Natural Product: NPC470355

Natural Product ID:  NPC470355
Common Name:   Broussonone A
IUPAC Name:   4-hydroxy-4-[3-(4-hydroxyphenyl)propyl]-3-methoxycyclohexa-2,5-dien-1-one
Synonyms:   broussonone A
Molecular Formula:   C16H18O4
Standard InCHIKey:  NJYVKQKWDWFJQQ-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C16H18O4/c1-20-15-11-14(18)8-10-16(15,19)9-2-3-12-4-6-13(17)7-5-12/h4-8,10-11,17,19H,2-3,9H2,1H3
Canonical SMILES:  COC1=CC(=O)C=CC1(O)CCCc1ccc(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
NPO33390 broussonetia kanzinoki Species Moraceae Eukaryota PMID[22450131]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT520 Cell Line 3T3-L1 Mus musculus Activity = 66 % DrugMatrix in vivo data: Hematology
NPT1120 Individual Protein Pancreatic triacylglycerol lipase Sus scrofa Inhibition = 71.9 % 10785421
NPT1120 Individual Protein Pancreatic triacylglycerol lipase Sus scrofa IC50 = 28400 nM 26238320

  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 NPC470355 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
0.8957 High Similarity NPC139171
0.8679 High Similarity NPC135784
0.8673 High Similarity NPC325646
0.8673 High Similarity NPC28951
0.8571 High Similarity NPC130193
0.8559 High Similarity NPC297657
0.8476 Intermediate Similarity NPC201967
0.8475 Intermediate Similarity NPC286573
0.8447 Intermediate Similarity NPC181709
0.8421 Intermediate Similarity NPC23402
0.8378 Intermediate Similarity NPC88141
0.8333 Intermediate Similarity NPC68269
0.8305 Intermediate Similarity NPC189844
0.8305 Intermediate Similarity NPC109083
0.8305 Intermediate Similarity NPC269843
0.8305 Intermediate Similarity NPC60962
0.8305 Intermediate Similarity NPC224814
0.8305 Intermediate Similarity NPC14007
0.8304 Intermediate Similarity NPC222905
0.8304 Intermediate Similarity NPC183700
0.8286 Intermediate Similarity NPC26244
0.8273 Intermediate Similarity NPC70843
0.8273 Intermediate Similarity NPC29989
0.8273 Intermediate Similarity NPC69332
0.8273 Intermediate Similarity NPC95178
0.8257 Intermediate Similarity NPC79672
0.8257 Intermediate Similarity NPC52087
0.8241 Intermediate Similarity NPC471578
0.8241 Intermediate Similarity NPC101025
0.8241 Intermediate Similarity NPC472585
0.8226 Intermediate Similarity NPC172673
0.8214 Intermediate Similarity NPC471954
0.8214 Intermediate Similarity NPC75272
0.8208 Intermediate Similarity NPC473388
0.8205 Intermediate Similarity NPC309434
0.8205 Intermediate Similarity NPC203124
0.819 Intermediate Similarity NPC19290
0.819 Intermediate Similarity NPC61062
0.819 Intermediate Similarity NPC277394
0.819 Intermediate Similarity NPC299252
0.819 Intermediate Similarity NPC151715
0.8182 Intermediate Similarity NPC243677
0.8182 Intermediate Similarity NPC127676
0.8182 Intermediate Similarity NPC303141
0.8175 Intermediate Similarity NPC327410
0.8174 Intermediate Similarity NPC285350
0.8158 Intermediate Similarity NPC51698
0.8158 Intermediate Similarity NPC228988
0.8155 Intermediate Similarity NPC242240
0.8155 Intermediate Similarity NPC280347
0.8155 Intermediate Similarity NPC177420
0.8155 Intermediate Similarity NPC123273
0.8155 Intermediate Similarity NPC318325
0.8151 Intermediate Similarity NPC470848
0.8151 Intermediate Similarity NPC470849
0.8148 Intermediate Similarity NPC253746
0.8145 Intermediate Similarity NPC304622
0.8142 Intermediate Similarity NPC63345
0.8136 Intermediate Similarity NPC141791
0.8136 Intermediate Similarity NPC263386
0.813 Intermediate Similarity NPC123722
0.813 Intermediate Similarity NPC151167
0.813 Intermediate Similarity NPC276466
0.813 Intermediate Similarity NPC5018
0.813 Intermediate Similarity NPC123228
0.812 Intermediate Similarity NPC145023
0.812 Intermediate Similarity NPC280001
0.812 Intermediate Similarity NPC175799
0.812 Intermediate Similarity NPC200988
0.812 Intermediate Similarity NPC610
0.8113 Intermediate Similarity NPC286006
0.8108 Intermediate Similarity NPC188677
0.8108 Intermediate Similarity NPC113457
0.8099 Intermediate Similarity NPC229084
0.8099 Intermediate Similarity NPC106659
0.8099 Intermediate Similarity NPC257976
0.8099 Intermediate Similarity NPC242372
0.8099 Intermediate Similarity NPC164778
0.8099 Intermediate Similarity NPC160900
0.8099 Intermediate Similarity NPC4181
0.8099 Intermediate Similarity NPC18984
0.8099 Intermediate Similarity NPC14141
0.8095 Intermediate Similarity NPC239302
0.8091 Intermediate Similarity NPC261573
0.8091 Intermediate Similarity NPC8931
0.8091 Intermediate Similarity NPC120693
0.8083 Intermediate Similarity NPC251259
0.8077 Intermediate Similarity NPC55561
0.8073 Intermediate Similarity NPC91461
0.8073 Intermediate Similarity NPC7686
0.8073 Intermediate Similarity NPC40258
0.807 Intermediate Similarity NPC226250
0.807 Intermediate Similarity NPC139946
0.8065 Intermediate Similarity NPC469930
0.8058 Intermediate Similarity NPC25493
0.8058 Intermediate Similarity NPC113460
0.8056 Intermediate Similarity NPC92730
0.8056 Intermediate Similarity NPC78119
0.8056 Intermediate Similarity NPC216468
0.8056 Intermediate Similarity NPC51333
0.8056 Intermediate Similarity NPC132078
0.8053 Intermediate Similarity NPC95172
0.8053 Intermediate Similarity NPC79543
0.8053 Intermediate Similarity NPC254833
0.8053 Intermediate Similarity NPC228343
0.8051 Intermediate Similarity NPC86198
0.8051 Intermediate Similarity NPC470626
0.8049 Intermediate Similarity NPC90128
0.8049 Intermediate Similarity NPC120225
0.8049 Intermediate Similarity NPC84076
0.8049 Intermediate Similarity NPC213552
0.8049 Intermediate Similarity NPC179777
0.8049 Intermediate Similarity NPC303680
0.8037 Intermediate Similarity NPC292730
0.8037 Intermediate Similarity NPC82664
0.8037 Intermediate Similarity NPC216520
0.8037 Intermediate Similarity NPC132271
0.8036 Intermediate Similarity NPC260952
0.8034 Intermediate Similarity NPC281277
0.8034 Intermediate Similarity NPC268317
0.8033 Intermediate Similarity NPC20443
0.8033 Intermediate Similarity NPC60517
0.8033 Intermediate Similarity NPC474766
0.8033 Intermediate Similarity NPC146886
0.8033 Intermediate Similarity NPC312404
0.8033 Intermediate Similarity NPC273686
0.8019 Intermediate Similarity NPC27323
0.8019 Intermediate Similarity NPC473347
0.8019 Intermediate Similarity NPC316301
0.8019 Intermediate Similarity NPC81010
0.8019 Intermediate Similarity NPC32977
0.8018 Intermediate Similarity NPC154899
0.8018 Intermediate Similarity NPC233396
0.8017 Intermediate Similarity NPC327070
0.8017 Intermediate Similarity NPC33749
0.8017 Intermediate Similarity NPC164947
0.8017 Intermediate Similarity NPC114144
0.8017 Intermediate Similarity NPC86900
0.8017 Intermediate Similarity NPC328593
0.8017 Intermediate Similarity NPC261453
0.8017 Intermediate Similarity NPC114298
0.8 Intermediate Similarity NPC131868
0.8 Intermediate Similarity NPC304541
0.8 Intermediate Similarity NPC45040
0.8 Intermediate Similarity NPC304638
0.8 Intermediate Similarity NPC62351
0.8 Intermediate Similarity NPC196479
0.8 Intermediate Similarity NPC158949
0.8 Intermediate Similarity NPC270547
0.8 Intermediate Similarity NPC470202
0.8 Intermediate Similarity NPC98305
0.7984 Intermediate Similarity NPC470733
0.7984 Intermediate Similarity NPC473993
0.7983 Intermediate Similarity NPC70084
0.7983 Intermediate Similarity NPC470215
0.7983 Intermediate Similarity NPC109371
0.7983 Intermediate Similarity NPC470214
0.7982 Intermediate Similarity NPC21162
0.7982 Intermediate Similarity NPC226401
0.7982 Intermediate Similarity NPC120982
0.7982 Intermediate Similarity NPC44732
0.7982 Intermediate Similarity NPC147634
0.7982 Intermediate Similarity NPC471535
0.7982 Intermediate Similarity NPC79793
0.7982 Intermediate Similarity NPC213730
0.7982 Intermediate Similarity NPC174096
0.7981 Intermediate Similarity NPC258219
0.7967 Intermediate Similarity NPC289459
0.7967 Intermediate Similarity NPC53305
0.7967 Intermediate Similarity NPC257589
0.7966 Intermediate Similarity NPC122117
0.7966 Intermediate Similarity NPC293619
0.7965 Intermediate Similarity NPC470039
0.7965 Intermediate Similarity NPC206341
0.7965 Intermediate Similarity NPC75440
0.7965 Intermediate Similarity NPC317305
0.7965 Intermediate Similarity NPC201959
0.7963 Intermediate Similarity NPC225464
0.7963 Intermediate Similarity NPC260000
0.7961 Intermediate Similarity NPC23167
0.7951 Intermediate Similarity NPC163083
0.7949 Intermediate Similarity NPC233669
0.7949 Intermediate Similarity NPC296526
0.7949 Intermediate Similarity NPC474967
0.7949 Intermediate Similarity NPC322197
0.7946 Intermediate Similarity NPC1075
0.7946 Intermediate Similarity NPC19149
0.7946 Intermediate Similarity NPC1786
0.7946 Intermediate Similarity NPC135464
0.7946 Intermediate Similarity NPC477814
0.7946 Intermediate Similarity NPC92623
0.7946 Intermediate Similarity NPC294902
0.7944 Intermediate Similarity NPC274678
0.7934 Intermediate Similarity NPC201777
0.7934 Intermediate Similarity NPC147654
0.7931 Intermediate Similarity NPC95381
0.7928 Intermediate Similarity NPC471511
0.7925 Intermediate Similarity NPC210497
0.7925 Intermediate Similarity NPC147284
0.7925 Intermediate Similarity NPC306884

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC470355 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
0.8286 Intermediate Similarity NPD2860 Approved
0.8286 Intermediate Similarity NPD2859 Approved
0.8224 Intermediate Similarity NPD3020 Approved
0.819 Intermediate Similarity NPD2934 Approved
0.819 Intermediate Similarity NPD2933 Approved
0.8099 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.8053 Intermediate Similarity NPD3022 Approved
0.8053 Intermediate Similarity NPD3021 Approved
0.8019 Intermediate Similarity NPD1432 Clinical (unspecified phase)
0.7807 Intermediate Similarity NPD2684 Approved
0.7759 Intermediate Similarity NPD228 Approved
0.7719 Intermediate Similarity NPD1358 Approved
0.7692 Intermediate Similarity NPD7843 Approved
0.767 Intermediate Similarity NPD111 Approved
0.7667 Intermediate Similarity NPD5536 Phase 2
0.7647 Intermediate Similarity NPD7157 Approved
0.7615 Intermediate Similarity NPD844 Approved
0.7589 Intermediate Similarity NPD846 Approved
0.7589 Intermediate Similarity NPD940 Approved
0.748 Intermediate Similarity NPD2932 Approved
0.748 Intermediate Similarity NPD4626 Approved
0.7479 Intermediate Similarity NPD5283 Phase 1
0.7479 Intermediate Similarity NPD2229 Approved
0.7479 Intermediate Similarity NPD2228 Approved
0.7479 Intermediate Similarity NPD2234 Approved
0.7479 Intermediate Similarity NPD1241 Discontinued
0.7478 Intermediate Similarity NPD3134 Approved
0.7455 Intermediate Similarity NPD1809 Phase 2
0.7431 Intermediate Similarity NPD845 Approved
0.7405 Intermediate Similarity NPD4060 Phase 1
0.7387 Intermediate Similarity NPD288 Approved
0.7355 Intermediate Similarity NPD6671 Approved
0.7345 Intermediate Similarity NPD289 Clinical (unspecified phase)
0.7345 Intermediate Similarity NPD3028 Approved
0.7339 Intermediate Similarity NPD3019 Approved
0.7308 Intermediate Similarity NPD3027 Phase 3
0.7308 Intermediate Similarity NPD7095 Approved
0.7299 Intermediate Similarity NPD8166 Discontinued
0.7288 Intermediate Similarity NPD4750 Phase 3
0.728 Intermediate Similarity NPD3847 Discontinued
0.7279 Intermediate Similarity NPD2424 Discontinued
0.7258 Intermediate Similarity NPD4196 Clinical (unspecified phase)
0.725 Intermediate Similarity NPD5535 Approved
0.7244 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD3092 Approved
0.7206 Intermediate Similarity NPD7266 Discontinued
0.72 Intermediate Similarity NPD2667 Approved
0.72 Intermediate Similarity NPD2668 Approved
0.7193 Intermediate Similarity NPD1242 Phase 1
0.7177 Intermediate Similarity NPD9545 Approved
0.7177 Intermediate Similarity NPD3091 Approved
0.7174 Intermediate Similarity NPD4628 Phase 3
0.7167 Intermediate Similarity NPD6124 Clinical (unspecified phase)
0.7165 Intermediate Similarity NPD3972 Approved
0.7154 Intermediate Similarity NPD9494 Approved
0.7154 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD3496 Discontinued
0.7143 Intermediate Similarity NPD5451 Approved
0.7132 Intermediate Similarity NPD2935 Discontinued
0.7132 Intermediate Similarity NPD3094 Phase 2
0.7131 Intermediate Similarity NPD690 Clinical (unspecified phase)
0.7121 Intermediate Similarity NPD3764 Approved
0.7121 Intermediate Similarity NPD6798 Discontinued
0.712 Intermediate Similarity NPD5691 Approved
0.7119 Intermediate Similarity NPD290 Approved
0.7119 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.709 Intermediate Similarity NPD6355 Discontinued
0.7087 Intermediate Similarity NPD422 Phase 1
0.7073 Intermediate Similarity NPD4198 Discontinued
0.7063 Intermediate Similarity NPD4059 Approved
0.7063 Intermediate Similarity NPD5846 Approved
0.7063 Intermediate Similarity NPD6516 Phase 2
0.7054 Intermediate Similarity NPD8651 Approved
0.7054 Intermediate Similarity NPD1876 Approved
0.7049 Intermediate Similarity NPD7159 Clinical (unspecified phase)
0.7034 Intermediate Similarity NPD1444 Approved
0.7034 Intermediate Similarity NPD1445 Approved
0.7034 Intermediate Similarity NPD968 Approved
0.7023 Intermediate Similarity NPD5736 Approved
0.7016 Intermediate Similarity NPD9493 Approved
0.7015 Intermediate Similarity NPD1240 Approved
0.7015 Intermediate Similarity NPD943 Approved
0.7009 Intermediate Similarity NPD9608 Approved
0.7009 Intermediate Similarity NPD9610 Approved
0.7 Intermediate Similarity NPD987 Approved
0.7 Intermediate Similarity NPD1792 Phase 2
0.6984 Remote Similarity NPD1651 Approved
0.6977 Remote Similarity NPD6583 Phase 3
0.6977 Remote Similarity NPD6582 Phase 2
0.697 Remote Similarity NPD4908 Phase 1
0.6967 Remote Similarity NPD821 Approved
0.6967 Remote Similarity NPD9379 Approved
0.6967 Remote Similarity NPD7635 Approved
0.6967 Remote Similarity NPD9377 Approved
0.6963 Remote Similarity NPD4340 Discontinued
0.6947 Remote Similarity NPD6584 Phase 3
0.6947 Remote Similarity NPD2798 Approved
0.694 Remote Similarity NPD4062 Phase 3
0.694 Remote Similarity NPD6233 Phase 2
0.6935 Remote Similarity NPD256 Approved
0.6935 Remote Similarity NPD255 Approved
0.6934 Remote Similarity NPD1510 Phase 2
0.6934 Remote Similarity NPD2799 Discontinued
0.6929 Remote Similarity NPD5238 Clinical (unspecified phase)
0.6929 Remote Similarity NPD3095 Discontinued
0.6917 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6912 Remote Similarity NPD1607 Approved
0.6899 Remote Similarity NPD2232 Approved
0.6899 Remote Similarity NPD2233 Approved
0.6899 Remote Similarity NPD2230 Approved
0.6894 Remote Similarity NPD4208 Discontinued
0.6889 Remote Similarity NPD825 Approved
0.6889 Remote Similarity NPD826 Approved
0.6889 Remote Similarity NPD3620 Phase 2
0.6889 Remote Similarity NPD3619 Clinical (unspecified phase)
0.6879 Remote Similarity NPD6190 Approved
0.6879 Remote Similarity NPD2354 Approved
0.6875 Remote Similarity NPD3026 Approved
0.6875 Remote Similarity NPD3023 Approved
0.687 Remote Similarity NPD1470 Approved
0.687 Remote Similarity NPD2797 Approved
0.687 Remote Similarity NPD4339 Clinical (unspecified phase)
0.687 Remote Similarity NPD1164 Approved
0.6866 Remote Similarity NPD4907 Clinical (unspecified phase)
0.6866 Remote Similarity NPD3268 Approved
0.6864 Remote Similarity NPD1237 Approved
0.6861 Remote Similarity NPD7097 Phase 1
0.686 Remote Similarity NPD9380 Clinical (unspecified phase)
0.6857 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6855 Remote Similarity NPD2629 Approved
0.685 Remote Similarity NPD1357 Approved
0.685 Remote Similarity NPD4093 Discontinued
0.685 Remote Similarity NPD3024 Approved
0.685 Remote Similarity NPD3025 Approved
0.6849 Remote Similarity NPD4380 Phase 2
0.6846 Remote Similarity NPD4749 Approved
0.6842 Remote Similarity NPD1529 Clinical (unspecified phase)
0.6835 Remote Similarity NPD2344 Approved
0.6833 Remote Similarity NPD2342 Discontinued
0.6822 Remote Similarity NPD1201 Approved
0.6822 Remote Similarity NPD1535 Discovery
0.6822 Remote Similarity NPD1610 Phase 2
0.6818 Remote Similarity NPD258 Approved
0.6818 Remote Similarity NPD257 Approved
0.6818 Remote Similarity NPD4624 Approved
0.6815 Remote Similarity NPD2674 Phase 3
0.6815 Remote Similarity NPD6663 Approved
0.6814 Remote Similarity NPD5122 Clinical (unspecified phase)
0.6812 Remote Similarity NPD3299 Clinical (unspecified phase)
0.6809 Remote Similarity NPD3750 Approved
0.6807 Remote Similarity NPD9697 Approved
0.6803 Remote Similarity NPD4141 Clinical (unspecified phase)
0.6803 Remote Similarity NPD9280 Clinical (unspecified phase)
0.6797 Remote Similarity NPD4589 Approved
0.6794 Remote Similarity NPD1283 Approved
0.6783 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6781 Remote Similarity NPD7458 Discontinued
0.678 Remote Similarity NPD6647 Phase 2
0.6777 Remote Similarity NPD74 Approved
0.6777 Remote Similarity NPD9266 Approved
0.6772 Remote Similarity NPD5303 Approved
0.6772 Remote Similarity NPD1894 Discontinued
0.6772 Remote Similarity NPD5304 Approved
0.6772 Remote Similarity NPD1548 Phase 1
0.6769 Remote Similarity NPD1481 Phase 2
0.6767 Remote Similarity NPD2861 Phase 2
0.6767 Remote Similarity NPD1530 Clinical (unspecified phase)
0.6765 Remote Similarity NPD5837 Clinical (unspecified phase)
0.6765 Remote Similarity NPD1612 Clinical (unspecified phase)
0.6765 Remote Similarity NPD1613 Approved
0.6754 Remote Similarity NPD9296 Approved
0.6746 Remote Similarity NPD694 Clinical (unspecified phase)
0.6742 Remote Similarity NPD4104 Clinical (unspecified phase)
0.6742 Remote Similarity NPD3053 Approved
0.6742 Remote Similarity NPD4103 Phase 2
0.6742 Remote Similarity NPD3055 Approved
0.6739 Remote Similarity NPD4536 Approved
0.6739 Remote Similarity NPD4537 Clinical (unspecified phase)
0.6739 Remote Similarity NPD4538 Approved
0.6736 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6735 Remote Similarity NPD7028 Phase 2
0.672 Remote Similarity NPD475 Phase 2
0.6718 Remote Similarity NPD1755 Approved
0.6718 Remote Similarity NPD3676 Clinical (unspecified phase)
0.6718 Remote Similarity NPD4659 Approved
0.6718 Remote Similarity NPD3685 Discontinued
0.6716 Remote Similarity NPD4207 Discontinued
0.6715 Remote Similarity NPD5124 Phase 1
0.6715 Remote Similarity NPD230 Phase 1
0.6715 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6694 Remote Similarity NPD9263 Approved
0.6694 Remote Similarity NPD9264 Approved
0.6694 Remote Similarity NPD9267 Approved
0.6693 Remote Similarity NPD856 Approved
0.6693 Remote Similarity NPD16 Approved
0.6692 Remote Similarity NPD5647 Approved
0.6692 Remote Similarity NPD5350 Clinical (unspecified phase)
0.6692 Remote Similarity NPD1091 Approved
0.6692 Remote Similarity NPD5351 Clinical (unspecified phase)
0.6691 Remote Similarity NPD259 Phase 1

Structure

External Identifiers

PubChem CID   57404243
ChEMBL   CHEMBL2017114
ZINC  

Physicochemical Properties

Molecular Weight:  274.12
ALogP:  -1.2157
MLogP:  2.78
XLogP:  2.448
# Rotatable Bonds:  8
Polar Surface Area:  66.76
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  20

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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