Natural Product: NPC184447

Natural Product ID:  NPC184447
Common Name:   7S,8R-Syringylglycerol-8-O-4'-(Synapyl Alcohol)Ether
IUPAC Name:   (1S,2R)-1-(4-hydroxy-3,5-dimethoxyphenyl)-2-[4-[(E)-3-hydroxyprop-1-enyl]-2,6-dimethoxyphenoxy]propane-1,3-diol
Synonyms:  
Molecular Formula:   C22H28O9
Standard InCHIKey:  KGKBPBGUUPLXPV-KPDZFXRVSA-N
Standard InCHI:  InChI=1S/C22H28O9/c1-27-15-10-14(11-16(28-2)21(15)26)20(25)19(12-24)31-22-17(29-3)8-13(6-5-7-23)9-18(22)30-4/h5-6,8-11,19-20,23-26H,7,12H2,1-4H3/b6-5+/t19-,20+/m1/s1
Canonical SMILES:  OC/C=C/c1cc(OC)c(c(c1)OC)O[C@@H]([C@H](c1cc(OC)c(c(c1)OC)O)O)CO
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
NPO29118 Euonymus alatus Species Celastraceae Eukaryota leaves and twigs PMID[21435874]
NPO9642 Brassica fruticulosa Species Brassicaceae Eukaryota PMID[14518939]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 57900 nM 14738379

  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 NPC184447 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 NPC16208
1.0 High Similarity NPC35932
1.0 High Similarity NPC160991
1.0 High Similarity NPC7903
0.992 High Similarity NPC472597
0.9843 High Similarity NPC170694
0.9843 High Similarity NPC310854
0.984 High Similarity NPC472338
0.9762 High Similarity NPC469613
0.9762 High Similarity NPC469625
0.9762 High Similarity NPC470095
0.9762 High Similarity NPC30043
0.9762 High Similarity NPC470096
0.976 High Similarity NPC273295
0.976 High Similarity NPC210623
0.976 High Similarity NPC202582
0.976 High Similarity NPC222004
0.976 High Similarity NPC218856
0.976 High Similarity NPC226788
0.976 High Similarity NPC470258
0.976 High Similarity NPC190629
0.976 High Similarity NPC3439
0.976 High Similarity NPC285339
0.9685 High Similarity NPC470752
0.9683 High Similarity NPC469612
0.9683 High Similarity NPC469614
0.9612 High Similarity NPC472337
0.9609 High Similarity NPC475840
0.9606 High Similarity NPC309787
0.9603 High Similarity NPC170844
0.9603 High Similarity NPC476968
0.96 High Similarity NPC118787
0.96 High Similarity NPC319625
0.96 High Similarity NPC163332
0.96 High Similarity NPC41706
0.96 High Similarity NPC183181
0.96 High Similarity NPC147821
0.96 High Similarity NPC210355
0.96 High Similarity NPC111247
0.96 High Similarity NPC474119
0.96 High Similarity NPC292056
0.9542 High Similarity NPC22517
0.9538 High Similarity NPC306441
0.9538 High Similarity NPC472336
0.9538 High Similarity NPC472334
0.9538 High Similarity NPC16435
0.9531 High Similarity NPC201587
0.9531 High Similarity NPC253105
0.9524 High Similarity NPC470213
0.9524 High Similarity NPC98631
0.9524 High Similarity NPC186843
0.9524 High Similarity NPC206615
0.952 High Similarity NPC191037
0.952 High Similarity NPC58607
0.952 High Similarity NPC178284
0.947 High Similarity NPC267291
0.947 High Similarity NPC291101
0.947 High Similarity NPC266197
0.9462 High Similarity NPC61946
0.9462 High Similarity NPC47398
0.9462 High Similarity NPC260898
0.9462 High Similarity NPC234333
0.9462 High Similarity NPC470356
0.9462 High Similarity NPC474206
0.9462 High Similarity NPC121812
0.9462 High Similarity NPC112939
0.9462 High Similarity NPC112246
0.9462 High Similarity NPC94750
0.9457 High Similarity NPC229442
0.9457 High Similarity NPC168059
0.9453 High Similarity NPC474017
0.9449 High Similarity NPC86030
0.9449 High Similarity NPC5851
0.944 High Similarity NPC194519
0.9389 High Similarity NPC227503
0.9389 High Similarity NPC474639
0.9389 High Similarity NPC302701
0.9389 High Similarity NPC230734
0.9389 High Similarity NPC269091
0.9389 High Similarity NPC471719
0.9385 High Similarity NPC244983
0.9385 High Similarity NPC287745
0.9385 High Similarity NPC326095
0.937 High Similarity NPC72529
0.936 High Similarity NPC114901
0.936 High Similarity NPC293701
0.936 High Similarity NPC94276
0.936 High Similarity NPC122792
0.936 High Similarity NPC48990
0.936 High Similarity NPC109822
0.936 High Similarity NPC228972
0.9328 High Similarity NPC469559
0.9328 High Similarity NPC193722
0.9328 High Similarity NPC189115
0.9328 High Similarity NPC278469
0.9318 High Similarity NPC107551
0.9318 High Similarity NPC474282
0.9318 High Similarity NPC474390
0.9318 High Similarity NPC102904
0.9318 High Similarity NPC176051
0.9318 High Similarity NPC211549
0.9318 High Similarity NPC326797
0.9318 High Similarity NPC103976
0.9313 High Similarity NPC164787
0.9313 High Similarity NPC151224
0.9308 High Similarity NPC263064
0.9308 High Similarity NPC158331
0.9308 High Similarity NPC11060
0.9297 High Similarity NPC212015
0.9291 High Similarity NPC470699
0.9286 High Similarity NPC472093
0.9286 High Similarity NPC208950
0.9286 High Similarity NPC203133
0.9286 High Similarity NPC475169
0.9286 High Similarity NPC17943
0.9286 High Similarity NPC251855
0.9286 High Similarity NPC233410
0.9286 High Similarity NPC193544
0.9286 High Similarity NPC298757
0.9286 High Similarity NPC116907
0.9286 High Similarity NPC221077
0.9286 High Similarity NPC57490
0.9286 High Similarity NPC117214
0.928 High Similarity NPC165375
0.928 High Similarity NPC220598
0.9254 High Similarity NPC224876
0.9254 High Similarity NPC471389
0.9254 High Similarity NPC311530
0.9254 High Similarity NPC263261
0.9254 High Similarity NPC469661
0.9254 High Similarity NPC83375
0.9254 High Similarity NPC87725
0.9248 High Similarity NPC98777
0.9248 High Similarity NPC212770
0.9242 High Similarity NPC470802
0.9242 High Similarity NPC248727
0.9242 High Similarity NPC270456
0.9242 High Similarity NPC265433
0.9242 High Similarity NPC162659
0.9242 High Similarity NPC172818
0.9242 High Similarity NPC25695
0.9237 High Similarity NPC309744
0.9237 High Similarity NPC317380
0.9231 High Similarity NPC185604
0.9231 High Similarity NPC78770
0.9231 High Similarity NPC261619
0.9231 High Similarity NPC219876
0.9231 High Similarity NPC61477
0.9231 High Similarity NPC127624
0.9231 High Similarity NPC175067
0.9231 High Similarity NPC86655
0.9231 High Similarity NPC15658
0.9231 High Similarity NPC126029
0.9231 High Similarity NPC204215
0.9231 High Similarity NPC202762
0.9225 High Similarity NPC91291
0.9225 High Similarity NPC214860
0.9219 High Similarity NPC252307
0.9219 High Similarity NPC245826
0.9219 High Similarity NPC474178
0.9213 High Similarity NPC103823
0.9213 High Similarity NPC44748
0.9213 High Similarity NPC18924
0.9213 High Similarity NPC181361
0.9213 High Similarity NPC78974
0.9213 High Similarity NPC214406
0.9213 High Similarity NPC223136
0.9213 High Similarity NPC28730
0.92 High Similarity NPC71579
0.92 High Similarity NPC261661
0.92 High Similarity NPC71090
0.92 High Similarity NPC262253
0.92 High Similarity NPC473411
0.9191 High Similarity NPC470097
0.9191 High Similarity NPC25292
0.9191 High Similarity NPC473045
0.9191 High Similarity NPC471415
0.9191 High Similarity NPC114119
0.9185 High Similarity NPC475084
0.9179 High Similarity NPC160283
0.9179 High Similarity NPC262189
0.9179 High Similarity NPC184797
0.9179 High Similarity NPC254759
0.9179 High Similarity NPC22317
0.9179 High Similarity NPC309124
0.9173 High Similarity NPC276490
0.9173 High Similarity NPC59324
0.9173 High Similarity NPC65530
0.9167 High Similarity NPC134968
0.9167 High Similarity NPC24490
0.9167 High Similarity NPC473413
0.9167 High Similarity NPC126409
0.9167 High Similarity NPC256262
0.9167 High Similarity NPC141765
0.9167 High Similarity NPC99572
0.9167 High Similarity NPC34103
0.9167 High Similarity NPC165155
0.9154 High Similarity NPC268266
0.9154 High Similarity NPC220825
0.9154 High Similarity NPC268342

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC184447 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
0.9603 High Similarity NPD3027 Phase 3
0.9231 High Similarity NPD1612 Clinical (unspecified phase)
0.9231 High Similarity NPD1613 Approved
0.8923 High Similarity NPD1529 Clinical (unspecified phase)
0.8846 High Similarity NPD1530 Clinical (unspecified phase)
0.8397 Intermediate Similarity NPD2982 Phase 2
0.8397 Intermediate Similarity NPD2983 Phase 2
0.8321 Intermediate Similarity NPD2981 Phase 2
0.8284 Intermediate Similarity NPD3018 Phase 2
0.8243 Intermediate Similarity NPD1934 Approved
0.824 Intermediate Similarity NPD228 Approved
0.8222 Intermediate Similarity NPD4908 Phase 1
0.8219 Intermediate Similarity NPD1653 Approved
0.8217 Intermediate Similarity NPD1548 Phase 1
0.8106 Intermediate Similarity NPD1610 Phase 2
0.8102 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.8067 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8067 Intermediate Similarity NPD2801 Approved
0.8065 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8065 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8065 Intermediate Similarity NPD6166 Phase 2
0.7986 Intermediate Similarity NPD1558 Phase 1
0.7985 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7969 Intermediate Similarity NPD5283 Phase 1
0.7961 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7961 Intermediate Similarity NPD3882 Suspended
0.7911 Intermediate Similarity NPD7054 Approved
0.7902 Intermediate Similarity NPD7266 Discontinued
0.7891 Intermediate Similarity NPD7843 Approved
0.7883 Intermediate Similarity NPD2861 Phase 2
0.7867 Intermediate Similarity NPD4678 Approved
0.7867 Intermediate Similarity NPD4675 Approved
0.7862 Intermediate Similarity NPD7472 Approved
0.7862 Intermediate Similarity NPD7074 Phase 3
0.7857 Intermediate Similarity NPD6234 Discontinued
0.7857 Intermediate Similarity NPD2684 Approved
0.7848 Intermediate Similarity NPD3818 Discontinued
0.7846 Intermediate Similarity NPD7157 Approved
0.7836 Intermediate Similarity NPD1091 Approved
0.7823 Intermediate Similarity NPD1511 Approved
0.7778 Intermediate Similarity NPD3817 Phase 2
0.7778 Intermediate Similarity NPD6374 Clinical (unspecified phase)
0.777 Intermediate Similarity NPD4625 Phase 3
0.7763 Intermediate Similarity NPD37 Approved
0.773 Intermediate Similarity NPD3620 Phase 2
0.773 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7727 Intermediate Similarity NPD4966 Approved
0.7727 Intermediate Similarity NPD4965 Approved
0.7727 Intermediate Similarity NPD4967 Phase 2
0.7721 Intermediate Similarity NPD4749 Approved
0.7718 Intermediate Similarity NPD1512 Approved
0.7714 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7714 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7704 Intermediate Similarity NPD3705 Approved
0.7702 Intermediate Similarity NPD6797 Phase 2
0.7692 Intermediate Similarity NPD4538 Approved
0.7692 Intermediate Similarity NPD4537 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD4536 Approved
0.7687 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.7682 Intermediate Similarity NPD6055 Clinical (unspecified phase)
0.7671 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7671 Intermediate Similarity NPD3060 Approved
0.7656 Intermediate Similarity NPD3021 Approved
0.7656 Intermediate Similarity NPD3022 Approved
0.7655 Intermediate Similarity NPD3540 Phase 1
0.7654 Intermediate Similarity NPD7251 Discontinued
0.7643 Intermediate Similarity NPD7199 Phase 2
0.7638 Intermediate Similarity NPD290 Approved
0.7625 Intermediate Similarity NPD7228 Approved
0.7612 Intermediate Similarity NPD1357 Approved
0.7607 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7607 Intermediate Similarity NPD7808 Phase 3
0.7606 Intermediate Similarity NPD4060 Phase 1
0.7586 Intermediate Similarity NPD3539 Phase 1
0.7574 Intermediate Similarity NPD422 Phase 1
0.7568 Intermediate Similarity NPD6190 Approved
0.7564 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7559 Intermediate Similarity NPD968 Approved
0.7551 Intermediate Similarity NPD4237 Approved
0.7551 Intermediate Similarity NPD4162 Approved
0.7551 Intermediate Similarity NPD4236 Phase 3
0.7551 Intermediate Similarity NPD1652 Phase 2
0.7551 Intermediate Similarity NPD6674 Discontinued
0.7533 Intermediate Similarity NPD4123 Phase 3
0.752 Intermediate Similarity NPD291 Approved
0.7517 Intermediate Similarity NPD5960 Phase 3
0.7517 Intermediate Similarity NPD5588 Approved
0.7516 Intermediate Similarity NPD4380 Phase 2
0.7485 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7469 Intermediate Similarity NPD5844 Phase 1
0.7467 Intermediate Similarity NPD4357 Discontinued
0.7463 Intermediate Similarity NPD5536 Phase 2
0.7452 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7451 Intermediate Similarity NPD4005 Discontinued
0.745 Intermediate Similarity NPD2677 Approved
0.7447 Intermediate Similarity NPD5752 Clinical (unspecified phase)
0.7444 Intermediate Similarity NPD6671 Approved
0.744 Intermediate Similarity NPD1242 Phase 1
0.7438 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7431 Intermediate Similarity NPD230 Phase 1
0.7429 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7429 Intermediate Similarity NPD6584 Phase 3
0.7426 Intermediate Similarity NPD6516 Phase 2
0.7426 Intermediate Similarity NPD5846 Approved
0.7413 Intermediate Similarity NPD6233 Phase 2
0.741 Intermediate Similarity NPD8651 Approved
0.74 Intermediate Similarity NPD5058 Phase 3
0.7391 Intermediate Similarity NPD2235 Phase 2
0.7391 Intermediate Similarity NPD2231 Phase 2
0.7386 Intermediate Similarity NPD3686 Approved
0.7386 Intermediate Similarity NPD3687 Approved
0.7383 Intermediate Similarity NPD4628 Phase 3
0.7372 Intermediate Similarity NPD1465 Phase 2
0.7372 Intermediate Similarity NPD2977 Approved
0.7372 Intermediate Similarity NPD2978 Approved
0.7368 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7351 Intermediate Similarity NPD7213 Phase 3
0.7351 Intermediate Similarity NPD7212 Phase 2
0.7342 Intermediate Similarity NPD7075 Discontinued
0.7333 Intermediate Similarity NPD2219 Phase 1
0.7325 Intermediate Similarity NPD5402 Approved
0.7315 Intermediate Similarity NPD5177 Phase 3
0.731 Intermediate Similarity NPD5735 Approved
0.731 Intermediate Similarity NPD5124 Phase 1
0.731 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7303 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7303 Intermediate Similarity NPD7447 Phase 1
0.7297 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD1375 Discontinued
0.7297 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.7292 Intermediate Similarity NPD2674 Phase 3
0.7292 Intermediate Similarity NPD1726 Clinical (unspecified phase)
0.7285 Intermediate Similarity NPD7124 Phase 2
0.7273 Intermediate Similarity NPD7095 Approved
0.7267 Intermediate Similarity NPD3892 Phase 2
0.7267 Intermediate Similarity NPD4110 Phase 3
0.7267 Intermediate Similarity NPD6331 Phase 2
0.7267 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD6232 Discontinued
0.7261 Intermediate Similarity NPD5773 Approved
0.7261 Intermediate Similarity NPD5772 Approved
0.726 Intermediate Similarity NPD6653 Approved
0.7255 Intermediate Similarity NPD5261 Clinical (unspecified phase)
0.725 Intermediate Similarity NPD5494 Approved
0.7248 Intermediate Similarity NPD1549 Phase 2
0.7241 Intermediate Similarity NPD2238 Phase 2
0.7237 Intermediate Similarity NPD6799 Approved
0.7237 Intermediate Similarity NPD1774 Approved
0.7237 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7229 Intermediate Similarity NPD6559 Discontinued
0.7222 Intermediate Similarity NPD6798 Discontinued
0.7214 Intermediate Similarity NPD6583 Phase 3
0.7214 Intermediate Similarity NPD6582 Phase 2
0.7214 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7208 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7208 Intermediate Similarity NPD5403 Approved
0.7197 Intermediate Similarity NPD6801 Discontinued
0.7192 Intermediate Similarity NPD4340 Discontinued
0.7192 Intermediate Similarity NPD6355 Discontinued
0.7181 Intermediate Similarity NPD5763 Approved
0.7181 Intermediate Similarity NPD5762 Approved
0.7172 Intermediate Similarity NPD4062 Phase 3
0.7153 Intermediate Similarity NPD3180 Approved
0.7153 Intermediate Similarity NPD3179 Approved
0.7152 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD4535 Phase 3
0.7152 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD3052 Approved
0.7143 Intermediate Similarity NPD7526 Approved
0.7143 Intermediate Similarity NPD52 Approved
0.7143 Intermediate Similarity NPD3054 Approved
0.7143 Intermediate Similarity NPD7527 Clinical (unspecified phase)
0.7134 Intermediate Similarity NPD7473 Discontinued
0.7133 Intermediate Similarity NPD2424 Discontinued
0.7133 Intermediate Similarity NPD9494 Approved
0.7126 Intermediate Similarity NPD7240 Approved
0.7123 Intermediate Similarity NPD3062 Approved
0.7123 Intermediate Similarity NPD5837 Clinical (unspecified phase)
0.7123 Intermediate Similarity NPD3059 Approved
0.7123 Intermediate Similarity NPD3061 Approved
0.7122 Intermediate Similarity NPD3496 Discontinued
0.7114 Intermediate Similarity NPD6100 Approved
0.7114 Intermediate Similarity NPD6099 Approved
0.7114 Intermediate Similarity NPD2796 Approved
0.7114 Intermediate Similarity NPD2161 Phase 2
0.7109 Intermediate Similarity NPD940 Approved
0.7109 Intermediate Similarity NPD846 Approved
0.7107 Intermediate Similarity NPD2560 Approved
0.7107 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD2563 Approved
0.7105 Intermediate Similarity NPD5241 Discontinued
0.7103 Intermediate Similarity NPD3144 Approved
0.7103 Intermediate Similarity NPD3145 Approved
0.7101 Intermediate Similarity NPD8053 Approved
0.7101 Intermediate Similarity NPD8054 Approved
0.7095 Intermediate Similarity NPD6111 Discontinued
0.709 Intermediate Similarity NPD821 Approved
0.709 Intermediate Similarity NPD5535 Approved
0.7083 Intermediate Similarity NPD7549 Discontinued

Structure

External Identifiers

PubChem CID   10961089
ChEMBL   CHEMBL1761714
ZINC  

Physicochemical Properties

Molecular Weight:  436.17
ALogP:  -1.8123
MLogP:  2.89
XLogP:  0.29
# Rotatable Bonds:  19
Polar Surface Area:  127.07
# H-Bond Aceptor:  3
# H-Bond Donor:  4
# Rings:  2
# Heavy Atoms:  31

Download Data

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