Natural Product: NPC6414

Natural Product ID:  NPC6414
Common Name:   Oleoside 11-Methyl Ester
IUPAC Name:   2-[(2S,3Z,4S)-3-ethylidene-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-4-yl]acetic acid
Synonyms:   Oleoside 11-Methyl Ester
Molecular Formula:   C17H24O11
Standard InCHIKey:  XSCVKBFEPYGZSL-NBLOLSIESA-N
Standard InCHI:  InChI=1S/C17H24O11/c1-3-7-8(4-11(19)20)9(15(24)25-2)6-26-16(7)28-17-14(23)13(22)12(21)10(5-18)27-17/h3,6,8,10,12-14,16-18,21-23H,4-5H2,1-2H3,(H,19,20)/b7-3-/t8-,10+,12+,13-,14+,16-,17-/m0/s1
Canonical SMILES:  C/C=C/1[C@@H](OC=C([C@H]1CC(=O)O)C(=O)OC)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)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
NPO19884 Fraxinus excelsior Species Oleaceae Eukaryota PMID[20000781]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT520 Cell Line 3T3-L1 Mus musculus Inhibition = -7.9 % 18258441
NPT520 Cell Line 3T3-L1 Mus musculus Inhibition = -34.8 % 18258441
NPT520 Cell Line 3T3-L1 Mus musculus Inhibition = -85.2 % 11858756

  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 NPC6414 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 NPC303451
0.9545 High Similarity NPC469543
0.9318 High Similarity NPC61201
0.9091 High Similarity NPC117596
0.8925 High Similarity NPC306344
0.8925 High Similarity NPC255677
0.8925 High Similarity NPC22149
0.8901 High Similarity NPC170204
0.883 High Similarity NPC298255
0.883 High Similarity NPC28304
0.8778 High Similarity NPC472125
0.8778 High Similarity NPC472124
0.8778 High Similarity NPC472126
0.8737 High Similarity NPC310804
0.8737 High Similarity NPC195510
0.8737 High Similarity NPC261117
0.8737 High Similarity NPC222062
0.8737 High Similarity NPC13171
0.8667 High Similarity NPC307699
0.8667 High Similarity NPC470573
0.8667 High Similarity NPC216826
0.8667 High Similarity NPC120021
0.8667 High Similarity NPC231710
0.8667 High Similarity NPC270908
0.8667 High Similarity NPC65665
0.8646 High Similarity NPC267869
0.8646 High Similarity NPC197541
0.8646 High Similarity NPC234304
0.8646 High Similarity NPC284929
0.8646 High Similarity NPC118761
0.8602 High Similarity NPC241911
0.8557 High Similarity NPC86095
0.8542 High Similarity NPC250545
0.8523 High Similarity NPC470124
0.8409 Intermediate Similarity NPC266718
0.8384 Intermediate Similarity NPC254538
0.8384 Intermediate Similarity NPC474285
0.8298 Intermediate Similarity NPC101051
0.828 Intermediate Similarity NPC320552
0.8261 Intermediate Similarity NPC327253
0.8211 Intermediate Similarity NPC306041
0.8202 Intermediate Similarity NPC475035
0.8191 Intermediate Similarity NPC294293
0.8172 Intermediate Similarity NPC9447
0.8172 Intermediate Similarity NPC477749
0.8161 Intermediate Similarity NPC127295
0.8161 Intermediate Similarity NPC163362
0.8132 Intermediate Similarity NPC475037
0.8085 Intermediate Similarity NPC472195
0.8085 Intermediate Similarity NPC472196
0.8085 Intermediate Similarity NPC238090
0.8043 Intermediate Similarity NPC137368
0.8 Intermediate Similarity NPC159698
0.7957 Intermediate Similarity NPC477748
0.7935 Intermediate Similarity NPC475186
0.7935 Intermediate Similarity NPC118077
0.7912 Intermediate Similarity NPC475034
0.79 Intermediate Similarity NPC27687
0.7895 Intermediate Similarity NPC320089
0.7872 Intermediate Similarity NPC202886
0.7865 Intermediate Similarity NPC469469
0.7835 Intermediate Similarity NPC54731
0.7812 Intermediate Similarity NPC25701
0.7812 Intermediate Similarity NPC2003
0.78 Intermediate Similarity NPC177013
0.78 Intermediate Similarity NPC4899
0.78 Intermediate Similarity NPC201191
0.78 Intermediate Similarity NPC471599
0.78 Intermediate Similarity NPC35185
0.78 Intermediate Similarity NPC474730
0.78 Intermediate Similarity NPC106668
0.7789 Intermediate Similarity NPC472197
0.7789 Intermediate Similarity NPC472199
0.7778 Intermediate Similarity NPC244878
0.7778 Intermediate Similarity NPC251026
0.7766 Intermediate Similarity NPC285588
0.7755 Intermediate Similarity NPC472290
0.7723 Intermediate Similarity NPC37240
0.7723 Intermediate Similarity NPC475928
0.7723 Intermediate Similarity NPC197736
0.7717 Intermediate Similarity NPC477746
0.7717 Intermediate Similarity NPC477747
0.77 Intermediate Similarity NPC219038
0.77 Intermediate Similarity NPC20673
0.7692 Intermediate Similarity NPC473315
0.7692 Intermediate Similarity NPC142111
0.7684 Intermediate Similarity NPC473311
0.7684 Intermediate Similarity NPC118078
0.7677 Intermediate Similarity NPC40182
0.7677 Intermediate Similarity NPC151093
0.7677 Intermediate Similarity NPC198422
0.7677 Intermediate Similarity NPC472015
0.766 Intermediate Similarity NPC470137
0.7653 Intermediate Similarity NPC161293
0.764 Intermediate Similarity NPC321728
0.7629 Intermediate Similarity NPC256368
0.7629 Intermediate Similarity NPC71589
0.7629 Intermediate Similarity NPC472198
0.7614 Intermediate Similarity NPC110813
0.7609 Intermediate Similarity NPC473308
0.7604 Intermediate Similarity NPC110072
0.7596 Intermediate Similarity NPC472507
0.7596 Intermediate Similarity NPC392
0.7596 Intermediate Similarity NPC219900
0.7596 Intermediate Similarity NPC177524
0.7573 Intermediate Similarity NPC170432
0.7573 Intermediate Similarity NPC41681
0.7553 Intermediate Similarity NPC142583
0.7528 Intermediate Similarity NPC133377
0.7525 Intermediate Similarity NPC287539
0.7525 Intermediate Similarity NPC3488
0.7525 Intermediate Similarity NPC4637
0.7525 Intermediate Similarity NPC198992
0.7525 Intermediate Similarity NPC98859
0.75 Intermediate Similarity NPC229655
0.75 Intermediate Similarity NPC61630
0.75 Intermediate Similarity NPC307517
0.75 Intermediate Similarity NPC326661
0.75 Intermediate Similarity NPC148270
0.75 Intermediate Similarity NPC81483
0.75 Intermediate Similarity NPC169468
0.75 Intermediate Similarity NPC197813
0.75 Intermediate Similarity NPC80338
0.7475 Intermediate Similarity NPC143446
0.7453 Intermediate Similarity NPC472508
0.7449 Intermediate Similarity NPC477345
0.7449 Intermediate Similarity NPC477348
0.7449 Intermediate Similarity NPC238264
0.7449 Intermediate Similarity NPC63897
0.7447 Intermediate Similarity NPC47220
0.7447 Intermediate Similarity NPC208473
0.7447 Intermediate Similarity NPC186332
0.7444 Intermediate Similarity NPC323472
0.7429 Intermediate Similarity NPC473807
0.7423 Intermediate Similarity NPC470373
0.7423 Intermediate Similarity NPC470379
0.7419 Intermediate Similarity NPC288471
0.7419 Intermediate Similarity NPC136699
0.7419 Intermediate Similarity NPC220167
0.7379 Intermediate Similarity NPC151516
0.7368 Intermediate Similarity NPC74139
0.7358 Intermediate Similarity NPC133625
0.7353 Intermediate Similarity NPC2313
0.7353 Intermediate Similarity NPC154132
0.7353 Intermediate Similarity NPC475157
0.7353 Intermediate Similarity NPC471637
0.7353 Intermediate Similarity NPC475655
0.7353 Intermediate Similarity NPC57586
0.7347 Intermediate Similarity NPC280390
0.7333 Intermediate Similarity NPC477314
0.7327 Intermediate Similarity NPC473307
0.732 Intermediate Similarity NPC177668
0.732 Intermediate Similarity NPC473619
0.7312 Intermediate Similarity NPC38295
0.7312 Intermediate Similarity NPC188717
0.7312 Intermediate Similarity NPC473500
0.7312 Intermediate Similarity NPC44261
0.7312 Intermediate Similarity NPC156089
0.7312 Intermediate Similarity NPC211455
0.7312 Intermediate Similarity NPC470313
0.7308 Intermediate Similarity NPC469869
0.73 Intermediate Similarity NPC288350
0.73 Intermediate Similarity NPC475241
0.73 Intermediate Similarity NPC475593
0.73 Intermediate Similarity NPC475540
0.73 Intermediate Similarity NPC475525
0.73 Intermediate Similarity NPC476066
0.73 Intermediate Similarity NPC475164
0.73 Intermediate Similarity NPC256230
0.73 Intermediate Similarity NPC473765
0.73 Intermediate Similarity NPC475375
0.73 Intermediate Similarity NPC473605
0.73 Intermediate Similarity NPC173329
0.7292 Intermediate Similarity NPC248312
0.7292 Intermediate Similarity NPC471755
0.7292 Intermediate Similarity NPC471756
0.7292 Intermediate Similarity NPC473151
0.729 Intermediate Similarity NPC193741
0.729 Intermediate Similarity NPC83005
0.7283 Intermediate Similarity NPC21693
0.7283 Intermediate Similarity NPC280367
0.7283 Intermediate Similarity NPC236649
0.7282 Intermediate Similarity NPC121423
0.7273 Intermediate Similarity NPC475832
0.7273 Intermediate Similarity NPC475927
0.7264 Intermediate Similarity NPC110701
0.7253 Intermediate Similarity NPC179933
0.7245 Intermediate Similarity NPC477349
0.7245 Intermediate Similarity NPC473321
0.7245 Intermediate Similarity NPC472010
0.7238 Intermediate Similarity NPC476738
0.7238 Intermediate Similarity NPC127235
0.7238 Intermediate Similarity NPC239961
0.7238 Intermediate Similarity NPC476740
0.7238 Intermediate Similarity NPC82251
0.7234 Intermediate Similarity NPC70424
0.7234 Intermediate Similarity NPC243618
0.7228 Intermediate Similarity NPC474194
0.7228 Intermediate Similarity NPC153559
0.7228 Intermediate Similarity NPC476613

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC6414 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
0.7596 Intermediate Similarity NPD6686 Approved
0.75 Intermediate Similarity NPD46 Approved
0.75 Intermediate Similarity NPD6698 Approved
0.7327 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.697 Remote Similarity NPD7838 Discovery
0.6909 Remote Similarity NPD8413 Clinical (unspecified phase)
0.681 Remote Similarity NPD8513 Phase 3
0.681 Remote Similarity NPD7503 Approved
0.6771 Remote Similarity NPD6110 Phase 1
0.6733 Remote Similarity NPD7983 Approved
0.6695 Remote Similarity NPD7830 Approved
0.6695 Remote Similarity NPD7829 Approved
0.6667 Remote Similarity NPD8516 Approved
0.6667 Remote Similarity NPD8517 Approved
0.6667 Remote Similarity NPD8515 Approved
0.6583 Remote Similarity NPD7507 Approved
0.6531 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6525 Remote Similarity NPD8444 Approved
0.6423 Remote Similarity NPD7319 Approved
0.6417 Remote Similarity NPD7642 Approved
0.641 Remote Similarity NPD7328 Approved
0.641 Remote Similarity NPD7641 Discontinued
0.641 Remote Similarity NPD7327 Approved
0.64 Remote Similarity NPD4249 Approved
0.6396 Remote Similarity NPD6412 Phase 2
0.6356 Remote Similarity NPD7516 Approved
0.6337 Remote Similarity NPD4250 Approved
0.6337 Remote Similarity NPD4251 Approved
0.6321 Remote Similarity NPD7839 Suspended
0.6311 Remote Similarity NPD8451 Approved
0.6303 Remote Similarity NPD8294 Approved
0.6303 Remote Similarity NPD8377 Approved
0.6273 Remote Similarity NPD1407 Approved
0.6261 Remote Similarity NPD6053 Discontinued
0.626 Remote Similarity NPD8448 Approved
0.625 Remote Similarity NPD8033 Approved
0.625 Remote Similarity NPD8296 Approved
0.625 Remote Similarity NPD8380 Approved
0.625 Remote Similarity NPD7899 Clinical (unspecified phase)
0.625 Remote Similarity NPD8378 Approved
0.625 Remote Similarity NPD8335 Approved
0.625 Remote Similarity NPD8379 Approved
0.6239 Remote Similarity NPD5344 Discontinued
0.6207 Remote Similarity NPD8133 Approved
0.6204 Remote Similarity NPD4225 Approved
0.6186 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6148 Remote Similarity NPD8328 Phase 3
0.614 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6139 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6129 Remote Similarity NPD8074 Phase 3
0.6111 Remote Similarity NPD8392 Approved
0.6111 Remote Similarity NPD8390 Approved
0.6111 Remote Similarity NPD8391 Approved
0.61 Remote Similarity NPD7154 Phase 3
0.6098 Remote Similarity NPD8342 Approved
0.6098 Remote Similarity NPD8340 Approved
0.6098 Remote Similarity NPD8341 Approved
0.6098 Remote Similarity NPD8299 Approved
0.6087 Remote Similarity NPD6371 Approved
0.6077 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6066 Remote Similarity NPD8080 Discontinued
0.6055 Remote Similarity NPD7638 Approved
0.6044 Remote Similarity NPD898 Approved
0.6044 Remote Similarity NPD897 Approved
0.6044 Remote Similarity NPD896 Approved
0.6038 Remote Similarity NPD5778 Approved
0.6038 Remote Similarity NPD5779 Approved
0.6 Remote Similarity NPD7640 Approved
0.6 Remote Similarity NPD7639 Approved
0.5984 Remote Similarity NPD8274 Clinical (unspecified phase)
0.596 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5917 Remote Similarity NPD8295 Clinical (unspecified phase)
0.587 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5862 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5859 Remote Similarity NPD7329 Approved
0.5856 Remote Similarity NPD6648 Approved
0.5849 Remote Similarity NPD8522 Clinical (unspecified phase)
0.5825 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5794 Remote Similarity NPD7637 Suspended
0.578 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5763 Remote Similarity NPD2204 Approved
0.5758 Remote Similarity NPD4271 Approved
0.5758 Remote Similarity NPD4268 Approved
0.5755 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5755 Remote Similarity NPD6101 Approved
0.5729 Remote Similarity NPD3181 Approved
0.5703 Remote Similarity NPD7736 Approved
0.5692 Remote Similarity NPD7260 Phase 2
0.5688 Remote Similarity NPD5282 Discontinued
0.5686 Remote Similarity NPD6435 Approved
0.5686 Remote Similarity NPD5209 Approved
0.5686 Remote Similarity NPD4752 Clinical (unspecified phase)
0.568 Remote Similarity NPD6370 Approved
0.5678 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5678 Remote Similarity NPD6421 Discontinued
0.5657 Remote Similarity NPD4756 Discovery
0.5656 Remote Similarity NPD7115 Discovery
0.5656 Remote Similarity NPD6009 Approved
0.5652 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5648 Remote Similarity NPD6411 Approved
0.5647 Remote Similarity NPD892 Phase 3
0.5647 Remote Similarity NPD891 Phase 3
0.5647 Remote Similarity NPD893 Approved
0.5647 Remote Similarity NPD890 Clinical (unspecified phase)
0.5647 Remote Similarity NPD888 Phase 3
0.5645 Remote Similarity NPD6319 Approved
0.5644 Remote Similarity NPD4822 Approved
0.5644 Remote Similarity NPD4820 Approved
0.5644 Remote Similarity NPD4821 Approved
0.5644 Remote Similarity NPD4819 Approved
0.5641 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5639 Remote Similarity NPD8387 Clinical (unspecified phase)
0.5625 Remote Similarity NPD8293 Discontinued
0.5607 Remote Similarity NPD1695 Approved

Structure

External Identifiers

PubChem CID   24121278
ChEMBL   CHEMBL1086878
ZINC  

Physicochemical Properties

Molecular Weight:  404.13
ALogP:  -2.0909
MLogP:  2.12
XLogP:  -1.277
# Rotatable Bonds:  14
Polar Surface Area:  172.21
# H-Bond Aceptor:  11
# H-Bond Donor:  5
# Rings:  2
# Heavy Atoms:  28

Download Data

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Similar NPs/Drugs