Natural Product: NPC209327

Natural Product ID:  NPC209327
Common Name:   1-O-[(Z)-20-Methylhenicos-5-Enoyl]-Sn-Glycerol
IUPAC Name:   [(2S)-2,3-dihydroxypropyl] (Z)-20-methylhenicos-5-enoate
Synonyms:  
Molecular Formula:   C25H48O4
Standard InCHIKey:  MPXRWZKBFNUKJV-JYAZYPBOSA-N
Standard InCHI:  InChI=1S/C25H48O4/c1-23(2)19-17-15-13-11-9-7-5-3-4-6-8-10-12-14-16-18-20-25(28)29-22-24(27)21-26/h12,14,23-24,26-27H,3-11,13,15-22H2,1-2H3/b14-12-/t24-/m0/s1
Canonical SMILES:  OC[C@@H](COC(=O)CCC/C=CCCCCCCCCCCCCCC(C)C)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
NPO33189 Stelletta sp. Species Ancorinidae Eukaryota PMID[12762820]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT148 Cell Line HCT-15 Homo sapiens ED50 > 30 ug/ml PubChem BioAssay data set
NPT574 Cell Line XF498 Homo sapiens ED50 > 30 ug/ml PubChem BioAssay data set
NPT81 Cell Line A549 Homo sapiens ED50 > 30 ug/ml PubChem BioAssay data set
NPT147 Cell Line SK-MEL-2 Homo sapiens ED50 > 30 ug/ml PubChem BioAssay data set
NPT146 Cell Line SK-OV-3 Homo sapiens ED50 > 30 ug/ml 19015352

  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 NPC209327 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 NPC273508
0.9 High Similarity NPC470899
0.8923 High Similarity NPC476654
0.8923 High Similarity NPC476657
0.8923 High Similarity NPC476655
0.8889 High Similarity NPC321919
0.8889 High Similarity NPC81896
0.8788 High Similarity NPC476656
0.8788 High Similarity NPC476659
0.8657 High Similarity NPC330426
0.8657 High Similarity NPC271921
0.8657 High Similarity NPC22101
0.8657 High Similarity NPC148192
0.8657 High Similarity NPC104537
0.8657 High Similarity NPC127091
0.8529 High Similarity NPC473559
0.8529 High Similarity NPC141481
0.8529 High Similarity NPC48218
0.8529 High Similarity NPC324981
0.8493 Intermediate Similarity NPC218817
0.8493 Intermediate Similarity NPC11796
0.8485 Intermediate Similarity NPC476658
0.8429 Intermediate Similarity NPC477981
0.8429 Intermediate Similarity NPC477983
0.8382 Intermediate Similarity NPC473829
0.8382 Intermediate Similarity NPC475443
0.8382 Intermediate Similarity NPC473357
0.8382 Intermediate Similarity NPC193029
0.8286 Intermediate Similarity NPC476660
0.8182 Intermediate Similarity NPC321838
0.8143 Intermediate Similarity NPC473772
0.8125 Intermediate Similarity NPC323436
0.8028 Intermediate Similarity NPC42526
0.8026 Intermediate Similarity NPC200446
0.8026 Intermediate Similarity NPC103634
0.8 Intermediate Similarity NPC477980
0.7971 Intermediate Similarity NPC83965
0.7945 Intermediate Similarity NPC474321
0.7945 Intermediate Similarity NPC160540
0.791 Intermediate Similarity NPC64971
0.7895 Intermediate Similarity NPC209995
0.7857 Intermediate Similarity NPC478100
0.7857 Intermediate Similarity NPC25298
0.7826 Intermediate Similarity NPC296436
0.7826 Intermediate Similarity NPC176215
0.7794 Intermediate Similarity NPC54925
0.7778 Intermediate Similarity NPC473361
0.7778 Intermediate Similarity NPC329904
0.7763 Intermediate Similarity NPC469495
0.775 Intermediate Similarity NPC475206
0.7714 Intermediate Similarity NPC478101
0.7714 Intermediate Similarity NPC477982
0.7703 Intermediate Similarity NPC107654
0.7647 Intermediate Similarity NPC328776
0.7647 Intermediate Similarity NPC201939
0.7647 Intermediate Similarity NPC320305
0.7639 Intermediate Similarity NPC130618
0.7639 Intermediate Similarity NPC101622
0.7632 Intermediate Similarity NPC40049
0.7625 Intermediate Similarity NPC9868
0.7612 Intermediate Similarity NPC278202
0.7612 Intermediate Similarity NPC470363
0.7606 Intermediate Similarity NPC26500
0.7606 Intermediate Similarity NPC99619
0.7606 Intermediate Similarity NPC478097
0.7576 Intermediate Similarity NPC323597
0.7576 Intermediate Similarity NPC323498
0.7576 Intermediate Similarity NPC211752
0.7568 Intermediate Similarity NPC470435
0.7534 Intermediate Similarity NPC318766
0.7534 Intermediate Similarity NPC4299
0.7532 Intermediate Similarity NPC127526
0.75 Intermediate Similarity NPC478003
0.75 Intermediate Similarity NPC469514
0.75 Intermediate Similarity NPC313670
0.75 Intermediate Similarity NPC158388
0.75 Intermediate Similarity NPC478004
0.75 Intermediate Similarity NPC243532
0.75 Intermediate Similarity NPC279537
0.7468 Intermediate Similarity NPC474894
0.7467 Intermediate Similarity NPC315843
0.7467 Intermediate Similarity NPC104644
0.7463 Intermediate Similarity NPC329819
0.746 Intermediate Similarity NPC48162
0.7436 Intermediate Similarity NPC99651
0.7436 Intermediate Similarity NPC471537
0.7436 Intermediate Similarity NPC321728
0.7429 Intermediate Similarity NPC68343
0.7429 Intermediate Similarity NPC328089
0.7429 Intermediate Similarity NPC34883
0.7424 Intermediate Similarity NPC327388
0.7407 Intermediate Similarity NPC243618
0.7407 Intermediate Similarity NPC70424
0.7407 Intermediate Similarity NPC474776
0.7403 Intermediate Similarity NPC281296
0.7397 Intermediate Similarity NPC470436
0.7391 Intermediate Similarity NPC113293
0.7385 Intermediate Similarity NPC137538
0.7375 Intermediate Similarity NPC474291
0.7375 Intermediate Similarity NPC474252
0.7368 Intermediate Similarity NPC199445
0.7368 Intermediate Similarity NPC81052
0.7368 Intermediate Similarity NPC217725
0.7353 Intermediate Similarity NPC473866
0.7349 Intermediate Similarity NPC248602
0.7342 Intermediate Similarity NPC233377
0.7333 Intermediate Similarity NPC167145
0.7326 Intermediate Similarity NPC478037
0.7326 Intermediate Similarity NPC478036
0.7324 Intermediate Similarity NPC478098
0.7324 Intermediate Similarity NPC478099
0.7317 Intermediate Similarity NPC477746
0.7317 Intermediate Similarity NPC477747
0.7313 Intermediate Similarity NPC121034
0.7313 Intermediate Similarity NPC52012
0.7308 Intermediate Similarity NPC121200
0.7308 Intermediate Similarity NPC192006
0.7308 Intermediate Similarity NPC3852
0.7308 Intermediate Similarity NPC39547
0.7308 Intermediate Similarity NPC27949
0.7308 Intermediate Similarity NPC323249
0.7308 Intermediate Similarity NPC260814
0.7302 Intermediate Similarity NPC59051
0.7294 Intermediate Similarity NPC473448
0.7284 Intermediate Similarity NPC16488
0.7284 Intermediate Similarity NPC11620
0.7284 Intermediate Similarity NPC161045
0.7273 Intermediate Similarity NPC52264
0.7273 Intermediate Similarity NPC469880
0.7273 Intermediate Similarity NPC49392
0.7273 Intermediate Similarity NPC281590
0.7273 Intermediate Similarity NPC190400
0.7262 Intermediate Similarity NPC201046
0.7262 Intermediate Similarity NPC309656
0.725 Intermediate Similarity NPC236649
0.725 Intermediate Similarity NPC21693
0.725 Intermediate Similarity NPC88735
0.7246 Intermediate Similarity NPC328311
0.7246 Intermediate Similarity NPC327112
0.7237 Intermediate Similarity NPC474551
0.7237 Intermediate Similarity NPC330016
0.7237 Intermediate Similarity NPC472966
0.7229 Intermediate Similarity NPC477994
0.7229 Intermediate Similarity NPC477993
0.7229 Intermediate Similarity NPC475753
0.7229 Intermediate Similarity NPC469483
0.7222 Intermediate Similarity NPC137163
0.7215 Intermediate Similarity NPC139712
0.7215 Intermediate Similarity NPC475210
0.7209 Intermediate Similarity NPC184463
0.7209 Intermediate Similarity NPC472199
0.7209 Intermediate Similarity NPC472197
0.7209 Intermediate Similarity NPC329906
0.72 Intermediate Similarity NPC67076
0.72 Intermediate Similarity NPC319163
0.72 Intermediate Similarity NPC316185
0.72 Intermediate Similarity NPC472254
0.72 Intermediate Similarity NPC126061
0.7195 Intermediate Similarity NPC72464
0.7183 Intermediate Similarity NPC475221
0.7179 Intermediate Similarity NPC474278
0.7179 Intermediate Similarity NPC110813
0.7162 Intermediate Similarity NPC475982
0.7162 Intermediate Similarity NPC329656
0.7143 Intermediate Similarity NPC45409
0.7143 Intermediate Similarity NPC474765
0.7143 Intermediate Similarity NPC477959
0.7143 Intermediate Similarity NPC55376
0.7143 Intermediate Similarity NPC86005
0.7143 Intermediate Similarity NPC179659
0.7143 Intermediate Similarity NPC329852
0.7143 Intermediate Similarity NPC174560
0.7143 Intermediate Similarity NPC125312
0.7125 Intermediate Similarity NPC469920
0.7125 Intermediate Similarity NPC472948
0.7108 Intermediate Similarity NPC329738
0.7108 Intermediate Similarity NPC11804
0.7108 Intermediate Similarity NPC137033
0.7108 Intermediate Similarity NPC471494
0.7105 Intermediate Similarity NPC474543
0.7105 Intermediate Similarity NPC477085
0.7105 Intermediate Similarity NPC238425
0.7105 Intermediate Similarity NPC472018
0.7101 Intermediate Similarity NPC329249
0.7101 Intermediate Similarity NPC322186
0.7093 Intermediate Similarity NPC474761
0.7093 Intermediate Similarity NPC476004
0.7089 Intermediate Similarity NPC473471
0.7089 Intermediate Similarity NPC133377
0.7089 Intermediate Similarity NPC317263
0.7083 Intermediate Similarity NPC326268
0.7083 Intermediate Similarity NPC136164
0.7083 Intermediate Similarity NPC318420
0.7083 Intermediate Similarity NPC245947
0.7083 Intermediate Similarity NPC255863
0.7077 Intermediate Similarity NPC92114
0.7073 Intermediate Similarity NPC231601
0.7073 Intermediate Similarity NPC253801
0.7073 Intermediate Similarity NPC23748
0.7073 Intermediate Similarity NPC156089

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC209327 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
0.7727 Intermediate Similarity NPD6109 Phase 1
0.7681 Intermediate Similarity NPD3197 Phase 1
0.7595 Intermediate Similarity NPD6435 Approved
0.7564 Intermediate Similarity NPD5790 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7154 Phase 3
0.7412 Intermediate Similarity NPD7983 Approved
0.7342 Intermediate Similarity NPD4820 Approved
0.7342 Intermediate Similarity NPD4821 Approved
0.7342 Intermediate Similarity NPD4822 Approved
0.7342 Intermediate Similarity NPD4819 Approved
0.7342 Intermediate Similarity NPD5368 Approved
0.7308 Intermediate Similarity NPD4271 Approved
0.7308 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD4268 Approved
0.7294 Intermediate Similarity NPD6698 Approved
0.7294 Intermediate Similarity NPD46 Approved
0.725 Intermediate Similarity NPD5369 Approved
0.7246 Intermediate Similarity NPD4246 Clinical (unspecified phase)
0.7093 Intermediate Similarity NPD7838 Discovery
0.7073 Intermediate Similarity NPD5362 Discontinued
0.6984 Remote Similarity NPD5343 Approved
0.6977 Remote Similarity NPD6101 Approved
0.6977 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6951 Remote Similarity NPD4269 Approved
0.6951 Remote Similarity NPD4270 Approved
0.6941 Remote Similarity NPD4251 Approved
0.6941 Remote Similarity NPD4250 Approved
0.6914 Remote Similarity NPD4252 Approved
0.6867 Remote Similarity NPD5331 Approved
0.6867 Remote Similarity NPD5332 Approved
0.6866 Remote Similarity NPD3196 Approved
0.6866 Remote Similarity NPD3730 Approved
0.6866 Remote Similarity NPD3194 Approved
0.6866 Remote Similarity NPD4266 Approved
0.6866 Remote Similarity NPD3728 Approved
0.6866 Remote Similarity NPD3195 Phase 2
0.6829 Remote Similarity NPD4790 Discontinued
0.6824 Remote Similarity NPD5786 Approved
0.6824 Remote Similarity NPD4249 Approved
0.6818 Remote Similarity NPD6411 Approved
0.6742 Remote Similarity NPD5779 Approved
0.6742 Remote Similarity NPD5778 Approved
0.6716 Remote Similarity NPD3172 Approved
0.6706 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6706 Remote Similarity NPD5363 Approved
0.6667 Remote Similarity NPD4222 Approved
0.6667 Remote Similarity NPD39 Approved
0.6667 Remote Similarity NPD3732 Approved
0.6667 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6629 Remote Similarity NPD7637 Suspended
0.6615 Remote Similarity NPD3173 Approved
0.6522 Remote Similarity NPD7839 Suspended
0.6517 Remote Similarity NPD5785 Approved
0.6508 Remote Similarity NPD6096 Approved
0.6508 Remote Similarity NPD6097 Approved
0.6418 Remote Similarity NPD29 Approved
0.6418 Remote Similarity NPD28 Approved
0.6404 Remote Similarity NPD5370 Suspended
0.64 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6395 Remote Similarity NPD5766 Clinical (unspecified phase)
0.6395 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6383 Remote Similarity NPD4225 Approved
0.6383 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6377 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6349 Remote Similarity NPD5326 Phase 3
0.631 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6296 Remote Similarity NPD8039 Approved
0.6279 Remote Similarity NPD6110 Phase 1
0.6267 Remote Similarity NPD7909 Approved
0.6264 Remote Similarity NPD4810 Clinical (unspecified phase)
0.625 Remote Similarity NPD6422 Discontinued
0.625 Remote Similarity NPD5344 Discontinued
0.6237 Remote Similarity NPD1698 Clinical (unspecified phase)
0.62 Remote Similarity NPD6686 Approved
0.6196 Remote Similarity NPD5781 Clinical (unspecified phase)
0.6196 Remote Similarity NPD6399 Phase 3
0.6176 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6176 Remote Similarity NPD6927 Phase 3
0.617 Remote Similarity NPD4792 Clinical (unspecified phase)
0.6163 Remote Similarity NPD5209 Approved
0.6154 Remote Similarity NPD3174 Discontinued
0.6136 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6129 Remote Similarity NPD7748 Approved
0.6105 Remote Similarity NPD6084 Phase 2
0.6105 Remote Similarity NPD6083 Phase 2
0.6104 Remote Similarity NPD7331 Phase 2
0.61 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6087 Remote Similarity NPD7515 Phase 2
0.6078 Remote Similarity NPD6371 Approved
0.6053 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6042 Remote Similarity NPD7638 Approved
0.6027 Remote Similarity NPD585 Clinical (unspecified phase)
0.6 Remote Similarity NPD7524 Approved
0.5979 Remote Similarity NPD7639 Approved
0.5979 Remote Similarity NPD7640 Approved
0.597 Remote Similarity NPD6125 Clinical (unspecified phase)
0.597 Remote Similarity NPD622 Approved
0.5962 Remote Similarity NPD8297 Approved
0.5946 Remote Similarity NPD3198 Approved
0.5941 Remote Similarity NPD6412 Phase 2
0.5941 Remote Similarity NPD6685 Approved
0.5938 Remote Similarity NPD7902 Approved
0.5922 Remote Similarity NPD6421 Discontinued
0.5895 Remote Similarity NPD5695 Phase 3
0.5889 Remote Similarity NPD7521 Approved
0.5889 Remote Similarity NPD6409 Approved
0.5889 Remote Similarity NPD7334 Approved
0.5889 Remote Similarity NPD5330 Approved
0.5889 Remote Similarity NPD7146 Approved
0.5889 Remote Similarity NPD6684 Approved
0.5888 Remote Similarity NPD7115 Discovery
0.5882 Remote Similarity NPD6881 Approved
0.5882 Remote Similarity NPD6899 Approved
0.5843 Remote Similarity NPD4786 Approved
0.5842 Remote Similarity NPD6402 Approved
0.5842 Remote Similarity NPD7128 Approved
0.5842 Remote Similarity NPD6675 Approved
0.5842 Remote Similarity NPD5739 Approved
0.5833 Remote Similarity NPD818 Approved
0.5833 Remote Similarity NPD819 Approved
0.5833 Remote Similarity NPD6933 Approved
0.5833 Remote Similarity NPD4228 Discovery
0.5833 Remote Similarity NPD7641 Discontinued
0.5816 Remote Similarity NPD6648 Approved
0.5802 Remote Similarity NPD7144 Approved
0.5802 Remote Similarity NPD7143 Approved
0.58 Remote Similarity NPD6647 Phase 2
0.5795 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5795 Remote Similarity NPD3667 Approved
0.5789 Remote Similarity NPD368 Approved
0.5789 Remote Similarity NPD5282 Discontinued
0.5784 Remote Similarity NPD5697 Approved
0.5769 Remote Similarity NPD7341 Phase 2
0.5769 Remote Similarity NPD7102 Approved
0.5769 Remote Similarity NPD6883 Approved
0.5769 Remote Similarity NPD7290 Approved
0.5765 Remote Similarity NPD4756 Discovery
0.5765 Remote Similarity NPD6932 Approved
0.5761 Remote Similarity NPD6672 Approved
0.5761 Remote Similarity NPD5737 Approved
0.5761 Remote Similarity NPD6903 Approved
0.5761 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5735 Remote Similarity NPD2266 Phase 2
0.5732 Remote Similarity NPD7152 Approved
0.5732 Remote Similarity NPD7151 Approved
0.5732 Remote Similarity NPD7150 Approved
0.573 Remote Similarity NPD6695 Phase 3
0.5728 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5728 Remote Similarity NPD7320 Approved
0.5714 Remote Similarity NPD8264 Approved
0.5714 Remote Similarity NPD6869 Approved
0.5714 Remote Similarity NPD6847 Approved
0.5714 Remote Similarity NPD6649 Approved
0.5714 Remote Similarity NPD8130 Phase 1
0.5714 Remote Similarity NPD5696 Approved
0.5714 Remote Similarity NPD6617 Approved
0.5714 Remote Similarity NPD6650 Approved
0.5698 Remote Similarity NPD7145 Approved
0.5696 Remote Similarity NPD3704 Approved
0.5679 Remote Similarity NPD6923 Approved
0.5679 Remote Similarity NPD6922 Approved
0.5676 Remote Similarity NPD8444 Approved
0.5676 Remote Similarity NPD8517 Approved
0.5676 Remote Similarity NPD8515 Approved
0.5676 Remote Similarity NPD8516 Approved
0.5676 Remote Similarity NPD8513 Phase 3
0.5673 Remote Similarity NPD6012 Approved
0.5673 Remote Similarity NPD6014 Approved
0.5673 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5673 Remote Similarity NPD6373 Approved
0.5673 Remote Similarity NPD6372 Approved
0.5673 Remote Similarity NPD6013 Approved
0.5672 Remote Similarity NPD4265 Approved
0.5667 Remote Similarity NPD3666 Approved
0.5667 Remote Similarity NPD3665 Phase 1
0.5667 Remote Similarity NPD3133 Approved
0.5667 Remote Similarity NPD7338 Clinical (unspecified phase)
0.566 Remote Similarity NPD6882 Approved
0.5644 Remote Similarity NPD5765 Approved
0.5632 Remote Similarity NPD7645 Phase 2
0.5631 Remote Similarity NPD5701 Approved
0.5625 Remote Similarity NPD7900 Approved
0.5625 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5607 Remote Similarity NPD4632 Approved
0.5604 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5604 Remote Similarity NPD1694 Approved

Structure

External Identifiers

PubChem CID   11112414
ChEMBL   CHEMBL2021367
ZINC  

Physicochemical Properties

Molecular Weight:  412.36
ALogP:  -2.6526
MLogP:  3.77
XLogP:  9.347
# Rotatable Bonds:  26
Polar Surface Area:  66.76
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  0
# Heavy Atoms:  29

Download Data

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