Natural Product: NPC128795

Natural Product ID:  NPC128795
Common Name:   Caseamembrin O
IUPAC Name:   [(1R,3S,5S,6aR,7R,8R,9R,10S,10aR)-1,3,9-triacetyloxy-10-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-enyl)-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-5-yl] 3-methylbutanoate
Synonyms:   caseamembrin O
Molecular Formula:   C31H44O10
Standard InCHIKey:  MXZZEEMZKQYYNV-PCCLTOHNSA-N
Standard InCHI:  InChI=1S/C31H44O10/c1-10-17(4)11-12-30(9)18(5)26(37-19(6)32)27(36)31-23(28(38-20(7)33)41-29(31)39-21(8)34)14-22(15-24(30)31)40-25(35)13-16(2)3/h10,14,16,18,22,24,26-29,36H,1,4,11-13,15H2,2-3,5-9H3/t18-,22+,24+,26+,27+,28+,29-,30-,31-/m0/s1
Canonical SMILES:  C=CC(=C)CC[C@@]1(C)[C@@H](C)[C@@H](OC(=O)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
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
NPO24498 Casearia membranacea Species Salicaceae Eukaryota PMID[16309320]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell Line KB Homo sapiens ED50 = 6.94 ug/ml PubChem BioAssay data set
NPT579 Cell Line DLD-1 Homo sapiens ED50 = 2.54 ug/ml 26034885
NPT2 Others Unspecified ED50 = 1.94 ug/ml 26034885

  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 NPC128795 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 NPC217921
1.0 High Similarity NPC48548
1.0 High Similarity NPC135015
0.99 High Similarity NPC40728
0.99 High Similarity NPC316974
0.9899 High Similarity NPC125423
0.9899 High Similarity NPC88013
0.98 High Similarity NPC311223
0.9608 High Similarity NPC119550
0.9596 High Similarity NPC7644
0.9596 High Similarity NPC127933
0.9596 High Similarity NPC475889
0.9596 High Similarity NPC7613
0.95 High Similarity NPC264867
0.95 High Similarity NPC201880
0.95 High Similarity NPC81567
0.95 High Similarity NPC473207
0.95 High Similarity NPC470321
0.9495 High Similarity NPC471363
0.9495 High Similarity NPC238397
0.94 High Similarity NPC134270
0.9314 High Similarity NPC184512
0.9238 High Similarity NPC317460
0.9238 High Similarity NPC328074
0.9238 High Similarity NPC321272
0.9238 High Similarity NPC470025
0.9231 High Similarity NPC316708
0.9216 High Similarity NPC252296
0.9192 High Similarity NPC471366
0.9192 High Similarity NPC476800
0.9192 High Similarity NPC472186
0.9192 High Similarity NPC318917
0.9151 High Similarity NPC470027
0.9143 High Similarity NPC17791
0.9143 High Similarity NPC470026
0.91 High Similarity NPC473545
0.91 High Similarity NPC473204
0.91 High Similarity NPC472187
0.9091 High Similarity NPC472188
0.899 High Similarity NPC171598
0.8942 High Similarity NPC109376
0.8889 High Similarity NPC471362
0.8889 High Similarity NPC471372
0.8889 High Similarity NPC472189
0.8857 High Similarity NPC470024
0.8857 High Similarity NPC224660
0.8846 High Similarity NPC172867
0.8846 High Similarity NPC218158
0.8762 High Similarity NPC293512
0.8739 High Similarity NPC122971
0.8713 High Similarity NPC98112
0.8667 High Similarity NPC82251
0.8667 High Similarity NPC239961
0.8641 High Similarity NPC280991
0.8641 High Similarity NPC198992
0.8624 High Similarity NPC474410
0.8624 High Similarity NPC264153
0.8624 High Similarity NPC293658
0.86 High Similarity NPC88507
0.8598 High Similarity NPC206618
0.8585 High Similarity NPC472390
0.8571 High Similarity NPC470914
0.8571 High Similarity NPC470768
0.8558 High Similarity NPC472552
0.8544 High Similarity NPC477971
0.8544 High Similarity NPC477972
0.8544 High Similarity NPC219285
0.8544 High Similarity NPC161527
0.8544 High Similarity NPC228251
0.8544 High Similarity NPC477968
0.8544 High Similarity NPC20113
0.8532 High Similarity NPC473125
0.8529 High Similarity NPC91197
0.8529 High Similarity NPC239547
0.8529 High Similarity NPC155319
0.8529 High Similarity NPC96597
0.8529 High Similarity NPC309503
0.8529 High Similarity NPC125551
0.8519 High Similarity NPC177047
0.8519 High Similarity NPC83005
0.8515 High Similarity NPC286612
0.8515 High Similarity NPC275310
0.8515 High Similarity NPC230347
0.8505 High Similarity NPC38948
0.8491 Intermediate Similarity NPC470767
0.8491 Intermediate Similarity NPC470763
0.8482 Intermediate Similarity NPC473828
0.8482 Intermediate Similarity NPC473617
0.8476 Intermediate Similarity NPC23584
0.8476 Intermediate Similarity NPC281378
0.8476 Intermediate Similarity NPC474124
0.8462 Intermediate Similarity NPC475617
0.8462 Intermediate Similarity NPC472554
0.8455 Intermediate Similarity NPC75167
0.8455 Intermediate Similarity NPC49413
0.8455 Intermediate Similarity NPC44298
0.8455 Intermediate Similarity NPC311592
0.8455 Intermediate Similarity NPC473128
0.8455 Intermediate Similarity NPC40133
0.8455 Intermediate Similarity NPC290608
0.8447 Intermediate Similarity NPC477928
0.8435 Intermediate Similarity NPC41129
0.8431 Intermediate Similarity NPC311166
0.8407 Intermediate Similarity NPC477071
0.8393 Intermediate Similarity NPC473405
0.8393 Intermediate Similarity NPC473968
0.8384 Intermediate Similarity NPC470819
0.8381 Intermediate Similarity NPC475344
0.8381 Intermediate Similarity NPC121423
0.8381 Intermediate Similarity NPC11956
0.8381 Intermediate Similarity NPC470571
0.8381 Intermediate Similarity NPC476471
0.8378 Intermediate Similarity NPC181145
0.8365 Intermediate Similarity NPC188968
0.8365 Intermediate Similarity NPC272223
0.8319 Intermediate Similarity NPC471548
0.8304 Intermediate Similarity NPC207637
0.8304 Intermediate Similarity NPC471816
0.8302 Intermediate Similarity NPC120009
0.83 Intermediate Similarity NPC471371
0.83 Intermediate Similarity NPC471370
0.83 Intermediate Similarity NPC470817
0.8288 Intermediate Similarity NPC473159
0.8273 Intermediate Similarity NPC263827
0.8273 Intermediate Similarity NPC250481
0.8273 Intermediate Similarity NPC285410
0.8269 Intermediate Similarity NPC473154
0.8261 Intermediate Similarity NPC476204
0.8261 Intermediate Similarity NPC170084
0.8257 Intermediate Similarity NPC143706
0.8257 Intermediate Similarity NPC472534
0.8257 Intermediate Similarity NPC257853
0.8252 Intermediate Similarity NPC94905
0.8252 Intermediate Similarity NPC221801
0.8252 Intermediate Similarity NPC8954
0.8252 Intermediate Similarity NPC284194
0.8252 Intermediate Similarity NPC211810
0.8252 Intermediate Similarity NPC471765
0.8246 Intermediate Similarity NPC475775
0.8246 Intermediate Similarity NPC476529
0.8241 Intermediate Similarity NPC473586
0.8241 Intermediate Similarity NPC33053
0.8235 Intermediate Similarity NPC96736
0.8235 Intermediate Similarity NPC178949
0.8235 Intermediate Similarity NPC211238
0.8235 Intermediate Similarity NPC472416
0.8235 Intermediate Similarity NPC472360
0.823 Intermediate Similarity NPC23046
0.823 Intermediate Similarity NPC203862
0.823 Intermediate Similarity NPC474483
0.8224 Intermediate Similarity NPC473543
0.8224 Intermediate Similarity NPC85593
0.8224 Intermediate Similarity NPC31430
0.8224 Intermediate Similarity NPC475585
0.8224 Intermediate Similarity NPC222161
0.8224 Intermediate Similarity NPC93352
0.8224 Intermediate Similarity NPC474550
0.8224 Intermediate Similarity NPC473577
0.822 Intermediate Similarity NPC470780
0.8218 Intermediate Similarity NPC477574
0.8214 Intermediate Similarity NPC470919
0.8214 Intermediate Similarity NPC472274
0.8214 Intermediate Similarity NPC469877
0.8214 Intermediate Similarity NPC220293
0.8214 Intermediate Similarity NPC475163
0.8208 Intermediate Similarity NPC201191
0.8208 Intermediate Similarity NPC472815
0.8208 Intermediate Similarity NPC154452
0.82 Intermediate Similarity NPC246028
0.8198 Intermediate Similarity NPC174836
0.8198 Intermediate Similarity NPC212968
0.8198 Intermediate Similarity NPC302146
0.8198 Intermediate Similarity NPC116794
0.8198 Intermediate Similarity NPC64106
0.8198 Intermediate Similarity NPC125923
0.8198 Intermediate Similarity NPC65590
0.8198 Intermediate Similarity NPC231797
0.819 Intermediate Similarity NPC64348
0.819 Intermediate Similarity NPC471082
0.8182 Intermediate Similarity NPC191439
0.8182 Intermediate Similarity NPC102914
0.8182 Intermediate Similarity NPC170974
0.8182 Intermediate Similarity NPC103627
0.8182 Intermediate Similarity NPC235014
0.8182 Intermediate Similarity NPC129340
0.8182 Intermediate Similarity NPC110139
0.8182 Intermediate Similarity NPC101450
0.8182 Intermediate Similarity NPC199457
0.8182 Intermediate Similarity NPC108709
0.8182 Intermediate Similarity NPC274507
0.8182 Intermediate Similarity NPC220984
0.8182 Intermediate Similarity NPC46407
0.8182 Intermediate Similarity NPC75747
0.8182 Intermediate Similarity NPC127153
0.8182 Intermediate Similarity NPC68419
0.8182 Intermediate Similarity NPC7870
0.8174 Intermediate Similarity NPC107338
0.8174 Intermediate Similarity NPC48692
0.8174 Intermediate Similarity NPC109607
0.8173 Intermediate Similarity NPC240372

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC128795 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
0.8165 Intermediate Similarity NPD6686 Approved
0.7949 Intermediate Similarity NPD7503 Approved
0.7931 Intermediate Similarity NPD7516 Approved
0.7845 Intermediate Similarity NPD7328 Approved
0.7845 Intermediate Similarity NPD7327 Approved
0.7797 Intermediate Similarity NPD8033 Approved
0.7797 Intermediate Similarity NPD8517 Approved
0.7797 Intermediate Similarity NPD8515 Approved
0.7797 Intermediate Similarity NPD8513 Phase 3
0.7797 Intermediate Similarity NPD8516 Approved
0.7768 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7757 Intermediate Similarity NPD4225 Approved
0.7712 Intermediate Similarity NPD8294 Approved
0.7712 Intermediate Similarity NPD8377 Approved
0.7686 Intermediate Similarity NPD7507 Approved
0.7647 Intermediate Similarity NPD8296 Approved
0.7647 Intermediate Similarity NPD8380 Approved
0.7647 Intermediate Similarity NPD8335 Approved
0.7647 Intermediate Similarity NPD8379 Approved
0.7647 Intermediate Similarity NPD8378 Approved
0.7593 Intermediate Similarity NPD7638 Approved
0.7523 Intermediate Similarity NPD7640 Approved
0.7523 Intermediate Similarity NPD7639 Approved
0.75 Intermediate Similarity NPD7319 Approved
0.75 Intermediate Similarity NPD8133 Approved
0.7456 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7455 Intermediate Similarity NPD5344 Discontinued
0.7434 Intermediate Similarity NPD6412 Phase 2
0.7311 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7264 Intermediate Similarity NPD7838 Discovery
0.7241 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7236 Intermediate Similarity NPD8328 Phase 3
0.7207 Intermediate Similarity NPD6648 Approved
0.72 Intermediate Similarity NPD8074 Phase 3
0.7179 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7167 Intermediate Similarity NPD7115 Discovery
0.7154 Intermediate Similarity NPD6370 Approved
0.7143 Intermediate Similarity NPD7736 Approved
0.7103 Intermediate Similarity NPD46 Approved
0.7103 Intermediate Similarity NPD6698 Approved
0.7069 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD8293 Discontinued
0.704 Intermediate Similarity NPD7492 Approved
0.7037 Intermediate Similarity NPD7637 Suspended
0.7019 Intermediate Similarity NPD6400 Clinical (unspecified phase)
0.6992 Remote Similarity NPD6054 Approved
0.6984 Remote Similarity NPD6616 Approved
0.6983 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6975 Remote Similarity NPD6882 Approved
0.6972 Remote Similarity NPD5779 Approved
0.6972 Remote Similarity NPD5778 Approved
0.693 Remote Similarity NPD7632 Discontinued
0.6929 Remote Similarity NPD7078 Approved
0.6885 Remote Similarity NPD6009 Approved
0.6881 Remote Similarity NPD7983 Approved
0.6855 Remote Similarity NPD6319 Approved
0.6855 Remote Similarity NPD6059 Approved
0.6833 Remote Similarity NPD8297 Approved
0.6825 Remote Similarity NPD6067 Discontinued
0.6822 Remote Similarity NPD7524 Approved
0.6818 Remote Similarity NPD6399 Phase 3
0.68 Remote Similarity NPD6015 Approved
0.68 Remote Similarity NPD6016 Approved
0.6777 Remote Similarity NPD4632 Approved
0.6746 Remote Similarity NPD5988 Approved
0.6727 Remote Similarity NPD6411 Approved
0.6639 Remote Similarity NPD6881 Approved
0.6639 Remote Similarity NPD6899 Approved
0.6636 Remote Similarity NPD1694 Approved
0.6612 Remote Similarity NPD6649 Approved
0.6612 Remote Similarity NPD6650 Approved
0.661 Remote Similarity NPD6675 Approved
0.661 Remote Similarity NPD6402 Approved
0.661 Remote Similarity NPD7128 Approved
0.661 Remote Similarity NPD5739 Approved
0.6607 Remote Similarity NPD7748 Approved
0.6583 Remote Similarity NPD6372 Approved
0.6583 Remote Similarity NPD6373 Approved
0.6579 Remote Similarity NPD7902 Approved
0.6577 Remote Similarity NPD7515 Phase 2
0.6557 Remote Similarity NPD6053 Discontinued
0.6555 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6555 Remote Similarity NPD5697 Approved
0.6545 Remote Similarity NPD6101 Approved
0.6545 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6542 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6535 Remote Similarity NPD6921 Approved
0.6529 Remote Similarity NPD6883 Approved
0.6529 Remote Similarity NPD6371 Approved
0.6529 Remote Similarity NPD7290 Approved
0.6529 Remote Similarity NPD7102 Approved
0.6514 Remote Similarity NPD4251 Approved
0.6514 Remote Similarity NPD4250 Approved
0.65 Remote Similarity NPD7320 Approved
0.6475 Remote Similarity NPD6869 Approved
0.6475 Remote Similarity NPD6617 Approved
0.6475 Remote Similarity NPD6847 Approved
0.6475 Remote Similarity NPD8130 Phase 1
0.6471 Remote Similarity NPD6008 Approved
0.6466 Remote Similarity NPD7260 Phase 2
0.6462 Remote Similarity NPD8451 Approved
0.6449 Remote Similarity NPD6695 Phase 3
0.6446 Remote Similarity NPD6013 Approved
0.6446 Remote Similarity NPD6014 Approved
0.6446 Remote Similarity NPD6012 Approved
0.6434 Remote Similarity NPD7604 Phase 2
0.6434 Remote Similarity NPD7829 Approved
0.6434 Remote Similarity NPD7830 Approved
0.6422 Remote Similarity NPD4249 Approved
0.6417 Remote Similarity NPD5701 Approved
0.6412 Remote Similarity NPD8448 Approved
0.6408 Remote Similarity NPD7625 Phase 1
0.6406 Remote Similarity NPD8444 Approved
0.6406 Remote Similarity NPD5983 Phase 2
0.6396 Remote Similarity NPD6051 Approved
0.6389 Remote Similarity NPD4786 Approved
0.6381 Remote Similarity NPD7645 Phase 2
0.6364 Remote Similarity NPD6033 Approved
0.6364 Remote Similarity NPD6011 Approved
0.6355 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6355 Remote Similarity NPD3667 Approved
0.6348 Remote Similarity NPD7839 Suspended
0.6339 Remote Similarity NPD3168 Discontinued
0.6336 Remote Similarity NPD6336 Discontinued
0.6321 Remote Similarity NPD7525 Registered
0.6321 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6316 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6316 Remote Similarity NPD7900 Approved
0.6311 Remote Similarity NPD8264 Approved
0.6296 Remote Similarity NPD3669 Approved
0.6296 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6293 Remote Similarity NPD6083 Phase 2
0.6293 Remote Similarity NPD6084 Phase 2
0.6283 Remote Similarity NPD6079 Approved
0.6283 Remote Similarity NPD8035 Phase 2
0.6283 Remote Similarity NPD8034 Phase 2
0.6273 Remote Similarity NPD3618 Phase 1
0.6271 Remote Similarity NPD4159 Approved
0.6269 Remote Similarity NPD8390 Approved
0.6269 Remote Similarity NPD8391 Approved
0.6269 Remote Similarity NPD8392 Approved
0.6261 Remote Similarity NPD1698 Clinical (unspecified phase)
0.626 Remote Similarity NPD8299 Approved
0.626 Remote Similarity NPD4634 Approved
0.626 Remote Similarity NPD8342 Approved
0.626 Remote Similarity NPD8341 Approved
0.626 Remote Similarity NPD8340 Approved
0.625 Remote Similarity NPD5328 Approved
0.625 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6238 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6232 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6231 Remote Similarity NPD5126 Approved
0.6231 Remote Similarity NPD5125 Phase 3
0.6228 Remote Similarity NPD8171 Discontinued
0.6226 Remote Similarity NPD6929 Approved
0.6218 Remote Similarity NPD5211 Phase 2
0.6216 Remote Similarity NPD7750 Discontinued
0.621 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6186 Remote Similarity NPD5286 Approved
0.6186 Remote Similarity NPD5285 Approved
0.6186 Remote Similarity NPD4696 Approved
0.6182 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6182 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6176 Remote Similarity NPD8449 Approved
0.6176 Remote Similarity NPD6845 Suspended
0.6172 Remote Similarity NPD7641 Discontinued
0.6168 Remote Similarity NPD7514 Phase 3
0.6168 Remote Similarity NPD4820 Approved
0.6168 Remote Similarity NPD4819 Approved
0.6168 Remote Similarity NPD7332 Phase 2
0.6168 Remote Similarity NPD6931 Approved
0.6168 Remote Similarity NPD6930 Phase 2
0.6168 Remote Similarity NPD4821 Approved
0.6168 Remote Similarity NPD4822 Approved
0.6154 Remote Similarity NPD4755 Approved
0.6154 Remote Similarity NPD7339 Approved
0.6154 Remote Similarity NPD8039 Approved
0.6154 Remote Similarity NPD6942 Approved
0.6147 Remote Similarity NPD7154 Phase 3
0.6132 Remote Similarity NPD4268 Approved
0.6132 Remote Similarity NPD4271 Approved
0.6132 Remote Similarity NPD7145 Approved
0.6131 Remote Similarity NPD8450 Suspended
0.6126 Remote Similarity NPD7146 Approved
0.6126 Remote Similarity NPD7334 Approved
0.6126 Remote Similarity NPD6409 Approved
0.6126 Remote Similarity NPD5330 Approved
0.6126 Remote Similarity NPD7521 Approved
0.6126 Remote Similarity NPD6684 Approved
0.6124 Remote Similarity NPD7100 Approved
0.6124 Remote Similarity NPD7101 Approved
0.6121 Remote Similarity NPD5695 Phase 3
0.6116 Remote Similarity NPD5141 Approved
0.6111 Remote Similarity NPD6902 Approved
0.6101 Remote Similarity NPD7799 Discontinued
0.6095 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6095 Remote Similarity NPD6933 Approved
0.6087 Remote Similarity NPD4202 Approved
0.6083 Remote Similarity NPD5225 Approved

Structure

External Identifiers

PubChem CID   6326337
ChEMBL   CHEMBL464951
ZINC  

Physicochemical Properties

Molecular Weight:  576.29
ALogP:  1.5487
MLogP:  3.77
XLogP:  5.275
# Rotatable Bonds:  22
Polar Surface Area:  134.66
# H-Bond Aceptor:  10
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  41

Download Data

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