Natural Product: NPC81567

Natural Product ID:  NPC81567
Common Name:   Caseargrewins L
IUPAC Name:   [(1S,3R,5R,6aS,7R,8R,10S,10aS)-1,3-diacetyloxy-10-hydroxy-7,8-dimethyl-7-[(2Z)-3-methylpenta-2,4-dienyl]-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-5-yl] 3-methylbutanoate
Synonyms:   caseargrewins L
Molecular Formula:   C29H42O8
Standard InCHIKey:  HTPJIMISZAEBAL-MPACXXFOSA-N
Standard InCHI:  InChI=1S/C29H42O8/c1-9-17(4)10-11-28(8)18(5)13-24(32)29-22(26(34-19(6)30)37-27(29)35-20(7)31)14-21(15-23(28)29)36-25(33)12-16(2)3/h9-10,14,16,18,21,23-24,26-27,32H,1,11-13,15H2,2-8H3/b17-10-/t18-,21+,23+,24+,26+,27-,28-,29-/m1/s1
Canonical SMILES:  C=C/C(=CC[C@]1(C)[C@H](C)C[C@@H]([C@@]23[C@H]1C[C@@H](OC(=O)CC(C)C)C=C3[C@H](O[C@H]2OC(=O)C)OC(=O)C)O)/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
NPO31460 Casearia grewiifolia Species Salicaceae Eukaryota Fruits PMID[17567069]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT639 Cell Line NCI-H187 Homo sapiens IC50 = 0.32 ug/ml 25479041
NPT91 Cell Line KB Homo sapiens IC50 = 6 ug/ml 19654408

  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 NPC81567 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 NPC470321
1.0 High Similarity NPC264867
1.0 High Similarity NPC473207
1.0 High Similarity NPC201880
0.9896 High Similarity NPC475889
0.9896 High Similarity NPC7644
0.9896 High Similarity NPC7613
0.9896 High Similarity NPC134270
0.9896 High Similarity NPC127933
0.9796 High Similarity NPC184512
0.9792 High Similarity NPC238397
0.9792 High Similarity NPC471363
0.9697 High Similarity NPC311223
0.9694 High Similarity NPC252296
0.96 High Similarity NPC316974
0.9596 High Similarity NPC88013
0.9596 High Similarity NPC125423
0.9583 High Similarity NPC473204
0.9505 High Similarity NPC119550
0.95 High Similarity NPC128795
0.95 High Similarity NPC217921
0.95 High Similarity NPC48548
0.95 High Similarity NPC135015
0.9479 High Similarity NPC471366
0.9479 High Similarity NPC318917
0.9479 High Similarity NPC472186
0.9479 High Similarity NPC476800
0.9406 High Similarity NPC40728
0.94 High Similarity NPC109376
0.9381 High Similarity NPC473545
0.9381 High Similarity NPC472187
0.9375 High Similarity NPC472188
0.9307 High Similarity NPC470024
0.9307 High Similarity NPC224660
0.93 High Similarity NPC172867
0.93 High Similarity NPC218158
0.9271 High Similarity NPC171598
0.9175 High Similarity NPC98112
0.9167 High Similarity NPC471362
0.9167 High Similarity NPC472189
0.9167 High Similarity NPC471372
0.9126 High Similarity NPC316708
0.9062 High Similarity NPC88507
0.9038 High Similarity NPC470026
0.9038 High Similarity NPC17791
0.8952 High Similarity NPC328074
0.8952 High Similarity NPC317460
0.8952 High Similarity NPC321272
0.8952 High Similarity NPC470025
0.8878 High Similarity NPC311166
0.8868 High Similarity NPC470027
0.88 High Similarity NPC477971
0.88 High Similarity NPC477972
0.88 High Similarity NPC161527
0.88 High Similarity NPC477968
0.88 High Similarity NPC219285
0.88 High Similarity NPC20113
0.88 High Similarity NPC228251
0.8646 High Similarity NPC470819
0.8558 High Similarity NPC82251
0.8557 High Similarity NPC471370
0.8557 High Similarity NPC471371
0.8557 High Similarity NPC470817
0.8557 High Similarity NPC469403
0.8544 High Similarity NPC120009
0.8515 High Similarity NPC474440
0.8515 High Similarity NPC473154
0.85 High Similarity NPC8954
0.85 High Similarity NPC94905
0.8476 Intermediate Similarity NPC475074
0.8476 Intermediate Similarity NPC293512
0.8469 Intermediate Similarity NPC477574
0.8462 Intermediate Similarity NPC222161
0.84 Intermediate Similarity NPC477969
0.84 Intermediate Similarity NPC471786
0.84 Intermediate Similarity NPC477970
0.84 Intermediate Similarity NPC100892
0.84 Intermediate Similarity NPC135224
0.84 Intermediate Similarity NPC37603
0.8384 Intermediate Similarity NPC99653
0.8381 Intermediate Similarity NPC239961
0.8378 Intermediate Similarity NPC473828
0.8378 Intermediate Similarity NPC473617
0.8365 Intermediate Similarity NPC471365
0.8365 Intermediate Similarity NPC132395
0.8365 Intermediate Similarity NPC471450
0.8365 Intermediate Similarity NPC471364
0.8365 Intermediate Similarity NPC45897
0.8351 Intermediate Similarity NPC263079
0.835 Intermediate Similarity NPC198992
0.835 Intermediate Similarity NPC280991
0.8349 Intermediate Similarity NPC293658
0.8349 Intermediate Similarity NPC157441
0.8349 Intermediate Similarity NPC474410
0.8349 Intermediate Similarity NPC264153
0.8333 Intermediate Similarity NPC41129
0.8318 Intermediate Similarity NPC206618
0.8317 Intermediate Similarity NPC165632
0.8304 Intermediate Similarity NPC122971
0.8302 Intermediate Similarity NPC472390
0.83 Intermediate Similarity NPC189513
0.8286 Intermediate Similarity NPC470768
0.8283 Intermediate Similarity NPC124374
0.8269 Intermediate Similarity NPC469606
0.8269 Intermediate Similarity NPC273005
0.8269 Intermediate Similarity NPC471889
0.8269 Intermediate Similarity NPC470571
0.8269 Intermediate Similarity NPC31058
0.8265 Intermediate Similarity NPC261320
0.8257 Intermediate Similarity NPC473125
0.8257 Intermediate Similarity NPC194951
0.8257 Intermediate Similarity NPC12046
0.8252 Intermediate Similarity NPC324841
0.8241 Intermediate Similarity NPC83005
0.8241 Intermediate Similarity NPC177047
0.8235 Intermediate Similarity NPC309503
0.8235 Intermediate Similarity NPC155319
0.8235 Intermediate Similarity NPC91197
0.8235 Intermediate Similarity NPC239547
0.8235 Intermediate Similarity NPC125551
0.8235 Intermediate Similarity NPC96597
0.8224 Intermediate Similarity NPC38948
0.8218 Intermediate Similarity NPC13924
0.8218 Intermediate Similarity NPC275310
0.8218 Intermediate Similarity NPC230347
0.8218 Intermediate Similarity NPC286612
0.8208 Intermediate Similarity NPC470763
0.8208 Intermediate Similarity NPC469607
0.8208 Intermediate Similarity NPC470767
0.819 Intermediate Similarity NPC23584
0.819 Intermediate Similarity NPC471886
0.819 Intermediate Similarity NPC471887
0.819 Intermediate Similarity NPC471888
0.819 Intermediate Similarity NPC471885
0.8182 Intermediate Similarity NPC75167
0.8182 Intermediate Similarity NPC48732
0.8182 Intermediate Similarity NPC49413
0.8182 Intermediate Similarity NPC220216
0.8182 Intermediate Similarity NPC311592
0.8182 Intermediate Similarity NPC44298
0.8182 Intermediate Similarity NPC290608
0.8182 Intermediate Similarity NPC473128
0.8182 Intermediate Similarity NPC40133
0.8163 Intermediate Similarity NPC69713
0.8155 Intermediate Similarity NPC477928
0.8155 Intermediate Similarity NPC216478
0.8142 Intermediate Similarity NPC470914
0.8142 Intermediate Similarity NPC477071
0.8137 Intermediate Similarity NPC284194
0.8137 Intermediate Similarity NPC471765
0.8137 Intermediate Similarity NPC221801
0.8137 Intermediate Similarity NPC211810
0.8125 Intermediate Similarity NPC23046
0.8119 Intermediate Similarity NPC470255
0.8119 Intermediate Similarity NPC472360
0.8119 Intermediate Similarity NPC472416
0.8108 Intermediate Similarity NPC475163
0.8108 Intermediate Similarity NPC181145
0.8095 Intermediate Similarity NPC472552
0.8095 Intermediate Similarity NPC121423
0.8095 Intermediate Similarity NPC475344
0.8095 Intermediate Similarity NPC11956
0.8095 Intermediate Similarity NPC476471
0.8095 Intermediate Similarity NPC300399
0.8095 Intermediate Similarity NPC471482
0.8095 Intermediate Similarity NPC37207
0.8091 Intermediate Similarity NPC231797
0.8087 Intermediate Similarity NPC471082
0.8081 Intermediate Similarity NPC16265
0.8081 Intermediate Similarity NPC246028
0.8061 Intermediate Similarity NPC102640
0.8061 Intermediate Similarity NPC471779
0.8058 Intermediate Similarity NPC473244
0.8056 Intermediate Similarity NPC325054
0.8041 Intermediate Similarity NPC119001
0.8039 Intermediate Similarity NPC276110
0.8037 Intermediate Similarity NPC127609
0.8036 Intermediate Similarity NPC207637
0.802 Intermediate Similarity NPC162615
0.802 Intermediate Similarity NPC152778
0.802 Intermediate Similarity NPC472812
0.802 Intermediate Similarity NPC205034
0.8019 Intermediate Similarity NPC474124
0.8019 Intermediate Similarity NPC281378
0.8018 Intermediate Similarity NPC473159
0.8 Intermediate Similarity NPC292196
0.8 Intermediate Similarity NPC65034
0.8 Intermediate Similarity NPC477717
0.8 Intermediate Similarity NPC475617
0.8 Intermediate Similarity NPC472554
0.8 Intermediate Similarity NPC476204
0.8 Intermediate Similarity NPC190837
0.8 Intermediate Similarity NPC170084
0.8 Intermediate Similarity NPC208189
0.7982 Intermediate Similarity NPC31522
0.7982 Intermediate Similarity NPC112457
0.7981 Intermediate Similarity NPC278673
0.7965 Intermediate Similarity NPC474483
0.7965 Intermediate Similarity NPC203862
0.7965 Intermediate Similarity NPC473405

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC81567 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
0.789 Intermediate Similarity NPD6686 Approved
0.7845 Intermediate Similarity NPD7503 Approved
0.781 Intermediate Similarity NPD7638 Approved
0.7736 Intermediate Similarity NPD7639 Approved
0.7736 Intermediate Similarity NPD7640 Approved
0.7692 Intermediate Similarity NPD8513 Phase 3
0.7692 Intermediate Similarity NPD8517 Approved
0.7692 Intermediate Similarity NPD8515 Approved
0.7692 Intermediate Similarity NPD8516 Approved
0.7586 Intermediate Similarity NPD7328 Approved
0.7586 Intermediate Similarity NPD7327 Approved
0.7542 Intermediate Similarity NPD8033 Approved
0.7521 Intermediate Similarity NPD7516 Approved
0.7477 Intermediate Similarity NPD4225 Approved
0.7458 Intermediate Similarity NPD8294 Approved
0.7458 Intermediate Similarity NPD8377 Approved
0.7438 Intermediate Similarity NPD7507 Approved
0.7404 Intermediate Similarity NPD7637 Suspended
0.7395 Intermediate Similarity NPD8296 Approved
0.7395 Intermediate Similarity NPD8380 Approved
0.7395 Intermediate Similarity NPD8379 Approved
0.7395 Intermediate Similarity NPD8335 Approved
0.7395 Intermediate Similarity NPD8378 Approved
0.7345 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD5778 Approved
0.7333 Intermediate Similarity NPD5779 Approved
0.7315 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7258 Intermediate Similarity NPD7319 Approved
0.7241 Intermediate Similarity NPD8133 Approved
0.7228 Intermediate Similarity NPD6400 Clinical (unspecified phase)
0.7168 Intermediate Similarity NPD6412 Phase 2
0.7155 Intermediate Similarity NPD6882 Approved
0.7143 Intermediate Similarity NPD7838 Discovery
0.7117 Intermediate Similarity NPD7632 Discontinued
0.7097 Intermediate Similarity NPD8074 Phase 3
0.7091 Intermediate Similarity NPD6648 Approved
0.7075 Intermediate Similarity NPD6411 Approved
0.7059 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7049 Intermediate Similarity NPD6370 Approved
0.7043 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.704 Intermediate Similarity NPD7736 Approved
0.7027 Intermediate Similarity NPD5344 Discontinued
0.7009 Intermediate Similarity NPD6399 Phase 3
0.6992 Remote Similarity NPD8328 Phase 3
0.6983 Remote Similarity NPD5955 Clinical (unspecified phase)
0.696 Remote Similarity NPD8293 Discontinued
0.6935 Remote Similarity NPD7492 Approved
0.6923 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6917 Remote Similarity NPD7115 Discovery
0.6893 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6887 Remote Similarity NPD6101 Approved
0.6887 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6885 Remote Similarity NPD6054 Approved
0.688 Remote Similarity NPD6616 Approved
0.6827 Remote Similarity NPD1694 Approved
0.6825 Remote Similarity NPD7078 Approved
0.6822 Remote Similarity NPD6698 Approved
0.6822 Remote Similarity NPD46 Approved
0.681 Remote Similarity NPD6899 Approved
0.681 Remote Similarity NPD6881 Approved
0.6796 Remote Similarity NPD6695 Phase 3
0.6789 Remote Similarity NPD7748 Approved
0.6783 Remote Similarity NPD5739 Approved
0.6783 Remote Similarity NPD6402 Approved
0.6783 Remote Similarity NPD6675 Approved
0.6783 Remote Similarity NPD7128 Approved
0.678 Remote Similarity NPD6650 Approved
0.678 Remote Similarity NPD6649 Approved
0.6777 Remote Similarity NPD6009 Approved
0.6759 Remote Similarity NPD7515 Phase 2
0.6759 Remote Similarity NPD7983 Approved
0.6757 Remote Similarity NPD7902 Approved
0.6752 Remote Similarity NPD6372 Approved
0.6752 Remote Similarity NPD6373 Approved
0.6748 Remote Similarity NPD6059 Approved
0.6724 Remote Similarity NPD5697 Approved
0.6724 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6723 Remote Similarity NPD6053 Discontinued
0.6723 Remote Similarity NPD8297 Approved
0.672 Remote Similarity NPD6067 Discontinued
0.6698 Remote Similarity NPD4250 Approved
0.6698 Remote Similarity NPD4251 Approved
0.6695 Remote Similarity NPD6883 Approved
0.6695 Remote Similarity NPD7290 Approved
0.6695 Remote Similarity NPD7102 Approved
0.6694 Remote Similarity NPD6015 Approved
0.6694 Remote Similarity NPD6016 Approved
0.6667 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7320 Approved
0.6667 Remote Similarity NPD7839 Suspended
0.6667 Remote Similarity NPD8264 Approved
0.664 Remote Similarity NPD5988 Approved
0.6639 Remote Similarity NPD6869 Approved
0.6639 Remote Similarity NPD8130 Phase 1
0.6639 Remote Similarity NPD6617 Approved
0.6639 Remote Similarity NPD6847 Approved
0.6638 Remote Similarity NPD6008 Approved
0.6613 Remote Similarity NPD6319 Approved
0.661 Remote Similarity NPD6013 Approved
0.661 Remote Similarity NPD6014 Approved
0.661 Remote Similarity NPD6012 Approved
0.6604 Remote Similarity NPD4249 Approved
0.6581 Remote Similarity NPD5701 Approved
0.6574 Remote Similarity NPD6051 Approved
0.6571 Remote Similarity NPD4786 Approved
0.6569 Remote Similarity NPD6929 Approved
0.6569 Remote Similarity NPD7645 Phase 2
0.6542 Remote Similarity NPD7750 Discontinued
0.6542 Remote Similarity NPD7524 Approved
0.6538 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6538 Remote Similarity NPD3667 Approved
0.6529 Remote Similarity NPD4632 Approved
0.6525 Remote Similarity NPD6011 Approved
0.6505 Remote Similarity NPD6931 Approved
0.6505 Remote Similarity NPD6930 Phase 2
0.6505 Remote Similarity NPD7332 Phase 2
0.6505 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6505 Remote Similarity NPD7514 Phase 3
0.6505 Remote Similarity NPD7525 Registered
0.65 Remote Similarity NPD8039 Approved
0.6489 Remote Similarity NPD7260 Phase 2
0.6486 Remote Similarity NPD7900 Approved
0.6486 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6471 Remote Similarity NPD7145 Approved
0.646 Remote Similarity NPD6083 Phase 2
0.646 Remote Similarity NPD6084 Phase 2
0.6455 Remote Similarity NPD8035 Phase 2
0.6455 Remote Similarity NPD8034 Phase 2
0.6455 Remote Similarity NPD6079 Approved
0.6449 Remote Similarity NPD3618 Phase 1
0.6442 Remote Similarity NPD6902 Approved
0.6429 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6422 Remote Similarity NPD5328 Approved
0.6379 Remote Similarity NPD5211 Phase 2
0.6373 Remote Similarity NPD5776 Phase 2
0.6373 Remote Similarity NPD6932 Approved
0.6373 Remote Similarity NPD6925 Approved
0.6364 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6357 Remote Similarity NPD8451 Approved
0.6355 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6355 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6348 Remote Similarity NPD5286 Approved
0.6348 Remote Similarity NPD5285 Approved
0.6348 Remote Similarity NPD4696 Approved
0.6346 Remote Similarity NPD4819 Approved
0.6346 Remote Similarity NPD4822 Approved
0.6346 Remote Similarity NPD4821 Approved
0.6346 Remote Similarity NPD4820 Approved
0.6337 Remote Similarity NPD6942 Approved
0.6337 Remote Similarity NPD7339 Approved
0.6328 Remote Similarity NPD7829 Approved
0.6328 Remote Similarity NPD7830 Approved
0.6328 Remote Similarity NPD7604 Phase 2
0.6321 Remote Similarity NPD7154 Phase 3
0.6316 Remote Similarity NPD4755 Approved
0.6311 Remote Similarity NPD4268 Approved
0.6311 Remote Similarity NPD4271 Approved
0.6308 Remote Similarity NPD8448 Approved
0.6306 Remote Similarity NPD5281 Approved
0.6306 Remote Similarity NPD5284 Approved
0.6306 Remote Similarity NPD7087 Discontinued
0.6303 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6299 Remote Similarity NPD8444 Approved
0.6299 Remote Similarity NPD5983 Phase 2
0.6296 Remote Similarity NPD7146 Approved
0.6296 Remote Similarity NPD6409 Approved
0.6296 Remote Similarity NPD7334 Approved
0.6296 Remote Similarity NPD5330 Approved
0.6296 Remote Similarity NPD7521 Approved
0.6296 Remote Similarity NPD6684 Approved
0.6283 Remote Similarity NPD5695 Phase 3
0.6281 Remote Similarity NPD6371 Approved
0.6275 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6271 Remote Similarity NPD5141 Approved
0.627 Remote Similarity NPD7101 Approved
0.627 Remote Similarity NPD7100 Approved
0.626 Remote Similarity NPD6033 Approved
0.625 Remote Similarity NPD4202 Approved
0.6239 Remote Similarity NPD5225 Approved
0.6239 Remote Similarity NPD4633 Approved
0.6239 Remote Similarity NPD5224 Approved
0.6239 Remote Similarity NPD5226 Approved
0.6239 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6238 Remote Similarity NPD6924 Approved
0.6238 Remote Similarity NPD6926 Approved
0.6231 Remote Similarity NPD6336 Discontinued
0.6228 Remote Similarity NPD5221 Approved
0.6228 Remote Similarity NPD5222 Approved
0.6228 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6216 Remote Similarity NPD5785 Approved
0.6207 Remote Similarity NPD4700 Approved
0.6204 Remote Similarity NPD6893 Approved
0.62 Remote Similarity NPD7151 Approved
0.62 Remote Similarity NPD7152 Approved
0.62 Remote Similarity NPD7150 Approved
0.6195 Remote Similarity NPD5282 Discontinued
0.6194 Remote Similarity NPD6845 Suspended
0.619 Remote Similarity NPD8259 Clinical (unspecified phase)
0.619 Remote Similarity NPD7509 Discontinued
0.619 Remote Similarity NPD6335 Approved

Structure

External Identifiers

PubChem CID   16756991
ChEMBL   CHEMBL415067
ZINC  

Physicochemical Properties

Molecular Weight:  518.29
ALogP:  2.5346
MLogP:  3.77
XLogP:  5.942
# Rotatable Bonds:  19
Polar Surface Area:  108.36
# H-Bond Aceptor:  8
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  37

Download Data

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