Natural Product: NPC15358

Natural Product ID:  NPC15358
Common Name:   Lethedioside B
IUPAC Name:   7-methoxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-2-(3,4,5-trimethoxyphenyl)chromen-4-one
Synonyms:  
Molecular Formula:   C30H36O16
Standard InCHIKey:  YCCFHELFYKTGSO-VQLIQGKVSA-N
Standard InCHI:  InChI=1S/C30H36O16/c1-38-13-7-17-22(14(31)9-16(44-17)12-5-19(39-2)28(41-4)20(6-12)40-3)18(8-13)45-30-27(37)25(35)24(34)21(46-30)11-43-29-26(36)23(33)15(32)10-42-29/h5-9,15,21,23-27,29-30,32-37H,10-11H2,1-4H3/t15-,21-,23+,24-,25+,26-,27-,29+,30-/m1/s1
Canonical SMILES:  COc1cc(O[C@@H]2O[C@H](CO[C@@H]3OC[C@H]([C@@H]([C@H]3O)O)O)[C@H]([C@@H]([C@H]2O)O)O)c2c(c1)oc(cc2=O)c1cc(OC)c(c(c1)OC)OC
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
NPO33004 lethedon tannaensis Species Thymelaeaceae Eukaryota PMID[10075750]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell Line KB Homo sapiens IC50 = 32 ug/ml 20070106

  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 NPC15358 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
0.9872 High Similarity NPC475366
0.9872 High Similarity NPC475497
0.9872 High Similarity NPC284277
0.9742 High Similarity NPC110349
0.9686 High Similarity NPC86008
0.9686 High Similarity NPC209296
0.9686 High Similarity NPC195257
0.9679 High Similarity NPC182045
0.9625 High Similarity NPC52353
0.9568 High Similarity NPC473327
0.9568 High Similarity NPC294815
0.9568 High Similarity NPC198199
0.9568 High Similarity NPC476472
0.9568 High Similarity NPC19108
0.9568 High Similarity NPC220173
0.9568 High Similarity NPC16194
0.9565 High Similarity NPC180918
0.9565 High Similarity NPC475155
0.9563 High Similarity NPC61791
0.9563 High Similarity NPC293629
0.9563 High Similarity NPC227508
0.956 High Similarity NPC210073
0.956 High Similarity NPC8856
0.956 High Similarity NPC115674
0.9557 High Similarity NPC284960
0.9557 High Similarity NPC243930
0.9557 High Similarity NPC309025
0.9557 High Similarity NPC88023
0.9557 High Similarity NPC222936
0.9509 High Similarity NPC255799
0.9509 High Similarity NPC48984
0.9506 High Similarity NPC25724
0.9506 High Similarity NPC208668
0.9506 High Similarity NPC204693
0.9503 High Similarity NPC67105
0.9503 High Similarity NPC285197
0.9503 High Similarity NPC177731
0.9503 High Similarity NPC231194
0.9503 High Similarity NPC194483
0.9503 High Similarity NPC79056
0.9503 High Similarity NPC293004
0.9503 High Similarity NPC105095
0.9503 High Similarity NPC51326
0.9503 High Similarity NPC44328
0.95 High Similarity NPC275454
0.9497 High Similarity NPC311830
0.9497 High Similarity NPC22832
0.9494 High Similarity NPC473043
0.9451 High Similarity NPC173837
0.9451 High Similarity NPC475261
0.9451 High Similarity NPC251417
0.9451 High Similarity NPC89052
0.9451 High Similarity NPC120952
0.9448 High Similarity NPC102028
0.9444 High Similarity NPC60735
0.9444 High Similarity NPC203259
0.9444 High Similarity NPC33054
0.9444 High Similarity NPC471748
0.9444 High Similarity NPC176740
0.9444 High Similarity NPC256760
0.9444 High Similarity NPC471725
0.9444 High Similarity NPC3583
0.9444 High Similarity NPC26230
0.9444 High Similarity NPC155877
0.9444 High Similarity NPC259152
0.9444 High Similarity NPC134532
0.9441 High Similarity NPC105283
0.9441 High Similarity NPC43587
0.9437 High Similarity NPC236934
0.9437 High Similarity NPC5778
0.9434 High Similarity NPC19709
0.9434 High Similarity NPC191306
0.9434 High Similarity NPC270335
0.9423 High Similarity NPC295613
0.9423 High Similarity NPC473657
0.9394 High Similarity NPC473571
0.9394 High Similarity NPC192539
0.9394 High Similarity NPC126784
0.9394 High Similarity NPC470444
0.9394 High Similarity NPC470443
0.9394 High Similarity NPC473895
0.9394 High Similarity NPC473682
0.9394 High Similarity NPC110941
0.9394 High Similarity NPC241423
0.939 High Similarity NPC89127
0.939 High Similarity NPC14187
0.939 High Similarity NPC202908
0.939 High Similarity NPC219043
0.939 High Similarity NPC292019
0.939 High Similarity NPC169733
0.939 High Similarity NPC471669
0.939 High Similarity NPC122467
0.9383 High Similarity NPC255157
0.9383 High Similarity NPC150767
0.9383 High Similarity NPC254855
0.9383 High Similarity NPC136042
0.9383 High Similarity NPC67326
0.9383 High Similarity NPC259896
0.9383 High Similarity NPC95866
0.9383 High Similarity NPC218488
0.9383 High Similarity NPC156869
0.9383 High Similarity NPC78734
0.9383 High Similarity NPC29958
0.9379 High Similarity NPC265530
0.9379 High Similarity NPC477502
0.9379 High Similarity NPC135345
0.9379 High Similarity NPC226304
0.9379 High Similarity NPC229729
0.9379 High Similarity NPC325555
0.9371 High Similarity NPC77660
0.9371 High Similarity NPC189142
0.9329 High Similarity NPC142996
0.9325 High Similarity NPC267254
0.9325 High Similarity NPC261254
0.9325 High Similarity NPC156977
0.9321 High Similarity NPC229687
0.9321 High Similarity NPC226294
0.9321 High Similarity NPC120099
0.9321 High Similarity NPC219904
0.9321 High Similarity NPC45638
0.9321 High Similarity NPC203050
0.9321 High Similarity NPC93337
0.9321 High Similarity NPC186807
0.9321 High Similarity NPC475942
0.9321 High Similarity NPC58053
0.9321 High Similarity NPC472383
0.9321 High Similarity NPC105025
0.9321 High Similarity NPC472381
0.9321 High Similarity NPC225434
0.9321 High Similarity NPC469931
0.9321 High Similarity NPC223747
0.9321 High Similarity NPC201292
0.9317 High Similarity NPC21100
0.9317 High Similarity NPC113968
0.9317 High Similarity NPC73855
0.9317 High Similarity NPC277174
0.9317 High Similarity NPC328940
0.9317 High Similarity NPC135599
0.9317 High Similarity NPC99957
0.9317 High Similarity NPC181616
0.9317 High Similarity NPC197285
0.9313 High Similarity NPC29830
0.9313 High Similarity NPC168822
0.9304 High Similarity NPC138811
0.9304 High Similarity NPC22062
0.9304 High Similarity NPC473634
0.9299 High Similarity NPC261866
0.9281 High Similarity NPC470449
0.9281 High Similarity NPC470446
0.9281 High Similarity NPC470447
0.9281 High Similarity NPC473072
0.9281 High Similarity NPC470445
0.9273 High Similarity NPC473862
0.9273 High Similarity NPC470949
0.9273 High Similarity NPC65563
0.9273 High Similarity NPC8573
0.9268 High Similarity NPC236191
0.9268 High Similarity NPC51774
0.9268 High Similarity NPC472993
0.9268 High Similarity NPC239549
0.9264 High Similarity NPC21190
0.9264 High Similarity NPC206123
0.9264 High Similarity NPC183357
0.9264 High Similarity NPC22195
0.9264 High Similarity NPC224462
0.9264 High Similarity NPC44558
0.9264 High Similarity NPC105511
0.9259 High Similarity NPC223424
0.9259 High Similarity NPC317489
0.9259 High Similarity NPC173637
0.9259 High Similarity NPC58716
0.9259 High Similarity NPC127546
0.9259 High Similarity NPC52550
0.9259 High Similarity NPC45618
0.9259 High Similarity NPC45400
0.9259 High Similarity NPC146792
0.9259 High Similarity NPC93099
0.9259 High Similarity NPC84362
0.9255 High Similarity NPC277205
0.9255 High Similarity NPC240431
0.9255 High Similarity NPC55786
0.9255 High Similarity NPC19388
0.925 High Similarity NPC127782
0.925 High Similarity NPC300537
0.925 High Similarity NPC244875
0.925 High Similarity NPC475382
0.925 High Similarity NPC298171
0.925 High Similarity NPC414831
0.9245 High Similarity NPC473623
0.9241 High Similarity NPC129827
0.9241 High Similarity NPC44931
0.9241 High Similarity NPC65003
0.9241 High Similarity NPC473512
0.9226 High Similarity NPC148710
0.9226 High Similarity NPC470451
0.9226 High Similarity NPC470455
0.9226 High Similarity NPC470713
0.9226 High Similarity NPC460984
0.9226 High Similarity NPC470717
0.9226 High Similarity NPC25946

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC15358 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
0.9748 High Similarity NPD7472 Approved
0.9686 High Similarity NPD7054 Approved
0.9568 High Similarity NPD7808 Phase 3
0.9506 High Similarity NPD7251 Discontinued
0.9503 High Similarity NPD7074 Phase 3
0.9444 High Similarity NPD6797 Phase 2
0.9024 High Similarity NPD3818 Discontinued
0.9 High Similarity NPD4381 Clinical (unspecified phase)
0.8982 High Similarity NPD4338 Clinical (unspecified phase)
0.897 High Similarity NPD7804 Clinical (unspecified phase)
0.8902 High Similarity NPD6167 Clinical (unspecified phase)
0.8902 High Similarity NPD6168 Clinical (unspecified phase)
0.8902 High Similarity NPD6166 Phase 2
0.8758 High Similarity NPD3817 Phase 2
0.875 High Similarity NPD1934 Approved
0.858 High Similarity NPD2801 Approved
0.858 High Similarity NPD2393 Clinical (unspecified phase)
0.8395 Intermediate Similarity NPD4380 Phase 2
0.8365 Intermediate Similarity NPD1511 Approved
0.8364 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8323 Intermediate Similarity NPD5494 Approved
0.8314 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.8266 Intermediate Similarity NPD6559 Discontinued
0.8261 Intermediate Similarity NPD1512 Approved
0.8253 Intermediate Similarity NPD3882 Suspended
0.8242 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8204 Intermediate Similarity NPD7075 Discontinued
0.8133 Intermediate Similarity NPD7819 Suspended
0.8084 Intermediate Similarity NPD5402 Approved
0.8072 Intermediate Similarity NPD6801 Discontinued
0.8059 Intermediate Similarity NPD6959 Discontinued
0.8038 Intermediate Similarity NPD2796 Approved
0.8035 Intermediate Similarity NPD7228 Approved
0.8025 Intermediate Similarity NPD6799 Approved
0.7989 Intermediate Similarity NPD5844 Phase 1
0.7988 Intermediate Similarity NPD5403 Approved
0.7988 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7987 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7987 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7976 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7975 Intermediate Similarity NPD5401 Approved
0.7975 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7966 Intermediate Similarity NPD8313 Approved
0.7966 Intermediate Similarity NPD8312 Approved
0.7955 Intermediate Similarity NPD7240 Approved
0.7953 Intermediate Similarity NPD7199 Phase 2
0.7939 Intermediate Similarity NPD1653 Approved
0.7937 Intermediate Similarity NPD1549 Phase 2
0.7917 Intermediate Similarity NPD8455 Phase 2
0.7917 Intermediate Similarity NPD1465 Phase 2
0.7907 Intermediate Similarity NPD3787 Discontinued
0.7904 Intermediate Similarity NPD7411 Suspended
0.7874 Intermediate Similarity NPD7473 Discontinued
0.7857 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7853 Intermediate Similarity NPD7685 Pre-registration
0.7829 Intermediate Similarity NPD3751 Discontinued
0.7803 Intermediate Similarity NPD6232 Discontinued
0.7801 Intermediate Similarity NPD8151 Discontinued
0.7759 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7758 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7751 Intermediate Similarity NPD37 Approved
0.775 Intermediate Similarity NPD1510 Phase 2
0.7738 Intermediate Similarity NPD6599 Discontinued
0.7719 Intermediate Similarity NPD4966 Approved
0.7719 Intermediate Similarity NPD4965 Approved
0.7719 Intermediate Similarity NPD4967 Phase 2
0.7673 Intermediate Similarity NPD1933 Approved
0.7654 Intermediate Similarity NPD7266 Discontinued
0.765 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.763 Intermediate Similarity NPD6234 Discontinued
0.763 Intermediate Similarity NPD919 Approved
0.7614 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7607 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7604 Intermediate Similarity NPD7584 Approved
0.7595 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.759 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7557 Intermediate Similarity NPD3926 Phase 2
0.7543 Intermediate Similarity NPD1247 Approved
0.7515 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD1240 Approved
0.75 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD1613 Approved
0.7486 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7474 Intermediate Similarity NPD6778 Approved
0.7474 Intermediate Similarity NPD6781 Approved
0.7474 Intermediate Similarity NPD6780 Approved
0.7474 Intermediate Similarity NPD6782 Approved
0.7474 Intermediate Similarity NPD6779 Approved
0.7474 Intermediate Similarity NPD6777 Approved
0.7474 Intermediate Similarity NPD6776 Approved
0.7455 Intermediate Similarity NPD6674 Discontinued
0.7449 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7449 Intermediate Similarity NPD7783 Phase 2
0.7448 Intermediate Similarity NPD7696 Phase 3
0.7448 Intermediate Similarity NPD7435 Discontinued
0.7448 Intermediate Similarity NPD7697 Approved
0.7448 Intermediate Similarity NPD7698 Approved
0.7414 Intermediate Similarity NPD7768 Phase 2
0.741 Intermediate Similarity NPD4628 Phase 3
0.741 Intermediate Similarity NPD3750 Approved
0.7407 Intermediate Similarity NPD1607 Approved
0.7385 Intermediate Similarity NPD7701 Phase 2
0.7346 Intermediate Similarity NPD230 Phase 1
0.7346 Intermediate Similarity NPD447 Suspended
0.732 Intermediate Similarity NPD7871 Phase 2
0.732 Intermediate Similarity NPD7870 Phase 2
0.7317 Intermediate Similarity NPD3748 Approved
0.7312 Intermediate Similarity NPD3027 Phase 3
0.7306 Intermediate Similarity NPD6823 Phase 2
0.7296 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7284 Intermediate Similarity NPD943 Approved
0.7277 Intermediate Similarity NPD7700 Phase 2
0.7277 Intermediate Similarity NPD7699 Phase 2
0.7273 Intermediate Similarity NPD1551 Phase 2
0.7273 Intermediate Similarity NPD3749 Approved
0.7267 Intermediate Similarity NPD7458 Discontinued
0.7257 Intermediate Similarity NPD5353 Approved
0.7251 Intermediate Similarity NPD920 Approved
0.725 Intermediate Similarity NPD6832 Phase 2
0.725 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7246 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7246 Intermediate Similarity NPD1243 Approved
0.7245 Intermediate Similarity NPD7583 Approved
0.7241 Intermediate Similarity NPD6844 Discontinued
0.724 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7235 Intermediate Similarity NPD2532 Approved
0.7235 Intermediate Similarity NPD2534 Approved
0.7235 Intermediate Similarity NPD2533 Approved
0.7225 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD7874 Approved
0.7211 Intermediate Similarity NPD6535 Approved
0.7211 Intermediate Similarity NPD6534 Approved
0.7208 Intermediate Similarity NPD7585 Approved
0.7202 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7186 Intermediate Similarity NPD7801 Approved
0.7169 Intermediate Similarity NPD6099 Approved
0.7169 Intermediate Similarity NPD6100 Approved
0.7169 Intermediate Similarity NPD2935 Discontinued
0.7166 Intermediate Similarity NPD8434 Phase 2
0.716 Intermediate Similarity NPD6190 Approved
0.7143 Intermediate Similarity NPD8320 Phase 1
0.7143 Intermediate Similarity NPD8319 Approved
0.7143 Intermediate Similarity NPD1652 Phase 2
0.7143 Intermediate Similarity NPD2800 Approved
0.7135 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7134 Intermediate Similarity NPD1091 Approved
0.7128 Intermediate Similarity NPD6841 Approved
0.7128 Intermediate Similarity NPD6843 Phase 3
0.7128 Intermediate Similarity NPD6842 Approved
0.7127 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7125 Intermediate Similarity NPD2798 Approved
0.7118 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7108 Intermediate Similarity NPD7033 Discontinued
0.7092 Intermediate Similarity NPD7680 Approved
0.7091 Intermediate Similarity NPD6651 Approved
0.7076 Intermediate Similarity NPD7390 Discontinued
0.7074 Intermediate Similarity NPD8150 Discontinued
0.7069 Intermediate Similarity NPD3226 Approved
0.7056 Intermediate Similarity NPD8127 Discontinued
0.7055 Intermediate Similarity NPD2313 Discontinued
0.7043 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7031 Intermediate Similarity NPD4360 Phase 2
0.7031 Intermediate Similarity NPD4363 Phase 3
0.703 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD5953 Discontinued
0.7025 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7024 Intermediate Similarity NPD2346 Discontinued
0.7011 Intermediate Similarity NPD7286 Phase 2
0.7006 Intermediate Similarity NPD2799 Discontinued
0.7 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.6989 Remote Similarity NPD6385 Approved
0.6989 Remote Similarity NPD6386 Approved
0.6979 Remote Similarity NPD6213 Phase 3
0.6979 Remote Similarity NPD6214 Clinical (unspecified phase)
0.6979 Remote Similarity NPD6212 Phase 3
0.6978 Remote Similarity NPD5242 Approved
0.6954 Remote Similarity NPD5006 Approved
0.6954 Remote Similarity NPD5005 Approved
0.6951 Remote Similarity NPD6798 Discontinued
0.6946 Remote Similarity NPD7097 Phase 1
0.6933 Remote Similarity NPD4908 Phase 1
0.6928 Remote Similarity NPD6355 Discontinued
0.6928 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6928 Remote Similarity NPD5124 Phase 1
0.6909 Remote Similarity NPD6233 Phase 2
0.6905 Remote Similarity NPD651 Clinical (unspecified phase)
0.6893 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6875 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6875 Remote Similarity NPD8155 Clinical (unspecified phase)
0.6871 Remote Similarity NPD9494 Approved
0.6871 Remote Similarity NPD3018 Phase 2
0.6862 Remote Similarity NPD7549 Discontinued
0.6852 Remote Similarity NPD1203 Approved
0.6848 Remote Similarity NPD3268 Approved
0.6848 Remote Similarity NPD4907 Clinical (unspecified phase)
0.6842 Remote Similarity NPD2654 Approved
0.6837 Remote Similarity NPD4420 Approved
0.6832 Remote Similarity NPD4379 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   10439249
ChEMBL   CHEMBL510037
ZINC  

Physicochemical Properties

Molecular Weight:  652.20
ALogP:  -4.1542
MLogP:  3
XLogP:  -0.685
# Rotatable Bonds:  20
Polar Surface Area:  221.52
# H-Bond Aceptor:  10
# H-Bond Donor:  6
# Rings:  5
# Heavy Atoms:  46

Download Data

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