Natural Product: NPC473964

Natural Product ID:  NPC473964
Common Name:   Acetic Acid (3Ar,4S,4Ar,5R,8R,8Ar,9As)-4-Acetoxy-5-Hydroxy-5,8A-Dimethyl-3-Methylene-2-Oxo-Dodecahydro-Naphtho[2,3-B]Furan-8-Yl Ester
IUPAC Name:   [(3aR,4S,4aR,5R,8R,8aR,9aS)-4-acetyloxy-5-hydroxy-5,8a-dimethyl-3-methylidene-2-oxo-3a,4,4a,6,7,8,9,9a-octahydrobenzo[f][1]benzofuran-8-yl] acetate
Synonyms:  
Molecular Formula:   C19H26O7
Standard InCHIKey:  CHXVTGFPYRYMMI-XNTGMIQRSA-N
Standard InCHI:  InChI=1S/C19H26O7/c1-9-14-12(26-17(9)22)8-18(4)13(24-10(2)20)6-7-19(5,23)16(18)15(14)25-11(3)21/h12-16,23H,1,6-8H2,2-5H3/t12-,13+,14+,15-,16-,18-,19+/m0/s1
Canonical SMILES:  CC(=O)O[C@H]1[C@H]2[C@@H](OC(=O)C2=C)C[C@@]2([C@H]1[C@](C)(O)CC[C@H]2OC(=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
NPO22963 Gonospermum gomerae Species Asteraceae Eukaryota PMID[19053514]
NPO8480 Gonospermum fruticosum Species Asteraceae Eukaryota PMID[19053514]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT116 Cell Line HL-60 Homo sapiens Activity = 21.8 % 24387703
NPT116 Cell Line HL-60 Homo sapiens Activity = 21.5 % 15603945
NPT116 Cell Line HL-60 Homo sapiens Activity = 39.3 % 25871261
NPT466 Cell Line U-937 Homo sapiens IC50 = 10400 nM 20624681
NPT926 Cell Line SK-MEL-1 Homo sapiens IC50 = 27900 nM 22136907
NPT116 Cell Line HL-60 Homo sapiens Activity = 12 % 11277756
NPT81 Cell Line A549 Homo sapiens IC50 > 100000 nM 25978960
NPT116 Cell Line HL-60 Homo sapiens Activity = 11.8 % 25679337
NPT116 Cell Line HL-60 Homo sapiens IC50 = 13300 nM 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 NPC473964 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
0.9889 High Similarity NPC473963
0.9778 High Similarity NPC93245
0.9667 High Similarity NPC259042
0.9667 High Similarity NPC157686
0.9556 High Similarity NPC148000
0.9556 High Similarity NPC469596
0.9556 High Similarity NPC225474
0.9457 High Similarity NPC136781
0.9438 High Similarity NPC475776
0.9368 High Similarity NPC61442
0.9362 High Similarity NPC475958
0.9341 High Similarity NPC24861
0.9255 High Similarity NPC47024
0.9247 High Similarity NPC474921
0.9239 High Similarity NPC90014
0.9167 High Similarity NPC99510
0.9149 High Similarity NPC476806
0.9149 High Similarity NPC476807
0.914 High Similarity NPC284518
0.9111 High Similarity NPC116620
0.9101 High Similarity NPC175293
0.9032 High Similarity NPC56369
0.8989 High Similarity NPC9231
0.8969 High Similarity NPC72842
0.8947 High Similarity NPC216478
0.8936 High Similarity NPC165528
0.8936 High Similarity NPC228766
0.8925 High Similarity NPC474841
0.8925 High Similarity NPC471446
0.8925 High Similarity NPC473434
0.8901 High Similarity NPC194642
0.8889 High Similarity NPC305029
0.8878 High Similarity NPC283850
0.8866 High Similarity NPC164551
0.8817 High Similarity NPC147272
0.8778 High Similarity NPC85698
0.8778 High Similarity NPC185638
0.8763 High Similarity NPC242666
0.8763 High Similarity NPC308824
0.87 High Similarity NPC284732
0.87 High Similarity NPC78966
0.8681 High Similarity NPC181103
0.8673 High Similarity NPC476081
0.8646 High Similarity NPC474395
0.8614 High Similarity NPC37628
0.8602 High Similarity NPC153853
0.8586 High Similarity NPC156681
0.8571 High Similarity NPC111292
0.8556 High Similarity NPC97505
0.8539 High Similarity NPC226988
0.8529 High Similarity NPC474243
0.8485 Intermediate Similarity NPC162973
0.8478 Intermediate Similarity NPC470012
0.84 Intermediate Similarity NPC120321
0.8381 Intermediate Similarity NPC477126
0.837 Intermediate Similarity NPC477920
0.8367 Intermediate Similarity NPC98837
0.8367 Intermediate Similarity NPC38296
0.8367 Intermediate Similarity NPC89099
0.8367 Intermediate Similarity NPC28864
0.8367 Intermediate Similarity NPC20479
0.8367 Intermediate Similarity NPC162459
0.8367 Intermediate Similarity NPC38471
0.8352 Intermediate Similarity NPC470011
0.8333 Intermediate Similarity NPC67321
0.8333 Intermediate Similarity NPC187435
0.8333 Intermediate Similarity NPC302788
0.8333 Intermediate Similarity NPC66581
0.8317 Intermediate Similarity NPC477127
0.8316 Intermediate Similarity NPC186363
0.8316 Intermediate Similarity NPC233345
0.83 Intermediate Similarity NPC170615
0.8283 Intermediate Similarity NPC471413
0.8283 Intermediate Similarity NPC293866
0.8283 Intermediate Similarity NPC477656
0.8265 Intermediate Similarity NPC111348
0.8265 Intermediate Similarity NPC10864
0.8252 Intermediate Similarity NPC189075
0.8252 Intermediate Similarity NPC275539
0.8252 Intermediate Similarity NPC255082
0.8242 Intermediate Similarity NPC243347
0.8235 Intermediate Similarity NPC34768
0.8229 Intermediate Similarity NPC199543
0.8222 Intermediate Similarity NPC209318
0.8222 Intermediate Similarity NPC223330
0.8218 Intermediate Similarity NPC87927
0.8211 Intermediate Similarity NPC158488
0.8202 Intermediate Similarity NPC263951
0.82 Intermediate Similarity NPC46848
0.82 Intermediate Similarity NPC471412
0.8191 Intermediate Similarity NPC50847
0.8191 Intermediate Similarity NPC277771
0.819 Intermediate Similarity NPC474846
0.819 Intermediate Similarity NPC469655
0.819 Intermediate Similarity NPC469656
0.8182 Intermediate Similarity NPC16911
0.8182 Intermediate Similarity NPC473155
0.8182 Intermediate Similarity NPC78427
0.8163 Intermediate Similarity NPC256227
0.8163 Intermediate Similarity NPC29410
0.8163 Intermediate Similarity NPC200054
0.8163 Intermediate Similarity NPC234993
0.8163 Intermediate Similarity NPC134072
0.8155 Intermediate Similarity NPC110496
0.8152 Intermediate Similarity NPC219011
0.8144 Intermediate Similarity NPC57117
0.8137 Intermediate Similarity NPC146731
0.8125 Intermediate Similarity NPC72845
0.8119 Intermediate Similarity NPC275990
0.8119 Intermediate Similarity NPC88203
0.8119 Intermediate Similarity NPC76866
0.8119 Intermediate Similarity NPC31058
0.8119 Intermediate Similarity NPC304832
0.8119 Intermediate Similarity NPC148628
0.8119 Intermediate Similarity NPC469606
0.8119 Intermediate Similarity NPC165250
0.8119 Intermediate Similarity NPC246736
0.8119 Intermediate Similarity NPC286519
0.8119 Intermediate Similarity NPC214946
0.8119 Intermediate Similarity NPC273005
0.8119 Intermediate Similarity NPC58329
0.8113 Intermediate Similarity NPC269530
0.81 Intermediate Similarity NPC477655
0.81 Intermediate Similarity NPC287676
0.81 Intermediate Similarity NPC476303
0.8095 Intermediate Similarity NPC253906
0.8081 Intermediate Similarity NPC253586
0.8081 Intermediate Similarity NPC70145
0.8081 Intermediate Similarity NPC91695
0.8077 Intermediate Similarity NPC218123
0.8077 Intermediate Similarity NPC306265
0.8077 Intermediate Similarity NPC112895
0.8077 Intermediate Similarity NPC231278
0.8061 Intermediate Similarity NPC276110
0.8061 Intermediate Similarity NPC183012
0.8061 Intermediate Similarity NPC98639
0.8058 Intermediate Similarity NPC28791
0.8058 Intermediate Similarity NPC295366
0.8058 Intermediate Similarity NPC469607
0.8056 Intermediate Similarity NPC270478
0.8043 Intermediate Similarity NPC194637
0.8041 Intermediate Similarity NPC139692
0.8041 Intermediate Similarity NPC7349
0.8039 Intermediate Similarity NPC36688
0.8039 Intermediate Similarity NPC221421
0.8039 Intermediate Similarity NPC254202
0.8037 Intermediate Similarity NPC25909
0.8022 Intermediate Similarity NPC475951
0.8022 Intermediate Similarity NPC38642
0.802 Intermediate Similarity NPC121218
0.802 Intermediate Similarity NPC253886
0.802 Intermediate Similarity NPC289148
0.802 Intermediate Similarity NPC163963
0.802 Intermediate Similarity NPC98225
0.802 Intermediate Similarity NPC52899
0.8019 Intermediate Similarity NPC94650
0.8 Intermediate Similarity NPC477302
0.8 Intermediate Similarity NPC471038
0.8 Intermediate Similarity NPC474793
0.8 Intermediate Similarity NPC474724
0.7981 Intermediate Similarity NPC180744
0.7981 Intermediate Similarity NPC143609
0.7981 Intermediate Similarity NPC86852
0.7981 Intermediate Similarity NPC251824
0.7981 Intermediate Similarity NPC179380
0.798 Intermediate Similarity NPC202833
0.798 Intermediate Similarity NPC29952
0.7961 Intermediate Similarity NPC296950
0.7961 Intermediate Similarity NPC84928
0.7961 Intermediate Similarity NPC13149
0.7961 Intermediate Similarity NPC301787
0.7959 Intermediate Similarity NPC224410
0.7959 Intermediate Similarity NPC3359
0.7959 Intermediate Similarity NPC47853
0.7959 Intermediate Similarity NPC105490
0.7959 Intermediate Similarity NPC475118
0.7959 Intermediate Similarity NPC250075
0.7959 Intermediate Similarity NPC100257
0.7944 Intermediate Similarity NPC12046
0.7944 Intermediate Similarity NPC472002
0.7944 Intermediate Similarity NPC194951
0.7944 Intermediate Similarity NPC476964
0.7941 Intermediate Similarity NPC475038
0.7941 Intermediate Similarity NPC109195
0.7938 Intermediate Similarity NPC198054
0.7938 Intermediate Similarity NPC130840
0.7938 Intermediate Similarity NPC165180
0.7925 Intermediate Similarity NPC472666
0.7925 Intermediate Similarity NPC5103
0.7925 Intermediate Similarity NPC124053
0.7925 Intermediate Similarity NPC478209
0.7921 Intermediate Similarity NPC470761
0.7921 Intermediate Similarity NPC267921
0.7921 Intermediate Similarity NPC16601
0.7921 Intermediate Similarity NPC473219
0.7921 Intermediate Similarity NPC108371
0.7921 Intermediate Similarity NPC293890
0.7917 Intermediate Similarity NPC291875
0.7917 Intermediate Similarity NPC253618
0.7917 Intermediate Similarity NPC206001

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC473964 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
0.7925 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.783 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7736 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7647 Intermediate Similarity NPD7638 Approved
0.7647 Intermediate Similarity NPD4225 Approved
0.7642 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7576 Intermediate Similarity NPD8034 Phase 2
0.7576 Intermediate Similarity NPD8035 Phase 2
0.7573 Intermediate Similarity NPD7639 Approved
0.7573 Intermediate Similarity NPD7640 Approved
0.7383 Intermediate Similarity NPD6008 Approved
0.7327 Intermediate Similarity NPD6399 Phase 3
0.7248 Intermediate Similarity NPD6686 Approved
0.7232 Intermediate Similarity NPD8133 Approved
0.7212 Intermediate Similarity NPD7902 Approved
0.7193 Intermediate Similarity NPD7115 Discovery
0.7188 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7156 Intermediate Similarity NPD5697 Approved
0.7143 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD1694 Approved
0.7103 Intermediate Similarity NPD7632 Discontinued
0.7091 Intermediate Similarity NPD6881 Approved
0.7091 Intermediate Similarity NPD6899 Approved
0.7087 Intermediate Similarity NPD7748 Approved
0.7064 Intermediate Similarity NPD7128 Approved
0.7064 Intermediate Similarity NPD6402 Approved
0.7064 Intermediate Similarity NPD5739 Approved
0.7064 Intermediate Similarity NPD6675 Approved
0.7054 Intermediate Similarity NPD6649 Approved
0.7054 Intermediate Similarity NPD6650 Approved
0.7027 Intermediate Similarity NPD6012 Approved
0.7027 Intermediate Similarity NPD6373 Approved
0.7027 Intermediate Similarity NPD6013 Approved
0.7027 Intermediate Similarity NPD6372 Approved
0.7027 Intermediate Similarity NPD6014 Approved
0.7009 Intermediate Similarity NPD5344 Discontinued
0.7 Intermediate Similarity NPD5701 Approved
0.6964 Remote Similarity NPD7102 Approved
0.6964 Remote Similarity NPD6883 Approved
0.6964 Remote Similarity NPD7290 Approved
0.6949 Remote Similarity NPD6921 Approved
0.6937 Remote Similarity NPD6011 Approved
0.6937 Remote Similarity NPD7320 Approved
0.693 Remote Similarity NPD4632 Approved
0.6923 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6923 Remote Similarity NPD7900 Approved
0.6916 Remote Similarity NPD6648 Approved
0.6903 Remote Similarity NPD6617 Approved
0.6903 Remote Similarity NPD6847 Approved
0.6903 Remote Similarity NPD6869 Approved
0.6903 Remote Similarity NPD8130 Phase 1
0.69 Remote Similarity NPD3618 Phase 1
0.6893 Remote Similarity NPD7515 Phase 2
0.6864 Remote Similarity NPD6319 Approved
0.6863 Remote Similarity NPD1695 Approved
0.686 Remote Similarity NPD7507 Approved
0.6857 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6842 Remote Similarity NPD6882 Approved
0.6842 Remote Similarity NPD8297 Approved
0.6838 Remote Similarity NPD7328 Approved
0.6838 Remote Similarity NPD7327 Approved
0.6829 Remote Similarity NPD7319 Approved
0.6822 Remote Similarity NPD5696 Approved
0.6789 Remote Similarity NPD5211 Phase 2
0.678 Remote Similarity NPD7516 Approved
0.6777 Remote Similarity NPD7492 Approved
0.6771 Remote Similarity NPD6118 Approved
0.6771 Remote Similarity NPD6114 Approved
0.6771 Remote Similarity NPD6115 Approved
0.6771 Remote Similarity NPD6697 Approved
0.6762 Remote Similarity NPD5282 Discontinued
0.6759 Remote Similarity NPD5285 Approved
0.6759 Remote Similarity NPD4696 Approved
0.6759 Remote Similarity NPD5286 Approved
0.6752 Remote Similarity NPD6009 Approved
0.6729 Remote Similarity NPD6084 Phase 2
0.6729 Remote Similarity NPD4755 Approved
0.6729 Remote Similarity NPD6083 Phase 2
0.6726 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6723 Remote Similarity NPD6054 Approved
0.6721 Remote Similarity NPD6616 Approved
0.6698 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6698 Remote Similarity NPD5695 Phase 3
0.6696 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6696 Remote Similarity NPD6053 Discontinued
0.6667 Remote Similarity NPD6116 Phase 1
0.6667 Remote Similarity NPD6274 Approved
0.6667 Remote Similarity NPD4202 Approved
0.6667 Remote Similarity NPD6016 Approved
0.6667 Remote Similarity NPD3667 Approved
0.6667 Remote Similarity NPD7078 Approved
0.6667 Remote Similarity NPD5983 Phase 2
0.6667 Remote Similarity NPD3573 Approved
0.6667 Remote Similarity NPD5141 Approved
0.6667 Remote Similarity NPD6015 Approved
0.6667 Remote Similarity NPD6371 Approved
0.6636 Remote Similarity NPD4633 Approved
0.6636 Remote Similarity NPD5224 Approved
0.6636 Remote Similarity NPD5226 Approved
0.6636 Remote Similarity NPD5225 Approved
0.6635 Remote Similarity NPD6698 Approved
0.6635 Remote Similarity NPD46 Approved
0.6634 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6613 Remote Similarity NPD7736 Approved
0.6612 Remote Similarity NPD6370 Approved
0.6612 Remote Similarity NPD5988 Approved
0.6609 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6606 Remote Similarity NPD4700 Approved
0.66 Remote Similarity NPD4788 Approved
0.6583 Remote Similarity NPD6059 Approved
0.6577 Remote Similarity NPD5175 Approved
0.6577 Remote Similarity NPD5174 Approved
0.6571 Remote Similarity NPD5693 Phase 1
0.6571 Remote Similarity NPD6079 Approved
0.6571 Remote Similarity NPD7637 Suspended
0.6569 Remote Similarity NPD7146 Approved
0.6569 Remote Similarity NPD6409 Approved
0.6569 Remote Similarity NPD5330 Approved
0.6569 Remote Similarity NPD7334 Approved
0.6569 Remote Similarity NPD6684 Approved
0.6569 Remote Similarity NPD7521 Approved
0.6569 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6562 Remote Similarity NPD6117 Approved
0.6557 Remote Similarity NPD7604 Phase 2
0.6549 Remote Similarity NPD6412 Phase 2
0.6545 Remote Similarity NPD1700 Approved
0.6545 Remote Similarity NPD5223 Approved
0.6538 Remote Similarity NPD5328 Approved
0.6535 Remote Similarity NPD4786 Approved
0.6535 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6532 Remote Similarity NPD8293 Discontinued
0.6529 Remote Similarity NPD8335 Approved
0.6529 Remote Similarity NPD8378 Approved
0.6529 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6529 Remote Similarity NPD8033 Approved
0.6529 Remote Similarity NPD8380 Approved
0.6529 Remote Similarity NPD8379 Approved
0.6529 Remote Similarity NPD8296 Approved
0.6522 Remote Similarity NPD4634 Approved
0.6509 Remote Similarity NPD5779 Approved
0.6509 Remote Similarity NPD5778 Approved
0.65 Remote Similarity NPD7100 Approved
0.65 Remote Similarity NPD7101 Approved
0.6481 Remote Similarity NPD5222 Approved
0.6481 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6481 Remote Similarity NPD5221 Approved
0.6481 Remote Similarity NPD4697 Phase 3
0.6471 Remote Similarity NPD6317 Approved
0.6471 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6452 Remote Similarity NPD6336 Discontinued
0.6449 Remote Similarity NPD6001 Approved
0.6446 Remote Similarity NPD8377 Approved
0.6446 Remote Similarity NPD8294 Approved
0.6442 Remote Similarity NPD6672 Approved
0.6442 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6442 Remote Similarity NPD6903 Approved
0.6442 Remote Similarity NPD5737 Approved
0.6436 Remote Similarity NPD6695 Phase 3
0.6423 Remote Similarity NPD8328 Phase 3
0.6422 Remote Similarity NPD5173 Approved
0.6417 Remote Similarity NPD6313 Approved
0.6417 Remote Similarity NPD6335 Approved
0.6417 Remote Similarity NPD6314 Approved
0.6415 Remote Similarity NPD6411 Approved
0.6415 Remote Similarity NPD5281 Approved
0.6415 Remote Similarity NPD5284 Approved
0.6393 Remote Similarity NPD7503 Approved
0.6393 Remote Similarity NPD8515 Approved
0.6393 Remote Similarity NPD8517 Approved
0.6393 Remote Similarity NPD8516 Approved
0.6393 Remote Similarity NPD8513 Phase 3
0.6389 Remote Similarity NPD5210 Approved
0.6389 Remote Similarity NPD4629 Approved
0.6381 Remote Similarity NPD4753 Phase 2
0.6373 Remote Similarity NPD3133 Approved
0.6373 Remote Similarity NPD3668 Phase 3
0.6373 Remote Similarity NPD3665 Phase 1
0.6373 Remote Similarity NPD3666 Approved
0.6354 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6348 Remote Similarity NPD4730 Approved
0.6348 Remote Similarity NPD4729 Approved
0.6348 Remote Similarity NPD5128 Approved
0.6325 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6321 Remote Similarity NPD5785 Approved
0.6316 Remote Similarity NPD4768 Approved
0.6316 Remote Similarity NPD4767 Approved
0.63 Remote Similarity NPD7525 Registered
0.63 Remote Similarity NPD4695 Discontinued
0.6289 Remote Similarity NPD3702 Approved
0.6289 Remote Similarity NPD3703 Phase 2
0.6283 Remote Similarity NPD4754 Approved
0.626 Remote Similarity NPD6909 Approved
0.626 Remote Similarity NPD6908 Approved
0.625 Remote Similarity NPD6868 Approved
0.6239 Remote Similarity NPD5249 Phase 3
0.6239 Remote Similarity NPD5247 Approved
0.6239 Remote Similarity NPD5251 Approved
0.6239 Remote Similarity NPD5248 Approved
0.6239 Remote Similarity NPD5250 Approved
0.6226 Remote Similarity NPD6904 Approved

Structure

External Identifiers

PubChem CID   44587991
ChEMBL   CHEMBL456557
ZINC  

Physicochemical Properties

Molecular Weight:  366.17
ALogP:  -0.2367
MLogP:  2.78
XLogP:  1.635
# Rotatable Bonds:  9
Polar Surface Area:  99.13
# H-Bond Aceptor:  7
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  26

Download Data

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