Natural Product: NPC171598

Natural Product ID:  NPC171598
Common Name:   Casearlucin B
IUPAC Name:   [(1R,3S,5R,6aR,7S,8S,10R,10aR)-1,3-diacetyloxy-10-methoxy-7,8-dimethyl-7-(3-methylidenepent-4-enyl)-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-5-yl] acetate
Synonyms:  
Molecular Formula:   C27H38O8
Standard InCHIKey:  BZVDIOLNPIHYMD-FIHQBSKBSA-N
Standard InCHI:  InChI=1S/C27H38O8/c1-9-15(2)10-11-26(7)16(3)12-23(31-8)27-21(13-20(14-22(26)27)32-17(4)28)24(33-18(5)29)35-25(27)34-19(6)30/h9,13,16,20,22-25H,1-2,10-12,14H2,3-8H3/t16-,20-,22+,23+,24+,25-,26-,27-/m0/s1
Canonical SMILES:  C=CC(=C)CC[C@@]1(C)[C@@H](C)C[C@H]([C@]23[C@@H]1C[C@@H](OC(=O)C)C=C3[C@@H](O[C@@H]2OC(=O)C)OC(=O)C)OC
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
NPO32459 casearia balansae Species Salicaceae Eukaryota leaves and twigs PMID[24033131]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT306 Cell Line PC-3 Homo sapiens IC50 = 4700 nM 21481593
NPT1374 Cell Line WI-38 Homo sapiens IC50 = 13300 nM 15646539
NPT90 Cell Line DU-145 Homo sapiens IC50 = 4300 nM 10.6019/CHEMBL1201861
NPT81 Cell Line A549 Homo sapiens IC50 = 7100 nM Open TG-GATES in vivo data: Hematology
NPT146 Cell Line SK-OV-3 Homo sapiens IC50 = 6200 nM DrugMatrix in vitro pharmacology data

  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 NPC171598 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
0.9888 High Similarity NPC472189
0.9888 High Similarity NPC471362
0.9888 High Similarity NPC471372
0.978 High Similarity NPC318917
0.978 High Similarity NPC472186
0.978 High Similarity NPC476800
0.978 High Similarity NPC471366
0.9674 High Similarity NPC472187
0.9674 High Similarity NPC473204
0.9674 High Similarity NPC473545
0.967 High Similarity NPC472188
0.9368 High Similarity NPC127933
0.9368 High Similarity NPC7644
0.9368 High Similarity NPC7613
0.9368 High Similarity NPC475889
0.9271 High Similarity NPC473207
0.9271 High Similarity NPC81567
0.9271 High Similarity NPC201880
0.9271 High Similarity NPC470321
0.9271 High Similarity NPC264867
0.9263 High Similarity NPC471363
0.9263 High Similarity NPC238397
0.9167 High Similarity NPC134270
0.914 High Similarity NPC94905
0.914 High Similarity NPC8954
0.913 High Similarity NPC88507
0.9082 High Similarity NPC125423
0.9082 High Similarity NPC88013
0.9082 High Similarity NPC109376
0.9082 High Similarity NPC184512
0.899 High Similarity NPC135015
0.899 High Similarity NPC470024
0.899 High Similarity NPC311223
0.899 High Similarity NPC217921
0.899 High Similarity NPC48548
0.899 High Similarity NPC128795
0.899 High Similarity NPC224660
0.898 High Similarity NPC252296
0.898 High Similarity NPC172867
0.8936 High Similarity NPC311166
0.89 High Similarity NPC40728
0.89 High Similarity NPC316974
0.8842 High Similarity NPC98112
0.8812 High Similarity NPC316708
0.8812 High Similarity NPC119550
0.8788 High Similarity NPC218158
0.8725 High Similarity NPC17791
0.8725 High Similarity NPC470026
0.866 High Similarity NPC477968
0.866 High Similarity NPC219285
0.866 High Similarity NPC228251
0.866 High Similarity NPC477972
0.866 High Similarity NPC477971
0.866 High Similarity NPC161527
0.866 High Similarity NPC20113
0.8641 High Similarity NPC328074
0.8641 High Similarity NPC317460
0.8641 High Similarity NPC470025
0.8641 High Similarity NPC321272
0.8586 High Similarity NPC132395
0.8586 High Similarity NPC471365
0.8586 High Similarity NPC120009
0.8586 High Similarity NPC471364
0.8571 High Similarity NPC102996
0.8558 High Similarity NPC470027
0.8556 High Similarity NPC471367
0.8495 Intermediate Similarity NPC470819
0.8495 Intermediate Similarity NPC293044
0.8478 Intermediate Similarity NPC102640
0.8404 Intermediate Similarity NPC470817
0.8387 Intermediate Similarity NPC69713
0.837 Intermediate Similarity NPC471368
0.837 Intermediate Similarity NPC471369
0.8247 Intermediate Similarity NPC477970
0.8247 Intermediate Similarity NPC135224
0.8247 Intermediate Similarity NPC477969
0.8247 Intermediate Similarity NPC100892
0.8211 Intermediate Similarity NPC469403
0.82 Intermediate Similarity NPC280991
0.8191 Intermediate Similarity NPC263079
0.8173 Intermediate Similarity NPC112457
0.8173 Intermediate Similarity NPC206618
0.8172 Intermediate Similarity NPC118266
0.8172 Intermediate Similarity NPC323209
0.8155 Intermediate Similarity NPC475074
0.8155 Intermediate Similarity NPC472390
0.8144 Intermediate Similarity NPC477722
0.8144 Intermediate Similarity NPC140277
0.8144 Intermediate Similarity NPC189513
0.8137 Intermediate Similarity NPC470768
0.8113 Intermediate Similarity NPC473125
0.8111 Intermediate Similarity NPC469802
0.8111 Intermediate Similarity NPC473685
0.8105 Intermediate Similarity NPC261320
0.8105 Intermediate Similarity NPC246028
0.81 Intermediate Similarity NPC324841
0.8081 Intermediate Similarity NPC125551
0.8081 Intermediate Similarity NPC309503
0.8081 Intermediate Similarity NPC239547
0.8081 Intermediate Similarity NPC96597
0.8081 Intermediate Similarity NPC91197
0.8081 Intermediate Similarity NPC155319
0.8077 Intermediate Similarity NPC38948
0.8065 Intermediate Similarity NPC472442
0.8061 Intermediate Similarity NPC286612
0.8061 Intermediate Similarity NPC230347
0.8061 Intermediate Similarity NPC275310
0.8058 Intermediate Similarity NPC470763
0.8058 Intermediate Similarity NPC470767
0.8058 Intermediate Similarity NPC239961
0.8058 Intermediate Similarity NPC82251
0.8043 Intermediate Similarity NPC472440
0.8041 Intermediate Similarity NPC163902
0.8041 Intermediate Similarity NPC12297
0.8039 Intermediate Similarity NPC471885
0.8039 Intermediate Similarity NPC471886
0.8039 Intermediate Similarity NPC471888
0.8039 Intermediate Similarity NPC471450
0.8039 Intermediate Similarity NPC45897
0.8039 Intermediate Similarity NPC471887
0.8037 Intermediate Similarity NPC44298
0.8037 Intermediate Similarity NPC40133
0.8037 Intermediate Similarity NPC290608
0.8037 Intermediate Similarity NPC49413
0.8037 Intermediate Similarity NPC473128
0.8022 Intermediate Similarity NPC25554
0.8021 Intermediate Similarity NPC471371
0.8021 Intermediate Similarity NPC471370
0.8021 Intermediate Similarity NPC220216
0.802 Intermediate Similarity NPC198992
0.802 Intermediate Similarity NPC472554
0.8 Intermediate Similarity NPC473154
0.8 Intermediate Similarity NPC106332
0.8 Intermediate Similarity NPC474440
0.8 Intermediate Similarity NPC473879
0.8 Intermediate Similarity NPC477128
0.8 Intermediate Similarity NPC477928
0.7981 Intermediate Similarity NPC293512
0.798 Intermediate Similarity NPC165632
0.798 Intermediate Similarity NPC194132
0.798 Intermediate Similarity NPC284194
0.798 Intermediate Similarity NPC475380
0.798 Intermediate Similarity NPC221801
0.798 Intermediate Similarity NPC211810
0.798 Intermediate Similarity NPC209297
0.798 Intermediate Similarity NPC471765
0.7961 Intermediate Similarity NPC222161
0.7959 Intermediate Similarity NPC472360
0.7959 Intermediate Similarity NPC472416
0.7941 Intermediate Similarity NPC471482
0.7941 Intermediate Similarity NPC300399
0.7941 Intermediate Similarity NPC11956
0.7941 Intermediate Similarity NPC475344
0.7941 Intermediate Similarity NPC476471
0.7941 Intermediate Similarity NPC472552
0.7941 Intermediate Similarity NPC37207
0.7941 Intermediate Similarity NPC470571
0.7941 Intermediate Similarity NPC471889
0.7938 Intermediate Similarity NPC474631
0.7938 Intermediate Similarity NPC124374
0.7938 Intermediate Similarity NPC477574
0.7935 Intermediate Similarity NPC471218
0.7925 Intermediate Similarity NPC177047
0.7921 Intermediate Similarity NPC470761
0.7921 Intermediate Similarity NPC473219
0.79 Intermediate Similarity NPC198549
0.79 Intermediate Similarity NPC473244
0.79 Intermediate Similarity NPC475446
0.79 Intermediate Similarity NPC100912
0.79 Intermediate Similarity NPC311241
0.79 Intermediate Similarity NPC113976
0.7895 Intermediate Similarity NPC471779
0.7895 Intermediate Similarity NPC166857
0.7885 Intermediate Similarity NPC51719
0.7879 Intermediate Similarity NPC276110
0.7879 Intermediate Similarity NPC37603
0.7879 Intermediate Similarity NPC471786
0.7872 Intermediate Similarity NPC119001
0.787 Intermediate Similarity NPC264153
0.787 Intermediate Similarity NPC157441
0.787 Intermediate Similarity NPC293658
0.787 Intermediate Similarity NPC474410
0.7864 Intermediate Similarity NPC474124
0.7864 Intermediate Similarity NPC281378
0.7864 Intermediate Similarity NPC23584
0.7857 Intermediate Similarity NPC99653
0.7857 Intermediate Similarity NPC472812
0.7857 Intermediate Similarity NPC204731
0.7857 Intermediate Similarity NPC7349
0.7843 Intermediate Similarity NPC475617
0.7843 Intermediate Similarity NPC477717
0.7843 Intermediate Similarity NPC475767
0.7843 Intermediate Similarity NPC119467
0.7838 Intermediate Similarity NPC122971
0.7838 Intermediate Similarity NPC470914
0.7822 Intermediate Similarity NPC107806
0.7822 Intermediate Similarity NPC72647
0.7818 Intermediate Similarity NPC203862
0.7812 Intermediate Similarity NPC93411
0.781 Intermediate Similarity NPC33053

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC171598 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
0.7544 Intermediate Similarity NPD7503 Approved
0.7434 Intermediate Similarity NPD7327 Approved
0.7434 Intermediate Similarity NPD7328 Approved
0.7407 Intermediate Similarity NPD6686 Approved
0.7391 Intermediate Similarity NPD8033 Approved
0.7368 Intermediate Similarity NPD7516 Approved
0.7308 Intermediate Similarity NPD7638 Approved
0.7304 Intermediate Similarity NPD8294 Approved
0.7304 Intermediate Similarity NPD8377 Approved
0.7241 Intermediate Similarity NPD8296 Approved
0.7241 Intermediate Similarity NPD8380 Approved
0.7241 Intermediate Similarity NPD8379 Approved
0.7241 Intermediate Similarity NPD8378 Approved
0.7241 Intermediate Similarity NPD8335 Approved
0.7238 Intermediate Similarity NPD7640 Approved
0.7238 Intermediate Similarity NPD7639 Approved
0.7094 Intermediate Similarity NPD8517 Approved
0.7094 Intermediate Similarity NPD8513 Phase 3
0.7094 Intermediate Similarity NPD8516 Approved
0.7094 Intermediate Similarity NPD8515 Approved
0.7075 Intermediate Similarity NPD6648 Approved
0.7041 Intermediate Similarity NPD6400 Clinical (unspecified phase)
0.703 Intermediate Similarity NPD6051 Approved
0.7 Intermediate Similarity NPD7507 Approved
0.6981 Remote Similarity NPD4225 Approved
0.697 Remote Similarity NPD1694 Approved
0.6875 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6852 Remote Similarity NPD5344 Discontinued
0.6847 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6829 Remote Similarity NPD7319 Approved
0.6783 Remote Similarity NPD8133 Approved
0.6757 Remote Similarity NPD6008 Approved
0.6731 Remote Similarity NPD7637 Suspended
0.6696 Remote Similarity NPD6412 Phase 2
0.6696 Remote Similarity NPD6882 Approved
0.6667 Remote Similarity NPD6399 Phase 3
0.6667 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5778 Approved
0.6667 Remote Similarity NPD5779 Approved
0.6636 Remote Similarity NPD7632 Discontinued
0.6635 Remote Similarity NPD7838 Discovery
0.6613 Remote Similarity NPD7736 Approved
0.6612 Remote Similarity NPD6370 Approved
0.661 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6604 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6604 Remote Similarity NPD7900 Approved
0.6579 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6557 Remote Similarity NPD8328 Phase 3
0.6535 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6532 Remote Similarity NPD8293 Discontinued
0.6532 Remote Similarity NPD8074 Phase 3
0.6504 Remote Similarity NPD7492 Approved
0.6471 Remote Similarity NPD7115 Discovery
0.6466 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6458 Remote Similarity NPD8039 Approved
0.6452 Remote Similarity NPD6616 Approved
0.6449 Remote Similarity NPD7748 Approved
0.6446 Remote Similarity NPD6054 Approved
0.6444 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6436 Remote Similarity NPD6695 Phase 3
0.6422 Remote Similarity NPD7902 Approved
0.6415 Remote Similarity NPD6411 Approved
0.6408 Remote Similarity NPD6684 Approved
0.6408 Remote Similarity NPD7521 Approved
0.6408 Remote Similarity NPD6409 Approved
0.6408 Remote Similarity NPD7334 Approved
0.6408 Remote Similarity NPD7146 Approved
0.6408 Remote Similarity NPD5330 Approved
0.64 Remote Similarity NPD7078 Approved
0.6364 Remote Similarity NPD7645 Phase 2
0.6348 Remote Similarity NPD6881 Approved
0.6348 Remote Similarity NPD6899 Approved
0.6333 Remote Similarity NPD6009 Approved
0.6325 Remote Similarity NPD6649 Approved
0.6325 Remote Similarity NPD6650 Approved
0.6321 Remote Similarity NPD6698 Approved
0.6321 Remote Similarity NPD46 Approved
0.6316 Remote Similarity NPD7128 Approved
0.6316 Remote Similarity NPD5739 Approved
0.6316 Remote Similarity NPD6402 Approved
0.6316 Remote Similarity NPD6675 Approved
0.6311 Remote Similarity NPD6059 Approved
0.63 Remote Similarity NPD7525 Registered
0.6293 Remote Similarity NPD6372 Approved
0.6293 Remote Similarity NPD6373 Approved
0.629 Remote Similarity NPD6067 Discontinued
0.6289 Remote Similarity NPD8264 Approved
0.6286 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6286 Remote Similarity NPD6672 Approved
0.6286 Remote Similarity NPD6903 Approved
0.6286 Remote Similarity NPD5737 Approved
0.6271 Remote Similarity NPD6053 Discontinued
0.6271 Remote Similarity NPD8297 Approved
0.6262 Remote Similarity NPD7515 Phase 2
0.6261 Remote Similarity NPD5697 Approved
0.626 Remote Similarity NPD6016 Approved
0.626 Remote Similarity NPD6015 Approved
0.6239 Remote Similarity NPD6883 Approved
0.6239 Remote Similarity NPD7102 Approved
0.6239 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6239 Remote Similarity NPD7290 Approved
0.6226 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6226 Remote Similarity NPD6101 Approved
0.621 Remote Similarity NPD5988 Approved
0.6207 Remote Similarity NPD7320 Approved
0.6207 Remote Similarity NPD5345 Clinical (unspecified phase)
0.62 Remote Similarity NPD6929 Approved
0.619 Remote Similarity NPD4250 Approved
0.619 Remote Similarity NPD7524 Approved
0.619 Remote Similarity NPD7750 Discontinued
0.619 Remote Similarity NPD3573 Approved
0.619 Remote Similarity NPD4251 Approved
0.6186 Remote Similarity NPD6869 Approved
0.6186 Remote Similarity NPD6617 Approved
0.6186 Remote Similarity NPD6847 Approved
0.6186 Remote Similarity NPD8130 Phase 1
0.6179 Remote Similarity NPD6319 Approved
0.6168 Remote Similarity NPD3168 Discontinued
0.6154 Remote Similarity NPD6012 Approved
0.6154 Remote Similarity NPD6013 Approved
0.6154 Remote Similarity NPD6014 Approved
0.6139 Remote Similarity NPD6931 Approved
0.6139 Remote Similarity NPD7332 Phase 2
0.6139 Remote Similarity NPD6930 Phase 2
0.6139 Remote Similarity NPD7514 Phase 3
0.6122 Remote Similarity NPD6942 Approved
0.6122 Remote Similarity NPD7339 Approved
0.6121 Remote Similarity NPD5701 Approved
0.6111 Remote Similarity NPD8034 Phase 2
0.6111 Remote Similarity NPD8035 Phase 2
0.6111 Remote Similarity NPD5693 Phase 1
0.6111 Remote Similarity NPD7983 Approved
0.61 Remote Similarity NPD7145 Approved
0.6095 Remote Similarity NPD4249 Approved
0.6083 Remote Similarity NPD4632 Approved
0.6078 Remote Similarity NPD6902 Approved
0.6077 Remote Similarity NPD7260 Phase 2
0.6075 Remote Similarity NPD1695 Approved
0.6068 Remote Similarity NPD6011 Approved
0.6061 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6058 Remote Similarity NPD4786 Approved
0.6058 Remote Similarity NPD3668 Phase 3
0.6038 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6036 Remote Similarity NPD7839 Suspended
0.6019 Remote Similarity NPD5209 Approved
0.6019 Remote Similarity NPD5207 Approved
0.6019 Remote Similarity NPD3667 Approved
0.6 Remote Similarity NPD6925 Approved
0.6 Remote Similarity NPD6932 Approved
0.6 Remote Similarity NPD5776 Phase 2
0.5983 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5982 Remote Similarity NPD6083 Phase 2
0.5982 Remote Similarity NPD6084 Phase 2
0.598 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5963 Remote Similarity NPD6079 Approved
0.5963 Remote Similarity NPD6050 Approved
0.5963 Remote Similarity NPD7087 Discontinued
0.5963 Remote Similarity NPD5694 Approved
0.5946 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5946 Remote Similarity NPD5695 Phase 3
0.5943 Remote Similarity NPD3618 Phase 1
0.5943 Remote Similarity NPD6098 Approved
0.5929 Remote Similarity NPD7625 Phase 1
0.5926 Remote Similarity NPD5328 Approved
0.5926 Remote Similarity NPD6673 Approved
0.5926 Remote Similarity NPD6080 Approved
0.5926 Remote Similarity NPD6904 Approved
0.5917 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5913 Remote Similarity NPD5211 Phase 2
0.5906 Remote Similarity NPD7604 Phase 2
0.5877 Remote Similarity NPD5285 Approved
0.5877 Remote Similarity NPD5286 Approved
0.5877 Remote Similarity NPD4696 Approved
0.5873 Remote Similarity NPD5983 Phase 2
0.5872 Remote Similarity NPD5692 Phase 3
0.5859 Remote Similarity NPD6926 Approved
0.5859 Remote Similarity NPD6924 Approved
0.5856 Remote Similarity NPD5282 Discontinued
0.5856 Remote Similarity NPD6001 Approved
0.5851 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5849 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5849 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5849 Remote Similarity NPD6893 Approved
0.5849 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5846 Remote Similarity NPD6033 Approved
0.5841 Remote Similarity NPD4755 Approved
0.584 Remote Similarity NPD7100 Approved
0.584 Remote Similarity NPD7101 Approved
0.5833 Remote Similarity NPD6371 Approved
0.5827 Remote Similarity NPD5126 Approved
0.5827 Remote Similarity NPD5125 Phase 3
0.5825 Remote Similarity NPD4819 Approved
0.5825 Remote Similarity NPD4821 Approved
0.5825 Remote Similarity NPD4820 Approved
0.5825 Remote Similarity NPD7509 Discontinued
0.5825 Remote Similarity NPD4822 Approved
0.5818 Remote Similarity NPD5281 Approved
0.5818 Remote Similarity NPD5284 Approved

Structure

External Identifiers

PubChem CID   73352260
ChEMBL   CHEMBL2419877
ZINC  

Physicochemical Properties

Molecular Weight:  490.26
ALogP:  1.7466
MLogP:  3.55
XLogP:  5.176
# Rotatable Bonds:  17
Polar Surface Area:  97.36
# H-Bond Aceptor:  8
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  35

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
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