Natural Product: NPC138350

Natural Product ID:  NPC138350
Common Name:   Lysidiside N
IUPAC Name:   (2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[3-hydroxy-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenoxy]-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
Synonyms:   lysidiside N
Molecular Formula:   C26H32O12
Standard InCHIKey:  MASPJNQRZIRSFR-ZBIDKOPJSA-N
Standard InCHI:  InChI=1S/C26H32O12/c1-12-19(30)21(32)23(34)25(35-12)38-24-22(33)20(31)18(11-27)37-26(24)36-17-9-14(8-16(29)10-17)3-2-13-4-6-15(28)7-5-13/h2-10,12,18-34H,11H2,1H3/b3-2+/t12-,18+,19-,20+,21+,22-,23+,24+,25-,26+/m0/s1
Canonical SMILES:  OC[C@H]1O[C@@H](Oc2cc(O)cc(c2)/C=C/c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[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
NPO33047 lysidice brevicalyx wei Species NA Eukaryota Barks PMID[18847246]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Activity = 9 % 19564371
NPT2 Others Unspecified Activity = 39 % 12088420

  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 NPC138350 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 NPC197723
1.0 High Similarity NPC40664
1.0 High Similarity NPC3293
1.0 High Similarity NPC165482
0.9922 High Similarity NPC238243
0.9845 High Similarity NPC130496
0.9845 High Similarity NPC188555
0.9767 High Similarity NPC294166
0.9767 High Similarity NPC115022
0.9699 High Similarity NPC89686
0.9699 High Similarity NPC257095
0.9699 High Similarity NPC273932
0.969 High Similarity NPC303422
0.969 High Similarity NPC85799
0.969 High Similarity NPC26080
0.969 High Similarity NPC165686
0.9612 High Similarity NPC121376
0.9474 High Similarity NPC124149
0.9457 High Similarity NPC218003
0.9403 High Similarity NPC98777
0.9403 High Similarity NPC212770
0.9398 High Similarity NPC164857
0.9398 High Similarity NPC242028
0.9398 High Similarity NPC203230
0.9338 High Similarity NPC469559
0.9328 High Similarity NPC65530
0.9328 High Similarity NPC87777
0.9328 High Similarity NPC59324
0.9328 High Similarity NPC262328
0.9323 High Similarity NPC470236
0.9265 High Similarity NPC210192
0.9209 High Similarity NPC125755
0.9203 High Similarity NPC168579
0.9203 High Similarity NPC76176
0.9203 High Similarity NPC138227
0.9203 High Similarity NPC469313
0.9197 High Similarity NPC189115
0.9197 High Similarity NPC475084
0.9173 High Similarity NPC49074
0.9167 High Similarity NPC475067
0.9147 High Similarity NPC12308
0.9143 High Similarity NPC15538
0.9143 High Similarity NPC473480
0.9137 High Similarity NPC161700
0.9137 High Similarity NPC277867
0.9137 High Similarity NPC475096
0.913 High Similarity NPC37793
0.913 High Similarity NPC473044
0.9124 High Similarity NPC469661
0.9098 High Similarity NPC162093
0.9091 High Similarity NPC262606
0.9078 High Similarity NPC280945
0.9065 High Similarity NPC25292
0.9065 High Similarity NPC473045
0.9065 High Similarity NPC225445
0.9058 High Similarity NPC128337
0.9058 High Similarity NPC139976
0.9058 High Similarity NPC49542
0.9058 High Similarity NPC84207
0.9058 High Similarity NPC230718
0.9058 High Similarity NPC472353
0.9058 High Similarity NPC5253
0.9051 High Similarity NPC106944
0.9044 High Similarity NPC470413
0.9044 High Similarity NPC138738
0.9044 High Similarity NPC134260
0.903 High Similarity NPC132895
0.9023 High Similarity NPC469698
0.9023 High Similarity NPC473412
0.9021 High Similarity NPC473621
0.9007 High Similarity NPC227902
0.9007 High Similarity NPC39657
0.8993 High Similarity NPC252169
0.8993 High Similarity NPC116922
0.8986 High Similarity NPC108674
0.8963 High Similarity NPC48863
0.8963 High Similarity NPC13745
0.8963 High Similarity NPC187194
0.8963 High Similarity NPC251981
0.8955 High Similarity NPC299144
0.8936 High Similarity NPC99515
0.8936 High Similarity NPC190714
0.8929 High Similarity NPC177597
0.8921 High Similarity NPC5262
0.8921 High Similarity NPC472714
0.8905 High Similarity NPC195196
0.8897 High Similarity NPC185778
0.8889 High Similarity NPC69513
0.8889 High Similarity NPC215833
0.8881 High Similarity NPC55158
0.8881 High Similarity NPC286235
0.8881 High Similarity NPC51328
0.8881 High Similarity NPC106138
0.8872 High Similarity NPC248355
0.8832 High Similarity NPC172818
0.8832 High Similarity NPC199459
0.8832 High Similarity NPC25695
0.8832 High Similarity NPC177035
0.8832 High Similarity NPC52277
0.8824 High Similarity NPC107478
0.8824 High Similarity NPC170694
0.8824 High Similarity NPC35731
0.8824 High Similarity NPC476411
0.8815 High Similarity NPC470270
0.8811 High Similarity NPC130449
0.8811 High Similarity NPC175976
0.8811 High Similarity NPC478237
0.8811 High Similarity NPC248132
0.8803 High Similarity NPC107120
0.8803 High Similarity NPC74320
0.8803 High Similarity NPC476865
0.8797 High Similarity NPC302378
0.8794 High Similarity NPC187774
0.8794 High Similarity NPC476867
0.8794 High Similarity NPC473046
0.8794 High Similarity NPC472712
0.8794 High Similarity NPC472713
0.8794 High Similarity NPC118385
0.875 High Similarity NPC95392
0.875 High Similarity NPC55715
0.875 High Similarity NPC35877
0.8741 High Similarity NPC30043
0.8741 High Similarity NPC9912
0.8741 High Similarity NPC469613
0.8741 High Similarity NPC469625
0.8732 High Similarity NPC476866
0.8732 High Similarity NPC226722
0.8732 High Similarity NPC476864
0.8732 High Similarity NPC476868
0.8732 High Similarity NPC476869
0.8731 High Similarity NPC307110
0.8731 High Similarity NPC166040
0.8723 High Similarity NPC278961
0.8723 High Similarity NPC185307
0.8723 High Similarity NPC46092
0.8723 High Similarity NPC470950
0.8723 High Similarity NPC113680
0.8699 High Similarity NPC21902
0.8699 High Similarity NPC53587
0.8699 High Similarity NPC59692
0.8699 High Similarity NPC233467
0.8699 High Similarity NPC176186
0.8699 High Similarity NPC169404
0.8696 High Similarity NPC104167
0.869 High Similarity NPC472710
0.869 High Similarity NPC472709
0.8686 High Similarity NPC87696
0.8681 High Similarity NPC270751
0.8676 High Similarity NPC35932
0.8676 High Similarity NPC184447
0.8676 High Similarity NPC160991
0.8676 High Similarity NPC254275
0.8676 High Similarity NPC16208
0.8676 High Similarity NPC7903
0.8667 High Similarity NPC469612
0.8667 High Similarity NPC472024
0.8667 High Similarity NPC469614
0.8667 High Similarity NPC80600
0.8662 High Similarity NPC470235
0.8662 High Similarity NPC129417
0.8662 High Similarity NPC283995
0.8662 High Similarity NPC471063
0.8657 High Similarity NPC40377
0.8652 High Similarity NPC145319
0.8652 High Similarity NPC157816
0.8652 High Similarity NPC476356
0.8643 High Similarity NPC210478
0.8639 High Similarity NPC78809
0.8639 High Similarity NPC150442
0.8633 High Similarity NPC211549
0.8633 High Similarity NPC304152
0.863 High Similarity NPC259707
0.8626 High Similarity NPC476142
0.8623 High Similarity NPC61946
0.8623 High Similarity NPC79957
0.8621 High Similarity NPC283839
0.8621 High Similarity NPC90896
0.8615 High Similarity NPC198734
0.8615 High Similarity NPC269242
0.8615 High Similarity NPC469412
0.8613 High Similarity NPC25821
0.8613 High Similarity NPC215037
0.8603 High Similarity NPC103799
0.8603 High Similarity NPC65942
0.8603 High Similarity NPC470096
0.8603 High Similarity NPC472597
0.8603 High Similarity NPC470095
0.8603 High Similarity NPC248307
0.8601 High Similarity NPC22150
0.8601 High Similarity NPC38041
0.8601 High Similarity NPC34587
0.8601 High Similarity NPC100998
0.8601 High Similarity NPC18979
0.8601 High Similarity NPC279298
0.8601 High Similarity NPC252292
0.8601 High Similarity NPC476382
0.8601 High Similarity NPC34927
0.8593 High Similarity NPC190629
0.8593 High Similarity NPC270849
0.8593 High Similarity NPC26653

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC138350 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
0.8409 Intermediate Similarity NPD1091 Approved
0.8406 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.8406 Intermediate Similarity NPD1613 Approved
0.8321 Intermediate Similarity NPD3027 Phase 3
0.831 Intermediate Similarity NPD7266 Discontinued
0.8243 Intermediate Similarity NPD1653 Approved
0.8165 Intermediate Similarity NPD7054 Approved
0.8116 Intermediate Similarity NPD4908 Phase 1
0.8116 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.8113 Intermediate Similarity NPD7074 Phase 3
0.8113 Intermediate Similarity NPD7472 Approved
0.8052 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8043 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.8012 Intermediate Similarity NPD7251 Discontinued
0.8 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7963 Intermediate Similarity NPD7808 Phase 3
0.795 Intermediate Similarity NPD6797 Phase 2
0.7937 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7875 Intermediate Similarity NPD7228 Approved
0.7868 Intermediate Similarity NPD1610 Phase 2
0.7836 Intermediate Similarity NPD1548 Phase 1
0.7823 Intermediate Similarity NPD6674 Discontinued
0.7742 Intermediate Similarity NPD8455 Phase 2
0.7683 Intermediate Similarity NPD6559 Discontinued
0.7667 Intermediate Similarity NPD5058 Phase 3
0.766 Intermediate Similarity NPD2861 Phase 2
0.7654 Intermediate Similarity NPD3818 Discontinued
0.7636 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7626 Intermediate Similarity NPD2982 Phase 2
0.7626 Intermediate Similarity NPD2983 Phase 2
0.7622 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7564 Intermediate Similarity NPD37 Approved
0.7554 Intermediate Similarity NPD2981 Phase 2
0.7552 Intermediate Similarity NPD4625 Phase 3
0.7547 Intermediate Similarity NPD6234 Discontinued
0.7532 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7532 Intermediate Similarity NPD4965 Approved
0.7532 Intermediate Similarity NPD4966 Approved
0.7532 Intermediate Similarity NPD4967 Phase 2
0.7531 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7531 Intermediate Similarity NPD6166 Phase 2
0.7531 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7519 Intermediate Similarity NPD7843 Approved
0.7518 Intermediate Similarity NPD1357 Approved
0.75 Intermediate Similarity NPD4749 Approved
0.75 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7483 Intermediate Similarity NPD4537 Clinical (unspecified phase)
0.7483 Intermediate Similarity NPD4538 Approved
0.7483 Intermediate Similarity NPD4536 Approved
0.7481 Intermediate Similarity NPD7157 Approved
0.747 Intermediate Similarity NPD7240 Approved
0.7467 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7467 Intermediate Similarity NPD1652 Phase 2
0.7453 Intermediate Similarity NPD7199 Phase 2
0.7452 Intermediate Similarity NPD1934 Approved
0.7436 Intermediate Similarity NPD4380 Phase 2
0.7413 Intermediate Similarity NPD3018 Phase 2
0.7405 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7375 Intermediate Similarity NPD7075 Discontinued
0.7365 Intermediate Similarity NPD7097 Phase 1
0.7357 Intermediate Similarity NPD3705 Approved
0.7348 Intermediate Similarity NPD2684 Approved
0.7347 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7347 Intermediate Similarity NPD5124 Phase 1
0.7338 Intermediate Similarity NPD7447 Phase 1
0.7315 Intermediate Similarity NPD5588 Approved
0.7315 Intermediate Similarity NPD5960 Phase 3
0.7301 Intermediate Similarity NPD3787 Discontinued
0.7279 Intermediate Similarity NPD4060 Phase 1
0.7273 Intermediate Similarity NPD290 Approved
0.7273 Intermediate Similarity NPD7213 Phase 3
0.7273 Intermediate Similarity NPD7212 Phase 2
0.7262 Intermediate Similarity NPD7685 Pre-registration
0.7256 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.725 Intermediate Similarity NPD5402 Approved
0.7234 Intermediate Similarity NPD422 Phase 1
0.7226 Intermediate Similarity NPD6671 Approved
0.7211 Intermediate Similarity NPD6233 Phase 2
0.7209 Intermediate Similarity NPD1242 Phase 1
0.7203 Intermediate Similarity NPD8651 Approved
0.7202 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7197 Intermediate Similarity NPD968 Approved
0.7192 Intermediate Similarity NPD7095 Approved
0.7188 Intermediate Similarity NPD2801 Approved
0.7188 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD8312 Approved
0.7176 Intermediate Similarity NPD8313 Approved
0.716 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD3817 Phase 2
0.7134 Intermediate Similarity NPD5403 Approved
0.7133 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD3751 Discontinued
0.7114 Intermediate Similarity NPD5735 Approved
0.7107 Intermediate Similarity NPD4678 Approved
0.7107 Intermediate Similarity NPD4675 Approved
0.7105 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7103 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7103 Intermediate Similarity NPD6584 Phase 3
0.7092 Intermediate Similarity NPD5126 Approved
0.7092 Intermediate Similarity NPD5846 Approved
0.7092 Intermediate Similarity NPD5125 Phase 3
0.7092 Intermediate Similarity NPD6516 Phase 2
0.7086 Intermediate Similarity NPD4108 Discontinued
0.7083 Intermediate Similarity NPD5844 Phase 1
0.7081 Intermediate Similarity NPD7819 Suspended
0.7078 Intermediate Similarity NPD4628 Phase 3
0.7067 Intermediate Similarity NPD6653 Approved
0.7063 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD1549 Phase 2
0.7059 Intermediate Similarity NPD228 Approved
0.7051 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7051 Intermediate Similarity NPD1511 Approved
0.7039 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7039 Intermediate Similarity NPD6100 Approved
0.7039 Intermediate Similarity NPD6099 Approved
0.7037 Intermediate Similarity NPD6374 Clinical (unspecified phase)
0.7032 Intermediate Similarity NPD6190 Approved
0.703 Intermediate Similarity NPD6959 Discontinued
0.7027 Intermediate Similarity NPD6798 Discontinued
0.7025 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7019 Intermediate Similarity NPD6801 Discontinued
0.7006 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD5401 Approved
0.7006 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD4340 Discontinued
0.7 Intermediate Similarity NPD6355 Discontinued
0.6994 Remote Similarity NPD3882 Suspended
0.6993 Remote Similarity NPD5763 Approved
0.6993 Remote Similarity NPD5762 Approved
0.6989 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6978 Remote Similarity NPD7680 Approved
0.6975 Remote Similarity NPD1465 Phase 2
0.6975 Remote Similarity NPD2977 Approved
0.6975 Remote Similarity NPD2978 Approved
0.6975 Remote Similarity NPD7089 Clinical (unspecified phase)
0.6968 Remote Similarity NPD4535 Phase 3
0.6968 Remote Similarity NPD3750 Approved
0.6968 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6962 Remote Similarity NPD1512 Approved
0.6957 Remote Similarity NPD5283 Phase 1
0.6957 Remote Similarity NPD7411 Suspended
0.6944 Remote Similarity NPD2235 Phase 2
0.6944 Remote Similarity NPD2231 Phase 2
0.6943 Remote Similarity NPD6799 Approved
0.6937 Remote Similarity NPD6055 Clinical (unspecified phase)
0.6933 Remote Similarity NPD1558 Phase 1
0.6923 Remote Similarity NPD2677 Approved
0.6914 Remote Similarity NPD6843 Phase 3
0.6914 Remote Similarity NPD6841 Approved
0.6914 Remote Similarity NPD6842 Approved
0.6908 Remote Similarity NPD4978 Clinical (unspecified phase)
0.6897 Remote Similarity NPD6583 Phase 3
0.6897 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6897 Remote Similarity NPD3685 Discontinued
0.6897 Remote Similarity NPD6582 Phase 2
0.689 Remote Similarity NPD7768 Phase 2
0.6884 Remote Similarity NPD5535 Approved
0.6883 Remote Similarity NPD3540 Phase 1
0.6867 Remote Similarity NPD4062 Phase 3
0.6867 Remote Similarity NPD5494 Approved
0.6863 Remote Similarity NPD7033 Discontinued
0.6859 Remote Similarity NPD7466 Approved
0.6859 Remote Similarity NPD3892 Phase 2
0.6849 Remote Similarity NPD3225 Approved
0.6846 Remote Similarity NPD3179 Approved
0.6846 Remote Similarity NPD3180 Approved
0.6839 Remote Similarity NPD2424 Discontinued
0.6835 Remote Similarity NPD4357 Discontinued
0.6821 Remote Similarity NPD3619 Clinical (unspecified phase)
0.6821 Remote Similarity NPD3620 Phase 2
0.6821 Remote Similarity NPD5837 Clinical (unspecified phase)
0.6821 Remote Similarity NPD2238 Phase 2
0.6821 Remote Similarity NPD4140 Approved
0.6818 Remote Similarity NPD2796 Approved
0.6818 Remote Similarity NPD3539 Phase 1
0.6818 Remote Similarity NPD1551 Phase 2
0.6815 Remote Similarity NPD5307 Clinical (unspecified phase)
0.6806 Remote Similarity NPD3496 Discontinued
0.6795 Remote Similarity NPD3060 Approved
0.6792 Remote Similarity NPD3536 Discontinued
0.6792 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6792 Remote Similarity NPD4123 Phase 3
0.6783 Remote Similarity NPD5585 Approved
0.6781 Remote Similarity NPD5327 Phase 3
0.6781 Remote Similarity NPD3600 Clinical (unspecified phase)
0.6776 Remote Similarity NPD230 Phase 1
0.6774 Remote Similarity NPD1375 Discontinued
0.6774 Remote Similarity NPD7584 Approved
0.6772 Remote Similarity NPD5756 Phase 2
0.6767 Remote Similarity NPD291 Approved
0.6765 Remote Similarity NPD1358 Approved
0.6761 Remote Similarity NPD5536 Phase 2
0.6753 Remote Similarity NPD1510 Phase 2
0.6752 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6743 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6743 Remote Similarity NPD8053 Approved
0.6743 Remote Similarity NPD8054 Approved
0.6738 Remote Similarity NPD7585 Approved

Structure

External Identifiers

PubChem CID   25155596
ChEMBL   CHEMBL574551
ZINC  

Physicochemical Properties

Molecular Weight:  536.19
ALogP:  -3.9069
MLogP:  3
XLogP:  1.494
# Rotatable Bonds:  16
Polar Surface Area:  198.76
# H-Bond Aceptor:  9
# H-Bond Donor:  8
# Rings:  4
# Heavy Atoms:  38

Download Data

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