Natural Product: NPC28319

Natural Product ID:  NPC28319
Common Name:   Garcinielliptone O
IUPAC Name:   methyl (1R,3S,5R)-4,4-dimethyl-1,5-bis(3-methylbut-2-enyl)-3-(2-methylpropanoyl)-2-oxocyclohexane-1-carboxylate
Synonyms:   garcinielliptone O
Molecular Formula:   C24H38O4
Standard InCHIKey:  PUEQVSOMWQRMBH-YDIMBITNSA-N
Standard InCHI:  InChI=1S/C24H38O4/c1-15(2)10-11-18-14-24(22(27)28-9,13-12-16(3)4)21(26)19(23(18,7)8)20(25)17(5)6/h10,12,17-19H,11,13-14H2,1-9H3/t18-,19+,24-/m1/s1
Canonical SMILES:  COC(=O)[C@]1(CC=C(C)C)C[C@@H](CC=C(C)C)C([C@H](C1=O)C(=O)C(C)C)(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
NPO7006 Garcinia subelliptica Species Clusiaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 > 30000 nM 15568764
NPT2 Others Unspecified Inhibition = 43.9 % 15568764
NPT2 Others Unspecified Inhibition = 32.8 % 15568764
NPT113 Cell Line RAW264.7 Mus musculus IC50 > 30000 nM 15568764
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 22.1 % 15568764
NPT848 Cell Line N9 Homo sapiens IC50 > 30000 nM 15568764
NPT848 Cell Line N9 Homo sapiens Inhibition = 34.6 % 15568764

  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 NPC28319 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
0.8354 Intermediate Similarity NPC321514
0.8272 Intermediate Similarity NPC189237
0.8228 Intermediate Similarity NPC472300
0.8202 Intermediate Similarity NPC269492
0.8171 Intermediate Similarity NPC240302
0.8148 Intermediate Similarity NPC267517
0.814 Intermediate Similarity NPC469546
0.8125 Intermediate Similarity NPC478247
0.8125 Intermediate Similarity NPC478246
0.8101 Intermediate Similarity NPC899
0.8077 Intermediate Similarity NPC306928
0.8077 Intermediate Similarity NPC166797
0.8072 Intermediate Similarity NPC477373
0.8049 Intermediate Similarity NPC327002
0.8049 Intermediate Similarity NPC44963
0.8049 Intermediate Similarity NPC476988
0.8049 Intermediate Similarity NPC472684
0.8025 Intermediate Similarity NPC327674
0.8 Intermediate Similarity NPC229717
0.8 Intermediate Similarity NPC476264
0.8 Intermediate Similarity NPC477478
0.8 Intermediate Similarity NPC477479
0.8 Intermediate Similarity NPC476325
0.7976 Intermediate Similarity NPC320801
0.7976 Intermediate Similarity NPC149869
0.7931 Intermediate Similarity NPC474570
0.7931 Intermediate Similarity NPC474700
0.7927 Intermediate Similarity NPC104545
0.7907 Intermediate Similarity NPC96496
0.7907 Intermediate Similarity NPC173089
0.7907 Intermediate Similarity NPC38885
0.7907 Intermediate Similarity NPC158141
0.7901 Intermediate Similarity NPC4827
0.7882 Intermediate Similarity NPC472686
0.7882 Intermediate Similarity NPC290329
0.7882 Intermediate Similarity NPC142649
0.7875 Intermediate Similarity NPC180886
0.7857 Intermediate Similarity NPC271784
0.7841 Intermediate Similarity NPC476437
0.7841 Intermediate Similarity NPC476369
0.7831 Intermediate Similarity NPC278459
0.7831 Intermediate Similarity NPC221647
0.7831 Intermediate Similarity NPC476101
0.7831 Intermediate Similarity NPC474955
0.7821 Intermediate Similarity NPC160817
0.7816 Intermediate Similarity NPC1753
0.7816 Intermediate Similarity NPC474511
0.7808 Intermediate Similarity NPC60565
0.7805 Intermediate Similarity NPC477371
0.7791 Intermediate Similarity NPC262085
0.7791 Intermediate Similarity NPC220478
0.7778 Intermediate Similarity NPC475932
0.7778 Intermediate Similarity NPC84893
0.7765 Intermediate Similarity NPC475193
0.7765 Intermediate Similarity NPC100391
0.7765 Intermediate Similarity NPC312660
0.7765 Intermediate Similarity NPC120158
0.7753 Intermediate Similarity NPC230064
0.7738 Intermediate Similarity NPC321289
0.7738 Intermediate Similarity NPC133391
0.7738 Intermediate Similarity NPC327969
0.7738 Intermediate Similarity NPC302661
0.7738 Intermediate Similarity NPC238991
0.7727 Intermediate Similarity NPC284561
0.7722 Intermediate Similarity NPC470237
0.7722 Intermediate Similarity NPC177826
0.7711 Intermediate Similarity NPC477057
0.7711 Intermediate Similarity NPC274522
0.7711 Intermediate Similarity NPC474978
0.7711 Intermediate Similarity NPC26139
0.7711 Intermediate Similarity NPC37038
0.7711 Intermediate Similarity NPC306095
0.7711 Intermediate Similarity NPC476265
0.7701 Intermediate Similarity NPC476409
0.7683 Intermediate Similarity NPC110094
0.7683 Intermediate Similarity NPC179028
0.7683 Intermediate Similarity NPC74410
0.7683 Intermediate Similarity NPC260385
0.7683 Intermediate Similarity NPC280654
0.7674 Intermediate Similarity NPC470223
0.7674 Intermediate Similarity NPC76333
0.7674 Intermediate Similarity NPC189311
0.766 Intermediate Similarity NPC323441
0.7654 Intermediate Similarity NPC476985
0.7654 Intermediate Similarity NPC474316
0.7654 Intermediate Similarity NPC475744
0.7647 Intermediate Similarity NPC200752
0.7647 Intermediate Similarity NPC102197
0.7647 Intermediate Similarity NPC469561
0.764 Intermediate Similarity NPC471818
0.764 Intermediate Similarity NPC263977
0.7619 Intermediate Similarity NPC477372
0.7619 Intermediate Similarity NPC14203
0.7619 Intermediate Similarity NPC40228
0.7619 Intermediate Similarity NPC38350
0.7619 Intermediate Similarity NPC90055
0.7619 Intermediate Similarity NPC267691
0.7619 Intermediate Similarity NPC229584
0.7619 Intermediate Similarity NPC471898
0.7619 Intermediate Similarity NPC274050
0.7619 Intermediate Similarity NPC162632
0.7619 Intermediate Similarity NPC201912
0.7619 Intermediate Similarity NPC147066
0.7619 Intermediate Similarity NPC263272
0.7614 Intermediate Similarity NPC474474
0.7609 Intermediate Similarity NPC21681
0.7609 Intermediate Similarity NPC472675
0.759 Intermediate Similarity NPC199595
0.759 Intermediate Similarity NPC231431
0.759 Intermediate Similarity NPC308545
0.759 Intermediate Similarity NPC82488
0.7586 Intermediate Similarity NPC73038
0.7586 Intermediate Similarity NPC322159
0.7586 Intermediate Similarity NPC6247
0.7586 Intermediate Similarity NPC476104
0.7586 Intermediate Similarity NPC195640
0.7586 Intermediate Similarity NPC324063
0.7582 Intermediate Similarity NPC124207
0.7582 Intermediate Similarity NPC473431
0.7582 Intermediate Similarity NPC148463
0.7582 Intermediate Similarity NPC471078
0.7582 Intermediate Similarity NPC473280
0.7582 Intermediate Similarity NPC473435
0.7582 Intermediate Similarity NPC474529
0.7561 Intermediate Similarity NPC469867
0.7561 Intermediate Similarity NPC471897
0.7561 Intermediate Similarity NPC107039
0.7561 Intermediate Similarity NPC165711
0.7561 Intermediate Similarity NPC471899
0.7558 Intermediate Similarity NPC156981
0.7558 Intermediate Similarity NPC96095
0.7558 Intermediate Similarity NPC469407
0.7556 Intermediate Similarity NPC471588
0.7556 Intermediate Similarity NPC6255
0.7556 Intermediate Similarity NPC327515
0.7531 Intermediate Similarity NPC65650
0.7531 Intermediate Similarity NPC279666
0.7531 Intermediate Similarity NPC192540
0.7531 Intermediate Similarity NPC476844
0.7529 Intermediate Similarity NPC69101
0.7529 Intermediate Similarity NPC260956
0.7529 Intermediate Similarity NPC100297
0.7529 Intermediate Similarity NPC251779
0.7528 Intermediate Similarity NPC469866
0.7528 Intermediate Similarity NPC471342
0.75 Intermediate Similarity NPC279241
0.75 Intermediate Similarity NPC477228
0.75 Intermediate Similarity NPC474956
0.75 Intermediate Similarity NPC128644
0.75 Intermediate Similarity NPC167877
0.75 Intermediate Similarity NPC777
0.75 Intermediate Similarity NPC46912
0.75 Intermediate Similarity NPC181327
0.75 Intermediate Similarity NPC171722
0.75 Intermediate Similarity NPC162107
0.7471 Intermediate Similarity NPC323765
0.7471 Intermediate Similarity NPC94531
0.7471 Intermediate Similarity NPC474680
0.7471 Intermediate Similarity NPC2709
0.7471 Intermediate Similarity NPC473038
0.7471 Intermediate Similarity NPC471344
0.7471 Intermediate Similarity NPC311702
0.7471 Intermediate Similarity NPC123319
0.747 Intermediate Similarity NPC239098
0.747 Intermediate Similarity NPC35574
0.747 Intermediate Similarity NPC63020
0.747 Intermediate Similarity NPC297996
0.7447 Intermediate Similarity NPC153776
0.7447 Intermediate Similarity NPC472729
0.7447 Intermediate Similarity NPC472730
0.7447 Intermediate Similarity NPC177680
0.7444 Intermediate Similarity NPC280592
0.7444 Intermediate Similarity NPC475965
0.7444 Intermediate Similarity NPC474842
0.7444 Intermediate Similarity NPC253177
0.7444 Intermediate Similarity NPC198818
0.7444 Intermediate Similarity NPC51486
0.7444 Intermediate Similarity NPC8062
0.7444 Intermediate Similarity NPC213636
0.7442 Intermediate Similarity NPC70834
0.7442 Intermediate Similarity NPC69279
0.7442 Intermediate Similarity NPC83569
0.7442 Intermediate Similarity NPC473592
0.7442 Intermediate Similarity NPC476100
0.7442 Intermediate Similarity NPC222358
0.7442 Intermediate Similarity NPC193198
0.7439 Intermediate Similarity NPC89294
0.7439 Intermediate Similarity NPC152754
0.7439 Intermediate Similarity NPC69143
0.7439 Intermediate Similarity NPC476987
0.7439 Intermediate Similarity NPC309399
0.7439 Intermediate Similarity NPC40353
0.7439 Intermediate Similarity NPC41017
0.7439 Intermediate Similarity NPC59602
0.7436 Intermediate Similarity NPC290445
0.7436 Intermediate Similarity NPC36616
0.7423 Intermediate Similarity NPC325769
0.7419 Intermediate Similarity NPC98874
0.7419 Intermediate Similarity NPC471153
0.7419 Intermediate Similarity NPC122324

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC28319 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
0.7614 Intermediate Similarity NPD6672 Approved
0.7614 Intermediate Similarity NPD5737 Approved
0.7586 Intermediate Similarity NPD6409 Approved
0.7586 Intermediate Similarity NPD7146 Approved
0.7586 Intermediate Similarity NPD6684 Approved
0.7586 Intermediate Similarity NPD7521 Approved
0.7586 Intermediate Similarity NPD5330 Approved
0.7586 Intermediate Similarity NPD7334 Approved
0.7419 Intermediate Similarity NPD7732 Phase 3
0.7416 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7416 Intermediate Similarity NPD6903 Approved
0.7386 Intermediate Similarity NPD6098 Approved
0.7333 Intermediate Similarity NPD6904 Approved
0.7333 Intermediate Similarity NPD6673 Approved
0.7333 Intermediate Similarity NPD6080 Approved
0.7326 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7303 Intermediate Similarity NPD3573 Approved
0.7283 Intermediate Similarity NPD6399 Phase 3
0.7204 Intermediate Similarity NPD7900 Approved
0.7204 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7204 Intermediate Similarity NPD7748 Approved
0.7174 Intermediate Similarity NPD6411 Approved
0.7174 Intermediate Similarity NPD7515 Phase 2
0.7174 Intermediate Similarity NPD6050 Approved
0.7128 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD5696 Approved
0.7065 Intermediate Similarity NPD5692 Phase 3
0.7053 Intermediate Similarity NPD7614 Phase 1
0.7033 Intermediate Similarity NPD5208 Approved
0.6989 Remote Similarity NPD5693 Phase 1
0.6989 Remote Similarity NPD5694 Approved
0.6979 Remote Similarity NPD7902 Approved
0.6979 Remote Similarity NPD6083 Phase 2
0.6979 Remote Similarity NPD6084 Phase 2
0.6966 Remote Similarity NPD3668 Phase 3
0.6966 Remote Similarity NPD4786 Approved
0.6957 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6957 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6957 Remote Similarity NPD6101 Approved
0.6947 Remote Similarity NPD5695 Phase 3
0.6932 Remote Similarity NPD3667 Approved
0.6905 Remote Similarity NPD8039 Approved
0.6897 Remote Similarity NPD4695 Discontinued
0.6882 Remote Similarity NPD5207 Approved
0.6818 Remote Similarity NPD5369 Approved
0.6813 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6809 Remote Similarity NPD5281 Approved
0.6809 Remote Similarity NPD5284 Approved
0.6778 Remote Similarity NPD3133 Approved
0.6778 Remote Similarity NPD3666 Approved
0.6778 Remote Similarity NPD3665 Phase 1
0.6774 Remote Similarity NPD5328 Approved
0.6742 Remote Similarity NPD4221 Approved
0.6742 Remote Similarity NPD4223 Phase 3
0.6737 Remote Similarity NPD5778 Approved
0.6737 Remote Similarity NPD5779 Approved
0.6707 Remote Similarity NPD4137 Phase 3
0.6703 Remote Similarity NPD1694 Approved
0.6703 Remote Similarity NPD5329 Approved
0.6667 Remote Similarity NPD6001 Approved
0.6667 Remote Similarity NPD6675 Approved
0.6667 Remote Similarity NPD7128 Approved
0.6667 Remote Similarity NPD5739 Approved
0.6667 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6402 Approved
0.6632 Remote Similarity NPD6079 Approved
0.663 Remote Similarity NPD3618 Phase 1
0.663 Remote Similarity NPD5786 Approved
0.6627 Remote Similarity NPD4747 Approved
0.6627 Remote Similarity NPD4691 Approved
0.6602 Remote Similarity NPD6614 Approved
0.6598 Remote Similarity NPD4629 Approved
0.6598 Remote Similarity NPD5210 Approved
0.6598 Remote Similarity NPD5654 Approved
0.6596 Remote Similarity NPD4753 Phase 2
0.6593 Remote Similarity NPD4197 Approved
0.6588 Remote Similarity NPD5733 Approved
0.6585 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6556 Remote Similarity NPD4269 Approved
0.6556 Remote Similarity NPD4270 Approved
0.6556 Remote Similarity NPD6435 Approved
0.6548 Remote Similarity NPD6081 Approved
0.6543 Remote Similarity NPD7331 Phase 2
0.6538 Remote Similarity NPD6881 Approved
0.6538 Remote Similarity NPD6899 Approved
0.6538 Remote Similarity NPD7320 Approved
0.6526 Remote Similarity NPD5785 Approved
0.6522 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6517 Remote Similarity NPD5368 Approved
0.6505 Remote Similarity NPD6008 Approved
0.6477 Remote Similarity NPD3617 Approved
0.6476 Remote Similarity NPD6372 Approved
0.6476 Remote Similarity NPD6373 Approved
0.6471 Remote Similarity NPD6052 Approved
0.6465 Remote Similarity NPD5959 Approved
0.6458 Remote Similarity NPD8035 Phase 2
0.6458 Remote Similarity NPD8034 Phase 2
0.6452 Remote Similarity NPD4688 Approved
0.6452 Remote Similarity NPD4519 Discontinued
0.6452 Remote Similarity NPD5690 Phase 2
0.6452 Remote Similarity NPD5205 Approved
0.6452 Remote Similarity NPD4690 Approved
0.6452 Remote Similarity NPD4694 Approved
0.6452 Remote Similarity NPD4623 Approved
0.6452 Remote Similarity NPD5280 Approved
0.6452 Remote Similarity NPD4138 Approved
0.6452 Remote Similarity NPD4689 Approved
0.6452 Remote Similarity NPD4693 Phase 3
0.6452 Remote Similarity NPD5279 Phase 3
0.6442 Remote Similarity NPD5697 Approved
0.6442 Remote Similarity NPD5701 Approved
0.6429 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6421 Remote Similarity NPD6051 Approved
0.642 Remote Similarity NPD7341 Phase 2
0.6415 Remote Similarity NPD7102 Approved
0.6415 Remote Similarity NPD7290 Approved
0.6415 Remote Similarity NPD6883 Approved
0.64 Remote Similarity NPD7638 Approved
0.6395 Remote Similarity NPD4687 Approved
0.6395 Remote Similarity NPD4058 Approved
0.6381 Remote Similarity NPD6011 Approved
0.6374 Remote Similarity NPD5209 Approved
0.6364 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6364 Remote Similarity NPD5222 Approved
0.6364 Remote Similarity NPD5221 Approved
0.6364 Remote Similarity NPD4697 Phase 3
0.6355 Remote Similarity NPD6847 Approved
0.6355 Remote Similarity NPD6869 Approved
0.6355 Remote Similarity NPD6649 Approved
0.6355 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6355 Remote Similarity NPD6617 Approved
0.6355 Remote Similarity NPD6650 Approved
0.6355 Remote Similarity NPD8130 Phase 1
0.6353 Remote Similarity NPD5276 Approved
0.6353 Remote Similarity NPD5777 Approved
0.6344 Remote Similarity NPD5363 Approved
0.6337 Remote Similarity NPD7640 Approved
0.6337 Remote Similarity NPD7639 Approved
0.6333 Remote Similarity NPD4252 Approved
0.6321 Remote Similarity NPD6014 Approved
0.6321 Remote Similarity NPD6013 Approved
0.6321 Remote Similarity NPD6012 Approved
0.6304 Remote Similarity NPD5362 Discontinued
0.6304 Remote Similarity NPD4788 Approved
0.63 Remote Similarity NPD4755 Approved
0.63 Remote Similarity NPD5173 Approved
0.6296 Remote Similarity NPD6882 Approved
0.6296 Remote Similarity NPD8297 Approved
0.6289 Remote Similarity NPD7637 Suspended
0.6282 Remote Similarity NPD287 Approved
0.6277 Remote Similarity NPD6422 Discontinued
0.6264 Remote Similarity NPD4692 Approved
0.6264 Remote Similarity NPD4139 Approved
0.6238 Remote Similarity NPD4225 Approved
0.6224 Remote Similarity NPD4202 Approved
0.6216 Remote Similarity NPD7115 Discovery
0.6216 Remote Similarity NPD29 Approved
0.6216 Remote Similarity NPD28 Approved
0.62 Remote Similarity NPD5349 Clinical (unspecified phase)
0.6176 Remote Similarity NPD5285 Approved
0.6176 Remote Similarity NPD5286 Approved
0.6176 Remote Similarity NPD4700 Approved
0.6176 Remote Similarity NPD4696 Approved
0.6162 Remote Similarity NPD5282 Discontinued
0.6145 Remote Similarity NPD4224 Phase 2
0.6132 Remote Similarity NPD6412 Phase 2
0.6129 Remote Similarity NPD7154 Phase 3
0.6126 Remote Similarity NPD6868 Approved
0.6122 Remote Similarity NPD7983 Approved
0.6117 Remote Similarity NPD5223 Approved
0.6091 Remote Similarity NPD4632 Approved
0.6075 Remote Similarity NPD6686 Approved
0.6075 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6058 Remote Similarity NPD5211 Phase 2
0.6058 Remote Similarity NPD5091 Approved
0.6058 Remote Similarity NPD5225 Approved
0.6058 Remote Similarity NPD5226 Approved
0.6058 Remote Similarity NPD4633 Approved
0.6058 Remote Similarity NPD5224 Approved
0.6053 Remote Similarity NPD6319 Approved
0.6044 Remote Similarity NPD7645 Phase 2
0.6044 Remote Similarity NPD4195 Approved
0.604 Remote Similarity NPD7839 Suspended
0.6034 Remote Similarity NPD8328 Phase 3
0.6022 Remote Similarity NPD4800 Clinical (unspecified phase)
0.602 Remote Similarity NPD4096 Approved
0.6019 Remote Similarity NPD6404 Discontinued
0.6018 Remote Similarity NPD6335 Approved
0.6 Remote Similarity NPD4754 Approved
0.6 Remote Similarity NPD5175 Approved
0.6 Remote Similarity NPD5174 Approved
0.5983 Remote Similarity NPD7492 Approved
0.5982 Remote Similarity NPD6274 Approved
0.5978 Remote Similarity NPD7525 Registered
0.5977 Remote Similarity NPD4243 Approved
0.5974 Remote Similarity NPD4266 Approved
0.5974 Remote Similarity NPD3196 Approved
0.5974 Remote Similarity NPD3195 Phase 2
0.5974 Remote Similarity NPD3194 Approved
0.5965 Remote Similarity NPD7101 Approved

Structure

External Identifiers

PubChem CID   11246286
ChEMBL   CHEMBL521127
ZINC  

Physicochemical Properties

Molecular Weight:  390.28
ALogP:  4.1287
MLogP:  3.66
XLogP:  5.424
# Rotatable Bonds:  17
Polar Surface Area:  60.44
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  28

Download Data

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