Natural Product: NPC263079

Natural Product ID:  NPC263079
Common Name:   Rel-(2R,4R,5S,8R,9R,10S,18R,19R)-18,19-Diacetoxy-18,19-Epoxycleroda-3(16),14-Dien-2-Ol
IUPAC Name:   [(1R,3R,3aR,5R,6aS,7R,8R,10aS)-1-acetyloxy-5-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-enyl)-1,3,3a,4,5,6,6a,8,9,10-decahydrobenzo[d][2]benzofuran-3-yl] acetate
Synonyms:  
Molecular Formula:   C24H36O6
Standard InCHIKey:  CCKRIICYFGYUQF-UXROZCACSA-N
Standard InCHI:  InChI=1S/C24H36O6/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/h7,15,18-22,27H,1-2,8-13H2,3-6H3/t15-,18+,19+,20+,21+,22+,23-,24-/m1/s1
Canonical SMILES:  C=CC(=C)CC[C@]1(C)[C@H](C)CC[C@@]23[C@H]1C[C@@H](O)C[C@H]3[C@H](O[C@@H]2OC(=O)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
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
NPT1374 Cell Line WI-38 Homo sapiens IC50 = 26300 nM 23691952
NPT306 Cell Line PC-3 Homo sapiens IC50 = 8200 nM 19874044
NPT90 Cell Line DU-145 Homo sapiens IC50 = 6600 nM 18426954
NPT81 Cell Line A549 Homo sapiens IC50 = 15200 nM 10.1016/S0960-894X(97)00343-0
NPT146 Cell Line SK-OV-3 Homo sapiens IC50 = 17900 nM 24126094

  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 NPC263079 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
0.9762 High Similarity NPC471371
0.9762 High Similarity NPC471370
0.9512 High Similarity NPC471367
0.9286 High Similarity NPC471369
0.9059 High Similarity NPC471368
0.8526 High Similarity NPC471363
0.8526 High Similarity NPC238397
0.8495 Intermediate Similarity NPC471770
0.8495 Intermediate Similarity NPC473555
0.8495 Intermediate Similarity NPC278939
0.8495 Intermediate Similarity NPC98112
0.8478 Intermediate Similarity NPC275310
0.8478 Intermediate Similarity NPC230347
0.8478 Intermediate Similarity NPC286612
0.8454 Intermediate Similarity NPC218158
0.8438 Intermediate Similarity NPC134270
0.8438 Intermediate Similarity NPC127933
0.8438 Intermediate Similarity NPC7644
0.8438 Intermediate Similarity NPC7613
0.8438 Intermediate Similarity NPC475889
0.8404 Intermediate Similarity NPC157739
0.837 Intermediate Similarity NPC211238
0.8351 Intermediate Similarity NPC81567
0.8351 Intermediate Similarity NPC473207
0.8351 Intermediate Similarity NPC201880
0.8351 Intermediate Similarity NPC470321
0.8351 Intermediate Similarity NPC264867
0.8316 Intermediate Similarity NPC20113
0.8316 Intermediate Similarity NPC228251
0.8316 Intermediate Similarity NPC477971
0.8316 Intermediate Similarity NPC477972
0.8316 Intermediate Similarity NPC477968
0.8316 Intermediate Similarity NPC161527
0.8316 Intermediate Similarity NPC219285
0.8316 Intermediate Similarity NPC317019
0.8298 Intermediate Similarity NPC97867
0.8295 Intermediate Similarity NPC164424
0.828 Intermediate Similarity NPC472189
0.828 Intermediate Similarity NPC471372
0.828 Intermediate Similarity NPC471362
0.8265 Intermediate Similarity NPC172867
0.8265 Intermediate Similarity NPC252296
0.8261 Intermediate Similarity NPC12297
0.8261 Intermediate Similarity NPC474835
0.8191 Intermediate Similarity NPC171598
0.8182 Intermediate Similarity NPC88013
0.8182 Intermediate Similarity NPC299963
0.8182 Intermediate Similarity NPC109376
0.8182 Intermediate Similarity NPC184512
0.8182 Intermediate Similarity NPC102048
0.8182 Intermediate Similarity NPC125423
0.8163 Intermediate Similarity NPC31430
0.8163 Intermediate Similarity NPC85593
0.8161 Intermediate Similarity NPC472504
0.8152 Intermediate Similarity NPC120539
0.8144 Intermediate Similarity NPC154452
0.8144 Intermediate Similarity NPC470571
0.8132 Intermediate Similarity NPC473058
0.8125 Intermediate Similarity NPC324841
0.8125 Intermediate Similarity NPC146188
0.8105 Intermediate Similarity NPC472188
0.81 Intermediate Similarity NPC217921
0.81 Intermediate Similarity NPC48548
0.81 Intermediate Similarity NPC224660
0.81 Intermediate Similarity NPC311223
0.81 Intermediate Similarity NPC135015
0.81 Intermediate Similarity NPC128795
0.81 Intermediate Similarity NPC470024
0.8081 Intermediate Similarity NPC470056
0.8081 Intermediate Similarity NPC470055
0.8068 Intermediate Similarity NPC474253
0.8068 Intermediate Similarity NPC474346
0.8068 Intermediate Similarity NPC475820
0.8068 Intermediate Similarity NPC474284
0.8068 Intermediate Similarity NPC213737
0.8065 Intermediate Similarity NPC246860
0.8061 Intermediate Similarity NPC120009
0.8043 Intermediate Similarity NPC469403
0.8043 Intermediate Similarity NPC159876
0.8041 Intermediate Similarity NPC21064
0.8041 Intermediate Similarity NPC121072
0.8021 Intermediate Similarity NPC472186
0.8021 Intermediate Similarity NPC471366
0.8021 Intermediate Similarity NPC476800
0.8021 Intermediate Similarity NPC477928
0.8021 Intermediate Similarity NPC318917
0.802 Intermediate Similarity NPC316974
0.802 Intermediate Similarity NPC40728
0.8 Intermediate Similarity NPC94905
0.8 Intermediate Similarity NPC8954
0.8 Intermediate Similarity NPC475074
0.798 Intermediate Similarity NPC470061
0.798 Intermediate Similarity NPC470064
0.798 Intermediate Similarity NPC470058
0.798 Intermediate Similarity NPC470059
0.798 Intermediate Similarity NPC470060
0.798 Intermediate Similarity NPC470057
0.798 Intermediate Similarity NPC470043
0.798 Intermediate Similarity NPC470062
0.7979 Intermediate Similarity NPC178949
0.7979 Intermediate Similarity NPC96736
0.7979 Intermediate Similarity NPC305160
0.7979 Intermediate Similarity NPC88507
0.7957 Intermediate Similarity NPC48463
0.7955 Intermediate Similarity NPC2096
0.7955 Intermediate Similarity NPC208912
0.7941 Intermediate Similarity NPC316708
0.7941 Intermediate Similarity NPC119550
0.7938 Intermediate Similarity NPC473204
0.7938 Intermediate Similarity NPC472187
0.7938 Intermediate Similarity NPC473545
0.7935 Intermediate Similarity NPC470819
0.7935 Intermediate Similarity NPC16265
0.7917 Intermediate Similarity NPC91197
0.7917 Intermediate Similarity NPC239547
0.7917 Intermediate Similarity NPC198549
0.7917 Intermediate Similarity NPC125551
0.7917 Intermediate Similarity NPC113976
0.7917 Intermediate Similarity NPC309503
0.7917 Intermediate Similarity NPC155319
0.7917 Intermediate Similarity NPC96597
0.79 Intermediate Similarity NPC473199
0.7895 Intermediate Similarity NPC135224
0.7895 Intermediate Similarity NPC477969
0.7895 Intermediate Similarity NPC477970
0.7895 Intermediate Similarity NPC100892
0.7889 Intermediate Similarity NPC235402
0.7872 Intermediate Similarity NPC163902
0.7865 Intermediate Similarity NPC474789
0.7865 Intermediate Similarity NPC52108
0.7864 Intermediate Similarity NPC470026
0.7864 Intermediate Similarity NPC17791
0.7849 Intermediate Similarity NPC123252
0.7849 Intermediate Similarity NPC194485
0.7849 Intermediate Similarity NPC474249
0.7849 Intermediate Similarity NPC470817
0.7849 Intermediate Similarity NPC53890
0.7849 Intermediate Similarity NPC10274
0.7849 Intermediate Similarity NPC261990
0.7849 Intermediate Similarity NPC219937
0.7843 Intermediate Similarity NPC206618
0.7843 Intermediate Similarity NPC305939
0.7835 Intermediate Similarity NPC473154
0.7835 Intermediate Similarity NPC5358
0.7835 Intermediate Similarity NPC216260
0.7826 Intermediate Similarity NPC291665
0.7826 Intermediate Similarity NPC160304
0.7822 Intermediate Similarity NPC293512
0.7822 Intermediate Similarity NPC234160
0.7812 Intermediate Similarity NPC311166
0.7802 Intermediate Similarity NPC471411
0.7802 Intermediate Similarity NPC471410
0.78 Intermediate Similarity NPC173583
0.7789 Intermediate Similarity NPC105490
0.7789 Intermediate Similarity NPC189513
0.7789 Intermediate Similarity NPC470255
0.7788 Intermediate Similarity NPC321272
0.7788 Intermediate Similarity NPC317460
0.7788 Intermediate Similarity NPC470025
0.7788 Intermediate Similarity NPC328074
0.7778 Intermediate Similarity NPC18953
0.7778 Intermediate Similarity NPC319238
0.7778 Intermediate Similarity NPC97505
0.7767 Intermediate Similarity NPC101450
0.7767 Intermediate Similarity NPC86217
0.7766 Intermediate Similarity NPC219516
0.7766 Intermediate Similarity NPC130840
0.7755 Intermediate Similarity NPC324598
0.7755 Intermediate Similarity NPC477721
0.7755 Intermediate Similarity NPC477716
0.7745 Intermediate Similarity NPC230888
0.7745 Intermediate Similarity NPC38217
0.7745 Intermediate Similarity NPC472988
0.7745 Intermediate Similarity NPC38948
0.7727 Intermediate Similarity NPC473685
0.7723 Intermediate Similarity NPC470767
0.7723 Intermediate Similarity NPC470763
0.7723 Intermediate Similarity NPC165405
0.7723 Intermediate Similarity NPC239961
0.7714 Intermediate Similarity NPC470027
0.77 Intermediate Similarity NPC471888
0.77 Intermediate Similarity NPC471450
0.77 Intermediate Similarity NPC45897
0.77 Intermediate Similarity NPC281378
0.77 Intermediate Similarity NPC471886
0.77 Intermediate Similarity NPC471885
0.77 Intermediate Similarity NPC474575
0.77 Intermediate Similarity NPC471887
0.7692 Intermediate Similarity NPC476602
0.7684 Intermediate Similarity NPC470656
0.7684 Intermediate Similarity NPC7349
0.7684 Intermediate Similarity NPC277721
0.7684 Intermediate Similarity NPC26046
0.7684 Intermediate Similarity NPC267266
0.7677 Intermediate Similarity NPC198992
0.7677 Intermediate Similarity NPC267510
0.7677 Intermediate Similarity NPC477717
0.7674 Intermediate Similarity NPC63958
0.767 Intermediate Similarity NPC51925
0.767 Intermediate Similarity NPC296761

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC263079 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
0.73 Intermediate Similarity NPD7638 Approved
0.7238 Intermediate Similarity NPD6686 Approved
0.7228 Intermediate Similarity NPD7640 Approved
0.7228 Intermediate Similarity NPD7639 Approved
0.7222 Intermediate Similarity NPD8133 Approved
0.7143 Intermediate Similarity NPD6412 Phase 2
0.7117 Intermediate Similarity NPD7327 Approved
0.7117 Intermediate Similarity NPD7328 Approved
0.708 Intermediate Similarity NPD7503 Approved
0.7054 Intermediate Similarity NPD7516 Approved
0.7041 Intermediate Similarity NPD8035 Phase 2
0.7041 Intermediate Similarity NPD8034 Phase 2
0.7009 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.6991 Remote Similarity NPD8377 Approved
0.6991 Remote Similarity NPD8294 Approved
0.697 Remote Similarity NPD6399 Phase 3
0.6957 Remote Similarity NPD7525 Registered
0.6957 Remote Similarity NPD6928 Phase 2
0.6947 Remote Similarity NPD7520 Clinical (unspecified phase)
0.693 Remote Similarity NPD8335 Approved
0.693 Remote Similarity NPD8379 Approved
0.693 Remote Similarity NPD8378 Approved
0.693 Remote Similarity NPD8296 Approved
0.693 Remote Similarity NPD8033 Approved
0.693 Remote Similarity NPD8380 Approved
0.687 Remote Similarity NPD6370 Approved
0.6869 Remote Similarity NPD7637 Suspended
0.6864 Remote Similarity NPD7736 Approved
0.6842 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6818 Remote Similarity NPD6882 Approved
0.678 Remote Similarity NPD8293 Discontinued
0.6752 Remote Similarity NPD7492 Approved
0.6737 Remote Similarity NPD6695 Phase 3
0.6733 Remote Similarity NPD7748 Approved
0.6726 Remote Similarity NPD6009 Approved
0.67 Remote Similarity NPD7515 Phase 2
0.6699 Remote Similarity NPD7902 Approved
0.6696 Remote Similarity NPD6054 Approved
0.6695 Remote Similarity NPD6616 Approved
0.6695 Remote Similarity NPD7507 Approved
0.6667 Remote Similarity NPD7645 Phase 2
0.6667 Remote Similarity NPD8328 Phase 3
0.6667 Remote Similarity NPD6067 Discontinued
0.6639 Remote Similarity NPD7078 Approved
0.6635 Remote Similarity NPD4225 Approved
0.6634 Remote Similarity NPD8171 Discontinued
0.6606 Remote Similarity NPD6899 Approved
0.6606 Remote Similarity NPD6881 Approved
0.6606 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6604 Remote Similarity NPD7632 Discontinued
0.6593 Remote Similarity NPD7339 Approved
0.6593 Remote Similarity NPD6942 Approved
0.6579 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6574 Remote Similarity NPD5739 Approved
0.6574 Remote Similarity NPD7128 Approved
0.6574 Remote Similarity NPD6675 Approved
0.6574 Remote Similarity NPD6402 Approved
0.6559 Remote Similarity NPD6697 Approved
0.6559 Remote Similarity NPD6115 Approved
0.6559 Remote Similarity NPD6118 Approved
0.6559 Remote Similarity NPD6114 Approved
0.6552 Remote Similarity NPD6059 Approved
0.6535 Remote Similarity NPD6411 Approved
0.6529 Remote Similarity NPD7319 Approved
0.6522 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6514 Remote Similarity NPD5697 Approved
0.6496 Remote Similarity NPD6016 Approved
0.6496 Remote Similarity NPD6015 Approved
0.6495 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6495 Remote Similarity NPD4786 Approved
0.6489 Remote Similarity NPD6929 Approved
0.6486 Remote Similarity NPD7102 Approved
0.6486 Remote Similarity NPD7290 Approved
0.6486 Remote Similarity NPD6883 Approved
0.6484 Remote Similarity NPD6924 Approved
0.6484 Remote Similarity NPD6926 Approved
0.6471 Remote Similarity NPD5778 Approved
0.6471 Remote Similarity NPD5779 Approved
0.6465 Remote Similarity NPD7524 Approved
0.6465 Remote Similarity NPD7750 Discontinued
0.646 Remote Similarity NPD4632 Approved
0.6458 Remote Similarity NPD3667 Approved
0.6455 Remote Similarity NPD7320 Approved
0.6455 Remote Similarity NPD6011 Approved
0.6452 Remote Similarity NPD6932 Approved
0.6452 Remote Similarity NPD6116 Phase 1
0.6444 Remote Similarity NPD7150 Approved
0.6444 Remote Similarity NPD7152 Approved
0.6444 Remote Similarity NPD7151 Approved
0.6441 Remote Similarity NPD5988 Approved
0.6429 Remote Similarity NPD8130 Phase 1
0.6429 Remote Similarity NPD6617 Approved
0.6429 Remote Similarity NPD6650 Approved
0.6429 Remote Similarity NPD6649 Approved
0.6429 Remote Similarity NPD6869 Approved
0.6429 Remote Similarity NPD6847 Approved
0.6422 Remote Similarity NPD6008 Approved
0.6421 Remote Similarity NPD6931 Approved
0.6421 Remote Similarity NPD7509 Discontinued
0.6421 Remote Similarity NPD6930 Phase 2
0.6408 Remote Similarity NPD7900 Approved
0.6408 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6396 Remote Similarity NPD6373 Approved
0.6396 Remote Similarity NPD6012 Approved
0.6396 Remote Similarity NPD6372 Approved
0.6396 Remote Similarity NPD6013 Approved
0.6396 Remote Similarity NPD6014 Approved
0.6392 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6392 Remote Similarity NPD3669 Approved
0.6383 Remote Similarity NPD7145 Approved
0.6381 Remote Similarity NPD6083 Phase 2
0.6381 Remote Similarity NPD6084 Phase 2
0.6373 Remote Similarity NPD6079 Approved
0.6372 Remote Similarity NPD8297 Approved
0.6364 Remote Similarity NPD3618 Phase 1
0.6364 Remote Similarity NPD6409 Approved
0.6364 Remote Similarity NPD5330 Approved
0.6364 Remote Similarity NPD7521 Approved
0.6364 Remote Similarity NPD5701 Approved
0.6364 Remote Similarity NPD6684 Approved
0.6364 Remote Similarity NPD7334 Approved
0.6364 Remote Similarity NPD7146 Approved
0.6356 Remote Similarity NPD8515 Approved
0.6356 Remote Similarity NPD8513 Phase 3
0.6356 Remote Similarity NPD8517 Approved
0.6356 Remote Similarity NPD8516 Approved
0.6355 Remote Similarity NPD5344 Discontinued
0.6344 Remote Similarity NPD6933 Approved
0.6344 Remote Similarity NPD6117 Approved
0.6337 Remote Similarity NPD6101 Approved
0.6337 Remote Similarity NPD6051 Approved
0.6337 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6337 Remote Similarity NPD5328 Approved
0.6333 Remote Similarity NPD7143 Approved
0.6333 Remote Similarity NPD7144 Approved
0.633 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6321 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6304 Remote Similarity NPD1811 Approved
0.6304 Remote Similarity NPD1810 Approved
0.6304 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6283 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6277 Remote Similarity NPD5776 Phase 2
0.6277 Remote Similarity NPD6925 Approved
0.6271 Remote Similarity NPD6319 Approved
0.6262 Remote Similarity NPD6648 Approved
0.625 Remote Similarity NPD4061 Clinical (unspecified phase)
0.625 Remote Similarity NPD7332 Phase 2
0.625 Remote Similarity NPD7604 Phase 2
0.625 Remote Similarity NPD7514 Phase 3
0.6238 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6238 Remote Similarity NPD6903 Approved
0.6238 Remote Similarity NPD6672 Approved
0.6238 Remote Similarity NPD5737 Approved
0.6237 Remote Similarity NPD8264 Approved
0.6235 Remote Similarity NPD1145 Discontinued
0.6222 Remote Similarity NPD6922 Approved
0.6222 Remote Similarity NPD6923 Approved
0.6218 Remote Similarity NPD5983 Phase 2
0.6214 Remote Similarity NPD7087 Discontinued
0.6186 Remote Similarity NPD6902 Approved
0.6179 Remote Similarity NPD6033 Approved
0.6162 Remote Similarity NPD3133 Approved
0.6162 Remote Similarity NPD3666 Approved
0.6162 Remote Similarity NPD3665 Phase 1
0.6154 Remote Similarity NPD4202 Approved
0.6154 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6148 Remote Similarity NPD6336 Discontinued
0.6146 Remote Similarity NPD6683 Phase 2
0.6139 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6139 Remote Similarity NPD4250 Approved
0.6139 Remote Similarity NPD4251 Approved
0.6132 Remote Similarity NPD5222 Approved
0.6132 Remote Similarity NPD5221 Approved
0.6132 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6122 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6117 Remote Similarity NPD7838 Discovery
0.6111 Remote Similarity NPD5286 Approved
0.6111 Remote Similarity NPD4696 Approved
0.6111 Remote Similarity NPD5285 Approved
0.6102 Remote Similarity NPD6335 Approved
0.61 Remote Similarity NPD6893 Approved
0.6075 Remote Similarity NPD5173 Approved
0.6075 Remote Similarity NPD4755 Approved
0.6068 Remote Similarity NPD6868 Approved
0.6061 Remote Similarity NPD4788 Approved
0.6058 Remote Similarity NPD5281 Approved
0.6058 Remote Similarity NPD5284 Approved
0.6055 Remote Similarity NPD5223 Approved
0.6053 Remote Similarity NPD5955 Clinical (unspecified phase)
0.605 Remote Similarity NPD7101 Approved
0.605 Remote Similarity NPD7100 Approved
0.6042 Remote Similarity NPD7322 Clinical (unspecified phase)
0.604 Remote Similarity NPD4249 Approved
0.6038 Remote Similarity NPD5695 Phase 3
0.6038 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6038 Remote Similarity NPD7991 Discontinued
0.602 Remote Similarity NPD6898 Phase 1
0.6019 Remote Similarity NPD5696 Approved
0.6017 Remote Similarity NPD6317 Approved
0.6017 Remote Similarity NPD7115 Discovery

Structure

External Identifiers

PubChem CID   14705633
ChEMBL   CHEMBL2419874
ZINC  

Physicochemical Properties

Molecular Weight:  420.25
ALogP:  1.2094
MLogP:  3.44
XLogP:  6.102
# 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