Natural Product: NPC474980

Natural Product ID:  NPC474980
Common Name:   Methyl 1-((2E,6E,10E,12R,13S)-12,13-Dihydroxy-3,7,11,15-Tetramethylhexadeca-2,6,10,14-Tetraenyl)-2,5-Dioxocyclohex-3-Enecarboxylate
IUPAC Name:   methyl 1-[(2E,6E,10E,12R,13S)-12,13-dihydroxy-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl]-2,5-dioxocyclohex-3-ene-1-carboxylate
Synonyms:  
Molecular Formula:   C28H40O6
Standard InCHIKey:  JRWWQINKMAMEOS-BEMIFWKESA-N
Standard InCHI:  InChI=1S/C28H40O6/c1-19(2)17-24(30)26(32)22(5)12-8-11-20(3)9-7-10-21(4)15-16-28(27(33)34-6)18-23(29)13-14-25(28)31/h9,12-15,17,24,26,30,32H,7-8,10-11,16,18H2,1-6H3/b20-9+,21-15+,22-12+/t24-,26+,28?/m0/s1
Canonical SMILES:  COC(=O)C1(C/C=C(/CC/C=C(/CC/C=C(/[C@H]([C@H](C=C(C)C)O)O)C)C)C)CC(=O)C=CC1=O
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
NPO11479 Sargassum siliquastrum Species Sargassaceae Eukaryota Subtidal zone (0-2 m) off the southwestern shore of Jeju Island, Korea 2003-APR PMID[18817444]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 23 ug/ml PubChem BioAssay data set

  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 NPC474980 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
0.8434 Intermediate Similarity NPC219966
0.8375 Intermediate Similarity NPC279532
0.8267 Intermediate Similarity NPC106613
0.8125 Intermediate Similarity NPC203277
0.8095 Intermediate Similarity NPC161045
0.7955 Intermediate Similarity NPC87306
0.7907 Intermediate Similarity NPC11804
0.7865 Intermediate Similarity NPC473455
0.7841 Intermediate Similarity NPC150063
0.7841 Intermediate Similarity NPC119740
0.775 Intermediate Similarity NPC215745
0.775 Intermediate Similarity NPC238948
0.775 Intermediate Similarity NPC12815
0.7727 Intermediate Similarity NPC473248
0.7683 Intermediate Similarity NPC205615
0.7683 Intermediate Similarity NPC256640
0.7683 Intermediate Similarity NPC16279
0.7674 Intermediate Similarity NPC477785
0.7674 Intermediate Similarity NPC477786
0.7674 Intermediate Similarity NPC16488
0.7674 Intermediate Similarity NPC477784
0.7647 Intermediate Similarity NPC275507
0.764 Intermediate Similarity NPC153570
0.7614 Intermediate Similarity NPC315395
0.7614 Intermediate Similarity NPC278283
0.7614 Intermediate Similarity NPC316426
0.7609 Intermediate Similarity NPC65829
0.7595 Intermediate Similarity NPC475982
0.7586 Intermediate Similarity NPC31086
0.7586 Intermediate Similarity NPC474865
0.7582 Intermediate Similarity NPC142838
0.7527 Intermediate Similarity NPC214694
0.7473 Intermediate Similarity NPC145666
0.747 Intermediate Similarity NPC51391
0.747 Intermediate Similarity NPC4492
0.7439 Intermediate Similarity NPC160540
0.7439 Intermediate Similarity NPC315843
0.7436 Intermediate Similarity NPC472072
0.7412 Intermediate Similarity NPC99651
0.7407 Intermediate Similarity NPC67076
0.7407 Intermediate Similarity NPC319163
0.7386 Intermediate Similarity NPC163615
0.7386 Intermediate Similarity NPC32676
0.7386 Intermediate Similarity NPC38569
0.7375 Intermediate Similarity NPC473603
0.7375 Intermediate Similarity NPC476059
0.7368 Intermediate Similarity NPC269737
0.7356 Intermediate Similarity NPC26624
0.7349 Intermediate Similarity NPC260396
0.7342 Intermediate Similarity NPC269985
0.7333 Intermediate Similarity NPC472007
0.7326 Intermediate Similarity NPC160582
0.7317 Intermediate Similarity NPC323437
0.7317 Intermediate Similarity NPC29542
0.7317 Intermediate Similarity NPC201562
0.7312 Intermediate Similarity NPC469692
0.7312 Intermediate Similarity NPC29798
0.7312 Intermediate Similarity NPC469645
0.7312 Intermediate Similarity NPC282644
0.7303 Intermediate Similarity NPC77971
0.7303 Intermediate Similarity NPC155873
0.7294 Intermediate Similarity NPC209135
0.7294 Intermediate Similarity NPC182292
0.7294 Intermediate Similarity NPC473471
0.7294 Intermediate Similarity NPC474816
0.7284 Intermediate Similarity NPC318766
0.7284 Intermediate Similarity NPC202011
0.7283 Intermediate Similarity NPC265856
0.7283 Intermediate Similarity NPC166554
0.7273 Intermediate Similarity NPC284472
0.7273 Intermediate Similarity NPC229799
0.7273 Intermediate Similarity NPC286770
0.7234 Intermediate Similarity NPC121825
0.7229 Intermediate Similarity NPC114727
0.7229 Intermediate Similarity NPC107654
0.7229 Intermediate Similarity NPC476590
0.7222 Intermediate Similarity NPC478112
0.7222 Intermediate Similarity NPC472009
0.7222 Intermediate Similarity NPC469910
0.7222 Intermediate Similarity NPC196381
0.7215 Intermediate Similarity NPC137163
0.7209 Intermediate Similarity NPC63326
0.7209 Intermediate Similarity NPC265980
0.7209 Intermediate Similarity NPC19900
0.7204 Intermediate Similarity NPC32552
0.7195 Intermediate Similarity NPC293114
0.7195 Intermediate Similarity NPC316185
0.7176 Intermediate Similarity NPC262747
0.7176 Intermediate Similarity NPC49302
0.7176 Intermediate Similarity NPC125365
0.7176 Intermediate Similarity NPC471061
0.7176 Intermediate Similarity NPC51809
0.7176 Intermediate Similarity NPC474818
0.7176 Intermediate Similarity NPC176329
0.7174 Intermediate Similarity NPC79027
0.7159 Intermediate Similarity NPC310450
0.7159 Intermediate Similarity NPC11383
0.7159 Intermediate Similarity NPC474959
0.7159 Intermediate Similarity NPC475046
0.7143 Intermediate Similarity NPC161038
0.7143 Intermediate Similarity NPC166018
0.7143 Intermediate Similarity NPC225665
0.7143 Intermediate Similarity NPC169056
0.7126 Intermediate Similarity NPC115418
0.7125 Intermediate Similarity NPC478097
0.7125 Intermediate Similarity NPC203335
0.7111 Intermediate Similarity NPC187529
0.7111 Intermediate Similarity NPC474860
0.7111 Intermediate Similarity NPC261380
0.7111 Intermediate Similarity NPC470755
0.7111 Intermediate Similarity NPC125290
0.7111 Intermediate Similarity NPC471300
0.7108 Intermediate Similarity NPC186042
0.7108 Intermediate Similarity NPC284006
0.7108 Intermediate Similarity NPC287878
0.7097 Intermediate Similarity NPC475879
0.7097 Intermediate Similarity NPC471399
0.7093 Intermediate Similarity NPC279214
0.7093 Intermediate Similarity NPC231739
0.7093 Intermediate Similarity NPC478122
0.7093 Intermediate Similarity NPC108816
0.7093 Intermediate Similarity NPC192006
0.7093 Intermediate Similarity NPC127526
0.7093 Intermediate Similarity NPC264391
0.7093 Intermediate Similarity NPC221095
0.7093 Intermediate Similarity NPC93763
0.7093 Intermediate Similarity NPC475994
0.7079 Intermediate Similarity NPC474809
0.7079 Intermediate Similarity NPC52923
0.7073 Intermediate Similarity NPC203819
0.7073 Intermediate Similarity NPC107848
0.7067 Intermediate Similarity NPC71755
0.7067 Intermediate Similarity NPC283502
0.7067 Intermediate Similarity NPC323436
0.7067 Intermediate Similarity NPC268185
0.7065 Intermediate Similarity NPC476803
0.7065 Intermediate Similarity NPC472008
0.7059 Intermediate Similarity NPC209113
0.7059 Intermediate Similarity NPC264819
0.7059 Intermediate Similarity NPC301207
0.7059 Intermediate Similarity NPC474197
0.7059 Intermediate Similarity NPC127118
0.7053 Intermediate Similarity NPC78159
0.7053 Intermediate Similarity NPC53685
0.7045 Intermediate Similarity NPC150502
0.7045 Intermediate Similarity NPC475944
0.7037 Intermediate Similarity NPC117804
0.7033 Intermediate Similarity NPC261721
0.7033 Intermediate Similarity NPC476982
0.7024 Intermediate Similarity NPC122244
0.7021 Intermediate Similarity NPC472010
0.7011 Intermediate Similarity NPC473980
0.7011 Intermediate Similarity NPC471299
0.7011 Intermediate Similarity NPC164308
0.7011 Intermediate Similarity NPC201225
0.7011 Intermediate Similarity NPC473981
0.701 Intermediate Similarity NPC53844
0.7 Intermediate Similarity NPC201356
0.7 Intermediate Similarity NPC118902
0.7 Intermediate Similarity NPC104161
0.7 Intermediate Similarity NPC469980
0.7 Intermediate Similarity NPC158756
0.7 Intermediate Similarity NPC472326
0.6989 Remote Similarity NPC78008
0.6989 Remote Similarity NPC478110
0.6989 Remote Similarity NPC471054
0.6989 Remote Similarity NPC476388
0.6989 Remote Similarity NPC477215
0.6988 Remote Similarity NPC95863
0.6988 Remote Similarity NPC126061
0.6977 Remote Similarity NPC97173
0.6977 Remote Similarity NPC275530
0.6977 Remote Similarity NPC7563
0.6977 Remote Similarity NPC82666
0.6977 Remote Similarity NPC320630
0.6977 Remote Similarity NPC116177
0.697 Remote Similarity NPC115862
0.6966 Remote Similarity NPC475690
0.6966 Remote Similarity NPC7414
0.6966 Remote Similarity NPC158411
0.6966 Remote Similarity NPC471296
0.6966 Remote Similarity NPC85772
0.6966 Remote Similarity NPC323251
0.6966 Remote Similarity NPC38796
0.6961 Remote Similarity NPC91034
0.6957 Remote Similarity NPC241054
0.6957 Remote Similarity NPC471738
0.6957 Remote Similarity NPC72513
0.6951 Remote Similarity NPC236208
0.6951 Remote Similarity NPC151481
0.6951 Remote Similarity NPC136473
0.6947 Remote Similarity NPC476416
0.6941 Remote Similarity NPC478192
0.6941 Remote Similarity NPC478194
0.6941 Remote Similarity NPC478191
0.6941 Remote Similarity NPC478195
0.6941 Remote Similarity NPC478196
0.6941 Remote Similarity NPC478193
0.6939 Remote Similarity NPC141191
0.6939 Remote Similarity NPC316598

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474980 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
0.7473 Intermediate Similarity NPD5785 Approved
0.7303 Intermediate Similarity NPD5363 Approved
0.7126 Intermediate Similarity NPD4252 Approved
0.7079 Intermediate Similarity NPD6110 Phase 1
0.7033 Intermediate Similarity NPD5786 Approved
0.6966 Remote Similarity NPD4270 Approved
0.6966 Remote Similarity NPD4269 Approved
0.6939 Remote Similarity NPD4225 Approved
0.6897 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6813 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6778 Remote Similarity NPD5209 Approved
0.6742 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6697 Remote Similarity NPD7115 Discovery
0.6667 Remote Similarity NPD4810 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5369 Approved
0.6667 Remote Similarity NPD7983 Approved
0.6667 Remote Similarity NPD7637 Suspended
0.6633 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6632 Remote Similarity NPD5370 Suspended
0.6604 Remote Similarity NPD6371 Approved
0.66 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6598 Remote Similarity NPD5778 Approved
0.6598 Remote Similarity NPD5779 Approved
0.6591 Remote Similarity NPD4756 Discovery
0.6582 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6562 Remote Similarity NPD46 Approved
0.6562 Remote Similarity NPD6698 Approved
0.6556 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6522 Remote Similarity NPD7154 Phase 3
0.6522 Remote Similarity NPD5362 Discontinued
0.6517 Remote Similarity NPD4268 Approved
0.6517 Remote Similarity NPD4271 Approved
0.6506 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6495 Remote Similarity NPD6411 Approved
0.6392 Remote Similarity NPD7838 Discovery
0.6374 Remote Similarity NPD4821 Approved
0.6374 Remote Similarity NPD4819 Approved
0.6374 Remote Similarity NPD4822 Approved
0.6374 Remote Similarity NPD4820 Approved
0.6344 Remote Similarity NPD5332 Approved
0.6344 Remote Similarity NPD5331 Approved
0.6304 Remote Similarity NPD4790 Discontinued
0.6296 Remote Similarity NPD4194 Approved
0.6296 Remote Similarity NPD4192 Approved
0.6296 Remote Similarity NPD4193 Approved
0.6296 Remote Similarity NPD4191 Approved
0.6289 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6289 Remote Similarity NPD6101 Approved
0.6263 Remote Similarity NPD6399 Phase 3
0.6238 Remote Similarity NPD7839 Suspended
0.6211 Remote Similarity NPD1694 Approved
0.618 Remote Similarity NPD8039 Approved
0.6176 Remote Similarity NPD7902 Approved
0.6162 Remote Similarity NPD7515 Phase 2
0.6145 Remote Similarity NPD3197 Phase 1
0.6125 Remote Similarity NPD6109 Phase 1
0.6082 Remote Similarity NPD4250 Approved
0.6082 Remote Similarity NPD4251 Approved
0.6058 Remote Similarity NPD7639 Approved
0.6058 Remote Similarity NPD7640 Approved
0.6042 Remote Similarity NPD1696 Phase 3
0.604 Remote Similarity NPD7748 Approved
0.604 Remote Similarity NPD5282 Discontinued
0.6038 Remote Similarity NPD6647 Phase 2
0.6019 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6 Remote Similarity NPD7331 Phase 2
0.6 Remote Similarity NPD8264 Approved
0.6 Remote Similarity NPD5344 Discontinued
0.5979 Remote Similarity NPD4249 Approved
0.5963 Remote Similarity NPD6686 Approved
0.5962 Remote Similarity NPD7638 Approved
0.5952 Remote Similarity NPD5325 Clinical (unspecified phase)
0.5946 Remote Similarity NPD6649 Approved
0.5946 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5946 Remote Similarity NPD6650 Approved
0.5946 Remote Similarity NPD7601 Clinical (unspecified phase)
0.5895 Remote Similarity NPD6435 Approved
0.5895 Remote Similarity NPD4800 Clinical (unspecified phase)
0.5895 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5882 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5882 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5882 Remote Similarity NPD7900 Approved
0.5876 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5865 Remote Similarity NPD6084 Phase 2
0.5865 Remote Similarity NPD6083 Phase 2
0.5851 Remote Similarity NPD4695 Discontinued
0.5851 Remote Similarity NPD5368 Approved
0.5842 Remote Similarity NPD6079 Approved
0.5833 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5818 Remote Similarity NPD6881 Approved
0.5818 Remote Similarity NPD6899 Approved
0.5816 Remote Similarity NPD6684 Approved
0.5816 Remote Similarity NPD7334 Approved
0.5816 Remote Similarity NPD7146 Approved
0.5816 Remote Similarity NPD5330 Approved
0.5816 Remote Similarity NPD3618 Phase 1
0.5816 Remote Similarity NPD7521 Approved
0.5816 Remote Similarity NPD6409 Approved
0.5814 Remote Similarity NPD6108 Clinical (unspecified phase)
0.5814 Remote Similarity NPD3704 Approved
0.5802 Remote Similarity NPD8779 Phase 3
0.5778 Remote Similarity NPD4732 Discontinued
0.5773 Remote Similarity NPD3133 Approved
0.5773 Remote Similarity NPD5766 Clinical (unspecified phase)
0.5773 Remote Similarity NPD3666 Approved
0.5773 Remote Similarity NPD4786 Approved
0.5773 Remote Similarity NPD3665 Phase 1
0.5766 Remote Similarity NPD6373 Approved
0.5766 Remote Similarity NPD6372 Approved
0.5752 Remote Similarity NPD8297 Approved
0.5729 Remote Similarity NPD3667 Approved
0.5727 Remote Similarity NPD5697 Approved
0.5714 Remote Similarity NPD7290 Approved
0.5714 Remote Similarity NPD6883 Approved
0.5714 Remote Similarity NPD7102 Approved
0.5714 Remote Similarity NPD368 Approved
0.5702 Remote Similarity NPD4632 Approved
0.57 Remote Similarity NPD5737 Approved
0.57 Remote Similarity NPD6672 Approved
0.57 Remote Similarity NPD6903 Approved
0.57 Remote Similarity NPD7513 Clinical (unspecified phase)
0.569 Remote Similarity NPD7500 Approved
0.5686 Remote Similarity NPD5281 Approved
0.5686 Remote Similarity NPD5284 Approved
0.5679 Remote Similarity NPD4219 Approved
0.5678 Remote Similarity NPD6319 Approved
0.5676 Remote Similarity NPD6011 Approved
0.5673 Remote Similarity NPD5210 Approved
0.5673 Remote Similarity NPD5695 Phase 3
0.5673 Remote Similarity NPD4629 Approved
0.5664 Remote Similarity NPD6617 Approved
0.5664 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5664 Remote Similarity NPD6869 Approved
0.5664 Remote Similarity NPD6847 Approved
0.5664 Remote Similarity NPD8130 Phase 1
0.566 Remote Similarity NPD5696 Approved
0.5658 Remote Similarity NPD5343 Approved
0.5657 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5657 Remote Similarity NPD4519 Discontinued
0.5657 Remote Similarity NPD4623 Approved
0.5657 Remote Similarity NPD5279 Phase 3
0.5648 Remote Similarity NPD5211 Phase 2
0.5644 Remote Similarity NPD7285 Clinical (unspecified phase)
0.5644 Remote Similarity NPD5328 Approved
0.5641 Remote Similarity NPD6927 Phase 3
0.5638 Remote Similarity NPD7322 Clinical (unspecified phase)
0.5636 Remote Similarity NPD6675 Approved
0.5636 Remote Similarity NPD5739 Approved
0.5636 Remote Similarity NPD7128 Approved
0.5636 Remote Similarity NPD6402 Approved
0.563 Remote Similarity NPD8516 Approved
0.563 Remote Similarity NPD8517 Approved
0.563 Remote Similarity NPD8515 Approved
0.563 Remote Similarity NPD8513 Phase 3
0.5625 Remote Similarity NPD6012 Approved
0.5625 Remote Similarity NPD6013 Approved
0.5625 Remote Similarity NPD6014 Approved
0.5619 Remote Similarity NPD4697 Phase 3
0.5619 Remote Similarity NPD5222 Approved
0.5619 Remote Similarity NPD4792 Clinical (unspecified phase)
0.5619 Remote Similarity NPD5221 Approved
0.5619 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5614 Remote Similarity NPD6882 Approved
0.5607 Remote Similarity NPD6648 Approved
0.56 Remote Similarity NPD4222 Approved
0.56 Remote Similarity NPD4265 Approved
0.56 Remote Similarity NPD39 Approved

Structure

External Identifiers

PubChem CID   44579813
ChEMBL   CHEMBL490781
ZINC  

Physicochemical Properties

Molecular Weight:  472.28
ALogP:  3.6376
MLogP:  3.88
XLogP:  3.57
# Rotatable Bonds:  21
Polar Surface Area:  100.9
# H-Bond Aceptor:  6
# H-Bond Donor:  2
# Rings:  1
# Heavy Atoms:  34

Download Data

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