Natural Product: NPC131971

Natural Product ID:  NPC131971
Common Name:   Dimericconiferylacetate
IUPAC Name:   [(E)-3-[(2S,3R)-3-(acetyloxymethyl)-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enyl] acetate
Synonyms:   Dimericconiferylacetate
Molecular Formula:   C24H26O8
Standard InCHIKey:  TYXVTGSQLKCKCF-FDTLDTTQSA-N
Standard InCHI:  InChI=1S/C24H26O8/c1-14(25)30-9-5-6-16-10-18-19(13-31-15(2)26)23(32-24(18)22(11-16)29-4)17-7-8-20(27)21(12-17)28-3/h5-8,10-12,19,23,27H,9,13H2,1-4H3/b6-5+/t19-,23+/m0/s1
Canonical SMILES:  COc1cc(/C=C/COC(=O)C)cc2c1O[C@@H]([C@H]2COC(=O)C)c1ccc(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
NPO30782 Brazilian propolis NA NA NA Brazil PMID[9677271]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT453 Cell Line HT-1080 Homo sapiens ED50 = 38.92 ug/ml 12350153
NPT2 Others Unspecified ED50 = 39.86 ug/ml 20171758

  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 NPC131971 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
0.9638 High Similarity NPC163898
0.9481 High Similarity NPC477939
0.9481 High Similarity NPC209985
0.9481 High Similarity NPC177160
0.9481 High Similarity NPC10737
0.9481 High Similarity NPC29799
0.9481 High Similarity NPC54743
0.9481 High Similarity NPC471988
0.9481 High Similarity NPC156502
0.9481 High Similarity NPC263367
0.9478 High Similarity NPC193026
0.9478 High Similarity NPC67247
0.9478 High Similarity NPC49603
0.9478 High Similarity NPC187616
0.9433 High Similarity NPC236166
0.9348 High Similarity NPC471414
0.9286 High Similarity NPC474444
0.9286 High Similarity NPC264706
0.9286 High Similarity NPC93433
0.9286 High Similarity NPC284881
0.9281 High Similarity NPC253878
0.927 High Similarity NPC281780
0.9259 High Similarity NPC26394
0.9241 High Similarity NPC115203
0.9209 High Similarity NPC87725
0.9209 High Similarity NPC263261
0.9185 High Similarity NPC230219
0.9143 High Similarity NPC67467
0.9091 High Similarity NPC31325
0.9091 High Similarity NPC213074
0.9091 High Similarity NPC275284
0.9091 High Similarity NPC224674
0.9091 High Similarity NPC193473
0.9091 High Similarity NPC15956
0.9091 High Similarity NPC114505
0.9054 High Similarity NPC228357
0.9044 High Similarity NPC18842
0.9037 High Similarity NPC241522
0.9037 High Similarity NPC257582
0.9037 High Similarity NPC92164
0.9037 High Similarity NPC187998
0.9037 High Similarity NPC64201
0.9037 High Similarity NPC242807
0.9037 High Similarity NPC77040
0.9037 High Similarity NPC174495
0.9037 High Similarity NPC153739
0.9037 High Similarity NPC145305
0.9037 High Similarity NPC42300
0.903 High Similarity NPC282703
0.903 High Similarity NPC11258
0.903 High Similarity NPC45774
0.903 High Similarity NPC184733
0.903 High Similarity NPC129570
0.903 High Similarity NPC128208
0.903 High Similarity NPC21867
0.9028 High Similarity NPC473408
0.9021 High Similarity NPC260397
0.9014 High Similarity NPC93323
0.9014 High Similarity NPC280092
0.9014 High Similarity NPC45257
0.9014 High Similarity NPC12641
0.9 High Similarity NPC160283
0.9 High Similarity NPC309124
0.9 High Similarity NPC254759
0.9 High Similarity NPC184797
0.8993 High Similarity NPC477938
0.8993 High Similarity NPC125495
0.8971 High Similarity NPC27843
0.8971 High Similarity NPC115207
0.8971 High Similarity NPC161557
0.8971 High Similarity NPC277804
0.8971 High Similarity NPC40432
0.8971 High Similarity NPC228346
0.8971 High Similarity NPC7171
0.8971 High Similarity NPC158079
0.8963 High Similarity NPC475875
0.8955 High Similarity NPC98745
0.8951 High Similarity NPC43508
0.8951 High Similarity NPC476301
0.8944 High Similarity NPC47633
0.8944 High Similarity NPC85264
0.8944 High Similarity NPC102044
0.8936 High Similarity NPC311530
0.8936 High Similarity NPC100675
0.8933 High Similarity NPC478269
0.8929 High Similarity NPC260741
0.8929 High Similarity NPC473739
0.8929 High Similarity NPC292882
0.8929 High Similarity NPC232164
0.8929 High Similarity NPC70682
0.8929 High Similarity NPC236306
0.8921 High Similarity NPC77861
0.8913 High Similarity NPC478085
0.8913 High Similarity NPC16485
0.8913 High Similarity NPC135127
0.8912 High Similarity NPC302610
0.8905 High Similarity NPC181049
0.8905 High Similarity NPC4940
0.8905 High Similarity NPC207400
0.8904 High Similarity NPC98624
0.8897 High Similarity NPC143483
0.8889 High Similarity NPC470084
0.8881 High Similarity NPC217635
0.8881 High Similarity NPC87883
0.8881 High Similarity NPC63879
0.8881 High Similarity NPC79429
0.8881 High Similarity NPC471667
0.8873 High Similarity NPC41782
0.8873 High Similarity NPC476356
0.8873 High Similarity NPC107161
0.8857 High Similarity NPC126206
0.8851 High Similarity NPC470769
0.8841 High Similarity NPC158331
0.8828 High Similarity NPC21776
0.8828 High Similarity NPC16269
0.8819 High Similarity NPC181615
0.8819 High Similarity NPC180953
0.8819 High Similarity NPC477702
0.8819 High Similarity NPC223185
0.8816 High Similarity NPC216916
0.8816 High Similarity NPC469889
0.8816 High Similarity NPC478267
0.8815 High Similarity NPC147821
0.8815 High Similarity NPC165045
0.8815 High Similarity NPC319625
0.8815 High Similarity NPC21563
0.8815 High Similarity NPC183181
0.8815 High Similarity NPC118533
0.8815 High Similarity NPC292056
0.8815 High Similarity NPC163332
0.8815 High Similarity NPC118787
0.8815 High Similarity NPC41706
0.8815 High Similarity NPC111247
0.8811 High Similarity NPC470950
0.8811 High Similarity NPC185307
0.8811 High Similarity NPC477616
0.8803 High Similarity NPC247291
0.8803 High Similarity NPC35216
0.8786 High Similarity NPC270456
0.8786 High Similarity NPC248727
0.8786 High Similarity NPC471664
0.8786 High Similarity NPC471665
0.8786 High Similarity NPC265433
0.8786 High Similarity NPC162659
0.8786 High Similarity NPC471719
0.8777 High Similarity NPC244983
0.8777 High Similarity NPC326095
0.8777 High Similarity NPC287745
0.8777 High Similarity NPC471942
0.8776 High Similarity NPC472710
0.8776 High Similarity NPC24425
0.8776 High Similarity NPC472709
0.8768 High Similarity NPC175067
0.8768 High Similarity NPC471505
0.8768 High Similarity NPC204215
0.8767 High Similarity NPC252402
0.8767 High Similarity NPC102934
0.8759 High Similarity NPC474054
0.8759 High Similarity NPC317053
0.8759 High Similarity NPC212890
0.8759 High Similarity NPC324492
0.875 High Similarity NPC129417
0.875 High Similarity NPC283995
0.875 High Similarity NPC473108
0.875 High Similarity NPC472968
0.875 High Similarity NPC470235
0.8741 High Similarity NPC204347
0.8741 High Similarity NPC253722
0.8741 High Similarity NPC475891
0.8741 High Similarity NPC31751
0.8741 High Similarity NPC59841
0.8741 High Similarity NPC206882
0.8741 High Similarity NPC178284
0.8741 High Similarity NPC2613
0.8741 High Similarity NPC253481
0.8741 High Similarity NPC191037
0.8741 High Similarity NPC58607
0.8732 High Similarity NPC55793
0.8732 High Similarity NPC27495
0.8732 High Similarity NPC259519
0.8725 High Similarity NPC473236
0.8725 High Similarity NPC61604
0.8725 High Similarity NPC245615
0.8725 High Similarity NPC299706
0.8725 High Similarity NPC115466
0.8716 High Similarity NPC475756
0.8714 High Similarity NPC134968
0.8714 High Similarity NPC165155
0.8714 High Similarity NPC256262
0.8714 High Similarity NPC126409
0.8714 High Similarity NPC470356
0.8714 High Similarity NPC101624
0.8714 High Similarity NPC94750
0.8714 High Similarity NPC112246
0.8714 High Similarity NPC141765
0.8714 High Similarity NPC99572
0.8714 High Similarity NPC184938
0.8714 High Similarity NPC135777
0.8714 High Similarity NPC112939
0.8714 High Similarity NPC473413

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC131971 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
0.8633 High Similarity NPD4060 Phase 1
0.8417 Intermediate Similarity NPD3027 Phase 3
0.8369 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.8369 Intermediate Similarity NPD1613 Approved
0.8323 Intermediate Similarity NPD6234 Discontinued
0.8214 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.8143 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.8143 Intermediate Similarity NPD2861 Phase 2
0.8117 Intermediate Similarity NPD37 Approved
0.8077 Intermediate Similarity NPD4965 Approved
0.8077 Intermediate Similarity NPD4966 Approved
0.8077 Intermediate Similarity NPD4967 Phase 2
0.8056 Intermediate Similarity NPD6355 Discontinued
0.8027 Intermediate Similarity NPD5762 Approved
0.8027 Intermediate Similarity NPD5763 Approved
0.7987 Intermediate Similarity NPD7199 Phase 2
0.7974 Intermediate Similarity NPD1653 Approved
0.7972 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7963 Intermediate Similarity NPD7228 Approved
0.7962 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7949 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7919 Intermediate Similarity NPD6674 Discontinued
0.7905 Intermediate Similarity NPD7266 Discontinued
0.7888 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7885 Intermediate Similarity NPD1934 Approved
0.7867 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7867 Intermediate Similarity NPD4110 Phase 3
0.7836 Intermediate Similarity NPD5283 Phase 1
0.7832 Intermediate Similarity NPD4908 Phase 1
0.78 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7785 Intermediate Similarity NPD6005 Phase 3
0.7785 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7785 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.7785 Intermediate Similarity NPD6002 Phase 3
0.7785 Intermediate Similarity NPD6004 Phase 3
0.7744 Intermediate Similarity NPD3818 Discontinued
0.774 Intermediate Similarity NPD3620 Phase 2
0.774 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7736 Intermediate Similarity NPD3882 Suspended
0.773 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7724 Intermediate Similarity NPD6798 Discontinued
0.7714 Intermediate Similarity NPD3705 Approved
0.7714 Intermediate Similarity NPD1610 Phase 2
0.7712 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7697 Intermediate Similarity NPD5844 Phase 1
0.7692 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7687 Intermediate Similarity NPD228 Approved
0.7673 Intermediate Similarity NPD3817 Phase 2
0.7655 Intermediate Similarity NPD7095 Approved
0.7654 Intermediate Similarity NPD8127 Discontinued
0.7635 Intermediate Similarity NPD6653 Approved
0.7632 Intermediate Similarity NPD4628 Phase 3
0.7622 Intermediate Similarity NPD6166 Phase 2
0.7622 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7622 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD4140 Approved
0.761 Intermediate Similarity NPD2801 Approved
0.761 Intermediate Similarity NPD8455 Phase 2
0.7607 Intermediate Similarity NPD6232 Discontinued
0.7606 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7603 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7593 Intermediate Similarity NPD5494 Approved
0.7584 Intermediate Similarity NPD7097 Phase 1
0.7578 Intermediate Similarity NPD7075 Discontinued
0.7576 Intermediate Similarity NPD7473 Discontinued
0.7571 Intermediate Similarity NPD4626 Approved
0.7568 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7568 Intermediate Similarity NPD5124 Phase 1
0.7552 Intermediate Similarity NPD8651 Approved
0.7551 Intermediate Similarity NPD6233 Phase 2
0.7548 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7545 Intermediate Similarity NPD7074 Phase 3
0.7537 Intermediate Similarity NPD3021 Approved
0.7537 Intermediate Similarity NPD3022 Approved
0.7535 Intermediate Similarity NPD1608 Approved
0.7534 Intermediate Similarity NPD4625 Phase 3
0.7533 Intermediate Similarity NPD7033 Discontinued
0.7533 Intermediate Similarity NPD5588 Approved
0.7532 Intermediate Similarity NPD6667 Approved
0.7532 Intermediate Similarity NPD6666 Approved
0.7532 Intermediate Similarity NPD5058 Phase 3
0.7518 Intermediate Similarity NPD3496 Discontinued
0.7517 Intermediate Similarity NPD3018 Phase 2
0.7516 Intermediate Similarity NPD6331 Phase 2
0.75 Intermediate Similarity NPD1558 Phase 1
0.75 Intermediate Similarity NPD5691 Approved
0.75 Intermediate Similarity NPD1465 Phase 2
0.7485 Intermediate Similarity NPD7054 Approved
0.7485 Intermediate Similarity NPD4666 Phase 3
0.7483 Intermediate Similarity NPD6032 Approved
0.7483 Intermediate Similarity NPD2438 Suspended
0.7483 Intermediate Similarity NPD2935 Discontinued
0.7468 Intermediate Similarity NPD6190 Approved
0.7467 Intermediate Similarity NPD4536 Approved
0.7467 Intermediate Similarity NPD4537 Clinical (unspecified phase)
0.7467 Intermediate Similarity NPD4538 Approved
0.7465 Intermediate Similarity NPD1611 Approved
0.7465 Intermediate Similarity NPD422 Phase 1
0.7465 Intermediate Similarity NPD1091 Approved
0.7464 Intermediate Similarity NPD7157 Approved
0.7456 Intermediate Similarity NPD7240 Approved
0.7456 Intermediate Similarity NPD6559 Discontinued
0.7451 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.744 Intermediate Similarity NPD7472 Approved
0.7431 Intermediate Similarity NPD6696 Suspended
0.7429 Intermediate Similarity NPD1548 Phase 1
0.7423 Intermediate Similarity NPD5709 Phase 3
0.7412 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7405 Intermediate Similarity NPD3687 Approved
0.7405 Intermediate Similarity NPD3686 Approved
0.7396 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7394 Intermediate Similarity NPD7229 Phase 3
0.7391 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD7819 Suspended
0.7389 Intermediate Similarity NPD7314 Clinical (unspecified phase)
0.7389 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7386 Intermediate Similarity NPD2424 Discontinued
0.7379 Intermediate Similarity NPD2797 Approved
0.7376 Intermediate Similarity NPD5585 Approved
0.7376 Intermediate Similarity NPD1357 Approved
0.7375 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7372 Intermediate Similarity NPD5535 Approved
0.7372 Intermediate Similarity NPD1511 Approved
0.7372 Intermediate Similarity NPD7843 Approved
0.7365 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7365 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7361 Intermediate Similarity NPD2983 Phase 2
0.7361 Intermediate Similarity NPD2982 Phase 2
0.7361 Intermediate Similarity NPD4749 Approved
0.7356 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7353 Intermediate Similarity NPD7685 Pre-registration
0.7338 Intermediate Similarity NPD6671 Approved
0.7338 Intermediate Similarity NPD1652 Phase 2
0.7333 Intermediate Similarity NPD2684 Approved
0.7333 Intermediate Similarity NPD4340 Discontinued
0.7333 Intermediate Similarity NPD5735 Approved
0.7329 Intermediate Similarity NPD6801 Discontinued
0.7325 Intermediate Similarity NPD7446 Clinical (unspecified phase)
0.7324 Intermediate Similarity NPD17 Approved
0.7324 Intermediate Similarity NPD1778 Approved
0.732 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.732 Intermediate Similarity NPD1375 Discontinued
0.7315 Intermediate Similarity NPD4062 Phase 3
0.7312 Intermediate Similarity NPD4380 Phase 2
0.731 Intermediate Similarity NPD1283 Approved
0.731 Intermediate Similarity NPD7549 Discontinued
0.7305 Intermediate Similarity NPD2489 Approved
0.7305 Intermediate Similarity NPD27 Approved
0.7305 Intermediate Similarity NPD4481 Phase 3
0.7303 Intermediate Similarity NPD5960 Phase 3
0.7303 Intermediate Similarity NPD2799 Discontinued
0.7294 Intermediate Similarity NPD6797 Phase 2
0.7292 Intermediate Similarity NPD2981 Phase 2
0.729 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7278 Intermediate Similarity NPD1512 Approved
0.7278 Intermediate Similarity NPD5261 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD5958 Discontinued
0.7267 Intermediate Similarity NPD7310 Approved
0.7267 Intermediate Similarity NPD7312 Approved
0.7267 Intermediate Similarity NPD2979 Phase 3
0.7267 Intermediate Similarity NPD7313 Approved
0.7267 Intermediate Similarity NPD7311 Approved
0.7259 Intermediate Similarity NPD290 Approved
0.7255 Intermediate Similarity NPD4476 Approved
0.7255 Intermediate Similarity NPD4477 Approved
0.7251 Intermediate Similarity NPD7251 Discontinued
0.7248 Intermediate Similarity NPD3268 Approved
0.7246 Intermediate Similarity NPD2969 Approved
0.7246 Intermediate Similarity NPD2970 Approved
0.7244 Intermediate Similarity NPD2677 Approved
0.7239 Intermediate Similarity NPD2563 Approved
0.7239 Intermediate Similarity NPD2560 Approved
0.7239 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7234 Intermediate Similarity NPD5536 Phase 2
0.7233 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7226 Intermediate Similarity NPD4237 Approved
0.7226 Intermediate Similarity NPD4236 Phase 3
0.7225 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7225 Intermediate Similarity NPD7309 Approved
0.7219 Intermediate Similarity NPD447 Suspended
0.7215 Intermediate Similarity NPD2533 Approved
0.7215 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7215 Intermediate Similarity NPD2532 Approved
0.7215 Intermediate Similarity NPD2534 Approved
0.7212 Intermediate Similarity NPD919 Approved
0.7209 Intermediate Similarity NPD7808 Phase 3
0.7208 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD7906 Approved
0.7195 Intermediate Similarity NPD7768 Phase 2
0.719 Intermediate Similarity NPD6028 Clinical (unspecified phase)
0.719 Intermediate Similarity NPD6029 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD4210 Discontinued
0.7186 Intermediate Similarity NPD3051 Approved
0.7179 Intermediate Similarity NPD3750 Approved
0.7179 Intermediate Similarity NPD8166 Discontinued
0.7179 Intermediate Similarity NPD7982 Clinical (unspecified phase)
0.7178 Intermediate Similarity NPD2978 Approved
0.7178 Intermediate Similarity NPD2977 Approved
0.7168 Intermediate Similarity NPD8312 Approved
0.7168 Intermediate Similarity NPD4577 Approved

Structure

External Identifiers

PubChem CID   44584272
ChEMBL   CHEMBL514122
ZINC  

Physicochemical Properties

Molecular Weight:  442.16
ALogP:  -0.7459
MLogP:  3.22
XLogP:  3.041
# Rotatable Bonds:  15
Polar Surface Area:  100.52
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  32

Download Data

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