Natural Product: NPC474190

Natural Product ID:  NPC474190
Common Name:   22Alpha-O-[(2Z)-3,7-Dimethyl-2,6-Octadienoyl]-A1-Barrigenol
IUPAC Name:   [(4S,4aR,5S,6R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-5,6,10-trihydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-4-yl] (2Z)-3,7-dimethylocta-2,6-dienoate
Synonyms:  
Molecular Formula:   C40H64O6
Standard InCHIKey:  ISINYLBZOHDJCP-XYPKRXJPSA-N
Standard InCHI:  InChI=1S/C40H64O6/c1-24(2)12-11-13-25(3)20-32(43)46-31-22-35(4,5)21-27-26-14-15-29-37(8)18-17-30(42)36(6,7)28(37)16-19-38(29,9)39(26,10)33(44)34(45)40(27,31)23-41/h12,14,20,27-31,33-34,41-42,44-45H,11,13,15-19,21-23H2,1-10H3/b25-20-/t27-,28-,29+,30-,31-,33-,34+,37-,38+,39-,40+/m0/s1
Canonical SMILES:  OC[C@@]12[C@@H](OC(=O)/C=C(CCC=C(C)C)/C)CC(C[C@H]2C2=CC[C@H]3[C@@]([C@@]2([C@H]([C@H]1O)O)C)(C)CC[C@@H]1[C@]3(C)CC[C@@H](C1(C)C)O)(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
NPO8121 Symplocos chinensis Species Symplocaceae Eukaryota roots Nanning City, Guangxi Province, People's Republic of China 1997-JAN PMID[17190442]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT180 Cell Line HCT-8 Homo sapiens IC50 > 10000 nM 10425118
NPT547 Cell Line BGC-823 Homo sapiens IC50 > 10000 nM 19655762
NPT181 Cell Line Bel-7402 Homo sapiens IC50 > 10000 nM 20070106
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM PubChem BioAssay data set
NPT179 Cell Line A2780 Homo sapiens IC50 > 10000 nM 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 NPC474190 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
0.9787 High Similarity NPC273668
0.9579 High Similarity NPC283343
0.9579 High Similarity NPC258547
0.9485 High Similarity NPC88349
0.9474 High Similarity NPC473160
0.9388 High Similarity NPC473586
0.9293 High Similarity NPC475263
0.8878 High Similarity NPC235920
0.8878 High Similarity NPC96784
0.8776 High Similarity NPC473510
0.8776 High Similarity NPC476195
0.8696 High Similarity NPC84121
0.8696 High Similarity NPC137306
0.8687 High Similarity NPC476132
0.8673 High Similarity NPC477875
0.8673 High Similarity NPC477876
0.8673 High Similarity NPC247233
0.866 High Similarity NPC88009
0.8646 High Similarity NPC215700
0.86 High Similarity NPC476890
0.8587 High Similarity NPC191965
0.8586 High Similarity NPC474571
0.8586 High Similarity NPC230546
0.8586 High Similarity NPC254567
0.8585 High Similarity NPC110861
0.8571 High Similarity NPC210337
0.8571 High Similarity NPC51499
0.8542 High Similarity NPC53555
0.8526 High Similarity NPC78973
0.8515 High Similarity NPC476889
0.8515 High Similarity NPC474124
0.8505 High Similarity NPC268954
0.85 High Similarity NPC475617
0.85 High Similarity NPC54909
0.85 High Similarity NPC93744
0.85 High Similarity NPC233012
0.85 High Similarity NPC476888
0.8485 Intermediate Similarity NPC325229
0.8485 Intermediate Similarity NPC275086
0.8478 Intermediate Similarity NPC238992
0.8469 Intermediate Similarity NPC173744
0.8469 Intermediate Similarity NPC204961
0.8469 Intermediate Similarity NPC230151
0.8469 Intermediate Similarity NPC73004
0.8454 Intermediate Similarity NPC145667
0.8454 Intermediate Similarity NPC91010
0.8454 Intermediate Similarity NPC282395
0.8454 Intermediate Similarity NPC32407
0.8454 Intermediate Similarity NPC299996
0.8454 Intermediate Similarity NPC263548
0.8454 Intermediate Similarity NPC20235
0.8454 Intermediate Similarity NPC88116
0.8454 Intermediate Similarity NPC231063
0.8447 Intermediate Similarity NPC301666
0.844 Intermediate Similarity NPC470914
0.8416 Intermediate Similarity NPC476471
0.8416 Intermediate Similarity NPC40918
0.8416 Intermediate Similarity NPC475344
0.84 Intermediate Similarity NPC38855
0.8384 Intermediate Similarity NPC259788
0.8384 Intermediate Similarity NPC9613
0.8384 Intermediate Similarity NPC255589
0.8384 Intermediate Similarity NPC247139
0.837 Intermediate Similarity NPC132386
0.837 Intermediate Similarity NPC253402
0.837 Intermediate Similarity NPC159168
0.8367 Intermediate Similarity NPC276110
0.8367 Intermediate Similarity NPC32118
0.8367 Intermediate Similarity NPC96916
0.8351 Intermediate Similarity NPC307335
0.8351 Intermediate Similarity NPC136313
0.8351 Intermediate Similarity NPC86368
0.8351 Intermediate Similarity NPC74855
0.8349 Intermediate Similarity NPC470515
0.8333 Intermediate Similarity NPC281378
0.8333 Intermediate Similarity NPC44170
0.8317 Intermediate Similarity NPC11974
0.8317 Intermediate Similarity NPC472554
0.83 Intermediate Similarity NPC29765
0.83 Intermediate Similarity NPC271614
0.83 Intermediate Similarity NPC111214
0.8298 Intermediate Similarity NPC131813
0.8298 Intermediate Similarity NPC475069
0.8298 Intermediate Similarity NPC237344
0.8298 Intermediate Similarity NPC175145
0.8283 Intermediate Similarity NPC259733
0.8283 Intermediate Similarity NPC307282
0.8283 Intermediate Similarity NPC207922
0.8283 Intermediate Similarity NPC305464
0.8283 Intermediate Similarity NPC25848
0.8283 Intermediate Similarity NPC201657
0.8283 Intermediate Similarity NPC327179
0.8283 Intermediate Similarity NPC19376
0.8283 Intermediate Similarity NPC158371
0.8273 Intermediate Similarity NPC470911
0.8273 Intermediate Similarity NPC470517
0.8273 Intermediate Similarity NPC470915
0.8265 Intermediate Similarity NPC74751
0.8265 Intermediate Similarity NPC296164
0.8265 Intermediate Similarity NPC87095
0.8261 Intermediate Similarity NPC286786
0.8261 Intermediate Similarity NPC47763
0.8261 Intermediate Similarity NPC304285
0.8252 Intermediate Similarity NPC473543
0.8247 Intermediate Similarity NPC470590
0.8247 Intermediate Similarity NPC329842
0.8247 Intermediate Similarity NPC235884
0.8247 Intermediate Similarity NPC300351
0.8247 Intermediate Similarity NPC77099
0.8247 Intermediate Similarity NPC52021
0.8247 Intermediate Similarity NPC306541
0.8247 Intermediate Similarity NPC60755
0.8247 Intermediate Similarity NPC71074
0.8247 Intermediate Similarity NPC285184
0.8247 Intermediate Similarity NPC25299
0.8247 Intermediate Similarity NPC84319
0.8247 Intermediate Similarity NPC472149
0.8247 Intermediate Similarity NPC41239
0.8235 Intermediate Similarity NPC472552
0.8229 Intermediate Similarity NPC259875
0.8229 Intermediate Similarity NPC82876
0.8229 Intermediate Similarity NPC187785
0.8218 Intermediate Similarity NPC35239
0.8218 Intermediate Similarity NPC477971
0.8218 Intermediate Similarity NPC228251
0.8218 Intermediate Similarity NPC477968
0.8218 Intermediate Similarity NPC208358
0.8218 Intermediate Similarity NPC477972
0.8218 Intermediate Similarity NPC161527
0.8218 Intermediate Similarity NPC20113
0.8218 Intermediate Similarity NPC219285
0.8208 Intermediate Similarity NPC177047
0.82 Intermediate Similarity NPC175351
0.82 Intermediate Similarity NPC121402
0.82 Intermediate Similarity NPC43686
0.82 Intermediate Similarity NPC132753
0.82 Intermediate Similarity NPC261935
0.82 Intermediate Similarity NPC151681
0.82 Intermediate Similarity NPC224356
0.82 Intermediate Similarity NPC106112
0.82 Intermediate Similarity NPC26413
0.8191 Intermediate Similarity NPC35933
0.8191 Intermediate Similarity NPC474013
0.819 Intermediate Similarity NPC88701
0.8182 Intermediate Similarity NPC195715
0.8173 Intermediate Similarity NPC477877
0.8163 Intermediate Similarity NPC214756
0.8163 Intermediate Similarity NPC169343
0.8163 Intermediate Similarity NPC275809
0.8163 Intermediate Similarity NPC133579
0.8163 Intermediate Similarity NPC474806
0.8163 Intermediate Similarity NPC229281
0.8163 Intermediate Similarity NPC295643
0.8163 Intermediate Similarity NPC272075
0.8155 Intermediate Similarity NPC473124
0.8155 Intermediate Similarity NPC473123
0.8155 Intermediate Similarity NPC473523
0.8152 Intermediate Similarity NPC108476
0.8152 Intermediate Similarity NPC290495
0.8152 Intermediate Similarity NPC195334
0.8148 Intermediate Similarity NPC473159
0.8144 Intermediate Similarity NPC470589
0.8144 Intermediate Similarity NPC111110
0.8144 Intermediate Similarity NPC130278
0.8144 Intermediate Similarity NPC92885
0.8144 Intermediate Similarity NPC474728
0.8144 Intermediate Similarity NPC120840
0.8144 Intermediate Similarity NPC221111
0.8144 Intermediate Similarity NPC126369
0.8144 Intermediate Similarity NPC280149
0.8144 Intermediate Similarity NPC49320
0.8144 Intermediate Similarity NPC77796
0.8144 Intermediate Similarity NPC113989
0.8144 Intermediate Similarity NPC476226
0.8137 Intermediate Similarity NPC256247
0.8137 Intermediate Similarity NPC155974
0.8137 Intermediate Similarity NPC235142
0.8119 Intermediate Similarity NPC58942
0.8119 Intermediate Similarity NPC471966
0.8119 Intermediate Similarity NPC260149
0.8113 Intermediate Similarity NPC310546
0.8108 Intermediate Similarity NPC473636
0.8108 Intermediate Similarity NPC473839
0.8108 Intermediate Similarity NPC211093
0.8108 Intermediate Similarity NPC77689
0.81 Intermediate Similarity NPC472363
0.81 Intermediate Similarity NPC472362
0.81 Intermediate Similarity NPC88847
0.81 Intermediate Similarity NPC116457
0.81 Intermediate Similarity NPC473153
0.81 Intermediate Similarity NPC98874
0.81 Intermediate Similarity NPC154526
0.8095 Intermediate Similarity NPC475570
0.8095 Intermediate Similarity NPC471205
0.8091 Intermediate Similarity NPC475809
0.8091 Intermediate Similarity NPC134430
0.8091 Intermediate Similarity NPC473405
0.8081 Intermediate Similarity NPC191412
0.8081 Intermediate Similarity NPC114159
0.8081 Intermediate Similarity NPC78580

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474190 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
0.8265 Intermediate Similarity NPD7748 Approved
0.82 Intermediate Similarity NPD7902 Approved
0.8061 Intermediate Similarity NPD7515 Phase 2
0.7941 Intermediate Similarity NPD7638 Approved
0.7941 Intermediate Similarity NPD4225 Approved
0.7935 Intermediate Similarity NPD7645 Phase 2
0.79 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.79 Intermediate Similarity NPD7900 Approved
0.7864 Intermediate Similarity NPD7640 Approved
0.7864 Intermediate Similarity NPD7639 Approved
0.7807 Intermediate Similarity NPD8033 Approved
0.7719 Intermediate Similarity NPD8294 Approved
0.7719 Intermediate Similarity NPD8377 Approved
0.7652 Intermediate Similarity NPD8296 Approved
0.7652 Intermediate Similarity NPD8380 Approved
0.7652 Intermediate Similarity NPD8335 Approved
0.7652 Intermediate Similarity NPD8379 Approved
0.7652 Intermediate Similarity NPD8378 Approved
0.7632 Intermediate Similarity NPD7516 Approved
0.7611 Intermediate Similarity NPD7115 Discovery
0.7544 Intermediate Similarity NPD7327 Approved
0.7544 Intermediate Similarity NPD7328 Approved
0.7455 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7453 Intermediate Similarity NPD5344 Discontinued
0.735 Intermediate Similarity NPD7503 Approved
0.7227 Intermediate Similarity NPD8328 Phase 3
0.7222 Intermediate Similarity NPD7632 Discontinued
0.7207 Intermediate Similarity NPD6686 Approved
0.7184 Intermediate Similarity NPD8035 Phase 2
0.7184 Intermediate Similarity NPD8034 Phase 2
0.7182 Intermediate Similarity NPD6675 Approved
0.7182 Intermediate Similarity NPD7128 Approved
0.7182 Intermediate Similarity NPD6402 Approved
0.7182 Intermediate Similarity NPD5739 Approved
0.7143 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD6399 Phase 3
0.7113 Intermediate Similarity NPD7525 Registered
0.7107 Intermediate Similarity NPD7507 Approved
0.7105 Intermediate Similarity NPD8297 Approved
0.708 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7054 Intermediate Similarity NPD6881 Approved
0.7054 Intermediate Similarity NPD6899 Approved
0.7054 Intermediate Similarity NPD7320 Approved
0.7037 Intermediate Similarity NPD6648 Approved
0.7018 Intermediate Similarity NPD8130 Phase 1
0.7009 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD6400 Clinical (unspecified phase)
0.6991 Remote Similarity NPD6372 Approved
0.6991 Remote Similarity NPD6373 Approved
0.699 Remote Similarity NPD6051 Approved
0.6964 Remote Similarity NPD5697 Approved
0.6964 Remote Similarity NPD5701 Approved
0.6935 Remote Similarity NPD7319 Approved
0.6931 Remote Similarity NPD7520 Clinical (unspecified phase)
0.693 Remote Similarity NPD7102 Approved
0.693 Remote Similarity NPD6883 Approved
0.693 Remote Similarity NPD7290 Approved
0.6923 Remote Similarity NPD7838 Discovery
0.6897 Remote Similarity NPD8133 Approved
0.6893 Remote Similarity NPD7513 Clinical (unspecified phase)
0.687 Remote Similarity NPD6650 Approved
0.687 Remote Similarity NPD6847 Approved
0.687 Remote Similarity NPD6869 Approved
0.687 Remote Similarity NPD6617 Approved
0.687 Remote Similarity NPD6649 Approved
0.6863 Remote Similarity NPD3618 Phase 1
0.6852 Remote Similarity NPD6083 Phase 2
0.6852 Remote Similarity NPD6084 Phase 2
0.6842 Remote Similarity NPD6013 Approved
0.6842 Remote Similarity NPD6012 Approved
0.6842 Remote Similarity NPD6014 Approved
0.6827 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6827 Remote Similarity NPD5328 Approved
0.6814 Remote Similarity NPD6412 Phase 2
0.6814 Remote Similarity NPD5954 Clinical (unspecified phase)
0.681 Remote Similarity NPD6882 Approved
0.68 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6771 Remote Similarity NPD6942 Approved
0.6771 Remote Similarity NPD7339 Approved
0.6762 Remote Similarity NPD46 Approved
0.6762 Remote Similarity NPD6698 Approved
0.6754 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6754 Remote Similarity NPD6011 Approved
0.6724 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6701 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6699 Remote Similarity NPD6409 Approved
0.6699 Remote Similarity NPD7334 Approved
0.6699 Remote Similarity NPD6684 Approved
0.6699 Remote Similarity NPD7146 Approved
0.6699 Remote Similarity NPD5330 Approved
0.6699 Remote Similarity NPD7521 Approved
0.6698 Remote Similarity NPD6411 Approved
0.6698 Remote Similarity NPD6079 Approved
0.6697 Remote Similarity NPD4755 Approved
0.6667 Remote Similarity NPD4159 Approved
0.6667 Remote Similarity NPD4786 Approved
0.6636 Remote Similarity NPD4202 Approved
0.6635 Remote Similarity NPD7524 Approved
0.6635 Remote Similarity NPD3573 Approved
0.6634 Remote Similarity NPD3667 Approved
0.661 Remote Similarity NPD4632 Approved
0.6607 Remote Similarity NPD5211 Phase 2
0.6602 Remote Similarity NPD1694 Approved
0.6598 Remote Similarity NPD8264 Approved
0.6587 Remote Similarity NPD7736 Approved
0.6577 Remote Similarity NPD5286 Approved
0.6577 Remote Similarity NPD4700 Approved
0.6577 Remote Similarity NPD4696 Approved
0.6577 Remote Similarity NPD5285 Approved
0.6571 Remote Similarity NPD6672 Approved
0.6571 Remote Similarity NPD5737 Approved
0.6571 Remote Similarity NPD6903 Approved
0.6557 Remote Similarity NPD6319 Approved
0.6542 Remote Similarity NPD7637 Suspended
0.6525 Remote Similarity NPD6053 Discontinued
0.6514 Remote Similarity NPD5695 Phase 3
0.6509 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6509 Remote Similarity NPD6101 Approved
0.6505 Remote Similarity NPD3133 Approved
0.6505 Remote Similarity NPD3666 Approved
0.6505 Remote Similarity NPD3665 Phase 1
0.6505 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6504 Remote Similarity NPD8513 Phase 3
0.6504 Remote Similarity NPD8515 Approved
0.6504 Remote Similarity NPD8516 Approved
0.6504 Remote Similarity NPD8517 Approved
0.65 Remote Similarity NPD6274 Approved
0.6491 Remote Similarity NPD5141 Approved
0.6486 Remote Similarity NPD5696 Approved
0.6481 Remote Similarity NPD5779 Approved
0.6481 Remote Similarity NPD5778 Approved
0.6475 Remote Similarity NPD7100 Approved
0.6475 Remote Similarity NPD7101 Approved
0.646 Remote Similarity NPD5226 Approved
0.646 Remote Similarity NPD5225 Approved
0.646 Remote Similarity NPD4633 Approved
0.646 Remote Similarity NPD5224 Approved
0.6455 Remote Similarity NPD4697 Phase 3
0.6455 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6455 Remote Similarity NPD5221 Approved
0.6455 Remote Similarity NPD5222 Approved
0.6435 Remote Similarity NPD6008 Approved
0.6408 Remote Similarity NPD6695 Phase 3
0.6404 Remote Similarity NPD5175 Approved
0.6404 Remote Similarity NPD5174 Approved
0.6396 Remote Similarity NPD5173 Approved
0.6393 Remote Similarity NPD6335 Approved
0.6389 Remote Similarity NPD5693 Phase 1
0.6378 Remote Similarity NPD8293 Discontinued
0.6372 Remote Similarity NPD5223 Approved
0.6371 Remote Similarity NPD6908 Approved
0.6371 Remote Similarity NPD6909 Approved
0.6364 Remote Similarity NPD6933 Approved
0.6364 Remote Similarity NPD6868 Approved
0.6364 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6356 Remote Similarity NPD4634 Approved
0.6355 Remote Similarity NPD4753 Phase 2
0.6349 Remote Similarity NPD7492 Approved
0.6339 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6321 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6321 Remote Similarity NPD7750 Discontinued
0.6311 Remote Similarity NPD6009 Approved
0.6311 Remote Similarity NPD6317 Approved
0.6306 Remote Similarity NPD7614 Phase 1
0.6306 Remote Similarity NPD7732 Phase 3
0.6303 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6299 Remote Similarity NPD6616 Approved
0.6293 Remote Similarity NPD4767 Approved
0.6293 Remote Similarity NPD4768 Approved
0.629 Remote Similarity NPD6054 Approved
0.629 Remote Similarity NPD6059 Approved
0.6275 Remote Similarity NPD4695 Discontinued
0.627 Remote Similarity NPD7604 Phase 2
0.6261 Remote Similarity NPD4754 Approved
0.626 Remote Similarity NPD6313 Approved
0.626 Remote Similarity NPD6314 Approved
0.6259 Remote Similarity NPD8166 Discontinued
0.6259 Remote Similarity NPD7625 Phase 1
0.625 Remote Similarity NPD7078 Approved
0.624 Remote Similarity NPD5983 Phase 2
0.6218 Remote Similarity NPD6371 Approved
0.6216 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6204 Remote Similarity NPD6673 Approved
0.6204 Remote Similarity NPD6080 Approved
0.6204 Remote Similarity NPD6904 Approved
0.6195 Remote Similarity NPD5290 Discontinued
0.619 Remote Similarity NPD6370 Approved
0.619 Remote Similarity NPD3668 Phase 3
0.6186 Remote Similarity NPD5128 Approved
0.6186 Remote Similarity NPD4730 Approved
0.6186 Remote Similarity NPD4729 Approved
0.6176 Remote Similarity NPD4195 Approved
0.6176 Remote Similarity NPD6929 Approved
0.6172 Remote Similarity NPD6336 Discontinued
0.6162 Remote Similarity NPD6926 Approved
0.6162 Remote Similarity NPD6924 Approved
0.6147 Remote Similarity NPD5785 Approved
0.6139 Remote Similarity NPD6116 Phase 1
0.6132 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6117 Remote Similarity NPD6931 Approved

Structure

External Identifiers

PubChem CID   16099393
ChEMBL   CHEMBL463314
ZINC  

Physicochemical Properties

Molecular Weight:  640.47
ALogP:  3.2525
MLogP:  5.2
XLogP:  9.09
# Rotatable Bonds:  21
Polar Surface Area:  107.22
# H-Bond Aceptor:  6
# H-Bond Donor:  4
# Rings:  5
# Heavy Atoms:  46

Download Data

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Biological Activities  
Similar NPs/Drugs