Natural Product: NPC98112

Natural Product ID:  NPC98112
Common Name:   Caseargrewiin D
IUPAC Name:   [(1S,3R,5R,6aS,7R,8R,10aS)-1-acetyloxy-5-hydroxy-7,8-dimethyl-7-[(2Z)-3-methylpenta-2,4-dienyl]-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-3-yl] acetate
Synonyms:   Caseargrewiin D
Molecular Formula:   C24H34O6
Standard InCHIKey:  CLMGAZWYZXAAJO-FURQXPDPSA-N
Standard InCHI:  InChI=1S/C24H34O6/c1-7-14(2)8-10-23(6)15(3)9-11-24-19(12-18(27)13-20(23)24)21(28-16(4)25)30-22(24)29-17(5)26/h7-8,12,15,18,20-22,27H,1,9-11,13H2,2-6H3/b14-8-/t15-,18+,20+,21+,22-,23-,24-/m1/s1
Canonical SMILES:  C=C/C(=CC[C@]1(C)[C@H](C)CC[C@@]23[C@H]1C[C@@H](O)C=C3[C@H](O[C@H]2OC(=O)C)OC(=O)C)/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 bark in the campus of Khon Kaen University, Khon Kaen, Thailand 2001-SEP PMID[15730240]
NPO31460 Casearia grewiifolia Species Salicaceae Eukaryota bark PMID[15730240]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT485 Organism Plasmodium falciparum (isolate K1 / Thailand) Plasmodium falciparum K1 IC50 = 3.3 ug/ml 15730240
NPT88 Organism Mycobacterium tuberculosis Mycobacterium tuberculosis MIC = 12.5 ug/ml 15730240
NPT91 Cell Line KB Homo sapiens IC50 = 1.3 ug/ml 15730240
NPT2 Others Unspecified IC50 = 0.1 ug/ml 15730240
NPT639 Cell Line NCI-H187 Homo sapiens IC50 = 1.5 ug/ml 15730240

  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 NPC98112 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
0.9271 High Similarity NPC134270
0.9239 High Similarity NPC88507
0.9175 High Similarity NPC470321
0.9175 High Similarity NPC201880
0.9175 High Similarity NPC81567
0.9175 High Similarity NPC264867
0.9175 High Similarity NPC473207
0.9167 High Similarity NPC471363
0.9167 High Similarity NPC238397
0.9121 High Similarity NPC469403
0.9091 High Similarity NPC470024
0.9082 High Similarity NPC172867
0.9082 High Similarity NPC252296
0.9072 High Similarity NPC475889
0.9072 High Similarity NPC127933
0.9072 High Similarity NPC7613
0.9072 High Similarity NPC7644
0.9043 High Similarity NPC311166
0.899 High Similarity NPC184512
0.899 High Similarity NPC109376
0.8936 High Similarity NPC471372
0.8936 High Similarity NPC472189
0.8936 High Similarity NPC471362
0.8913 High Similarity NPC470817
0.89 High Similarity NPC311223
0.89 High Similarity NPC224660
0.8842 High Similarity NPC171598
0.8824 High Similarity NPC17791
0.8812 High Similarity NPC316974
0.8804 High Similarity NPC470819
0.88 High Similarity NPC88013
0.88 High Similarity NPC125423
0.8778 High Similarity NPC119001
0.8763 High Similarity NPC219285
0.8763 High Similarity NPC477971
0.8763 High Similarity NPC161527
0.8763 High Similarity NPC473204
0.8763 High Similarity NPC20113
0.8763 High Similarity NPC477968
0.8763 High Similarity NPC228251
0.8763 High Similarity NPC477972
0.875 High Similarity NPC472188
0.8738 High Similarity NPC317460
0.8738 High Similarity NPC470025
0.8738 High Similarity NPC328074
0.8738 High Similarity NPC321272
0.8725 High Similarity NPC316708
0.8725 High Similarity NPC119550
0.8713 High Similarity NPC217921
0.8713 High Similarity NPC128795
0.8713 High Similarity NPC135015
0.8713 High Similarity NPC48548
0.87 High Similarity NPC218158
0.866 High Similarity NPC472186
0.866 High Similarity NPC471366
0.866 High Similarity NPC476800
0.866 High Similarity NPC318917
0.8654 High Similarity NPC470027
0.8641 High Similarity NPC470026
0.8627 High Similarity NPC40728
0.8571 High Similarity NPC472187
0.8571 High Similarity NPC473545
0.8557 High Similarity NPC309503
0.8557 High Similarity NPC125551
0.8557 High Similarity NPC91197
0.8557 High Similarity NPC155319
0.8557 High Similarity NPC239547
0.8557 High Similarity NPC96597
0.8542 High Similarity NPC230347
0.8542 High Similarity NPC275310
0.8542 High Similarity NPC286612
0.8495 Intermediate Similarity NPC263079
0.8454 Intermediate Similarity NPC94905
0.8454 Intermediate Similarity NPC8954
0.8438 Intermediate Similarity NPC298973
0.8438 Intermediate Similarity NPC469491
0.8438 Intermediate Similarity NPC470255
0.8438 Intermediate Similarity NPC104925
0.8404 Intermediate Similarity NPC470734
0.8404 Intermediate Similarity NPC293044
0.8384 Intermediate Similarity NPC324841
0.8384 Intermediate Similarity NPC477716
0.8384 Intermediate Similarity NPC477721
0.8351 Intermediate Similarity NPC477969
0.8351 Intermediate Similarity NPC135224
0.8351 Intermediate Similarity NPC100892
0.8351 Intermediate Similarity NPC477970
0.8317 Intermediate Similarity NPC120009
0.8316 Intermediate Similarity NPC471370
0.8316 Intermediate Similarity NPC220216
0.8316 Intermediate Similarity NPC471371
0.83 Intermediate Similarity NPC280991
0.83 Intermediate Similarity NPC477717
0.8269 Intermediate Similarity NPC206618
0.8252 Intermediate Similarity NPC475074
0.8247 Intermediate Similarity NPC469697
0.8247 Intermediate Similarity NPC189513
0.8229 Intermediate Similarity NPC234335
0.8229 Intermediate Similarity NPC124374
0.8222 Intermediate Similarity NPC473685
0.8218 Intermediate Similarity NPC470571
0.8211 Intermediate Similarity NPC246028
0.8211 Intermediate Similarity NPC16265
0.8211 Intermediate Similarity NPC261320
0.8182 Intermediate Similarity NPC477719
0.8182 Intermediate Similarity NPC477718
0.8173 Intermediate Similarity NPC38948
0.8172 Intermediate Similarity NPC473251
0.8172 Intermediate Similarity NPC42586
0.8155 Intermediate Similarity NPC82251
0.8144 Intermediate Similarity NPC99653
0.8144 Intermediate Similarity NPC67398
0.8144 Intermediate Similarity NPC91654
0.8144 Intermediate Similarity NPC474792
0.8137 Intermediate Similarity NPC471450
0.8137 Intermediate Similarity NPC45897
0.8131 Intermediate Similarity NPC474410
0.8131 Intermediate Similarity NPC293658
0.8125 Intermediate Similarity NPC159876
0.8111 Intermediate Similarity NPC17550
0.8111 Intermediate Similarity NPC242767
0.8105 Intermediate Similarity NPC472809
0.8105 Intermediate Similarity NPC472810
0.8105 Intermediate Similarity NPC474629
0.81 Intermediate Similarity NPC474440
0.81 Intermediate Similarity NPC473154
0.8085 Intermediate Similarity NPC118266
0.8085 Intermediate Similarity NPC173917
0.8081 Intermediate Similarity NPC162346
0.8081 Intermediate Similarity NPC165632
0.8077 Intermediate Similarity NPC472390
0.8073 Intermediate Similarity NPC23046
0.8065 Intermediate Similarity NPC471367
0.8065 Intermediate Similarity NPC102048
0.8065 Intermediate Similarity NPC470800
0.8061 Intermediate Similarity NPC472360
0.8061 Intermediate Similarity NPC472416
0.8058 Intermediate Similarity NPC222161
0.8058 Intermediate Similarity NPC470768
0.8043 Intermediate Similarity NPC122945
0.8043 Intermediate Similarity NPC109938
0.8041 Intermediate Similarity NPC472811
0.8041 Intermediate Similarity NPC477122
0.8041 Intermediate Similarity NPC477574
0.8041 Intermediate Similarity NPC302584
0.8039 Intermediate Similarity NPC471889
0.8039 Intermediate Similarity NPC300399
0.8039 Intermediate Similarity NPC31058
0.8039 Intermediate Similarity NPC469606
0.8039 Intermediate Similarity NPC471482
0.8039 Intermediate Similarity NPC154452
0.8039 Intermediate Similarity NPC273005
0.8021 Intermediate Similarity NPC473058
0.8021 Intermediate Similarity NPC309310
0.802 Intermediate Similarity NPC477720
0.8 Intermediate Similarity NPC313658
0.8 Intermediate Similarity NPC471779
0.8 Intermediate Similarity NPC471796
0.8 Intermediate Similarity NPC316138
0.7981 Intermediate Similarity NPC470056
0.7981 Intermediate Similarity NPC470055
0.7981 Intermediate Similarity NPC239961
0.7981 Intermediate Similarity NPC470767
0.7981 Intermediate Similarity NPC127609
0.7981 Intermediate Similarity NPC470763
0.798 Intermediate Similarity NPC13924
0.7979 Intermediate Similarity NPC472442
0.7979 Intermediate Similarity NPC329630
0.7963 Intermediate Similarity NPC157441
0.7961 Intermediate Similarity NPC471887
0.7961 Intermediate Similarity NPC471885
0.7961 Intermediate Similarity NPC471888
0.7961 Intermediate Similarity NPC471886
0.7959 Intermediate Similarity NPC472812
0.7959 Intermediate Similarity NPC474835
0.7957 Intermediate Similarity NPC472440
0.7957 Intermediate Similarity NPC23748
0.7941 Intermediate Similarity NPC121072
0.7941 Intermediate Similarity NPC285231
0.7941 Intermediate Similarity NPC21568
0.7941 Intermediate Similarity NPC21064
0.7941 Intermediate Similarity NPC198992
0.7938 Intermediate Similarity NPC48732
0.7928 Intermediate Similarity NPC474179
0.7928 Intermediate Similarity NPC475834
0.7917 Intermediate Similarity NPC472378
0.79 Intermediate Similarity NPC221801
0.79 Intermediate Similarity NPC57664
0.79 Intermediate Similarity NPC471765
0.79 Intermediate Similarity NPC284194
0.79 Intermediate Similarity NPC211810
0.79 Intermediate Similarity NPC112654
0.7895 Intermediate Similarity NPC471368
0.7895 Intermediate Similarity NPC471219
0.7895 Intermediate Similarity NPC471369
0.7879 Intermediate Similarity NPC474922
0.7879 Intermediate Similarity NPC105490
0.7879 Intermediate Similarity NPC477722
0.7872 Intermediate Similarity NPC471301
0.787 Intermediate Similarity NPC194951

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC98112 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
0.7684 Intermediate Similarity NPD6400 Clinical (unspecified phase)
0.7664 Intermediate Similarity NPD6686 Approved
0.7632 Intermediate Similarity NPD7503 Approved
0.75 Intermediate Similarity NPD7640 Approved
0.75 Intermediate Similarity NPD7637 Suspended
0.75 Intermediate Similarity NPD7639 Approved
0.7404 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7404 Intermediate Similarity NPD7638 Approved
0.732 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7255 Intermediate Similarity NPD5779 Approved
0.7255 Intermediate Similarity NPD5778 Approved
0.7217 Intermediate Similarity NPD7327 Approved
0.7217 Intermediate Similarity NPD7328 Approved
0.7216 Intermediate Similarity NPD6695 Phase 3
0.7179 Intermediate Similarity NPD8515 Approved
0.7179 Intermediate Similarity NPD8516 Approved
0.7179 Intermediate Similarity NPD8517 Approved
0.7179 Intermediate Similarity NPD8513 Phase 3
0.7179 Intermediate Similarity NPD8033 Approved
0.7155 Intermediate Similarity NPD7516 Approved
0.7094 Intermediate Similarity NPD8294 Approved
0.7094 Intermediate Similarity NPD8377 Approved
0.7091 Intermediate Similarity NPD6412 Phase 2
0.7075 Intermediate Similarity NPD4225 Approved
0.7059 Intermediate Similarity NPD7838 Discovery
0.7034 Intermediate Similarity NPD8379 Approved
0.7034 Intermediate Similarity NPD8378 Approved
0.7034 Intermediate Similarity NPD8296 Approved
0.7034 Intermediate Similarity NPD8380 Approved
0.7034 Intermediate Similarity NPD8335 Approved
0.7009 Intermediate Similarity NPD6648 Approved
0.6979 Remote Similarity NPD6929 Approved
0.6961 Remote Similarity NPD6051 Approved
0.6944 Remote Similarity NPD5344 Discontinued
0.6931 Remote Similarity NPD7750 Discontinued
0.6931 Remote Similarity NPD7524 Approved
0.6923 Remote Similarity NPD6399 Phase 3
0.6915 Remote Similarity NPD8264 Approved
0.6907 Remote Similarity NPD7514 Phase 3
0.6907 Remote Similarity NPD6931 Approved
0.6907 Remote Similarity NPD7332 Phase 2
0.6907 Remote Similarity NPD6930 Phase 2
0.6881 Remote Similarity NPD7632 Discontinued
0.6875 Remote Similarity NPD7145 Approved
0.6842 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6837 Remote Similarity NPD6902 Approved
0.6827 Remote Similarity NPD6411 Approved
0.6803 Remote Similarity NPD7507 Approved
0.6771 Remote Similarity NPD5776 Phase 2
0.6771 Remote Similarity NPD6925 Approved
0.6765 Remote Similarity NPD4250 Approved
0.6765 Remote Similarity NPD4251 Approved
0.6724 Remote Similarity NPD8133 Approved
0.6701 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4249 Approved
0.6667 Remote Similarity NPD7087 Discontinued
0.6667 Remote Similarity NPD7983 Approved
0.6667 Remote Similarity NPD8132 Clinical (unspecified phase)
0.664 Remote Similarity NPD7319 Approved
0.6638 Remote Similarity NPD6053 Discontinued
0.6635 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6635 Remote Similarity NPD6101 Approved
0.6632 Remote Similarity NPD6924 Approved
0.6632 Remote Similarity NPD6926 Approved
0.6613 Remote Similarity NPD8074 Phase 3
0.6602 Remote Similarity NPD4751 Clinical (unspecified phase)
0.66 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6598 Remote Similarity NPD6932 Approved
0.6574 Remote Similarity NPD7839 Suspended
0.6571 Remote Similarity NPD46 Approved
0.6571 Remote Similarity NPD6698 Approved
0.6569 Remote Similarity NPD6893 Approved
0.6569 Remote Similarity NPD1694 Approved
0.6566 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6562 Remote Similarity NPD6942 Approved
0.6562 Remote Similarity NPD8039 Approved
0.6562 Remote Similarity NPD7339 Approved
0.656 Remote Similarity NPD7736 Approved
0.6557 Remote Similarity NPD6370 Approved
0.6556 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6555 Remote Similarity NPD7115 Discovery
0.6522 Remote Similarity NPD4061 Clinical (unspecified phase)
0.65 Remote Similarity NPD6898 Phase 1
0.6496 Remote Similarity NPD6882 Approved
0.6495 Remote Similarity NPD6933 Approved
0.6495 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6489 Remote Similarity NPD7143 Approved
0.6489 Remote Similarity NPD7144 Approved
0.648 Remote Similarity NPD8293 Discontinued
0.6471 Remote Similarity NPD4786 Approved
0.6452 Remote Similarity NPD7492 Approved
0.6436 Remote Similarity NPD3667 Approved
0.6421 Remote Similarity NPD7151 Approved
0.6421 Remote Similarity NPD7152 Approved
0.6421 Remote Similarity NPD7150 Approved
0.6417 Remote Similarity NPD6009 Approved
0.6417 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6415 Remote Similarity NPD5785 Approved
0.6408 Remote Similarity NPD6082 Clinical (unspecified phase)
0.64 Remote Similarity NPD4819 Approved
0.64 Remote Similarity NPD7509 Discontinued
0.64 Remote Similarity NPD4820 Approved
0.64 Remote Similarity NPD4822 Approved
0.64 Remote Similarity NPD4821 Approved
0.64 Remote Similarity NPD7525 Registered
0.64 Remote Similarity NPD6616 Approved
0.6393 Remote Similarity NPD6054 Approved
0.6389 Remote Similarity NPD7748 Approved
0.6383 Remote Similarity NPD6923 Approved
0.6383 Remote Similarity NPD6922 Approved
0.6373 Remote Similarity NPD7154 Phase 3
0.6373 Remote Similarity NPD5362 Discontinued
0.6371 Remote Similarity NPD8328 Phase 3
0.6371 Remote Similarity NPD6067 Discontinued
0.6364 Remote Similarity NPD6084 Phase 2
0.6364 Remote Similarity NPD6083 Phase 2
0.6364 Remote Similarity NPD4268 Approved
0.6364 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6364 Remote Similarity NPD7902 Approved
0.6364 Remote Similarity NPD4271 Approved
0.6355 Remote Similarity NPD5281 Approved
0.6355 Remote Similarity NPD5284 Approved
0.6355 Remote Similarity NPD7515 Phase 2
0.6349 Remote Similarity NPD7078 Approved
0.6346 Remote Similarity NPD6684 Approved
0.6346 Remote Similarity NPD7334 Approved
0.6346 Remote Similarity NPD7146 Approved
0.6346 Remote Similarity NPD5330 Approved
0.6346 Remote Similarity NPD6409 Approved
0.6346 Remote Similarity NPD7521 Approved
0.633 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6325 Remote Similarity NPD6371 Approved
0.6325 Remote Similarity NPD5955 Clinical (unspecified phase)
0.63 Remote Similarity NPD7645 Phase 2
0.63 Remote Similarity NPD6683 Phase 2
0.6293 Remote Similarity NPD6899 Approved
0.6293 Remote Similarity NPD6881 Approved
0.629 Remote Similarity NPD5126 Approved
0.629 Remote Similarity NPD5125 Phase 3
0.6279 Remote Similarity NPD7260 Phase 2
0.6273 Remote Similarity NPD4792 Clinical (unspecified phase)
0.6262 Remote Similarity NPD7136 Phase 2
0.6261 Remote Similarity NPD6640 Phase 3
0.6261 Remote Similarity NPD6008 Approved
0.6261 Remote Similarity NPD7128 Approved
0.6261 Remote Similarity NPD5739 Approved
0.6261 Remote Similarity NPD6402 Approved
0.6261 Remote Similarity NPD6675 Approved
0.626 Remote Similarity NPD6059 Approved
0.6226 Remote Similarity NPD5737 Approved
0.6226 Remote Similarity NPD6903 Approved
0.6226 Remote Similarity NPD6672 Approved
0.6226 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6214 Remote Similarity NPD5332 Approved
0.6214 Remote Similarity NPD5331 Approved
0.621 Remote Similarity NPD6016 Approved
0.621 Remote Similarity NPD6015 Approved
0.6207 Remote Similarity NPD5697 Approved
0.619 Remote Similarity NPD5279 Phase 3
0.6186 Remote Similarity NPD7290 Approved
0.6186 Remote Similarity NPD7102 Approved
0.6186 Remote Similarity NPD6883 Approved
0.6182 Remote Similarity NPD5695 Phase 3
0.6176 Remote Similarity NPD4790 Discontinued
0.6168 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6167 Remote Similarity NPD4632 Approved
0.616 Remote Similarity NPD5988 Approved
0.6154 Remote Similarity NPD3133 Approved
0.6154 Remote Similarity NPD3666 Approved
0.6154 Remote Similarity NPD7320 Approved
0.6154 Remote Similarity NPD3665 Phase 1
0.6154 Remote Similarity NPD6011 Approved
0.6154 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6142 Remote Similarity NPD8451 Approved
0.6134 Remote Similarity NPD8130 Phase 1
0.6134 Remote Similarity NPD6869 Approved
0.6134 Remote Similarity NPD6617 Approved
0.6134 Remote Similarity NPD6650 Approved
0.6134 Remote Similarity NPD6847 Approved
0.6134 Remote Similarity NPD6649 Approved
0.6129 Remote Similarity NPD7741 Discontinued
0.6122 Remote Similarity NPD4784 Approved
0.6122 Remote Similarity NPD4785 Approved
0.6117 Remote Similarity NPD4269 Approved
0.6117 Remote Similarity NPD4270 Approved
0.6117 Remote Similarity NPD5209 Approved
0.6111 Remote Similarity NPD5207 Approved
0.6111 Remote Similarity NPD7830 Approved
0.6111 Remote Similarity NPD7829 Approved
0.6102 Remote Similarity NPD6372 Approved
0.6102 Remote Similarity NPD6012 Approved
0.6102 Remote Similarity NPD6013 Approved
0.6102 Remote Similarity NPD6014 Approved
0.6102 Remote Similarity NPD6373 Approved
0.6094 Remote Similarity NPD8448 Approved
0.6091 Remote Similarity NPD5282 Discontinued
0.6091 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6091 Remote Similarity NPD7900 Approved
0.6083 Remote Similarity NPD8297 Approved
0.608 Remote Similarity NPD8444 Approved

Structure

External Identifiers

PubChem CID   11362101
ChEMBL   CHEMBL516666
ZINC  

Physicochemical Properties

Molecular Weight:  418.24
ALogP:  2.1308
MLogP:  3.44
XLogP:  5.324
# Rotatable Bonds:  13
Polar Surface Area:  82.06
# H-Bond Aceptor:  6
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  30

Download Data

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