Natural Product: NPC238243

Natural Product ID:  NPC238243
Common Name:   Lysidiside E
IUPAC Name:   (2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5R)-4,5-dihydroxy-2-[3-hydroxy-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenoxy]oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
Synonyms:   Lysidiside E
Molecular Formula:   C25H30O11
Standard InCHIKey:  HMYSHADLMCHJFF-VYXPBXMQSA-N
Standard InCHI:  InChI=1S/C25H30O11/c1-12-19(29)21(31)22(32)24(34-12)36-23-20(30)18(28)11-33-25(23)35-17-9-14(8-16(27)10-17)3-2-13-4-6-15(26)7-5-13/h2-10,12,18-32H,11H2,1H3/b3-2+/t12-,18+,19-,20-,21+,22+,23+,24-,25-/m0/s1
Canonical SMILES:  Oc1cc(cc(c1)/C=C/c1ccc(cc1)O)O[C@@H]1OC[C@H]([C@@H]([C@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)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
NPO28114 Peltophorum adnatum Species Fabaceae Eukaryota UNPD*
NPO33047 lysidice brevicalyx wei Species NA Eukaryota Barks PMID[18847246]
NPO23882 Cremastosperma microcarpum Species Annonaceae Eukaryota UNPD*
NPO27974 Swertia leduci Species Gentianaceae Eukaryota UNPD*
NPO28982 Calliandra confusa Species Fabaceae Eukaryota UNPD*
NPO28129 Reticulitermes virginicus Species Termitoidae Eukaryota UNPD*
NPO28310 Phacelocarpus labillardieri Species Phacelocarpaceae Eukaryota UNPD*
NPO28219 Euphorbia peplus Species Euphorbiaceae Eukaryota UNPD*
NPO23676 Fleroya rubrostipulata Species Rubiaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Activity = 67 % 18847246
NPT2 Others Unspecified Activity = 6 % 18847246

  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 NPC238243 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
0.9922 High Similarity NPC40664
0.9922 High Similarity NPC197723
0.9922 High Similarity NPC130496
0.9922 High Similarity NPC3293
0.9922 High Similarity NPC188555
0.9922 High Similarity NPC165482
0.9922 High Similarity NPC138350
0.9844 High Similarity NPC115022
0.9844 High Similarity NPC294166
0.9766 High Similarity NPC303422
0.9766 High Similarity NPC26080
0.9766 High Similarity NPC165686
0.9766 High Similarity NPC85799
0.9688 High Similarity NPC121376
0.9624 High Similarity NPC89686
0.9624 High Similarity NPC257095
0.9624 High Similarity NPC273932
0.9545 High Similarity NPC124149
0.9531 High Similarity NPC218003
0.9474 High Similarity NPC98777
0.9474 High Similarity NPC212770
0.947 High Similarity NPC242028
0.947 High Similarity NPC203230
0.9398 High Similarity NPC262328
0.9398 High Similarity NPC59324
0.9398 High Similarity NPC87777
0.9398 High Similarity NPC65530
0.9333 High Similarity NPC210192
0.9323 High Similarity NPC164857
0.9275 High Similarity NPC125755
0.927 High Similarity NPC138227
0.927 High Similarity NPC168579
0.927 High Similarity NPC469313
0.927 High Similarity NPC76176
0.9265 High Similarity NPC469559
0.9265 High Similarity NPC475084
0.9265 High Similarity NPC189115
0.9248 High Similarity NPC470236
0.9242 High Similarity NPC49074
0.9237 High Similarity NPC475067
0.9219 High Similarity NPC12308
0.9209 High Similarity NPC473480
0.9209 High Similarity NPC15538
0.9203 High Similarity NPC277867
0.9203 High Similarity NPC161700
0.9197 High Similarity NPC473044
0.9197 High Similarity NPC37793
0.9191 High Similarity NPC469661
0.9167 High Similarity NPC162093
0.913 High Similarity NPC25292
0.913 High Similarity NPC473045
0.9124 High Similarity NPC5253
0.9124 High Similarity NPC472353
0.9124 High Similarity NPC139976
0.9124 High Similarity NPC49542
0.9124 High Similarity NPC128337
0.9124 High Similarity NPC230718
0.9124 High Similarity NPC84207
0.9111 High Similarity NPC134260
0.9098 High Similarity NPC132895
0.9065 High Similarity NPC475096
0.9058 High Similarity NPC252169
0.9051 High Similarity NPC108674
0.903 High Similarity NPC13745
0.903 High Similarity NPC251981
0.903 High Similarity NPC48863
0.9023 High Similarity NPC299144
0.9015 High Similarity NPC262606
0.9007 High Similarity NPC280945
0.9 High Similarity NPC99515
0.9 High Similarity NPC190714
0.8993 High Similarity NPC225445
0.8978 High Similarity NPC106944
0.8971 High Similarity NPC470413
0.8971 High Similarity NPC138738
0.8963 High Similarity NPC185778
0.8955 High Similarity NPC69513
0.8955 High Similarity NPC215833
0.8951 High Similarity NPC473621
0.8947 High Similarity NPC469698
0.8947 High Similarity NPC473412
0.8939 High Similarity NPC248355
0.8936 High Similarity NPC227902
0.8936 High Similarity NPC39657
0.8921 High Similarity NPC116922
0.8897 High Similarity NPC25695
0.8897 High Similarity NPC172818
0.8889 High Similarity NPC170694
0.8889 High Similarity NPC187194
0.8889 High Similarity NPC107478
0.8881 High Similarity NPC470270
0.8873 High Similarity NPC175976
0.8873 High Similarity NPC478237
0.8865 High Similarity NPC74320
0.8865 High Similarity NPC107120
0.8864 High Similarity NPC302378
0.8857 High Similarity NPC177597
0.8849 High Similarity NPC472714
0.8849 High Similarity NPC5262
0.8832 High Similarity NPC195196
0.8811 High Similarity NPC106138
0.8811 High Similarity NPC51328
0.8811 High Similarity NPC55158
0.8811 High Similarity NPC286235
0.8806 High Similarity NPC9912
0.8797 High Similarity NPC166040
0.8797 High Similarity NPC307110
0.8794 High Similarity NPC226722
0.8759 High Similarity NPC21902
0.8759 High Similarity NPC199459
0.8759 High Similarity NPC104167
0.8759 High Similarity NPC176186
0.8759 High Similarity NPC177035
0.8759 High Similarity NPC169404
0.8759 High Similarity NPC53587
0.8759 High Similarity NPC52277
0.875 High Similarity NPC476411
0.875 High Similarity NPC35731
0.875 High Similarity NPC87696
0.8741 High Similarity NPC130449
0.8741 High Similarity NPC16208
0.8741 High Similarity NPC35932
0.8741 High Similarity NPC7903
0.8741 High Similarity NPC184447
0.8741 High Similarity NPC160991
0.8741 High Similarity NPC248132
0.8732 High Similarity NPC476865
0.8731 High Similarity NPC80600
0.8731 High Similarity NPC472024
0.8723 High Similarity NPC118385
0.8723 High Similarity NPC472713
0.8723 High Similarity NPC187774
0.8723 High Similarity NPC472712
0.8723 High Similarity NPC476867
0.8723 High Similarity NPC473046
0.8722 High Similarity NPC40377
0.8714 High Similarity NPC157816
0.8714 High Similarity NPC145319
0.8705 High Similarity NPC210478
0.8699 High Similarity NPC150442
0.8699 High Similarity NPC78809
0.8696 High Similarity NPC211549
0.8692 High Similarity NPC476142
0.8686 High Similarity NPC79957
0.8686 High Similarity NPC61946
0.8682 High Similarity NPC198734
0.8682 High Similarity NPC269242
0.8682 High Similarity NPC469412
0.8681 High Similarity NPC95392
0.8681 High Similarity NPC35877
0.8681 High Similarity NPC55715
0.8676 High Similarity NPC25821
0.8676 High Similarity NPC215037
0.8667 High Similarity NPC469625
0.8667 High Similarity NPC103799
0.8667 High Similarity NPC65942
0.8667 High Similarity NPC469613
0.8667 High Similarity NPC248307
0.8667 High Similarity NPC472597
0.8667 High Similarity NPC30043
0.8662 High Similarity NPC476864
0.8662 High Similarity NPC476869
0.8662 High Similarity NPC476866
0.8662 High Similarity NPC476868
0.8657 High Similarity NPC470258
0.8657 High Similarity NPC190629
0.8657 High Similarity NPC270849
0.8657 High Similarity NPC202582
0.8657 High Similarity NPC226788
0.8657 High Similarity NPC222004
0.8657 High Similarity NPC97326
0.8657 High Similarity NPC210623
0.8657 High Similarity NPC273295
0.8657 High Similarity NPC285339
0.8657 High Similarity NPC26653
0.8657 High Similarity NPC218856
0.8657 High Similarity NPC3439
0.8652 High Similarity NPC185307
0.8652 High Similarity NPC470950
0.8652 High Similarity NPC478239
0.8652 High Similarity NPC81638
0.8652 High Similarity NPC278961
0.8652 High Similarity NPC46092
0.8652 High Similarity NPC113680
0.8643 High Similarity NPC186406
0.8633 High Similarity NPC292487
0.863 High Similarity NPC233467
0.863 High Similarity NPC476352
0.863 High Similarity NPC215060
0.863 High Similarity NPC59692
0.8623 High Similarity NPC166180
0.8623 High Similarity NPC306441
0.8623 High Similarity NPC16435
0.8621 High Similarity NPC472709
0.8621 High Similarity NPC238140
0.8621 High Similarity NPC472710
0.8613 High Similarity NPC310854
0.8611 High Similarity NPC270751
0.8611 High Similarity NPC93924
0.8605 High Similarity NPC469708

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC238243 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
0.8473 Intermediate Similarity NPD1091 Approved
0.8467 Intermediate Similarity NPD1613 Approved
0.8467 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.8382 Intermediate Similarity NPD3027 Phase 3
0.8299 Intermediate Similarity NPD1653 Approved
0.8239 Intermediate Similarity NPD7266 Discontinued
0.8175 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.8175 Intermediate Similarity NPD4908 Phase 1
0.8105 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8102 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.8101 Intermediate Similarity NPD7054 Approved
0.8058 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.805 Intermediate Similarity NPD7074 Phase 3
0.805 Intermediate Similarity NPD7472 Approved
0.8 Intermediate Similarity NPD6797 Phase 2
0.795 Intermediate Similarity NPD7251 Discontinued
0.7926 Intermediate Similarity NPD1610 Phase 2
0.7901 Intermediate Similarity NPD7808 Phase 3
0.7895 Intermediate Similarity NPD1548 Phase 1
0.7875 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7812 Intermediate Similarity NPD7228 Approved
0.7755 Intermediate Similarity NPD6674 Discontinued
0.773 Intermediate Similarity NPD6559 Discontinued
0.7718 Intermediate Similarity NPD5058 Phase 3
0.7714 Intermediate Similarity NPD2861 Phase 2
0.7702 Intermediate Similarity NPD3818 Discontinued
0.7683 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7681 Intermediate Similarity NPD2982 Phase 2
0.7681 Intermediate Similarity NPD2983 Phase 2
0.7677 Intermediate Similarity NPD8455 Phase 2
0.7613 Intermediate Similarity NPD37 Approved
0.7609 Intermediate Similarity NPD2981 Phase 2
0.7606 Intermediate Similarity NPD4625 Phase 3
0.7595 Intermediate Similarity NPD6234 Discontinued
0.758 Intermediate Similarity NPD4967 Phase 2
0.758 Intermediate Similarity NPD4966 Approved
0.758 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.758 Intermediate Similarity NPD4965 Approved
0.7578 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7578 Intermediate Similarity NPD6166 Phase 2
0.7578 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7574 Intermediate Similarity NPD1357 Approved
0.7554 Intermediate Similarity NPD4749 Approved
0.7552 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7534 Intermediate Similarity NPD4536 Approved
0.7534 Intermediate Similarity NPD4537 Clinical (unspecified phase)
0.7534 Intermediate Similarity NPD4538 Approved
0.7517 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7517 Intermediate Similarity NPD1652 Phase 2
0.75 Intermediate Similarity NPD7199 Phase 2
0.75 Intermediate Similarity NPD1934 Approved
0.7484 Intermediate Similarity NPD4380 Phase 2
0.7465 Intermediate Similarity NPD3018 Phase 2
0.7452 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7444 Intermediate Similarity NPD7843 Approved
0.7431 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.741 Intermediate Similarity NPD3705 Approved
0.741 Intermediate Similarity NPD7240 Approved
0.7407 Intermediate Similarity NPD7157 Approved
0.7405 Intermediate Similarity NPD2684 Approved
0.7397 Intermediate Similarity NPD5124 Phase 1
0.7397 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7365 Intermediate Similarity NPD5960 Phase 3
0.7365 Intermediate Similarity NPD5588 Approved
0.7346 Intermediate Similarity NPD3787 Discontinued
0.7329 Intermediate Similarity NPD4060 Phase 1
0.7328 Intermediate Similarity NPD290 Approved
0.732 Intermediate Similarity NPD7213 Phase 3
0.732 Intermediate Similarity NPD7212 Phase 2
0.7312 Intermediate Similarity NPD7075 Discontinued
0.7301 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD7097 Phase 1
0.7296 Intermediate Similarity NPD5402 Approved
0.7286 Intermediate Similarity NPD422 Phase 1
0.7273 Intermediate Similarity NPD7447 Phase 1
0.7266 Intermediate Similarity NPD1242 Phase 1
0.726 Intermediate Similarity NPD6233 Phase 2
0.7252 Intermediate Similarity NPD968 Approved
0.7246 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7233 Intermediate Similarity NPD2801 Approved
0.7202 Intermediate Similarity NPD7685 Pre-registration
0.7188 Intermediate Similarity NPD3817 Phase 2
0.7183 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD5403 Approved
0.7169 Intermediate Similarity NPD3751 Discontinued
0.7153 Intermediate Similarity NPD6584 Phase 3
0.7153 Intermediate Similarity NPD6671 Approved
0.7152 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD4675 Approved
0.7152 Intermediate Similarity NPD4678 Approved
0.7143 Intermediate Similarity NPD5846 Approved
0.7143 Intermediate Similarity NPD5126 Approved
0.7143 Intermediate Similarity NPD5125 Phase 3
0.7143 Intermediate Similarity NPD6516 Phase 2
0.7133 Intermediate Similarity NPD4108 Discontinued
0.7133 Intermediate Similarity NPD8651 Approved
0.7126 Intermediate Similarity NPD5844 Phase 1
0.7125 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7124 Intermediate Similarity NPD4628 Phase 3
0.7123 Intermediate Similarity NPD7095 Approved
0.7118 Intermediate Similarity NPD8313 Approved
0.7118 Intermediate Similarity NPD8312 Approved
0.7111 Intermediate Similarity NPD228 Approved
0.7105 Intermediate Similarity NPD1549 Phase 2
0.7099 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD1511 Approved
0.7097 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7081 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7078 Intermediate Similarity NPD6190 Approved
0.7075 Intermediate Similarity NPD6798 Discontinued
0.7073 Intermediate Similarity NPD6959 Discontinued
0.707 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD6801 Discontinued
0.7051 Intermediate Similarity NPD5401 Approved
0.7051 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7051 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7047 Intermediate Similarity NPD5735 Approved
0.7047 Intermediate Similarity NPD4340 Discontinued
0.7037 Intermediate Similarity NPD3882 Suspended
0.7034 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7019 Intermediate Similarity NPD7819 Suspended
0.7019 Intermediate Similarity NPD2978 Approved
0.7019 Intermediate Similarity NPD1465 Phase 2
0.7019 Intermediate Similarity NPD2977 Approved
0.7013 Intermediate Similarity NPD3750 Approved
0.7013 Intermediate Similarity NPD4535 Phase 3
0.7007 Intermediate Similarity NPD5283 Phase 1
0.7006 Intermediate Similarity NPD1512 Approved
0.7 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD6653 Approved
0.7 Intermediate Similarity NPD7411 Suspended
0.6993 Remote Similarity NPD2231 Phase 2
0.6993 Remote Similarity NPD2235 Phase 2
0.6987 Remote Similarity NPD6799 Approved
0.6983 Remote Similarity NPD7237 Clinical (unspecified phase)
0.698 Remote Similarity NPD1558 Phase 1
0.6975 Remote Similarity NPD6374 Clinical (unspecified phase)
0.6974 Remote Similarity NPD6099 Approved
0.6974 Remote Similarity NPD6100 Approved
0.6968 Remote Similarity NPD2677 Approved
0.6954 Remote Similarity NPD4978 Clinical (unspecified phase)
0.6944 Remote Similarity NPD6583 Phase 3
0.6944 Remote Similarity NPD3685 Discontinued
0.6944 Remote Similarity NPD6582 Phase 2
0.6934 Remote Similarity NPD5535 Approved
0.6933 Remote Similarity NPD6355 Discontinued
0.6932 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6928 Remote Similarity NPD5763 Approved
0.6928 Remote Similarity NPD3540 Phase 1
0.6928 Remote Similarity NPD5762 Approved
0.6923 Remote Similarity NPD7680 Approved
0.6914 Remote Similarity NPD7089 Clinical (unspecified phase)
0.6913 Remote Similarity NPD4062 Phase 3
0.6909 Remote Similarity NPD5494 Approved
0.6908 Remote Similarity NPD7033 Discontinued
0.6903 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6903 Remote Similarity NPD3892 Phase 2
0.6897 Remote Similarity NPD3225 Approved
0.6892 Remote Similarity NPD3179 Approved
0.6892 Remote Similarity NPD3180 Approved
0.6883 Remote Similarity NPD2424 Discontinued
0.6879 Remote Similarity NPD4357 Discontinued
0.6875 Remote Similarity NPD6055 Clinical (unspecified phase)
0.6867 Remote Similarity NPD5837 Clinical (unspecified phase)
0.6867 Remote Similarity NPD2238 Phase 2
0.6867 Remote Similarity NPD3620 Phase 2
0.6867 Remote Similarity NPD3619 Clinical (unspecified phase)
0.6867 Remote Similarity NPD4140 Approved
0.6863 Remote Similarity NPD1551 Phase 2
0.6863 Remote Similarity NPD2796 Approved
0.6863 Remote Similarity NPD3539 Phase 1
0.6859 Remote Similarity NPD5307 Clinical (unspecified phase)
0.6857 Remote Similarity NPD6843 Phase 3
0.6857 Remote Similarity NPD6841 Approved
0.6857 Remote Similarity NPD6842 Approved
0.6853 Remote Similarity NPD3496 Discontinued
0.6839 Remote Similarity NPD3060 Approved
0.6839 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6835 Remote Similarity NPD4123 Phase 3
0.6835 Remote Similarity NPD3536 Discontinued
0.6835 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6831 Remote Similarity NPD5585 Approved
0.6829 Remote Similarity NPD7768 Phase 2
0.6828 Remote Similarity NPD3600 Clinical (unspecified phase)
0.6821 Remote Similarity NPD230 Phase 1
0.6818 Remote Similarity NPD291 Approved
0.6818 Remote Similarity NPD1375 Discontinued
0.6815 Remote Similarity NPD1358 Approved
0.6809 Remote Similarity NPD5536 Phase 2
0.6797 Remote Similarity NPD1510 Phase 2
0.6795 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6795 Remote Similarity NPD7466 Approved
0.6783 Remote Similarity NPD1778 Approved
0.6776 Remote Similarity NPD3054 Approved
0.6776 Remote Similarity NPD3052 Approved
0.677 Remote Similarity NPD4005 Discontinued
0.6763 Remote Similarity NPD7549 Discontinued
0.6761 Remote Similarity NPD1182 Approved
0.6759 Remote Similarity NPD1608 Approved

Structure

External Identifiers

PubChem CID   45481961
ChEMBL   CHEMBL575437
ZINC  

Physicochemical Properties

Molecular Weight:  506.18
ALogP:  -3.3962
MLogP:  3
XLogP:  1.737
# Rotatable Bonds:  14
Polar Surface Area:  178.53
# H-Bond Aceptor:  8
# H-Bond Donor:  7
# Rings:  4
# Heavy Atoms:  36

Download Data

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