Natural Product: NPC184512

Natural Product ID:  NPC184512
Common Name:   Caseargrewins I
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] hexanoate
Synonyms:   caseargrewins I
Molecular Formula:   C30H44O8
Standard InCHIKey:  OWZBTGIYKSYHIP-AHVFBGDZSA-N
Standard InCHI:  InChI=1S/C30H44O8/c1-8-10-11-12-26(34)37-22-16-23-27(35-20(5)31)38-28(36-21(6)32)30(23)24(17-22)29(7,14-13-18(3)9-2)19(4)15-25(30)33/h9,13,16,19,22,24-25,27-28,33H,2,8,10-12,14-15,17H2,1,3-7H3/b18-13-/t19-,22+,24+,25+,27+,28-,29-,30-/m1/s1
Canonical SMILES:  CCCCCC(=O)O[C@H]1C=C2[C@@H](OC(=O)C)O[C@H]([C@]32[C@@H](C1)[C@](C)(C/C=C(C=C)/C)[C@@H](C[C@@H]3O)C)OC(=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 = 0.33 ug/ml PubChem BioAssay data set
NPT91 Cell Line KB Homo sapiens IC50 = 3.04 ug/ml 23395661
NPT2 Others Unspecified IC50 = 0.36 ug/ml 22037378

  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 NPC184512 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
0.9898 High Similarity NPC252296
0.9796 High Similarity NPC470321
0.9796 High Similarity NPC473207
0.9796 High Similarity NPC201880
0.9796 High Similarity NPC264867
0.9796 High Similarity NPC81567
0.9703 High Similarity NPC119550
0.9694 High Similarity NPC475889
0.9694 High Similarity NPC134270
0.9694 High Similarity NPC127933
0.9694 High Similarity NPC7644
0.9694 High Similarity NPC7613
0.9592 High Similarity NPC471363
0.9592 High Similarity NPC238397
0.9505 High Similarity NPC311223
0.9412 High Similarity NPC316974
0.9406 High Similarity NPC125423
0.9406 High Similarity NPC88013
0.9388 High Similarity NPC473204
0.9314 High Similarity NPC48548
0.9314 High Similarity NPC128795
0.9314 High Similarity NPC217921
0.9314 High Similarity NPC135015
0.9286 High Similarity NPC472186
0.9286 High Similarity NPC471366
0.9286 High Similarity NPC476800
0.9286 High Similarity NPC318917
0.9223 High Similarity NPC40728
0.9216 High Similarity NPC109376
0.9192 High Similarity NPC473545
0.9192 High Similarity NPC472187
0.9184 High Similarity NPC472188
0.9126 High Similarity NPC470024
0.9126 High Similarity NPC224660
0.9118 High Similarity NPC172867
0.9118 High Similarity NPC218158
0.9082 High Similarity NPC171598
0.9082 High Similarity NPC311166
0.899 High Similarity NPC98112
0.898 High Similarity NPC471372
0.898 High Similarity NPC471362
0.898 High Similarity NPC472189
0.8952 High Similarity NPC316708
0.8878 High Similarity NPC88507
0.8868 High Similarity NPC470026
0.8868 High Similarity NPC17791
0.8785 High Similarity NPC328074
0.8785 High Similarity NPC317460
0.8785 High Similarity NPC470025
0.8785 High Similarity NPC321272
0.8704 High Similarity NPC470027
0.8667 High Similarity NPC293512
0.8654 High Similarity NPC222161
0.8627 High Similarity NPC477972
0.8627 High Similarity NPC477968
0.8627 High Similarity NPC161527
0.8627 High Similarity NPC219285
0.8627 High Similarity NPC20113
0.8627 High Similarity NPC477971
0.8627 High Similarity NPC228251
0.8559 High Similarity NPC473828
0.8559 High Similarity NPC473617
0.8558 High Similarity NPC471365
0.8558 High Similarity NPC132395
0.8558 High Similarity NPC471364
0.8532 High Similarity NPC474410
0.8532 High Similarity NPC157441
0.8532 High Similarity NPC293658
0.8509 High Similarity NPC41129
0.8482 Intermediate Similarity NPC122971
0.8469 Intermediate Similarity NPC470819
0.8462 Intermediate Similarity NPC469606
0.8462 Intermediate Similarity NPC31058
0.8462 Intermediate Similarity NPC273005
0.844 Intermediate Similarity NPC194951
0.844 Intermediate Similarity NPC12046
0.8426 Intermediate Similarity NPC83005
0.8396 Intermediate Similarity NPC82251
0.8396 Intermediate Similarity NPC469607
0.8384 Intermediate Similarity NPC469403
0.8384 Intermediate Similarity NPC471371
0.8384 Intermediate Similarity NPC470817
0.8384 Intermediate Similarity NPC471370
0.8381 Intermediate Similarity NPC120009
0.8364 Intermediate Similarity NPC311592
0.8364 Intermediate Similarity NPC75167
0.835 Intermediate Similarity NPC474440
0.835 Intermediate Similarity NPC473154
0.835 Intermediate Similarity NPC216478
0.8333 Intermediate Similarity NPC94905
0.8333 Intermediate Similarity NPC8954
0.8319 Intermediate Similarity NPC477071
0.8318 Intermediate Similarity NPC475074
0.8304 Intermediate Similarity NPC23046
0.83 Intermediate Similarity NPC477574
0.8288 Intermediate Similarity NPC181145
0.8288 Intermediate Similarity NPC475163
0.8241 Intermediate Similarity NPC325054
0.8235 Intermediate Similarity NPC37603
0.8235 Intermediate Similarity NPC471786
0.8235 Intermediate Similarity NPC477969
0.8235 Intermediate Similarity NPC135224
0.8235 Intermediate Similarity NPC477970
0.8235 Intermediate Similarity NPC100892
0.8224 Intermediate Similarity NPC239961
0.8224 Intermediate Similarity NPC127609
0.8218 Intermediate Similarity NPC99653
0.8208 Intermediate Similarity NPC471450
0.8208 Intermediate Similarity NPC45897
0.8198 Intermediate Similarity NPC264153
0.819 Intermediate Similarity NPC198992
0.819 Intermediate Similarity NPC280991
0.8182 Intermediate Similarity NPC263079
0.8182 Intermediate Similarity NPC190837
0.8182 Intermediate Similarity NPC292196
0.8174 Intermediate Similarity NPC476204
0.8174 Intermediate Similarity NPC170084
0.8165 Intermediate Similarity NPC112457
0.8165 Intermediate Similarity NPC206618
0.8165 Intermediate Similarity NPC31522
0.8155 Intermediate Similarity NPC165632
0.8148 Intermediate Similarity NPC472390
0.8142 Intermediate Similarity NPC473968
0.8142 Intermediate Similarity NPC474483
0.8142 Intermediate Similarity NPC473405
0.8137 Intermediate Similarity NPC250075
0.8137 Intermediate Similarity NPC189513
0.8131 Intermediate Similarity NPC470768
0.8125 Intermediate Similarity NPC472274
0.8125 Intermediate Similarity NPC220293
0.8119 Intermediate Similarity NPC124374
0.8113 Intermediate Similarity NPC32577
0.8113 Intermediate Similarity NPC471889
0.8113 Intermediate Similarity NPC470571
0.8113 Intermediate Similarity NPC114540
0.8113 Intermediate Similarity NPC155332
0.8113 Intermediate Similarity NPC476081
0.8108 Intermediate Similarity NPC64106
0.8108 Intermediate Similarity NPC161434
0.8108 Intermediate Similarity NPC195132
0.8108 Intermediate Similarity NPC125923
0.8108 Intermediate Similarity NPC473125
0.8108 Intermediate Similarity NPC65590
0.8108 Intermediate Similarity NPC174836
0.8108 Intermediate Similarity NPC212968
0.81 Intermediate Similarity NPC261320
0.8095 Intermediate Similarity NPC47024
0.8095 Intermediate Similarity NPC324841
0.8091 Intermediate Similarity NPC274507
0.8091 Intermediate Similarity NPC127153
0.8091 Intermediate Similarity NPC177047
0.8091 Intermediate Similarity NPC235014
0.8091 Intermediate Similarity NPC101450
0.8091 Intermediate Similarity NPC129340
0.8087 Intermediate Similarity NPC48692
0.8077 Intermediate Similarity NPC91197
0.8077 Intermediate Similarity NPC239547
0.8077 Intermediate Similarity NPC309503
0.8077 Intermediate Similarity NPC96597
0.8077 Intermediate Similarity NPC155319
0.8077 Intermediate Similarity NPC125551
0.8073 Intermediate Similarity NPC300614
0.8073 Intermediate Similarity NPC177524
0.8073 Intermediate Similarity NPC38948
0.8073 Intermediate Similarity NPC189075
0.8073 Intermediate Similarity NPC219900
0.8073 Intermediate Similarity NPC90946
0.8073 Intermediate Similarity NPC392
0.8073 Intermediate Similarity NPC275539
0.807 Intermediate Similarity NPC471548
0.807 Intermediate Similarity NPC45475
0.8058 Intermediate Similarity NPC286612
0.8058 Intermediate Similarity NPC13924
0.8058 Intermediate Similarity NPC275310
0.8058 Intermediate Similarity NPC230347
0.8056 Intermediate Similarity NPC470763
0.8056 Intermediate Similarity NPC34768
0.8056 Intermediate Similarity NPC111952
0.8056 Intermediate Similarity NPC470767
0.8053 Intermediate Similarity NPC471816
0.8037 Intermediate Similarity NPC471885
0.8037 Intermediate Similarity NPC471886
0.8037 Intermediate Similarity NPC23584
0.8037 Intermediate Similarity NPC471888
0.8037 Intermediate Similarity NPC36688
0.8037 Intermediate Similarity NPC471887
0.8036 Intermediate Similarity NPC44298
0.8036 Intermediate Similarity NPC469463
0.8036 Intermediate Similarity NPC40133
0.8036 Intermediate Similarity NPC473128
0.8036 Intermediate Similarity NPC290608
0.8036 Intermediate Similarity NPC251309
0.8036 Intermediate Similarity NPC49413
0.8036 Intermediate Similarity NPC25909
0.8036 Intermediate Similarity NPC469454
0.8036 Intermediate Similarity NPC469496
0.802 Intermediate Similarity NPC48732
0.802 Intermediate Similarity NPC220216
0.8019 Intermediate Similarity NPC154127
0.8018 Intermediate Similarity NPC250481

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC184512 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
0.8073 Intermediate Similarity NPD6686 Approved
0.7863 Intermediate Similarity NPD8513 Phase 3
0.7863 Intermediate Similarity NPD8515 Approved
0.7863 Intermediate Similarity NPD8517 Approved
0.7863 Intermediate Similarity NPD8516 Approved
0.783 Intermediate Similarity NPD7638 Approved
0.7757 Intermediate Similarity NPD7640 Approved
0.7757 Intermediate Similarity NPD7639 Approved
0.7712 Intermediate Similarity NPD7503 Approved
0.7603 Intermediate Similarity NPD7507 Approved
0.7524 Intermediate Similarity NPD5778 Approved
0.7524 Intermediate Similarity NPD5779 Approved
0.7522 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7458 Intermediate Similarity NPD7327 Approved
0.7458 Intermediate Similarity NPD7328 Approved
0.7419 Intermediate Similarity NPD7319 Approved
0.7417 Intermediate Similarity NPD8033 Approved
0.7414 Intermediate Similarity NPD8133 Approved
0.7395 Intermediate Similarity NPD7516 Approved
0.7345 Intermediate Similarity NPD6412 Phase 2
0.7339 Intermediate Similarity NPD4225 Approved
0.7333 Intermediate Similarity NPD8377 Approved
0.7333 Intermediate Similarity NPD8294 Approved
0.7328 Intermediate Similarity NPD6882 Approved
0.7273 Intermediate Similarity NPD8378 Approved
0.7273 Intermediate Similarity NPD8380 Approved
0.7273 Intermediate Similarity NPD8335 Approved
0.7273 Intermediate Similarity NPD8379 Approved
0.7273 Intermediate Similarity NPD8296 Approved
0.7264 Intermediate Similarity NPD7637 Suspended
0.7264 Intermediate Similarity NPD6411 Approved
0.7258 Intermediate Similarity NPD8074 Phase 3
0.7227 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7217 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7213 Intermediate Similarity NPD6370 Approved
0.72 Intermediate Similarity NPD7736 Approved
0.7196 Intermediate Similarity NPD6399 Phase 3
0.7182 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7155 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7154 Intermediate Similarity NPD8328 Phase 3
0.7143 Intermediate Similarity NPD7632 Discontinued
0.712 Intermediate Similarity NPD8293 Discontinued
0.7097 Intermediate Similarity NPD7492 Approved
0.7094 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7087 Intermediate Similarity NPD6400 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD7115 Discovery
0.7075 Intermediate Similarity NPD6101 Approved
0.7075 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7049 Intermediate Similarity NPD6054 Approved
0.704 Intermediate Similarity NPD6616 Approved
0.7019 Intermediate Similarity NPD1694 Approved
0.7009 Intermediate Similarity NPD6698 Approved
0.7009 Intermediate Similarity NPD46 Approved
0.7009 Intermediate Similarity NPD7838 Discovery
0.6984 Remote Similarity NPD7078 Approved
0.6983 Remote Similarity NPD6899 Approved
0.6983 Remote Similarity NPD6881 Approved
0.6972 Remote Similarity NPD7748 Approved
0.6964 Remote Similarity NPD6648 Approved
0.6957 Remote Similarity NPD7128 Approved
0.6957 Remote Similarity NPD6675 Approved
0.6957 Remote Similarity NPD6402 Approved
0.6957 Remote Similarity NPD5739 Approved
0.6949 Remote Similarity NPD6649 Approved
0.6949 Remote Similarity NPD6650 Approved
0.6944 Remote Similarity NPD7983 Approved
0.6944 Remote Similarity NPD7515 Phase 2
0.6942 Remote Similarity NPD6009 Approved
0.6937 Remote Similarity NPD7902 Approved
0.6923 Remote Similarity NPD6372 Approved
0.6923 Remote Similarity NPD6373 Approved
0.6911 Remote Similarity NPD6059 Approved
0.6903 Remote Similarity NPD5344 Discontinued
0.6897 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6897 Remote Similarity NPD5697 Approved
0.6891 Remote Similarity NPD8297 Approved
0.6891 Remote Similarity NPD6053 Discontinued
0.688 Remote Similarity NPD6067 Discontinued
0.6864 Remote Similarity NPD7102 Approved
0.6864 Remote Similarity NPD7290 Approved
0.6864 Remote Similarity NPD6883 Approved
0.6855 Remote Similarity NPD6016 Approved
0.6855 Remote Similarity NPD6015 Approved
0.6847 Remote Similarity NPD7839 Suspended
0.6838 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6838 Remote Similarity NPD7320 Approved
0.681 Remote Similarity NPD6008 Approved
0.6807 Remote Similarity NPD6617 Approved
0.6807 Remote Similarity NPD6869 Approved
0.6807 Remote Similarity NPD6847 Approved
0.6807 Remote Similarity NPD8130 Phase 1
0.68 Remote Similarity NPD5988 Approved
0.678 Remote Similarity NPD6014 Approved
0.678 Remote Similarity NPD6013 Approved
0.678 Remote Similarity NPD6012 Approved
0.6774 Remote Similarity NPD6319 Approved
0.6762 Remote Similarity NPD4786 Approved
0.6762 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6752 Remote Similarity NPD5701 Approved
0.6731 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6731 Remote Similarity NPD3667 Approved
0.6729 Remote Similarity NPD4251 Approved
0.6729 Remote Similarity NPD4250 Approved
0.67 Remote Similarity NPD8039 Approved
0.6695 Remote Similarity NPD6011 Approved
0.6694 Remote Similarity NPD4632 Approved
0.6667 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7900 Approved
0.6667 Remote Similarity NPD6695 Phase 3
0.6641 Remote Similarity NPD7260 Phase 2
0.6637 Remote Similarity NPD6083 Phase 2
0.6637 Remote Similarity NPD6084 Phase 2
0.6636 Remote Similarity NPD8035 Phase 2
0.6636 Remote Similarity NPD3618 Phase 1
0.6636 Remote Similarity NPD6079 Approved
0.6636 Remote Similarity NPD4249 Approved
0.6636 Remote Similarity NPD8034 Phase 2
0.6607 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6606 Remote Similarity NPD5328 Approved
0.6552 Remote Similarity NPD5211 Phase 2
0.6542 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6538 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6535 Remote Similarity NPD8264 Approved
0.6529 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6522 Remote Similarity NPD5285 Approved
0.6522 Remote Similarity NPD5286 Approved
0.6522 Remote Similarity NPD4696 Approved
0.6512 Remote Similarity NPD8451 Approved
0.6509 Remote Similarity NPD7154 Phase 3
0.6491 Remote Similarity NPD4755 Approved
0.6486 Remote Similarity NPD5284 Approved
0.6486 Remote Similarity NPD5281 Approved
0.6484 Remote Similarity NPD7604 Phase 2
0.6484 Remote Similarity NPD7830 Approved
0.6484 Remote Similarity NPD7829 Approved
0.6481 Remote Similarity NPD7334 Approved
0.6481 Remote Similarity NPD5330 Approved
0.6481 Remote Similarity NPD7146 Approved
0.6481 Remote Similarity NPD7521 Approved
0.6481 Remote Similarity NPD6684 Approved
0.6481 Remote Similarity NPD6409 Approved
0.6471 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6462 Remote Similarity NPD8448 Approved
0.646 Remote Similarity NPD5695 Phase 3
0.6457 Remote Similarity NPD8444 Approved
0.6457 Remote Similarity NPD5983 Phase 2
0.6455 Remote Similarity NPD6051 Approved
0.6446 Remote Similarity NPD6371 Approved
0.6442 Remote Similarity NPD7645 Phase 2
0.6442 Remote Similarity NPD6929 Approved
0.6441 Remote Similarity NPD5141 Approved
0.6429 Remote Similarity NPD7101 Approved
0.6429 Remote Similarity NPD7100 Approved
0.6429 Remote Similarity NPD4202 Approved
0.6422 Remote Similarity NPD7524 Approved
0.6422 Remote Similarity NPD7750 Discontinued
0.6412 Remote Similarity NPD6033 Approved
0.641 Remote Similarity NPD5224 Approved
0.641 Remote Similarity NPD4633 Approved
0.641 Remote Similarity NPD5225 Approved
0.641 Remote Similarity NPD5226 Approved
0.6404 Remote Similarity NPD5222 Approved
0.6404 Remote Similarity NPD5221 Approved
0.6404 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6396 Remote Similarity NPD5785 Approved
0.6385 Remote Similarity NPD6336 Discontinued
0.6381 Remote Similarity NPD7514 Phase 3
0.6381 Remote Similarity NPD7525 Registered
0.6381 Remote Similarity NPD4820 Approved
0.6381 Remote Similarity NPD6930 Phase 2
0.6381 Remote Similarity NPD4821 Approved
0.6381 Remote Similarity NPD7332 Phase 2
0.6381 Remote Similarity NPD4819 Approved
0.6381 Remote Similarity NPD6931 Approved
0.6381 Remote Similarity NPD4822 Approved
0.6381 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6379 Remote Similarity NPD4700 Approved
0.6372 Remote Similarity NPD5282 Discontinued
0.6364 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6364 Remote Similarity NPD6672 Approved
0.6364 Remote Similarity NPD5737 Approved
0.6364 Remote Similarity NPD6903 Approved
0.6356 Remote Similarity NPD5174 Approved
0.6356 Remote Similarity NPD5175 Approved
0.6355 Remote Similarity NPD5362 Discontinued
0.6349 Remote Similarity NPD6335 Approved
0.6348 Remote Similarity NPD5173 Approved
0.6346 Remote Similarity NPD4271 Approved
0.6346 Remote Similarity NPD4268 Approved
0.6346 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6346 Remote Similarity NPD7145 Approved
0.6343 Remote Similarity NPD6845 Suspended
0.633 Remote Similarity NPD5279 Phase 3
0.6328 Remote Similarity NPD6921 Approved
0.6325 Remote Similarity NPD5223 Approved
0.6321 Remote Similarity NPD6902 Approved
0.632 Remote Similarity NPD6868 Approved
0.632 Remote Similarity NPD6274 Approved
0.6316 Remote Similarity NPD8391 Approved
0.6316 Remote Similarity NPD8390 Approved

Structure

External Identifiers

PubChem CID   16756888
ChEMBL   CHEMBL398225
ZINC  

Physicochemical Properties

Molecular Weight:  532.30
ALogP:  1.149
MLogP:  3.88
XLogP:  6.572
# Rotatable Bonds:  20
Polar Surface Area:  108.36
# H-Bond Aceptor:  8
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  38

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
Similar NPs/Drugs