Natural Product: NPC252296

Natural Product ID:  NPC252296
Common Name:   Caseargrewins J
IUPAC Name:   [(1S,3S,5R,6aS,7R,8R,10S,10aS)-1-acetyloxy-10-hydroxy-3-methoxy-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 J
Molecular Formula:   C29H44O7
Standard InCHIKey:  LNLATCNMZQLNMH-JHAOYEHPSA-N
Standard InCHI:  InChI=1S/C29H44O7/c1-8-10-11-12-25(32)35-21-16-22-26(33-7)36-27(34-20(5)30)29(22)23(17-21)28(6,14-13-18(3)9-2)19(4)15-24(29)31/h9,13,16,19,21,23-24,26-27,31H,2,8,10-12,14-15,17H2,1,3-7H3/b18-13-/t19-,21+,23+,24+,26+,27-,28-,29-/m1/s1
Canonical SMILES:  CCCCCC(=O)O[C@H]1C=C2[C@@H](OC)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 = 1.22 ug/ml 25479041
NPT2 Others Unspecified IC50 = 0.99 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 NPC252296 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 NPC184512
0.9794 High Similarity NPC134270
0.9694 High Similarity NPC201880
0.9694 High Similarity NPC470321
0.9694 High Similarity NPC264867
0.9694 High Similarity NPC473207
0.9694 High Similarity NPC81567
0.9691 High Similarity NPC471363
0.9691 High Similarity NPC238397
0.9604 High Similarity NPC119550
0.9592 High Similarity NPC7644
0.9592 High Similarity NPC127933
0.9592 High Similarity NPC475889
0.9592 High Similarity NPC7613
0.9406 High Similarity NPC311223
0.9314 High Similarity NPC316974
0.9307 High Similarity NPC88013
0.9307 High Similarity NPC125423
0.9286 High Similarity NPC473204
0.9278 High Similarity NPC472188
0.9216 High Similarity NPC217921
0.9216 High Similarity NPC128795
0.9216 High Similarity NPC135015
0.9216 High Similarity NPC48548
0.9184 High Similarity NPC476800
0.9184 High Similarity NPC318917
0.9184 High Similarity NPC472186
0.9184 High Similarity NPC471366
0.9175 High Similarity NPC311166
0.9126 High Similarity NPC40728
0.9118 High Similarity NPC109376
0.9091 High Similarity NPC472187
0.9091 High Similarity NPC473545
0.9082 High Similarity NPC98112
0.9072 High Similarity NPC471372
0.9072 High Similarity NPC471362
0.9072 High Similarity NPC472189
0.9029 High Similarity NPC224660
0.9029 High Similarity NPC470024
0.902 High Similarity NPC172867
0.902 High Similarity NPC218158
0.898 High Similarity NPC171598
0.8969 High Similarity NPC88507
0.8857 High Similarity NPC316708
0.8774 High Similarity NPC470026
0.8774 High Similarity NPC17791
0.8738 High Similarity NPC222161
0.8713 High Similarity NPC477972
0.8713 High Similarity NPC219285
0.8713 High Similarity NPC228251
0.8713 High Similarity NPC161527
0.8713 High Similarity NPC477971
0.8713 High Similarity NPC477968
0.8713 High Similarity NPC20113
0.8692 High Similarity NPC321272
0.8692 High Similarity NPC470025
0.8692 High Similarity NPC317460
0.8692 High Similarity NPC328074
0.8641 High Similarity NPC471364
0.8641 High Similarity NPC132395
0.8641 High Similarity NPC471365
0.8611 High Similarity NPC470027
0.8611 High Similarity NPC157441
0.8571 High Similarity NPC293512
0.8557 High Similarity NPC470819
0.8544 High Similarity NPC469606
0.8544 High Similarity NPC31058
0.8544 High Similarity NPC273005
0.8519 High Similarity NPC194951
0.8519 High Similarity NPC12046
0.8476 Intermediate Similarity NPC469607
0.8469 Intermediate Similarity NPC471371
0.8469 Intermediate Similarity NPC470817
0.8469 Intermediate Similarity NPC469403
0.8469 Intermediate Similarity NPC471370
0.8468 Intermediate Similarity NPC473617
0.8468 Intermediate Similarity NPC473828
0.8462 Intermediate Similarity NPC120009
0.844 Intermediate Similarity NPC474410
0.844 Intermediate Similarity NPC293658
0.8431 Intermediate Similarity NPC473154
0.8431 Intermediate Similarity NPC216478
0.8431 Intermediate Similarity NPC474440
0.8421 Intermediate Similarity NPC41129
0.8416 Intermediate Similarity NPC94905
0.8416 Intermediate Similarity NPC8954
0.8396 Intermediate Similarity NPC475074
0.8393 Intermediate Similarity NPC122971
0.8384 Intermediate Similarity NPC477574
0.8378 Intermediate Similarity NPC23046
0.8364 Intermediate Similarity NPC475163
0.8333 Intermediate Similarity NPC83005
0.8318 Intermediate Similarity NPC325054
0.8317 Intermediate Similarity NPC477969
0.8317 Intermediate Similarity NPC100892
0.8317 Intermediate Similarity NPC135224
0.8317 Intermediate Similarity NPC477970
0.8302 Intermediate Similarity NPC127609
0.8302 Intermediate Similarity NPC82251
0.83 Intermediate Similarity NPC99653
0.8286 Intermediate Similarity NPC471450
0.8286 Intermediate Similarity NPC45897
0.8273 Intermediate Similarity NPC311592
0.8273 Intermediate Similarity NPC75167
0.8265 Intermediate Similarity NPC263079
0.8241 Intermediate Similarity NPC112457
0.8241 Intermediate Similarity NPC31522
0.8241 Intermediate Similarity NPC206618
0.8235 Intermediate Similarity NPC165632
0.823 Intermediate Similarity NPC477071
0.8218 Intermediate Similarity NPC189513
0.8218 Intermediate Similarity NPC250075
0.82 Intermediate Similarity NPC124374
0.8198 Intermediate Similarity NPC181145
0.819 Intermediate Similarity NPC470571
0.819 Intermediate Similarity NPC155332
0.819 Intermediate Similarity NPC114540
0.819 Intermediate Similarity NPC476081
0.819 Intermediate Similarity NPC32577
0.819 Intermediate Similarity NPC471889
0.8182 Intermediate Similarity NPC261320
0.8173 Intermediate Similarity NPC47024
0.8173 Intermediate Similarity NPC324841
0.8165 Intermediate Similarity NPC235014
0.8165 Intermediate Similarity NPC101450
0.8155 Intermediate Similarity NPC91197
0.8155 Intermediate Similarity NPC309503
0.8155 Intermediate Similarity NPC155319
0.8155 Intermediate Similarity NPC96597
0.8155 Intermediate Similarity NPC125551
0.8155 Intermediate Similarity NPC239547
0.8148 Intermediate Similarity NPC90946
0.8148 Intermediate Similarity NPC38948
0.8148 Intermediate Similarity NPC275539
0.8148 Intermediate Similarity NPC189075
0.8148 Intermediate Similarity NPC300614
0.8137 Intermediate Similarity NPC286612
0.8137 Intermediate Similarity NPC230347
0.8137 Intermediate Similarity NPC37603
0.8137 Intermediate Similarity NPC13924
0.8137 Intermediate Similarity NPC471786
0.8137 Intermediate Similarity NPC275310
0.8131 Intermediate Similarity NPC34768
0.8131 Intermediate Similarity NPC239961
0.8125 Intermediate Similarity NPC471816
0.8113 Intermediate Similarity NPC471887
0.8113 Intermediate Similarity NPC471888
0.8113 Intermediate Similarity NPC471886
0.8113 Intermediate Similarity NPC471885
0.8113 Intermediate Similarity NPC23584
0.8113 Intermediate Similarity NPC36688
0.8108 Intermediate Similarity NPC469463
0.8108 Intermediate Similarity NPC469454
0.8108 Intermediate Similarity NPC469496
0.8108 Intermediate Similarity NPC264153
0.81 Intermediate Similarity NPC220216
0.81 Intermediate Similarity NPC48732
0.8095 Intermediate Similarity NPC280991
0.8095 Intermediate Similarity NPC198992
0.8091 Intermediate Similarity NPC190837
0.8091 Intermediate Similarity NPC292196
0.8087 Intermediate Similarity NPC170084
0.8087 Intermediate Similarity NPC476204
0.8081 Intermediate Similarity NPC477128
0.8073 Intermediate Similarity NPC5475
0.8073 Intermediate Similarity NPC472216
0.8073 Intermediate Similarity NPC284828
0.8073 Intermediate Similarity NPC472534
0.8073 Intermediate Similarity NPC173905
0.8073 Intermediate Similarity NPC476759
0.8073 Intermediate Similarity NPC143706
0.8058 Intermediate Similarity NPC112654
0.8058 Intermediate Similarity NPC284518
0.8056 Intermediate Similarity NPC302788
0.8056 Intermediate Similarity NPC472390
0.8056 Intermediate Similarity NPC110496
0.8053 Intermediate Similarity NPC473968
0.8053 Intermediate Similarity NPC473405
0.8053 Intermediate Similarity NPC474483
0.8039 Intermediate Similarity NPC477130
0.8039 Intermediate Similarity NPC470255
0.8039 Intermediate Similarity NPC477129
0.8039 Intermediate Similarity NPC474554
0.8037 Intermediate Similarity NPC239162
0.8037 Intermediate Similarity NPC470768
0.8036 Intermediate Similarity NPC472274
0.8036 Intermediate Similarity NPC220293
0.802 Intermediate Similarity NPC233345
0.802 Intermediate Similarity NPC474631
0.802 Intermediate Similarity NPC186363
0.8019 Intermediate Similarity NPC37207
0.8019 Intermediate Similarity NPC300399
0.8019 Intermediate Similarity NPC134077
0.8019 Intermediate Similarity NPC165250
0.8019 Intermediate Similarity NPC11956
0.8019 Intermediate Similarity NPC471482
0.8019 Intermediate Similarity NPC478156
0.8019 Intermediate Similarity NPC58329
0.8018 Intermediate Similarity NPC473125
0.8018 Intermediate Similarity NPC212968

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC252296 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
0.7982 Intermediate Similarity NPD6686 Approved
0.7905 Intermediate Similarity NPD7638 Approved
0.783 Intermediate Similarity NPD7639 Approved
0.783 Intermediate Similarity NPD7640 Approved
0.7778 Intermediate Similarity NPD8516 Approved
0.7778 Intermediate Similarity NPD8513 Phase 3
0.7778 Intermediate Similarity NPD8515 Approved
0.7778 Intermediate Similarity NPD8517 Approved
0.7627 Intermediate Similarity NPD7503 Approved
0.7596 Intermediate Similarity NPD5779 Approved
0.7596 Intermediate Similarity NPD5778 Approved
0.7521 Intermediate Similarity NPD7507 Approved
0.7434 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7411 Intermediate Similarity NPD6412 Phase 2
0.7407 Intermediate Similarity NPD4225 Approved
0.7373 Intermediate Similarity NPD7328 Approved
0.7373 Intermediate Similarity NPD7327 Approved
0.7339 Intermediate Similarity NPD7319 Approved
0.7333 Intermediate Similarity NPD6411 Approved
0.7333 Intermediate Similarity NPD8033 Approved
0.7333 Intermediate Similarity NPD7637 Suspended
0.7328 Intermediate Similarity NPD8133 Approved
0.7311 Intermediate Similarity NPD7516 Approved
0.7281 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD6370 Approved
0.7264 Intermediate Similarity NPD6399 Phase 3
0.7258 Intermediate Similarity NPD7736 Approved
0.725 Intermediate Similarity NPD8377 Approved
0.725 Intermediate Similarity NPD8294 Approved
0.7241 Intermediate Similarity NPD6882 Approved
0.7207 Intermediate Similarity NPD7632 Discontinued
0.719 Intermediate Similarity NPD8380 Approved
0.719 Intermediate Similarity NPD8379 Approved
0.719 Intermediate Similarity NPD8335 Approved
0.719 Intermediate Similarity NPD8378 Approved
0.719 Intermediate Similarity NPD8296 Approved
0.7177 Intermediate Similarity NPD8074 Phase 3
0.7177 Intermediate Similarity NPD8293 Discontinued
0.7157 Intermediate Similarity NPD6400 Clinical (unspecified phase)
0.7154 Intermediate Similarity NPD7492 Approved
0.7143 Intermediate Similarity NPD6101 Approved
0.7143 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7115 Discovery
0.7143 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD6054 Approved
0.7097 Intermediate Similarity NPD6616 Approved
0.7091 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7087 Intermediate Similarity NPD1694 Approved
0.7073 Intermediate Similarity NPD8328 Phase 3
0.7069 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7043 Intermediate Similarity NPD6881 Approved
0.7043 Intermediate Similarity NPD6899 Approved
0.704 Intermediate Similarity NPD7078 Approved
0.7037 Intermediate Similarity NPD7748 Approved
0.7027 Intermediate Similarity NPD6648 Approved
0.7018 Intermediate Similarity NPD7128 Approved
0.7018 Intermediate Similarity NPD5739 Approved
0.7018 Intermediate Similarity NPD6675 Approved
0.7018 Intermediate Similarity NPD6402 Approved
0.7009 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD7515 Phase 2
0.7 Intermediate Similarity NPD6009 Approved
0.7 Intermediate Similarity NPD7902 Approved
0.6967 Remote Similarity NPD6059 Approved
0.6964 Remote Similarity NPD5344 Discontinued
0.6957 Remote Similarity NPD5697 Approved
0.6949 Remote Similarity NPD6053 Discontinued
0.6935 Remote Similarity NPD6067 Discontinued
0.6923 Remote Similarity NPD7102 Approved
0.6923 Remote Similarity NPD6883 Approved
0.6923 Remote Similarity NPD7290 Approved
0.6916 Remote Similarity NPD7838 Discovery
0.6916 Remote Similarity NPD6698 Approved
0.6916 Remote Similarity NPD46 Approved
0.6911 Remote Similarity NPD6016 Approved
0.6911 Remote Similarity NPD6015 Approved
0.6897 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6897 Remote Similarity NPD7320 Approved
0.687 Remote Similarity NPD6008 Approved
0.6864 Remote Similarity NPD6649 Approved
0.6864 Remote Similarity NPD6847 Approved
0.6864 Remote Similarity NPD8130 Phase 1
0.6864 Remote Similarity NPD6617 Approved
0.6864 Remote Similarity NPD6650 Approved
0.6864 Remote Similarity NPD6869 Approved
0.6855 Remote Similarity NPD5988 Approved
0.6852 Remote Similarity NPD7983 Approved
0.6838 Remote Similarity NPD6012 Approved
0.6838 Remote Similarity NPD6373 Approved
0.6838 Remote Similarity NPD6014 Approved
0.6838 Remote Similarity NPD6372 Approved
0.6838 Remote Similarity NPD6013 Approved
0.6827 Remote Similarity NPD4786 Approved
0.6827 Remote Similarity NPD7338 Clinical (unspecified phase)
0.681 Remote Similarity NPD5954 Clinical (unspecified phase)
0.681 Remote Similarity NPD5701 Approved
0.6807 Remote Similarity NPD8297 Approved
0.6796 Remote Similarity NPD3667 Approved
0.6796 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6792 Remote Similarity NPD4250 Approved
0.6792 Remote Similarity NPD4251 Approved
0.6768 Remote Similarity NPD8039 Approved
0.6757 Remote Similarity NPD7839 Suspended
0.6752 Remote Similarity NPD6011 Approved
0.675 Remote Similarity NPD4632 Approved
0.6731 Remote Similarity NPD6695 Phase 3
0.6727 Remote Similarity NPD7900 Approved
0.6727 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6698 Remote Similarity NPD4249 Approved
0.6698 Remote Similarity NPD3618 Phase 1
0.6697 Remote Similarity NPD8035 Phase 2
0.6697 Remote Similarity NPD8034 Phase 2
0.6697 Remote Similarity NPD6079 Approved
0.6696 Remote Similarity NPD6083 Phase 2
0.6696 Remote Similarity NPD6084 Phase 2
0.6694 Remote Similarity NPD6319 Approved
0.6667 Remote Similarity NPD5328 Approved
0.6667 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6609 Remote Similarity NPD5211 Phase 2
0.6604 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6602 Remote Similarity NPD5790 Clinical (unspecified phase)
0.66 Remote Similarity NPD8264 Approved
0.6583 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6579 Remote Similarity NPD5286 Approved
0.6579 Remote Similarity NPD5285 Approved
0.6579 Remote Similarity NPD4696 Approved
0.6571 Remote Similarity NPD7154 Phase 3
0.6565 Remote Similarity NPD7260 Phase 2
0.6549 Remote Similarity NPD4755 Approved
0.6545 Remote Similarity NPD5284 Approved
0.6545 Remote Similarity NPD5281 Approved
0.6542 Remote Similarity NPD7334 Approved
0.6542 Remote Similarity NPD6409 Approved
0.6542 Remote Similarity NPD7521 Approved
0.6542 Remote Similarity NPD6684 Approved
0.6542 Remote Similarity NPD5330 Approved
0.6542 Remote Similarity NPD7146 Approved
0.6535 Remote Similarity NPD7604 Phase 2
0.6518 Remote Similarity NPD5695 Phase 3
0.6514 Remote Similarity NPD6051 Approved
0.6508 Remote Similarity NPD5983 Phase 2
0.6505 Remote Similarity NPD6929 Approved
0.6505 Remote Similarity NPD7645 Phase 2
0.65 Remote Similarity NPD6371 Approved
0.6496 Remote Similarity NPD5141 Approved
0.6486 Remote Similarity NPD4202 Approved
0.6481 Remote Similarity NPD7750 Discontinued
0.6481 Remote Similarity NPD7524 Approved
0.648 Remote Similarity NPD7100 Approved
0.648 Remote Similarity NPD7101 Approved
0.6466 Remote Similarity NPD5225 Approved
0.6466 Remote Similarity NPD5224 Approved
0.6466 Remote Similarity NPD4633 Approved
0.6466 Remote Similarity NPD5226 Approved
0.6462 Remote Similarity NPD6033 Approved
0.646 Remote Similarity NPD5221 Approved
0.646 Remote Similarity NPD5220 Clinical (unspecified phase)
0.646 Remote Similarity NPD5222 Approved
0.6455 Remote Similarity NPD5785 Approved
0.6442 Remote Similarity NPD7514 Phase 3
0.6442 Remote Similarity NPD4821 Approved
0.6442 Remote Similarity NPD4822 Approved
0.6442 Remote Similarity NPD6930 Phase 2
0.6442 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6442 Remote Similarity NPD6931 Approved
0.6442 Remote Similarity NPD7525 Registered
0.6442 Remote Similarity NPD7332 Phase 2
0.6442 Remote Similarity NPD4819 Approved
0.6442 Remote Similarity NPD4820 Approved
0.6435 Remote Similarity NPD4700 Approved
0.6434 Remote Similarity NPD8451 Approved
0.6434 Remote Similarity NPD6336 Discontinued
0.6429 Remote Similarity NPD5282 Discontinued
0.6422 Remote Similarity NPD5737 Approved
0.6422 Remote Similarity NPD6903 Approved
0.6422 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6422 Remote Similarity NPD6672 Approved
0.6415 Remote Similarity NPD5362 Discontinued
0.641 Remote Similarity NPD5175 Approved
0.641 Remote Similarity NPD5174 Approved
0.6408 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6408 Remote Similarity NPD7145 Approved
0.6408 Remote Similarity NPD4271 Approved
0.6408 Remote Similarity NPD4268 Approved
0.6406 Remote Similarity NPD7829 Approved
0.6406 Remote Similarity NPD7830 Approved
0.6404 Remote Similarity NPD5173 Approved
0.64 Remote Similarity NPD6335 Approved
0.6389 Remote Similarity NPD5279 Phase 3
0.6387 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6385 Remote Similarity NPD8448 Approved
0.6381 Remote Similarity NPD6902 Approved
0.6379 Remote Similarity NPD5223 Approved
0.6378 Remote Similarity NPD8444 Approved
0.6372 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6371 Remote Similarity NPD6274 Approved
0.6371 Remote Similarity NPD6868 Approved
0.6364 Remote Similarity NPD4634 Approved
0.6364 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6355 Remote Similarity NPD3133 Approved

Structure

External Identifiers

PubChem CID   16756889
ChEMBL   CHEMBL231314
ZINC  

Physicochemical Properties

Molecular Weight:  504.31
ALogP:  1.1784
MLogP:  3.88
XLogP:  6.351
# Rotatable Bonds:  19
Polar Surface Area:  91.29
# H-Bond Aceptor:  7
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  36

Download Data

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