Natural Product: NPC194132

Natural Product ID:  NPC194132
Common Name:   Ajugaciliatin H
IUPAC Name:  
Synonyms:   Ajugaciliatin H
Molecular Formula:   C24H32O8
Standard InCHIKey:  XWFHCQHFLICJMD-ILXDFJSXSA-N
Standard InCHI:  InChI=1S/C24H32O8/c1-13-7-19(31-15(3)26)24(12-29-14(2)25)21-17(5-6-23(24)11-30-23)32-18(9-22(13,21)4)16-8-20(27)28-10-16/h8,13,17-19,21H,5-7,9-12H2,1-4H3/t13-,17-,18-,19+,21-,22+,23+,24-/m1/s1
Canonical SMILES:  CC(=O)OC[C@@]12[C@@H](OC(=O)C)C[C@H]([C@]3([C@H]1[C@@H](CC[C@@]12CO1)O[C@H](C3)C1=CC(=O)OC1)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
NPO9680 Ajuga ciliata Species Lamiaceae Eukaryota whole plants Zhejiang Province, China 2008-AUG PMID[21682262]
NPO9680 Ajuga ciliata Species Lamiaceae Eukaryota Whole Plants PMID[21682262]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT519 Cell Line SH-SY5Y Homo sapiens Activity = 65.2 % 21682262
NPT519 Cell Line SH-SY5Y Homo sapiens Activity = 74.2 % 21682262
NPT519 Cell Line SH-SY5Y Homo sapiens Activity = 78.2 % 21682262

  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 NPC194132 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
0.9775 High Similarity NPC140277
0.956 High Similarity NPC209297
0.956 High Similarity NPC475380
0.9457 High Similarity NPC475446
0.9457 High Similarity NPC311241
0.9457 High Similarity NPC100912
0.9355 High Similarity NPC72647
0.9355 High Similarity NPC107806
0.9213 High Similarity NPC93411
0.9158 High Similarity NPC11974
0.9062 High Similarity NPC475038
0.9062 High Similarity NPC109195
0.9022 High Similarity NPC7349
0.8925 High Similarity NPC161998
0.8925 High Similarity NPC105490
0.8667 High Similarity NPC474013
0.866 High Similarity NPC16601
0.8632 High Similarity NPC276110
0.86 High Similarity NPC51719
0.8587 High Similarity NPC106332
0.8515 High Similarity NPC471205
0.8469 Intermediate Similarity NPC324841
0.8454 Intermediate Similarity NPC51499
0.8416 Intermediate Similarity NPC471206
0.84 Intermediate Similarity NPC160583
0.8384 Intermediate Similarity NPC472554
0.8367 Intermediate Similarity NPC278673
0.8367 Intermediate Similarity NPC275086
0.8367 Intermediate Similarity NPC325229
0.8351 Intermediate Similarity NPC260796
0.8333 Intermediate Similarity NPC216636
0.8333 Intermediate Similarity NPC319438
0.8333 Intermediate Similarity NPC477722
0.8333 Intermediate Similarity NPC122816
0.8315 Intermediate Similarity NPC469802
0.83 Intermediate Similarity NPC162973
0.83 Intermediate Similarity NPC472552
0.8283 Intermediate Similarity NPC38855
0.8252 Intermediate Similarity NPC181994
0.8235 Intermediate Similarity NPC220217
0.8235 Intermediate Similarity NPC119855
0.8218 Intermediate Similarity NPC10232
0.8218 Intermediate Similarity NPC196471
0.8218 Intermediate Similarity NPC165608
0.8218 Intermediate Similarity NPC281378
0.8218 Intermediate Similarity NPC471938
0.8218 Intermediate Similarity NPC189588
0.8218 Intermediate Similarity NPC187302
0.8218 Intermediate Similarity NPC97487
0.8218 Intermediate Similarity NPC45897
0.8218 Intermediate Similarity NPC120009
0.8211 Intermediate Similarity NPC78973
0.82 Intermediate Similarity NPC222875
0.82 Intermediate Similarity NPC25177
0.82 Intermediate Similarity NPC295110
0.82 Intermediate Similarity NPC268829
0.82 Intermediate Similarity NPC247701
0.8173 Intermediate Similarity NPC322912
0.8172 Intermediate Similarity NPC102996
0.8172 Intermediate Similarity NPC131813
0.8152 Intermediate Similarity NPC96055
0.8152 Intermediate Similarity NPC306951
0.8137 Intermediate Similarity NPC471937
0.8132 Intermediate Similarity NPC471218
0.8125 Intermediate Similarity NPC329842
0.8119 Intermediate Similarity NPC471914
0.8119 Intermediate Similarity NPC476081
0.8105 Intermediate Similarity NPC170633
0.81 Intermediate Similarity NPC471413
0.8095 Intermediate Similarity NPC177047
0.8085 Intermediate Similarity NPC102640
0.8085 Intermediate Similarity NPC166857
0.8077 Intermediate Similarity NPC50124
0.8061 Intermediate Similarity NPC472441
0.8061 Intermediate Similarity NPC111273
0.8061 Intermediate Similarity NPC471915
0.8061 Intermediate Similarity NPC476519
0.8058 Intermediate Similarity NPC477090
0.8039 Intermediate Similarity NPC474822
0.8039 Intermediate Similarity NPC472821
0.8039 Intermediate Similarity NPC473523
0.8021 Intermediate Similarity NPC302280
0.802 Intermediate Similarity NPC477717
0.802 Intermediate Similarity NPC471412
0.8 Intermediate Similarity NPC475030
0.8 Intermediate Similarity NPC69713
0.7982 Intermediate Similarity NPC290693
0.7981 Intermediate Similarity NPC180744
0.7981 Intermediate Similarity NPC475074
0.798 Intermediate Similarity NPC94905
0.798 Intermediate Similarity NPC171598
0.798 Intermediate Similarity NPC8954
0.7979 Intermediate Similarity NPC471219
0.7961 Intermediate Similarity NPC473543
0.7957 Intermediate Similarity NPC32223
0.7941 Intermediate Similarity NPC11956
0.7941 Intermediate Similarity NPC476471
0.7941 Intermediate Similarity NPC121423
0.7941 Intermediate Similarity NPC475344
0.7938 Intermediate Similarity NPC78594
0.7925 Intermediate Similarity NPC253906
0.7921 Intermediate Similarity NPC477721
0.7921 Intermediate Similarity NPC477716
0.7921 Intermediate Similarity NPC251680
0.7909 Intermediate Similarity NPC83287
0.7905 Intermediate Similarity NPC38948
0.79 Intermediate Similarity NPC477719
0.79 Intermediate Similarity NPC477718
0.7895 Intermediate Similarity NPC264546
0.7895 Intermediate Similarity NPC475087
0.789 Intermediate Similarity NPC310341
0.789 Intermediate Similarity NPC99620
0.789 Intermediate Similarity NPC199428
0.789 Intermediate Similarity NPC193382
0.789 Intermediate Similarity NPC5311
0.7885 Intermediate Similarity NPC476762
0.7885 Intermediate Similarity NPC186668
0.7885 Intermediate Similarity NPC476760
0.7885 Intermediate Similarity NPC476761
0.7885 Intermediate Similarity NPC81630
0.7885 Intermediate Similarity NPC34768
0.7885 Intermediate Similarity NPC218158
0.7879 Intermediate Similarity NPC471372
0.7879 Intermediate Similarity NPC471362
0.7879 Intermediate Similarity NPC472189
0.787 Intermediate Similarity NPC171126
0.7864 Intermediate Similarity NPC120321
0.7864 Intermediate Similarity NPC474124
0.7864 Intermediate Similarity NPC254202
0.7864 Intermediate Similarity NPC23584
0.7857 Intermediate Similarity NPC110022
0.7857 Intermediate Similarity NPC472640
0.7857 Intermediate Similarity NPC53555
0.7857 Intermediate Similarity NPC472641
0.785 Intermediate Similarity NPC470076
0.7849 Intermediate Similarity NPC476927
0.7843 Intermediate Similarity NPC475617
0.7838 Intermediate Similarity NPC268326
0.7838 Intermediate Similarity NPC153085
0.783 Intermediate Similarity NPC206618
0.783 Intermediate Similarity NPC299590
0.783 Intermediate Similarity NPC469370
0.7826 Intermediate Similarity NPC170303
0.7822 Intermediate Similarity NPC476800
0.7822 Intermediate Similarity NPC318917
0.7822 Intermediate Similarity NPC471366
0.7822 Intermediate Similarity NPC218107
0.7822 Intermediate Similarity NPC472186
0.7818 Intermediate Similarity NPC84987
0.7818 Intermediate Similarity NPC203862
0.7818 Intermediate Similarity NPC471351
0.7818 Intermediate Similarity NPC473852
0.7818 Intermediate Similarity NPC196429
0.7818 Intermediate Similarity NPC244402
0.7818 Intermediate Similarity NPC142066
0.7818 Intermediate Similarity NPC243196
0.7818 Intermediate Similarity NPC87250
0.7818 Intermediate Similarity NPC77319
0.7818 Intermediate Similarity NPC309034
0.7818 Intermediate Similarity NPC157376
0.7818 Intermediate Similarity NPC471355
0.7818 Intermediate Similarity NPC93883
0.7818 Intermediate Similarity NPC99728
0.7818 Intermediate Similarity NPC50305
0.7818 Intermediate Similarity NPC471353
0.7818 Intermediate Similarity NPC471354
0.7818 Intermediate Similarity NPC27507
0.7818 Intermediate Similarity NPC152615
0.7818 Intermediate Similarity NPC34390
0.7818 Intermediate Similarity NPC474418
0.7818 Intermediate Similarity NPC158344
0.781 Intermediate Similarity NPC473586
0.781 Intermediate Similarity NPC302788
0.781 Intermediate Similarity NPC187435
0.781 Intermediate Similarity NPC67321
0.781 Intermediate Similarity NPC475781
0.78 Intermediate Similarity NPC165632
0.78 Intermediate Similarity NPC134072
0.78 Intermediate Similarity NPC29952
0.78 Intermediate Similarity NPC234993
0.7798 Intermediate Similarity NPC69576
0.7798 Intermediate Similarity NPC84949
0.7798 Intermediate Similarity NPC31354
0.7798 Intermediate Similarity NPC471633
0.7789 Intermediate Similarity NPC286153
0.7788 Intermediate Similarity NPC476763
0.7788 Intermediate Similarity NPC476764
0.7788 Intermediate Similarity NPC115349
0.7778 Intermediate Similarity NPC189206
0.7767 Intermediate Similarity NPC472815
0.7767 Intermediate Similarity NPC165250
0.7767 Intermediate Similarity NPC470972
0.7766 Intermediate Similarity NPC318515
0.7766 Intermediate Similarity NPC102048
0.7757 Intermediate Similarity NPC103491
0.7757 Intermediate Similarity NPC472666
0.7755 Intermediate Similarity NPC234335
0.7755 Intermediate Similarity NPC49420
0.7755 Intermediate Similarity NPC473944
0.7748 Intermediate Similarity NPC218093

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC194132 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
0.8155 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD7638 Approved
0.7925 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7921 Intermediate Similarity NPD7639 Approved
0.7921 Intermediate Similarity NPD7640 Approved
0.7909 Intermediate Similarity NPD7328 Approved
0.7909 Intermediate Similarity NPD7327 Approved
0.7838 Intermediate Similarity NPD7516 Approved
0.783 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7611 Intermediate Similarity NPD8294 Approved
0.7611 Intermediate Similarity NPD8377 Approved
0.7573 Intermediate Similarity NPD6648 Approved
0.757 Intermediate Similarity NPD6686 Approved
0.7544 Intermediate Similarity NPD8296 Approved
0.7544 Intermediate Similarity NPD8380 Approved
0.7544 Intermediate Similarity NPD8335 Approved
0.7544 Intermediate Similarity NPD8379 Approved
0.7544 Intermediate Similarity NPD8033 Approved
0.7544 Intermediate Similarity NPD8378 Approved
0.75 Intermediate Similarity NPD5344 Discontinued
0.7383 Intermediate Similarity NPD6008 Approved
0.7374 Intermediate Similarity NPD6051 Approved
0.7368 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7288 Intermediate Similarity NPD7507 Approved
0.7264 Intermediate Similarity NPD7632 Discontinued
0.7241 Intermediate Similarity NPD7503 Approved
0.7143 Intermediate Similarity NPD4225 Approved
0.7107 Intermediate Similarity NPD7319 Approved
0.7087 Intermediate Similarity NPD7900 Approved
0.7087 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7043 Intermediate Similarity NPD7115 Discovery
0.6961 Remote Similarity NPD6698 Approved
0.6961 Remote Similarity NPD46 Approved
0.6923 Remote Similarity NPD7748 Approved
0.6909 Remote Similarity NPD6675 Approved
0.6909 Remote Similarity NPD7128 Approved
0.6909 Remote Similarity NPD5739 Approved
0.6909 Remote Similarity NPD6402 Approved
0.69 Remote Similarity NPD7146 Approved
0.69 Remote Similarity NPD6409 Approved
0.69 Remote Similarity NPD6684 Approved
0.69 Remote Similarity NPD7334 Approved
0.69 Remote Similarity NPD5330 Approved
0.69 Remote Similarity NPD7521 Approved
0.6887 Remote Similarity NPD7902 Approved
0.6875 Remote Similarity NPD6372 Approved
0.6875 Remote Similarity NPD6373 Approved
0.6857 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6832 Remote Similarity NPD3573 Approved
0.6804 Remote Similarity NPD7525 Registered
0.68 Remote Similarity NPD1694 Approved
0.6796 Remote Similarity NPD7838 Discovery
0.6786 Remote Similarity NPD7320 Approved
0.6786 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6786 Remote Similarity NPD6899 Approved
0.6786 Remote Similarity NPD6881 Approved
0.6765 Remote Similarity NPD6672 Approved
0.6765 Remote Similarity NPD5737 Approved
0.6765 Remote Similarity NPD6903 Approved
0.6765 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6754 Remote Similarity NPD6649 Approved
0.6754 Remote Similarity NPD6650 Approved
0.6742 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6731 Remote Similarity NPD5693 Phase 1
0.6731 Remote Similarity NPD7515 Phase 2
0.6696 Remote Similarity NPD5697 Approved
0.6696 Remote Similarity NPD5701 Approved
0.6696 Remote Similarity NPD6882 Approved
0.6696 Remote Similarity NPD8297 Approved
0.6667 Remote Similarity NPD6883 Approved
0.6667 Remote Similarity NPD7290 Approved
0.6667 Remote Similarity NPD6399 Phase 3
0.6667 Remote Similarity NPD7102 Approved
0.6638 Remote Similarity NPD8133 Approved
0.6609 Remote Similarity NPD6847 Approved
0.6609 Remote Similarity NPD6869 Approved
0.6609 Remote Similarity NPD6617 Approved
0.6609 Remote Similarity NPD8130 Phase 1
0.6583 Remote Similarity NPD6319 Approved
0.6579 Remote Similarity NPD6013 Approved
0.6579 Remote Similarity NPD6014 Approved
0.6579 Remote Similarity NPD6012 Approved
0.6574 Remote Similarity NPD6084 Phase 2
0.6574 Remote Similarity NPD6083 Phase 2
0.6552 Remote Similarity NPD6053 Discontinued
0.6549 Remote Similarity NPD6412 Phase 2
0.6538 Remote Similarity NPD6904 Approved
0.6538 Remote Similarity NPD6673 Approved
0.6538 Remote Similarity NPD6080 Approved
0.6535 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6535 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6531 Remote Similarity NPD7645 Phase 2
0.6496 Remote Similarity NPD4632 Approved
0.6491 Remote Similarity NPD6011 Approved
0.6466 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6449 Remote Similarity NPD6001 Approved
0.6436 Remote Similarity NPD6695 Phase 3
0.6435 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6423 Remote Similarity NPD7604 Phase 2
0.6423 Remote Similarity NPD8328 Phase 3
0.6422 Remote Similarity NPD4755 Approved
0.6415 Remote Similarity NPD8034 Phase 2
0.6415 Remote Similarity NPD7637 Suspended
0.6415 Remote Similarity NPD8035 Phase 2
0.6408 Remote Similarity NPD3618 Phase 1
0.6389 Remote Similarity NPD5695 Phase 3
0.6381 Remote Similarity NPD1695 Approved
0.6381 Remote Similarity NPD5328 Approved
0.6371 Remote Similarity NPD7492 Approved
0.6364 Remote Similarity NPD5696 Approved
0.6364 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6355 Remote Similarity NPD4202 Approved
0.6339 Remote Similarity NPD5211 Phase 2
0.6333 Remote Similarity NPD6009 Approved
0.6321 Remote Similarity NPD3168 Discontinued
0.632 Remote Similarity NPD6616 Approved
0.6311 Remote Similarity NPD6054 Approved
0.6311 Remote Similarity NPD6059 Approved
0.6306 Remote Similarity NPD5286 Approved
0.6306 Remote Similarity NPD5285 Approved
0.6306 Remote Similarity NPD4700 Approved
0.6306 Remote Similarity NPD4696 Approved
0.6286 Remote Similarity NPD5208 Approved
0.627 Remote Similarity NPD7078 Approved
0.627 Remote Similarity NPD8293 Discontinued
0.6262 Remote Similarity NPD6050 Approved
0.6262 Remote Similarity NPD6079 Approved
0.626 Remote Similarity NPD6921 Approved
0.626 Remote Similarity NPD5983 Phase 2
0.625 Remote Similarity NPD6098 Approved
0.625 Remote Similarity NPD6274 Approved
0.6239 Remote Similarity NPD6371 Approved
0.623 Remote Similarity NPD7100 Approved
0.623 Remote Similarity NPD7101 Approved
0.6228 Remote Similarity NPD5141 Approved
0.622 Remote Similarity NPD7736 Approved
0.621 Remote Similarity NPD6370 Approved
0.6195 Remote Similarity NPD5226 Approved
0.6195 Remote Similarity NPD5225 Approved
0.6195 Remote Similarity NPD5224 Approved
0.6195 Remote Similarity NPD4633 Approved
0.619 Remote Similarity NPD7524 Approved
0.619 Remote Similarity NPD7750 Discontinued
0.619 Remote Similarity NPD4751 Clinical (unspecified phase)
0.619 Remote Similarity NPD6336 Discontinued
0.6176 Remote Similarity NPD5209 Approved
0.6174 Remote Similarity NPD4768 Approved
0.6174 Remote Similarity NPD4767 Approved
0.6168 Remote Similarity NPD5692 Phase 3
0.6159 Remote Similarity NPD7625 Phase 1
0.6154 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6154 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6148 Remote Similarity NPD6335 Approved
0.614 Remote Similarity NPD5175 Approved
0.614 Remote Similarity NPD5174 Approved
0.6139 Remote Similarity NPD6931 Approved
0.6139 Remote Similarity NPD6930 Phase 2
0.6129 Remote Similarity NPD8516 Approved
0.6129 Remote Similarity NPD8517 Approved
0.6129 Remote Similarity NPD6909 Approved
0.6129 Remote Similarity NPD6015 Approved
0.6129 Remote Similarity NPD8515 Approved
0.6129 Remote Similarity NPD8513 Phase 3
0.6129 Remote Similarity NPD6908 Approved
0.6129 Remote Similarity NPD6016 Approved
0.6122 Remote Similarity NPD6942 Approved
0.6122 Remote Similarity NPD7339 Approved
0.6121 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6111 Remote Similarity NPD6411 Approved
0.6111 Remote Similarity NPD5694 Approved
0.6106 Remote Similarity NPD5223 Approved
0.6106 Remote Similarity NPD4159 Approved
0.6102 Remote Similarity NPD4634 Approved
0.608 Remote Similarity NPD5988 Approved
0.6077 Remote Similarity NPD7260 Phase 2
0.6075 Remote Similarity NPD4753 Phase 2
0.6068 Remote Similarity NPD4730 Approved
0.6068 Remote Similarity NPD4729 Approved
0.6066 Remote Similarity NPD6317 Approved
0.6066 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6061 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6058 Remote Similarity NPD3666 Approved
0.6058 Remote Similarity NPD4786 Approved
0.6058 Remote Similarity NPD3133 Approved
0.6058 Remote Similarity NPD3668 Phase 3
0.6058 Remote Similarity NPD3665 Phase 1
0.6055 Remote Similarity NPD5778 Approved
0.6055 Remote Similarity NPD5779 Approved
0.6053 Remote Similarity NPD3653 Clinical (unspecified phase)
0.605 Remote Similarity NPD8413 Clinical (unspecified phase)
0.604 Remote Similarity NPD4195 Approved
0.604 Remote Similarity NPD6929 Approved
0.6036 Remote Similarity NPD5221 Approved
0.6036 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6036 Remote Similarity NPD4697 Phase 3
0.6036 Remote Similarity NPD5222 Approved
0.6019 Remote Similarity NPD5207 Approved
0.6019 Remote Similarity NPD3667 Approved
0.6016 Remote Similarity NPD6313 Approved
0.6016 Remote Similarity NPD6314 Approved

Structure

External Identifiers

PubChem CID   53465644
ChEMBL   CHEMBL1813858
ZINC  

Physicochemical Properties

Molecular Weight:  448.21
ALogP:  -0.607
MLogP:  3.22
XLogP:  2.453
# Rotatable Bonds:  10
Polar Surface Area:  100.66
# H-Bond Aceptor:  8
# H-Bond Donor:  0
# Rings:  5
# Heavy Atoms:  32

Download Data

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