Natural Product: NPC476542

Natural Product ID:  NPC476542
Common Name:   Fistulosaponin A
IUPAC Name:  
Synonyms:  
Molecular Formula:   C51H80O22
Standard InCHIKey:  MFYDEFVOMLKLGX-FPTSCALKSA-N
Standard InCHI:  InChI=1S/C51H80O22/c1-19(18-65-46-40(61)39(60)36(57)31(16-52)70-46)7-10-28-20(2)33-30(68-28)14-26-24-9-8-23-13-29(27(54)15-51(23,6)25(24)11-12-50(26,33)5)69-49-45(73-48-42(63)38(59)35(56)22(4)67-48)43(64)44(32(17-53)71-49)72-47-41(62)37(58)34(55)21(3)66-47/h8,19,21-22,24-26,29-49,52-53,55-64H,7,9-18H2,1-6H3/t19-,21-,22-,24+,25-,26-,29+,30-,31+,32+,33-,34-,35-,36+,37+,38+,39-,40+,41+,42+,43-,44+,45+,46+,47-,48-,49+,50-,51-/m0/s1
Canonical SMILES:  OC[C@H]1O[C@@H](O[C@@H]2CC3=CC[C@@H]4[C@@H]([C@]3(CC2=O)C)CC[C@]2([C@H]4C[C@H]3[C@@H]2C(=C(O3)CC[C@@H](CO[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)C)C)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O
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
NPO28923 Allium fistulosum Species Amaryllidaceae Eukaryota Seeds Zigong, Sichuan Province, China 2004-SEP PMID[20515043]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT737 Cell Line HUVEC Homo sapiens Activity = 59.5 % 20515043
NPT737 Cell Line HUVEC Homo sapiens Activity = 76.3 % 20515043
NPT737 Cell Line HUVEC Homo sapiens Activity = 80.1 % 20515043
NPT737 Cell Line HUVEC Homo sapiens Activity = 82.7 % 20515043
NPT737 Cell Line HUVEC Homo sapiens Activity = 86.3 % 20515043
NPT737 Cell Line HUVEC Homo sapiens Activity = 78.2 % 20515043

  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 NPC476542 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
0.9649 High Similarity NPC476545
0.9649 High Similarity NPC476543
0.9649 High Similarity NPC476544
0.9333 High Similarity NPC241008
0.9167 High Similarity NPC168899
0.9167 High Similarity NPC69273
0.9167 High Similarity NPC293623
0.9145 High Similarity NPC249553
0.9145 High Similarity NPC182900
0.9068 High Similarity NPC15918
0.9068 High Similarity NPC169816
0.9068 High Similarity NPC94072
0.9068 High Similarity NPC305771
0.9068 High Similarity NPC475431
0.9043 High Similarity NPC279638
0.8983 High Similarity NPC475182
0.8974 High Similarity NPC161738
0.8957 High Similarity NPC474557
0.8947 High Similarity NPC308140
0.8917 High Similarity NPC475194
0.8898 High Similarity NPC475187
0.8889 High Similarity NPC475357
0.887 High Similarity NPC476546
0.8833 High Similarity NPC160084
0.8833 High Similarity NPC256983
0.8793 High Similarity NPC208832
0.8783 High Similarity NPC474265
0.8783 High Similarity NPC130427
0.8783 High Similarity NPC210420
0.876 High Similarity NPC190846
0.876 High Similarity NPC473505
0.876 High Similarity NPC248202
0.876 High Similarity NPC473474
0.876 High Similarity NPC277191
0.875 High Similarity NPC156789
0.875 High Similarity NPC131824
0.8739 High Similarity NPC129393
0.8729 High Similarity NPC86020
0.8729 High Similarity NPC475632
0.872 High Similarity NPC475487
0.8689 High Similarity NPC93368
0.8684 High Similarity NPC194207
0.8684 High Similarity NPC475550
0.8684 High Similarity NPC244086
0.8684 High Similarity NPC300557
0.8684 High Similarity NPC309278
0.8684 High Similarity NPC208383
0.8684 High Similarity NPC475333
0.8684 High Similarity NPC477809
0.8684 High Similarity NPC84956
0.8684 High Similarity NPC248746
0.8684 High Similarity NPC102016
0.8684 High Similarity NPC46190
0.8684 High Similarity NPC218571
0.8684 High Similarity NPC22779
0.8684 High Similarity NPC6806
0.8684 High Similarity NPC224098
0.8684 High Similarity NPC249265
0.8684 High Similarity NPC470433
0.8684 High Similarity NPC171073
0.8684 High Similarity NPC232054
0.8684 High Similarity NPC73243
0.8684 High Similarity NPC95051
0.8684 High Similarity NPC150372
0.8678 High Similarity NPC228701
0.8673 High Similarity NPC94272
0.8667 High Similarity NPC476672
0.8655 High Similarity NPC190939
0.8655 High Similarity NPC197003
0.864 High Similarity NPC473519
0.864 High Similarity NPC473805
0.8632 High Similarity NPC477808
0.8632 High Similarity NPC165439
0.8632 High Similarity NPC473882
0.8609 High Similarity NPC222202
0.8609 High Similarity NPC475317
0.8609 High Similarity NPC52241
0.8609 High Similarity NPC269297
0.8609 High Similarity NPC224314
0.8609 High Similarity NPC154856
0.8609 High Similarity NPC23808
0.8609 High Similarity NPC87998
0.8609 High Similarity NPC477811
0.8596 High Similarity NPC98696
0.8583 High Similarity NPC308459
0.8583 High Similarity NPC471406
0.8571 High Similarity NPC102015
0.8559 High Similarity NPC189126
0.8559 High Similarity NPC148965
0.8559 High Similarity NPC477031
0.8559 High Similarity NPC63609
0.8547 High Similarity NPC260665
0.8547 High Similarity NPC477944
0.8537 High Similarity NPC104427
0.8534 High Similarity NPC477032
0.8534 High Similarity NPC13193
0.8534 High Similarity NPC470748
0.8534 High Similarity NPC477028
0.8534 High Similarity NPC294129
0.8534 High Similarity NPC124677
0.8534 High Similarity NPC475247
0.8534 High Similarity NPC476547
0.8512 High Similarity NPC476675
0.8512 High Similarity NPC42675
0.8509 High Similarity NPC470432
0.8509 High Similarity NPC230507
0.8509 High Similarity NPC283829
0.8509 High Similarity NPC305423
0.8509 High Similarity NPC161676
0.8509 High Similarity NPC14704
0.8509 High Similarity NPC113044
0.8487 Intermediate Similarity NPC477807
0.8468 Intermediate Similarity NPC292290
0.8462 Intermediate Similarity NPC244431
0.8462 Intermediate Similarity NPC42171
0.8462 Intermediate Similarity NPC31896
0.8462 Intermediate Similarity NPC32361
0.8462 Intermediate Similarity NPC263359
0.8462 Intermediate Similarity NPC210569
0.8455 Intermediate Similarity NPC130229
0.8455 Intermediate Similarity NPC476674
0.8448 Intermediate Similarity NPC247037
0.8435 Intermediate Similarity NPC128123
0.8435 Intermediate Similarity NPC295389
0.8435 Intermediate Similarity NPC295980
0.8421 Intermediate Similarity NPC181845
0.8417 Intermediate Similarity NPC109588
0.839 Intermediate Similarity NPC251309
0.839 Intermediate Similarity NPC79900
0.8376 Intermediate Similarity NPC92710
0.8374 Intermediate Similarity NPC1980
0.8374 Intermediate Similarity NPC141196
0.8374 Intermediate Similarity NPC238005
0.8362 Intermediate Similarity NPC306131
0.8362 Intermediate Similarity NPC70204
0.8362 Intermediate Similarity NPC40440
0.8362 Intermediate Similarity NPC477027
0.8362 Intermediate Similarity NPC246205
0.8362 Intermediate Similarity NPC475670
0.8362 Intermediate Similarity NPC477026
0.8362 Intermediate Similarity NPC42482
0.8359 Intermediate Similarity NPC478069
0.8347 Intermediate Similarity NPC229962
0.8347 Intermediate Similarity NPC195560
0.832 Intermediate Similarity NPC152091
0.832 Intermediate Similarity NPC2757
0.8319 Intermediate Similarity NPC74727
0.8319 Intermediate Similarity NPC477810
0.8319 Intermediate Similarity NPC32707
0.8319 Intermediate Similarity NPC11548
0.8319 Intermediate Similarity NPC167183
0.8306 Intermediate Similarity NPC30188
0.8306 Intermediate Similarity NPC177820
0.8305 Intermediate Similarity NPC233003
0.8305 Intermediate Similarity NPC254255
0.8293 Intermediate Similarity NPC216866
0.8291 Intermediate Similarity NPC27551
0.8291 Intermediate Similarity NPC141433
0.8291 Intermediate Similarity NPC114961
0.8279 Intermediate Similarity NPC476670
0.8279 Intermediate Similarity NPC207243
0.8279 Intermediate Similarity NPC198325
0.8279 Intermediate Similarity NPC50689
0.8279 Intermediate Similarity NPC233391
0.8279 Intermediate Similarity NPC108072
0.8276 Intermediate Similarity NPC476540
0.8276 Intermediate Similarity NPC476541
0.8276 Intermediate Similarity NPC476538
0.8276 Intermediate Similarity NPC476539
0.8261 Intermediate Similarity NPC63023
0.8261 Intermediate Similarity NPC474569
0.8261 Intermediate Similarity NPC95243
0.8261 Intermediate Similarity NPC210178
0.8261 Intermediate Similarity NPC242748
0.8261 Intermediate Similarity NPC309448
0.8261 Intermediate Similarity NPC473476
0.8261 Intermediate Similarity NPC473923
0.825 Intermediate Similarity NPC471384
0.825 Intermediate Similarity NPC161674
0.825 Intermediate Similarity NPC31797
0.825 Intermediate Similarity NPC477029
0.825 Intermediate Similarity NPC477030
0.8244 Intermediate Similarity NPC79250
0.8244 Intermediate Similarity NPC290746
0.824 Intermediate Similarity NPC181066
0.824 Intermediate Similarity NPC469947
0.824 Intermediate Similarity NPC273962
0.824 Intermediate Similarity NPC476673
0.824 Intermediate Similarity NPC198714
0.8235 Intermediate Similarity NPC241909
0.8235 Intermediate Similarity NPC46665
0.8235 Intermediate Similarity NPC200944
0.8235 Intermediate Similarity NPC192600
0.8235 Intermediate Similarity NPC174720
0.8235 Intermediate Similarity NPC219180
0.8235 Intermediate Similarity NPC114287
0.8235 Intermediate Similarity NPC151543
0.8235 Intermediate Similarity NPC473826
0.8235 Intermediate Similarity NPC124296
0.8235 Intermediate Similarity NPC251263

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476542 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
0.8348 Intermediate Similarity NPD6412 Phase 2
0.7937 Intermediate Similarity NPD8328 Phase 3
0.7934 Intermediate Similarity NPD8133 Approved
0.7857 Intermediate Similarity NPD6370 Approved
0.784 Intermediate Similarity NPD8294 Approved
0.784 Intermediate Similarity NPD8377 Approved
0.7829 Intermediate Similarity NPD7736 Approved
0.7778 Intermediate Similarity NPD8378 Approved
0.7778 Intermediate Similarity NPD8335 Approved
0.7778 Intermediate Similarity NPD8296 Approved
0.7778 Intermediate Similarity NPD8380 Approved
0.7778 Intermediate Similarity NPD8379 Approved
0.7778 Intermediate Similarity NPD8033 Approved
0.7752 Intermediate Similarity NPD8293 Discontinued
0.7742 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7712 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7698 Intermediate Similarity NPD6054 Approved
0.7698 Intermediate Similarity NPD6059 Approved
0.7674 Intermediate Similarity NPD7507 Approved
0.7603 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7319 Approved
0.75 Intermediate Similarity NPD6015 Approved
0.75 Intermediate Similarity NPD6016 Approved
0.7462 Intermediate Similarity NPD7492 Approved
0.7442 Intermediate Similarity NPD5988 Approved
0.7419 Intermediate Similarity NPD8297 Approved
0.7419 Intermediate Similarity NPD6882 Approved
0.7405 Intermediate Similarity NPD6616 Approved
0.7402 Intermediate Similarity NPD7328 Approved
0.7402 Intermediate Similarity NPD7327 Approved
0.7377 Intermediate Similarity NPD6686 Approved
0.7364 Intermediate Similarity NPD7503 Approved
0.7348 Intermediate Similarity NPD7078 Approved
0.7344 Intermediate Similarity NPD7516 Approved
0.7323 Intermediate Similarity NPD6009 Approved
0.7287 Intermediate Similarity NPD6319 Approved
0.7279 Intermediate Similarity NPD8450 Suspended
0.7236 Intermediate Similarity NPD7320 Approved
0.7213 Intermediate Similarity NPD6675 Approved
0.7213 Intermediate Similarity NPD7128 Approved
0.7213 Intermediate Similarity NPD6402 Approved
0.7213 Intermediate Similarity NPD5739 Approved
0.7206 Intermediate Similarity NPD8449 Approved
0.7203 Intermediate Similarity NPD6084 Phase 2
0.7203 Intermediate Similarity NPD6083 Phase 2
0.7177 Intermediate Similarity NPD6372 Approved
0.7177 Intermediate Similarity NPD6373 Approved
0.7164 Intermediate Similarity NPD6033 Approved
0.7155 Intermediate Similarity NPD8171 Discontinued
0.7121 Intermediate Similarity NPD6067 Discontinued
0.7097 Intermediate Similarity NPD6881 Approved
0.7097 Intermediate Similarity NPD6899 Approved
0.7087 Intermediate Similarity NPD4632 Approved
0.7063 Intermediate Similarity NPD6650 Approved
0.7063 Intermediate Similarity NPD6649 Approved
0.7063 Intermediate Similarity NPD8130 Phase 1
0.7063 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7016 Intermediate Similarity NPD5697 Approved
0.7016 Intermediate Similarity NPD5701 Approved
0.7009 Intermediate Similarity NPD6399 Phase 3
0.6984 Remote Similarity NPD7290 Approved
0.6984 Remote Similarity NPD6883 Approved
0.6984 Remote Similarity NPD7102 Approved
0.697 Remote Similarity NPD8516 Approved
0.697 Remote Similarity NPD8515 Approved
0.697 Remote Similarity NPD8517 Approved
0.6934 Remote Similarity NPD5956 Approved
0.6929 Remote Similarity NPD6617 Approved
0.6929 Remote Similarity NPD6847 Approved
0.6929 Remote Similarity NPD6869 Approved
0.6917 Remote Similarity NPD4755 Approved
0.6905 Remote Similarity NPD6012 Approved
0.6905 Remote Similarity NPD6013 Approved
0.6905 Remote Similarity NPD6014 Approved
0.6903 Remote Similarity NPD4786 Approved
0.6897 Remote Similarity NPD4753 Phase 2
0.6891 Remote Similarity NPD5695 Phase 3
0.6866 Remote Similarity NPD7604 Phase 2
0.686 Remote Similarity NPD5696 Approved
0.685 Remote Similarity NPD4634 Approved
0.6842 Remote Similarity NPD8513 Phase 3
0.6842 Remote Similarity NPD5983 Phase 2
0.6825 Remote Similarity NPD6011 Approved
0.6803 Remote Similarity NPD4700 Approved
0.6803 Remote Similarity NPD4696 Approved
0.6803 Remote Similarity NPD5286 Approved
0.6803 Remote Similarity NPD5285 Approved
0.6797 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6765 Remote Similarity NPD6336 Discontinued
0.6726 Remote Similarity NPD3667 Approved
0.6694 Remote Similarity NPD5225 Approved
0.6694 Remote Similarity NPD5211 Phase 2
0.6694 Remote Similarity NPD5226 Approved
0.6694 Remote Similarity NPD4633 Approved
0.6694 Remote Similarity NPD5224 Approved
0.6667 Remote Similarity NPD6008 Approved
0.6667 Remote Similarity NPD4767 Approved
0.6667 Remote Similarity NPD5737 Approved
0.6667 Remote Similarity NPD4768 Approved
0.6667 Remote Similarity NPD6672 Approved
0.664 Remote Similarity NPD5174 Approved
0.664 Remote Similarity NPD5175 Approved
0.6638 Remote Similarity NPD6098 Approved
0.6615 Remote Similarity NPD6053 Discontinued
0.6613 Remote Similarity NPD5223 Approved
0.6612 Remote Similarity NPD4629 Approved
0.6612 Remote Similarity NPD5210 Approved
0.661 Remote Similarity NPD6673 Approved
0.661 Remote Similarity NPD6080 Approved
0.661 Remote Similarity NPD6904 Approved
0.6609 Remote Similarity NPD3133 Approved
0.6609 Remote Similarity NPD3665 Phase 1
0.6609 Remote Similarity NPD3666 Approved
0.6591 Remote Similarity NPD6274 Approved
0.6587 Remote Similarity NPD5141 Approved
0.6583 Remote Similarity NPD4202 Approved
0.6567 Remote Similarity NPD7101 Approved
0.6567 Remote Similarity NPD7100 Approved
0.6562 Remote Similarity NPD4729 Approved
0.6562 Remote Similarity NPD4730 Approved
0.6552 Remote Similarity NPD5329 Approved
0.6541 Remote Similarity NPD7115 Discovery
0.6529 Remote Similarity NPD7748 Approved
0.6525 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6525 Remote Similarity NPD6903 Approved
0.6508 Remote Similarity NPD4754 Approved
0.6504 Remote Similarity NPD7902 Approved
0.6496 Remote Similarity NPD7521 Approved
0.6496 Remote Similarity NPD6684 Approved
0.6496 Remote Similarity NPD7334 Approved
0.6496 Remote Similarity NPD5330 Approved
0.6496 Remote Similarity NPD7146 Approved
0.6496 Remote Similarity NPD6409 Approved
0.6493 Remote Similarity NPD6335 Approved
0.6471 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6471 Remote Similarity NPD6909 Approved
0.6471 Remote Similarity NPD6908 Approved
0.6471 Remote Similarity NPD5328 Approved
0.6466 Remote Similarity NPD4197 Approved
0.6462 Remote Similarity NPD5251 Approved
0.6462 Remote Similarity NPD5248 Approved
0.6462 Remote Similarity NPD5247 Approved
0.6462 Remote Similarity NPD5249 Phase 3
0.6462 Remote Similarity NPD5250 Approved
0.6452 Remote Similarity NPD7638 Approved
0.6434 Remote Similarity NPD5128 Approved
0.6429 Remote Similarity NPD8337 Approved
0.6429 Remote Similarity NPD8336 Approved
0.6423 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6423 Remote Similarity NPD5222 Approved
0.6423 Remote Similarity NPD5221 Approved
0.6423 Remote Similarity NPD4697 Phase 3
0.6423 Remote Similarity NPD8080 Discontinued
0.6418 Remote Similarity NPD6317 Approved
0.64 Remote Similarity NPD7640 Approved
0.64 Remote Similarity NPD7639 Approved
0.6393 Remote Similarity NPD5282 Discontinued
0.6371 Remote Similarity NPD5173 Approved
0.637 Remote Similarity NPD6313 Approved
0.637 Remote Similarity NPD6314 Approved
0.6364 Remote Similarity NPD8034 Phase 2
0.6364 Remote Similarity NPD6050 Approved
0.6364 Remote Similarity NPD7515 Phase 2
0.6364 Remote Similarity NPD8035 Phase 2
0.6364 Remote Similarity NPD6079 Approved
0.6364 Remote Similarity NPD5693 Phase 1
0.6356 Remote Similarity NPD3618 Phase 1
0.6356 Remote Similarity NPD5279 Phase 3
0.6325 Remote Similarity NPD3668 Phase 3
0.6324 Remote Similarity NPD4522 Approved
0.6308 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6293 Remote Similarity NPD4223 Phase 3
0.6293 Remote Similarity NPD4221 Approved
0.6288 Remote Similarity NPD5215 Approved
0.6288 Remote Similarity NPD5216 Approved
0.6288 Remote Similarity NPD5217 Approved
0.6281 Remote Similarity NPD5692 Phase 3
0.626 Remote Similarity NPD7900 Approved
0.626 Remote Similarity NPD4061 Clinical (unspecified phase)
0.626 Remote Similarity NPD7901 Clinical (unspecified phase)
0.625 Remote Similarity NPD7625 Phase 1
0.6239 Remote Similarity NPD4788 Approved
0.6232 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6231 Remote Similarity NPD7899 Clinical (unspecified phase)
0.623 Remote Similarity NPD5694 Approved
0.6222 Remote Similarity NPD6868 Approved
0.6218 Remote Similarity NPD5690 Phase 2
0.6218 Remote Similarity NPD4694 Approved
0.6218 Remote Similarity NPD5280 Approved
0.6212 Remote Similarity NPD5135 Approved
0.6212 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6212 Remote Similarity NPD5169 Approved
0.621 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6198 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6195 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6176 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6168 Remote Similarity NPD7799 Discontinued
0.6167 Remote Similarity NPD7524 Approved
0.6165 Remote Similarity NPD5127 Approved
0.6149 Remote Similarity NPD6334 Approved

Structure

External Identifiers

PubChem CID   46849333
ChEMBL   CHEMBL1163177
ZINC  

Physicochemical Properties

Molecular Weight:  1044.51
ALogP:  -5.3658
MLogP:  4.65
XLogP:  -0.644
# Rotatable Bonds:  32
Polar Surface Area:  342.9
# H-Bond Aceptor:  22
# H-Bond Donor:  12
# Rings:  9
# Heavy Atoms:  73

Download Data

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