Natural Product: NPC477348

Natural Product ID:  NPC477348
Common Name:   Thyrianthinic Acid Ii
IUPAC Name:   (11R)-11-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R,5R,6S)-5-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-methyl-5-[(E)-2-methylbut-2-enoyl]oxyoxan-2-yl]oxy-4-hydroxy-6-methyl-3-(2-methylbutanoyloxy)oxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxyhexadecanoic acid
Synonyms:   Thyrianthinic acid II
Molecular Formula:   C50H86O22
Standard InCHIKey:  JOEODRFAFPATFF-ZPDOANOZSA-N
Standard InCHI:  InChI=1S/C50H86O22/c1-9-12-18-21-30(22-19-16-14-13-15-17-20-23-32(52)53)66-48-42(35(56)33(54)27(6)63-48)72-50-43(36(57)34(55)31(24-51)67-50)71-49-44(69-46(62)26(5)11-3)39(60)41(29(8)65-49)70-47-38(59)37(58)40(28(7)64-47)68-45(61)25(4)10-2/h10,26-31,33-44,47-51,54-60H,9,11-24H2,1-8H3,(H,52,53)/b25-10+/t26?,27-,28-,29+,30-,31-,33-,34-,35+,36+,37-,38-,39-,40-,41+,42-,43-,44-,47+,48+,49+,50+/m1/s1
Canonical SMILES:  CCCCC[C@@H](O[C@@H]1O[C@H](C)[C@H]([C@@H]([C@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1OC(=O)C(CC)C)O)O[C@@H]1O[C@H](C)[C@H]([C@@H]([C@H]1O)O)OC(=O)/C(=C/C)/C)O)O)O)O)CCCCCCCCCC(=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
NPO4441 Ipomoea tyrianthina Species Convolvulaceae Eukaryota Roots states of Puebla, Morelos, and Distrito Federal, Mexico 2000-2005 PMID[18826278]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT88 Organism Mycobacterium tuberculosis Mycobacterium tuberculosis MIC = 25 ug/ml 18826278
NPT91 Cell Line KB Homo sapiens ED50 = 2.8 ug/ml 18826278
NPT382 Cell Line OVCAR-5 Homo sapiens ED50 > 5 ug/ml 18826278
NPT2 Others Unspecified ED50 > 5 ug/ml 18826278
NPT148 Cell Line HCT-15 Homo sapiens ED50 > 5 ug/ml 18826278
NPT32 Organism Mus musculus Mus musculus Activity = 70 % 18826278

  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 NPC477348 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
1.0 High Similarity NPC238264
1.0 High Similarity NPC477345
0.9775 High Similarity NPC475540
0.9775 High Similarity NPC473765
0.9775 High Similarity NPC475375
0.9775 High Similarity NPC473605
0.9775 High Similarity NPC476066
0.9775 High Similarity NPC475593
0.9775 High Similarity NPC475241
0.9775 High Similarity NPC475164
0.9775 High Similarity NPC475525
0.977 High Similarity NPC477349
0.9551 High Similarity NPC44682
0.9551 High Similarity NPC163409
0.8539 High Similarity NPC288471
0.8391 Intermediate Similarity NPC294748
0.8391 Intermediate Similarity NPC85759
0.8391 Intermediate Similarity NPC477344
0.8391 Intermediate Similarity NPC158302
0.8391 Intermediate Similarity NPC146992
0.8391 Intermediate Similarity NPC477346
0.8391 Intermediate Similarity NPC22742
0.8298 Intermediate Similarity NPC110072
0.8202 Intermediate Similarity NPC475270
0.8202 Intermediate Similarity NPC477319
0.8202 Intermediate Similarity NPC184915
0.8202 Intermediate Similarity NPC27289
0.8202 Intermediate Similarity NPC169345
0.8202 Intermediate Similarity NPC472202
0.8202 Intermediate Similarity NPC259294
0.8202 Intermediate Similarity NPC475327
0.8202 Intermediate Similarity NPC224953
0.8202 Intermediate Similarity NPC173328
0.8202 Intermediate Similarity NPC269318
0.8202 Intermediate Similarity NPC115013
0.8202 Intermediate Similarity NPC475667
0.8202 Intermediate Similarity NPC183888
0.8202 Intermediate Similarity NPC123204
0.8202 Intermediate Similarity NPC472201
0.8202 Intermediate Similarity NPC477331
0.8202 Intermediate Similarity NPC477318
0.8202 Intermediate Similarity NPC472203
0.8202 Intermediate Similarity NPC143421
0.8202 Intermediate Similarity NPC297768
0.8202 Intermediate Similarity NPC89843
0.8202 Intermediate Similarity NPC307400
0.8202 Intermediate Similarity NPC472204
0.8202 Intermediate Similarity NPC126685
0.8202 Intermediate Similarity NPC476087
0.8202 Intermediate Similarity NPC44782
0.8202 Intermediate Similarity NPC119583
0.8202 Intermediate Similarity NPC472205
0.8202 Intermediate Similarity NPC477347
0.8202 Intermediate Similarity NPC186992
0.8202 Intermediate Similarity NPC238056
0.8202 Intermediate Similarity NPC472200
0.8202 Intermediate Similarity NPC290012
0.8202 Intermediate Similarity NPC477317
0.8182 Intermediate Similarity NPC57586
0.8182 Intermediate Similarity NPC471637
0.8182 Intermediate Similarity NPC475157
0.8182 Intermediate Similarity NPC154132
0.8182 Intermediate Similarity NPC2313
0.8182 Intermediate Similarity NPC475655
0.809 Intermediate Similarity NPC267592
0.8085 Intermediate Similarity NPC285588
0.8046 Intermediate Similarity NPC477350
0.8022 Intermediate Similarity NPC60849
0.8022 Intermediate Similarity NPC477332
0.8022 Intermediate Similarity NPC472352
0.8021 Intermediate Similarity NPC320089
0.7955 Intermediate Similarity NPC476783
0.7955 Intermediate Similarity NPC216883
0.7955 Intermediate Similarity NPC476782
0.7955 Intermediate Similarity NPC476781
0.7938 Intermediate Similarity NPC159698
0.7865 Intermediate Similarity NPC281563
0.7865 Intermediate Similarity NPC109887
0.7865 Intermediate Similarity NPC477326
0.7865 Intermediate Similarity NPC477329
0.7865 Intermediate Similarity NPC477330
0.7865 Intermediate Similarity NPC146380
0.7865 Intermediate Similarity NPC113745
0.7865 Intermediate Similarity NPC477323
0.7865 Intermediate Similarity NPC477320
0.7865 Intermediate Similarity NPC477325
0.7865 Intermediate Similarity NPC477328
0.7865 Intermediate Similarity NPC475425
0.7864 Intermediate Similarity NPC476738
0.7864 Intermediate Similarity NPC315070
0.7864 Intermediate Similarity NPC476740
0.7857 Intermediate Similarity NPC469543
0.7843 Intermediate Similarity NPC197736
0.7835 Intermediate Similarity NPC472196
0.7835 Intermediate Similarity NPC238090
0.7835 Intermediate Similarity NPC472195
0.7778 Intermediate Similarity NPC143446
0.7714 Intermediate Similarity NPC193765
0.7714 Intermediate Similarity NPC392
0.7714 Intermediate Similarity NPC219900
0.7714 Intermediate Similarity NPC177524
0.7701 Intermediate Similarity NPC9763
0.7701 Intermediate Similarity NPC39266
0.7701 Intermediate Similarity NPC169085
0.7701 Intermediate Similarity NPC206823
0.7701 Intermediate Similarity NPC163812
0.7701 Intermediate Similarity NPC225748
0.7684 Intermediate Similarity NPC475186
0.7684 Intermediate Similarity NPC118077
0.767 Intermediate Similarity NPC474581
0.767 Intermediate Similarity NPC309398
0.767 Intermediate Similarity NPC473816
0.767 Intermediate Similarity NPC475367
0.7647 Intermediate Similarity NPC476611
0.7634 Intermediate Similarity NPC38295
0.7634 Intermediate Similarity NPC470313
0.7634 Intermediate Similarity NPC473500
0.7634 Intermediate Similarity NPC156089
0.76 Intermediate Similarity NPC306041
0.7589 Intermediate Similarity NPC476127
0.7589 Intermediate Similarity NPC476150
0.7576 Intermediate Similarity NPC294293
0.7565 Intermediate Similarity NPC297950
0.7551 Intermediate Similarity NPC472197
0.75 Intermediate Similarity NPC470516
0.75 Intermediate Similarity NPC127295
0.75 Intermediate Similarity NPC163362
0.75 Intermediate Similarity NPC297945
0.75 Intermediate Similarity NPC126897
0.7477 Intermediate Similarity NPC474483
0.7471 Intermediate Similarity NPC53760
0.7471 Intermediate Similarity NPC52268
0.7451 Intermediate Similarity NPC40182
0.7451 Intermediate Similarity NPC198422
0.7451 Intermediate Similarity NPC472015
0.7449 Intermediate Similarity NPC470573
0.7449 Intermediate Similarity NPC231710
0.7449 Intermediate Similarity NPC303451
0.7449 Intermediate Similarity NPC270908
0.7449 Intermediate Similarity NPC120021
0.7449 Intermediate Similarity NPC65665
0.7449 Intermediate Similarity NPC6414
0.7449 Intermediate Similarity NPC216826
0.7436 Intermediate Similarity NPC23020
0.7436 Intermediate Similarity NPC112492
0.7436 Intermediate Similarity NPC220838
0.7436 Intermediate Similarity NPC472268
0.7436 Intermediate Similarity NPC472270
0.7436 Intermediate Similarity NPC472269
0.7436 Intermediate Similarity NPC45606
0.7426 Intermediate Similarity NPC54731
0.7419 Intermediate Similarity NPC469469
0.7419 Intermediate Similarity NPC21693
0.7419 Intermediate Similarity NPC236649
0.7411 Intermediate Similarity NPC471548
0.7411 Intermediate Similarity NPC470515
0.7404 Intermediate Similarity NPC222062
0.7404 Intermediate Similarity NPC201191
0.74 Intermediate Similarity NPC472198
0.7396 Intermediate Similarity NPC47937
0.7374 Intermediate Similarity NPC472125
0.7374 Intermediate Similarity NPC472199
0.7374 Intermediate Similarity NPC477749
0.7374 Intermediate Similarity NPC472124
0.7374 Intermediate Similarity NPC472126
0.7368 Intermediate Similarity NPC476204
0.7368 Intermediate Similarity NPC170084
0.7368 Intermediate Similarity NPC266718
0.7356 Intermediate Similarity NPC211428
0.7356 Intermediate Similarity NPC241265
0.7356 Intermediate Similarity NPC285003
0.7353 Intermediate Similarity NPC278506
0.7353 Intermediate Similarity NPC476612
0.7353 Intermediate Similarity NPC476613
0.7353 Intermediate Similarity NPC475332
0.7345 Intermediate Similarity NPC470915
0.7345 Intermediate Similarity NPC470911
0.7345 Intermediate Similarity NPC470517
0.7333 Intermediate Similarity NPC118761
0.7333 Intermediate Similarity NPC197541
0.7333 Intermediate Similarity NPC267869
0.7333 Intermediate Similarity NPC284929
0.7333 Intermediate Similarity NPC234304
0.7321 Intermediate Similarity NPC473405
0.732 Intermediate Similarity NPC125142
0.7315 Intermediate Similarity NPC313668
0.7315 Intermediate Similarity NPC315836
0.7311 Intermediate Similarity NPC290276
0.7311 Intermediate Similarity NPC198918
0.7311 Intermediate Similarity NPC204214
0.7311 Intermediate Similarity NPC92283
0.7311 Intermediate Similarity NPC124878
0.7311 Intermediate Similarity NPC147032
0.7311 Intermediate Similarity NPC10121
0.7311 Intermediate Similarity NPC63404
0.7311 Intermediate Similarity NPC300655
0.7311 Intermediate Similarity NPC222951
0.7311 Intermediate Similarity NPC10883
0.7311 Intermediate Similarity NPC43589
0.7311 Intermediate Similarity NPC231888

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477348 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
0.7714 Intermediate Similarity NPD6686 Approved
0.75 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7449 Intermediate Similarity NPD46 Approved
0.7449 Intermediate Similarity NPD6698 Approved
0.7282 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7217 Intermediate Similarity NPD8516 Approved
0.7217 Intermediate Similarity NPD8517 Approved
0.7217 Intermediate Similarity NPD8515 Approved
0.7207 Intermediate Similarity NPD8133 Approved
0.7069 Intermediate Similarity NPD8513 Phase 3
0.6842 Remote Similarity NPD7329 Approved
0.6807 Remote Similarity NPD7830 Approved
0.6807 Remote Similarity NPD7829 Approved
0.6765 Remote Similarity NPD7838 Discovery
0.6695 Remote Similarity NPD8377 Approved
0.6695 Remote Similarity NPD8294 Approved
0.6694 Remote Similarity NPD7507 Approved
0.6667 Remote Similarity NPD6412 Phase 2
0.6667 Remote Similarity NPD8328 Phase 3
0.6639 Remote Similarity NPD8378 Approved
0.6639 Remote Similarity NPD8296 Approved
0.6639 Remote Similarity NPD8335 Approved
0.6639 Remote Similarity NPD8380 Approved
0.6639 Remote Similarity NPD8379 Approved
0.6538 Remote Similarity NPD7983 Approved
0.6532 Remote Similarity NPD7319 Approved
0.65 Remote Similarity NPD8033 Approved
0.6437 Remote Similarity NPD6123 Approved
0.6404 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6387 Remote Similarity NPD7328 Approved
0.6387 Remote Similarity NPD7327 Approved
0.6372 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6371 Remote Similarity NPD8448 Approved
0.6364 Remote Similarity NPD8444 Approved
0.6364 Remote Similarity NPD7503 Approved
0.6349 Remote Similarity NPD8392 Approved
0.6349 Remote Similarity NPD8390 Approved
0.6349 Remote Similarity NPD8391 Approved
0.6333 Remote Similarity NPD7516 Approved
0.629 Remote Similarity NPD8451 Approved
0.626 Remote Similarity NPD7642 Approved
0.625 Remote Similarity NPD7641 Discontinued
0.624 Remote Similarity NPD8074 Phase 3
0.6167 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6147 Remote Similarity NPD7839 Suspended
0.608 Remote Similarity NPD8340 Approved
0.608 Remote Similarity NPD8342 Approved
0.608 Remote Similarity NPD8341 Approved
0.608 Remote Similarity NPD8299 Approved
0.6068 Remote Similarity NPD6371 Approved
0.6053 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6042 Remote Similarity NPD3181 Approved
0.6018 Remote Similarity NPD8138 Approved
0.6018 Remote Similarity NPD8082 Approved
0.6018 Remote Similarity NPD8086 Approved
0.6018 Remote Similarity NPD8139 Approved
0.6018 Remote Similarity NPD8083 Approved
0.6018 Remote Similarity NPD8084 Approved
0.6018 Remote Similarity NPD8085 Approved
0.6 Remote Similarity NPD8393 Approved
0.5965 Remote Similarity NPD8275 Approved
0.5965 Remote Similarity NPD8276 Approved
0.594 Remote Similarity NPD7966 Clinical (unspecified phase)
0.5938 Remote Similarity NPD7736 Approved
0.5929 Remote Similarity NPD5344 Discontinued
0.592 Remote Similarity NPD8080 Discontinued
0.5913 Remote Similarity NPD8081 Approved
0.5902 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5893 Remote Similarity NPD7638 Approved
0.5865 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5851 Remote Similarity NPD898 Approved
0.5851 Remote Similarity NPD897 Approved
0.5851 Remote Similarity NPD896 Approved
0.5847 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5841 Remote Similarity NPD7639 Approved
0.5841 Remote Similarity NPD7640 Approved
0.584 Remote Similarity NPD8266 Approved
0.584 Remote Similarity NPD8267 Approved
0.584 Remote Similarity NPD8269 Approved
0.584 Remote Similarity NPD8268 Approved
0.5833 Remote Similarity NPD6053 Discontinued
0.5812 Remote Similarity NPD8140 Approved
0.5812 Remote Similarity NPD8307 Discontinued
0.5772 Remote Similarity NPD7115 Discovery
0.5769 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5769 Remote Similarity NPD3669 Approved
0.5763 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5752 Remote Similarity NPD4225 Approved
0.5747 Remote Similarity NPD3728 Approved
0.5747 Remote Similarity NPD3730 Approved
0.5747 Remote Similarity NPD7346 Approved
0.5746 Remote Similarity NPD8387 Clinical (unspecified phase)
0.5736 Remote Similarity NPD8293 Discontinued
0.5727 Remote Similarity NPD5778 Approved
0.5727 Remote Similarity NPD5779 Approved
0.5714 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5714 Remote Similarity NPD8306 Approved
0.5714 Remote Similarity NPD8305 Approved
0.5699 Remote Similarity NPD7909 Approved
0.5692 Remote Similarity NPD8337 Approved
0.5692 Remote Similarity NPD8336 Approved
0.5688 Remote Similarity NPD8522 Clinical (unspecified phase)
0.5672 Remote Similarity NPD8415 Approved
0.567 Remote Similarity NPD7532 Clinical (unspecified phase)
0.5669 Remote Similarity NPD6370 Approved
0.5667 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5667 Remote Similarity NPD8087 Discontinued
0.566 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5632 Remote Similarity NPD892 Phase 3
0.5632 Remote Similarity NPD890 Clinical (unspecified phase)
0.5632 Remote Similarity NPD888 Phase 3
0.5632 Remote Similarity NPD893 Approved
0.5632 Remote Similarity NPD891 Phase 3
0.5619 Remote Similarity NPD7154 Phase 3
0.5603 Remote Similarity NPD7141 Clinical (unspecified phase)
0.5603 Remote Similarity NPD7139 Approved
0.5603 Remote Similarity NPD7140 Approved

Structure

External Identifiers

PubChem CID   25135430
ChEMBL   CHEMBL505149
ZINC  

Physicochemical Properties

Molecular Weight:  1038.56
ALogP:  -7.4578
MLogP:  4.54
XLogP:  4.609
# Rotatable Bonds:  47
Polar Surface Area:  325.58
# H-Bond Aceptor:  22
# H-Bond Donor:  9
# Rings:  4
# Heavy Atoms:  72

Download Data

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Similar NPs/Drugs