Natural Product: NPC475348

Natural Product ID:  NPC475348
Common Name:   Iryantherin L
IUPAC Name:   1-[3-[(1S,2S,3R)-1,4-bis(4-hydroxyphenyl)-2,3-dimethylbutyl]-2,4-dihydroxy-6-methoxyphenyl]-3-(4-methoxyphenyl)propan-1-one
Synonyms:   Iryantherin L
Molecular Formula:   C35H38O7
Standard InCHIKey:  YMKNHLSWQAAXRA-WPLOMWCUSA-N
Standard InCHI:  InChI=1S/C35H38O7/c1-21(19-24-5-12-26(36)13-6-24)22(2)32(25-10-14-27(37)15-11-25)34-30(39)20-31(42-4)33(35(34)40)29(38)18-9-23-7-16-28(41-3)17-8-23/h5-8,10-17,20-22,32,36-37,39-40H,9,18-19H2,1-4H3/t21-,22+,32+/m1/s1
Canonical SMILES:  COc1cc(O)c(c(c1C(=O)CCc1ccc(cc1)OC)O)[C@@H]([C@H]([C@@H](Cc1ccc(cc1)O)C)C)c1ccc(cc1)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
NPO23925 Iryanthera megistophylla Species Myristicaceae Eukaryota PMID[12398535]
NPO2754 Iryanthera lancifolia Species Myristicaceae Eukaryota PMID[10579855]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Activity = 4.8 ug/ml 23538115
NPT1105 Organism Potato virus X Potato virus X Inhibition = 67 % 24900585

  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 NPC475348 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 NPC261271
0.9929 High Similarity NPC152233
0.9722 High Similarity NPC476553
0.9722 High Similarity NPC476551
0.9722 High Similarity NPC476552
0.9716 High Similarity NPC471524
0.9716 High Similarity NPC282957
0.9716 High Similarity NPC471473
0.9716 High Similarity NPC194949
0.9716 High Similarity NPC471523
0.9655 High Similarity NPC43345
0.9643 High Similarity NPC26238
0.9589 High Similarity NPC324447
0.9524 High Similarity NPC79375
0.9524 High Similarity NPC37253
0.9456 High Similarity NPC121568
0.9452 High Similarity NPC178484
0.9437 High Similarity NPC297600
0.9429 High Similarity NPC243528
0.9429 High Similarity NPC251681
0.9396 High Similarity NPC1796
0.9396 High Similarity NPC208258
0.9396 High Similarity NPC257166
0.9375 High Similarity NPC25844
0.9333 High Similarity NPC15815
0.9333 High Similarity NPC51247
0.9333 High Similarity NPC90497
0.9329 High Similarity NPC56049
0.9329 High Similarity NPC54830
0.9296 High Similarity NPC265178
0.9272 High Similarity NPC98023
0.9272 High Similarity NPC226462
0.9272 High Similarity NPC121647
0.9272 High Similarity NPC195136
0.9272 High Similarity NPC42965
0.9262 High Similarity NPC186227
0.9262 High Similarity NPC205026
0.9262 High Similarity NPC158027
0.9262 High Similarity NPC215203
0.9262 High Similarity NPC52611
0.9262 High Similarity NPC100049
0.9262 High Similarity NPC265624
0.9262 High Similarity NPC159707
0.9262 High Similarity NPC121649
0.9262 High Similarity NPC248739
0.9262 High Similarity NPC14606
0.9262 High Similarity NPC150908
0.9231 High Similarity NPC40118
0.9231 High Similarity NPC126534
0.9231 High Similarity NPC232021
0.9225 High Similarity NPC477956
0.922 High Similarity NPC255801
0.922 High Similarity NPC322301
0.922 High Similarity NPC153979
0.9214 High Similarity NPC13575
0.9205 High Similarity NPC105584
0.9195 High Similarity NPC72425
0.9195 High Similarity NPC71061
0.9195 High Similarity NPC194593
0.9195 High Similarity NPC290830
0.9195 High Similarity NPC303485
0.9184 High Similarity NPC3642
0.9172 High Similarity NPC271288
0.9161 High Similarity NPC48624
0.9161 High Similarity NPC172250
0.9161 High Similarity NPC215311
0.9161 High Similarity NPC144118
0.9161 High Similarity NPC80962
0.9161 High Similarity NPC11056
0.9161 High Similarity NPC204985
0.9161 High Similarity NPC219917
0.9161 High Similarity NPC213659
0.9161 High Similarity NPC259166
0.9161 High Similarity NPC326109
0.9155 High Similarity NPC21350
0.915 High Similarity NPC473012
0.9149 High Similarity NPC213603
0.9149 High Similarity NPC274109
0.9149 High Similarity NPC186838
0.9149 High Similarity NPC41461
0.9149 High Similarity NPC66349
0.9149 High Similarity NPC25287
0.9149 High Similarity NPC249606
0.9149 High Similarity NPC24394
0.9149 High Similarity NPC477243
0.9149 High Similarity NPC150399
0.9149 High Similarity NPC98115
0.9149 High Similarity NPC168105
0.9149 High Similarity NPC477244
0.9149 High Similarity NPC1486
0.9149 High Similarity NPC12165
0.9149 High Similarity NPC477242
0.9143 High Similarity NPC103842
0.9139 High Similarity NPC475184
0.9139 High Similarity NPC318527
0.9139 High Similarity NPC322459
0.9139 High Similarity NPC324358
0.9139 High Similarity NPC323627
0.9128 High Similarity NPC208011
0.9128 High Similarity NPC115601
0.9128 High Similarity NPC39154
0.9128 High Similarity NPC78324
0.9116 High Similarity NPC145467
0.9116 High Similarity NPC122894
0.911 High Similarity NPC477955
0.911 High Similarity NPC470132
0.911 High Similarity NPC109183
0.911 High Similarity NPC470131
0.911 High Similarity NPC470133
0.911 High Similarity NPC473078
0.911 High Similarity NPC470134
0.9097 High Similarity NPC268204
0.9097 High Similarity NPC55832
0.9097 High Similarity NPC282300
0.9097 High Similarity NPC469404
0.9097 High Similarity NPC26051
0.9097 High Similarity NPC52789
0.9097 High Similarity NPC14871
0.9091 High Similarity NPC473009
0.9091 High Similarity NPC472366
0.9091 High Similarity NPC283429
0.9091 High Similarity NPC295384
0.9085 High Similarity NPC472419
0.9085 High Similarity NPC301256
0.9085 High Similarity NPC312273
0.9085 High Similarity NPC317119
0.9079 High Similarity NPC55443
0.9079 High Similarity NPC18699
0.9078 High Similarity NPC131039
0.9078 High Similarity NPC156092
0.9073 High Similarity NPC69531
0.9073 High Similarity NPC192587
0.9073 High Similarity NPC32867
0.9071 High Similarity NPC144051
0.9071 High Similarity NPC294593
0.9071 High Similarity NPC159623
0.9071 High Similarity NPC28753
0.9071 High Similarity NPC82225
0.9071 High Similarity NPC18877
0.9071 High Similarity NPC204960
0.9071 High Similarity NPC20560
0.906 High Similarity NPC204561
0.906 High Similarity NPC222713
0.906 High Similarity NPC111112
0.906 High Similarity NPC317715
0.906 High Similarity NPC138299
0.906 High Similarity NPC67322
0.906 High Similarity NPC316960
0.906 High Similarity NPC78835
0.906 High Similarity NPC148945
0.906 High Similarity NPC309512
0.9054 High Similarity NPC473016
0.9054 High Similarity NPC288840
0.9054 High Similarity NPC329933
0.9054 High Similarity NPC291746
0.9054 High Similarity NPC132345
0.9048 High Similarity NPC308200
0.9041 High Similarity NPC39045
0.9041 High Similarity NPC328623
0.9041 High Similarity NPC235217
0.9041 High Similarity NPC470135
0.9041 High Similarity NPC476055
0.9041 High Similarity NPC473014
0.9041 High Similarity NPC470136
0.9032 High Similarity NPC473010
0.9028 High Similarity NPC253822
0.9028 High Similarity NPC159275
0.9028 High Similarity NPC241100
0.9028 High Similarity NPC101366
0.9021 High Similarity NPC472368
0.9013 High Similarity NPC271741
0.9013 High Similarity NPC287789
0.9007 High Similarity NPC226656
0.9007 High Similarity NPC66508
0.9007 High Similarity NPC66441
0.9007 High Similarity NPC134171
0.9007 High Similarity NPC286336
0.9007 High Similarity NPC300668
0.9007 High Similarity NPC182555
0.9 High Similarity NPC174086
0.8993 High Similarity NPC29777
0.8993 High Similarity NPC471115
0.8986 High Similarity NPC39195
0.898 High Similarity NPC228779
0.898 High Similarity NPC474161
0.898 High Similarity NPC285630
0.898 High Similarity NPC476088
0.898 High Similarity NPC127059
0.8974 High Similarity NPC251336
0.8973 High Similarity NPC51887
0.8973 High Similarity NPC166138
0.8973 High Similarity NPC107177
0.8973 High Similarity NPC117836
0.8973 High Similarity NPC106985
0.8973 High Similarity NPC475705
0.8973 High Similarity NPC77794
0.8973 High Similarity NPC278249
0.8973 High Similarity NPC85162
0.8973 High Similarity NPC11700
0.8973 High Similarity NPC223812

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475348 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
0.9262 High Similarity NPD8443 Clinical (unspecified phase)
0.8947 High Similarity NPD7768 Phase 2
0.8912 High Similarity NPD4378 Clinical (unspecified phase)
0.8912 High Similarity NPD7410 Clinical (unspecified phase)
0.8811 High Similarity NPD1510 Phase 2
0.8794 High Similarity NPD1240 Approved
0.879 High Similarity NPD7852 Clinical (unspecified phase)
0.8684 High Similarity NPD7411 Suspended
0.8671 High Similarity NPD1607 Approved
0.8618 High Similarity NPD4380 Phase 2
0.8599 High Similarity NPD6959 Discontinued
0.8571 High Similarity NPD7819 Suspended
0.8562 High Similarity NPD1550 Clinical (unspecified phase)
0.8562 High Similarity NPD1552 Clinical (unspecified phase)
0.8503 High Similarity NPD1549 Phase 2
0.85 High Similarity NPD7473 Discontinued
0.8452 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8414 Intermediate Similarity NPD6651 Approved
0.8408 Intermediate Similarity NPD7075 Discontinued
0.8367 Intermediate Similarity NPD2796 Approved
0.8344 Intermediate Similarity NPD7390 Discontinued
0.8333 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8313 Intermediate Similarity NPD6232 Discontinued
0.8291 Intermediate Similarity NPD3749 Approved
0.8255 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.82 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.8171 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8153 Intermediate Similarity NPD1934 Approved
0.8146 Intermediate Similarity NPD3750 Approved
0.8138 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.8121 Intermediate Similarity NPD2935 Discontinued
0.8105 Intermediate Similarity NPD1511 Approved
0.8101 Intermediate Similarity NPD2801 Approved
0.8098 Intermediate Similarity NPD6166 Phase 2
0.8098 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8098 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8079 Intermediate Similarity NPD2800 Approved
0.8063 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8054 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.8038 Intermediate Similarity NPD6801 Discontinued
0.8 Intermediate Similarity NPD4908 Phase 1
0.8 Intermediate Similarity NPD1512 Approved
0.7987 Intermediate Similarity NPD6799 Approved
0.7963 Intermediate Similarity NPD5494 Approved
0.7962 Intermediate Similarity NPD7458 Discontinued
0.7935 Intermediate Similarity NPD2532 Approved
0.7935 Intermediate Similarity NPD2533 Approved
0.7935 Intermediate Similarity NPD2534 Approved
0.7933 Intermediate Similarity NPD2799 Discontinued
0.7911 Intermediate Similarity NPD6599 Discontinued
0.7908 Intermediate Similarity NPD7003 Approved
0.7891 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7888 Intermediate Similarity NPD3882 Suspended
0.7881 Intermediate Similarity NPD5405 Approved
0.7881 Intermediate Similarity NPD5408 Approved
0.7881 Intermediate Similarity NPD5404 Approved
0.7881 Intermediate Similarity NPD5406 Approved
0.787 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7862 Intermediate Similarity NPD2798 Approved
0.7829 Intermediate Similarity NPD2344 Approved
0.7815 Intermediate Similarity NPD3748 Approved
0.7798 Intermediate Similarity NPD7074 Phase 3
0.7792 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7763 Intermediate Similarity NPD6099 Approved
0.7763 Intermediate Similarity NPD1551 Phase 2
0.7763 Intermediate Similarity NPD6100 Approved
0.7738 Intermediate Similarity NPD7054 Approved
0.7738 Intermediate Similarity NPD5844 Phase 1
0.7727 Intermediate Similarity NPD1243 Approved
0.7716 Intermediate Similarity NPD3817 Phase 2
0.7692 Intermediate Similarity NPD7472 Approved
0.7667 Intermediate Similarity NPD943 Approved
0.7661 Intermediate Similarity NPD7808 Phase 3
0.7647 Intermediate Similarity NPD5953 Discontinued
0.7647 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7633 Intermediate Similarity NPD7286 Phase 2
0.7628 Intermediate Similarity NPD2309 Approved
0.7625 Intermediate Similarity NPD3226 Approved
0.7616 Intermediate Similarity NPD8312 Approved
0.7616 Intermediate Similarity NPD8313 Approved
0.7614 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.761 Intermediate Similarity NPD5403 Approved
0.761 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.761 Intermediate Similarity NPD920 Approved
0.7602 Intermediate Similarity NPD6559 Discontinued
0.7602 Intermediate Similarity NPD7251 Discontinued
0.76 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.758 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7574 Intermediate Similarity NPD3818 Discontinued
0.7564 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7544 Intermediate Similarity NPD6797 Phase 2
0.7542 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7533 Intermediate Similarity NPD3268 Approved
0.7533 Intermediate Similarity NPD2313 Discontinued
0.7528 Intermediate Similarity NPD4360 Phase 2
0.7528 Intermediate Similarity NPD4363 Phase 3
0.7517 Intermediate Similarity NPD1201 Approved
0.7517 Intermediate Similarity NPD1610 Phase 2
0.75 Intermediate Similarity NPD2654 Approved
0.7484 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7484 Intermediate Similarity NPD5401 Approved
0.7484 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7484 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7466 Intermediate Similarity NPD3972 Approved
0.7452 Intermediate Similarity NPD4628 Phase 3
0.744 Intermediate Similarity NPD7229 Phase 3
0.7439 Intermediate Similarity NPD8455 Phase 2
0.7432 Intermediate Similarity NPD1203 Approved
0.7432 Intermediate Similarity NPD2797 Approved
0.7432 Intermediate Similarity NPD1470 Approved
0.7417 Intermediate Similarity NPD3764 Approved
0.7407 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.74 Intermediate Similarity NPD6832 Phase 2
0.7396 Intermediate Similarity NPD3926 Phase 2
0.7394 Intermediate Similarity NPD5402 Approved
0.7389 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7389 Intermediate Similarity NPD4361 Phase 2
0.7372 Intermediate Similarity NPD2346 Discontinued
0.7356 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7337 Intermediate Similarity NPD5710 Approved
0.7337 Intermediate Similarity NPD5711 Approved
0.7317 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7315 Intermediate Similarity NPD1164 Approved
0.7312 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7303 Intermediate Similarity NPD4287 Approved
0.7287 Intermediate Similarity NPD8151 Discontinued
0.7279 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD5124 Phase 1
0.7273 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD7177 Discontinued
0.7262 Intermediate Similarity NPD919 Approved
0.7258 Intermediate Similarity NPD7870 Phase 2
0.7258 Intermediate Similarity NPD7871 Phase 2
0.7248 Intermediate Similarity NPD1876 Approved
0.7244 Intermediate Similarity NPD7033 Discontinued
0.7241 Intermediate Similarity NPD1548 Phase 1
0.7237 Intermediate Similarity NPD4625 Phase 3
0.723 Intermediate Similarity NPD9717 Approved
0.723 Intermediate Similarity NPD1608 Approved
0.7229 Intermediate Similarity NPD1465 Phase 2
0.7222 Intermediate Similarity NPD9493 Approved
0.7204 Intermediate Similarity NPD7697 Approved
0.7204 Intermediate Similarity NPD7698 Approved
0.7204 Intermediate Similarity NPD7696 Phase 3
0.72 Intermediate Similarity NPD3267 Approved
0.72 Intermediate Similarity NPD3266 Approved
0.7191 Intermediate Similarity NPD8150 Discontinued
0.7186 Intermediate Similarity NPD4288 Approved
0.7176 Intermediate Similarity NPD1247 Approved
0.7176 Intermediate Similarity NPD7199 Phase 2
0.7169 Intermediate Similarity NPD37 Approved
0.7169 Intermediate Similarity NPD7577 Discontinued
0.7168 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7162 Intermediate Similarity NPD422 Phase 1
0.7152 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD6776 Approved
0.7135 Intermediate Similarity NPD6779 Approved
0.7135 Intermediate Similarity NPD6781 Approved
0.7135 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD6777 Approved
0.7135 Intermediate Similarity NPD6778 Approved
0.7135 Intermediate Similarity NPD6780 Approved
0.7135 Intermediate Similarity NPD6782 Approved
0.7134 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7134 Intermediate Similarity NPD4308 Phase 3
0.7133 Intermediate Similarity NPD1283 Approved
0.7133 Intermediate Similarity NPD3225 Approved
0.7123 Intermediate Similarity NPD9545 Approved
0.7117 Intermediate Similarity NPD6273 Approved
0.7112 Intermediate Similarity NPD7435 Discontinued
0.7093 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7086 Intermediate Similarity NPD1729 Discontinued
0.7083 Intermediate Similarity NPD2296 Approved
0.7078 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7078 Intermediate Similarity NPD6798 Discontinued
0.7075 Intermediate Similarity NPD1651 Approved
0.7075 Intermediate Similarity NPD4196 Clinical (unspecified phase)
0.7067 Intermediate Similarity NPD4749 Approved
0.7067 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD6234 Discontinued
0.7055 Intermediate Similarity NPD7447 Phase 1
0.7053 Intermediate Similarity NPD7701 Phase 2
0.7051 Intermediate Similarity NPD230 Phase 1
0.7051 Intermediate Similarity NPD6355 Discontinued
0.7041 Intermediate Similarity NPD4967 Phase 2
0.7041 Intermediate Similarity NPD4965 Approved
0.7041 Intermediate Similarity NPD4966 Approved
0.7039 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7035 Intermediate Similarity NPD3787 Discontinued
0.7031 Intermediate Similarity NPD7801 Approved
0.7027 Intermediate Similarity NPD17 Approved
0.7024 Intermediate Similarity NPD5760 Phase 2
0.7024 Intermediate Similarity NPD5761 Phase 2
0.7019 Intermediate Similarity NPD8166 Discontinued
0.7013 Intermediate Similarity NPD3027 Phase 3
0.7 Intermediate Similarity NPD8434 Phase 2
0.7 Intermediate Similarity NPD7584 Approved
0.6994 Remote Similarity NPD8051 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   10053760
ChEMBL   CHEMBL503892
ZINC  

Physicochemical Properties

Molecular Weight:  570.26
ALogP:  -1.5249
MLogP:  4.54
XLogP:  8.277
# Rotatable Bonds:  20
Polar Surface Area:  116.45
# H-Bond Aceptor:  1
# H-Bond Donor:  4
# Rings:  4
# Heavy Atoms:  42

Download Data

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