC471556
0.7353 Intermediate Similarity NPC282760
0.7344 Intermediate Similarity NPC293437
0.7344 Intermediate Similarity NPC471277
0.7344 Intermediate Similarity NPC294938
0.7344 Intermediate Similarity NPC135863
0.7344 Intermediate Similarity NPC129150
0.7344 Intermediate Similarity NPC471279
0.7344 Intermediate Similarity NPC249850
0.7333 Intermediate Similarity NPC275316
0.7333 Intermediate Similarity NPC473471
0.7324 Intermediate Similarity NPC64234
0.7324 Intermediate Similarity NPC476037
0.7324 Intermediate Similarity NPC37929
0.7324 Intermediate Similarity NPC59558
0.7324 Intermediate Similarity NPC476012
0.7313 Intermediate Similarity NPC217940
0.7313 Intermediate Similarity NPC68110
0.7313 Intermediate Similarity NPC155849
0.7313 Intermediate Similarity NPC132243
0.7308 Intermediate Similarity NPC118423
0.7302 Intermediate Similarity NPC474913
0.7297 Intermediate Similarity NPC127118
0.7297 Intermediate Similarity NPC123360
0.7297 Intermediate Similarity NPC209113
0.7297 Intermediate Similarity NPC301207
0.7286 Intermediate Similarity NPC475760
0.7273 Intermediate Similarity NPC42470
0.7273 Intermediate Similarity NPC79756
0.7273 Intermediate Similarity NPC309408
0.726 Intermediate Similarity NPC474758
0.726 Intermediate Similarity NPC294434
0.726 Intermediate Similarity NPC315843
0.726 Intermediate Similarity NPC476355
0.726 Intermediate Similarity NPC117746
0.726 Intermediate Similarity NPC15499
0.726 Intermediate Similarity NPC107654
0.726 Intermediate Similarity NPC259599
0.7241 Intermediate Similarity NPC270706
0.7241 Intermediate Similarity NPC47946
0.7241 Intermediate Similarity NPC26600
0.7237 Intermediate Similarity NPC264227
0.7237 Intermediate Similarity NPC63649
0.7237 Intermediate Similarity NPC472965
0.7231 Intermediate Similarity NPC223679
0.7231 Intermediate Similarity NPC21946
0.7222 Intermediate Similarity NPC257618
0.7222 Intermediate Similarity NPC163003
0.7222 Intermediate Similarity NPC293114
0.7206 Intermediate Similarity NPC477456
0.7206 Intermediate Similarity NPC477457
0.7206 Intermediate Similarity NPC25747
0.7206 Intermediate Similarity NPC148233
0.7206 Intermediate Similarity NPC226066
0.7206 Intermediate Similarity NPC308457
0.72 Intermediate Similarity NPC125365
0.72 Intermediate Similarity NPC474818
0.72 Intermediate Similarity NPC51809
0.72 Intermediate Similarity NPC176329
0.72 Intermediate Similarity NPC68156
0.72 Intermediate Similarity NPC49302
0.7188 Intermediate Similarity NPC221763
0.7188 Intermediate Similarity NPC150717
0.7188 Intermediate Similarity NPC96663
0.7183 Intermediate Similarity NPC236208
0.7183 Intermediate Similarity NPC476591
0.7183 Intermediate Similarity NPC88877
0.7179 Intermediate Similarity NPC16321
0.7179 Intermediate Similarity NPC268122
0.7167 Intermediate Similarity NPC135698
0.7164 Intermediate Similarity NPC26810
0.7162 Intermediate Similarity NPC478194
0.7162 Intermediate Similarity NPC478193
0.7162 Intermediate Similarity NPC478192
0.7162 Intermediate Similarity NPC478191
0.7162 Intermediate Similarity NPC329852
0.7162 Intermediate Similarity NPC478196
0.7162 Intermediate Similarity NPC478195
0.7143 Intermediate Similarity NPC268827
0.7123 Intermediate Similarity NPC284006
0.7121 Intermediate Similarity NPC478095
0.7121 Intermediate Similarity NPC474267
0.7105 Intermediate Similarity NPC128276
0.7105 Intermediate Similarity NPC182292
0.7105 Intermediate Similarity NPC279214
0.7105 Intermediate Similarity NPC184737
0.7105 Intermediate Similarity NPC221095
0.7101 Intermediate Similarity NPC471566
0.7101 Intermediate Similarity NPC273600
0.7101 Intermediate Similarity NPC476589
0.7101 Intermediate Similarity NPC471565
0.7097 Intermediate Similarity NPC191643
0.7089 Intermediate Similarity NPC16488
0.7077 Intermediate Similarity NPC265551
0.7077 Intermediate Similarity NPC212730
0.7077 Intermediate Similarity NPC44542
0.7067 Intermediate Similarity NPC27205
0.7067 Intermediate Similarity NPC188860
0.7059 Intermediate Similarity NPC2328
0.7059 Intermediate Similarity NPC474774
0.7059 Intermediate Similarity NPC474658
0.7051 Intermediate Similarity NPC325031
0.7051 Intermediate Similarity NPC471325
0.7042 Intermediate Similarity NPC287705
0.7042 Intermediate Similarity NPC477117
0.7037 Intermediate Similarity NPC168248
0.7031 Intermediate Similarity NPC173157
0.7027 Intermediate Similarity NPC140287
0.7015 Intermediate Similarity NPC299730
0.7015 Intermediate Similarity NPC471278
0.7013 Intermediate Similarity NPC471299
0.7013 Intermediate Similarity NPC178277
0.7 Intermediate Similarity NPC124586
0.7 Intermediate Similarity NPC475555
0.7 Intermediate Similarity NPC276299
0.7 Intermediate Similarity NPC475675
0.6986 Remote Similarity NPC475762
0.6974 Remote Similarity NPC473825
0.6974 Remote Similarity NPC41780
0.6974 Remote Similarity NPC475711
0.6974 Remote Similarity NPC10572
0.6974 Remote Similarity NPC233071
0.6974 Remote Similarity NPC187568
0.6974 Remote Similarity NPC262747
0.6974 Remote Similarity NPC57744
0.6974 Remote Similarity NPC471225
0.697 Remote Similarity NPC478096
0.6962 Remote Similarity NPC173609
0.6957 Remote Similarity NPC34883
0.6944 Remote Similarity NPC476059
0.6944 Remote Similarity NPC473603
0.6923 Remote Similarity NPC86948
0.6923 Remote Similarity NPC324224
0.6923 Remote Similarity NPC472808

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC44343 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
0.7353 Intermediate Similarity NPD2685 Clinical (unspecified phase)
0.7213 Intermediate Similarity NPD6927 Phase 3
0.7206 Intermediate Similarity NPD5325 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD5209 Approved
0.6885 Remote Similarity NPD4220 Pre-registration
0.6522 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6512 Remote Similarity NPD7838 Discovery
0.6494 Remote Similarity NPD8039 Approved
0.6429 Remote Similarity NPD4193 Approved
0.6429 Remote Similarity NPD4194 Approved
0.6429 Remote Similarity NPD4191 Approved
0.6429 Remote Similarity NPD4192 Approved
0.6386 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6341 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6329 Remote Similarity NPD4756 Discovery
0.623 Remote Similarity NPD6097 Approved
0.623 Remote Similarity NPD6096 Approved
0.619 Remote Similarity NPD5343 Approved
0.6118 Remote Similarity NPD1694 Approved
0.6022 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5955 Remote Similarity NPD5785 Approved
0.593 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5904 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5882 Remote Similarity NPD7154 Phase 3
0.5867 Remote Similarity NPD6108 Clinical (unspecified phase)
0.5795 Remote Similarity NPD1282 Approved
0.5789 Remote Similarity NPD6648 Approved
0.5778 Remote Similarity NPD6698 Approved
0.5778 Remote Similarity NPD46 Approved
0.5775 Remote Similarity NPD6109 Phase 1
0.5747 Remote Similarity NPD5363 Approved
0.5747 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5714 Remote Similarity NPD7637 Suspended
0.5699 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5698 Remote Similarity NPD5362 Discontinued
0.5684 Remote Similarity NPD4225 Approved
0.5679 Remote Similarity NPD1452 Discontinued
0.5672 Remote Similarity NPD29 Approved
0.5672 Remote Similarity NPD28 Approved
0.5667 Remote Similarity NPD1695 Approved
0.5663 Remote Similarity NPD4268 Approved
0.5663 Remote Similarity NPD4271 Approved
0.5625 Remote Similarity NPD39 Approved
0.5625 Remote Similarity NPD3174 Discontinued
0.56 Remote Similarity NPD3197 Phase 1

Structure

External Identifiers

PubChem CID   44566941
ChEMBL   CHEMBL455498
ZINC  

Physicochemical Properties

Molecular Weight:  288.21
ALogP:  0.6083
MLogP:  3.33
XLogP:  7.346
# Rotatable Bonds:  12
Polar Surface Area:  26.3
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  21

Download Data

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Biological Activities  
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