Natural Product: NPC328567

Natural Product ID:  NPC328567
Common Name:   (-)-(7R,7'r,7''r,8S,8's,8''s)-4',4''-Dihydroxy-3,3',3'',5,5',5''-Hexamethoxy-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-3,5-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2,6-dimethoxyphenoxy]-1-(3-hydroxy-2,4-dimethoxyphenyl)propane-1,3-diol
Synonyms:  
Molecular Formula:   C33H40O13
Standard InCHIKey:  JLMIRNDPAYCMDI-KNIDDCBVSA-N
Standard InCHI:  InChI=1S/C33H40O13/c1-38-21-8-7-18(32(43-6)29(21)37)27(35)26(13-34)46-33-24(41-4)11-17(12-25(33)42-5)31-20-15-44-30(19(20)14-45-31)16-9-22(39-2)28(36)23(10-16)40-3/h7-12,19-20,26-27,30-31,34-37H,13-15H2,1-6H3/t19-,20-,26+,27-,30+,31+/m1/s1
Canonical SMILES:  COc1cc(cc(c1O[C@H]([C@@H](c1ccc(c(c1OC)O)OC)O)CO)OC)[C@@H]1OC[C@@H]2[C@H]1CO[C@H]2c1cc(OC)c(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 NPC328567 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 NPC320671
1.0 High Similarity NPC327412
1.0 High Similarity NPC320970
0.9928 High Similarity NPC324492
0.9928 High Similarity NPC317053
0.9784 High Similarity NPC470097
0.9784 High Similarity NPC114119
0.9784 High Similarity NPC471415
0.972 High Similarity NPC324517
0.972 High Similarity NPC329343
0.972 High Similarity NPC321972
0.9645 High Similarity NPC260397
0.958 High Similarity NPC473266
0.958 High Similarity NPC470098
0.958 High Similarity NPC470826
0.9574 High Similarity NPC181615
0.9496 High Similarity NPC266197
0.9496 High Similarity NPC291101
0.9357 High Similarity NPC309124
0.9357 High Similarity NPC184797
0.9291 High Similarity NPC263261
0.9291 High Similarity NPC178054
0.9291 High Similarity NPC311530
0.9291 High Similarity NPC87725
0.9286 High Similarity NPC473739
0.9286 High Similarity NPC232164
0.9286 High Similarity NPC236306
0.9286 High Similarity NPC22517
0.9281 High Similarity NPC77861
0.9257 High Similarity NPC157333
0.9247 High Similarity NPC477612
0.9225 High Similarity NPC107161
0.922 High Similarity NPC55793
0.922 High Similarity NPC160283
0.922 High Similarity NPC254759
0.9209 High Similarity NPC126409
0.9209 High Similarity NPC93783
0.9209 High Similarity NPC165155
0.9209 High Similarity NPC99572
0.9209 High Similarity NPC141765
0.9209 High Similarity NPC24490
0.9209 High Similarity NPC34103
0.9189 High Similarity NPC470769
0.9178 High Similarity NPC286235
0.9178 High Similarity NPC51328
0.9178 High Similarity NPC55158
0.9161 High Similarity NPC477616
0.9155 High Similarity NPC470372
0.9155 High Similarity NPC471389
0.9155 High Similarity NPC247291
0.9149 High Similarity NPC292882
0.9143 High Similarity NPC16435
0.9143 High Similarity NPC265433
0.9143 High Similarity NPC270456
0.9143 High Similarity NPC306441
0.9143 High Similarity NPC162659
0.9143 High Similarity NPC248727
0.9137 High Similarity NPC326095
0.9137 High Similarity NPC244983
0.9137 High Similarity NPC287745
0.911 High Similarity NPC248132
0.911 High Similarity NPC329836
0.911 High Similarity NPC130449
0.911 High Similarity NPC20757
0.911 High Similarity NPC227516
0.9097 High Similarity NPC45257
0.9097 High Similarity NPC12641
0.9097 High Similarity NPC304894
0.9097 High Similarity NPC63879
0.9097 High Similarity NPC93323
0.9097 High Similarity NPC15659
0.9097 High Similarity NPC280092
0.9085 High Similarity NPC27495
0.9085 High Similarity NPC22317
0.9078 High Similarity NPC477938
0.9073 High Similarity NPC470827
0.9071 High Similarity NPC234333
0.9071 High Similarity NPC112939
0.9071 High Similarity NPC47398
0.9071 High Similarity NPC61946
0.9071 High Similarity NPC470356
0.9071 High Similarity NPC94750
0.9071 High Similarity NPC474206
0.9071 High Similarity NPC112246
0.9071 High Similarity NPC121812
0.9071 High Similarity NPC260898
0.9067 High Similarity NPC202104
0.9065 High Similarity NPC158331
0.9065 High Similarity NPC475840
0.9048 High Similarity NPC211561
0.9041 High Similarity NPC39657
0.9028 High Similarity NPC469630
0.9028 High Similarity NPC102044
0.9028 High Similarity NPC173203
0.9028 High Similarity NPC163508
0.9028 High Similarity NPC85264
0.9028 High Similarity NPC47633
0.9014 High Similarity NPC260741
0.9014 High Similarity NPC471388
0.9014 High Similarity NPC319647
0.9014 High Similarity NPC25966
0.9014 High Similarity NPC127218
0.9014 High Similarity NPC70682
0.9014 High Similarity NPC260842
0.9014 High Similarity NPC245207
0.9013 High Similarity NPC470828
0.9007 High Similarity NPC177160
0.9007 High Similarity NPC10737
0.9007 High Similarity NPC156502
0.9007 High Similarity NPC472336
0.9007 High Similarity NPC269091
0.9007 High Similarity NPC472334
0.9007 High Similarity NPC54743
0.9007 High Similarity NPC263367
0.9007 High Similarity NPC477939
0.9007 High Similarity NPC29799
0.9007 High Similarity NPC209985
0.9007 High Similarity NPC227503
0.9007 High Similarity NPC302701
0.9007 High Similarity NPC230734
0.9007 High Similarity NPC474639
0.9 High Similarity NPC317380
0.9 High Similarity NPC170694
0.9 High Similarity NPC478085
0.8993 High Similarity NPC204215
0.8993 High Similarity NPC175067
0.8993 High Similarity NPC16208
0.8993 High Similarity NPC184447
0.8993 High Similarity NPC7903
0.8993 High Similarity NPC470752
0.8993 High Similarity NPC160991
0.8993 High Similarity NPC35932
0.8986 High Similarity NPC472710
0.8986 High Similarity NPC472709
0.898 High Similarity NPC281549
0.898 High Similarity NPC166584
0.898 High Similarity NPC304048
0.898 High Similarity NPC301961
0.898 High Similarity NPC226153
0.898 High Similarity NPC252402
0.898 High Similarity NPC102934
0.8966 High Similarity NPC171932
0.8966 High Similarity NPC28440
0.8958 High Similarity NPC302506
0.8947 High Similarity NPC125495
0.8944 High Similarity NPC276490
0.8944 High Similarity NPC474282
0.8944 High Similarity NPC474390
0.8944 High Similarity NPC102904
0.8944 High Similarity NPC107551
0.8944 High Similarity NPC176051
0.8944 High Similarity NPC103976
0.8944 High Similarity NPC326797
0.8944 High Similarity NPC211549
0.8936 High Similarity NPC472337
0.8936 High Similarity NPC151224
0.8936 High Similarity NPC134968
0.8936 High Similarity NPC164787
0.8929 High Similarity NPC263064
0.8929 High Similarity NPC168059
0.8929 High Similarity NPC229442
0.8929 High Similarity NPC11060
0.8921 High Similarity NPC161557
0.8921 High Similarity NPC7171
0.8921 High Similarity NPC228346
0.8921 High Similarity NPC469625
0.8921 High Similarity NPC30043
0.8921 High Similarity NPC158079
0.8921 High Similarity NPC470095
0.8921 High Similarity NPC472597
0.8921 High Similarity NPC40432
0.8921 High Similarity NPC27843
0.8921 High Similarity NPC115207
0.8921 High Similarity NPC309787
0.8921 High Similarity NPC469613
0.8921 High Similarity NPC474017
0.8921 High Similarity NPC470096
0.8919 High Similarity NPC476969
0.8919 High Similarity NPC318373
0.8919 High Similarity NPC321657
0.8912 High Similarity NPC70409
0.8912 High Similarity NPC170103
0.8912 High Similarity NPC21776
0.8912 High Similarity NPC204770
0.8912 High Similarity NPC236202
0.8912 High Similarity NPC58190
0.8912 High Similarity NPC82917
0.8912 High Similarity NPC108811
0.8912 High Similarity NPC202742
0.8912 High Similarity NPC101376
0.8912 High Similarity NPC16269
0.8912 High Similarity NPC18185
0.8912 High Similarity NPC263940
0.8912 High Similarity NPC262911
0.8912 High Similarity NPC294558
0.8904 High Similarity NPC279298
0.8904 High Similarity NPC180953
0.8904 High Similarity NPC22150
0.8904 High Similarity NPC475096
0.8904 High Similarity NPC38041

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC328567 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
0.8857 High Similarity NPD1612 Clinical (unspecified phase)
0.8857 High Similarity NPD1613 Approved
0.8777 High Similarity NPD3027 Phase 3
0.8571 High Similarity NPD1529 Clinical (unspecified phase)
0.85 High Similarity NPD1530 Clinical (unspecified phase)
0.844 Intermediate Similarity NPD4908 Phase 1
0.8322 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.8291 Intermediate Similarity NPD6234 Discontinued
0.8187 Intermediate Similarity NPD7199 Phase 2
0.8165 Intermediate Similarity NPD4965 Approved
0.8165 Intermediate Similarity NPD4966 Approved
0.8165 Intermediate Similarity NPD4967 Phase 2
0.816 Intermediate Similarity NPD7228 Approved
0.8071 Intermediate Similarity NPD1610 Phase 2
0.8037 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8037 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8037 Intermediate Similarity NPD6166 Phase 2
0.7986 Intermediate Similarity NPD2861 Phase 2
0.7975 Intermediate Similarity NPD1934 Approved
0.7975 Intermediate Similarity NPD37 Approved
0.7975 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7937 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7834 Intermediate Similarity NPD1653 Approved
0.7831 Intermediate Similarity NPD3818 Discontinued
0.7823 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7812 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7786 Intermediate Similarity NPD1548 Phase 1
0.7778 Intermediate Similarity NPD6674 Discontinued
0.774 Intermediate Similarity NPD3018 Phase 2
0.7738 Intermediate Similarity NPD7074 Phase 3
0.7718 Intermediate Similarity NPD3620 Phase 2
0.7718 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7716 Intermediate Similarity NPD3882 Suspended
0.7708 Intermediate Similarity NPD4749 Approved
0.7702 Intermediate Similarity NPD2801 Approved
0.7679 Intermediate Similarity NPD7054 Approved
0.7647 Intermediate Similarity NPD7240 Approved
0.7635 Intermediate Similarity NPD4625 Phase 3
0.7633 Intermediate Similarity NPD7472 Approved
0.7588 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7586 Intermediate Similarity NPD2983 Phase 2
0.7586 Intermediate Similarity NPD2982 Phase 2
0.7574 Intermediate Similarity NPD5844 Phase 1
0.7561 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7554 Intermediate Similarity NPD5283 Phase 1
0.755 Intermediate Similarity NPD5735 Approved
0.7548 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7546 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7546 Intermediate Similarity NPD6374 Clinical (unspecified phase)
0.7534 Intermediate Similarity NPD8651 Approved
0.7517 Intermediate Similarity NPD2981 Phase 2
0.75 Intermediate Similarity NPD7808 Phase 3
0.7483 Intermediate Similarity NPD4060 Phase 1
0.7482 Intermediate Similarity NPD7843 Approved
0.7471 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.747 Intermediate Similarity NPD5494 Approved
0.7468 Intermediate Similarity NPD1511 Approved
0.7456 Intermediate Similarity NPD7473 Discontinued
0.7453 Intermediate Similarity NPD6055 Clinical (unspecified phase)
0.7447 Intermediate Similarity NPD7157 Approved
0.7442 Intermediate Similarity NPD7251 Discontinued
0.7439 Intermediate Similarity NPD3817 Phase 2
0.7432 Intermediate Similarity NPD7680 Approved
0.7432 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7421 Intermediate Similarity NPD7447 Phase 1
0.7419 Intermediate Similarity NPD7266 Discontinued
0.7414 Intermediate Similarity NPD8053 Approved
0.7414 Intermediate Similarity NPD8054 Approved
0.741 Intermediate Similarity NPD228 Approved
0.7389 Intermediate Similarity NPD7466 Approved
0.7386 Intermediate Similarity NPD7906 Approved
0.7384 Intermediate Similarity NPD6797 Phase 2
0.7381 Intermediate Similarity NPD6232 Discontinued
0.7375 Intermediate Similarity NPD1512 Approved
0.7358 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7358 Intermediate Similarity NPD7212 Phase 2
0.7358 Intermediate Similarity NPD7213 Phase 3
0.7351 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7341 Intermediate Similarity NPD6559 Discontinued
0.7329 Intermediate Similarity NPD1091 Approved
0.7329 Intermediate Similarity NPD3705 Approved
0.7321 Intermediate Similarity NPD8127 Discontinued
0.732 Intermediate Similarity NPD6355 Discontinued
0.7314 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7312 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD5763 Approved
0.7308 Intermediate Similarity NPD5762 Approved
0.7308 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7301 Intermediate Similarity NPD4380 Phase 2
0.7299 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7299 Intermediate Similarity NPD7549 Discontinued
0.729 Intermediate Similarity NPD5588 Approved
0.7278 Intermediate Similarity NPD7229 Phase 3
0.7278 Intermediate Similarity NPD3892 Phase 2
0.7273 Intermediate Similarity NPD1465 Phase 2
0.7273 Intermediate Similarity NPD8455 Phase 2
0.7266 Intermediate Similarity NPD3022 Approved
0.7266 Intermediate Similarity NPD3021 Approved
0.7255 Intermediate Similarity NPD1558 Phase 1
0.7246 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7246 Intermediate Similarity NPD7075 Discontinued
0.7244 Intermediate Similarity NPD6099 Approved
0.7244 Intermediate Similarity NPD6100 Approved
0.7237 Intermediate Similarity NPD6798 Discontinued
0.7233 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.7232 Intermediate Similarity NPD4663 Approved
0.723 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7226 Intermediate Similarity NPD4538 Approved
0.7226 Intermediate Similarity NPD4536 Approved
0.7226 Intermediate Similarity NPD4537 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7215 Intermediate Similarity NPD1652 Phase 2
0.7215 Intermediate Similarity NPD5177 Phase 3
0.7208 Intermediate Similarity NPD5124 Phase 1
0.7208 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7203 Intermediate Similarity NPD6671 Approved
0.72 Intermediate Similarity NPD6584 Phase 3
0.7197 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.7197 Intermediate Similarity NPD3540 Phase 1
0.7195 Intermediate Similarity NPD4675 Approved
0.7195 Intermediate Similarity NPD4678 Approved
0.7194 Intermediate Similarity NPD2684 Approved
0.7193 Intermediate Similarity NPD2489 Approved
0.7193 Intermediate Similarity NPD27 Approved
0.7192 Intermediate Similarity NPD5846 Approved
0.7192 Intermediate Similarity NPD6516 Phase 2
0.7188 Intermediate Similarity NPD5058 Phase 3
0.7186 Intermediate Similarity NPD7768 Phase 2
0.7176 Intermediate Similarity NPD3051 Approved
0.7171 Intermediate Similarity NPD7095 Approved
0.717 Intermediate Similarity NPD6331 Phase 2
0.7169 Intermediate Similarity NPD7819 Suspended
0.7168 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7159 Intermediate Similarity NPD7310 Approved
0.7159 Intermediate Similarity NPD7313 Approved
0.7159 Intermediate Similarity NPD4577 Approved
0.7159 Intermediate Similarity NPD7312 Approved
0.7159 Intermediate Similarity NPD4578 Approved
0.7159 Intermediate Similarity NPD7311 Approved
0.7135 Intermediate Similarity NPD2970 Approved
0.7135 Intermediate Similarity NPD2969 Approved
0.7134 Intermediate Similarity NPD4005 Discontinued
0.7134 Intermediate Similarity NPD3539 Phase 1
0.7126 Intermediate Similarity NPD2563 Approved
0.7126 Intermediate Similarity NPD2560 Approved
0.7125 Intermediate Similarity NPD6190 Approved
0.7125 Intermediate Similarity NPD2677 Approved
0.7123 Intermediate Similarity NPD1357 Approved
0.7122 Intermediate Similarity NPD290 Approved
0.7119 Intermediate Similarity NPD7309 Approved
0.7118 Intermediate Similarity NPD6959 Discontinued
0.7114 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7114 Intermediate Similarity NPD5327 Phase 3
0.7107 Intermediate Similarity NPD4236 Phase 3
0.7107 Intermediate Similarity NPD4237 Approved
0.7099 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7095 Intermediate Similarity NPD422 Phase 1
0.7089 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7089 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7081 Intermediate Similarity NPD7124 Phase 2
0.7078 Intermediate Similarity NPD6233 Phase 2
0.7076 Intermediate Similarity NPD6071 Discontinued
0.707 Intermediate Similarity NPD5960 Phase 3
0.707 Intermediate Similarity NPD6028 Clinical (unspecified phase)
0.707 Intermediate Similarity NPD6029 Clinical (unspecified phase)
0.7069 Intermediate Similarity NPD8156 Discontinued
0.7067 Intermediate Similarity NPD6696 Suspended
0.7066 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD4110 Phase 3
0.7063 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7051 Intermediate Similarity NPD6353 Approved
0.7051 Intermediate Similarity NPD6653 Approved
0.7048 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7045 Intermediate Similarity NPD7685 Pre-registration
0.7044 Intermediate Similarity NPD1549 Phase 2
0.7035 Intermediate Similarity NPD3926 Phase 2
0.7032 Intermediate Similarity NPD2238 Phase 2
0.7032 Intermediate Similarity NPD4140 Approved
0.7032 Intermediate Similarity NPD5837 Clinical (unspecified phase)
0.7025 Intermediate Similarity NPD2161 Phase 2
0.7024 Intermediate Similarity NPD5402 Approved
0.702 Intermediate Similarity NPD3094 Phase 2
0.7011 Intermediate Similarity NPD8252 Approved
0.7011 Intermediate Similarity NPD8099 Discontinued
0.7011 Intermediate Similarity NPD8251 Approved
0.7006 Intermediate Similarity NPD6801 Discontinued
0.7006 Intermediate Similarity NPD7097 Phase 1
0.7 Intermediate Similarity NPD6583 Phase 3
0.7 Intermediate Similarity NPD6582 Phase 2
0.7 Intermediate Similarity NPD3060 Approved
0.6994 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6994 Remote Similarity NPD4160 Clinical (unspecified phase)
0.6981 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6981 Remote Similarity NPD6002 Phase 3
0.6981 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6981 Remote Similarity NPD6004 Phase 3
0.6981 Remote Similarity NPD6005 Phase 3
0.6981 Remote Similarity NPD1375 Discontinued

Structure

External Identifiers

PubChem CID   56673401
ChEMBL   CHEMBL1797764
ZINC  

Physicochemical Properties

Molecular Weight:  644.25
ALogP:  -3.3933
MLogP:  3.66
XLogP:  0.395
# Rotatable Bonds:  23
Polar Surface Area:  163.99
# H-Bond Aceptor:  4
# H-Bond Donor:  4
# Rings:  5
# Heavy Atoms:  46

Download Data

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