Natural Product: NPC309744

Natural Product ID:  NPC309744
Common Name:   (-)-(7R,8R)-3,4,5,3',5'-Pentamethoxy-Delta-7',8'-9'-Hydroxy-7-Acetoxy-8-O-4'-Neolignan
IUPAC Name:   [(1R,2R)-2-[4-[(E)-3-hydroxyprop-1-enyl]-2,6-dimethoxyphenoxy]-1-(3,4,5-trimethoxyphenyl)propyl] acetate
Synonyms:  
Molecular Formula:   C25H32O9
Standard InCHIKey:  RDELZQUACZRQDO-GUAWHXRTSA-N
Standard InCHI:  InChI=1S/C25H32O9/c1-15(33-25-19(28-3)11-17(9-8-10-26)12-20(25)29-4)23(34-16(2)27)18-13-21(30-5)24(32-7)22(14-18)31-6/h8-9,11-15,23,26H,10H2,1-7H3/b9-8+/t15-,23+/m1/s1
Canonical SMILES:  OC/C=C/c1cc(OC)c(c(c1)OC)O[C@@H]([C@@H](c1cc(OC)c(c(c1)OC)OC)OC(=O)C)C
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
NPO20323 Saururus chinensis Species Saururaceae Eukaryota Roots PMID[24359277]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT164 Organism Human herpesvirus 4 Human herpesvirus 4 EC50 = 44300 nM 17279798
NPT2 Others Unspecified CC50 > 200000 nM PubChem BioAssay data set
NPT2 Others Unspecified Ratio CC50/EC50 = 4.2 19653640

  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 NPC309744 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
0.9845 High Similarity NPC471719
0.9685 High Similarity NPC79184
0.9685 High Similarity NPC307042
0.9528 High Similarity NPC210674
0.9457 High Similarity NPC469625
0.9457 High Similarity NPC30043
0.9457 High Similarity NPC469613
0.938 High Similarity NPC469612
0.938 High Similarity NPC476399
0.938 High Similarity NPC469614
0.9302 High Similarity NPC273295
0.9302 High Similarity NPC190629
0.9302 High Similarity NPC202582
0.9302 High Similarity NPC210623
0.9302 High Similarity NPC3439
0.9302 High Similarity NPC218856
0.9302 High Similarity NPC470258
0.9302 High Similarity NPC222004
0.9302 High Similarity NPC226788
0.9302 High Similarity NPC285339
0.9237 High Similarity NPC35932
0.9237 High Similarity NPC160991
0.9237 High Similarity NPC5423
0.9237 High Similarity NPC184447
0.9237 High Similarity NPC7903
0.9237 High Similarity NPC16208
0.9173 High Similarity NPC224941
0.9173 High Similarity NPC311430
0.916 High Similarity NPC470096
0.916 High Similarity NPC472597
0.916 High Similarity NPC470095
0.9147 High Similarity NPC474119
0.9134 High Similarity NPC279379
0.9098 High Similarity NPC170694
0.9098 High Similarity NPC310854
0.9091 High Similarity NPC470752
0.9084 High Similarity NPC472338
0.9077 High Similarity NPC474623
0.9077 High Similarity NPC474651
0.9055 High Similarity NPC261661
0.9044 High Similarity NPC267291
0.9015 High Similarity NPC309787
0.9007 High Similarity NPC106138
0.9007 High Similarity NPC475250
0.8963 High Similarity NPC172818
0.8963 High Similarity NPC25695
0.8955 High Similarity NPC135127
0.8955 High Similarity NPC474600
0.8947 High Similarity NPC245120
0.8936 High Similarity NPC477879
0.8936 High Similarity NPC476348
0.8936 High Similarity NPC187398
0.8915 High Similarity NPC94276
0.8915 High Similarity NPC109822
0.8913 High Similarity NPC278469
0.8913 High Similarity NPC469559
0.8913 High Similarity NPC193722
0.8905 High Similarity NPC291101
0.8905 High Similarity NPC266197
0.8898 High Similarity NPC199023
0.8898 High Similarity NPC472596
0.8897 High Similarity NPC126206
0.8889 High Similarity NPC61946
0.8889 High Similarity NPC472337
0.8881 High Similarity NPC263064
0.8881 High Similarity NPC475840
0.8865 High Similarity NPC15577
0.8865 High Similarity NPC476347
0.8864 High Similarity NPC476968
0.8864 High Similarity NPC170844
0.8855 High Similarity NPC210355
0.8855 High Similarity NPC194841
0.8855 High Similarity NPC183181
0.8855 High Similarity NPC118787
0.8855 High Similarity NPC242032
0.8855 High Similarity NPC41706
0.8855 High Similarity NPC111247
0.8855 High Similarity NPC163332
0.8855 High Similarity NPC319625
0.8855 High Similarity NPC147821
0.8855 High Similarity NPC292056
0.8841 High Similarity NPC224876
0.8841 High Similarity NPC83375
0.8832 High Similarity NPC22517
0.8832 High Similarity NPC43500
0.8832 High Similarity NPC164148
0.8824 High Similarity NPC472334
0.8824 High Similarity NPC471664
0.8824 High Similarity NPC306441
0.8824 High Similarity NPC472336
0.8824 High Similarity NPC471665
0.8824 High Similarity NPC16435
0.8824 High Similarity NPC143895
0.8815 High Similarity NPC111635
0.8815 High Similarity NPC48863
0.8815 High Similarity NPC13745
0.8815 High Similarity NPC251981
0.8811 High Similarity NPC21184
0.8811 High Similarity NPC473091
0.8811 High Similarity NPC477381
0.8811 High Similarity NPC294522
0.8811 High Similarity NPC120426
0.8811 High Similarity NPC205727
0.8806 High Similarity NPC201587
0.8806 High Similarity NPC253105
0.8803 High Similarity NPC93924
0.8794 High Similarity NPC474054
0.8788 High Similarity NPC98631
0.8788 High Similarity NPC470213
0.8788 High Similarity NPC31707
0.8788 High Similarity NPC206615
0.8788 High Similarity NPC186843
0.8779 High Similarity NPC191037
0.8779 High Similarity NPC58607
0.8779 High Similarity NPC178284
0.8777 High Similarity NPC287124
0.8777 High Similarity NPC189115
0.8769 High Similarity NPC114901
0.8769 High Similarity NPC48990
0.8769 High Similarity NPC293701
0.876 High Similarity NPC71090
0.8759 High Similarity NPC865
0.8759 High Similarity NPC124149
0.8759 High Similarity NPC477938
0.875 High Similarity NPC477379
0.875 High Similarity NPC121812
0.875 High Similarity NPC234333
0.875 High Similarity NPC112246
0.875 High Similarity NPC112939
0.875 High Similarity NPC260898
0.875 High Similarity NPC267064
0.875 High Similarity NPC470356
0.875 High Similarity NPC474206
0.875 High Similarity NPC47398
0.875 High Similarity NPC94750
0.8741 High Similarity NPC49074
0.8741 High Similarity NPC229442
0.8741 High Similarity NPC176903
0.8741 High Similarity NPC69513
0.8741 High Similarity NPC215833
0.8741 High Similarity NPC30688
0.8741 High Similarity NPC168059
0.8731 High Similarity NPC474017
0.8731 High Similarity NPC469698
0.8731 High Similarity NPC473412
0.8723 High Similarity NPC473909
0.8723 High Similarity NPC143120
0.8723 High Similarity NPC475096
0.8723 High Similarity NPC274960
0.8722 High Similarity NPC5851
0.8722 High Similarity NPC469963
0.8722 High Similarity NPC469951
0.8722 High Similarity NPC86030
0.8712 High Similarity NPC470699
0.8712 High Similarity NPC474670
0.8705 High Similarity NPC300611
0.8705 High Similarity NPC469661
0.8702 High Similarity NPC27352
0.8702 High Similarity NPC194519
0.8696 High Similarity NPC471388
0.8696 High Similarity NPC212770
0.8696 High Similarity NPC98777
0.8692 High Similarity NPC233526
0.8692 High Similarity NPC282496
0.869 High Similarity NPC75695
0.869 High Similarity NPC302610
0.8686 High Similarity NPC227503
0.8686 High Similarity NPC286843
0.8686 High Similarity NPC302701
0.8686 High Similarity NPC474639
0.8686 High Similarity NPC269091
0.8686 High Similarity NPC471988
0.8686 High Similarity NPC164857
0.8686 High Similarity NPC230734
0.8676 High Similarity NPC326095
0.8676 High Similarity NPC249791
0.8676 High Similarity NPC476387
0.8676 High Similarity NPC67247
0.8676 High Similarity NPC187194
0.8676 High Similarity NPC119060
0.8676 High Similarity NPC287745
0.8676 High Similarity NPC244983
0.8676 High Similarity NPC237594
0.8671 High Similarity NPC102934
0.8671 High Similarity NPC252402
0.8671 High Similarity NPC478237
0.8667 High Similarity NPC319969
0.8667 High Similarity NPC162093
0.8667 High Similarity NPC299144
0.8662 High Similarity NPC205361
0.8662 High Similarity NPC268515
0.8662 High Similarity NPC40222
0.8662 High Similarity NPC212890
0.8657 High Similarity NPC19242
0.8652 High Similarity NPC87883
0.8652 High Similarity NPC25292
0.8652 High Similarity NPC477701
0.8652 High Similarity NPC470097
0.8652 High Similarity NPC166884
0.8652 High Similarity NPC114119

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC309744 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
0.8864 High Similarity NPD3027 Phase 3
0.8529 High Similarity NPD1613 Approved
0.8529 High Similarity NPD1612 Clinical (unspecified phase)
0.8271 Intermediate Similarity NPD2983 Phase 2
0.8271 Intermediate Similarity NPD2982 Phase 2
0.8248 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.8235 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.8231 Intermediate Similarity NPD1653 Approved
0.8195 Intermediate Similarity NPD2981 Phase 2
0.8162 Intermediate Similarity NPD3018 Phase 2
0.8162 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.8146 Intermediate Similarity NPD3817 Phase 2
0.8133 Intermediate Similarity NPD37 Approved
0.8092 Intermediate Similarity NPD4966 Approved
0.8092 Intermediate Similarity NPD4965 Approved
0.8092 Intermediate Similarity NPD4967 Phase 2
0.8042 Intermediate Similarity NPD7266 Discontinued
0.7974 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7895 Intermediate Similarity NPD1934 Approved
0.7885 Intermediate Similarity NPD7199 Phase 2
0.7871 Intermediate Similarity NPD6234 Discontinued
0.7852 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7852 Intermediate Similarity NPD422 Phase 1
0.7846 Intermediate Similarity NPD5283 Phase 1
0.7842 Intermediate Similarity NPD4908 Phase 1
0.782 Intermediate Similarity NPD1548 Phase 1
0.7812 Intermediate Similarity NPD7054 Approved
0.7812 Intermediate Similarity NPD5844 Phase 1
0.7808 Intermediate Similarity NPD1652 Phase 2
0.7792 Intermediate Similarity NPD6374 Clinical (unspecified phase)
0.7769 Intermediate Similarity NPD7843 Approved
0.7764 Intermediate Similarity NPD7074 Phase 3
0.7764 Intermediate Similarity NPD7472 Approved
0.775 Intermediate Similarity NPD7228 Approved
0.7748 Intermediate Similarity NPD3687 Approved
0.7748 Intermediate Similarity NPD3686 Approved
0.7746 Intermediate Similarity NPD4060 Phase 1
0.7736 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7736 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7736 Intermediate Similarity NPD6166 Phase 2
0.773 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7727 Intermediate Similarity NPD2801 Approved
0.7727 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7727 Intermediate Similarity NPD7157 Approved
0.7721 Intermediate Similarity NPD1610 Phase 2
0.7721 Intermediate Similarity NPD3705 Approved
0.7697 Intermediate Similarity NPD6055 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD5124 Phase 1
0.7682 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7677 Intermediate Similarity NPD5402 Approved
0.7676 Intermediate Similarity NPD6233 Phase 2
0.7673 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.766 Intermediate Similarity NPD7095 Approved
0.7647 Intermediate Similarity NPD3496 Discontinued
0.7647 Intermediate Similarity NPD4678 Approved
0.7647 Intermediate Similarity NPD4675 Approved
0.764 Intermediate Similarity NPD3818 Discontinued
0.7639 Intermediate Similarity NPD6653 Approved
0.7635 Intermediate Similarity NPD4628 Phase 3
0.7635 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7635 Intermediate Similarity NPD4110 Phase 3
0.7634 Intermediate Similarity NPD5535 Approved
0.7628 Intermediate Similarity NPD3882 Suspended
0.7622 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7622 Intermediate Similarity NPD7808 Phase 3
0.7612 Intermediate Similarity NPD5536 Phase 2
0.7609 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.76 Intermediate Similarity NPD6799 Approved
0.76 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7597 Intermediate Similarity NPD2684 Approved
0.7591 Intermediate Similarity NPD1091 Approved
0.7584 Intermediate Similarity NPD6190 Approved
0.7584 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.758 Intermediate Similarity NPD7075 Discontinued
0.758 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7569 Intermediate Similarity NPD6355 Discontinued
0.7569 Intermediate Similarity NPD4340 Discontinued
0.7566 Intermediate Similarity NPD5403 Approved
0.7561 Intermediate Similarity NPD7251 Discontinued
0.7557 Intermediate Similarity NPD228 Approved
0.7551 Intermediate Similarity NPD5762 Approved
0.7551 Intermediate Similarity NPD3540 Phase 1
0.7551 Intermediate Similarity NPD5763 Approved
0.7548 Intermediate Similarity NPD6801 Discontinued
0.7518 Intermediate Similarity NPD2861 Phase 2
0.75 Intermediate Similarity NPD7314 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD6232 Discontinued
0.75 Intermediate Similarity NPD1357 Approved
0.75 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7819 Suspended
0.75 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD5585 Approved
0.75 Intermediate Similarity NPD6797 Phase 2
0.7484 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7483 Intermediate Similarity NPD4357 Discontinued
0.7483 Intermediate Similarity NPD1511 Approved
0.7483 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7483 Intermediate Similarity NPD3539 Phase 1
0.7483 Intermediate Similarity NPD6798 Discontinued
0.7469 Intermediate Similarity NPD7473 Discontinued
0.7466 Intermediate Similarity NPD7097 Phase 1
0.7465 Intermediate Similarity NPD5752 Clinical (unspecified phase)
0.7455 Intermediate Similarity NPD7240 Approved
0.745 Intermediate Similarity NPD6674 Discontinued
0.7448 Intermediate Similarity NPD230 Phase 1
0.7438 Intermediate Similarity NPD8127 Discontinued
0.7434 Intermediate Similarity NPD5401 Approved
0.7431 Intermediate Similarity NPD4062 Phase 3
0.7415 Intermediate Similarity NPD7033 Discontinued
0.7413 Intermediate Similarity NPD4625 Phase 3
0.741 Intermediate Similarity NPD7549 Discontinued
0.741 Intermediate Similarity NPD1608 Approved
0.7389 Intermediate Similarity NPD1465 Phase 2
0.7386 Intermediate Similarity NPD1512 Approved
0.7385 Intermediate Similarity NPD1358 Approved
0.7379 Intermediate Similarity NPD4140 Approved
0.7379 Intermediate Similarity NPD1558 Phase 1
0.7375 Intermediate Similarity NPD5494 Approved
0.7365 Intermediate Similarity NPD6032 Approved
0.7358 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7357 Intermediate Similarity NPD4749 Approved
0.7351 Intermediate Similarity NPD2219 Phase 1
0.7347 Intermediate Similarity NPD4536 Approved
0.7347 Intermediate Similarity NPD4537 Clinical (unspecified phase)
0.7347 Intermediate Similarity NPD4538 Approved
0.7342 Intermediate Similarity NPD5353 Approved
0.7333 Intermediate Similarity NPD4237 Approved
0.7333 Intermediate Similarity NPD3060 Approved
0.7333 Intermediate Similarity NPD4236 Phase 3
0.7333 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD4162 Approved
0.7329 Intermediate Similarity NPD447 Suspended
0.7324 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.732 Intermediate Similarity NPD4123 Phase 3
0.732 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7319 Intermediate Similarity NPD17 Approved
0.7319 Intermediate Similarity NPD1778 Approved
0.7315 Intermediate Similarity NPD1375 Discontinued
0.731 Intermediate Similarity NPD1726 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD6599 Discontinued
0.7308 Intermediate Similarity NPD4380 Phase 2
0.7305 Intermediate Similarity NPD8651 Approved
0.7303 Intermediate Similarity NPD7124 Phase 2
0.7299 Intermediate Similarity NPD1894 Discontinued
0.7285 Intermediate Similarity NPD3750 Approved
0.7285 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7278 Intermediate Similarity NPD8455 Phase 2
0.7267 Intermediate Similarity NPD5677 Discontinued
0.7261 Intermediate Similarity NPD6385 Approved
0.7261 Intermediate Similarity NPD7411 Suspended
0.7261 Intermediate Similarity NPD6386 Approved
0.7252 Intermediate Similarity NPD290 Approved
0.7248 Intermediate Similarity NPD2796 Approved
0.7248 Intermediate Similarity NPD1551 Phase 2
0.7248 Intermediate Similarity NPD2438 Suspended
0.7246 Intermediate Similarity NPD6559 Discontinued
0.7244 Intermediate Similarity NPD4005 Discontinued
0.7239 Intermediate Similarity NPD5242 Approved
0.7234 Intermediate Similarity NPD4359 Approved
0.7222 Intermediate Similarity NPD1008 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD6832 Phase 2
0.7214 Intermediate Similarity NPD1535 Discovery
0.7208 Intermediate Similarity NPD3536 Discontinued
0.7208 Intermediate Similarity NPD3146 Approved
0.7208 Intermediate Similarity NPD3688 Clinical (unspecified phase)
0.7208 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7206 Intermediate Similarity NPD6671 Approved
0.7205 Intermediate Similarity NPD919 Approved
0.72 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7194 Intermediate Similarity NPD6516 Phase 2
0.7194 Intermediate Similarity NPD5846 Approved
0.7194 Intermediate Similarity NPD4626 Approved
0.719 Intermediate Similarity NPD6667 Approved
0.719 Intermediate Similarity NPD5058 Phase 3
0.719 Intermediate Similarity NPD6666 Approved
0.7188 Intermediate Similarity NPD7768 Phase 2
0.7183 Intermediate Similarity NPD3225 Approved
0.7181 Intermediate Similarity NPD5588 Approved
0.7181 Intermediate Similarity NPD5960 Phase 3
0.7181 Intermediate Similarity NPD3748 Approved
0.7178 Intermediate Similarity NPD7229 Phase 3
0.7176 Intermediate Similarity NPD968 Approved
0.7176 Intermediate Similarity NPD3134 Approved
0.717 Intermediate Similarity NPD5773 Approved
0.717 Intermediate Similarity NPD5772 Approved
0.7169 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7163 Intermediate Similarity NPD1481 Phase 2
0.7163 Intermediate Similarity NPD2231 Phase 2
0.7163 Intermediate Similarity NPD2235 Phase 2
0.7162 Intermediate Similarity NPD2653 Approved
0.7152 Intermediate Similarity NPD1549 Phase 2
0.7152 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7038 Approved
0.7143 Intermediate Similarity NPD7039 Approved
0.7143 Intermediate Similarity NPD7685 Pre-registration
0.7143 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD3847 Discontinued
0.7143 Intermediate Similarity NPD3620 Phase 2

Structure

External Identifiers

PubChem CID   76310203
ChEMBL   CHEMBL3105552
ZINC  

Physicochemical Properties

Molecular Weight:  476.20
ALogP:  -0.5247
MLogP:  3.22
XLogP:  2.681
# Rotatable Bonds:  21
Polar Surface Area:  101.91
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  34

Download Data

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