Natural Product: NPC93190

Natural Product ID:  NPC93190
Common Name:   Reptoside
IUPAC Name:   [(1S,4aS,7S,7aS)-4a-hydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-7-yl] acetate
Synonyms:   Reptoside
Molecular Formula:   C17H26O10
Standard InCHIKey:  BZSUBLJAJWNODC-JKWMHSRGSA-N
Standard InCHI:  InChI=1S/C17H26O10/c1-8(19)27-16(2)3-4-17(23)5-6-24-15(13(16)17)26-14-12(22)11(21)10(20)9(7-18)25-14/h5-6,9-15,18,20-23H,3-4,7H2,1-2H3/t9-,10-,11+,12-,13-,14+,15+,16+,17+/m1/s1
Canonical SMILES:  OC[C@H]1O[C@@H](O[C@@H]2OC=C[C@@]3([C@H]2[C@](C)(CC3)OC(=O)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
NPO17539 Ajuga decumbens Species Lamiaceae Eukaryota PMID[9748375]
NPO2226 Nauclea latifolia Species Rubiaceae Eukaryota UNPD*
NPO9917 Plagiomnium cuspidatum Species Mniaceae Eukaryota UNPD*
NPO16055 Klyxum molle Species Alcyoniidae Eukaryota UNPD*
NPO1419 Corynebacterium ammoniagenes Species Corynebacteriaceae Bacteria UNPD*
NPO17306 Dryopteris championii Species Dryopteridaceae Eukaryota UNPD*
NPO11664 Thelenota ananas Species Stichopodidae Eukaryota UNPD*
NPO12201 Pteronia divaricata Species Asteraceae Eukaryota UNPD*
NPO13163 Ajugae decumbentis herba NA NA NA TCMSP*
NPO29685 Eucommiae folium NA NA NA TCMSP*
NPO29635 Eucommiae cortex NA NA NA TCMSP*
NPO17717 Clerodendrum thomsoniae Species Lamiaceae Eukaryota TCMID*
NPO1048 Ajuga reptans Species Lamiaceae Eukaryota TCMID*
NPO16850 Eucommia ulmoides Species Eucommiaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Inhibition = 0 % 9748375
NPT2 Others Unspecified Inhibition = 22.4 % 9748375
NPT2 Others Unspecified Inhibition = 71.3 % 9748375
NPT2 Others Unspecified Inhibition = 90.3 % 9748375
NPT80 Cell Line Raji Homo sapiens Activity = 60 % 9748375
NPT80 Cell Line Raji Homo sapiens Activity > 80 % 9748375

  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 NPC93190 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
0.9765 High Similarity NPC294643
0.9765 High Similarity NPC473150
0.9765 High Similarity NPC274274
0.9529 High Similarity NPC50464
0.9176 High Similarity NPC149018
0.9176 High Similarity NPC171484
0.8941 High Similarity NPC98276
0.8941 High Similarity NPC259296
0.8652 High Similarity NPC22918
0.8539 High Similarity NPC148534
0.8427 Intermediate Similarity NPC258501
0.8261 Intermediate Similarity NPC276298
0.8261 Intermediate Similarity NPC235051
0.8191 Intermediate Similarity NPC93869
0.8191 Intermediate Similarity NPC6765
0.8182 Intermediate Similarity NPC127235
0.8144 Intermediate Similarity NPC216911
0.8144 Intermediate Similarity NPC287539
0.8144 Intermediate Similarity NPC3488
0.8105 Intermediate Similarity NPC284063
0.8085 Intermediate Similarity NPC274588
0.8041 Intermediate Similarity NPC476211
0.8041 Intermediate Similarity NPC476320
0.8021 Intermediate Similarity NPC470683
0.8021 Intermediate Similarity NPC86843
0.8021 Intermediate Similarity NPC470684
0.798 Intermediate Similarity NPC37240
0.798 Intermediate Similarity NPC329834
0.7959 Intermediate Similarity NPC476230
0.7959 Intermediate Similarity NPC27474
0.7921 Intermediate Similarity NPC148270
0.7921 Intermediate Similarity NPC197813
0.7921 Intermediate Similarity NPC80338
0.7917 Intermediate Similarity NPC170527
0.7917 Intermediate Similarity NPC161293
0.7879 Intermediate Similarity NPC4899
0.7879 Intermediate Similarity NPC177013
0.7879 Intermediate Similarity NPC35185
0.7879 Intermediate Similarity NPC474730
0.7879 Intermediate Similarity NPC304163
0.7843 Intermediate Similarity NPC110701
0.78 Intermediate Similarity NPC329704
0.78 Intermediate Similarity NPC475928
0.7778 Intermediate Similarity NPC476228
0.7778 Intermediate Similarity NPC20673
0.7692 Intermediate Similarity NPC193741
0.7692 Intermediate Similarity NPC220167
0.7692 Intermediate Similarity NPC136699
0.7677 Intermediate Similarity NPC244878
0.7653 Intermediate Similarity NPC472290
0.7647 Intermediate Similarity NPC170432
0.7615 Intermediate Similarity NPC219656
0.7604 Intermediate Similarity NPC280390
0.7579 Intermediate Similarity NPC117596
0.7576 Intermediate Similarity NPC151093
0.7551 Intermediate Similarity NPC241911
0.7547 Intermediate Similarity NPC475851
0.7547 Intermediate Similarity NPC475924
0.7526 Intermediate Similarity NPC63897
0.7525 Intermediate Similarity NPC106668
0.75 Intermediate Similarity NPC306344
0.75 Intermediate Similarity NPC66504
0.75 Intermediate Similarity NPC472124
0.75 Intermediate Similarity NPC472126
0.75 Intermediate Similarity NPC255677
0.75 Intermediate Similarity NPC472125
0.75 Intermediate Similarity NPC22149
0.7477 Intermediate Similarity NPC233500
0.7451 Intermediate Similarity NPC27687
0.7449 Intermediate Similarity NPC101051
0.7429 Intermediate Similarity NPC208307
0.7426 Intermediate Similarity NPC28304
0.7426 Intermediate Similarity NPC4637
0.7426 Intermediate Similarity NPC298255
0.7426 Intermediate Similarity NPC98859
0.7426 Intermediate Similarity NPC219038
0.7423 Intermediate Similarity NPC61201
0.7411 Intermediate Similarity NPC196130
0.74 Intermediate Similarity NPC469919
0.74 Intermediate Similarity NPC469918
0.74 Intermediate Similarity NPC96399
0.74 Intermediate Similarity NPC117066
0.74 Intermediate Similarity NPC223700
0.74 Intermediate Similarity NPC157739
0.7396 Intermediate Similarity NPC307699
0.7386 Intermediate Similarity NPC279575
0.7379 Intermediate Similarity NPC86095
0.7374 Intermediate Similarity NPC474297
0.7364 Intermediate Similarity NPC472080
0.7353 Intermediate Similarity NPC195510
0.7353 Intermediate Similarity NPC13171
0.7353 Intermediate Similarity NPC471599
0.7345 Intermediate Similarity NPC219804
0.734 Intermediate Similarity NPC470657
0.7333 Intermediate Similarity NPC170595
0.73 Intermediate Similarity NPC473555
0.73 Intermediate Similarity NPC278939
0.73 Intermediate Similarity NPC471770
0.73 Intermediate Similarity NPC58267
0.73 Intermediate Similarity NPC261372
0.73 Intermediate Similarity NPC263674
0.7282 Intermediate Similarity NPC197541
0.7282 Intermediate Similarity NPC234304
0.7282 Intermediate Similarity NPC284929
0.7282 Intermediate Similarity NPC118761
0.7282 Intermediate Similarity NPC267869
0.7263 Intermediate Similarity NPC31349
0.7248 Intermediate Similarity NPC106446
0.7245 Intermediate Similarity NPC474835
0.7238 Intermediate Similarity NPC470170
0.7238 Intermediate Similarity NPC470169
0.7234 Intermediate Similarity NPC477747
0.7234 Intermediate Similarity NPC477746
0.7228 Intermediate Similarity NPC37866
0.7216 Intermediate Similarity NPC216826
0.7216 Intermediate Similarity NPC270908
0.7216 Intermediate Similarity NPC470573
0.7216 Intermediate Similarity NPC231710
0.7216 Intermediate Similarity NPC120021
0.7216 Intermediate Similarity NPC65665
0.7184 Intermediate Similarity NPC261117
0.7184 Intermediate Similarity NPC250545
0.7184 Intermediate Similarity NPC222062
0.7184 Intermediate Similarity NPC310804
0.7157 Intermediate Similarity NPC317019
0.7129 Intermediate Similarity NPC236580
0.7129 Intermediate Similarity NPC304445
0.7113 Intermediate Similarity NPC299527
0.7113 Intermediate Similarity NPC477748
0.71 Intermediate Similarity NPC291709
0.71 Intermediate Similarity NPC241407
0.7087 Intermediate Similarity NPC67296
0.7083 Intermediate Similarity NPC316629
0.7075 Intermediate Similarity NPC470166
0.7075 Intermediate Similarity NPC474285
0.7075 Intermediate Similarity NPC254538
0.7071 Intermediate Similarity NPC470187
0.7059 Intermediate Similarity NPC274458
0.7053 Intermediate Similarity NPC470658
0.7045 Intermediate Similarity NPC470660
0.7045 Intermediate Similarity NPC470659
0.7041 Intermediate Similarity NPC303451
0.7041 Intermediate Similarity NPC202886
0.7041 Intermediate Similarity NPC6414
0.7019 Intermediate Similarity NPC154452
0.7009 Intermediate Similarity NPC295980
0.7 Intermediate Similarity NPC287075
0.699 Remote Similarity NPC130792
0.699 Remote Similarity NPC91497
0.699 Remote Similarity NPC473146
0.6989 Remote Similarity NPC216941
0.6981 Remote Similarity NPC165405
0.6981 Remote Similarity NPC473199
0.6975 Remote Similarity NPC276047
0.6975 Remote Similarity NPC267733
0.697 Remote Similarity NPC472197
0.697 Remote Similarity NPC472199
0.697 Remote Similarity NPC477749
0.6961 Remote Similarity NPC91197
0.6961 Remote Similarity NPC96597
0.6961 Remote Similarity NPC155319
0.6961 Remote Similarity NPC125551
0.6961 Remote Similarity NPC347923
0.6961 Remote Similarity NPC239547
0.6961 Remote Similarity NPC153559
0.6961 Remote Similarity NPC309503
0.6961 Remote Similarity NPC476057
0.6961 Remote Similarity NPC182811
0.6952 Remote Similarity NPC197736
0.6952 Remote Similarity NPC471467
0.6949 Remote Similarity NPC145287
0.6947 Remote Similarity NPC475035
0.6947 Remote Similarity NPC266718
0.6939 Remote Similarity NPC104129
0.6939 Remote Similarity NPC249408
0.6931 Remote Similarity NPC240838
0.6923 Remote Similarity NPC21064
0.6923 Remote Similarity NPC121072
0.6923 Remote Similarity NPC198992
0.6923 Remote Similarity NPC280991
0.6923 Remote Similarity NPC144486
0.6923 Remote Similarity NPC179261
0.6915 Remote Similarity NPC475849
0.6915 Remote Similarity NPC20072
0.6907 Remote Similarity NPC475037
0.69 Remote Similarity NPC238090
0.69 Remote Similarity NPC472196
0.69 Remote Similarity NPC472195
0.6893 Remote Similarity NPC90819
0.6893 Remote Similarity NPC249171
0.6893 Remote Similarity NPC79449
0.6893 Remote Similarity NPC469725
0.6893 Remote Similarity NPC473307
0.6893 Remote Similarity NPC474957
0.6893 Remote Similarity NPC124181
0.6893 Remote Similarity NPC49833
0.6882 Remote Similarity NPC100697
0.6881 Remote Similarity NPC106760
0.6875 Remote Similarity NPC5311
0.6875 Remote Similarity NPC99620

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC93190 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
0.7168 Intermediate Similarity NPD7503 Approved
0.7158 Intermediate Similarity NPD4249 Approved
0.7083 Intermediate Similarity NPD4251 Approved
0.7083 Intermediate Similarity NPD4250 Approved
0.6754 Remote Similarity NPD7327 Approved
0.6754 Remote Similarity NPD7328 Approved
0.6724 Remote Similarity NPD8033 Approved
0.6702 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6696 Remote Similarity NPD7516 Approved
0.6638 Remote Similarity NPD8377 Approved
0.6638 Remote Similarity NPD8294 Approved
0.6581 Remote Similarity NPD8296 Approved
0.6581 Remote Similarity NPD8335 Approved
0.6581 Remote Similarity NPD8380 Approved
0.6581 Remote Similarity NPD8379 Approved
0.6581 Remote Similarity NPD8378 Approved
0.6549 Remote Similarity NPD8133 Approved
0.6526 Remote Similarity NPD4822 Approved
0.6526 Remote Similarity NPD4819 Approved
0.6526 Remote Similarity NPD4821 Approved
0.6526 Remote Similarity NPD4820 Approved
0.6489 Remote Similarity NPD4268 Approved
0.6489 Remote Similarity NPD4271 Approved
0.6455 Remote Similarity NPD6412 Phase 2
0.6415 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6396 Remote Similarity NPD6686 Approved
0.6372 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6364 Remote Similarity NPD7507 Approved
0.6303 Remote Similarity NPD8513 Phase 3
0.6224 Remote Similarity NPD6435 Approved
0.621 Remote Similarity NPD7319 Approved
0.6174 Remote Similarity NPD6053 Discontinued
0.6167 Remote Similarity NPD8516 Approved
0.6167 Remote Similarity NPD8517 Approved
0.6167 Remote Similarity NPD8515 Approved
0.6162 Remote Similarity NPD7154 Phase 3
0.6095 Remote Similarity NPD8171 Discontinued
0.6078 Remote Similarity NPD7524 Approved
0.6058 Remote Similarity NPD6698 Approved
0.6058 Remote Similarity NPD46 Approved
0.602 Remote Similarity NPD5368 Approved
0.6 Remote Similarity NPD5362 Discontinued
0.6 Remote Similarity NPD7637 Suspended
0.6 Remote Similarity NPD7983 Approved
0.5982 Remote Similarity NPD4056 Clinical (unspecified phase)
0.5982 Remote Similarity NPD4057 Clinical (unspecified phase)
0.5941 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5926 Remote Similarity NPD4792 Clinical (unspecified phase)
0.5914 Remote Similarity NPD7532 Clinical (unspecified phase)
0.5905 Remote Similarity NPD7838 Discovery
0.5882 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5873 Remote Similarity NPD7736 Approved
0.5856 Remote Similarity NPD5344 Discontinued
0.5854 Remote Similarity NPD6370 Approved
0.5842 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5842 Remote Similarity NPD3669 Approved
0.5842 Remote Similarity NPD5331 Approved
0.5842 Remote Similarity NPD5332 Approved
0.5842 Remote Similarity NPD6695 Phase 3
0.5841 Remote Similarity NPD8170 Clinical (unspecified phase)
0.5833 Remote Similarity NPD6009 Approved
0.5833 Remote Similarity NPD8137 Clinical (unspecified phase)
0.582 Remote Similarity NPD6319 Approved
0.58 Remote Similarity NPD4790 Discontinued
0.58 Remote Similarity NPD5369 Approved
0.5794 Remote Similarity NPD8293 Discontinued
0.5784 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5776 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5763 Remote Similarity NPD6882 Approved
0.576 Remote Similarity NPD8342 Approved
0.576 Remote Similarity NPD8341 Approved
0.576 Remote Similarity NPD8340 Approved
0.576 Remote Similarity NPD8299 Approved
0.576 Remote Similarity NPD7492 Approved
0.5755 Remote Similarity NPD8522 Clinical (unspecified phase)
0.5743 Remote Similarity NPD4270 Approved
0.5743 Remote Similarity NPD4269 Approved
0.5739 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5726 Remote Similarity NPD6371 Approved
0.5714 Remote Similarity NPD893 Approved
0.5714 Remote Similarity NPD889 Approved
0.5714 Remote Similarity NPD890 Clinical (unspecified phase)
0.5714 Remote Similarity NPD892 Phase 3
0.5714 Remote Similarity NPD894 Approved
0.5714 Remote Similarity NPD6616 Approved
0.5714 Remote Similarity NPD891 Phase 3
0.5714 Remote Similarity NPD4632 Approved
0.5714 Remote Similarity NPD888 Phase 3
0.5714 Remote Similarity NPD895 Approved
0.5714 Remote Similarity NPD887 Approved
0.57 Remote Similarity NPD4252 Approved
0.5698 Remote Similarity NPD2267 Suspended
0.5691 Remote Similarity NPD6054 Approved
0.569 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5673 Remote Similarity NPD5786 Approved
0.5669 Remote Similarity NPD7078 Approved
0.5669 Remote Similarity NPD8074 Phase 3
0.5663 Remote Similarity NPD905 Approved
0.5663 Remote Similarity NPD904 Phase 3
0.5657 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5645 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5645 Remote Similarity NPD6015 Approved
0.5645 Remote Similarity NPD6016 Approved
0.5636 Remote Similarity NPD7839 Suspended
0.563 Remote Similarity NPD8297 Approved
0.5625 Remote Similarity NPD7640 Approved
0.5625 Remote Similarity NPD7639 Approved
0.5619 Remote Similarity NPD7750 Discontinued
0.5614 Remote Similarity NPD1407 Approved
0.56 Remote Similarity NPD8080 Discontinued
0.56 Remote Similarity NPD5988 Approved

Structure

External Identifiers

PubChem CID   44584096
ChEMBL   CHEMBL518538
ZINC  

Physicochemical Properties

Molecular Weight:  390.15
ALogP:  -2.749
MLogP:  2.23
XLogP:  -0.74
# Rotatable Bonds:  12
Polar Surface Area:  155.14
# H-Bond Aceptor:  10
# H-Bond Donor:  5
# Rings:  3
# Heavy Atoms:  27

Download Data

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Similar NPs/Drugs