Natural Product: NPC214277

Natural Product ID:  NPC214277
Common Name:   Lasianthionoside A
IUPAC Name:   (E)-4-[(1R,4S,5S,6R)-1,4-dihydroxy-2,2,6-trimethyl-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexyl]but-3-en-2-one
Synonyms:  
Molecular Formula:   C19H32O9
Standard InCHIKey:  AFKVBZRHBVTZOW-YMLIQYALSA-N
Standard InCHI:  InChI=1S/C19H32O9/c1-9(21)5-6-19(26)10(2)16(11(22)7-18(19,3)4)28-17-15(25)14(24)13(23)12(8-20)27-17/h5-6,10-17,20,22-26H,7-8H2,1-4H3/b6-5+/t10-,11+,12-,13-,14+,15-,16+,17+,19-/m1/s1
Canonical SMILES:  OC[C@H]1O[C@@H](O[C@@H]2[C@@H](O)CC([C@@]([C@@H]2C)(O)/C=C/C(=O)C)(C)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
NPO32875 cinnamomum wilsonii Species Lauraceae Eukaryota Leaves PMID[23822611]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM 21612217
NPT83 Cell Line MCF7 Homo sapiens IC50 > 10000 nM 15387649
NPT116 Cell Line HL-60 Homo sapiens IC50 > 10000 nM 19388705
NPT660 Cell Line SW480 Homo sapiens IC50 > 10000 nM 23398362
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 > 10000 nM Open TG-GATES in vivo data: Hematology

  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 NPC214277 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
0.9583 High Similarity NPC150463
0.9192 High Similarity NPC194941
0.8812 High Similarity NPC473068
0.8738 High Similarity NPC473069
0.8713 High Similarity NPC473070
0.85 High Similarity NPC312325
0.8485 Intermediate Similarity NPC90583
0.8404 Intermediate Similarity NPC471267
0.84 Intermediate Similarity NPC240372
0.8364 Intermediate Similarity NPC234522
0.8333 Intermediate Similarity NPC154127
0.8286 Intermediate Similarity NPC122816
0.8252 Intermediate Similarity NPC470571
0.8252 Intermediate Similarity NPC223834
0.8241 Intermediate Similarity NPC470025
0.8241 Intermediate Similarity NPC321272
0.8241 Intermediate Similarity NPC317460
0.8241 Intermediate Similarity NPC328074
0.8214 Intermediate Similarity NPC48692
0.819 Intermediate Similarity NPC470763
0.819 Intermediate Similarity NPC239961
0.819 Intermediate Similarity NPC470767
0.8173 Intermediate Similarity NPC474575
0.8165 Intermediate Similarity NPC470027
0.8155 Intermediate Similarity NPC280991
0.8155 Intermediate Similarity NPC198992
0.8148 Intermediate Similarity NPC17791
0.8131 Intermediate Similarity NPC206618
0.8113 Intermediate Similarity NPC471205
0.8095 Intermediate Similarity NPC470768
0.8081 Intermediate Similarity NPC302584
0.8073 Intermediate Similarity NPC174836
0.807 Intermediate Similarity NPC196130
0.8058 Intermediate Similarity NPC64348
0.8056 Intermediate Similarity NPC316708
0.8037 Intermediate Similarity NPC181994
0.8037 Intermediate Similarity NPC272576
0.8037 Intermediate Similarity NPC38948
0.8019 Intermediate Similarity NPC51719
0.8018 Intermediate Similarity NPC471816
0.8 Intermediate Similarity NPC471987
0.8 Intermediate Similarity NPC473159
0.8 Intermediate Similarity NPC264153
0.7982 Intermediate Similarity NPC233500
0.7982 Intermediate Similarity NPC470026
0.798 Intermediate Similarity NPC261990
0.798 Intermediate Similarity NPC474249
0.7961 Intermediate Similarity NPC477928
0.7944 Intermediate Similarity NPC472390
0.7928 Intermediate Similarity NPC181145
0.7921 Intermediate Similarity NPC211238
0.7921 Intermediate Similarity NPC72817
0.7921 Intermediate Similarity NPC178949
0.7921 Intermediate Similarity NPC477927
0.7921 Intermediate Similarity NPC305160
0.7921 Intermediate Similarity NPC96736
0.7913 Intermediate Similarity NPC471082
0.7909 Intermediate Similarity NPC473125
0.7905 Intermediate Similarity NPC121423
0.7905 Intermediate Similarity NPC201191
0.789 Intermediate Similarity NPC65155
0.789 Intermediate Similarity NPC177047
0.789 Intermediate Similarity NPC46407
0.7885 Intermediate Similarity NPC324841
0.7876 Intermediate Similarity NPC83287
0.787 Intermediate Similarity NPC80210
0.787 Intermediate Similarity NPC470024
0.787 Intermediate Similarity NPC128795
0.787 Intermediate Similarity NPC472897
0.787 Intermediate Similarity NPC217921
0.787 Intermediate Similarity NPC472896
0.787 Intermediate Similarity NPC235824
0.787 Intermediate Similarity NPC48548
0.787 Intermediate Similarity NPC38376
0.787 Intermediate Similarity NPC135015
0.7864 Intermediate Similarity NPC309503
0.7864 Intermediate Similarity NPC278506
0.7864 Intermediate Similarity NPC155319
0.7864 Intermediate Similarity NPC96597
0.7864 Intermediate Similarity NPC125551
0.7864 Intermediate Similarity NPC120446
0.7864 Intermediate Similarity NPC474194
0.7864 Intermediate Similarity NPC91197
0.7864 Intermediate Similarity NPC239547
0.785 Intermediate Similarity NPC472898
0.785 Intermediate Similarity NPC472899
0.785 Intermediate Similarity NPC82251
0.785 Intermediate Similarity NPC218158
0.785 Intermediate Similarity NPC472900
0.7843 Intermediate Similarity NPC108141
0.7838 Intermediate Similarity NPC44298
0.7838 Intermediate Similarity NPC473128
0.7838 Intermediate Similarity NPC311592
0.7838 Intermediate Similarity NPC75167
0.7838 Intermediate Similarity NPC290608
0.7838 Intermediate Similarity NPC40133
0.7838 Intermediate Similarity NPC49413
0.7835 Intermediate Similarity NPC34581
0.783 Intermediate Similarity NPC281378
0.783 Intermediate Similarity NPC162354
0.7822 Intermediate Similarity NPC91654
0.7822 Intermediate Similarity NPC67398
0.7822 Intermediate Similarity NPC474792
0.781 Intermediate Similarity NPC11974
0.781 Intermediate Similarity NPC472554
0.7807 Intermediate Similarity NPC219656
0.7807 Intermediate Similarity NPC279143
0.7798 Intermediate Similarity NPC28844
0.7798 Intermediate Similarity NPC473318
0.7798 Intermediate Similarity NPC40728
0.7798 Intermediate Similarity NPC221110
0.7798 Intermediate Similarity NPC180459
0.7798 Intermediate Similarity NPC473328
0.7798 Intermediate Similarity NPC316974
0.7798 Intermediate Similarity NPC195116
0.7798 Intermediate Similarity NPC475586
0.7798 Intermediate Similarity NPC285253
0.7788 Intermediate Similarity NPC34390
0.7788 Intermediate Similarity NPC70733
0.7788 Intermediate Similarity NPC471351
0.7788 Intermediate Similarity NPC77319
0.7788 Intermediate Similarity NPC309034
0.7788 Intermediate Similarity NPC471355
0.7788 Intermediate Similarity NPC307517
0.7788 Intermediate Similarity NPC196429
0.7788 Intermediate Similarity NPC471354
0.7788 Intermediate Similarity NPC157376
0.7788 Intermediate Similarity NPC158344
0.7788 Intermediate Similarity NPC152615
0.7788 Intermediate Similarity NPC244402
0.7788 Intermediate Similarity NPC56071
0.7788 Intermediate Similarity NPC99728
0.7788 Intermediate Similarity NPC27507
0.7788 Intermediate Similarity NPC50305
0.7788 Intermediate Similarity NPC471353
0.7788 Intermediate Similarity NPC87250
0.7788 Intermediate Similarity NPC473852
0.7788 Intermediate Similarity NPC243196
0.7788 Intermediate Similarity NPC142066
0.7788 Intermediate Similarity NPC84987
0.7788 Intermediate Similarity NPC169468
0.7788 Intermediate Similarity NPC61630
0.7788 Intermediate Similarity NPC81483
0.7788 Intermediate Similarity NPC474418
0.7778 Intermediate Similarity NPC125423
0.7778 Intermediate Similarity NPC88013
0.7778 Intermediate Similarity NPC109376
0.7778 Intermediate Similarity NPC231340
0.7767 Intermediate Similarity NPC472995
0.7759 Intermediate Similarity NPC28532
0.7757 Intermediate Similarity NPC75608
0.7748 Intermediate Similarity NPC473567
0.7748 Intermediate Similarity NPC216595
0.7739 Intermediate Similarity NPC475136
0.7739 Intermediate Similarity NPC474466
0.7739 Intermediate Similarity NPC135369
0.7736 Intermediate Similarity NPC472552
0.7736 Intermediate Similarity NPC472815
0.7731 Intermediate Similarity NPC270109
0.7727 Intermediate Similarity NPC170974
0.7727 Intermediate Similarity NPC103627
0.7727 Intermediate Similarity NPC472717
0.7727 Intermediate Similarity NPC191439
0.7723 Intermediate Similarity NPC289361
0.7719 Intermediate Similarity NPC470515
0.7714 Intermediate Similarity NPC38855
0.7706 Intermediate Similarity NPC219900
0.7706 Intermediate Similarity NPC392
0.7706 Intermediate Similarity NPC177524
0.7706 Intermediate Similarity NPC224660
0.7706 Intermediate Similarity NPC311223
0.77 Intermediate Similarity NPC115607
0.7699 Intermediate Similarity NPC5311
0.7699 Intermediate Similarity NPC193382
0.7699 Intermediate Similarity NPC310341
0.7699 Intermediate Similarity NPC99620
0.7699 Intermediate Similarity NPC199428
0.7685 Intermediate Similarity NPC172867
0.7685 Intermediate Similarity NPC473199
0.7684 Intermediate Similarity NPC471266
0.7684 Intermediate Similarity NPC95124
0.7672 Intermediate Similarity NPC202051
0.7672 Intermediate Similarity NPC275675
0.7664 Intermediate Similarity NPC120009
0.7664 Intermediate Similarity NPC473198
0.7664 Intermediate Similarity NPC151516
0.7664 Intermediate Similarity NPC473124
0.7664 Intermediate Similarity NPC473123
0.766 Intermediate Similarity NPC272841
0.7658 Intermediate Similarity NPC472715
0.7658 Intermediate Similarity NPC110494
0.7658 Intermediate Similarity NPC157474
0.7652 Intermediate Similarity NPC470914
0.7652 Intermediate Similarity NPC470517
0.7652 Intermediate Similarity NPC329905
0.7652 Intermediate Similarity NPC470911
0.7652 Intermediate Similarity NPC470915
0.7647 Intermediate Similarity NPC474835
0.7642 Intermediate Similarity NPC129372
0.7642 Intermediate Similarity NPC4831

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC214277 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
0.7965 Intermediate Similarity NPD7516 Approved
0.7876 Intermediate Similarity NPD7328 Approved
0.7876 Intermediate Similarity NPD7327 Approved
0.781 Intermediate Similarity NPD5344 Discontinued
0.7706 Intermediate Similarity NPD6686 Approved
0.7521 Intermediate Similarity NPD7503 Approved
0.7521 Intermediate Similarity NPD8378 Approved
0.7521 Intermediate Similarity NPD8380 Approved
0.7521 Intermediate Similarity NPD8296 Approved
0.7521 Intermediate Similarity NPD8335 Approved
0.7521 Intermediate Similarity NPD8379 Approved
0.7436 Intermediate Similarity NPD8377 Approved
0.7436 Intermediate Similarity NPD8294 Approved
0.7383 Intermediate Similarity NPD6648 Approved
0.7373 Intermediate Similarity NPD8033 Approved
0.7321 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD6412 Phase 2
0.7131 Intermediate Similarity NPD7507 Approved
0.7097 Intermediate Similarity NPD7319 Approved
0.708 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7025 Intermediate Similarity NPD6370 Approved
0.7018 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.6972 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6972 Remote Similarity NPD4225 Approved
0.6967 Remote Similarity NPD8328 Phase 3
0.686 Remote Similarity NPD6054 Approved
0.6827 Remote Similarity NPD7524 Approved
0.681 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6757 Remote Similarity NPD7640 Approved
0.6757 Remote Similarity NPD7639 Approved
0.6746 Remote Similarity NPD7736 Approved
0.6737 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6695 Remote Similarity NPD6882 Approved
0.6667 Remote Similarity NPD6015 Approved
0.6667 Remote Similarity NPD6016 Approved
0.6667 Remote Similarity NPD7638 Approved
0.664 Remote Similarity NPD7492 Approved
0.6639 Remote Similarity NPD8133 Approved
0.6636 Remote Similarity NPD7838 Discovery
0.6636 Remote Similarity NPD3168 Discontinued
0.6613 Remote Similarity NPD5988 Approved
0.6612 Remote Similarity NPD7115 Discovery
0.6612 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6612 Remote Similarity NPD6009 Approved
0.6587 Remote Similarity NPD6616 Approved
0.6585 Remote Similarity NPD6319 Approved
0.6585 Remote Similarity NPD6059 Approved
0.6555 Remote Similarity NPD8297 Approved
0.6552 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6538 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6535 Remote Similarity NPD8293 Discontinued
0.6535 Remote Similarity NPD7078 Approved
0.6532 Remote Similarity NPD8516 Approved
0.6532 Remote Similarity NPD8515 Approved
0.6532 Remote Similarity NPD6921 Approved
0.6532 Remote Similarity NPD8513 Phase 3
0.6532 Remote Similarity NPD8517 Approved
0.65 Remote Similarity NPD4632 Approved
0.6481 Remote Similarity NPD46 Approved
0.6481 Remote Similarity NPD6698 Approved
0.6442 Remote Similarity NPD6695 Phase 3
0.6429 Remote Similarity NPD6067 Discontinued
0.6381 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6356 Remote Similarity NPD6899 Approved
0.6356 Remote Similarity NPD6881 Approved
0.6348 Remote Similarity NPD7632 Discontinued
0.6348 Remote Similarity NPD5211 Phase 2
0.6333 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6333 Remote Similarity NPD6650 Approved
0.6333 Remote Similarity NPD6649 Approved
0.6273 Remote Similarity NPD7637 Suspended
0.6271 Remote Similarity NPD5697 Approved
0.625 Remote Similarity NPD7102 Approved
0.625 Remote Similarity NPD6883 Approved
0.625 Remote Similarity NPD4634 Approved
0.625 Remote Similarity NPD6371 Approved
0.625 Remote Similarity NPD7290 Approved
0.6239 Remote Similarity NPD5141 Approved
0.6216 Remote Similarity NPD8171 Discontinued
0.6204 Remote Similarity NPD7750 Discontinued
0.62 Remote Similarity NPD1811 Approved
0.62 Remote Similarity NPD1810 Approved
0.6198 Remote Similarity NPD6847 Approved
0.6198 Remote Similarity NPD6869 Approved
0.6198 Remote Similarity NPD6617 Approved
0.6198 Remote Similarity NPD8130 Phase 1
0.6186 Remote Similarity NPD6675 Approved
0.6186 Remote Similarity NPD7128 Approved
0.6186 Remote Similarity NPD6402 Approved
0.6186 Remote Similarity NPD5739 Approved
0.6186 Remote Similarity NPD5357 Phase 1
0.6174 Remote Similarity NPD5285 Approved
0.6174 Remote Similarity NPD5286 Approved
0.6174 Remote Similarity NPD4696 Approved
0.6172 Remote Similarity NPD7642 Approved
0.6172 Remote Similarity NPD7604 Phase 2
0.617 Remote Similarity NPD7625 Phase 1
0.6167 Remote Similarity NPD6373 Approved
0.6167 Remote Similarity NPD6014 Approved
0.6167 Remote Similarity NPD6372 Approved
0.6167 Remote Similarity NPD6012 Approved
0.6167 Remote Similarity NPD6013 Approved
0.6161 Remote Similarity NPD7748 Approved
0.6154 Remote Similarity NPD7332 Phase 2
0.6154 Remote Similarity NPD7525 Registered
0.6154 Remote Similarity NPD6931 Approved
0.6154 Remote Similarity NPD6930 Phase 2
0.6154 Remote Similarity NPD7514 Phase 3
0.6142 Remote Similarity NPD5983 Phase 2
0.614 Remote Similarity NPD7902 Approved
0.6132 Remote Similarity NPD3669 Approved
0.6132 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6126 Remote Similarity NPD7983 Approved
0.6126 Remote Similarity NPD7515 Phase 2
0.6126 Remote Similarity NPD6079 Approved
0.6107 Remote Similarity NPD6033 Approved
0.6105 Remote Similarity NPD371 Approved
0.6102 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6083 Remote Similarity NPD6011 Approved
0.6083 Remote Similarity NPD7320 Approved
0.6077 Remote Similarity NPD6336 Discontinued
0.6071 Remote Similarity NPD5779 Approved
0.6071 Remote Similarity NPD5778 Approved
0.6068 Remote Similarity NPD4633 Approved
0.6068 Remote Similarity NPD5224 Approved
0.6068 Remote Similarity NPD5225 Approved
0.6068 Remote Similarity NPD5226 Approved
0.6058 Remote Similarity NPD6929 Approved
0.6058 Remote Similarity NPD7645 Phase 2
0.6047 Remote Similarity NPD7830 Approved
0.6047 Remote Similarity NPD7829 Approved
0.6045 Remote Similarity NPD8338 Approved
0.6036 Remote Similarity NPD8522 Clinical (unspecified phase)
0.6032 Remote Similarity NPD7641 Discontinued
0.6031 Remote Similarity NPD8074 Phase 3
0.6018 Remote Similarity NPD5282 Discontinued
0.6017 Remote Similarity NPD5174 Approved
0.6017 Remote Similarity NPD5175 Approved
0.6 Remote Similarity NPD8340 Approved
0.6 Remote Similarity NPD8342 Approved
0.6 Remote Similarity NPD8299 Approved
0.6 Remote Similarity NPD5701 Approved
0.6 Remote Similarity NPD4755 Approved
0.6 Remote Similarity NPD8341 Approved
0.5983 Remote Similarity NPD5223 Approved
0.5982 Remote Similarity NPD7087 Discontinued
0.5981 Remote Similarity NPD6110 Phase 1
0.598 Remote Similarity NPD8264 Approved
0.5963 Remote Similarity NPD3618 Phase 1
0.5962 Remote Similarity NPD7145 Approved
0.595 Remote Similarity NPD4729 Approved
0.595 Remote Similarity NPD4730 Approved
0.5946 Remote Similarity NPD5328 Approved
0.5943 Remote Similarity NPD6902 Approved
0.5932 Remote Similarity NPD3653 Clinical (unspecified phase)
0.5929 Remote Similarity NPD4202 Approved
0.5913 Remote Similarity NPD5221 Approved
0.5913 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5913 Remote Similarity NPD5222 Approved
0.5909 Remote Similarity NPD3573 Approved
0.59 Remote Similarity NPD2687 Approved
0.59 Remote Similarity NPD2254 Approved
0.59 Remote Similarity NPD2686 Approved
0.5897 Remote Similarity NPD4700 Approved
0.5896 Remote Similarity NPD5956 Approved
0.5877 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5877 Remote Similarity NPD7900 Approved
0.5872 Remote Similarity NPD1694 Approved
0.5872 Remote Similarity NPD6893 Approved
0.5868 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5865 Remote Similarity NPD5776 Phase 2
0.5865 Remote Similarity NPD6925 Approved
0.5865 Remote Similarity NPD6932 Approved
0.5862 Remote Similarity NPD6084 Phase 2
0.5862 Remote Similarity NPD6083 Phase 2
0.5862 Remote Similarity NPD5173 Approved
0.5859 Remote Similarity NPD7100 Approved
0.5859 Remote Similarity NPD7101 Approved
0.5854 Remote Similarity NPD5247 Approved
0.5854 Remote Similarity NPD5250 Approved
0.5854 Remote Similarity NPD5249 Phase 3
0.5854 Remote Similarity NPD5251 Approved
0.5854 Remote Similarity NPD5248 Approved
0.5847 Remote Similarity NPD4159 Approved
0.5841 Remote Similarity NPD6411 Approved
0.5833 Remote Similarity NPD8451 Approved
0.5806 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5794 Remote Similarity NPD6898 Phase 1
0.5789 Remote Similarity NPD6399 Phase 3
0.5789 Remote Similarity NPD8448 Approved
0.5785 Remote Similarity NPD4768 Approved
0.5785 Remote Similarity NPD6008 Approved
0.5785 Remote Similarity NPD4767 Approved
0.5781 Remote Similarity NPD6335 Approved
0.5778 Remote Similarity NPD6914 Discontinued
0.5776 Remote Similarity NPD7839 Suspended
0.5769 Remote Similarity NPD8444 Approved
0.5769 Remote Similarity NPD6933 Approved
0.5766 Remote Similarity NPD4751 Clinical (unspecified phase)
0.5766 Remote Similarity NPD4251 Approved

Structure

External Identifiers

PubChem CID   73346007
ChEMBL   CHEMBL2407703
ZINC  

Physicochemical Properties

Molecular Weight:  404.20
ALogP:  -2.2963
MLogP:  2.56
XLogP:  -1.059
# Rotatable Bonds:  15
Polar Surface Area:  156.91
# H-Bond Aceptor:  9
# H-Bond Donor:  6
# Rings:  2
# Heavy Atoms:  28

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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