Natural Product: NPC39657

Natural Product ID:  NPC39657
Common Name:   Armandiside
IUPAC Name:   (2S,3R,4S,5S,6R)-2-[4-[[(3S,4S,5R)-5-(4-hydroxy-3,5-dimethoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Synonyms:   Armandiside
Molecular Formula:   C27H36O12
Standard InCHIKey:  SXFAXLRMEJZJPU-UQGLNZQASA-N
Standard InCHI:  InChI=1S/C27H36O12/c1-34-18-7-13(4-5-17(18)38-27-25(33)24(32)23(31)21(11-29)39-27)6-15-12-37-26(16(15)10-28)14-8-19(35-2)22(30)20(9-14)36-3/h4-5,7-9,15-16,21,23-33H,6,10-12H2,1-3H3/t15-,16-,21-,23-,24+,25-,26+,27-/m1/s1
Canonical SMILES:  OC[C@@H]1[C@@H](CO[C@H]1c1cc(OC)c(c(c1)OC)O)Cc1ccc(c(c1)OC)O[C@@H]1O[C@H](CO)[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
NPO16259 Syringa reticulata Species Oleaceae Eukaryota PMID[21955940]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified EC50 = 10640 nM 19506060
NPT1 Others Radical scavenging activity EC50 > 100000 nM 10691710

  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 NPC39657 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
0.9858 High Similarity NPC55158
0.9858 High Similarity NPC51328
0.9858 High Similarity NPC286235
0.9787 High Similarity NPC130449
0.9787 High Similarity NPC248132
0.9784 High Similarity NPC473046
0.9784 High Similarity NPC472713
0.9784 High Similarity NPC472712
0.9784 High Similarity NPC118385
0.9784 High Similarity NPC187774
0.9712 High Similarity NPC470950
0.9712 High Similarity NPC185307
0.965 High Similarity NPC472710
0.965 High Similarity NPC472709
0.9643 High Similarity NPC470235
0.9643 High Similarity NPC283995
0.9643 High Similarity NPC25292
0.9643 High Similarity NPC473045
0.9643 High Similarity NPC129417
0.964 High Similarity NPC472714
0.964 High Similarity NPC469559
0.964 High Similarity NPC189115
0.964 High Similarity NPC5262
0.964 High Similarity NPC476356
0.9574 High Similarity NPC38041
0.9574 High Similarity NPC475096
0.9574 High Similarity NPC279298
0.9574 High Similarity NPC22150
0.9571 High Similarity NPC46092
0.9571 High Similarity NPC473044
0.9568 High Similarity NPC469661
0.9568 High Similarity NPC472711
0.951 High Similarity NPC270751
0.9507 High Similarity NPC99515
0.9507 High Similarity NPC112861
0.9507 High Similarity NPC190714
0.9441 High Similarity NPC31325
0.9441 High Similarity NPC15956
0.9441 High Similarity NPC193473
0.9441 High Similarity NPC224674
0.9441 High Similarity NPC275284
0.9441 High Similarity NPC213074
0.9441 High Similarity NPC227902
0.9441 High Similarity NPC114505
0.9437 High Similarity NPC18979
0.9433 High Similarity NPC477898
0.9424 High Similarity NPC98777
0.9424 High Similarity NPC212770
0.9375 High Similarity NPC175976
0.9371 High Similarity NPC125755
0.9366 High Similarity NPC84181
0.9362 High Similarity NPC246947
0.9362 High Similarity NPC475084
0.9353 High Similarity NPC474039
0.9353 High Similarity NPC470413
0.9353 High Similarity NPC138738
0.9353 High Similarity NPC65530
0.9353 High Similarity NPC59324
0.931 High Similarity NPC95392
0.931 High Similarity NPC55715
0.931 High Similarity NPC35877
0.9301 High Similarity NPC277867
0.9301 High Similarity NPC161700
0.9301 High Similarity NPC307466
0.9301 High Similarity NPC43508
0.9301 High Similarity NPC476301
0.9296 High Similarity NPC81638
0.9281 High Similarity NPC177035
0.9281 High Similarity NPC52277
0.9281 High Similarity NPC203230
0.9281 High Similarity NPC199459
0.9281 High Similarity NPC172818
0.9281 High Similarity NPC25695
0.9281 High Similarity NPC242028
0.9252 High Similarity NPC302610
0.9247 High Similarity NPC475224
0.9247 High Similarity NPC98624
0.9241 High Similarity NPC301961
0.9241 High Similarity NPC166584
0.9231 High Similarity NPC470097
0.9231 High Similarity NPC217635
0.9231 High Similarity NPC469313
0.9231 High Similarity NPC471667
0.9231 High Similarity NPC168579
0.9231 High Similarity NPC76176
0.9231 High Similarity NPC138227
0.9231 High Similarity NPC114119
0.9231 High Similarity NPC471063
0.9231 High Similarity NPC471415
0.9231 High Similarity NPC79429
0.922 High Similarity NPC309124
0.922 High Similarity NPC266197
0.922 High Similarity NPC106944
0.922 High Similarity NPC291101
0.922 High Similarity NPC184797
0.922 High Similarity NPC226547
0.922 High Similarity NPC177868
0.9214 High Similarity NPC195196
0.9209 High Similarity NPC101624
0.9209 High Similarity NPC184938
0.9209 High Similarity NPC236522
0.9178 High Similarity NPC106138
0.9172 High Similarity NPC15538
0.9172 High Similarity NPC473480
0.9167 High Similarity NPC469586
0.9161 High Similarity NPC298317
0.9161 High Similarity NPC113680
0.9161 High Similarity NPC252169
0.9161 High Similarity NPC185071
0.9161 High Similarity NPC12728
0.9161 High Similarity NPC255566
0.9161 High Similarity NPC278961
0.9161 High Similarity NPC37793
0.9149 High Similarity NPC292487
0.9149 High Similarity NPC232164
0.9149 High Similarity NPC156376
0.9149 High Similarity NPC473739
0.9149 High Similarity NPC236306
0.9143 High Similarity NPC164857
0.9137 High Similarity NPC476411
0.9137 High Similarity NPC326095
0.9137 High Similarity NPC48863
0.9137 High Similarity NPC244983
0.9137 High Similarity NPC107478
0.9137 High Similarity NPC187194
0.9137 High Similarity NPC287745
0.9137 High Similarity NPC170694
0.9137 High Similarity NPC13745
0.9137 High Similarity NPC251981
0.9122 High Similarity NPC21902
0.9116 High Similarity NPC260781
0.9116 High Similarity NPC218041
0.9116 High Similarity NPC469707
0.9116 High Similarity NPC238140
0.9116 High Similarity NPC225815
0.9116 High Similarity NPC185955
0.9116 High Similarity NPC182368
0.9116 High Similarity NPC469706
0.9116 High Similarity NPC145979
0.9116 High Similarity NPC9933
0.9116 High Similarity NPC214326
0.911 High Similarity NPC280945
0.9103 High Similarity NPC324492
0.9103 High Similarity NPC226540
0.9103 High Similarity NPC317053
0.9103 High Similarity NPC276753
0.9103 High Similarity NPC260397
0.9103 High Similarity NPC205796
0.9103 High Similarity NPC212890
0.9091 High Similarity NPC107161
0.9091 High Similarity NPC302506
0.9091 High Similarity NPC253878
0.9078 High Similarity NPC283949
0.9078 High Similarity NPC304152
0.9078 High Similarity NPC185908
0.9071 High Similarity NPC470236
0.9065 High Similarity NPC69513
0.9065 High Similarity NPC158331
0.9065 High Similarity NPC196937
0.9065 High Similarity NPC132895
0.9065 High Similarity NPC215833
0.9065 High Similarity NPC294166
0.9065 High Similarity NPC115022
0.9065 High Similarity NPC49074
0.906 High Similarity NPC61604
0.906 High Similarity NPC245615
0.906 High Similarity NPC299706
0.906 High Similarity NPC115466
0.906 High Similarity NPC78809
0.9054 High Similarity NPC473621
0.9048 High Similarity NPC44452
0.9041 High Similarity NPC328567
0.9041 High Similarity NPC327412
0.9041 High Similarity NPC320970
0.9041 High Similarity NPC320671
0.9034 High Similarity NPC286245
0.9034 High Similarity NPC474749
0.9034 High Similarity NPC477702
0.9034 High Similarity NPC11422
0.9034 High Similarity NPC180953
0.9034 High Similarity NPC272619
0.9034 High Similarity NPC178014
0.9034 High Similarity NPC42716
0.9021 High Similarity NPC263261
0.9021 High Similarity NPC311530
0.9021 High Similarity NPC108674
0.9021 High Similarity NPC471908
0.9021 High Similarity NPC471389
0.9021 High Similarity NPC210192
0.9021 High Similarity NPC247291
0.9021 High Similarity NPC471414
0.9021 High Similarity NPC87725
0.9014 High Similarity NPC22517
0.9007 High Similarity NPC40664
0.9007 High Similarity NPC197723
0.9007 High Similarity NPC248727
0.9007 High Similarity NPC165482
0.9007 High Similarity NPC138350
0.9007 High Similarity NPC3293
0.9007 High Similarity NPC16435

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC39657 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
0.8777 High Similarity NPD3027 Phase 3
0.8723 High Similarity NPD1612 Clinical (unspecified phase)
0.8723 High Similarity NPD1613 Approved
0.85 High Similarity NPD7228 Approved
0.844 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.8421 Intermediate Similarity NPD1653 Approved
0.8408 Intermediate Similarity NPD6234 Discontinued
0.8369 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.8323 Intermediate Similarity NPD37 Approved
0.8282 Intermediate Similarity NPD7074 Phase 3
0.828 Intermediate Similarity NPD4967 Phase 2
0.828 Intermediate Similarity NPD4965 Approved
0.828 Intermediate Similarity NPD4966 Approved
0.8272 Intermediate Similarity NPD3818 Discontinued
0.8255 Intermediate Similarity NPD6674 Discontinued
0.8243 Intermediate Similarity NPD7266 Discontinued
0.8221 Intermediate Similarity NPD7054 Approved
0.8187 Intermediate Similarity NPD7199 Phase 2
0.8171 Intermediate Similarity NPD7472 Approved
0.8056 Intermediate Similarity NPD4908 Phase 1
0.7975 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7964 Intermediate Similarity NPD7240 Approved
0.7964 Intermediate Similarity NPD7251 Discontinued
0.7945 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7943 Intermediate Similarity NPD3705 Approved
0.7943 Intermediate Similarity NPD1091 Approved
0.7943 Intermediate Similarity NPD1610 Phase 2
0.7917 Intermediate Similarity NPD7808 Phase 3
0.7904 Intermediate Similarity NPD6797 Phase 2
0.7862 Intermediate Similarity NPD2861 Phase 2
0.7862 Intermediate Similarity NPD1934 Approved
0.7811 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7751 Intermediate Similarity NPD6559 Discontinued
0.7742 Intermediate Similarity NPD5058 Phase 3
0.773 Intermediate Similarity NPD1357 Approved
0.7716 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7711 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7711 Intermediate Similarity NPD6166 Phase 2
0.7711 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7703 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7702 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7647 Intermediate Similarity NPD7685 Pre-registration
0.76 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.76 Intermediate Similarity NPD3620 Phase 2
0.7598 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7586 Intermediate Similarity NPD2983 Phase 2
0.7586 Intermediate Similarity NPD4749 Approved
0.7586 Intermediate Similarity NPD2982 Phase 2
0.758 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7574 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7572 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7561 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7554 Intermediate Similarity NPD5283 Phase 1
0.7547 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7546 Intermediate Similarity NPD6374 Clinical (unspecified phase)
0.7535 Intermediate Similarity NPD1548 Phase 1
0.7527 Intermediate Similarity NPD7680 Approved
0.7517 Intermediate Similarity NPD4625 Phase 3
0.7517 Intermediate Similarity NPD2981 Phase 2
0.7514 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD3882 Suspended
0.75 Intermediate Similarity NPD3018 Phase 2
0.7485 Intermediate Similarity NPD2978 Approved
0.7485 Intermediate Similarity NPD2801 Approved
0.7485 Intermediate Similarity NPD8455 Phase 2
0.7485 Intermediate Similarity NPD2977 Approved
0.7453 Intermediate Similarity NPD6055 Clinical (unspecified phase)
0.7447 Intermediate Similarity NPD7157 Approved
0.7436 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.741 Intermediate Similarity NPD228 Approved
0.7403 Intermediate Similarity NPD5588 Approved
0.7368 Intermediate Similarity NPD5844 Phase 1
0.7368 Intermediate Similarity NPD4060 Phase 1
0.7365 Intermediate Similarity NPD5494 Approved
0.7357 Intermediate Similarity NPD7843 Approved
0.7338 Intermediate Similarity NPD4536 Approved
0.7338 Intermediate Similarity NPD4538 Approved
0.7338 Intermediate Similarity NPD4537 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD3817 Phase 2
0.732 Intermediate Similarity NPD5735 Approved
0.7317 Intermediate Similarity NPD3382 Approved
0.7317 Intermediate Similarity NPD3383 Approved
0.7317 Intermediate Similarity NPD3384 Approved
0.731 Intermediate Similarity NPD5125 Phase 3
0.731 Intermediate Similarity NPD5126 Approved
0.7308 Intermediate Similarity NPD1375 Discontinued
0.7288 Intermediate Similarity NPD6843 Phase 3
0.7288 Intermediate Similarity NPD6842 Approved
0.7288 Intermediate Similarity NPD6841 Approved
0.7283 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD1465 Phase 2
0.7266 Intermediate Similarity NPD3022 Approved
0.7266 Intermediate Similarity NPD3021 Approved
0.7255 Intermediate Similarity NPD1558 Phase 1
0.725 Intermediate Similarity NPD1511 Approved
0.7246 Intermediate Similarity NPD7075 Discontinued
0.7237 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7233 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.723 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7226 Intermediate Similarity NPD7097 Phase 1
0.7215 Intermediate Similarity NPD1652 Phase 2
0.7208 Intermediate Similarity NPD5124 Phase 1
0.7208 Intermediate Similarity NPD6355 Discontinued
0.7208 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7197 Intermediate Similarity NPD5762 Approved
0.7197 Intermediate Similarity NPD5763 Approved
0.7195 Intermediate Similarity NPD4380 Phase 2
0.7195 Intermediate Similarity NPD4678 Approved
0.7195 Intermediate Similarity NPD4675 Approved
0.7194 Intermediate Similarity NPD2684 Approved
0.7181 Intermediate Similarity NPD8651 Approved
0.7179 Intermediate Similarity NPD4108 Discontinued
0.7179 Intermediate Similarity NPD5960 Phase 3
0.7176 Intermediate Similarity NPD3787 Discontinued
0.7171 Intermediate Similarity NPD7095 Approved
0.717 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD4110 Phase 3
0.717 Intermediate Similarity NPD6331 Phase 2
0.7161 Intermediate Similarity NPD6653 Approved
0.716 Intermediate Similarity NPD1512 Approved
0.7151 Intermediate Similarity NPD7473 Discontinued
0.7134 Intermediate Similarity NPD4005 Discontinued
0.7134 Intermediate Similarity NPD6099 Approved
0.7134 Intermediate Similarity NPD6100 Approved
0.7126 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7125 Intermediate Similarity NPD6190 Approved
0.7118 Intermediate Similarity NPD8127 Discontinued
0.7107 Intermediate Similarity NPD4236 Phase 3
0.7107 Intermediate Similarity NPD5177 Phase 3
0.7107 Intermediate Similarity NPD4237 Approved
0.7102 Intermediate Similarity NPD7549 Discontinued
0.7099 Intermediate Similarity NPD7447 Phase 1
0.7099 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7095 Intermediate Similarity NPD7906 Approved
0.7093 Intermediate Similarity NPD27 Approved
0.7093 Intermediate Similarity NPD2489 Approved
0.7089 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD6671 Approved
0.7081 Intermediate Similarity NPD7124 Phase 2
0.7076 Intermediate Similarity NPD6232 Discontinued
0.7066 Intermediate Similarity NPD5773 Approved
0.7066 Intermediate Similarity NPD5772 Approved
0.7066 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7066 Intermediate Similarity NPD7819 Suspended
0.7063 Intermediate Similarity NPD3892 Phase 2
0.7063 Intermediate Similarity NPD7466 Approved
0.7063 Intermediate Similarity NPD4628 Phase 3
0.7063 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7062 Intermediate Similarity NPD7311 Approved
0.7062 Intermediate Similarity NPD7310 Approved
0.7062 Intermediate Similarity NPD7312 Approved
0.7062 Intermediate Similarity NPD7313 Approved
0.7062 Intermediate Similarity NPD8312 Approved
0.7062 Intermediate Similarity NPD8313 Approved
0.7048 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7039 Intermediate Similarity NPD4663 Approved
0.7037 Intermediate Similarity NPD7212 Phase 2
0.7037 Intermediate Similarity NPD7213 Phase 3
0.7035 Intermediate Similarity NPD2970 Approved
0.7035 Intermediate Similarity NPD2969 Approved
0.7032 Intermediate Similarity NPD4140 Approved
0.7022 Intermediate Similarity NPD7309 Approved
0.7022 Intermediate Similarity NPD8054 Approved
0.7022 Intermediate Similarity NPD8053 Approved
0.7011 Intermediate Similarity NPD3751 Discontinued
0.7 Intermediate Similarity NPD5327 Phase 3
0.7 Intermediate Similarity NPD3060 Approved
0.6981 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6981 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6981 Remote Similarity NPD3540 Phase 1
0.698 Remote Similarity NPD422 Phase 1
0.6977 Remote Similarity NPD6071 Discontinued
0.6977 Remote Similarity NPD3051 Approved
0.6977 Remote Similarity NPD7229 Phase 3
0.6975 Remote Similarity NPD6783 Clinical (unspecified phase)
0.6974 Remote Similarity NPD6584 Phase 3
0.6968 Remote Similarity NPD6233 Phase 2
0.6966 Remote Similarity NPD4577 Approved
0.6966 Remote Similarity NPD4578 Approved
0.6962 Remote Similarity NPD6029 Clinical (unspecified phase)
0.6962 Remote Similarity NPD6028 Clinical (unspecified phase)
0.6959 Remote Similarity NPD6516 Phase 2
0.6959 Remote Similarity NPD5846 Approved
0.6951 Remote Similarity NPD52 Approved
0.6951 Remote Similarity NPD1940 Clinical (unspecified phase)
0.6951 Remote Similarity NPD7527 Clinical (unspecified phase)
0.6951 Remote Similarity NPD7526 Approved
0.6937 Remote Similarity NPD1549 Phase 2
0.6933 Remote Similarity NPD4357 Discontinued
0.6923 Remote Similarity NPD2563 Approved
0.6923 Remote Similarity NPD5402 Approved
0.6923 Remote Similarity NPD2238 Phase 2
0.6923 Remote Similarity NPD2560 Approved
0.6918 Remote Similarity NPD3539 Phase 1
0.6918 Remote Similarity NPD3454 Phase 3
0.6918 Remote Similarity NPD2161 Phase 2
0.6914 Remote Similarity NPD2677 Approved
0.6908 Remote Similarity NPD3094 Phase 2

Structure

External Identifiers

PubChem CID   57390294
ChEMBL   CHEMBL1911057
ZINC  

Physicochemical Properties

Molecular Weight:  552.22
ALogP:  -3.7555
MLogP:  3.11
XLogP:  0.144
# Rotatable Bonds:  19
Polar Surface Area:  176.76
# H-Bond Aceptor:  7
# H-Bond Donor:  6
# Rings:  4
# Heavy Atoms:  39

Download Data

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