Natural Product: NPC25663

Natural Product ID:  NPC25663
Common Name:   Dianversicoside A
IUPAC Name:   (3S)-5-[[(2R,3S,4S,5R,6R)-6-[[(2R,3S,4S,5R,6S)-6-[(4aR,5R,6aR,6aS,6bR,8aR,9S,10S,12aR,14bS)-5,10-dihydroxy-2,2,6a,6b,9,12a-hexamethyl-9-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carbonyl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]-3-hydroxy-3-methyl-5-oxopentanoic acid
Synonyms:  
Molecular Formula:   C60H94O30
Standard InCHIKey:  IJSZPFMPQUDYPI-FYIVALIFSA-N
Standard InCHI:  InChI=1S/C60H94O30/c1-54(2)14-15-60(25(16-54)24-8-9-30-56(4)12-11-32(63)59(7,31(56)10-13-57(30,5)58(24,6)17-33(60)64)52(79)89-49-45(77)41(73)37(69)27(21-62)85-49)53(80)90-50-46(78)42(74)38(70)29(86-50)23-83-51-47(88-48-44(76)40(72)36(68)26(20-61)84-48)43(75)39(71)28(87-51)22-82-35(67)19-55(3,81)18-34(65)66/h8,25-33,36-51,61-64,68-78,81H,9-23H2,1-7H3,(H,65,66)/t25-,26+,27+,28+,29+,30+,31+,32-,33+,36+,37+,38+,39+,40-,41-,42-,43-,44+,45+,46+,47+,48-,49-,50-,51+,55-,56+,57+,58+,59-,60+/m0/s1
Canonical SMILES:  OC[C@H]1O[C@@H](O[C@H]2[C@H](OC[C@H]3O[C@@H](OC(=O)[C@@]45CCC(C[C@H]5C5=CC[C@H]6[C@@]([C@@]5(C[C@H]4O)C)(C)CC[C@@H]4[C@]6(C)CC[C@@H]([C@@]4(C)C(=O)O[C@@H]4O[C@H](CO)[C@H]([C@@H]([C@H]4O)O)O)O)(C)C)[C@@H]([C@H]([C@@H]3O)O)O)O[C@@H]([C@H]([C@@H]2O)O)COC(=O)C[C@](CC(=O)O)(O)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
NPO27907 Dianthus versicolor Species Caryophyllaceae Eukaryota aerial parts Changqing, Shangdong Province, China 2004-JUN PMID[19290648]
NPO27907 Dianthus versicolor Species Caryophyllaceae Eukaryota Whole Plants PMID[19290648]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1855 Cell Line HFL1 Homo sapiens IC50 = 2800 nM 19290648
NPT2 Others Unspecified IC50 = 6200 nM 19290648
NPT83 Cell Line MCF7 Homo sapiens IC50 > 10000 nM 19290648
NPT65 Cell Line HepG2 Homo sapiens IC50 > 10000 nM 19290648

  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 NPC25663 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 NPC51564
1.0 High Similarity NPC135849
0.9909 High Similarity NPC476991
0.9725 High Similarity NPC305267
0.9725 High Similarity NPC26626
0.9725 High Similarity NPC476992
0.9725 High Similarity NPC75287
0.9725 High Similarity NPC288205
0.9725 High Similarity NPC51465
0.964 High Similarity NPC471577
0.9636 High Similarity NPC309223
0.9636 High Similarity NPC102505
0.9636 High Similarity NPC470876
0.9636 High Similarity NPC33012
0.9636 High Similarity NPC473824
0.9636 High Similarity NPC475209
0.9636 High Similarity NPC85154
0.9636 High Similarity NPC104137
0.9636 High Similarity NPC69811
0.9636 High Similarity NPC191827
0.9636 High Similarity NPC220160
0.9636 High Similarity NPC475119
0.9636 High Similarity NPC123522
0.9636 High Similarity NPC473452
0.9636 High Similarity NPC8524
0.9636 High Similarity NPC475514
0.9636 High Similarity NPC286457
0.9633 High Similarity NPC164389
0.9633 High Similarity NPC475486
0.9554 High Similarity NPC153673
0.9554 High Similarity NPC267694
0.9554 High Similarity NPC37860
0.9554 High Similarity NPC144644
0.9554 High Similarity NPC142151
0.9554 High Similarity NPC110385
0.955 High Similarity NPC237191
0.955 High Similarity NPC473459
0.9545 High Similarity NPC37134
0.9545 High Similarity NPC291903
0.9541 High Similarity NPC192600
0.9541 High Similarity NPC174720
0.9541 High Similarity NPC241909
0.9541 High Similarity NPC155410
0.9541 High Similarity NPC166422
0.9541 High Similarity NPC295823
0.9541 High Similarity NPC323341
0.9541 High Similarity NPC473826
0.9541 High Similarity NPC46665
0.9541 High Similarity NPC309714
0.9541 High Similarity NPC475467
0.9541 High Similarity NPC114304
0.9541 High Similarity NPC219180
0.9541 High Similarity NPC133818
0.9541 High Similarity NPC251263
0.9541 High Similarity NPC475287
0.9541 High Similarity NPC114287
0.9541 High Similarity NPC151543
0.9469 High Similarity NPC68767
0.9469 High Similarity NPC293031
0.9469 High Similarity NPC51099
0.9469 High Similarity NPC275225
0.9464 High Similarity NPC473386
0.9464 High Similarity NPC207738
0.9459 High Similarity NPC471580
0.9459 High Similarity NPC68175
0.9459 High Similarity NPC300419
0.9459 High Similarity NPC323359
0.9455 High Similarity NPC224381
0.9455 High Similarity NPC305981
0.9455 High Similarity NPC4328
0.9455 High Similarity NPC41061
0.9455 High Similarity NPC236638
0.9455 High Similarity NPC309907
0.9455 High Similarity NPC469782
0.9455 High Similarity NPC227551
0.9455 High Similarity NPC471550
0.9455 High Similarity NPC43550
0.9455 High Similarity NPC161717
0.9455 High Similarity NPC119592
0.9455 High Similarity NPC76972
0.9455 High Similarity NPC476068
0.9455 High Similarity NPC250247
0.9455 High Similarity NPC60557
0.9455 High Similarity NPC65105
0.9455 High Similarity NPC202828
0.9455 High Similarity NPC67857
0.9455 High Similarity NPC79643
0.9455 High Similarity NPC123199
0.9455 High Similarity NPC71065
0.9455 High Similarity NPC473714
0.9455 High Similarity NPC475160
0.9455 High Similarity NPC57484
0.9455 High Similarity NPC294453
0.9455 High Similarity NPC54636
0.9455 High Similarity NPC471385
0.9455 High Similarity NPC204414
0.9455 High Similarity NPC293330
0.9455 High Similarity NPC475140
0.9455 High Similarity NPC261506
0.9455 High Similarity NPC298034
0.9455 High Similarity NPC100639
0.9455 High Similarity NPC70809
0.945 High Similarity NPC101744
0.945 High Similarity NPC104071
0.945 High Similarity NPC469946
0.945 High Similarity NPC1046
0.945 High Similarity NPC104400
0.945 High Similarity NPC471383
0.945 High Similarity NPC79718
0.945 High Similarity NPC473373
0.945 High Similarity NPC292677
0.945 High Similarity NPC276093
0.945 High Similarity NPC10320
0.945 High Similarity NPC80843
0.945 High Similarity NPC139044
0.945 High Similarity NPC109079
0.945 High Similarity NPC475504
0.945 High Similarity NPC102439
0.945 High Similarity NPC324875
0.945 High Similarity NPC475516
0.945 High Similarity NPC257468
0.9386 High Similarity NPC475591
0.9386 High Similarity NPC21691
0.9386 High Similarity NPC4749
0.9386 High Similarity NPC80986
0.9386 High Similarity NPC187290
0.9386 High Similarity NPC10607
0.9386 High Similarity NPC236870
0.9381 High Similarity NPC473645
0.9375 High Similarity NPC232237
0.9375 High Similarity NPC36831
0.9375 High Similarity NPC105800
0.9375 High Similarity NPC475899
0.9369 High Similarity NPC160415
0.9369 High Similarity NPC161674
0.9369 High Similarity NPC58448
0.9369 High Similarity NPC471384
0.9364 High Similarity NPC96641
0.9364 High Similarity NPC73318
0.9364 High Similarity NPC473343
0.9364 High Similarity NPC258885
0.9364 High Similarity NPC238935
0.9364 High Similarity NPC475208
0.9364 High Similarity NPC150400
0.9364 High Similarity NPC134835
0.9364 High Similarity NPC163183
0.9364 High Similarity NPC124296
0.9358 High Similarity NPC31839
0.9358 High Similarity NPC164419
0.931 High Similarity NPC469947
0.931 High Similarity NPC181066
0.9304 High Similarity NPC283417
0.9304 High Similarity NPC302543
0.9304 High Similarity NPC200049
0.9304 High Similarity NPC257211
0.9304 High Similarity NPC258617
0.9298 High Similarity NPC187618
0.9298 High Similarity NPC86222
0.9298 High Similarity NPC302887
0.9298 High Similarity NPC222580
0.9298 High Similarity NPC171544
0.9298 High Similarity NPC301449
0.9298 High Similarity NPC297263
0.9298 High Similarity NPC64715
0.9298 High Similarity NPC104372
0.9298 High Similarity NPC114484
0.9298 High Similarity NPC11242
0.9298 High Similarity NPC31838
0.9298 High Similarity NPC22956
0.9298 High Similarity NPC223301
0.9298 High Similarity NPC62725
0.9298 High Similarity NPC159309
0.9292 High Similarity NPC477464
0.9286 High Similarity NPC148417
0.9286 High Similarity NPC185466
0.9286 High Similarity NPC136768
0.9286 High Similarity NPC110633
0.9273 High Similarity NPC473383
0.9273 High Similarity NPC48249
0.9273 High Similarity NPC139894
0.9266 High Similarity NPC127056
0.9266 High Similarity NPC270667
0.9266 High Similarity NPC29069
0.9266 High Similarity NPC279554
0.9266 High Similarity NPC474589
0.9266 High Similarity NPC90856
0.9266 High Similarity NPC59804
0.9266 High Similarity NPC174679
0.9266 High Similarity NPC475296
0.9266 High Similarity NPC242611
0.9266 High Similarity NPC164194
0.9266 High Similarity NPC136877
0.9266 High Similarity NPC56713
0.9224 High Similarity NPC160452
0.9224 High Similarity NPC33068
0.9224 High Similarity NPC23275
0.9217 High Similarity NPC131469
0.9217 High Similarity NPC162574
0.9217 High Similarity NPC213952
0.9217 High Similarity NPC313110

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC25663 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
0.8974 High Similarity NPD8328 Phase 3
0.8783 High Similarity NPD8295 Clinical (unspecified phase)
0.8362 Intermediate Similarity NPD8133 Approved
0.8333 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.8033 Intermediate Similarity NPD8516 Approved
0.8033 Intermediate Similarity NPD8517 Approved
0.8033 Intermediate Similarity NPD8515 Approved
0.7886 Intermediate Similarity NPD8513 Phase 3
0.7874 Intermediate Similarity NPD7319 Approved
0.7805 Intermediate Similarity NPD8294 Approved
0.7805 Intermediate Similarity NPD8377 Approved
0.7795 Intermediate Similarity NPD7736 Approved
0.7778 Intermediate Similarity NPD7507 Approved
0.7742 Intermediate Similarity NPD8378 Approved
0.7742 Intermediate Similarity NPD8296 Approved
0.7742 Intermediate Similarity NPD8380 Approved
0.7742 Intermediate Similarity NPD8335 Approved
0.7742 Intermediate Similarity NPD8379 Approved
0.7692 Intermediate Similarity NPD6412 Phase 2
0.7627 Intermediate Similarity NPD6686 Approved
0.76 Intermediate Similarity NPD8033 Approved
0.7578 Intermediate Similarity NPD8293 Discontinued
0.75 Intermediate Similarity NPD7748 Approved
0.7456 Intermediate Similarity NPD7902 Approved
0.7402 Intermediate Similarity NPD6370 Approved
0.736 Intermediate Similarity NPD7328 Approved
0.736 Intermediate Similarity NPD7327 Approved
0.7321 Intermediate Similarity NPD7515 Phase 2
0.7302 Intermediate Similarity NPD7516 Approved
0.7287 Intermediate Similarity NPD7492 Approved
0.7244 Intermediate Similarity NPD6054 Approved
0.7244 Intermediate Similarity NPD6059 Approved
0.7244 Intermediate Similarity NPD6319 Approved
0.7231 Intermediate Similarity NPD6616 Approved
0.7227 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7193 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7193 Intermediate Similarity NPD7900 Approved
0.719 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD7503 Approved
0.7176 Intermediate Similarity NPD7078 Approved
0.7154 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD6882 Approved
0.7097 Intermediate Similarity NPD8297 Approved
0.7054 Intermediate Similarity NPD6016 Approved
0.7054 Intermediate Similarity NPD6015 Approved
0.7008 Intermediate Similarity NPD6009 Approved
0.7 Intermediate Similarity NPD5988 Approved
0.6917 Remote Similarity NPD8074 Phase 3
0.6905 Remote Similarity NPD4632 Approved
0.6885 Remote Similarity NPD6402 Approved
0.6885 Remote Similarity NPD5739 Approved
0.6885 Remote Similarity NPD6675 Approved
0.6885 Remote Similarity NPD7128 Approved
0.6875 Remote Similarity NPD7115 Discovery
0.687 Remote Similarity NPD8034 Phase 2
0.687 Remote Similarity NPD6411 Approved
0.687 Remote Similarity NPD8035 Phase 2
0.6855 Remote Similarity NPD6372 Approved
0.6855 Remote Similarity NPD6373 Approved
0.6855 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6807 Remote Similarity NPD7638 Approved
0.6774 Remote Similarity NPD7320 Approved
0.6774 Remote Similarity NPD6899 Approved
0.6774 Remote Similarity NPD6881 Approved
0.675 Remote Similarity NPD7640 Approved
0.675 Remote Similarity NPD7639 Approved
0.6746 Remote Similarity NPD6649 Approved
0.6746 Remote Similarity NPD8130 Phase 1
0.6746 Remote Similarity NPD6650 Approved
0.6741 Remote Similarity NPD6033 Approved
0.6697 Remote Similarity NPD7645 Phase 2
0.6696 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6696 Remote Similarity NPD6101 Approved
0.6694 Remote Similarity NPD5697 Approved
0.6694 Remote Similarity NPD5701 Approved
0.6692 Remote Similarity NPD6067 Discontinued
0.6667 Remote Similarity NPD6883 Approved
0.6667 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6921 Approved
0.6667 Remote Similarity NPD7290 Approved
0.6667 Remote Similarity NPD6399 Phase 3
0.6667 Remote Similarity NPD4634 Approved
0.6667 Remote Similarity NPD8171 Discontinued
0.6667 Remote Similarity NPD7102 Approved
0.6637 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6614 Remote Similarity NPD6869 Approved
0.6614 Remote Similarity NPD6847 Approved
0.6614 Remote Similarity NPD6617 Approved
0.6587 Remote Similarity NPD6014 Approved
0.6587 Remote Similarity NPD6013 Approved
0.6587 Remote Similarity NPD6012 Approved
0.6581 Remote Similarity NPD7983 Approved
0.6567 Remote Similarity NPD7604 Phase 2
0.6541 Remote Similarity NPD5983 Phase 2
0.6529 Remote Similarity NPD4225 Approved
0.6525 Remote Similarity NPD5778 Approved
0.6525 Remote Similarity NPD5779 Approved
0.6522 Remote Similarity NPD3573 Approved
0.6508 Remote Similarity NPD6011 Approved
0.65 Remote Similarity NPD8450 Suspended
0.6496 Remote Similarity NPD8336 Approved
0.6496 Remote Similarity NPD8337 Approved
0.6489 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6484 Remote Similarity NPD6401 Clinical (unspecified phase)
0.648 Remote Similarity NPD6008 Approved
0.6471 Remote Similarity NPD6336 Discontinued
0.6446 Remote Similarity NPD6084 Phase 2
0.6446 Remote Similarity NPD4755 Approved
0.6446 Remote Similarity NPD6083 Phase 2
0.6429 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6429 Remote Similarity NPD8449 Approved
0.6423 Remote Similarity NPD8448 Approved
0.641 Remote Similarity NPD5328 Approved
0.6403 Remote Similarity NPD8391 Approved
0.6403 Remote Similarity NPD8390 Approved
0.6403 Remote Similarity NPD8392 Approved
0.6397 Remote Similarity NPD8342 Approved
0.6397 Remote Similarity NPD8340 Approved
0.6397 Remote Similarity NPD8341 Approved
0.6397 Remote Similarity NPD8299 Approved
0.6356 Remote Similarity NPD6698 Approved
0.6356 Remote Similarity NPD46 Approved
0.635 Remote Similarity NPD8451 Approved
0.6341 Remote Similarity NPD4696 Approved
0.6341 Remote Similarity NPD4700 Approved
0.6341 Remote Similarity NPD5286 Approved
0.6341 Remote Similarity NPD5285 Approved
0.6325 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6316 Remote Similarity NPD3669 Approved
0.6316 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6312 Remote Similarity NPD8338 Approved
0.6303 Remote Similarity NPD6079 Approved
0.6296 Remote Similarity NPD8444 Approved
0.6296 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6293 Remote Similarity NPD3618 Phase 1
0.6288 Remote Similarity NPD6274 Approved
0.6283 Remote Similarity NPD1779 Approved
0.6283 Remote Similarity NPD1780 Approved
0.6269 Remote Similarity NPD7100 Approved
0.6269 Remote Similarity NPD7101 Approved
0.6261 Remote Similarity NPD4786 Approved
0.626 Remote Similarity NPD5696 Approved
0.626 Remote Similarity NPD8029 Clinical (unspecified phase)
0.625 Remote Similarity NPD4202 Approved
0.625 Remote Similarity NPD8080 Discontinued
0.624 Remote Similarity NPD5225 Approved
0.624 Remote Similarity NPD4633 Approved
0.624 Remote Similarity NPD5224 Approved
0.624 Remote Similarity NPD7632 Discontinued
0.624 Remote Similarity NPD5211 Phase 2
0.624 Remote Similarity NPD5226 Approved
0.623 Remote Similarity NPD7839 Suspended
0.6228 Remote Similarity NPD3667 Approved
0.622 Remote Similarity NPD4767 Approved
0.622 Remote Similarity NPD4768 Approved
0.6204 Remote Similarity NPD7830 Approved
0.6204 Remote Similarity NPD7829 Approved
0.62 Remote Similarity NPD7625 Phase 1
0.6195 Remote Similarity NPD7525 Registered
0.6194 Remote Similarity NPD6335 Approved
0.619 Remote Similarity NPD5175 Approved
0.619 Remote Similarity NPD5174 Approved
0.6176 Remote Similarity NPD6908 Approved
0.6176 Remote Similarity NPD6909 Approved
0.617 Remote Similarity NPD5956 Approved
0.6165 Remote Similarity NPD6940 Discontinued
0.616 Remote Similarity NPD5223 Approved
0.6154 Remote Similarity NPD6409 Approved
0.6154 Remote Similarity NPD7334 Approved
0.6154 Remote Similarity NPD7146 Approved
0.6154 Remote Similarity NPD5330 Approved
0.6154 Remote Similarity NPD6684 Approved
0.6154 Remote Similarity NPD7521 Approved
0.6148 Remote Similarity NPD5695 Phase 3
0.6142 Remote Similarity NPD5141 Approved
0.6134 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6124 Remote Similarity NPD4730 Approved
0.6124 Remote Similarity NPD4729 Approved
0.6119 Remote Similarity NPD6317 Approved
0.6098 Remote Similarity NPD7614 Phase 1
0.6098 Remote Similarity NPD5222 Approved
0.6098 Remote Similarity NPD5221 Approved
0.6098 Remote Similarity NPD4697 Phase 3
0.6098 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6098 Remote Similarity NPD7732 Phase 3
0.6074 Remote Similarity NPD6313 Approved
0.6074 Remote Similarity NPD6314 Approved
0.6069 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6063 Remote Similarity NPD4754 Approved
0.6061 Remote Similarity NPD6053 Discontinued
0.605 Remote Similarity NPD6903 Approved
0.605 Remote Similarity NPD6672 Approved
0.605 Remote Similarity NPD5737 Approved
0.6048 Remote Similarity NPD5173 Approved
0.6047 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6045 Remote Similarity NPD6868 Approved
0.6033 Remote Similarity NPD7637 Suspended
0.6032 Remote Similarity NPD5344 Discontinued
0.6031 Remote Similarity NPD5247 Approved
0.6031 Remote Similarity NPD6371 Approved

Structure

External Identifiers

PubChem CID   42639817
ChEMBL   CHEMBL554394
ZINC  

Physicochemical Properties

Molecular Weight:  1294.58
ALogP:  -6.7344
MLogP:  4.76
XLogP:  0.759
# Rotatable Bonds:  44
Polar Surface Area:  495.26
# H-Bond Aceptor:  30
# H-Bond Donor:  17
# Rings:  9
# Heavy Atoms:  90

Download Data

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Similar NPs/Drugs