Natural Product: NPC29607

Natural Product ID:  NPC29607
Common Name:   Longumoside B
IUPAC Name:   3-methyl-3-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(E)-3-phenylprop-2-enoxy]oxan-2-yl]methoxy]pentanedioic acid
Synonyms:   Longumoside B
Molecular Formula:   C21H28O10
Standard InCHIKey:  XCAAQXCIKODIDY-QUNBHGSGSA-N
Standard InCHI:  InChI=1S/C21H28O10/c1-21(10-15(22)23,11-16(24)25)30-12-14-17(26)18(27)19(28)20(31-14)29-9-5-8-13-6-3-2-4-7-13/h2-8,14,17-20,26-28H,9-12H2,1H3,(H,22,23)(H,24,25)/b8-5+/t14-,17-,18+,19-,20-/m1/s1
Canonical SMILES:  OC(=O)CC(CC(=O)O)(OC[C@H]1O[C@@H](OC/C=C/c2ccccc2)[C@@H]([C@H]([C@@H]1O)O)O)C
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
NPO26237 Piper longum Species Piperaceae Eukaryota PMID[23434420]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified CC50 > 3750000 nM 15217273
NPT963 Organism Hepatitis B virus Hepatitis B virus IC50 > 3750000 nM 22365879
NPT963 Organism Hepatitis B virus Hepatitis B virus IC50 > 3750000 nM 23368996

  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 NPC29607 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
0.8899 High Similarity NPC184633
0.8829 High Similarity NPC470825
0.8739 High Similarity NPC43584
0.8673 High Similarity NPC474641
0.8611 High Similarity NPC469527
0.8417 Intermediate Similarity NPC140561
0.8417 Intermediate Similarity NPC141970
0.8387 Intermediate Similarity NPC469549
0.8347 Intermediate Similarity NPC138798
0.8346 Intermediate Similarity NPC471029
0.8279 Intermediate Similarity NPC57607
0.8279 Intermediate Similarity NPC162925
0.8279 Intermediate Similarity NPC87153
0.8279 Intermediate Similarity NPC244454
0.8246 Intermediate Similarity NPC30563
0.8246 Intermediate Similarity NPC264784
0.8226 Intermediate Similarity NPC231627
0.8211 Intermediate Similarity NPC28069
0.8211 Intermediate Similarity NPC77651
0.816 Intermediate Similarity NPC226101
0.816 Intermediate Similarity NPC237182
0.8158 Intermediate Similarity NPC276061
0.8158 Intermediate Similarity NPC474148
0.8145 Intermediate Similarity NPC290276
0.8145 Intermediate Similarity NPC10121
0.8145 Intermediate Similarity NPC35338
0.8145 Intermediate Similarity NPC198918
0.8145 Intermediate Similarity NPC204214
0.8145 Intermediate Similarity NPC63404
0.8145 Intermediate Similarity NPC10883
0.8145 Intermediate Similarity NPC231888
0.8145 Intermediate Similarity NPC124878
0.8145 Intermediate Similarity NPC92283
0.813 Intermediate Similarity NPC317163
0.8125 Intermediate Similarity NPC37714
0.8125 Intermediate Similarity NPC152384
0.811 Intermediate Similarity NPC281798
0.8099 Intermediate Similarity NPC229600
0.808 Intermediate Similarity NPC471025
0.8036 Intermediate Similarity NPC47286
0.8016 Intermediate Similarity NPC471024
0.8 Intermediate Similarity NPC114096
0.7984 Intermediate Similarity NPC470143
0.7984 Intermediate Similarity NPC322503
0.7984 Intermediate Similarity NPC145287
0.7953 Intermediate Similarity NPC11025
0.7939 Intermediate Similarity NPC472132
0.7937 Intermediate Similarity NPC148026
0.7934 Intermediate Similarity NPC476096
0.7923 Intermediate Similarity NPC169398
0.7909 Intermediate Similarity NPC262826
0.7891 Intermediate Similarity NPC319995
0.7891 Intermediate Similarity NPC17567
0.7891 Intermediate Similarity NPC289415
0.7874 Intermediate Similarity NPC301857
0.7857 Intermediate Similarity NPC267733
0.7857 Intermediate Similarity NPC276047
0.7857 Intermediate Similarity NPC147032
0.7823 Intermediate Similarity NPC52097
0.7795 Intermediate Similarity NPC106677
0.7786 Intermediate Similarity NPC34456
0.7778 Intermediate Similarity NPC123704
0.776 Intermediate Similarity NPC473881
0.7744 Intermediate Similarity NPC469364
0.7744 Intermediate Similarity NPC65262
0.7744 Intermediate Similarity NPC101686
0.7742 Intermediate Similarity NPC11724
0.7731 Intermediate Similarity NPC172525
0.7719 Intermediate Similarity NPC148060
0.7717 Intermediate Similarity NPC471026
0.7717 Intermediate Similarity NPC252114
0.7717 Intermediate Similarity NPC471157
0.7687 Intermediate Similarity NPC220942
0.7672 Intermediate Similarity NPC20485
0.7664 Intermediate Similarity NPC63304
0.7661 Intermediate Similarity NPC476872
0.7656 Intermediate Similarity NPC156692
0.7656 Intermediate Similarity NPC173150
0.7656 Intermediate Similarity NPC471881
0.7656 Intermediate Similarity NPC175333
0.7656 Intermediate Similarity NPC45224
0.7656 Intermediate Similarity NPC471882
0.7656 Intermediate Similarity NPC35288
0.7638 Intermediate Similarity NPC126991
0.7638 Intermediate Similarity NPC83218
0.7634 Intermediate Similarity NPC269421
0.7623 Intermediate Similarity NPC266389
0.7623 Intermediate Similarity NPC122245
0.7623 Intermediate Similarity NPC216605
0.7583 Intermediate Similarity NPC120217
0.7576 Intermediate Similarity NPC114116
0.7568 Intermediate Similarity NPC30361
0.7556 Intermediate Similarity NPC220936
0.7556 Intermediate Similarity NPC31745
0.7554 Intermediate Similarity NPC143246
0.7554 Intermediate Similarity NPC119773
0.7554 Intermediate Similarity NPC475539
0.7554 Intermediate Similarity NPC212808
0.7554 Intermediate Similarity NPC474268
0.7538 Intermediate Similarity NPC295970
0.7537 Intermediate Similarity NPC470572
0.7521 Intermediate Similarity NPC313193
0.7519 Intermediate Similarity NPC288416
0.7518 Intermediate Similarity NPC284957
0.7518 Intermediate Similarity NPC296643
0.75 Intermediate Similarity NPC476033
0.75 Intermediate Similarity NPC79608
0.7482 Intermediate Similarity NPC475528
0.7481 Intermediate Similarity NPC305162
0.7481 Intermediate Similarity NPC469705
0.7481 Intermediate Similarity NPC17968
0.7481 Intermediate Similarity NPC470122
0.7481 Intermediate Similarity NPC475195
0.7464 Intermediate Similarity NPC469367
0.7462 Intermediate Similarity NPC225307
0.7462 Intermediate Similarity NPC158673
0.7444 Intermediate Similarity NPC136608
0.7444 Intermediate Similarity NPC38420
0.7444 Intermediate Similarity NPC164172
0.7444 Intermediate Similarity NPC254398
0.7442 Intermediate Similarity NPC61181
0.7426 Intermediate Similarity NPC62800
0.7426 Intermediate Similarity NPC324262
0.7424 Intermediate Similarity NPC246869
0.7424 Intermediate Similarity NPC138777
0.7424 Intermediate Similarity NPC46137
0.7424 Intermediate Similarity NPC478255
0.7424 Intermediate Similarity NPC235294
0.7424 Intermediate Similarity NPC225384
0.7414 Intermediate Similarity NPC19136
0.7407 Intermediate Similarity NPC471345
0.7405 Intermediate Similarity NPC253595
0.7405 Intermediate Similarity NPC27712
0.7405 Intermediate Similarity NPC477294
0.7405 Intermediate Similarity NPC477293
0.7405 Intermediate Similarity NPC229784
0.7398 Intermediate Similarity NPC175771
0.7398 Intermediate Similarity NPC148055
0.7385 Intermediate Similarity NPC103533
0.7381 Intermediate Similarity NPC476448
0.7381 Intermediate Similarity NPC469548
0.7381 Intermediate Similarity NPC476445
0.7372 Intermediate Similarity NPC77493
0.7368 Intermediate Similarity NPC471095
0.7368 Intermediate Similarity NPC473924
0.7368 Intermediate Similarity NPC471066
0.7368 Intermediate Similarity NPC473285
0.7364 Intermediate Similarity NPC470816
0.7357 Intermediate Similarity NPC477737
0.7338 Intermediate Similarity NPC475213
0.7338 Intermediate Similarity NPC152796
0.7338 Intermediate Similarity NPC478250
0.7338 Intermediate Similarity NPC242756
0.7338 Intermediate Similarity NPC293154
0.7328 Intermediate Similarity NPC146540
0.7328 Intermediate Similarity NPC198487
0.7328 Intermediate Similarity NPC232880
0.7319 Intermediate Similarity NPC80098
0.7317 Intermediate Similarity NPC210531
0.7313 Intermediate Similarity NPC215484
0.7302 Intermediate Similarity NPC469702
0.7302 Intermediate Similarity NPC282409
0.7295 Intermediate Similarity NPC87069
0.7295 Intermediate Similarity NPC474363
0.7293 Intermediate Similarity NPC219677
0.7293 Intermediate Similarity NPC476407
0.7293 Intermediate Similarity NPC254819
0.7292 Intermediate Similarity NPC474620
0.7292 Intermediate Similarity NPC469477
0.7292 Intermediate Similarity NPC133430
0.7288 Intermediate Similarity NPC474111
0.7288 Intermediate Similarity NPC474376
0.7288 Intermediate Similarity NPC475203
0.7288 Intermediate Similarity NPC472315
0.7288 Intermediate Similarity NPC136962
0.7288 Intermediate Similarity NPC472316
0.7288 Intermediate Similarity NPC329705
0.7287 Intermediate Similarity NPC287429
0.7286 Intermediate Similarity NPC296659
0.7286 Intermediate Similarity NPC202391
0.7281 Intermediate Similarity NPC271475
0.7273 Intermediate Similarity NPC329657
0.7266 Intermediate Similarity NPC469623
0.7266 Intermediate Similarity NPC476142
0.7266 Intermediate Similarity NPC148080
0.7259 Intermediate Similarity NPC471883
0.7254 Intermediate Similarity NPC474422
0.7252 Intermediate Similarity NPC476873
0.7244 Intermediate Similarity NPC469412
0.7244 Intermediate Similarity NPC198734
0.7239 Intermediate Similarity NPC159811
0.7236 Intermediate Similarity NPC157338
0.7231 Intermediate Similarity NPC470510
0.7226 Intermediate Similarity NPC469696
0.7226 Intermediate Similarity NPC310252
0.7226 Intermediate Similarity NPC100558
0.7226 Intermediate Similarity NPC84789
0.7226 Intermediate Similarity NPC302583
0.7222 Intermediate Similarity NPC14950
0.7214 Intermediate Similarity NPC111466

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC29607 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
0.8189 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.7965 Intermediate Similarity NPD5048 Discontinued
0.7554 Intermediate Similarity NPD8389 Clinical (unspecified phase)
0.7438 Intermediate Similarity NPD6010 Discontinued
0.7273 Intermediate Similarity NPD969 Suspended
0.7165 Intermediate Similarity NPD5125 Phase 3
0.7165 Intermediate Similarity NPD5126 Approved
0.7143 Intermediate Similarity NPD6685 Approved
0.7054 Intermediate Similarity NPD1091 Approved
0.705 Intermediate Similarity NPD7266 Discontinued
0.7034 Intermediate Similarity NPD6647 Phase 2
0.6891 Remote Similarity NPD5765 Approved
0.6891 Remote Similarity NPD5738 Clinical (unspecified phase)
0.6875 Remote Similarity NPD689 Discontinued
0.6855 Remote Similarity NPD6912 Phase 3
0.6829 Remote Similarity NPD2067 Discontinued
0.6825 Remote Similarity NPD2629 Approved
0.678 Remote Similarity NPD7798 Approved
0.6772 Remote Similarity NPD4198 Discontinued
0.6696 Remote Similarity NPD1282 Approved
0.6695 Remote Similarity NPD9495 Approved
0.6667 Remote Similarity NPD2575 Approved
0.6667 Remote Similarity NPD7033 Discontinued
0.6621 Remote Similarity NPD6190 Approved
0.6596 Remote Similarity NPD4978 Clinical (unspecified phase)
0.6579 Remote Similarity NPD8455 Phase 2
0.6569 Remote Similarity NPD2613 Approved
0.6558 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6557 Remote Similarity NPD5909 Discontinued
0.6496 Remote Similarity NPD5122 Clinical (unspecified phase)
0.6479 Remote Similarity NPD7097 Phase 1
0.6462 Remote Similarity NPD694 Clinical (unspecified phase)
0.6439 Remote Similarity NPD8515 Approved
0.6439 Remote Similarity NPD8513 Phase 3
0.6439 Remote Similarity NPD8517 Approved
0.6439 Remote Similarity NPD8516 Approved
0.6438 Remote Similarity NPD7799 Discontinued
0.6429 Remote Similarity NPD4745 Approved
0.6429 Remote Similarity NPD4746 Phase 3
0.6429 Remote Similarity NPD2573 Approved
0.6429 Remote Similarity NPD2566 Approved
0.6429 Remote Similarity NPD6233 Phase 2
0.6429 Remote Similarity NPD3615 Approved
0.6429 Remote Similarity NPD3090 Approved
0.6429 Remote Similarity NPD3087 Approved
0.6429 Remote Similarity NPD3614 Approved
0.6429 Remote Similarity NPD3616 Approved
0.6429 Remote Similarity NPD2571 Approved
0.6429 Remote Similarity NPD2572 Clinical (unspecified phase)
0.6429 Remote Similarity NPD2570 Approved
0.6429 Remote Similarity NPD3089 Approved
0.6429 Remote Similarity NPD2574 Discontinued
0.6429 Remote Similarity NPD3088 Approved
0.6423 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6423 Remote Similarity NPD5647 Approved
0.6417 Remote Similarity NPD5926 Approved
0.6417 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6403 Remote Similarity NPD5952 Clinical (unspecified phase)
0.6391 Remote Similarity NPD5305 Approved
0.6391 Remote Similarity NPD5306 Approved
0.6379 Remote Similarity NPD3673 Approved
0.6379 Remote Similarity NPD3672 Approved
0.637 Remote Similarity NPD6637 Approved
0.6364 Remote Similarity NPD9545 Approved
0.6358 Remote Similarity NPD1653 Approved
0.6357 Remote Similarity NPD2652 Approved
0.6357 Remote Similarity NPD2650 Approved
0.6357 Remote Similarity NPD6859 Clinical (unspecified phase)
0.635 Remote Similarity NPD2625 Approved
0.635 Remote Similarity NPD2627 Approved
0.635 Remote Similarity NPD2626 Approved
0.635 Remote Similarity NPD2159 Approved
0.635 Remote Similarity NPD2628 Approved
0.635 Remote Similarity NPD2160 Approved
0.6349 Remote Similarity NPD2182 Approved
0.6343 Remote Similarity NPD4135 Approved
0.6343 Remote Similarity NPD4106 Approved
0.6343 Remote Similarity NPD4136 Approved
0.6338 Remote Similarity NPD4684 Phase 3
0.6338 Remote Similarity NPD4686 Approved
0.6338 Remote Similarity NPD4685 Phase 3
0.6336 Remote Similarity NPD5291 Approved
0.6336 Remote Similarity NPD5292 Approved
0.6327 Remote Similarity NPD4628 Phase 3
0.6325 Remote Similarity NPD7983 Approved
0.6308 Remote Similarity NPD690 Clinical (unspecified phase)
0.6306 Remote Similarity NPD226 Approved
0.6296 Remote Similarity NPD4807 Approved
0.6296 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6296 Remote Similarity NPD2610 Approved
0.6296 Remote Similarity NPD2612 Approved
0.6296 Remote Similarity NPD4215 Approved
0.6296 Remote Similarity NPD2608 Approved
0.6296 Remote Similarity NPD4806 Approved
0.6296 Remote Similarity NPD3132 Approved
0.6296 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6296 Remote Similarity NPD3131 Approved
0.6296 Remote Similarity NPD4218 Approved
0.6296 Remote Similarity NPD4216 Approved
0.6296 Remote Similarity NPD7054 Approved
0.6296 Remote Similarity NPD2609 Approved
0.6296 Remote Similarity NPD4217 Approved
0.6296 Remote Similarity NPD2611 Approved
0.6294 Remote Similarity NPD6653 Approved
0.6293 Remote Similarity NPD5347 Phase 2
0.6293 Remote Similarity NPD5346 Phase 2
0.628 Remote Similarity NPD7685 Pre-registration
0.627 Remote Similarity NPD6686 Approved
0.6269 Remote Similarity NPD1778 Approved
0.6261 Remote Similarity NPD4793 Discontinued
0.6258 Remote Similarity NPD7472 Approved
0.6258 Remote Similarity NPD7074 Phase 3
0.625 Remote Similarity NPD2181 Clinical (unspecified phase)
0.625 Remote Similarity NPD1989 Approved
0.625 Remote Similarity NPD4141 Clinical (unspecified phase)
0.6242 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6241 Remote Similarity NPD7741 Discontinued
0.6241 Remote Similarity NPD6798 Discontinued
0.623 Remote Similarity NPD1238 Approved
0.622 Remote Similarity NPD6797 Phase 2
0.6216 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6214 Remote Similarity NPD4620 Approved
0.6214 Remote Similarity NPD4617 Approved
0.6214 Remote Similarity NPD5203 Approved
0.6214 Remote Similarity NPD5201 Approved
0.62 Remote Similarity NPD6799 Approved
0.62 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6197 Remote Similarity NPD4062 Phase 3
0.6195 Remote Similarity NPD9491 Approved
0.6194 Remote Similarity NPD8444 Approved
0.6194 Remote Similarity NPD37 Approved
0.6194 Remote Similarity NPD4102 Approved
0.6194 Remote Similarity NPD4105 Approved
0.6188 Remote Similarity NPD3787 Discontinued
0.6187 Remote Similarity NPD6085 Phase 2
0.6187 Remote Similarity NPD5740 Clinical (unspecified phase)
0.6184 Remote Similarity NPD5403 Approved
0.6182 Remote Similarity NPD7251 Discontinued
0.6182 Remote Similarity NPD8368 Discontinued
0.6182 Remote Similarity NPD6559 Discontinued
0.6178 Remote Similarity NPD4966 Approved
0.6178 Remote Similarity NPD4965 Approved
0.6178 Remote Similarity NPD4967 Phase 2
0.6174 Remote Similarity NPD7274 Clinical (unspecified phase)
0.6169 Remote Similarity NPD4380 Phase 2
0.6159 Remote Similarity NPD3225 Approved
0.6159 Remote Similarity NPD5667 Approved
0.6159 Remote Similarity NPD5401 Approved
0.6154 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6154 Remote Similarity NPD800 Approved
0.6149 Remote Similarity NPD1652 Phase 2
0.6145 Remote Similarity NPD7808 Phase 3
0.6143 Remote Similarity NPD5204 Approved
0.6142 Remote Similarity NPD1358 Approved
0.6142 Remote Similarity NPD290 Approved
0.614 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6139 Remote Similarity NPD7075 Discontinued
0.6135 Remote Similarity NPD3818 Discontinued
0.6135 Remote Similarity NPD7228 Approved
0.6133 Remote Similarity NPD5058 Phase 3
0.6131 Remote Similarity NPD8451 Approved
0.6125 Remote Similarity NPD7199 Phase 2
0.6122 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6122 Remote Similarity NPD6004 Phase 3
0.6122 Remote Similarity NPD6005 Phase 3
0.6122 Remote Similarity NPD6002 Phase 3
0.6122 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6115 Remote Similarity NPD6362 Approved
0.6111 Remote Similarity NPD1933 Approved
0.6111 Remote Similarity NPD230 Phase 1
0.6111 Remote Similarity NPD6355 Discontinued
0.6108 Remote Similarity NPD8312 Approved
0.6108 Remote Similarity NPD8313 Approved
0.6103 Remote Similarity NPD7830 Approved
0.6103 Remote Similarity NPD7829 Approved
0.6102 Remote Similarity NPD1086 Approved
0.6102 Remote Similarity NPD6698 Approved
0.6102 Remote Similarity NPD1090 Approved
0.6102 Remote Similarity NPD1089 Approved
0.6102 Remote Similarity NPD46 Approved
0.6101 Remote Similarity NPD6234 Discontinued
0.6099 Remote Similarity NPD5202 Clinical (unspecified phase)
0.6098 Remote Similarity NPD2066 Phase 3
0.609 Remote Similarity NPD6801 Discontinued
0.609 Remote Similarity NPD9493 Approved
0.6087 Remote Similarity NPD8448 Approved
0.6083 Remote Similarity NPD1066 Discontinued
0.6071 Remote Similarity NPD8407 Phase 2
0.6063 Remote Similarity NPD467 Phase 1
0.6058 Remote Similarity NPD3603 Phase 3
0.6053 Remote Similarity NPD3971 Phase 1
0.6042 Remote Similarity NPD5120 Approved
0.6042 Remote Similarity NPD5119 Approved
0.6042 Remote Similarity NPD5121 Approved
0.6036 Remote Similarity NPD225 Approved
0.6036 Remote Similarity NPD227 Approved
0.6033 Remote Similarity NPD1693 Approved
0.6032 Remote Similarity NPD164 Approved
0.6031 Remote Similarity NPD7843 Approved
0.6028 Remote Similarity NPD3662 Phase 3

Structure

External Identifiers

PubChem CID   71579641
ChEMBL   CHEMBL2347639
ZINC  

Physicochemical Properties

Molecular Weight:  440.17
ALogP:  -1.677
MLogP:  2.67
XLogP:  2.324
# Rotatable Bonds:  17
Polar Surface Area:  162.98
# H-Bond Aceptor:  10
# H-Bond Donor:  5
# Rings:  2
# Heavy Atoms:  31

Download Data

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Biological Activities  
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