Natural Product: NPC317053

Natural Product ID:  NPC317053
Common Name:   (-)-(7R,7'r,7''r,8S,8's,8''s)-4',4''-Dihydroxy-3,3',3'',5-Tetramethoxy-7,9':7',9-Diepoxy-4,8''-Oxy-8,8'-Sesquineolignan-7'',9''-Diol
IUPAC Name:   (1R,2S)-2-[4-[(3R,3aS,6R,6aS)-3-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2,6-dimethoxyphenoxy]-1-(3-hydroxy-2-methoxyphenyl)propane-1,3-diol
Synonyms:  
Molecular Formula:   C31H36O11
Standard InCHIKey:  QHRLSLOEICSBNJ-UOILNLDMSA-N
Standard InCHI:  InChI=1S/C31H36O11/c1-36-23-10-16(8-9-21(23)33)28-19-14-41-29(20(19)15-40-28)17-11-24(37-2)31(25(12-17)38-3)42-26(13-32)27(35)18-6-5-7-22(34)30(18)39-4/h5-12,19-20,26-29,32-35H,13-15H2,1-4H3/t19-,20-,26+,27-,28+,29+/m1/s1
Canonical SMILES:  COc1cc(cc(c1O[C@H]([C@@H](c1cccc(c1OC)O)O)CO)OC)[C@@H]1OC[C@@H]2[C@H]1CO[C@H]2c1ccc(c(c1)OC)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
NPO19192 Sinocalamus affinis Species NA NA skin-removed stems Pingle Town, Sichuang Province, China 2008-AUG PMID[21469695]
NPO19192 Sinocalamus affinis Species NA NA Stems PMID[21469695]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Inhibition < 30 % 21469695

  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 NPC317053 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 NPC324492
0.9928 High Similarity NPC320970
0.9928 High Similarity NPC320671
0.9928 High Similarity NPC328567
0.9928 High Similarity NPC327412
0.9855 High Similarity NPC114119
0.9855 High Similarity NPC470097
0.9855 High Similarity NPC471415
0.9714 High Similarity NPC260397
0.965 High Similarity NPC329343
0.965 High Similarity NPC324517
0.965 High Similarity NPC321972
0.9565 High Similarity NPC291101
0.9565 High Similarity NPC266197
0.951 High Similarity NPC473266
0.951 High Similarity NPC470826
0.951 High Similarity NPC470098
0.9504 High Similarity NPC181615
0.9424 High Similarity NPC184797
0.9424 High Similarity NPC309124
0.9357 High Similarity NPC178054
0.9357 High Similarity NPC263261
0.9357 High Similarity NPC311530
0.9357 High Similarity NPC87725
0.9353 High Similarity NPC236306
0.9353 High Similarity NPC473739
0.9353 High Similarity NPC22517
0.9353 High Similarity NPC232164
0.9348 High Similarity NPC77861
0.9291 High Similarity NPC107161
0.9286 High Similarity NPC254759
0.9286 High Similarity NPC160283
0.9286 High Similarity NPC55793
0.9275 High Similarity NPC99572
0.9275 High Similarity NPC165155
0.9275 High Similarity NPC24490
0.9275 High Similarity NPC141765
0.9275 High Similarity NPC34103
0.9275 High Similarity NPC126409
0.9252 High Similarity NPC470769
0.9241 High Similarity NPC55158
0.9241 High Similarity NPC51328
0.9241 High Similarity NPC286235
0.9225 High Similarity NPC477616
0.922 High Similarity NPC247291
0.922 High Similarity NPC471389
0.9214 High Similarity NPC292882
0.9209 High Similarity NPC16435
0.9209 High Similarity NPC248727
0.9209 High Similarity NPC162659
0.9209 High Similarity NPC270456
0.9209 High Similarity NPC265433
0.9209 High Similarity NPC306441
0.9203 High Similarity NPC287745
0.9203 High Similarity NPC326095
0.9203 High Similarity NPC244983
0.9189 High Similarity NPC157333
0.9178 High Similarity NPC477612
0.9172 High Similarity NPC20757
0.9172 High Similarity NPC248132
0.9172 High Similarity NPC227516
0.9172 High Similarity NPC329836
0.9172 High Similarity NPC130449
0.9161 High Similarity NPC93323
0.9161 High Similarity NPC304894
0.9161 High Similarity NPC63879
0.9161 High Similarity NPC45257
0.9161 High Similarity NPC280092
0.9161 High Similarity NPC15659
0.9161 High Similarity NPC12641
0.9149 High Similarity NPC22317
0.9149 High Similarity NPC27495
0.9143 High Similarity NPC477938
0.9137 High Similarity NPC234333
0.9137 High Similarity NPC260898
0.9137 High Similarity NPC47398
0.9137 High Similarity NPC112939
0.9137 High Similarity NPC94750
0.9137 High Similarity NPC474206
0.9137 High Similarity NPC470356
0.9137 High Similarity NPC121812
0.9137 High Similarity NPC61946
0.9137 High Similarity NPC93783
0.9137 High Similarity NPC112246
0.913 High Similarity NPC475840
0.913 High Similarity NPC158331
0.911 High Similarity NPC211561
0.9103 High Similarity NPC39657
0.9091 High Similarity NPC102044
0.9091 High Similarity NPC173203
0.9091 High Similarity NPC163508
0.9091 High Similarity NPC47633
0.9091 High Similarity NPC469630
0.9091 High Similarity NPC85264
0.9085 High Similarity NPC470372
0.9078 High Similarity NPC25966
0.9078 High Similarity NPC471388
0.9078 High Similarity NPC319647
0.9078 High Similarity NPC70682
0.9078 High Similarity NPC127218
0.9078 High Similarity NPC245207
0.9078 High Similarity NPC260741
0.9071 High Similarity NPC29799
0.9071 High Similarity NPC227503
0.9071 High Similarity NPC209985
0.9071 High Similarity NPC230734
0.9071 High Similarity NPC302701
0.9071 High Similarity NPC10737
0.9071 High Similarity NPC177160
0.9071 High Similarity NPC472336
0.9071 High Similarity NPC269091
0.9071 High Similarity NPC54743
0.9071 High Similarity NPC263367
0.9071 High Similarity NPC156502
0.9071 High Similarity NPC474639
0.9071 High Similarity NPC472334
0.9071 High Similarity NPC477939
0.9065 High Similarity NPC170694
0.9065 High Similarity NPC317380
0.9065 High Similarity NPC478085
0.9058 High Similarity NPC160991
0.9058 High Similarity NPC175067
0.9058 High Similarity NPC184447
0.9058 High Similarity NPC470752
0.9058 High Similarity NPC7903
0.9058 High Similarity NPC35932
0.9058 High Similarity NPC16208
0.9058 High Similarity NPC204215
0.9048 High Similarity NPC472710
0.9048 High Similarity NPC472709
0.9041 High Similarity NPC301961
0.9041 High Similarity NPC166584
0.9028 High Similarity NPC171932
0.9028 High Similarity NPC28440
0.9021 High Similarity NPC302506
0.9007 High Similarity NPC103976
0.9007 High Similarity NPC102904
0.9007 High Similarity NPC176051
0.9007 High Similarity NPC276490
0.9007 High Similarity NPC474390
0.9007 High Similarity NPC470827
0.9007 High Similarity NPC107551
0.9007 High Similarity NPC474282
0.9007 High Similarity NPC211549
0.9007 High Similarity NPC326797
0.9 High Similarity NPC151224
0.9 High Similarity NPC134968
0.9 High Similarity NPC472337
0.9 High Similarity NPC202104
0.9 High Similarity NPC164787
0.8993 High Similarity NPC263064
0.8993 High Similarity NPC229442
0.8993 High Similarity NPC168059
0.8993 High Similarity NPC11060
0.8986 High Similarity NPC469613
0.8986 High Similarity NPC30043
0.8986 High Similarity NPC309787
0.8986 High Similarity NPC470096
0.8986 High Similarity NPC161557
0.8986 High Similarity NPC228346
0.8986 High Similarity NPC158079
0.8986 High Similarity NPC470095
0.8986 High Similarity NPC7171
0.8986 High Similarity NPC469625
0.8986 High Similarity NPC472597
0.8986 High Similarity NPC27843
0.8986 High Similarity NPC40432
0.8986 High Similarity NPC474017
0.8986 High Similarity NPC115207
0.8973 High Similarity NPC21776
0.8973 High Similarity NPC204770
0.8973 High Similarity NPC236202
0.8973 High Similarity NPC263940
0.8973 High Similarity NPC58190
0.8973 High Similarity NPC82917
0.8973 High Similarity NPC70409
0.8973 High Similarity NPC101376
0.8973 High Similarity NPC108811
0.8973 High Similarity NPC294558
0.8973 High Similarity NPC202742
0.8973 High Similarity NPC18185
0.8973 High Similarity NPC262911
0.8973 High Similarity NPC16269
0.8973 High Similarity NPC170103
0.8966 High Similarity NPC279298
0.8966 High Similarity NPC180953
0.8966 High Similarity NPC22150
0.8966 High Similarity NPC38041
0.8966 High Similarity NPC475096
0.8958 High Similarity NPC81638
0.8951 High Similarity NPC35216
0.8947 High Similarity NPC470828
0.8944 High Similarity NPC184613
0.8944 High Similarity NPC6300
0.8944 High Similarity NPC114171
0.8944 High Similarity NPC230124
0.8944 High Similarity NPC260842
0.8936 High Similarity NPC234952
0.8936 High Similarity NPC470802
0.8936 High Similarity NPC173660

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC317053 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
0.8921 High Similarity NPD1612 Clinical (unspecified phase)
0.8921 High Similarity NPD1613 Approved
0.8841 High Similarity NPD3027 Phase 3
0.8633 High Similarity NPD1529 Clinical (unspecified phase)
0.8561 High Similarity NPD1530 Clinical (unspecified phase)
0.85 High Similarity NPD4908 Phase 1
0.838 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.8344 Intermediate Similarity NPD6234 Discontinued
0.8239 Intermediate Similarity NPD7199 Phase 2
0.8217 Intermediate Similarity NPD4967 Phase 2
0.8217 Intermediate Similarity NPD4966 Approved
0.8217 Intermediate Similarity NPD4965 Approved
0.821 Intermediate Similarity NPD7228 Approved
0.8129 Intermediate Similarity NPD1610 Phase 2
0.8086 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8086 Intermediate Similarity NPD6166 Phase 2
0.8086 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8042 Intermediate Similarity NPD2861 Phase 2
0.8025 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.8025 Intermediate Similarity NPD1934 Approved
0.8025 Intermediate Similarity NPD37 Approved
0.7987 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7885 Intermediate Similarity NPD1653 Approved
0.7879 Intermediate Similarity NPD3818 Discontinued
0.7877 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7862 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7842 Intermediate Similarity NPD1548 Phase 1
0.7829 Intermediate Similarity NPD6674 Discontinued
0.7793 Intermediate Similarity NPD3018 Phase 2
0.7784 Intermediate Similarity NPD7074 Phase 3
0.777 Intermediate Similarity NPD3620 Phase 2
0.777 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7764 Intermediate Similarity NPD3882 Suspended
0.7762 Intermediate Similarity NPD4749 Approved
0.775 Intermediate Similarity NPD2801 Approved
0.7725 Intermediate Similarity NPD7054 Approved
0.7692 Intermediate Similarity NPD7240 Approved
0.7687 Intermediate Similarity NPD4625 Phase 3
0.7679 Intermediate Similarity NPD7472 Approved
0.7639 Intermediate Similarity NPD2982 Phase 2
0.7639 Intermediate Similarity NPD2983 Phase 2
0.7619 Intermediate Similarity NPD5844 Phase 1
0.7609 Intermediate Similarity NPD5283 Phase 1
0.76 Intermediate Similarity NPD5735 Approved
0.7597 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7593 Intermediate Similarity NPD6374 Clinical (unspecified phase)
0.7569 Intermediate Similarity NPD2981 Phase 2
0.7533 Intermediate Similarity NPD4060 Phase 1
0.7529 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7516 Intermediate Similarity NPD1511 Approved
0.7515 Intermediate Similarity NPD5494 Approved
0.75 Intermediate Similarity NPD7157 Approved
0.75 Intermediate Similarity NPD6055 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7473 Discontinued
0.75 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD3817 Phase 2
0.7485 Intermediate Similarity NPD7251 Discontinued
0.7483 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7468 Intermediate Similarity NPD7447 Phase 1
0.7468 Intermediate Similarity NPD7266 Discontinued
0.7466 Intermediate Similarity NPD8651 Approved
0.7464 Intermediate Similarity NPD228 Approved
0.7442 Intermediate Similarity NPD7808 Phase 3
0.7436 Intermediate Similarity NPD7466 Approved
0.7427 Intermediate Similarity NPD6797 Phase 2
0.7425 Intermediate Similarity NPD6232 Discontinued
0.7421 Intermediate Similarity NPD1512 Approved
0.7414 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.741 Intermediate Similarity NPD7843 Approved
0.7405 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7405 Intermediate Similarity NPD7212 Phase 2
0.7405 Intermediate Similarity NPD7213 Phase 3
0.74 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7384 Intermediate Similarity NPD6559 Discontinued
0.7379 Intermediate Similarity NPD1091 Approved
0.7379 Intermediate Similarity NPD3705 Approved
0.7377 Intermediate Similarity NPD7680 Approved
0.7368 Intermediate Similarity NPD6355 Discontinued
0.7358 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7356 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7356 Intermediate Similarity NPD8054 Approved
0.7356 Intermediate Similarity NPD8053 Approved
0.7355 Intermediate Similarity NPD5763 Approved
0.7355 Intermediate Similarity NPD5762 Approved
0.7348 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7346 Intermediate Similarity NPD4380 Phase 2
0.7341 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7341 Intermediate Similarity NPD7549 Discontinued
0.7338 Intermediate Similarity NPD5588 Approved
0.733 Intermediate Similarity NPD7906 Approved
0.7325 Intermediate Similarity NPD3892 Phase 2
0.7321 Intermediate Similarity NPD7229 Phase 3
0.7319 Intermediate Similarity NPD3022 Approved
0.7319 Intermediate Similarity NPD3021 Approved
0.7317 Intermediate Similarity NPD1465 Phase 2
0.7303 Intermediate Similarity NPD1558 Phase 1
0.729 Intermediate Similarity NPD6100 Approved
0.729 Intermediate Similarity NPD6099 Approved
0.7289 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7289 Intermediate Similarity NPD7075 Discontinued
0.7285 Intermediate Similarity NPD6798 Discontinued
0.7279 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7278 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD4538 Approved
0.7273 Intermediate Similarity NPD4663 Approved
0.7273 Intermediate Similarity NPD4536 Approved
0.7273 Intermediate Similarity NPD4537 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7262 Intermediate Similarity NPD8127 Discontinued
0.7261 Intermediate Similarity NPD1652 Phase 2
0.7261 Intermediate Similarity NPD5177 Phase 3
0.7255 Intermediate Similarity NPD5124 Phase 1
0.7255 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7254 Intermediate Similarity NPD6671 Approved
0.7248 Intermediate Similarity NPD6584 Phase 3
0.7246 Intermediate Similarity NPD2684 Approved
0.7244 Intermediate Similarity NPD3540 Phase 1
0.7244 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD6516 Phase 2
0.7241 Intermediate Similarity NPD5846 Approved
0.7239 Intermediate Similarity NPD4678 Approved
0.7239 Intermediate Similarity NPD4675 Approved
0.7235 Intermediate Similarity NPD2489 Approved
0.7235 Intermediate Similarity NPD27 Approved
0.7233 Intermediate Similarity NPD5058 Phase 3
0.7219 Intermediate Similarity NPD7095 Approved
0.7219 Intermediate Similarity NPD3051 Approved
0.7215 Intermediate Similarity NPD6331 Phase 2
0.7212 Intermediate Similarity NPD8455 Phase 2
0.72 Intermediate Similarity NPD4578 Approved
0.72 Intermediate Similarity NPD7311 Approved
0.72 Intermediate Similarity NPD7312 Approved
0.72 Intermediate Similarity NPD4577 Approved
0.72 Intermediate Similarity NPD7313 Approved
0.72 Intermediate Similarity NPD7310 Approved
0.7179 Intermediate Similarity NPD3539 Phase 1
0.7178 Intermediate Similarity NPD4005 Discontinued
0.7176 Intermediate Similarity NPD2969 Approved
0.7176 Intermediate Similarity NPD2970 Approved
0.7174 Intermediate Similarity NPD290 Approved
0.7172 Intermediate Similarity NPD1357 Approved
0.717 Intermediate Similarity NPD6190 Approved
0.717 Intermediate Similarity NPD2677 Approved
0.7169 Intermediate Similarity NPD2560 Approved
0.7169 Intermediate Similarity NPD2563 Approved
0.7162 Intermediate Similarity NPD5327 Phase 3
0.7162 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD6959 Discontinued
0.7159 Intermediate Similarity NPD7309 Approved
0.7152 Intermediate Similarity NPD4236 Phase 3
0.7152 Intermediate Similarity NPD4237 Approved
0.7143 Intermediate Similarity NPD422 Phase 1
0.7143 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7134 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7134 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD7768 Phase 2
0.7125 Intermediate Similarity NPD7124 Phase 2
0.7124 Intermediate Similarity NPD6233 Phase 2
0.7118 Intermediate Similarity NPD6071 Discontinued
0.7115 Intermediate Similarity NPD5960 Phase 3
0.7115 Intermediate Similarity NPD6028 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD6029 Clinical (unspecified phase)
0.7114 Intermediate Similarity NPD6696 Suspended
0.711 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7108 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7108 Intermediate Similarity NPD7819 Suspended
0.7107 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD4110 Phase 3
0.7107 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7099 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD6353 Approved
0.7097 Intermediate Similarity NPD6653 Approved
0.7091 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7089 Intermediate Similarity NPD1549 Phase 2
0.7078 Intermediate Similarity NPD2238 Phase 2
0.7078 Intermediate Similarity NPD4140 Approved
0.7078 Intermediate Similarity NPD5837 Clinical (unspecified phase)
0.7076 Intermediate Similarity NPD3926 Phase 2
0.707 Intermediate Similarity NPD2161 Phase 2
0.7067 Intermediate Similarity NPD3094 Phase 2
0.7066 Intermediate Similarity NPD5402 Approved
0.7051 Intermediate Similarity NPD7097 Phase 1
0.7048 Intermediate Similarity NPD6801 Discontinued
0.7047 Intermediate Similarity NPD6582 Phase 2
0.7047 Intermediate Similarity NPD6583 Phase 3
0.7044 Intermediate Similarity NPD3060 Approved
0.7037 Intermediate Similarity NPD4160 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7025 Intermediate Similarity NPD6004 Phase 3
0.7025 Intermediate Similarity NPD6005 Phase 3
0.7025 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7025 Intermediate Similarity NPD1375 Discontinued
0.7025 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.7025 Intermediate Similarity NPD6002 Phase 3
0.7018 Intermediate Similarity NPD3787 Discontinued
0.7011 Intermediate Similarity NPD8156 Discontinued
0.7006 Intermediate Similarity NPD6818 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD2977 Approved
0.7006 Intermediate Similarity NPD2978 Approved

Structure

External Identifiers

PubChem CID   56680033
ChEMBL   CHEMBL1797775
ZINC  

Physicochemical Properties

Molecular Weight:  584.23
ALogP:  -3.2897
MLogP:  3.66
XLogP:  1.283
# Rotatable Bonds:  19
Polar Surface Area:  145.53
# H-Bond Aceptor:  4
# H-Bond Donor:  4
# Rings:  5
# Heavy Atoms:  42

Download Data

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Structure MOL file  
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Biological Activities  
Similar NPs/Drugs