Natural Product: NPC241959

Natural Product ID:  NPC241959
Common Name:   1Alpha(Beta-D-Glucopyranosyloxy)Eudesma-3Alpha,4Beta,11-Triol
IUPAC Name:   (2R,3R,4S,5S,6R)-2-[[(1S,3R,4R,4aS,6R,8aS)-3,4-dihydroxy-6-(2-hydroxypropan-2-yl)-4,8a-dimethyl-1,2,3,4a,5,6,7,8-octahydronaphthalen-1-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Synonyms:  
Molecular Formula:   C21H38O9
Standard InCHIKey:  MMZDNZVHSDTPNB-KMWDOKHFSA-N
Standard InCHI:  InChI=1S/C21H38O9/c1-19(2,27)10-5-6-20(3)12(7-10)21(4,28)13(23)8-14(20)30-18-17(26)16(25)15(24)11(9-22)29-18/h10-18,22-28H,5-9H2,1-4H3/t10-,11-,12+,13-,14+,15-,16+,17-,18+,20+,21-/m1/s1
Canonical SMILES:  OC[C@H]1O[C@@H](O[C@H]2C[C@@H](O)[C@]([C@@H]3[C@]2(C)CC[C@H](C3)C(O)(C)C)(C)O)[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
NPO32551 liriosma ovata Species NA NA PMID[18197604]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 2 ug/ml 11975483
NPT18 Organism Pseudomonas aeruginosa Pseudomonas aeruginosa MIC = 4 ug/ml 26331426
NPT18 Organism Pseudomonas aeruginosa Pseudomonas aeruginosa MBC = 4 ug/ml 26331426
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MBC = 4 ug/ml 25871261

  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 NPC241959 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
0.9351 High Similarity NPC177343
0.9351 High Similarity NPC272841
0.8916 High Similarity NPC471410
0.8916 High Similarity NPC471411
0.8916 High Similarity NPC268633
0.8837 High Similarity NPC293609
0.8831 High Similarity NPC308489
0.8831 High Similarity NPC166250
0.881 High Similarity NPC43912
0.881 High Similarity NPC140446
0.8795 High Similarity NPC290612
0.875 High Similarity NPC477494
0.8736 High Similarity NPC277774
0.8721 High Similarity NPC279329
0.869 High Similarity NPC107603
0.8642 High Similarity NPC186588
0.8636 High Similarity NPC113500
0.8636 High Similarity NPC477224
0.8636 High Similarity NPC3538
0.8621 High Similarity NPC36372
0.8605 High Similarity NPC473472
0.8605 High Similarity NPC82955
0.8605 High Similarity NPC131466
0.8588 High Similarity NPC45833
0.8588 High Similarity NPC62202
0.8588 High Similarity NPC110365
0.8588 High Similarity NPC472396
0.8588 High Similarity NPC213658
0.8539 High Similarity NPC92196
0.8523 High Similarity NPC171741
0.8523 High Similarity NPC224003
0.8523 High Similarity NPC323231
0.8523 High Similarity NPC167644
0.8523 High Similarity NPC470623
0.8523 High Similarity NPC18724
0.8523 High Similarity NPC311246
0.8506 High Similarity NPC223143
0.8488 Intermediate Similarity NPC281004
0.8444 Intermediate Similarity NPC473287
0.8442 Intermediate Similarity NPC471879
0.8434 Intermediate Similarity NPC477446
0.8434 Intermediate Similarity NPC470155
0.8434 Intermediate Similarity NPC477447
0.8427 Intermediate Similarity NPC473503
0.8427 Intermediate Similarity NPC309866
0.8427 Intermediate Similarity NPC471373
0.8427 Intermediate Similarity NPC267238
0.8427 Intermediate Similarity NPC77717
0.8427 Intermediate Similarity NPC148593
0.8427 Intermediate Similarity NPC253611
0.8409 Intermediate Similarity NPC307167
0.8409 Intermediate Similarity NPC149966
0.8409 Intermediate Similarity NPC473830
0.8409 Intermediate Similarity NPC5632
0.8409 Intermediate Similarity NPC204881
0.8409 Intermediate Similarity NPC210759
0.8409 Intermediate Similarity NPC229801
0.8391 Intermediate Similarity NPC102725
0.8391 Intermediate Similarity NPC20822
0.8354 Intermediate Similarity NPC470151
0.8352 Intermediate Similarity NPC477223
0.8352 Intermediate Similarity NPC477222
0.8333 Intermediate Similarity NPC471424
0.8333 Intermediate Similarity NPC205129
0.8333 Intermediate Similarity NPC106701
0.8333 Intermediate Similarity NPC57964
0.8333 Intermediate Similarity NPC469710
0.8333 Intermediate Similarity NPC471425
0.8333 Intermediate Similarity NPC94582
0.8333 Intermediate Similarity NPC471429
0.8333 Intermediate Similarity NPC189575
0.8315 Intermediate Similarity NPC476669
0.8315 Intermediate Similarity NPC475307
0.8313 Intermediate Similarity NPC470154
0.8313 Intermediate Similarity NPC470156
0.8295 Intermediate Similarity NPC473542
0.8295 Intermediate Similarity NPC474249
0.8295 Intermediate Similarity NPC65550
0.8295 Intermediate Similarity NPC261990
0.8276 Intermediate Similarity NPC470872
0.8261 Intermediate Similarity NPC473638
0.8256 Intermediate Similarity NPC471240
0.8235 Intermediate Similarity NPC18953
0.8235 Intermediate Similarity NPC474156
0.8222 Intermediate Similarity NPC24960
0.8222 Intermediate Similarity NPC475325
0.8222 Intermediate Similarity NPC151214
0.8222 Intermediate Similarity NPC175
0.8222 Intermediate Similarity NPC473774
0.8222 Intermediate Similarity NPC191915
0.8222 Intermediate Similarity NPC305418
0.8222 Intermediate Similarity NPC45959
0.8222 Intermediate Similarity NPC252253
0.8202 Intermediate Similarity NPC476668
0.8202 Intermediate Similarity NPC473637
0.8172 Intermediate Similarity NPC51579
0.8171 Intermediate Similarity NPC477577
0.8148 Intermediate Similarity NPC107963
0.8132 Intermediate Similarity NPC473064
0.8132 Intermediate Similarity NPC473065
0.8132 Intermediate Similarity NPC473067
0.8111 Intermediate Similarity NPC137004
0.8111 Intermediate Similarity NPC149400
0.8111 Intermediate Similarity NPC88962
0.8111 Intermediate Similarity NPC144790
0.8111 Intermediate Similarity NPC473726
0.8111 Intermediate Similarity NPC172838
0.8085 Intermediate Similarity NPC477225
0.8077 Intermediate Similarity NPC470833
0.8068 Intermediate Similarity NPC128475
0.8065 Intermediate Similarity NPC471374
0.8065 Intermediate Similarity NPC209798
0.8065 Intermediate Similarity NPC471375
0.8052 Intermediate Similarity NPC179823
0.8043 Intermediate Similarity NPC142264
0.8043 Intermediate Similarity NPC476510
0.8043 Intermediate Similarity NPC237071
0.8043 Intermediate Similarity NPC90583
0.8043 Intermediate Similarity NPC238796
0.8043 Intermediate Similarity NPC203434
0.8043 Intermediate Similarity NPC296936
0.8043 Intermediate Similarity NPC139271
0.8043 Intermediate Similarity NPC472989
0.8043 Intermediate Similarity NPC304011
0.8043 Intermediate Similarity NPC121453
0.8043 Intermediate Similarity NPC252056
0.8025 Intermediate Similarity NPC472950
0.8025 Intermediate Similarity NPC472952
0.8022 Intermediate Similarity NPC174024
0.8022 Intermediate Similarity NPC312678
0.8022 Intermediate Similarity NPC291547
0.8022 Intermediate Similarity NPC30687
0.8022 Intermediate Similarity NPC131693
0.8022 Intermediate Similarity NPC294686
0.8022 Intermediate Similarity NPC253268
0.8022 Intermediate Similarity NPC222731
0.8022 Intermediate Similarity NPC179859
0.8022 Intermediate Similarity NPC475436
0.8022 Intermediate Similarity NPC473851
0.8 Intermediate Similarity NPC289361
0.8 Intermediate Similarity NPC59006
0.7979 Intermediate Similarity NPC471427
0.7979 Intermediate Similarity NPC471426
0.7979 Intermediate Similarity NPC471428
0.7976 Intermediate Similarity NPC16449
0.7957 Intermediate Similarity NPC470028
0.7957 Intermediate Similarity NPC233649
0.7955 Intermediate Similarity NPC161928
0.7955 Intermediate Similarity NPC210658
0.7935 Intermediate Similarity NPC474399
0.7931 Intermediate Similarity NPC232044
0.7931 Intermediate Similarity NPC235402
0.7931 Intermediate Similarity NPC273290
0.7912 Intermediate Similarity NPC477451
0.7912 Intermediate Similarity NPC177834
0.7912 Intermediate Similarity NPC325828
0.7912 Intermediate Similarity NPC477547
0.7912 Intermediate Similarity NPC297348
0.7912 Intermediate Similarity NPC141769
0.7912 Intermediate Similarity NPC250393
0.7912 Intermediate Similarity NPC48339
0.7912 Intermediate Similarity NPC234352
0.7912 Intermediate Similarity NPC249204
0.7907 Intermediate Similarity NPC475820
0.7907 Intermediate Similarity NPC213737
0.7907 Intermediate Similarity NPC474284
0.7907 Intermediate Similarity NPC474346
0.7907 Intermediate Similarity NPC474253
0.7907 Intermediate Similarity NPC470070
0.7901 Intermediate Similarity NPC53868
0.7901 Intermediate Similarity NPC31046
0.7901 Intermediate Similarity NPC209666
0.7901 Intermediate Similarity NPC200167
0.7895 Intermediate Similarity NPC475574
0.7882 Intermediate Similarity NPC71541
0.7872 Intermediate Similarity NPC473616
0.7872 Intermediate Similarity NPC473518
0.7865 Intermediate Similarity NPC476379
0.7857 Intermediate Similarity NPC81074
0.7857 Intermediate Similarity NPC477282
0.7849 Intermediate Similarity NPC195297
0.7849 Intermediate Similarity NPC473601
0.7835 Intermediate Similarity NPC475521
0.7826 Intermediate Similarity NPC471464
0.7826 Intermediate Similarity NPC264101
0.7826 Intermediate Similarity NPC291203
0.7826 Intermediate Similarity NPC217205
0.7826 Intermediate Similarity NPC72817
0.7826 Intermediate Similarity NPC305160
0.7826 Intermediate Similarity NPC477927
0.7816 Intermediate Similarity NPC166279
0.7816 Intermediate Similarity NPC320824
0.7816 Intermediate Similarity NPC227260
0.7805 Intermediate Similarity NPC243027
0.7805 Intermediate Similarity NPC196136
0.7805 Intermediate Similarity NPC158208
0.7791 Intermediate Similarity NPC208912
0.7791 Intermediate Similarity NPC202688
0.7791 Intermediate Similarity NPC154043
0.7791 Intermediate Similarity NPC470611

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC241959 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
0.7975 Intermediate Similarity NPD7532 Clinical (unspecified phase)
0.7912 Intermediate Similarity NPD8171 Discontinued
0.7901 Intermediate Similarity NPD1811 Approved
0.7901 Intermediate Similarity NPD1810 Approved
0.7662 Intermediate Similarity NPD371 Approved
0.7531 Intermediate Similarity NPD2687 Approved
0.7531 Intermediate Similarity NPD2686 Approved
0.7531 Intermediate Similarity NPD2254 Approved
0.7356 Intermediate Similarity NPD6928 Phase 2
0.7303 Intermediate Similarity NPD3670 Clinical (unspecified phase)
0.7303 Intermediate Similarity NPD3669 Approved
0.7195 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.7184 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7129 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7064 Intermediate Similarity NPD7516 Approved
0.6972 Remote Similarity NPD7328 Approved
0.6972 Remote Similarity NPD7327 Approved
0.6762 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6759 Remote Similarity NPD8133 Approved
0.6637 Remote Similarity NPD8379 Approved
0.6637 Remote Similarity NPD8378 Approved
0.6637 Remote Similarity NPD8380 Approved
0.6637 Remote Similarity NPD8296 Approved
0.6637 Remote Similarity NPD8335 Approved
0.6577 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6549 Remote Similarity NPD8294 Approved
0.6549 Remote Similarity NPD8377 Approved
0.6522 Remote Similarity NPD1780 Approved
0.6522 Remote Similarity NPD1779 Approved
0.6509 Remote Similarity NPD6412 Phase 2
0.6491 Remote Similarity NPD8033 Approved
0.6449 Remote Similarity NPD6686 Approved
0.6389 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6374 Remote Similarity NPD6118 Approved
0.6374 Remote Similarity NPD6114 Approved
0.6374 Remote Similarity NPD6697 Approved
0.6374 Remote Similarity NPD6115 Approved
0.6348 Remote Similarity NPD7503 Approved
0.6339 Remote Similarity NPD6940 Discontinued
0.6337 Remote Similarity NPD7991 Discontinued
0.6271 Remote Similarity NPD7507 Approved
0.6264 Remote Similarity NPD6116 Phase 1
0.625 Remote Similarity NPD7319 Approved
0.6239 Remote Similarity NPD8328 Phase 3
0.6234 Remote Similarity NPD2269 Approved
0.622 Remote Similarity NPD6123 Approved
0.6207 Remote Similarity NPD6921 Approved
0.6182 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6154 Remote Similarity NPD892 Phase 3
0.6154 Remote Similarity NPD888 Phase 3
0.6154 Remote Similarity NPD891 Phase 3
0.6154 Remote Similarity NPD6117 Approved
0.6154 Remote Similarity NPD893 Approved
0.6154 Remote Similarity NPD890 Clinical (unspecified phase)
0.6147 Remote Similarity NPD8174 Phase 2
0.6136 Remote Similarity NPD4787 Phase 1
0.6122 Remote Similarity NPD7524 Approved
0.6104 Remote Similarity NPD904 Phase 3
0.6104 Remote Similarity NPD905 Approved
0.61 Remote Similarity NPD3168 Discontinued
0.6064 Remote Similarity NPD7525 Registered
0.6044 Remote Similarity NPD3703 Phase 2
0.6017 Remote Similarity NPD6370 Approved
0.5957 Remote Similarity NPD7645 Phase 2
0.5949 Remote Similarity NPD889 Approved
0.5949 Remote Similarity NPD895 Approved
0.5949 Remote Similarity NPD894 Approved
0.5949 Remote Similarity NPD887 Approved
0.5934 Remote Similarity NPD6113 Clinical (unspecified phase)
0.5926 Remote Similarity NPD2267 Suspended
0.5909 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5889 Remote Similarity NPD4808 Clinical (unspecified phase)
0.5889 Remote Similarity NPD4809 Clinical (unspecified phase)
0.5888 Remote Similarity NPD1700 Approved
0.5888 Remote Similarity NPD5344 Discontinued
0.5875 Remote Similarity NPD7346 Approved
0.5847 Remote Similarity NPD6054 Approved
0.5847 Remote Similarity NPD6059 Approved
0.5843 Remote Similarity NPD3700 Clinical (unspecified phase)
0.5843 Remote Similarity NPD3699 Clinical (unspecified phase)
0.582 Remote Similarity NPD8293 Discontinued
0.5816 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5772 Remote Similarity NPD7736 Approved
0.5741 Remote Similarity NPD4159 Approved
0.5714 Remote Similarity NPD6695 Phase 3
0.5702 Remote Similarity NPD6067 Discontinued
0.5701 Remote Similarity NPD7638 Approved
0.5699 Remote Similarity NPD3702 Approved
0.5688 Remote Similarity NPD8138 Approved
0.5688 Remote Similarity NPD8084 Approved
0.5688 Remote Similarity NPD8083 Approved
0.5688 Remote Similarity NPD8139 Approved
0.5688 Remote Similarity NPD8086 Approved
0.5688 Remote Similarity NPD8085 Approved
0.5688 Remote Similarity NPD8082 Approved
0.5676 Remote Similarity NPD5357 Phase 1
0.5667 Remote Similarity NPD6016 Approved
0.5667 Remote Similarity NPD6015 Approved
0.5656 Remote Similarity NPD7492 Approved
0.5652 Remote Similarity NPD6882 Approved
0.5648 Remote Similarity NPD7639 Approved
0.5648 Remote Similarity NPD7640 Approved
0.5636 Remote Similarity NPD8275 Approved
0.5636 Remote Similarity NPD8276 Approved
0.562 Remote Similarity NPD5988 Approved
0.561 Remote Similarity NPD6616 Approved
0.5604 Remote Similarity NPD4244 Approved
0.5604 Remote Similarity NPD4245 Approved

Structure

External Identifiers

PubChem CID   24799334
ChEMBL   CHEMBL403493
ZINC  

Physicochemical Properties

Molecular Weight:  434.25
ALogP:  -2.916
MLogP:  2.78
XLogP:  0.203
# Rotatable Bonds:  15
Polar Surface Area:  160.07
# H-Bond Aceptor:  9
# H-Bond Donor:  7
# Rings:  3
# Heavy Atoms:  30

Download Data

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