Natural Product: NPC473920

Natural Product ID:  NPC473920
Common Name:   Picrasinoside C
IUPAC Name:  
Synonyms:   Picrasinoside C
Molecular Formula:   C28H42O11
Standard InCHIKey:  OXASTUFERDOEDO-BLLJQZPCSA-N
Standard InCHI:  InChI=1S/C28H42O11/c1-11-6-15(34-5)25(33)28(4)13(11)7-17-27(3)14(12(2)22-23(24(27)28)36-10-35-22)8-18(38-17)39-26-21(32)20(31)19(30)16(9-29)37-26/h6,11-14,16-24,26,29-32H,7-10H2,1-5H3/t11-,12-,13?,14+,16-,17-,18+,19-,20+,21-,22+,23-,24+,26+,27-,28+/m1/s1
Canonical SMILES:  OC[C@H]1O[C@@H](O[C@@H]2O[C@@H]3CC4[C@H](C)C=C(C(=O)[C@@]4([C@@H]4[C@@]3([C@@H](C2)[C@@H](C)[C@H]2[C@H]4OCO2)C)C)OC)[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
NPO1268 Picrasma ailanthoides Species Simaroubaceae Eukaryota stem wood PMID[1955884]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell Line KB Homo sapiens ED50 <= 4 ug/ml 16033252
NPT672 Cell Line TE-671 Homo sapiens ED50 <= 4 ug/ml 16033252
NPT180 Cell Line HCT-8 Homo sapiens ED50 <= 4 ug/ml 15026054
NPT81 Cell Line A549 Homo sapiens ED50 <= 4 ug/ml 15026054
NPT168 Cell Line P388 Mus musculus ED50 <= 4 ug/ml 23350733
NPT2 Others Unspecified ED50 <= 4 ug/ml 23350733

  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 NPC473920 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
0.9646 High Similarity NPC227397
0.964 High Similarity NPC279143
0.964 High Similarity NPC127530
0.9469 High Similarity NPC275675
0.9375 High Similarity NPC176005
0.9316 High Similarity NPC295220
0.9316 High Similarity NPC475636
0.9237 High Similarity NPC309096
0.9237 High Similarity NPC54614
0.8983 High Similarity NPC87662
0.8947 High Similarity NPC309433
0.8829 High Similarity NPC27814
0.8824 High Similarity NPC285091
0.879 High Similarity NPC190065
0.879 High Similarity NPC141215
0.879 High Similarity NPC471089
0.8772 High Similarity NPC474906
0.8772 High Similarity NPC18547
0.8739 High Similarity NPC177820
0.8739 High Similarity NPC30188
0.8729 High Similarity NPC471965
0.872 High Similarity NPC295885
0.872 High Similarity NPC596
0.872 High Similarity NPC140045
0.871 High Similarity NPC262813
0.8696 High Similarity NPC152199
0.8696 High Similarity NPC235539
0.8696 High Similarity NPC134869
0.8678 High Similarity NPC293623
0.8678 High Similarity NPC69273
0.8678 High Similarity NPC168899
0.8655 High Similarity NPC471961
0.8655 High Similarity NPC14617
0.8655 High Similarity NPC471964
0.8655 High Similarity NPC262199
0.8655 High Similarity NPC202666
0.864 High Similarity NPC251998
0.8609 High Similarity NPC102088
0.8596 High Similarity NPC289312
0.8596 High Similarity NPC11252
0.8583 High Similarity NPC471962
0.8583 High Similarity NPC469841
0.8583 High Similarity NPC7850
0.8583 High Similarity NPC471963
0.8583 High Similarity NPC277191
0.8583 High Similarity NPC190846
0.8583 High Similarity NPC6615
0.8583 High Similarity NPC469842
0.8583 High Similarity NPC247315
0.8571 High Similarity NPC107966
0.8571 High Similarity NPC272576
0.8571 High Similarity NPC249848
0.8571 High Similarity NPC40775
0.8571 High Similarity NPC235438
0.8559 High Similarity NPC109607
0.8559 High Similarity NPC107338
0.8547 High Similarity NPC297179
0.8537 High Similarity NPC478155
0.8537 High Similarity NPC25998
0.8537 High Similarity NPC241008
0.8534 High Similarity NPC96312
0.8534 High Similarity NPC40632
0.8534 High Similarity NPC251236
0.8534 High Similarity NPC328374
0.8522 High Similarity NPC293038
0.8522 High Similarity NPC62696
0.8509 High Similarity NPC201992
0.85 High Similarity NPC478066
0.85 High Similarity NPC30735
0.85 High Similarity NPC235405
0.85 High Similarity NPC281148
0.8487 Intermediate Similarity NPC241310
0.8487 Intermediate Similarity NPC412
0.8487 Intermediate Similarity NPC131841
0.8487 Intermediate Similarity NPC258789
0.8487 Intermediate Similarity NPC258815
0.8487 Intermediate Similarity NPC47567
0.8487 Intermediate Similarity NPC169727
0.8487 Intermediate Similarity NPC278163
0.8487 Intermediate Similarity NPC187950
0.8487 Intermediate Similarity NPC42675
0.8487 Intermediate Similarity NPC194310
0.8475 Intermediate Similarity NPC214484
0.8475 Intermediate Similarity NPC192791
0.8475 Intermediate Similarity NPC469945
0.8475 Intermediate Similarity NPC475775
0.8475 Intermediate Similarity NPC473401
0.8475 Intermediate Similarity NPC6377
0.8475 Intermediate Similarity NPC35405
0.8475 Intermediate Similarity NPC309780
0.8475 Intermediate Similarity NPC208381
0.8475 Intermediate Similarity NPC39211
0.8475 Intermediate Similarity NPC180550
0.8475 Intermediate Similarity NPC11551
0.8475 Intermediate Similarity NPC476529
0.8475 Intermediate Similarity NPC114441
0.8475 Intermediate Similarity NPC157868
0.8475 Intermediate Similarity NPC472949
0.8475 Intermediate Similarity NPC473884
0.8475 Intermediate Similarity NPC470777
0.8475 Intermediate Similarity NPC475171
0.8468 Intermediate Similarity NPC478154
0.8468 Intermediate Similarity NPC478153
0.8468 Intermediate Similarity NPC478152
0.8468 Intermediate Similarity NPC478150
0.8462 Intermediate Similarity NPC477252
0.8455 Intermediate Similarity NPC477196
0.8448 Intermediate Similarity NPC473798
0.843 Intermediate Similarity NPC475194
0.843 Intermediate Similarity NPC470477
0.8417 Intermediate Similarity NPC162574
0.8417 Intermediate Similarity NPC213952
0.84 Intermediate Similarity NPC478151
0.839 Intermediate Similarity NPC286347
0.839 Intermediate Similarity NPC109588
0.8387 Intermediate Similarity NPC475377
0.8387 Intermediate Similarity NPC173435
0.8387 Intermediate Similarity NPC475167
0.8387 Intermediate Similarity NPC478065
0.8387 Intermediate Similarity NPC262796
0.8387 Intermediate Similarity NPC264566
0.8387 Intermediate Similarity NPC172374
0.8387 Intermediate Similarity NPC329993
0.8387 Intermediate Similarity NPC476074
0.8387 Intermediate Similarity NPC477197
0.8387 Intermediate Similarity NPC478064
0.8387 Intermediate Similarity NPC45346
0.8387 Intermediate Similarity NPC134914
0.8387 Intermediate Similarity NPC301639
0.8376 Intermediate Similarity NPC173686
0.8376 Intermediate Similarity NPC16081
0.8376 Intermediate Similarity NPC31797
0.8374 Intermediate Similarity NPC477191
0.8374 Intermediate Similarity NPC477194
0.8374 Intermediate Similarity NPC477192
0.8374 Intermediate Similarity NPC477193
0.8362 Intermediate Similarity NPC49451
0.8362 Intermediate Similarity NPC198539
0.8362 Intermediate Similarity NPC51978
0.8361 Intermediate Similarity NPC470218
0.8347 Intermediate Similarity NPC238005
0.8347 Intermediate Similarity NPC1980
0.8347 Intermediate Similarity NPC257211
0.8347 Intermediate Similarity NPC141196
0.8333 Intermediate Similarity NPC64715
0.8333 Intermediate Similarity NPC104372
0.8333 Intermediate Similarity NPC171544
0.8333 Intermediate Similarity NPC301449
0.8333 Intermediate Similarity NPC297263
0.8333 Intermediate Similarity NPC62725
0.8333 Intermediate Similarity NPC114484
0.8333 Intermediate Similarity NPC31838
0.8333 Intermediate Similarity NPC242840
0.8333 Intermediate Similarity NPC75417
0.8333 Intermediate Similarity NPC223301
0.8333 Intermediate Similarity NPC222580
0.8333 Intermediate Similarity NPC22956
0.8333 Intermediate Similarity NPC86222
0.8333 Intermediate Similarity NPC31193
0.8333 Intermediate Similarity NPC11242
0.8333 Intermediate Similarity NPC159309
0.832 Intermediate Similarity NPC476776
0.832 Intermediate Similarity NPC477195
0.8319 Intermediate Similarity NPC319570
0.8319 Intermediate Similarity NPC258592
0.8319 Intermediate Similarity NPC197003
0.8319 Intermediate Similarity NPC178548
0.8319 Intermediate Similarity NPC122971
0.8319 Intermediate Similarity NPC190939
0.8319 Intermediate Similarity NPC469488
0.8306 Intermediate Similarity NPC305793
0.8306 Intermediate Similarity NPC1314
0.8306 Intermediate Similarity NPC252657
0.8306 Intermediate Similarity NPC11577
0.8306 Intermediate Similarity NPC244296
0.8306 Intermediate Similarity NPC107536
0.8306 Intermediate Similarity NPC9470
0.8306 Intermediate Similarity NPC477076
0.8306 Intermediate Similarity NPC280029
0.8306 Intermediate Similarity NPC252289
0.8306 Intermediate Similarity NPC115656
0.8306 Intermediate Similarity NPC470518
0.8306 Intermediate Similarity NPC472267
0.8306 Intermediate Similarity NPC269484
0.8306 Intermediate Similarity NPC141600
0.8306 Intermediate Similarity NPC88311
0.8306 Intermediate Similarity NPC470913
0.8306 Intermediate Similarity NPC82380
0.8306 Intermediate Similarity NPC477079
0.8306 Intermediate Similarity NPC97918
0.8306 Intermediate Similarity NPC273878
0.8306 Intermediate Similarity NPC477077
0.8305 Intermediate Similarity NPC224121
0.8293 Intermediate Similarity NPC470780
0.8291 Intermediate Similarity NPC475633
0.8291 Intermediate Similarity NPC268238
0.8291 Intermediate Similarity NPC470919
0.8291 Intermediate Similarity NPC469877
0.8291 Intermediate Similarity NPC323821
0.8291 Intermediate Similarity NPC143268

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC473920 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
0.8655 High Similarity NPD8328 Phase 3
0.8305 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.8174 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.8115 Intermediate Similarity NPD6370 Approved
0.8 Intermediate Similarity NPD6412 Phase 2
0.7951 Intermediate Similarity NPD6054 Approved
0.7937 Intermediate Similarity NPD7736 Approved
0.7805 Intermediate Similarity NPD6059 Approved
0.7742 Intermediate Similarity NPD6016 Approved
0.7742 Intermediate Similarity NPD6015 Approved
0.7717 Intermediate Similarity NPD8293 Discontinued
0.7698 Intermediate Similarity NPD7492 Approved
0.768 Intermediate Similarity NPD5988 Approved
0.7667 Intermediate Similarity NPD6882 Approved
0.7638 Intermediate Similarity NPD6616 Approved
0.7627 Intermediate Similarity NPD6686 Approved
0.7578 Intermediate Similarity NPD7078 Approved
0.7561 Intermediate Similarity NPD6009 Approved
0.7521 Intermediate Similarity NPD8297 Approved
0.752 Intermediate Similarity NPD6319 Approved
0.75 Intermediate Similarity NPD7507 Approved
0.7438 Intermediate Similarity NPD6650 Approved
0.7438 Intermediate Similarity NPD6649 Approved
0.7417 Intermediate Similarity NPD6372 Approved
0.7417 Intermediate Similarity NPD6373 Approved
0.7373 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD6881 Approved
0.7333 Intermediate Similarity NPD6899 Approved
0.7328 Intermediate Similarity NPD7319 Approved
0.7323 Intermediate Similarity NPD7503 Approved
0.7317 Intermediate Similarity NPD4632 Approved
0.7311 Intermediate Similarity NPD7128 Approved
0.7311 Intermediate Similarity NPD5739 Approved
0.7311 Intermediate Similarity NPD6675 Approved
0.7311 Intermediate Similarity NPD6402 Approved
0.7252 Intermediate Similarity NPD6033 Approved
0.725 Intermediate Similarity NPD5697 Approved
0.7213 Intermediate Similarity NPD7290 Approved
0.7213 Intermediate Similarity NPD6883 Approved
0.7213 Intermediate Similarity NPD7102 Approved
0.719 Intermediate Similarity NPD7320 Approved
0.7188 Intermediate Similarity NPD8513 Phase 3
0.7188 Intermediate Similarity NPD8517 Approved
0.7188 Intermediate Similarity NPD8516 Approved
0.7188 Intermediate Similarity NPD8515 Approved
0.7177 Intermediate Similarity NPD8133 Approved
0.7154 Intermediate Similarity NPD8130 Phase 1
0.7154 Intermediate Similarity NPD6869 Approved
0.7154 Intermediate Similarity NPD6617 Approved
0.7154 Intermediate Similarity NPD6847 Approved
0.7131 Intermediate Similarity NPD6013 Approved
0.7131 Intermediate Similarity NPD6014 Approved
0.7131 Intermediate Similarity NPD6012 Approved
0.7109 Intermediate Similarity NPD8377 Approved
0.7109 Intermediate Similarity NPD8294 Approved
0.7107 Intermediate Similarity NPD5701 Approved
0.7077 Intermediate Similarity NPD7604 Phase 2
0.7077 Intermediate Similarity NPD6067 Discontinued
0.7073 Intermediate Similarity NPD4634 Approved
0.7054 Intermediate Similarity NPD8335 Approved
0.7054 Intermediate Similarity NPD5983 Phase 2
0.7054 Intermediate Similarity NPD8033 Approved
0.7054 Intermediate Similarity NPD8380 Approved
0.7054 Intermediate Similarity NPD8296 Approved
0.7054 Intermediate Similarity NPD8379 Approved
0.7054 Intermediate Similarity NPD8378 Approved
0.7049 Intermediate Similarity NPD6011 Approved
0.7034 Intermediate Similarity NPD4696 Approved
0.7034 Intermediate Similarity NPD5285 Approved
0.7034 Intermediate Similarity NPD5286 Approved
0.7031 Intermediate Similarity NPD7516 Approved
0.7009 Intermediate Similarity NPD7902 Approved
0.7009 Intermediate Similarity NPD4755 Approved
0.697 Remote Similarity NPD6336 Discontinued
0.6953 Remote Similarity NPD7328 Approved
0.6953 Remote Similarity NPD7327 Approved
0.6923 Remote Similarity NPD5221 Approved
0.6923 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6923 Remote Similarity NPD4697 Phase 3
0.6923 Remote Similarity NPD5222 Approved
0.6917 Remote Similarity NPD4633 Approved
0.6917 Remote Similarity NPD5224 Approved
0.6917 Remote Similarity NPD5225 Approved
0.6917 Remote Similarity NPD5226 Approved
0.6917 Remote Similarity NPD5211 Phase 2
0.6897 Remote Similarity NPD7748 Approved
0.6891 Remote Similarity NPD4700 Approved
0.688 Remote Similarity NPD6401 Clinical (unspecified phase)
0.687 Remote Similarity NPD7515 Phase 2
0.687 Remote Similarity NPD6079 Approved
0.6864 Remote Similarity NPD5173 Approved
0.686 Remote Similarity NPD5174 Approved
0.686 Remote Similarity NPD5175 Approved
0.6855 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6842 Remote Similarity NPD5328 Approved
0.6833 Remote Similarity NPD5223 Approved
0.6803 Remote Similarity NPD5141 Approved
0.68 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6797 Remote Similarity NPD6274 Approved
0.6794 Remote Similarity NPD6921 Approved
0.6774 Remote Similarity NPD4730 Approved
0.6774 Remote Similarity NPD4729 Approved
0.6769 Remote Similarity NPD7101 Approved
0.6769 Remote Similarity NPD7100 Approved
0.6752 Remote Similarity NPD7900 Approved
0.6752 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6748 Remote Similarity NPD6008 Approved
0.6748 Remote Similarity NPD4767 Approved
0.6748 Remote Similarity NPD4768 Approved
0.6746 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6744 Remote Similarity NPD7115 Discovery
0.6726 Remote Similarity NPD3618 Phase 1
0.6723 Remote Similarity NPD6083 Phase 2
0.6723 Remote Similarity NPD6084 Phase 2
0.6692 Remote Similarity NPD6335 Approved
0.6667 Remote Similarity NPD5248 Approved
0.6667 Remote Similarity NPD5251 Approved
0.6667 Remote Similarity NPD6868 Approved
0.6667 Remote Similarity NPD5249 Phase 3
0.6667 Remote Similarity NPD5247 Approved
0.6667 Remote Similarity NPD5250 Approved
0.6642 Remote Similarity NPD5956 Approved
0.664 Remote Similarity NPD5128 Approved
0.6617 Remote Similarity NPD8080 Discontinued
0.6615 Remote Similarity NPD6317 Approved
0.661 Remote Similarity NPD5282 Discontinued
0.6585 Remote Similarity NPD4754 Approved
0.6565 Remote Similarity NPD6313 Approved
0.6565 Remote Similarity NPD6314 Approved
0.656 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6541 Remote Similarity NPD6909 Approved
0.6541 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6541 Remote Similarity NPD6908 Approved
0.6529 Remote Similarity NPD4225 Approved
0.6529 Remote Similarity NPD5696 Approved
0.6529 Remote Similarity NPD7638 Approved
0.6525 Remote Similarity NPD6399 Phase 3
0.6525 Remote Similarity NPD8171 Discontinued
0.6522 Remote Similarity NPD3573 Approved
0.6484 Remote Similarity NPD5215 Approved
0.6484 Remote Similarity NPD5216 Approved
0.6484 Remote Similarity NPD5217 Approved
0.6475 Remote Similarity NPD7640 Approved
0.6475 Remote Similarity NPD7639 Approved
0.6475 Remote Similarity NPD7260 Phase 2
0.6466 Remote Similarity NPD6672 Approved
0.6466 Remote Similarity NPD5737 Approved
0.6429 Remote Similarity NPD6845 Suspended
0.6423 Remote Similarity NPD8074 Phase 3
0.6418 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6417 Remote Similarity NPD5695 Phase 3
0.6417 Remote Similarity NPD5210 Approved
0.6417 Remote Similarity NPD4629 Approved
0.641 Remote Similarity NPD4753 Phase 2
0.641 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6406 Remote Similarity NPD5169 Approved
0.6406 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6406 Remote Similarity NPD5135 Approved
0.6387 Remote Similarity NPD4202 Approved
0.6378 Remote Similarity NPD5168 Approved
0.6357 Remote Similarity NPD5127 Approved
0.6339 Remote Similarity NPD4695 Discontinued
0.6316 Remote Similarity NPD6110 Phase 1
0.6293 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6261 Remote Similarity NPD4786 Approved
0.6261 Remote Similarity NPD3133 Approved
0.6261 Remote Similarity NPD3666 Approved
0.6261 Remote Similarity NPD3665 Phase 1
0.6228 Remote Similarity NPD3667 Approved
0.6212 Remote Similarity NPD5167 Approved
0.6194 Remote Similarity NPD7641 Discontinued
0.6186 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6183 Remote Similarity NPD6053 Discontinued
0.617 Remote Similarity NPD6914 Discontinued
0.6167 Remote Similarity NPD8034 Phase 2
0.6167 Remote Similarity NPD8035 Phase 2
0.6167 Remote Similarity NPD6411 Approved
0.6161 Remote Similarity NPD3617 Approved
0.6154 Remote Similarity NPD7146 Approved
0.6154 Remote Similarity NPD7521 Approved
0.6154 Remote Similarity NPD7334 Approved
0.6154 Remote Similarity NPD6409 Approved
0.6154 Remote Similarity NPD5279 Phase 3
0.6154 Remote Similarity NPD5330 Approved
0.6154 Remote Similarity NPD6684 Approved
0.6148 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6143 Remote Similarity NPD8336 Approved
0.6143 Remote Similarity NPD8337 Approved
0.6138 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6134 Remote Similarity NPD6673 Approved
0.6134 Remote Similarity NPD6080 Approved
0.6134 Remote Similarity NPD6904 Approved
0.6121 Remote Similarity NPD7799 Discontinued
0.6119 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6111 Remote Similarity NPD7632 Discontinued
0.6106 Remote Similarity NPD7645 Phase 2
0.6096 Remote Similarity NPD6334 Approved
0.6096 Remote Similarity NPD6333 Approved
0.6084 Remote Similarity NPD8449 Approved

Structure

External Identifiers

PubChem CID   44576017
ChEMBL   CHEMBL455293
ZINC  

Physicochemical Properties

Molecular Weight:  554.27
ALogP:  -2.3983
MLogP:  3.33
XLogP:  0.941
# Rotatable Bonds:  13
Polar Surface Area:  153.37
# H-Bond Aceptor:  11
# H-Bond Donor:  4
# Rings:  6
# Heavy Atoms:  39

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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