Natural Product: NPC470980

Natural Product ID:  NPC470980
Common Name:   Songaricalarin A
IUPAC Name:   [(1S,2R,3S,3aR,5S,6R,7S,7aS)-1-[(1S)-1-acetyloxyethyl]-3,6-dihydroxy-2-(2-methylbutanoyloxy)-4-methylidene-7-[(2S)-2-methyloxiran-2-yl]-1,2,3,3a,5,6,7,7a-octahydroinden-5-yl] (E)-3-methylpent-2-enoate
Synonyms:   Songaricalarin A
Molecular Formula:   C28H42O9
Standard InCHIKey:  ABZABIRGUJABNL-BBQIEXHJSA-N
Standard InCHI:  InChI=1S/C28H42O9/c1-9-13(3)11-18(30)36-25-15(5)19-21(22(24(25)32)28(8)12-34-28)20(16(6)35-17(7)29)26(23(19)31)37-27(33)14(4)10-2/h11,14,16,19-26,31-32H,5,9-10,12H2,1-4,6-8H3/b13-11+/t14?,16-,19-,20+,21-,22-,23-,24+,25-,26+,28+/m0/s1
Canonical SMILES:  CC/C(=C/C(=O)O[C@H]1C(=C)[C@@H]2[C@H](O)[C@@H]([C@@H]([C@H]2[C@@H]([C@H]1O)[C@]1(C)OC1)[C@@H](OC(=O)C)C)OC(=O)C(CC)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
NPO5813 Ligularia songarica Species Asteraceae Eukaryota PMID[23043462]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell Line KB Homo sapiens EC50 = 17.4 ug/ml 21377877
NPT83 Cell Line MCF7 Homo sapiens EC50 = 10.4 ug/ml 21377877
NPT81 Cell Line A549 Homo sapiens EC50 > 20 ug/ml 21377877
NPT2 Others Unspecified EC50 = 10.4 ug/ml 21377877

  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 NPC470980 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
0.9691 High Similarity NPC470972
0.8835 High Similarity NPC475290
0.8738 High Similarity NPC473577
0.8738 High Similarity NPC475585
0.8738 High Similarity NPC474550
0.8558 High Similarity NPC103298
0.8558 High Similarity NPC288502
0.8558 High Similarity NPC181104
0.8558 High Similarity NPC475331
0.8558 High Similarity NPC475335
0.8558 High Similarity NPC121518
0.8558 High Similarity NPC201144
0.8558 High Similarity NPC80809
0.8532 High Similarity NPC216665
0.8476 Intermediate Similarity NPC470975
0.8476 Intermediate Similarity NPC60315
0.8476 Intermediate Similarity NPC470979
0.8476 Intermediate Similarity NPC103088
0.8462 Intermediate Similarity NPC473694
0.8462 Intermediate Similarity NPC475623
0.8462 Intermediate Similarity NPC475334
0.8411 Intermediate Similarity NPC471934
0.8393 Intermediate Similarity NPC472667
0.8365 Intermediate Similarity NPC472552
0.8365 Intermediate Similarity NPC214714
0.8365 Intermediate Similarity NPC200672
0.8364 Intermediate Similarity NPC43213
0.835 Intermediate Similarity NPC272223
0.8349 Intermediate Similarity NPC471933
0.8333 Intermediate Similarity NPC472998
0.8318 Intermediate Similarity NPC88701
0.8317 Intermediate Similarity NPC469583
0.8302 Intermediate Similarity NPC186668
0.8286 Intermediate Similarity NPC474124
0.8269 Intermediate Similarity NPC475617
0.8269 Intermediate Similarity NPC472554
0.8269 Intermediate Similarity NPC26557
0.8257 Intermediate Similarity NPC470076
0.8235 Intermediate Similarity NPC472996
0.8235 Intermediate Similarity NPC472995
0.8235 Intermediate Similarity NPC472997
0.823 Intermediate Similarity NPC278681
0.822 Intermediate Similarity NPC475371
0.8208 Intermediate Similarity NPC473543
0.82 Intermediate Similarity NPC122057
0.8198 Intermediate Similarity NPC178289
0.819 Intermediate Similarity NPC252242
0.819 Intermediate Similarity NPC475344
0.819 Intermediate Similarity NPC476471
0.819 Intermediate Similarity NPC475956
0.8165 Intermediate Similarity NPC472215
0.8165 Intermediate Similarity NPC472214
0.8158 Intermediate Similarity NPC112936
0.8158 Intermediate Similarity NPC143755
0.8148 Intermediate Similarity NPC181994
0.8142 Intermediate Similarity NPC16701
0.8137 Intermediate Similarity NPC329435
0.8131 Intermediate Similarity NPC119855
0.8131 Intermediate Similarity NPC220217
0.8125 Intermediate Similarity NPC470793
0.8125 Intermediate Similarity NPC470075
0.8113 Intermediate Similarity NPC474783
0.8113 Intermediate Similarity NPC472821
0.8113 Intermediate Similarity NPC473523
0.8113 Intermediate Similarity NPC260809
0.8113 Intermediate Similarity NPC232515
0.8087 Intermediate Similarity NPC310511
0.8087 Intermediate Similarity NPC312481
0.8077 Intermediate Similarity NPC474957
0.8077 Intermediate Similarity NPC79449
0.8073 Intermediate Similarity NPC257853
0.807 Intermediate Similarity NPC213761
0.807 Intermediate Similarity NPC35171
0.807 Intermediate Similarity NPC475041
0.8053 Intermediate Similarity NPC185287
0.8053 Intermediate Similarity NPC157380
0.8053 Intermediate Similarity NPC290693
0.8053 Intermediate Similarity NPC203862
0.8053 Intermediate Similarity NPC152615
0.8036 Intermediate Similarity NPC305044
0.8036 Intermediate Similarity NPC265290
0.8019 Intermediate Similarity NPC475986
0.8019 Intermediate Similarity NPC475038
0.8019 Intermediate Similarity NPC109195
0.8017 Intermediate Similarity NPC115349
0.8017 Intermediate Similarity NPC470265
0.8017 Intermediate Similarity NPC269642
0.8017 Intermediate Similarity NPC23786
0.8 Intermediate Similarity NPC38855
0.8 Intermediate Similarity NPC473510
0.8 Intermediate Similarity NPC230546
0.8 Intermediate Similarity NPC79579
0.8 Intermediate Similarity NPC472004
0.7983 Intermediate Similarity NPC470850
0.7982 Intermediate Similarity NPC469916
0.7982 Intermediate Similarity NPC94377
0.7982 Intermediate Similarity NPC472439
0.7981 Intermediate Similarity NPC210337
0.7981 Intermediate Similarity NPC476057
0.7981 Intermediate Similarity NPC347923
0.7981 Intermediate Similarity NPC205143
0.7981 Intermediate Similarity NPC475033
0.7981 Intermediate Similarity NPC254121
0.7981 Intermediate Similarity NPC475032
0.7966 Intermediate Similarity NPC470973
0.7965 Intermediate Similarity NPC199428
0.7965 Intermediate Similarity NPC106228
0.7965 Intermediate Similarity NPC5311
0.7965 Intermediate Similarity NPC138372
0.7965 Intermediate Similarity NPC193382
0.7965 Intermediate Similarity NPC99620
0.7965 Intermediate Similarity NPC310341
0.7963 Intermediate Similarity NPC469960
0.7963 Intermediate Similarity NPC93026
0.7963 Intermediate Similarity NPC265502
0.7963 Intermediate Similarity NPC29389
0.7961 Intermediate Similarity NPC220221
0.7949 Intermediate Similarity NPC473802
0.7949 Intermediate Similarity NPC6193
0.7949 Intermediate Similarity NPC129992
0.7946 Intermediate Similarity NPC101400
0.7946 Intermediate Similarity NPC962
0.7946 Intermediate Similarity NPC101965
0.7946 Intermediate Similarity NPC317210
0.7946 Intermediate Similarity NPC250109
0.7944 Intermediate Similarity NPC196471
0.7944 Intermediate Similarity NPC10232
0.7944 Intermediate Similarity NPC160583
0.7944 Intermediate Similarity NPC187302
0.7944 Intermediate Similarity NPC23584
0.7944 Intermediate Similarity NPC189588
0.7944 Intermediate Similarity NPC97487
0.7931 Intermediate Similarity NPC233500
0.7931 Intermediate Similarity NPC67569
0.7928 Intermediate Similarity NPC71680
0.7925 Intermediate Similarity NPC222875
0.7925 Intermediate Similarity NPC268829
0.7925 Intermediate Similarity NPC25177
0.7925 Intermediate Similarity NPC247701
0.7925 Intermediate Similarity NPC295110
0.7925 Intermediate Similarity NPC11974
0.7921 Intermediate Similarity NPC471378
0.7921 Intermediate Similarity NPC312471
0.7917 Intermediate Similarity NPC104382
0.7913 Intermediate Similarity NPC44899
0.7913 Intermediate Similarity NPC329905
0.7913 Intermediate Similarity NPC9674
0.7913 Intermediate Similarity NPC19028
0.7913 Intermediate Similarity NPC304260
0.7913 Intermediate Similarity NPC5883
0.7913 Intermediate Similarity NPC29639
0.7913 Intermediate Similarity NPC219656
0.7913 Intermediate Similarity NPC5292
0.7909 Intermediate Similarity NPC472216
0.7909 Intermediate Similarity NPC5475
0.7909 Intermediate Similarity NPC284828
0.7909 Intermediate Similarity NPC173905
0.7905 Intermediate Similarity NPC222303
0.7905 Intermediate Similarity NPC471932
0.7905 Intermediate Similarity NPC274458
0.7895 Intermediate Similarity NPC158344
0.7895 Intermediate Similarity NPC77319
0.7895 Intermediate Similarity NPC309034
0.7895 Intermediate Similarity NPC473852
0.7895 Intermediate Similarity NPC196429
0.7895 Intermediate Similarity NPC244402
0.7895 Intermediate Similarity NPC142066
0.7895 Intermediate Similarity NPC243196
0.7895 Intermediate Similarity NPC93883
0.7895 Intermediate Similarity NPC471353
0.7895 Intermediate Similarity NPC471355
0.7895 Intermediate Similarity NPC474418
0.7895 Intermediate Similarity NPC157376
0.7895 Intermediate Similarity NPC99728
0.7895 Intermediate Similarity NPC87250
0.7895 Intermediate Similarity NPC50305
0.7895 Intermediate Similarity NPC471354
0.7895 Intermediate Similarity NPC27507
0.7895 Intermediate Similarity NPC84987
0.7895 Intermediate Similarity NPC34390
0.7895 Intermediate Similarity NPC471351
0.789 Intermediate Similarity NPC473586
0.789 Intermediate Similarity NPC472820
0.789 Intermediate Similarity NPC469959
0.789 Intermediate Similarity NPC187435
0.789 Intermediate Similarity NPC472263
0.789 Intermediate Similarity NPC469957
0.789 Intermediate Similarity NPC67321
0.789 Intermediate Similarity NPC108682
0.7885 Intermediate Similarity NPC88009
0.7885 Intermediate Similarity NPC475304
0.7881 Intermediate Similarity NPC469790
0.7881 Intermediate Similarity NPC473919
0.7881 Intermediate Similarity NPC8374
0.7881 Intermediate Similarity NPC473709
0.7876 Intermediate Similarity NPC471633
0.7876 Intermediate Similarity NPC84949
0.7876 Intermediate Similarity NPC31354
0.7876 Intermediate Similarity NPC69576
0.787 Intermediate Similarity NPC161775

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC470980 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
0.8269 Intermediate Similarity NPD5344 Discontinued
0.7921 Intermediate Similarity NPD6698 Approved
0.7921 Intermediate Similarity NPD46 Approved
0.7913 Intermediate Similarity NPD7516 Approved
0.7905 Intermediate Similarity NPD7638 Approved
0.783 Intermediate Similarity NPD7639 Approved
0.783 Intermediate Similarity NPD6648 Approved
0.783 Intermediate Similarity NPD7640 Approved
0.7826 Intermediate Similarity NPD7327 Approved
0.7826 Intermediate Similarity NPD7328 Approved
0.7778 Intermediate Similarity NPD8033 Approved
0.7745 Intermediate Similarity NPD7838 Discovery
0.7692 Intermediate Similarity NPD8377 Approved
0.7692 Intermediate Similarity NPD8294 Approved
0.7667 Intermediate Similarity NPD7507 Approved
0.7627 Intermediate Similarity NPD8380 Approved
0.7627 Intermediate Similarity NPD8379 Approved
0.7627 Intermediate Similarity NPD8378 Approved
0.7627 Intermediate Similarity NPD8296 Approved
0.7627 Intermediate Similarity NPD8335 Approved
0.7589 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7586 Intermediate Similarity NPD7115 Discovery
0.757 Intermediate Similarity NPD4225 Approved
0.748 Intermediate Similarity NPD7319 Approved
0.7479 Intermediate Similarity NPD7503 Approved
0.7411 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7395 Intermediate Similarity NPD6319 Approved
0.7391 Intermediate Similarity NPD6053 Discontinued
0.7368 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD6371 Approved
0.7345 Intermediate Similarity NPD6686 Approved
0.7241 Intermediate Similarity NPD8297 Approved
0.7207 Intermediate Similarity NPD7632 Discontinued
0.7179 Intermediate Similarity NPD4632 Approved
0.7168 Intermediate Similarity NPD5739 Approved
0.7168 Intermediate Similarity NPD6008 Approved
0.7168 Intermediate Similarity NPD6675 Approved
0.7168 Intermediate Similarity NPD6402 Approved
0.7168 Intermediate Similarity NPD7128 Approved
0.713 Intermediate Similarity NPD6373 Approved
0.713 Intermediate Similarity NPD6372 Approved
0.7105 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7087 Intermediate Similarity NPD6082 Clinical (unspecified phase)
0.7043 Intermediate Similarity NPD7320 Approved
0.7043 Intermediate Similarity NPD6881 Approved
0.7043 Intermediate Similarity NPD6899 Approved
0.7016 Intermediate Similarity NPD7492 Approved
0.7009 Intermediate Similarity NPD6649 Approved
0.7009 Intermediate Similarity NPD6650 Approved
0.6967 Remote Similarity NPD6059 Approved
0.6967 Remote Similarity NPD6054 Approved
0.696 Remote Similarity NPD6616 Approved
0.6957 Remote Similarity NPD5701 Approved
0.6957 Remote Similarity NPD5697 Approved
0.6957 Remote Similarity NPD6412 Phase 2
0.6952 Remote Similarity NPD7524 Approved
0.6952 Remote Similarity NPD4250 Approved
0.6952 Remote Similarity NPD4251 Approved
0.6949 Remote Similarity NPD6882 Approved
0.6937 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6935 Remote Similarity NPD7604 Phase 2
0.6931 Remote Similarity NPD4819 Approved
0.6931 Remote Similarity NPD4822 Approved
0.6931 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6931 Remote Similarity NPD4821 Approved
0.6931 Remote Similarity NPD4820 Approved
0.6923 Remote Similarity NPD7102 Approved
0.6923 Remote Similarity NPD6883 Approved
0.6923 Remote Similarity NPD7290 Approved
0.6905 Remote Similarity NPD8293 Discontinued
0.6905 Remote Similarity NPD7078 Approved
0.6891 Remote Similarity NPD8133 Approved
0.6864 Remote Similarity NPD6847 Approved
0.6864 Remote Similarity NPD8130 Phase 1
0.6864 Remote Similarity NPD6617 Approved
0.6864 Remote Similarity NPD6869 Approved
0.686 Remote Similarity NPD6009 Approved
0.6857 Remote Similarity NPD4249 Approved
0.6855 Remote Similarity NPD6370 Approved
0.6852 Remote Similarity NPD7637 Suspended
0.685 Remote Similarity NPD7736 Approved
0.6847 Remote Similarity NPD6083 Phase 2
0.6847 Remote Similarity NPD6084 Phase 2
0.6838 Remote Similarity NPD6014 Approved
0.6838 Remote Similarity NPD6012 Approved
0.6838 Remote Similarity NPD6013 Approved
0.6822 Remote Similarity NPD1695 Approved
0.678 Remote Similarity NPD4634 Approved
0.6774 Remote Similarity NPD5983 Phase 2
0.6774 Remote Similarity NPD6016 Approved
0.6774 Remote Similarity NPD6015 Approved
0.6752 Remote Similarity NPD6011 Approved
0.6733 Remote Similarity NPD4271 Approved
0.6733 Remote Similarity NPD4268 Approved
0.6731 Remote Similarity NPD5362 Discontinued
0.6723 Remote Similarity NPD6401 Clinical (unspecified phase)
0.672 Remote Similarity NPD5988 Approved
0.6697 Remote Similarity NPD7983 Approved
0.6696 Remote Similarity NPD4755 Approved
0.6693 Remote Similarity NPD6336 Discontinued
0.6667 Remote Similarity NPD5695 Phase 3
0.6667 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4159 Approved
0.6667 Remote Similarity NPD6051 Approved
0.6636 Remote Similarity NPD6399 Phase 3
0.6636 Remote Similarity NPD4202 Approved
0.661 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6609 Remote Similarity NPD5211 Phase 2
0.6607 Remote Similarity NPD4792 Clinical (unspecified phase)
0.6606 Remote Similarity NPD5785 Approved
0.6606 Remote Similarity NPD3168 Discontinued
0.6583 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6579 Remote Similarity NPD5286 Approved
0.6579 Remote Similarity NPD4700 Approved
0.6579 Remote Similarity NPD5285 Approved
0.6579 Remote Similarity NPD4696 Approved
0.6571 Remote Similarity NPD6695 Phase 3
0.6571 Remote Similarity NPD5331 Approved
0.6571 Remote Similarity NPD5332 Approved
0.6538 Remote Similarity NPD4790 Discontinued
0.6518 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6508 Remote Similarity NPD8513 Phase 3
0.6508 Remote Similarity NPD8515 Approved
0.6508 Remote Similarity NPD8517 Approved
0.6508 Remote Similarity NPD8516 Approved
0.6504 Remote Similarity NPD6274 Approved
0.6496 Remote Similarity NPD5141 Approved
0.6491 Remote Similarity NPD5696 Approved
0.6486 Remote Similarity NPD5778 Approved
0.6486 Remote Similarity NPD5779 Approved
0.648 Remote Similarity NPD7100 Approved
0.648 Remote Similarity NPD7101 Approved
0.6476 Remote Similarity NPD6435 Approved
0.6466 Remote Similarity NPD5225 Approved
0.6466 Remote Similarity NPD5224 Approved
0.6466 Remote Similarity NPD4633 Approved
0.6466 Remote Similarity NPD5226 Approved
0.6462 Remote Similarity NPD6033 Approved
0.6449 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6449 Remote Similarity NPD5363 Approved
0.6442 Remote Similarity NPD7525 Registered
0.6441 Remote Similarity NPD4768 Approved
0.6441 Remote Similarity NPD4767 Approved
0.6417 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6415 Remote Similarity NPD7154 Phase 3
0.641 Remote Similarity NPD5175 Approved
0.641 Remote Similarity NPD5174 Approved
0.6406 Remote Similarity NPD6067 Discontinued
0.64 Remote Similarity NPD6335 Approved
0.6396 Remote Similarity NPD5693 Phase 1
0.6389 Remote Similarity NPD7521 Approved
0.6389 Remote Similarity NPD6684 Approved
0.6389 Remote Similarity NPD6409 Approved
0.6389 Remote Similarity NPD7334 Approved
0.6389 Remote Similarity NPD7146 Approved
0.6389 Remote Similarity NPD5330 Approved
0.6383 Remote Similarity NPD7625 Phase 1
0.6381 Remote Similarity NPD5369 Approved
0.6379 Remote Similarity NPD5223 Approved
0.6378 Remote Similarity NPD6908 Approved
0.6378 Remote Similarity NPD6909 Approved
0.6364 Remote Similarity NPD4753 Phase 2
0.6364 Remote Similarity NPD5328 Approved
0.6333 Remote Similarity NPD4730 Approved
0.6333 Remote Similarity NPD4729 Approved
0.633 Remote Similarity NPD4751 Clinical (unspecified phase)
0.633 Remote Similarity NPD7750 Discontinued
0.6325 Remote Similarity NPD3653 Clinical (unspecified phase)
0.6321 Remote Similarity NPD4270 Approved
0.6321 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6321 Remote Similarity NPD4269 Approved
0.632 Remote Similarity NPD6317 Approved
0.6286 Remote Similarity NPD6931 Approved
0.6286 Remote Similarity NPD6930 Phase 2
0.6286 Remote Similarity NPD5368 Approved
0.6283 Remote Similarity NPD7748 Approved
0.6279 Remote Similarity NPD8328 Phase 3
0.6273 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6273 Remote Similarity NPD6903 Approved
0.6271 Remote Similarity NPD4754 Approved
0.627 Remote Similarity NPD6313 Approved
0.627 Remote Similarity NPD6314 Approved
0.6261 Remote Similarity NPD7902 Approved
0.626 Remote Similarity NPD8074 Phase 3
0.625 Remote Similarity NPD6079 Approved
0.625 Remote Similarity NPD7515 Phase 2
0.625 Remote Similarity NPD5284 Approved
0.625 Remote Similarity NPD8035 Phase 2
0.625 Remote Similarity NPD8034 Phase 2
0.625 Remote Similarity NPD5281 Approved
0.6239 Remote Similarity NPD5786 Approved
0.6239 Remote Similarity NPD3618 Phase 1
0.623 Remote Similarity NPD5251 Approved
0.623 Remote Similarity NPD5250 Approved
0.623 Remote Similarity NPD5247 Approved
0.623 Remote Similarity NPD5248 Approved
0.623 Remote Similarity NPD5249 Phase 3
0.6216 Remote Similarity NPD6673 Approved
0.6216 Remote Similarity NPD6904 Approved
0.6216 Remote Similarity NPD6080 Approved

Structure

External Identifiers

PubChem CID   71717008
ChEMBL   CHEMBL2334779
ZINC  

Physicochemical Properties

Molecular Weight:  522.28
ALogP:  -0.369
MLogP:  3.55
XLogP:  2.512
# Rotatable Bonds:  21
Polar Surface Area:  131.89
# H-Bond Aceptor:  9
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  37

Download Data

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