Natural Product: NPC9912

Natural Product ID:  NPC9912
Common Name:   1,2-Di-O-Beta-D-Glucopyranosyl-4-Allylbenzene
IUPAC Name:   (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-prop-2-enyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenoxy]oxane-3,4,5-triol
Synonyms:  
Molecular Formula:   C21H30O12
Standard InCHIKey:  SFQLDKSMEHBZRN-LWZURRPWSA-N
Standard InCHI:  InChI=1S/C21H30O12/c1-2-3-9-4-5-10(30-20-18(28)16(26)14(24)12(7-22)32-20)11(6-9)31-21-19(29)17(27)15(25)13(8-23)33-21/h2,4-6,12-29H,1,3,7-8H2/t12-,13-,14-,15-,16+,17+,18-,19-,20-,21-/m1/s1
Canonical SMILES:  C=CCc1ccc(c(c1)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)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
NPO6648 Piper retrofractum Species Piperaceae Eukaryota Leaves PMID[25127165]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Activity = 0.65 nM 22624550
NPT35 Others n.a. Activity = 0.17 nM 10346946
NPT60 Individual Protein Lysosomal alpha-glucosidase Homo sapiens Inhibition = 7.02 % 25211032
NPT2 Others Unspecified Activity = 21.8 % 25211032
NPT2 Others Unspecified Activity = 0.32 nM 23985009
NPT35 Others n.a. Activity = 1.71 nM 22276679

  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 NPC9912 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
0.976 High Similarity NPC80600
0.976 High Similarity NPC472024
0.968 High Similarity NPC270849
0.968 High Similarity NPC26653
0.9609 High Similarity NPC476411
0.9609 High Similarity NPC187194
0.96 High Similarity NPC302378
0.9524 High Similarity NPC248355
0.9524 High Similarity NPC166040
0.9457 High Similarity NPC35731
0.9394 High Similarity NPC106944
0.9389 High Similarity NPC470413
0.9389 High Similarity NPC138738
0.9385 High Similarity NPC470236
0.938 High Similarity NPC25821
0.938 High Similarity NPC215833
0.938 High Similarity NPC69513
0.9375 High Similarity NPC65942
0.9375 High Similarity NPC248307
0.9313 High Similarity NPC164857
0.9308 High Similarity NPC48863
0.9308 High Similarity NPC13745
0.9308 High Similarity NPC251981
0.9308 High Similarity NPC87696
0.9302 High Similarity NPC162093
0.9242 High Similarity NPC304152
0.9231 High Similarity NPC49074
0.9219 High Similarity NPC307110
0.9179 High Similarity NPC76871
0.9179 High Similarity NPC469661
0.9167 High Similarity NPC177035
0.9167 High Similarity NPC199459
0.9167 High Similarity NPC52277
0.916 High Similarity NPC470881
0.9154 High Similarity NPC299144
0.912 High Similarity NPC476142
0.9118 High Similarity NPC471063
0.9113 High Similarity NPC469412
0.9113 High Similarity NPC198734
0.9111 High Similarity NPC469559
0.9111 High Similarity NPC189115
0.9111 High Similarity NPC246947
0.9111 High Similarity NPC60249
0.9104 High Similarity NPC202700
0.9098 High Similarity NPC59324
0.9098 High Similarity NPC65530
0.9091 High Similarity NPC55040
0.9084 High Similarity NPC6836
0.9077 High Similarity NPC166168
0.9044 High Similarity NPC46092
0.9044 High Similarity NPC470950
0.9044 High Similarity NPC185307
0.9032 High Similarity NPC469708
0.9032 High Similarity NPC60589
0.903 High Similarity NPC212770
0.903 High Similarity NPC98777
0.903 High Similarity NPC156376
0.9023 High Similarity NPC203230
0.9023 High Similarity NPC37468
0.9023 High Similarity NPC242028
0.9015 High Similarity NPC107478
0.9008 High Similarity NPC252833
0.8992 High Similarity NPC72529
0.8986 High Similarity NPC125755
0.8986 High Similarity NPC205796
0.8986 High Similarity NPC276753
0.8978 High Similarity NPC473045
0.8978 High Similarity NPC79429
0.8978 High Similarity NPC469313
0.8978 High Similarity NPC470235
0.8978 High Similarity NPC217635
0.8978 High Similarity NPC283995
0.8978 High Similarity NPC129417
0.8978 High Similarity NPC168579
0.8978 High Similarity NPC138227
0.8978 High Similarity NPC471667
0.8978 High Similarity NPC76176
0.8978 High Similarity NPC25292
0.8976 High Similarity NPC287429
0.8971 High Similarity NPC476356
0.8971 High Similarity NPC475084
0.896 High Similarity NPC269242
0.8939 High Similarity NPC132895
0.8923 High Similarity NPC5851
0.8923 High Similarity NPC86030
0.8913 High Similarity NPC476301
0.8913 High Similarity NPC475096
0.8913 High Similarity NPC22150
0.8913 High Similarity NPC469586
0.8913 High Similarity NPC161700
0.8913 High Similarity NPC38041
0.8913 High Similarity NPC43508
0.8913 High Similarity NPC279298
0.8913 High Similarity NPC277867
0.8913 High Similarity NPC18979
0.8905 High Similarity NPC278961
0.8905 High Similarity NPC37793
0.8905 High Similarity NPC478239
0.8905 High Similarity NPC252169
0.8905 High Similarity NPC113680
0.8905 High Similarity NPC473044
0.8897 High Similarity NPC472711
0.8897 High Similarity NPC186406
0.8897 High Similarity NPC471908
0.8889 High Similarity NPC100389
0.8881 High Similarity NPC104167
0.8881 High Similarity NPC186418
0.8881 High Similarity NPC25695
0.8881 High Similarity NPC172818
0.8872 High Similarity NPC188555
0.8872 High Similarity NPC130496
0.8871 High Similarity NPC228907
0.8864 High Similarity NPC85799
0.8864 High Similarity NPC470270
0.8864 High Similarity NPC26080
0.8864 High Similarity NPC254275
0.8864 High Similarity NPC303422
0.8864 High Similarity NPC165686
0.8857 High Similarity NPC116229
0.8855 High Similarity NPC477804
0.8849 High Similarity NPC112861
0.8849 High Similarity NPC190714
0.8849 High Similarity NPC99515
0.8841 High Similarity NPC232228
0.8832 High Similarity NPC477794
0.8832 High Similarity NPC477800
0.8832 High Similarity NPC48309
0.8832 High Similarity NPC140502
0.8832 High Similarity NPC157816
0.8832 High Similarity NPC477799
0.8828 High Similarity NPC109822
0.8828 High Similarity NPC94276
0.8824 High Similarity NPC210478
0.8819 High Similarity NPC71090
0.8815 High Similarity NPC477797
0.8815 High Similarity NPC477798
0.8806 High Similarity NPC238243
0.8797 High Similarity NPC294166
0.8797 High Similarity NPC115022
0.8788 High Similarity NPC469698
0.8788 High Similarity NPC473412
0.8788 High Similarity NPC121376
0.8786 High Similarity NPC31325
0.8786 High Similarity NPC15538
0.8786 High Similarity NPC15956
0.8786 High Similarity NPC114505
0.8786 High Similarity NPC224674
0.8786 High Similarity NPC275284
0.8786 High Similarity NPC227902
0.8786 High Similarity NPC193473
0.8786 High Similarity NPC39657
0.8786 High Similarity NPC213074
0.8786 High Similarity NPC52740
0.8786 High Similarity NPC473480
0.8779 High Similarity NPC97326
0.8777 High Similarity NPC252292
0.8777 High Similarity NPC476866
0.8777 High Similarity NPC34587
0.8777 High Similarity NPC476868
0.8777 High Similarity NPC476864
0.8777 High Similarity NPC476382
0.8777 High Similarity NPC34927
0.8777 High Similarity NPC100998
0.8777 High Similarity NPC476869
0.8769 High Similarity NPC41706
0.8769 High Similarity NPC163332
0.8769 High Similarity NPC292056
0.8769 High Similarity NPC183181
0.8769 High Similarity NPC118787
0.8769 High Similarity NPC319625
0.8769 High Similarity NPC147821
0.8769 High Similarity NPC111247
0.8768 High Similarity NPC477898
0.8741 High Similarity NPC197723
0.8741 High Similarity NPC157554
0.8741 High Similarity NPC40664
0.8741 High Similarity NPC138350
0.8741 High Similarity NPC3293
0.8741 High Similarity NPC165482
0.874 High Similarity NPC266045
0.8732 High Similarity NPC475224
0.8732 High Similarity NPC238140
0.8731 High Similarity NPC170694
0.8723 High Similarity NPC175976
0.8723 High Similarity NPC280945
0.8723 High Similarity NPC93924
0.8723 High Similarity NPC270751
0.8714 High Similarity NPC476865
0.8714 High Similarity NPC199928
0.8705 High Similarity NPC84181
0.8705 High Similarity NPC476867
0.8705 High Similarity NPC292443
0.8702 High Similarity NPC252307
0.8702 High Similarity NPC245826
0.8702 High Similarity NPC40377
0.8702 High Similarity NPC474178
0.8696 High Similarity NPC302506
0.8696 High Similarity NPC472714
0.8696 High Similarity NPC5262
0.8692 High Similarity NPC58607

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC9912 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
0.8594 High Similarity NPD1091 Approved
0.8403 Intermediate Similarity NPD1653 Approved
0.8357 Intermediate Similarity NPD6674 Discontinued
0.8345 Intermediate Similarity NPD7266 Discontinued
0.8309 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.8309 Intermediate Similarity NPD1613 Approved
0.8308 Intermediate Similarity NPD3705 Approved
0.8222 Intermediate Similarity NPD3027 Phase 3
0.8077 Intermediate Similarity NPD1357 Approved
0.8015 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7941 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7848 Intermediate Similarity NPD7054 Approved
0.7812 Intermediate Similarity NPD7843 Approved
0.7808 Intermediate Similarity NPD5058 Phase 3
0.7799 Intermediate Similarity NPD7074 Phase 3
0.7799 Intermediate Similarity NPD7472 Approved
0.7778 Intermediate Similarity NPD2684 Approved
0.7769 Intermediate Similarity NPD7157 Approved
0.7763 Intermediate Similarity NPD8455 Phase 2
0.7734 Intermediate Similarity NPD228 Approved
0.7681 Intermediate Similarity NPD2861 Phase 2
0.7673 Intermediate Similarity NPD3818 Discontinued
0.7654 Intermediate Similarity NPD7808 Phase 3
0.764 Intermediate Similarity NPD6797 Phase 2
0.7622 Intermediate Similarity NPD4536 Approved
0.7622 Intermediate Similarity NPD4537 Clinical (unspecified phase)
0.7622 Intermediate Similarity NPD4538 Approved
0.7615 Intermediate Similarity NPD5283 Phase 1
0.7603 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7593 Intermediate Similarity NPD7251 Discontinued
0.7586 Intermediate Similarity NPD1375 Discontinued
0.7582 Intermediate Similarity NPD37 Approved
0.758 Intermediate Similarity NPD7199 Phase 2
0.7569 Intermediate Similarity NPD5960 Phase 3
0.7569 Intermediate Similarity NPD5588 Approved
0.7562 Intermediate Similarity NPD7228 Approved
0.7559 Intermediate Similarity NPD290 Approved
0.7548 Intermediate Similarity NPD4966 Approved
0.7548 Intermediate Similarity NPD4967 Phase 2
0.7548 Intermediate Similarity NPD4965 Approved
0.7546 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7518 Intermediate Similarity NPD2983 Phase 2
0.7518 Intermediate Similarity NPD2982 Phase 2
0.7517 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7464 Intermediate Similarity NPD8651 Approved
0.7452 Intermediate Similarity NPD6234 Discontinued
0.7445 Intermediate Similarity NPD2981 Phase 2
0.744 Intermediate Similarity NPD291 Approved
0.7429 Intermediate Similarity NPD3018 Phase 2
0.7379 Intermediate Similarity NPD7097 Phase 1
0.7378 Intermediate Similarity NPD7240 Approved
0.7376 Intermediate Similarity NPD4908 Phase 1
0.7375 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7372 Intermediate Similarity NPD1610 Phase 2
0.7365 Intermediate Similarity NPD4236 Phase 3
0.7365 Intermediate Similarity NPD1652 Phase 2
0.7365 Intermediate Similarity NPD4237 Approved
0.7355 Intermediate Similarity NPD1934 Approved
0.7353 Intermediate Similarity NPD5846 Approved
0.7353 Intermediate Similarity NPD6516 Phase 2
0.7343 Intermediate Similarity NPD6233 Phase 2
0.7343 Intermediate Similarity NPD1726 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD1548 Phase 1
0.7329 Intermediate Similarity NPD6166 Phase 2
0.7329 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7329 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7325 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.732 Intermediate Similarity NPD3686 Approved
0.732 Intermediate Similarity NPD3687 Approved
0.7308 Intermediate Similarity NPD2977 Approved
0.7308 Intermediate Similarity NPD2978 Approved
0.7308 Intermediate Similarity NPD556 Approved
0.7292 Intermediate Similarity NPD1558 Phase 1
0.7292 Intermediate Similarity NPD3620 Phase 2
0.7292 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7285 Intermediate Similarity NPD1774 Approved
0.7273 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD7685 Pre-registration
0.7267 Intermediate Similarity NPD2677 Approved
0.7266 Intermediate Similarity NPD3685 Discontinued
0.7266 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7261 Intermediate Similarity NPD3817 Phase 2
0.7255 Intermediate Similarity NPD2122 Discontinued
0.7248 Intermediate Similarity NPD4162 Approved
0.7241 Intermediate Similarity NPD5735 Approved
0.7239 Intermediate Similarity NPD6671 Approved
0.7226 Intermediate Similarity NPD5126 Approved
0.7226 Intermediate Similarity NPD5125 Phase 3
0.7211 Intermediate Similarity NPD4108 Discontinued
0.7205 Intermediate Similarity NPD3787 Discontinued
0.7203 Intermediate Similarity NPD7095 Approved
0.72 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD4110 Phase 3
0.7197 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7197 Intermediate Similarity NPD5772 Approved
0.7197 Intermediate Similarity NPD5773 Approved
0.7195 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7194 Intermediate Similarity NPD2235 Phase 2
0.7194 Intermediate Similarity NPD2231 Phase 2
0.7192 Intermediate Similarity NPD6653 Approved
0.7172 Intermediate Similarity NPD4060 Phase 1
0.717 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7169 Intermediate Similarity NPD6559 Discontinued
0.7153 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7153 Intermediate Similarity NPD6798 Discontinued
0.7152 Intermediate Similarity NPD6190 Approved
0.7143 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD4749 Approved
0.7133 Intermediate Similarity NPD5752 Clinical (unspecified phase)
0.7133 Intermediate Similarity NPD3060 Approved
0.7132 Intermediate Similarity NPD5536 Phase 2
0.7124 Intermediate Similarity NPD4123 Phase 3
0.7123 Intermediate Similarity NPD4340 Discontinued
0.7118 Intermediate Similarity NPD6843 Phase 3
0.7118 Intermediate Similarity NPD6842 Approved
0.7118 Intermediate Similarity NPD6841 Approved
0.7114 Intermediate Similarity NPD5762 Approved
0.7114 Intermediate Similarity NPD5763 Approved
0.7105 Intermediate Similarity NPD6783 Clinical (unspecified phase)
0.7095 Intermediate Similarity NPD6029 Clinical (unspecified phase)
0.7095 Intermediate Similarity NPD6028 Clinical (unspecified phase)
0.7089 Intermediate Similarity NPD2801 Approved
0.7086 Intermediate Similarity NPD6331 Phase 2
0.7086 Intermediate Similarity NPD4535 Phase 3
0.7086 Intermediate Similarity NPD4628 Phase 3
0.7083 Intermediate Similarity NPD3179 Approved
0.7083 Intermediate Similarity NPD3180 Approved
0.7078 Intermediate Similarity NPD7526 Approved
0.7078 Intermediate Similarity NPD7527 Clinical (unspecified phase)
0.7078 Intermediate Similarity NPD52 Approved
0.7077 Intermediate Similarity NPD968 Approved
0.7067 Intermediate Similarity NPD2424 Discontinued
0.7055 Intermediate Similarity NPD4140 Approved
0.705 Intermediate Similarity NPD3496 Discontinued
0.7047 Intermediate Similarity NPD2161 Phase 2
0.7044 Intermediate Similarity NPD6374 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD8127 Discontinued
0.7034 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.702 Intermediate Similarity NPD5177 Phase 3
0.7015 Intermediate Similarity NPD821 Approved
0.7015 Intermediate Similarity NPD5535 Approved
0.7007 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7007 Intermediate Similarity NPD5124 Phase 1
0.7007 Intermediate Similarity NPD6355 Discontinued
0.7006 Intermediate Similarity NPD4675 Approved
0.7006 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD4678 Approved
0.7 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.6993 Remote Similarity NPD6584 Phase 3
0.6993 Remote Similarity NPD558 Phase 2
0.6988 Remote Similarity NPD5844 Phase 1
0.6986 Remote Similarity NPD4062 Phase 3
0.6982 Remote Similarity NPD8312 Approved
0.6982 Remote Similarity NPD8313 Approved
0.6978 Remote Similarity NPD1778 Approved
0.6968 Remote Similarity NPD5261 Clinical (unspecified phase)
0.6966 Remote Similarity NPD4625 Phase 3
0.6948 Remote Similarity NPD1511 Approved
0.6943 Remote Similarity NPD6055 Clinical (unspecified phase)
0.6939 Remote Similarity NPD5837 Clinical (unspecified phase)
0.6937 Remote Similarity NPD2563 Approved
0.6937 Remote Similarity NPD2560 Approved
0.6928 Remote Similarity NPD3751 Discontinued
0.6928 Remote Similarity NPD5307 Clinical (unspecified phase)
0.6918 Remote Similarity NPD7945 Clinical (unspecified phase)
0.6917 Remote Similarity NPD3022 Approved
0.6917 Remote Similarity NPD3021 Approved
0.6903 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6903 Remote Similarity NPD4739 Approved
0.6901 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6901 Remote Similarity NPD5327 Phase 3
0.6899 Remote Similarity NPD4380 Phase 2
0.6894 Remote Similarity NPD1358 Approved
0.6894 Remote Similarity NPD3882 Suspended
0.6892 Remote Similarity NPD1933 Approved
0.689 Remote Similarity NPD6071 Discontinued
0.689 Remote Similarity NPD3051 Approved
0.6887 Remote Similarity NPD3540 Phase 1
0.6879 Remote Similarity NPD422 Phase 1
0.6875 Remote Similarity NPD1465 Phase 2
0.6875 Remote Similarity NPD6818 Clinical (unspecified phase)
0.6871 Remote Similarity NPD2674 Phase 3
0.6871 Remote Similarity NPD5494 Approved
0.6867 Remote Similarity NPD7033 Discontinued
0.6863 Remote Similarity NPD6658 Clinical (unspecified phase)
0.6859 Remote Similarity NPD1512 Approved
0.6855 Remote Similarity NPD4773 Phase 2
0.6855 Remote Similarity NPD9365 Approved
0.6855 Remote Similarity NPD4772 Phase 2
0.6852 Remote Similarity NPD5604 Discontinued
0.6848 Remote Similarity NPD2970 Approved
0.6848 Remote Similarity NPD2969 Approved
0.6846 Remote Similarity NPD2492 Phase 1
0.6842 Remote Similarity NPD7153 Discontinued
0.6835 Remote Similarity NPD3866 Clinical (unspecified phase)
0.6835 Remote Similarity NPD1894 Discontinued
0.6835 Remote Similarity NPD4005 Discontinued
0.6835 Remote Similarity NPD1182 Approved
0.6832 Remote Similarity NPD5402 Approved

Structure

External Identifiers

PubChem CID   23757231
ChEMBL   CHEMBL3326613
ZINC  

Physicochemical Properties

Molecular Weight:  474.17
ALogP:  -3.3857
MLogP:  2.45
XLogP:  -0.251
# Rotatable Bonds:  16
Polar Surface Area:  198.76
# H-Bond Aceptor:  10
# H-Bond Donor:  8
# Rings:  3
# Heavy Atoms:  33

Download Data

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