Natural Product: NPC471932

Natural Product ID:  NPC471932
Common Name:   (1R,4R,5S,6R,7S,8R,9S,2''s,2'''e)-4-Acetoxy-8-(2''-Methylbutanoyloxy)-9-(3'''-Methyl-2'''-Pentenoyloxy)-10(14)-Oplopen-3-One
IUPAC Name:   [(1S,3aR,5S,6R,7S,7aR)-1-[(1R)-1-acetyloxyethyl]-6-[(2S)-2-methylbutanoyl]oxy-4-methylidene-2-oxo-7-propan-2-yl-3,3a,5,6,7,7a-hexahydro-1H-inden-5-yl] (E)-3-methylpent-2-enoate
Synonyms:  
Molecular Formula:   C28H42O7
Standard InCHIKey:  ZAHNEGFDQRIZHX-WZRMXTHLSA-N
Standard InCHI:  InChI=1S/C28H42O7/c1-10-15(5)12-22(31)34-26-17(7)20-13-21(30)24(18(8)33-19(9)29)25(20)23(14(3)4)27(26)35-28(32)16(6)11-2/h12,14,16,18,20,23-27H,7,10-11,13H2,1-6,8-9H3/b15-12+/t16-,18+,20-,23-,24-,25+,26-,27+/m0/s1
Canonical SMILES:  CC[C@@H](C(=O)O[C@H]1[C@@H](OC(=O)/C=C(/CC)C)C(=C)[C@H]2[C@H]([C@@H]1C(C)C)[C@@H]([C@H](OC(=O)C)C)C(=O)C2)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
NPO27190 Pittocaulon filare Species Asteraceae Eukaryota PMID[24842703]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT32 Organism Mus musculus Mus musculus Activity = 12.67 % 12565969
NPT32 Organism Mus musculus Mus musculus ID50 = 0.17 nmol DrugMatrix in vivo data: Pathology

  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 NPC471932 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
0.9381 High Similarity NPC103088
0.9381 High Similarity NPC470979
0.9381 High Similarity NPC470975
0.9149 High Similarity NPC118159
0.8835 High Similarity NPC471933
0.8687 High Similarity NPC475750
0.8544 High Similarity NPC471934
0.8265 Intermediate Similarity NPC470974
0.8265 Intermediate Similarity NPC470978
0.8224 Intermediate Similarity NPC470120
0.8182 Intermediate Similarity NPC475520
0.8144 Intermediate Similarity NPC233437
0.8144 Intermediate Similarity NPC207641
0.8144 Intermediate Similarity NPC221282
0.8144 Intermediate Similarity NPC472953
0.8125 Intermediate Similarity NPC269642
0.8125 Intermediate Similarity NPC170538
0.8091 Intermediate Similarity NPC473720
0.8053 Intermediate Similarity NPC11895
0.8041 Intermediate Similarity NPC161638
0.8039 Intermediate Similarity NPC475099
0.8018 Intermediate Similarity NPC475041
0.8 Intermediate Similarity NPC474716
0.7981 Intermediate Similarity NPC470297
0.7963 Intermediate Similarity NPC476801
0.7959 Intermediate Similarity NPC473944
0.7946 Intermediate Similarity NPC476961
0.7944 Intermediate Similarity NPC179642
0.7944 Intermediate Similarity NPC253906
0.7941 Intermediate Similarity NPC471413
0.7941 Intermediate Similarity NPC306856
0.7938 Intermediate Similarity NPC288699
0.7928 Intermediate Similarity NPC470420
0.7925 Intermediate Similarity NPC473482
0.7925 Intermediate Similarity NPC475418
0.7925 Intermediate Similarity NPC318363
0.7921 Intermediate Similarity NPC110937
0.7921 Intermediate Similarity NPC2049
0.7913 Intermediate Similarity NPC293112
0.7913 Intermediate Similarity NPC473635
0.7909 Intermediate Similarity NPC190286
0.7905 Intermediate Similarity NPC470980
0.7895 Intermediate Similarity NPC469789
0.789 Intermediate Similarity NPC472926
0.7885 Intermediate Similarity NPC254202
0.7876 Intermediate Similarity NPC46570
0.7864 Intermediate Similarity NPC471412
0.7857 Intermediate Similarity NPC472667
0.7857 Intermediate Similarity NPC42673
0.7857 Intermediate Similarity NPC230513
0.785 Intermediate Similarity NPC273433
0.785 Intermediate Similarity NPC469370
0.785 Intermediate Similarity NPC475065
0.7843 Intermediate Similarity NPC252295
0.7843 Intermediate Similarity NPC176845
0.7838 Intermediate Similarity NPC473656
0.7838 Intermediate Similarity NPC284068
0.783 Intermediate Similarity NPC180744
0.783 Intermediate Similarity NPC330011
0.783 Intermediate Similarity NPC329048
0.783 Intermediate Similarity NPC133422
0.783 Intermediate Similarity NPC472925
0.7826 Intermediate Similarity NPC81736
0.7826 Intermediate Similarity NPC172154
0.7826 Intermediate Similarity NPC8369
0.7818 Intermediate Similarity NPC178289
0.7818 Intermediate Similarity NPC90472
0.7818 Intermediate Similarity NPC470953
0.7812 Intermediate Similarity NPC220478
0.7812 Intermediate Similarity NPC261253
0.7812 Intermediate Similarity NPC474045
0.7812 Intermediate Similarity NPC469676
0.781 Intermediate Similarity NPC189616
0.7807 Intermediate Similarity NPC107493
0.78 Intermediate Similarity NPC148463
0.78 Intermediate Similarity NPC476716
0.78 Intermediate Similarity NPC470697
0.7798 Intermediate Similarity NPC269530
0.7788 Intermediate Similarity NPC470972
0.7788 Intermediate Similarity NPC251226
0.7788 Intermediate Similarity NPC162973
0.7788 Intermediate Similarity NPC268530
0.7788 Intermediate Similarity NPC4548
0.7788 Intermediate Similarity NPC154491
0.7788 Intermediate Similarity NPC472004
0.7778 Intermediate Similarity NPC470230
0.7768 Intermediate Similarity NPC153440
0.7768 Intermediate Similarity NPC475372
0.7767 Intermediate Similarity NPC469551
0.7767 Intermediate Similarity NPC117685
0.7767 Intermediate Similarity NPC476933
0.7757 Intermediate Similarity NPC476802
0.7757 Intermediate Similarity NPC89171
0.7748 Intermediate Similarity NPC106228
0.7748 Intermediate Similarity NPC154363
0.7748 Intermediate Similarity NPC470793
0.7748 Intermediate Similarity NPC72772
0.7748 Intermediate Similarity NPC176840
0.7748 Intermediate Similarity NPC138372
0.7748 Intermediate Similarity NPC196931
0.7748 Intermediate Similarity NPC469794
0.7748 Intermediate Similarity NPC471127
0.7748 Intermediate Similarity NPC234858
0.7745 Intermediate Similarity NPC17326
0.7745 Intermediate Similarity NPC134454
0.7739 Intermediate Similarity NPC120724
0.7739 Intermediate Similarity NPC473802
0.7739 Intermediate Similarity NPC472399
0.7736 Intermediate Similarity NPC469874
0.7736 Intermediate Similarity NPC323834
0.7727 Intermediate Similarity NPC250109
0.7727 Intermediate Similarity NPC962
0.7727 Intermediate Similarity NPC473535
0.7719 Intermediate Similarity NPC310511
0.7719 Intermediate Similarity NPC4021
0.7719 Intermediate Similarity NPC67569
0.7719 Intermediate Similarity NPC159456
0.7714 Intermediate Similarity NPC475526
0.7714 Intermediate Similarity NPC329345
0.7714 Intermediate Similarity NPC473283
0.7712 Intermediate Similarity NPC472770
0.7712 Intermediate Similarity NPC231529
0.7706 Intermediate Similarity NPC470960
0.7699 Intermediate Similarity NPC312536
0.7699 Intermediate Similarity NPC5292
0.7699 Intermediate Similarity NPC476960
0.7699 Intermediate Similarity NPC305260
0.7699 Intermediate Similarity NPC270850
0.7692 Intermediate Similarity NPC472924
0.7692 Intermediate Similarity NPC287423
0.7692 Intermediate Similarity NPC42399
0.7692 Intermediate Similarity NPC310981
0.7679 Intermediate Similarity NPC472927
0.7679 Intermediate Similarity NPC476959
0.7679 Intermediate Similarity NPC55296
0.7679 Intermediate Similarity NPC470959
0.7679 Intermediate Similarity NPC10721
0.7679 Intermediate Similarity NPC53396
0.7679 Intermediate Similarity NPC98249
0.7679 Intermediate Similarity NPC469684
0.7679 Intermediate Similarity NPC476965
0.7677 Intermediate Similarity NPC152467
0.7677 Intermediate Similarity NPC8062
0.7672 Intermediate Similarity NPC473919
0.7672 Intermediate Similarity NPC473709
0.767 Intermediate Similarity NPC264378
0.7664 Intermediate Similarity NPC475587
0.7664 Intermediate Similarity NPC469558
0.7664 Intermediate Similarity NPC475510
0.7658 Intermediate Similarity NPC67259
0.7658 Intermediate Similarity NPC147912
0.7658 Intermediate Similarity NPC474181
0.7658 Intermediate Similarity NPC284915
0.7658 Intermediate Similarity NPC238667
0.7652 Intermediate Similarity NPC470265
0.7652 Intermediate Similarity NPC23786
0.7647 Intermediate Similarity NPC21302
0.7647 Intermediate Similarity NPC29952
0.7647 Intermediate Similarity NPC11396
0.7647 Intermediate Similarity NPC307164
0.7647 Intermediate Similarity NPC111684
0.7647 Intermediate Similarity NPC58052
0.7642 Intermediate Similarity NPC96268
0.7636 Intermediate Similarity NPC265391
0.7636 Intermediate Similarity NPC470063
0.7634 Intermediate Similarity NPC469690
0.7634 Intermediate Similarity NPC469620
0.7632 Intermediate Similarity NPC476962
0.7632 Intermediate Similarity NPC474585
0.7632 Intermediate Similarity NPC79579
0.7632 Intermediate Similarity NPC143755
0.7627 Intermediate Similarity NPC311534
0.7627 Intermediate Similarity NPC245094
0.7624 Intermediate Similarity NPC84893
0.7624 Intermediate Similarity NPC471078
0.7624 Intermediate Similarity NPC473280
0.7624 Intermediate Similarity NPC473431
0.7624 Intermediate Similarity NPC473435
0.7619 Intermediate Similarity NPC105725
0.7619 Intermediate Similarity NPC80781
0.7619 Intermediate Similarity NPC137430
0.7619 Intermediate Similarity NPC32577
0.7619 Intermediate Similarity NPC155332
0.7619 Intermediate Similarity NPC474709
0.7619 Intermediate Similarity NPC114540
0.7619 Intermediate Similarity NPC295791
0.7615 Intermediate Similarity NPC472215
0.7615 Intermediate Similarity NPC472214
0.7611 Intermediate Similarity NPC124676
0.7611 Intermediate Similarity NPC146280
0.7611 Intermediate Similarity NPC284707
0.7607 Intermediate Similarity NPC471939
0.7604 Intermediate Similarity NPC30486
0.76 Intermediate Similarity NPC290651
0.76 Intermediate Similarity NPC165180
0.7596 Intermediate Similarity NPC474718
0.7596 Intermediate Similarity NPC470906
0.7596 Intermediate Similarity NPC54705
0.7596 Intermediate Similarity NPC477521
0.7596 Intermediate Similarity NPC476274

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471932 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
0.767 Intermediate Similarity NPD7638 Approved
0.7596 Intermediate Similarity NPD7639 Approved
0.7596 Intermediate Similarity NPD7640 Approved
0.757 Intermediate Similarity NPD6008 Approved
0.7522 Intermediate Similarity NPD7115 Discovery
0.7333 Intermediate Similarity NPD4225 Approved
0.7273 Intermediate Similarity NPD7319 Approved
0.7216 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7184 Intermediate Similarity NPD5778 Approved
0.7184 Intermediate Similarity NPD5779 Approved
0.7179 Intermediate Similarity NPD6319 Approved
0.7168 Intermediate Similarity NPD6053 Discontinued
0.7167 Intermediate Similarity NPD7507 Approved
0.7157 Intermediate Similarity NPD46 Approved
0.7157 Intermediate Similarity NPD6698 Approved
0.7129 Intermediate Similarity NPD6672 Approved
0.7129 Intermediate Similarity NPD5737 Approved
0.7105 Intermediate Similarity NPD4632 Approved
0.7103 Intermediate Similarity NPD6648 Approved
0.71 Intermediate Similarity NPD6409 Approved
0.71 Intermediate Similarity NPD7521 Approved
0.71 Intermediate Similarity NPD7334 Approved
0.71 Intermediate Similarity NPD7146 Approved
0.71 Intermediate Similarity NPD6684 Approved
0.71 Intermediate Similarity NPD5330 Approved
0.7091 Intermediate Similarity NPD7128 Approved
0.7091 Intermediate Similarity NPD6402 Approved
0.7091 Intermediate Similarity NPD5739 Approved
0.7091 Intermediate Similarity NPD6675 Approved
0.7083 Intermediate Similarity NPD7492 Approved
0.7059 Intermediate Similarity NPD5328 Approved
0.7037 Intermediate Similarity NPD5344 Discontinued
0.7034 Intermediate Similarity NPD6059 Approved
0.7034 Intermediate Similarity NPD6054 Approved
0.7027 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7025 Intermediate Similarity NPD6616 Approved
0.7019 Intermediate Similarity NPD6399 Phase 3
0.7018 Intermediate Similarity NPD8297 Approved
0.7 Intermediate Similarity NPD1694 Approved
0.7 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.6991 Remote Similarity NPD6371 Approved
0.699 Remote Similarity NPD5785 Approved
0.6972 Remote Similarity NPD7632 Discontinued
0.6967 Remote Similarity NPD7078 Approved
0.6967 Remote Similarity NPD8293 Discontinued
0.6964 Remote Similarity NPD7320 Approved
0.6964 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6964 Remote Similarity NPD6899 Approved
0.6964 Remote Similarity NPD6881 Approved
0.6964 Remote Similarity NPD6686 Approved
0.6961 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6961 Remote Similarity NPD6903 Approved
0.6931 Remote Similarity NPD5786 Approved
0.6923 Remote Similarity NPD7983 Approved
0.6923 Remote Similarity NPD5693 Phase 1
0.6923 Remote Similarity NPD6009 Approved
0.6923 Remote Similarity NPD6079 Approved
0.6917 Remote Similarity NPD6370 Approved
0.6911 Remote Similarity NPD7736 Approved
0.6903 Remote Similarity NPD6372 Approved
0.6903 Remote Similarity NPD6373 Approved
0.6903 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6887 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6875 Remote Similarity NPD5697 Approved
0.6875 Remote Similarity NPD5701 Approved
0.686 Remote Similarity NPD7604 Phase 2
0.6842 Remote Similarity NPD7102 Approved
0.6842 Remote Similarity NPD7290 Approved
0.6842 Remote Similarity NPD6883 Approved
0.6842 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6833 Remote Similarity NPD6015 Approved
0.6833 Remote Similarity NPD6016 Approved
0.6833 Remote Similarity NPD5983 Phase 2
0.6832 Remote Similarity NPD5363 Approved
0.6814 Remote Similarity NPD6011 Approved
0.6792 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6792 Remote Similarity NPD7748 Approved
0.6792 Remote Similarity NPD7900 Approved
0.6783 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6783 Remote Similarity NPD8130 Phase 1
0.6783 Remote Similarity NPD6650 Approved
0.6783 Remote Similarity NPD6869 Approved
0.6783 Remote Similarity NPD6847 Approved
0.6783 Remote Similarity NPD6649 Approved
0.6783 Remote Similarity NPD6617 Approved
0.6777 Remote Similarity NPD5988 Approved
0.6762 Remote Similarity NPD7637 Suspended
0.6754 Remote Similarity NPD6013 Approved
0.6754 Remote Similarity NPD6014 Approved
0.6754 Remote Similarity NPD6012 Approved
0.6748 Remote Similarity NPD6336 Discontinued
0.6731 Remote Similarity NPD1695 Approved
0.6731 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6731 Remote Similarity NPD6080 Approved
0.6731 Remote Similarity NPD6904 Approved
0.6731 Remote Similarity NPD6101 Approved
0.6731 Remote Similarity NPD6673 Approved
0.6729 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6724 Remote Similarity NPD6882 Approved
0.67 Remote Similarity NPD4269 Approved
0.67 Remote Similarity NPD4270 Approved
0.6699 Remote Similarity NPD3573 Approved
0.6696 Remote Similarity NPD4634 Approved
0.6667 Remote Similarity NPD7516 Approved
0.6667 Remote Similarity NPD4697 Phase 3
0.6667 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5222 Approved
0.6667 Remote Similarity NPD5221 Approved
0.664 Remote Similarity NPD6033 Approved
0.6634 Remote Similarity NPD5362 Discontinued
0.6614 Remote Similarity NPD7260 Phase 2
0.6606 Remote Similarity NPD6084 Phase 2
0.6606 Remote Similarity NPD4755 Approved
0.6606 Remote Similarity NPD5173 Approved
0.6606 Remote Similarity NPD7902 Approved
0.6606 Remote Similarity NPD6083 Phase 2
0.6604 Remote Similarity NPD6050 Approved
0.6604 Remote Similarity NPD7515 Phase 2
0.6604 Remote Similarity NPD6411 Approved
0.6602 Remote Similarity NPD3618 Phase 1
0.66 Remote Similarity NPD5369 Approved
0.6585 Remote Similarity NPD8328 Phase 3
0.6583 Remote Similarity NPD7327 Approved
0.6583 Remote Similarity NPD7328 Approved
0.6579 Remote Similarity NPD6412 Phase 2
0.6574 Remote Similarity NPD5695 Phase 3
0.6571 Remote Similarity NPD6051 Approved
0.6569 Remote Similarity NPD4786 Approved
0.6557 Remote Similarity NPD8517 Approved
0.6557 Remote Similarity NPD8515 Approved
0.6557 Remote Similarity NPD8513 Phase 3
0.6557 Remote Similarity NPD8033 Approved
0.6557 Remote Similarity NPD8516 Approved
0.6555 Remote Similarity NPD6868 Approved
0.6535 Remote Similarity NPD6435 Approved
0.6535 Remote Similarity NPD5209 Approved
0.6518 Remote Similarity NPD5211 Phase 2
0.6509 Remote Similarity NPD7838 Discovery
0.6509 Remote Similarity NPD5692 Phase 3
0.65 Remote Similarity NPD4252 Approved
0.6486 Remote Similarity NPD4696 Approved
0.6486 Remote Similarity NPD5285 Approved
0.6486 Remote Similarity NPD4700 Approved
0.6486 Remote Similarity NPD5286 Approved
0.6481 Remote Similarity NPD6001 Approved
0.6476 Remote Similarity NPD5208 Approved
0.6475 Remote Similarity NPD8294 Approved
0.6475 Remote Similarity NPD8377 Approved
0.6465 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6449 Remote Similarity NPD8035 Phase 2
0.6449 Remote Similarity NPD5694 Approved
0.6449 Remote Similarity NPD8034 Phase 2
0.6446 Remote Similarity NPD6335 Approved
0.6442 Remote Similarity NPD6098 Approved
0.6434 Remote Similarity NPD8338 Approved
0.6429 Remote Similarity NPD5223 Approved
0.6423 Remote Similarity NPD8296 Approved
0.6423 Remote Similarity NPD8378 Approved
0.6423 Remote Similarity NPD8380 Approved
0.6423 Remote Similarity NPD8379 Approved
0.6423 Remote Similarity NPD8335 Approved
0.6417 Remote Similarity NPD6274 Approved
0.6408 Remote Similarity NPD3668 Phase 3
0.6404 Remote Similarity NPD5141 Approved
0.6396 Remote Similarity NPD5696 Approved
0.6393 Remote Similarity NPD7100 Approved
0.6393 Remote Similarity NPD7101 Approved
0.6389 Remote Similarity NPD4202 Approved
0.6373 Remote Similarity NPD3667 Approved
0.6372 Remote Similarity NPD4633 Approved
0.6372 Remote Similarity NPD5225 Approved
0.6372 Remote Similarity NPD5224 Approved
0.6372 Remote Similarity NPD5226 Approved
0.6364 Remote Similarity NPD7839 Suspended
0.6364 Remote Similarity NPD6317 Approved
0.6355 Remote Similarity NPD5207 Approved
0.6346 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6346 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6337 Remote Similarity NPD5368 Approved
0.633 Remote Similarity NPD5282 Discontinued
0.6327 Remote Similarity NPD8039 Approved
0.6316 Remote Similarity NPD5175 Approved
0.6316 Remote Similarity NPD4754 Approved
0.6316 Remote Similarity NPD5174 Approved
0.6311 Remote Similarity NPD6314 Approved
0.6311 Remote Similarity NPD7154 Phase 3
0.6311 Remote Similarity NPD6313 Approved
0.6308 Remote Similarity NPD6845 Suspended
0.6299 Remote Similarity NPD8074 Phase 3
0.629 Remote Similarity NPD6909 Approved
0.629 Remote Similarity NPD6908 Approved
0.629 Remote Similarity NPD7503 Approved
0.629 Remote Similarity NPD6921 Approved
0.6286 Remote Similarity NPD5279 Phase 3
0.6286 Remote Similarity NPD3574 Clinical (unspecified phase)
0.625 Remote Similarity NPD8337 Approved
0.625 Remote Similarity NPD3665 Phase 1
0.625 Remote Similarity NPD8336 Approved
0.625 Remote Similarity NPD3666 Approved

Structure

External Identifiers

PubChem CID   90683359
ChEMBL   CHEMBL3298989
ZINC  

Physicochemical Properties

Molecular Weight:  490.29
ALogP:  1.1456
MLogP:  3.77
XLogP:  4.575
# Rotatable Bonds:  20
Polar Surface Area:  95.97
# H-Bond Aceptor:  7
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  35

Download Data

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