Natural Product: NPC475037

Natural Product ID:  NPC475037
Common Name:   (2E)-6-Hydroxyl-2-Hydroxymethyl-6-Methyl-2,7-Octadienoic Acid 6-O-Beta-D-Quinovopyranose
IUPAC Name:   (2E)-2-(hydroxymethyl)-6-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyocta-2,7-dienoic acid
Synonyms:  
Molecular Formula:   C16H26O8
Standard InCHIKey:  BIUQGDGSXUQICF-PYNHYVSYSA-N
Standard InCHI:  InChI=1S/C16H26O8/c1-4-16(3,7-5-6-10(8-17)14(21)22)24-15-13(20)12(19)11(18)9(2)23-15/h4,6,9,11-13,15,17-20H,1,5,7-8H2,2-3H3,(H,21,22)/b10-6+/t9-,11-,12+,13-,15+,16?/m1/s1
Canonical SMILES:  OC/C(=CCCC(O[C@@H]1O[C@H](C)[C@H]([C@@H]([C@H]1O)O)O)(C=C)C)/C(=O)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
NPO3615 Acacia concinna Species Fabaceae Eukaryota fruits Myanmar PMID[11141109]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT453 Cell Line HT-1080 Homo sapiens ED50 > 100 ug/ml 22664131

  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 NPC475037 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
0.9753 High Similarity NPC475034
0.963 High Similarity NPC475035
0.9048 High Similarity NPC470124
0.8929 High Similarity NPC266718
0.8642 High Similarity NPC229655
0.8621 High Similarity NPC118077
0.8621 High Similarity NPC475186
0.8588 High Similarity NPC142111
0.8588 High Similarity NPC473315
0.8571 High Similarity NPC469469
0.8556 High Similarity NPC472195
0.8556 High Similarity NPC472196
0.8556 High Similarity NPC238090
0.8488 Intermediate Similarity NPC473308
0.8471 Intermediate Similarity NPC251026
0.8462 Intermediate Similarity NPC159698
0.8444 Intermediate Similarity NPC477749
0.8415 Intermediate Similarity NPC326661
0.8333 Intermediate Similarity NPC118078
0.8333 Intermediate Similarity NPC473311
0.8315 Intermediate Similarity NPC137368
0.8315 Intermediate Similarity NPC470137
0.8295 Intermediate Similarity NPC208473
0.8265 Intermediate Similarity NPC474285
0.8265 Intermediate Similarity NPC254538
0.8242 Intermediate Similarity NPC9447
0.8235 Intermediate Similarity NPC163362
0.8235 Intermediate Similarity NPC127295
0.8222 Intermediate Similarity NPC285588
0.8222 Intermediate Similarity NPC477748
0.8152 Intermediate Similarity NPC61201
0.8132 Intermediate Similarity NPC202886
0.8132 Intermediate Similarity NPC327253
0.8132 Intermediate Similarity NPC6414
0.8132 Intermediate Similarity NPC303451
0.8065 Intermediate Similarity NPC294293
0.8043 Intermediate Similarity NPC472199
0.8043 Intermediate Similarity NPC110072
0.8041 Intermediate Similarity NPC195510
0.8041 Intermediate Similarity NPC13171
0.7979 Intermediate Similarity NPC101051
0.7979 Intermediate Similarity NPC170204
0.7978 Intermediate Similarity NPC471494
0.7957 Intermediate Similarity NPC320552
0.7957 Intermediate Similarity NPC320089
0.7917 Intermediate Similarity NPC307517
0.7917 Intermediate Similarity NPC61630
0.7917 Intermediate Similarity NPC169468
0.7917 Intermediate Similarity NPC81483
0.7895 Intermediate Similarity NPC306041
0.7889 Intermediate Similarity NPC311163
0.7872 Intermediate Similarity NPC475832
0.7872 Intermediate Similarity NPC472198
0.7872 Intermediate Similarity NPC475927
0.7857 Intermediate Similarity NPC201191
0.7835 Intermediate Similarity NPC22149
0.7835 Intermediate Similarity NPC255677
0.7835 Intermediate Similarity NPC306344
0.7812 Intermediate Similarity NPC40812
0.7791 Intermediate Similarity NPC477314
0.7789 Intermediate Similarity NPC469543
0.7766 Intermediate Similarity NPC471483
0.7755 Intermediate Similarity NPC28304
0.7755 Intermediate Similarity NPC198992
0.7755 Intermediate Similarity NPC298255
0.7753 Intermediate Similarity NPC44261
0.7742 Intermediate Similarity NPC117596
0.7738 Intermediate Similarity NPC472174
0.7732 Intermediate Similarity NPC203627
0.7701 Intermediate Similarity NPC180725
0.7701 Intermediate Similarity NPC321728
0.77 Intermediate Similarity NPC86095
0.7684 Intermediate Similarity NPC2003
0.7684 Intermediate Similarity NPC256368
0.7684 Intermediate Similarity NPC25701
0.7674 Intermediate Similarity NPC110813
0.7674 Intermediate Similarity NPC474026
0.7674 Intermediate Similarity NPC475711
0.766 Intermediate Similarity NPC469410
0.766 Intermediate Similarity NPC472197
0.766 Intermediate Similarity NPC472125
0.766 Intermediate Similarity NPC472126
0.766 Intermediate Similarity NPC472124
0.764 Intermediate Similarity NPC474959
0.764 Intermediate Similarity NPC310450
0.764 Intermediate Similarity NPC475046
0.764 Intermediate Similarity NPC11383
0.7629 Intermediate Similarity NPC474194
0.7624 Intermediate Similarity NPC239961
0.7619 Intermediate Similarity NPC132938
0.7614 Intermediate Similarity NPC470147
0.7614 Intermediate Similarity NPC133226
0.7609 Intermediate Similarity NPC125142
0.76 Intermediate Similarity NPC284929
0.76 Intermediate Similarity NPC197541
0.76 Intermediate Similarity NPC118761
0.76 Intermediate Similarity NPC234304
0.76 Intermediate Similarity NPC267869
0.7586 Intermediate Similarity NPC248775
0.7586 Intermediate Similarity NPC279532
0.7586 Intermediate Similarity NPC133377
0.7582 Intermediate Similarity NPC477746
0.7582 Intermediate Similarity NPC477747
0.7576 Intermediate Similarity NPC471637
0.7576 Intermediate Similarity NPC2313
0.7576 Intermediate Similarity NPC154132
0.7576 Intermediate Similarity NPC475655
0.7576 Intermediate Similarity NPC57586
0.7576 Intermediate Similarity NPC475157
0.7556 Intermediate Similarity NPC286770
0.7556 Intermediate Similarity NPC284472
0.7556 Intermediate Similarity NPC161045
0.7556 Intermediate Similarity NPC229799
0.7553 Intermediate Similarity NPC471569
0.7553 Intermediate Similarity NPC307699
0.7551 Intermediate Similarity NPC472015
0.7551 Intermediate Similarity NPC83895
0.7551 Intermediate Similarity NPC255592
0.7551 Intermediate Similarity NPC261377
0.7551 Intermediate Similarity NPC198422
0.7551 Intermediate Similarity NPC40182
0.7551 Intermediate Similarity NPC187761
0.7551 Intermediate Similarity NPC308567
0.7529 Intermediate Similarity NPC472173
0.7528 Intermediate Similarity NPC280367
0.7526 Intermediate Similarity NPC241911
0.7526 Intermediate Similarity NPC54731
0.7525 Intermediate Similarity NPC474917
0.75 Intermediate Similarity NPC222062
0.75 Intermediate Similarity NPC250545
0.75 Intermediate Similarity NPC470148
0.75 Intermediate Similarity NPC310804
0.75 Intermediate Similarity NPC470149
0.75 Intermediate Similarity NPC261117
0.7476 Intermediate Similarity NPC475960
0.7475 Intermediate Similarity NPC324667
0.7474 Intermediate Similarity NPC158061
0.7473 Intermediate Similarity NPC288471
0.7453 Intermediate Similarity NPC264153
0.7451 Intermediate Similarity NPC82251
0.7451 Intermediate Similarity NPC315070
0.7449 Intermediate Similarity NPC266842
0.7449 Intermediate Similarity NPC471490
0.7449 Intermediate Similarity NPC2666
0.7449 Intermediate Similarity NPC472290
0.7426 Intermediate Similarity NPC309398
0.7426 Intermediate Similarity NPC197736
0.7419 Intermediate Similarity NPC313658
0.7419 Intermediate Similarity NPC316138
0.7412 Intermediate Similarity NPC477303
0.7412 Intermediate Similarity NPC477311
0.74 Intermediate Similarity NPC4637
0.74 Intermediate Similarity NPC219038
0.74 Intermediate Similarity NPC98859
0.74 Intermediate Similarity NPC20673
0.7391 Intermediate Similarity NPC470658
0.7391 Intermediate Similarity NPC11804
0.7368 Intermediate Similarity NPC120021
0.7368 Intermediate Similarity NPC3952
0.7368 Intermediate Similarity NPC270908
0.7368 Intermediate Similarity NPC216826
0.7368 Intermediate Similarity NPC177668
0.7368 Intermediate Similarity NPC65665
0.7368 Intermediate Similarity NPC231710
0.7368 Intermediate Similarity NPC470573
0.7363 Intermediate Similarity NPC31019
0.7363 Intermediate Similarity NPC106912
0.7363 Intermediate Similarity NPC2379
0.7363 Intermediate Similarity NPC315559
0.7363 Intermediate Similarity NPC263087
0.7363 Intermediate Similarity NPC27314
0.7356 Intermediate Similarity NPC203277
0.7347 Intermediate Similarity NPC475525
0.7347 Intermediate Similarity NPC475375
0.7347 Intermediate Similarity NPC143446
0.7347 Intermediate Similarity NPC473765
0.7347 Intermediate Similarity NPC476066
0.7347 Intermediate Similarity NPC472995
0.7347 Intermediate Similarity NPC473605
0.7347 Intermediate Similarity NPC475241
0.7347 Intermediate Similarity NPC475164
0.7347 Intermediate Similarity NPC288350
0.7347 Intermediate Similarity NPC475540
0.7347 Intermediate Similarity NPC173329
0.7347 Intermediate Similarity NPC473333
0.7347 Intermediate Similarity NPC475593
0.734 Intermediate Similarity NPC248312
0.7339 Intermediate Similarity NPC13710
0.7339 Intermediate Similarity NPC475309
0.7333 Intermediate Similarity NPC236649
0.7333 Intermediate Similarity NPC21693
0.7327 Intermediate Similarity NPC121423
0.7327 Intermediate Similarity NPC471599
0.7326 Intermediate Similarity NPC477312
0.7326 Intermediate Similarity NPC477315
0.7326 Intermediate Similarity NPC107654
0.7326 Intermediate Similarity NPC477308
0.7326 Intermediate Similarity NPC315843
0.7326 Intermediate Similarity NPC477313
0.7326 Intermediate Similarity NPC477316

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475037 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
0.7732 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD6698 Approved
0.7368 Intermediate Similarity NPD46 Approved
0.7368 Intermediate Similarity NPD7838 Discovery
0.7308 Intermediate Similarity NPD6686 Approved
0.6939 Remote Similarity NPD7983 Approved
0.6893 Remote Similarity NPD5344 Discontinued
0.6842 Remote Similarity NPD8515 Approved
0.6842 Remote Similarity NPD8517 Approved
0.6842 Remote Similarity NPD8516 Approved
0.6842 Remote Similarity NPD8513 Phase 3
0.6789 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6737 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6724 Remote Similarity NPD7829 Approved
0.6724 Remote Similarity NPD7830 Approved
0.6724 Remote Similarity NPD7642 Approved
0.6696 Remote Similarity NPD7503 Approved
0.6579 Remote Similarity NPD7328 Approved
0.6579 Remote Similarity NPD7327 Approved
0.6574 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6545 Remote Similarity NPD6371 Approved
0.6538 Remote Similarity NPD4225 Approved
0.6522 Remote Similarity NPD7516 Approved
0.6505 Remote Similarity NPD7839 Suspended
0.6476 Remote Similarity NPD6648 Approved
0.6466 Remote Similarity NPD8294 Approved
0.6466 Remote Similarity NPD8377 Approved
0.6446 Remote Similarity NPD7319 Approved
0.641 Remote Similarity NPD8444 Approved
0.641 Remote Similarity NPD8296 Approved
0.641 Remote Similarity NPD8380 Approved
0.641 Remote Similarity NPD8033 Approved
0.641 Remote Similarity NPD8335 Approved
0.641 Remote Similarity NPD8379 Approved
0.641 Remote Similarity NPD8378 Approved
0.6337 Remote Similarity NPD8522 Clinical (unspecified phase)
0.6333 Remote Similarity NPD7507 Approved
0.6333 Remote Similarity NPD8451 Approved
0.6293 Remote Similarity NPD7641 Discontinued
0.6289 Remote Similarity NPD6110 Phase 1
0.6281 Remote Similarity NPD8074 Phase 3
0.6281 Remote Similarity NPD8448 Approved
0.625 Remote Similarity NPD8299 Approved
0.625 Remote Similarity NPD8342 Approved
0.625 Remote Similarity NPD8341 Approved
0.625 Remote Similarity NPD8340 Approved
0.6207 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6147 Remote Similarity NPD1407 Approved
0.6129 Remote Similarity NPD8390 Approved
0.6129 Remote Similarity NPD8391 Approved
0.6129 Remote Similarity NPD8392 Approved
0.6126 Remote Similarity NPD6412 Phase 2
0.6117 Remote Similarity NPD7637 Suspended
0.61 Remote Similarity NPD4249 Approved
0.6094 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6067 Remote Similarity NPD898 Approved
0.6067 Remote Similarity NPD896 Approved
0.6067 Remote Similarity NPD897 Approved
0.6058 Remote Similarity NPD5778 Approved
0.6058 Remote Similarity NPD5779 Approved
0.604 Remote Similarity NPD4251 Approved
0.604 Remote Similarity NPD4250 Approved
0.6033 Remote Similarity NPD8328 Phase 3
0.602 Remote Similarity NPD5209 Approved
0.6019 Remote Similarity NPD5785 Approved
0.5979 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5948 Remote Similarity NPD8133 Approved
0.5943 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5935 Remote Similarity NPD8273 Phase 1
0.5932 Remote Similarity NPD7500 Approved
0.5932 Remote Similarity NPD7115 Discovery
0.5889 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5872 Remote Similarity NPD7639 Approved
0.5872 Remote Similarity NPD7640 Approved
0.5849 Remote Similarity NPD5282 Discontinued
0.5842 Remote Similarity NPD5363 Approved
0.5842 Remote Similarity NPD1733 Clinical (unspecified phase)
0.584 Remote Similarity NPD7736 Approved
0.582 Remote Similarity NPD8080 Discontinued
0.582 Remote Similarity NPD6370 Approved
0.5816 Remote Similarity NPD4822 Approved
0.5816 Remote Similarity NPD4821 Approved
0.5816 Remote Similarity NPD4820 Approved
0.5816 Remote Similarity NPD4819 Approved
0.5802 Remote Similarity NPD905 Approved
0.5802 Remote Similarity NPD904 Phase 3
0.58 Remote Similarity NPD7154 Phase 3
0.5798 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5785 Remote Similarity NPD6319 Approved
0.578 Remote Similarity NPD7638 Approved
0.5773 Remote Similarity NPD4268 Approved
0.5773 Remote Similarity NPD4271 Approved
0.5752 Remote Similarity NPD4211 Phase 1
0.5747 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5739 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5739 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5732 Remote Similarity NPD2269 Approved
0.5726 Remote Similarity NPD7492 Approved
0.5714 Remote Similarity NPD7329 Approved
0.5704 Remote Similarity NPD7266 Discontinued
0.5698 Remote Similarity NPD6109 Phase 1
0.5698 Remote Similarity NPD585 Clinical (unspecified phase)
0.569 Remote Similarity NPD6421 Discontinued
0.5686 Remote Similarity NPD6082 Clinical (unspecified phase)
0.568 Remote Similarity NPD6616 Approved
0.5667 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5667 Remote Similarity NPD7505 Discontinued
0.5663 Remote Similarity NPD890 Clinical (unspecified phase)
0.5663 Remote Similarity NPD893 Approved
0.5663 Remote Similarity NPD891 Phase 3
0.5663 Remote Similarity NPD894 Approved
0.5663 Remote Similarity NPD889 Approved
0.5663 Remote Similarity NPD887 Approved
0.5663 Remote Similarity NPD892 Phase 3
0.5663 Remote Similarity NPD895 Approved
0.5663 Remote Similarity NPD888 Phase 3
0.5657 Remote Similarity NPD4252 Approved
0.5656 Remote Similarity NPD6054 Approved
0.5652 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5641 Remote Similarity NPD2204 Approved
0.5641 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5635 Remote Similarity NPD8293 Discontinued
0.5635 Remote Similarity NPD7078 Approved
0.5619 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5619 Remote Similarity NPD6101 Approved
0.561 Remote Similarity NPD6015 Approved
0.561 Remote Similarity NPD8274 Clinical (unspecified phase)
0.561 Remote Similarity NPD6016 Approved

Structure

External Identifiers

PubChem CID   44566294
ChEMBL   CHEMBL493649
ZINC  

Physicochemical Properties

Molecular Weight:  346.16
ALogP:  -0.7502
MLogP:  2.34
XLogP:  -0.429
# Rotatable Bonds:  15
Polar Surface Area:  136.68
# H-Bond Aceptor:  8
# H-Bond Donor:  5
# Rings:  1
# Heavy Atoms:  24

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