Natural Product: NPC470684

Natural Product ID:  NPC470684
Common Name:   Rehmaglutoside K
IUPAC Name:   (2S,3R,4S,5S,6R)-2-[[(1R,3S,4aS,5S,7R,7aR)-3-[[(2R,3S,4S,5R,6S)-6-[[(1S,4aR,5R,7S,7aS)-5,7-dihydroxy-7-methyl-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-1-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-5,7-dihydroxy-7-methyl-3,4,4a,5,6,7a-hexahydro-1H-cyclopenta[c]pyran-1-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Synonyms:   Rehmaglutoside K
Molecular Formula:   C30H48O18
Standard InCHIKey:  YBTFSCSMFJNYSX-JWGGFEPNSA-N
Standard InCHI:  InChI=1S/C30H48O18/c1-29(40)6-12(32)10-3-4-42-25(17(10)29)47-28-24(39)22(37)20(35)15(45-28)9-43-16-5-11-13(33)7-30(2,41)18(11)26(46-16)48-27-23(38)21(36)19(34)14(8-31)44-27/h3-4,10-28,31-41H,5-9H2,1-2H3/t10-,11+,12+,13-,14+,15+,16-,17+,18-,19+,20+,21-,22-,23+,24+,25-,26+,27-,28-,29-,30+/m0/s1
Canonical SMILES:  OC[C@H]1O[C@@H](O[C@H]2O[C@H](OC[C@H]3O[C@@H](O[C@@H]4OC=C[C@@H]5[C@H]4[C@@](C)(O)C[C@H]5O)[C@@H]([C@H]([C@@H]3O)O)O)C[C@H]3[C@@H]2[C@](C)(O)C[C@@H]3O)[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
NPO8101 Rehmannia glutinosa Species Orobanchaceae Eukaryota Roots PMID[22916954]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Inhibition = 35.5 % 17958396
NPT181 Cell Line Bel-7402 Homo sapiens IC50 > 10000 nM 16038541
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM 19805565
NPT547 Cell Line BGC-823 Homo sapiens IC50 > 10000 nM 19654408
NPT2 Others Unspecified Survival = 71.8 % 19654408
NPT179 Cell Line A2780 Homo sapiens IC50 > 10000 nM 22871217
NPT180 Cell Line HCT-8 Homo sapiens IC50 > 10000 nM PubChem BioAssay data set

  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 NPC470684 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 NPC470683
0.8817 High Similarity NPC276298
0.8667 High Similarity NPC98276
0.8667 High Similarity NPC259296
0.8602 High Similarity NPC22918
0.8495 Intermediate Similarity NPC148534
0.8404 Intermediate Similarity NPC50464
0.8387 Intermediate Similarity NPC258501
0.828 Intermediate Similarity NPC149018
0.828 Intermediate Similarity NPC171484
0.8041 Intermediate Similarity NPC294643
0.8041 Intermediate Similarity NPC473150
0.8041 Intermediate Similarity NPC274274
0.8021 Intermediate Similarity NPC93190
0.787 Intermediate Similarity NPC308140
0.783 Intermediate Similarity NPC98696
0.7822 Intermediate Similarity NPC76486
0.7798 Intermediate Similarity NPC476546
0.7778 Intermediate Similarity NPC477032
0.7778 Intermediate Similarity NPC124677
0.7778 Intermediate Similarity NPC477028
0.7757 Intermediate Similarity NPC40440
0.7757 Intermediate Similarity NPC22779
0.7757 Intermediate Similarity NPC42482
0.7757 Intermediate Similarity NPC194207
0.7757 Intermediate Similarity NPC218571
0.7757 Intermediate Similarity NPC475333
0.7757 Intermediate Similarity NPC150372
0.7757 Intermediate Similarity NPC95051
0.7757 Intermediate Similarity NPC46190
0.7757 Intermediate Similarity NPC470433
0.7757 Intermediate Similarity NPC6806
0.7757 Intermediate Similarity NPC244086
0.7757 Intermediate Similarity NPC309278
0.7757 Intermediate Similarity NPC475550
0.7757 Intermediate Similarity NPC224098
0.7757 Intermediate Similarity NPC232054
0.7757 Intermediate Similarity NPC300557
0.7757 Intermediate Similarity NPC477809
0.7757 Intermediate Similarity NPC102016
0.7757 Intermediate Similarity NPC171073
0.7757 Intermediate Similarity NPC84956
0.7757 Intermediate Similarity NPC248746
0.7757 Intermediate Similarity NPC73243
0.7757 Intermediate Similarity NPC249265
0.7757 Intermediate Similarity NPC208383
0.7736 Intermediate Similarity NPC470432
0.7736 Intermediate Similarity NPC305423
0.7736 Intermediate Similarity NPC113044
0.7736 Intermediate Similarity NPC161676
0.7736 Intermediate Similarity NPC94272
0.7736 Intermediate Similarity NPC14704
0.7736 Intermediate Similarity NPC283829
0.7736 Intermediate Similarity NPC230507
0.7727 Intermediate Similarity NPC208832
0.7727 Intermediate Similarity NPC477810
0.7706 Intermediate Similarity NPC254255
0.7706 Intermediate Similarity NPC19888
0.7685 Intermediate Similarity NPC23808
0.7685 Intermediate Similarity NPC247037
0.7685 Intermediate Similarity NPC224314
0.7685 Intermediate Similarity NPC87998
0.7685 Intermediate Similarity NPC222202
0.7685 Intermediate Similarity NPC477811
0.7685 Intermediate Similarity NPC269297
0.767 Intermediate Similarity NPC91497
0.7664 Intermediate Similarity NPC128123
0.7658 Intermediate Similarity NPC148965
0.7642 Intermediate Similarity NPC309448
0.7642 Intermediate Similarity NPC181845
0.7642 Intermediate Similarity NPC474569
0.7636 Intermediate Similarity NPC476693
0.7624 Intermediate Similarity NPC93869
0.7624 Intermediate Similarity NPC6765
0.7615 Intermediate Similarity NPC13193
0.7615 Intermediate Similarity NPC197231
0.7615 Intermediate Similarity NPC476547
0.7615 Intermediate Similarity NPC294129
0.7615 Intermediate Similarity NPC475247
0.76 Intermediate Similarity NPC280390
0.7593 Intermediate Similarity NPC70204
0.7593 Intermediate Similarity NPC475670
0.7593 Intermediate Similarity NPC477027
0.7593 Intermediate Similarity NPC306131
0.7593 Intermediate Similarity NPC477026
0.7582 Intermediate Similarity NPC279575
0.757 Intermediate Similarity NPC190395
0.757 Intermediate Similarity NPC226642
0.7568 Intermediate Similarity NPC32707
0.7568 Intermediate Similarity NPC167183
0.7547 Intermediate Similarity NPC475365
0.7547 Intermediate Similarity NPC475521
0.7545 Intermediate Similarity NPC31896
0.7545 Intermediate Similarity NPC42171
0.7545 Intermediate Similarity NPC32361
0.7545 Intermediate Similarity NPC210569
0.7545 Intermediate Similarity NPC263359
0.7545 Intermediate Similarity NPC244431
0.7527 Intermediate Similarity NPC170595
0.7525 Intermediate Similarity NPC274588
0.7524 Intermediate Similarity NPC272015
0.7523 Intermediate Similarity NPC141433
0.7522 Intermediate Similarity NPC475357
0.75 Intermediate Similarity NPC476541
0.75 Intermediate Similarity NPC476538
0.75 Intermediate Similarity NPC476540
0.75 Intermediate Similarity NPC475634
0.75 Intermediate Similarity NPC48463
0.75 Intermediate Similarity NPC235051
0.75 Intermediate Similarity NPC219804
0.75 Intermediate Similarity NPC49032
0.75 Intermediate Similarity NPC476539
0.75 Intermediate Similarity NPC51172
0.75 Intermediate Similarity NPC220427
0.75 Intermediate Similarity NPC125324
0.75 Intermediate Similarity NPC477031
0.7477 Intermediate Similarity NPC269627
0.7477 Intermediate Similarity NPC194842
0.7477 Intermediate Similarity NPC307642
0.7477 Intermediate Similarity NPC242748
0.7477 Intermediate Similarity NPC473476
0.7477 Intermediate Similarity NPC79900
0.7477 Intermediate Similarity NPC208594
0.7477 Intermediate Similarity NPC152584
0.7477 Intermediate Similarity NPC127801
0.7477 Intermediate Similarity NPC469347
0.7477 Intermediate Similarity NPC26798
0.7477 Intermediate Similarity NPC69737
0.7477 Intermediate Similarity NPC127235
0.7477 Intermediate Similarity NPC473923
0.7477 Intermediate Similarity NPC160816
0.7477 Intermediate Similarity NPC469348
0.7477 Intermediate Similarity NPC208477
0.7455 Intermediate Similarity NPC470748
0.7455 Intermediate Similarity NPC92710
0.7455 Intermediate Similarity NPC472715
0.7431 Intermediate Similarity NPC151134
0.7431 Intermediate Similarity NPC474573
0.7431 Intermediate Similarity NPC302057
0.7429 Intermediate Similarity NPC470168
0.7429 Intermediate Similarity NPC216911
0.7411 Intermediate Similarity NPC477808
0.7411 Intermediate Similarity NPC11548
0.7407 Intermediate Similarity NPC63368
0.7407 Intermediate Similarity NPC197813
0.7407 Intermediate Similarity NPC80338
0.7407 Intermediate Similarity NPC208650
0.7407 Intermediate Similarity NPC14946
0.7407 Intermediate Similarity NPC473469
0.7407 Intermediate Similarity NPC148270
0.7407 Intermediate Similarity NPC181467
0.7407 Intermediate Similarity NPC54619
0.7404 Intermediate Similarity NPC158088
0.7404 Intermediate Similarity NPC157739
0.7387 Intermediate Similarity NPC112274
0.7387 Intermediate Similarity NPC475312
0.7387 Intermediate Similarity NPC472716
0.7383 Intermediate Similarity NPC476360
0.7383 Intermediate Similarity NPC476361
0.7383 Intermediate Similarity NPC474464
0.7383 Intermediate Similarity NPC187400
0.7383 Intermediate Similarity NPC221562
0.7383 Intermediate Similarity NPC312774
0.7383 Intermediate Similarity NPC470885
0.7379 Intermediate Similarity NPC472989
0.7379 Intermediate Similarity NPC207617
0.7379 Intermediate Similarity NPC170527
0.7368 Intermediate Similarity NPC476692
0.7368 Intermediate Similarity NPC476691
0.7364 Intermediate Similarity NPC472717
0.7364 Intermediate Similarity NPC470867
0.7358 Intermediate Similarity NPC136816
0.7345 Intermediate Similarity NPC63609
0.7345 Intermediate Similarity NPC477029
0.7345 Intermediate Similarity NPC477030
0.7339 Intermediate Similarity NPC472897
0.7339 Intermediate Similarity NPC7213
0.7339 Intermediate Similarity NPC295980
0.7339 Intermediate Similarity NPC472896
0.7339 Intermediate Similarity NPC6931
0.7339 Intermediate Similarity NPC235824
0.7339 Intermediate Similarity NPC159005
0.7339 Intermediate Similarity NPC180183
0.7339 Intermediate Similarity NPC246124
0.7333 Intermediate Similarity NPC471247
0.7333 Intermediate Similarity NPC476211
0.7333 Intermediate Similarity NPC476320
0.7321 Intermediate Similarity NPC51154
0.7315 Intermediate Similarity NPC474015
0.7308 Intermediate Similarity NPC473555
0.7308 Intermediate Similarity NPC243728
0.7308 Intermediate Similarity NPC278939
0.7308 Intermediate Similarity NPC473890
0.7308 Intermediate Similarity NPC58267
0.7308 Intermediate Similarity NPC86843
0.7308 Intermediate Similarity NPC471770
0.7308 Intermediate Similarity NPC263674
0.7308 Intermediate Similarity NPC261372
0.7304 Intermediate Similarity NPC219656
0.7297 Intermediate Similarity NPC13190

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC470684 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
0.7087 Intermediate Similarity NPD8171 Discontinued
0.7034 Intermediate Similarity NPD7503 Approved
0.7034 Intermediate Similarity NPD8033 Approved
0.6949 Remote Similarity NPD8294 Approved
0.6949 Remote Similarity NPD8377 Approved
0.6891 Remote Similarity NPD8379 Approved
0.6891 Remote Similarity NPD8296 Approved
0.6891 Remote Similarity NPD8335 Approved
0.6891 Remote Similarity NPD8378 Approved
0.6891 Remote Similarity NPD8380 Approved
0.687 Remote Similarity NPD8133 Approved
0.6786 Remote Similarity NPD6412 Phase 2
0.678 Remote Similarity NPD7327 Approved
0.678 Remote Similarity NPD7328 Approved
0.6723 Remote Similarity NPD7516 Approved
0.6552 Remote Similarity NPD8413 Clinical (unspecified phase)
0.646 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6442 Remote Similarity NPD4251 Approved
0.6442 Remote Similarity NPD4250 Approved
0.6434 Remote Similarity NPD8450 Suspended
0.64 Remote Similarity NPD7507 Approved
0.6357 Remote Similarity NPD8449 Approved
0.6356 Remote Similarity NPD6053 Discontinued
0.6346 Remote Similarity NPD4249 Approved
0.6341 Remote Similarity NPD8513 Phase 3
0.6286 Remote Similarity NPD7524 Approved
0.625 Remote Similarity NPD7319 Approved
0.6238 Remote Similarity NPD6928 Phase 2
0.621 Remote Similarity NPD8515 Approved
0.621 Remote Similarity NPD8516 Approved
0.621 Remote Similarity NPD8517 Approved
0.616 Remote Similarity NPD6370 Approved
0.6154 Remote Similarity NPD6686 Approved
0.6154 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6058 Remote Similarity NPD6695 Phase 3
0.6047 Remote Similarity NPD7736 Approved
0.6044 Remote Similarity NPD6123 Approved
0.6018 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6 Remote Similarity NPD6054 Approved
0.596 Remote Similarity NPD1810 Approved
0.596 Remote Similarity NPD1811 Approved
0.5922 Remote Similarity NPD4820 Approved
0.5922 Remote Similarity NPD4822 Approved
0.5922 Remote Similarity NPD4819 Approved
0.5922 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5922 Remote Similarity NPD4821 Approved
0.5873 Remote Similarity NPD6059 Approved
0.5846 Remote Similarity NPD8293 Discontinued
0.5846 Remote Similarity NPD7078 Approved
0.5842 Remote Similarity NPD6933 Approved
0.5833 Remote Similarity NPD7750 Discontinued
0.5827 Remote Similarity NPD6015 Approved
0.5827 Remote Similarity NPD6016 Approved
0.5814 Remote Similarity NPD7492 Approved
0.581 Remote Similarity NPD6435 Approved
0.5784 Remote Similarity NPD6932 Approved
0.5781 Remote Similarity NPD5988 Approved
0.5769 Remote Similarity NPD6930 Phase 2
0.5769 Remote Similarity NPD6931 Approved
0.5769 Remote Similarity NPD6616 Approved
0.5763 Remote Similarity NPD4057 Clinical (unspecified phase)
0.5763 Remote Similarity NPD4056 Clinical (unspecified phase)
0.576 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5736 Remote Similarity NPD8328 Phase 3
0.5728 Remote Similarity NPD4268 Approved
0.5728 Remote Similarity NPD4271 Approved
0.5702 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5691 Remote Similarity NPD6882 Approved
0.5676 Remote Similarity NPD7838 Discovery
0.5676 Remote Similarity NPD46 Approved
0.5676 Remote Similarity NPD6698 Approved
0.5673 Remote Similarity NPD6929 Approved
0.5667 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5664 Remote Similarity NPD5282 Discontinued
0.5657 Remote Similarity NPD7532 Clinical (unspecified phase)
0.5657 Remote Similarity NPD2686 Approved
0.5657 Remote Similarity NPD2687 Approved
0.5657 Remote Similarity NPD2254 Approved
0.5648 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5644 Remote Similarity NPD6924 Approved
0.5644 Remote Similarity NPD6926 Approved
0.5635 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5635 Remote Similarity NPD6009 Approved
0.5625 Remote Similarity NPD6319 Approved
0.5625 Remote Similarity NPD7087 Discontinued
0.5619 Remote Similarity NPD5368 Approved
0.5619 Remote Similarity NPD7525 Registered
0.5619 Remote Similarity NPD7514 Phase 3
0.5615 Remote Similarity NPD6067 Discontinued
0.5607 Remote Similarity NPD5362 Discontinued
0.5607 Remote Similarity NPD5332 Approved
0.5607 Remote Similarity NPD7154 Phase 3
0.5607 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5607 Remote Similarity NPD3669 Approved
0.5607 Remote Similarity NPD5331 Approved
0.5606 Remote Similarity NPD8448 Approved

Structure

External Identifiers

PubChem CID   71453614
ChEMBL   CHEMBL2177295
ZINC  

Physicochemical Properties

Molecular Weight:  696.28
ALogP:  -6.707
MLogP:  2.78
XLogP:  -3.299
# Rotatable Bonds:  21
Polar Surface Area:  287.14
# H-Bond Aceptor:  18
# H-Bond Donor:  11
# Rings:  6
# Heavy Atoms:  48

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