Natural Product: NPC46736

Natural Product ID:  NPC46736
Common Name:   Ugonin J
IUPAC Name:   2-(3,4-dihydroxyphenyl)-6-[[(1S)-2,2-dimethyl-6-methylidenecyclohexyl]methyl]-5,7-dihydroxychromen-4-one
Synonyms:   Ugonin J
Molecular Formula:   C25H26O6
Standard InCHIKey:  VCPZVNMTXCALPA-MRXNPFEDSA-N
Standard InCHI:  InChI=1S/C25H26O6/c1-13-5-4-8-25(2,3)16(13)10-15-18(27)11-22-23(24(15)30)20(29)12-21(31-22)14-6-7-17(26)19(28)9-14/h6-7,9,11-12,16,26-28,30H,1,4-5,8,10H2,2-3H3/t16-/m1/s1
Canonical SMILES:  C=C1CCCC([C@@H]1Cc1c(O)cc2c(c1O)c(=O)cc(o2)c1ccc(c(c1)O)O)(C)C
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
NPO11959 Helminthostachys zeylanica Species Ophioglossaceae Eukaryota Rhizomes PMID[19583252]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT65 Cell Line HepG2 Homo sapiens IC50 > 10000 nM 20599387
NPT83 Cell Line MCF7 Homo sapiens IC50 > 10000 nM 10924160
NPT2 Others Unspecified IC50 > 10000 nM 21572583

  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 NPC46736 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
0.9934 High Similarity NPC476280
0.9934 High Similarity NPC297212
0.9868 High Similarity NPC197856
0.9804 High Similarity NPC206605
0.974 High Similarity NPC12461
0.974 High Similarity NPC476295
0.9605 High Similarity NPC3980
0.9533 High Similarity NPC3825
0.9533 High Similarity NPC88804
0.9474 High Similarity NPC170492
0.943 High Similarity NPC476306
0.9423 High Similarity NPC78332
0.9419 High Similarity NPC476283
0.9419 High Similarity NPC45146
0.9419 High Similarity NPC235018
0.9416 High Similarity NPC273843
0.9408 High Similarity NPC37684
0.9408 High Similarity NPC63187
0.9408 High Similarity NPC157784
0.9359 High Similarity NPC278427
0.9359 High Similarity NPC472906
0.9359 High Similarity NPC32694
0.9359 High Similarity NPC472275
0.9359 High Similarity NPC234644
0.9355 High Similarity NPC172770
0.9355 High Similarity NPC235448
0.9355 High Similarity NPC185258
0.9351 High Similarity NPC276444
0.9351 High Similarity NPC471985
0.9351 High Similarity NPC13779
0.9351 High Similarity NPC475799
0.9342 High Similarity NPC304295
0.9342 High Similarity NPC154345
0.9342 High Similarity NPC205046
0.9342 High Similarity NPC59162
0.9304 High Similarity NPC156432
0.9299 High Similarity NPC329760
0.9299 High Similarity NPC474162
0.9299 High Similarity NPC474150
0.9295 High Similarity NPC80375
0.9295 High Similarity NPC471973
0.9295 High Similarity NPC28241
0.9295 High Similarity NPC188433
0.929 High Similarity NPC237418
0.929 High Similarity NPC79053
0.929 High Similarity NPC161960
0.929 High Similarity NPC304008
0.929 High Similarity NPC476630
0.929 High Similarity NPC218871
0.929 High Similarity NPC187745
0.9286 High Similarity NPC133392
0.9281 High Similarity NPC249570
0.9281 High Similarity NPC471982
0.9241 High Similarity NPC189473
0.9241 High Similarity NPC306321
0.9241 High Similarity NPC186686
0.9241 High Similarity NPC207690
0.9241 High Similarity NPC220313
0.9241 High Similarity NPC23298
0.9241 High Similarity NPC303460
0.9236 High Similarity NPC57715
0.9236 High Similarity NPC187354
0.9231 High Similarity NPC210459
0.9226 High Similarity NPC142339
0.9226 High Similarity NPC170026
0.9226 High Similarity NPC115853
0.9226 High Similarity NPC282307
0.9221 High Similarity NPC476631
0.9221 High Similarity NPC213896
0.9221 High Similarity NPC192083
0.9216 High Similarity NPC305965
0.9205 High Similarity NPC108406
0.9182 High Similarity NPC239752
0.9182 High Similarity NPC472450
0.9182 High Similarity NPC275780
0.9177 High Similarity NPC470694
0.9172 High Similarity NPC118256
0.9172 High Similarity NPC36217
0.9172 High Similarity NPC204290
0.9172 High Similarity NPC321399
0.9172 High Similarity NPC192686
0.9172 High Similarity NPC119209
0.9167 High Similarity NPC180011
0.9167 High Similarity NPC218313
0.9167 High Similarity NPC136674
0.9167 High Similarity NPC471209
0.9167 High Similarity NPC236796
0.9167 High Similarity NPC219867
0.9167 High Similarity NPC474681
0.9161 High Similarity NPC56786
0.9161 High Similarity NPC80534
0.9161 High Similarity NPC472280
0.9161 High Similarity NPC67396
0.9161 High Similarity NPC321779
0.9161 High Similarity NPC234255
0.9156 High Similarity NPC237994
0.9156 High Similarity NPC106976
0.9133 High Similarity NPC11700
0.9133 High Similarity NPC279121
0.913 High Similarity NPC300307
0.913 High Similarity NPC165456
0.913 High Similarity NPC188079
0.913 High Similarity NPC288813
0.913 High Similarity NPC476637
0.9125 High Similarity NPC39091
0.9125 High Similarity NPC43319
0.9125 High Similarity NPC37870
0.9125 High Similarity NPC320741
0.9125 High Similarity NPC472449
0.9125 High Similarity NPC171985
0.9119 High Similarity NPC187491
0.9119 High Similarity NPC319200
0.9114 High Similarity NPC142252
0.9114 High Similarity NPC29876
0.9114 High Similarity NPC26326
0.9114 High Similarity NPC474038
0.9114 High Similarity NPC198829
0.9114 High Similarity NPC259456
0.9114 High Similarity NPC167678
0.9108 High Similarity NPC204879
0.9108 High Similarity NPC85121
0.9108 High Similarity NPC469658
0.9108 High Similarity NPC117418
0.9108 High Similarity NPC74178
0.9108 High Similarity NPC100123
0.9108 High Similarity NPC280680
0.9108 High Similarity NPC184755
0.9108 High Similarity NPC53545
0.9103 High Similarity NPC278778
0.9103 High Similarity NPC133970
0.9103 High Similarity NPC6633
0.9103 High Similarity NPC192587
0.9103 High Similarity NPC291878
0.9103 High Similarity NPC5322
0.9103 High Similarity NPC24640
0.9103 High Similarity NPC68093
0.9103 High Similarity NPC191146
0.9103 High Similarity NPC472455
0.9103 High Similarity NPC35038
0.9103 High Similarity NPC195796
0.9097 High Similarity NPC33051
0.9097 High Similarity NPC49402
0.9097 High Similarity NPC227337
0.9097 High Similarity NPC89474
0.9097 High Similarity NPC74924
0.9097 High Similarity NPC273462
0.9097 High Similarity NPC298692
0.9097 High Similarity NPC70433
0.9085 High Similarity NPC270465
0.9085 High Similarity NPC137062
0.9085 High Similarity NPC87125
0.9085 High Similarity NPC171916
0.9085 High Similarity NPC287101
0.9085 High Similarity NPC177298
0.9085 High Similarity NPC223579
0.9085 High Similarity NPC38545
0.9085 High Similarity NPC183950
0.9085 High Similarity NPC52005
0.9085 High Similarity NPC48479
0.9074 High Similarity NPC101107
0.9073 High Similarity NPC70136
0.9068 High Similarity NPC218226
0.9068 High Similarity NPC126204
0.9068 High Similarity NPC478060
0.9068 High Similarity NPC470377
0.9068 High Similarity NPC478059
0.9068 High Similarity NPC471975
0.9068 High Similarity NPC470374
0.9067 High Similarity NPC175013
0.9062 High Similarity NPC473286
0.9062 High Similarity NPC472277
0.9062 High Similarity NPC259757
0.9062 High Similarity NPC293319
0.9062 High Similarity NPC303174
0.9057 High Similarity NPC25152
0.9057 High Similarity NPC476247
0.9057 High Similarity NPC83922
0.9057 High Similarity NPC229632
0.9057 High Similarity NPC472448
0.9057 High Similarity NPC194427
0.9057 High Similarity NPC201800
0.9051 High Similarity NPC14353
0.9051 High Similarity NPC476980
0.9051 High Similarity NPC119224
0.9051 High Similarity NPC139036
0.9051 High Similarity NPC228785
0.9051 High Similarity NPC475784
0.9051 High Similarity NPC328102
0.9051 High Similarity NPC474960
0.9051 High Similarity NPC320359
0.9051 High Similarity NPC56085
0.9045 High Similarity NPC291508
0.9045 High Similarity NPC299520
0.9045 High Similarity NPC284820
0.9045 High Similarity NPC129684
0.9045 High Similarity NPC472598
0.9045 High Similarity NPC27337
0.9045 High Similarity NPC473272
0.9045 High Similarity NPC474055
0.9045 High Similarity NPC78225

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC46736 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
0.9221 High Similarity NPD2393 Clinical (unspecified phase)
0.9133 High Similarity NPD1511 Approved
0.9013 High Similarity NPD1512 Approved
0.8974 High Similarity NPD2801 Approved
0.891 High Similarity NPD1934 Approved
0.8824 High Similarity NPD4378 Clinical (unspecified phase)
0.8712 High Similarity NPD6168 Clinical (unspecified phase)
0.8712 High Similarity NPD6167 Clinical (unspecified phase)
0.8712 High Similarity NPD6166 Phase 2
0.8701 High Similarity NPD7410 Clinical (unspecified phase)
0.8562 High Similarity NPD8443 Clinical (unspecified phase)
0.8545 High Similarity NPD7473 Discontinued
0.8544 High Similarity NPD4380 Phase 2
0.8509 High Similarity NPD3882 Suspended
0.8476 Intermediate Similarity NPD6232 Discontinued
0.8466 Intermediate Similarity NPD5494 Approved
0.8447 Intermediate Similarity NPD3817 Phase 2
0.8443 Intermediate Similarity NPD7054 Approved
0.8415 Intermediate Similarity NPD6959 Discontinued
0.8395 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8393 Intermediate Similarity NPD7074 Phase 3
0.8393 Intermediate Similarity NPD7472 Approved
0.8385 Intermediate Similarity NPD7819 Suspended
0.8383 Intermediate Similarity NPD3818 Discontinued
0.8343 Intermediate Similarity NPD6797 Phase 2
0.8294 Intermediate Similarity NPD7251 Discontinued
0.8261 Intermediate Similarity NPD7411 Suspended
0.8258 Intermediate Similarity NPD2800 Approved
0.8247 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8247 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8235 Intermediate Similarity NPD1510 Phase 2
0.8232 Intermediate Similarity NPD7075 Discontinued
0.8232 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8225 Intermediate Similarity NPD5844 Phase 1
0.8205 Intermediate Similarity NPD3750 Approved
0.8194 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8194 Intermediate Similarity NPD1549 Phase 2
0.8182 Intermediate Similarity NPD2796 Approved
0.816 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.816 Intermediate Similarity NPD1465 Phase 2
0.814 Intermediate Similarity NPD7808 Phase 3
0.814 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.8118 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8098 Intermediate Similarity NPD6801 Discontinued
0.8092 Intermediate Similarity NPD943 Approved
0.8092 Intermediate Similarity NPD1240 Approved
0.8086 Intermediate Similarity NPD6599 Discontinued
0.8065 Intermediate Similarity NPD6099 Approved
0.8065 Intermediate Similarity NPD6100 Approved
0.8061 Intermediate Similarity NPD7768 Phase 2
0.8047 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8012 Intermediate Similarity NPD3749 Approved
0.7987 Intermediate Similarity NPD1607 Approved
0.7937 Intermediate Similarity NPD6799 Approved
0.7937 Intermediate Similarity NPD7390 Discontinued
0.7919 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7914 Intermediate Similarity NPD3226 Approved
0.7888 Intermediate Similarity NPD2532 Approved
0.7888 Intermediate Similarity NPD2534 Approved
0.7888 Intermediate Similarity NPD2533 Approved
0.7885 Intermediate Similarity NPD3748 Approved
0.7885 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7871 Intermediate Similarity NPD6651 Approved
0.7834 Intermediate Similarity NPD2935 Discontinued
0.7829 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7799 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7784 Intermediate Similarity NPD5402 Approved
0.7771 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7771 Intermediate Similarity NPD2799 Discontinued
0.7771 Intermediate Similarity NPD6559 Discontinued
0.7765 Intermediate Similarity NPD1247 Approved
0.7763 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7751 Intermediate Similarity NPD919 Approved
0.775 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7727 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7727 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7688 Intermediate Similarity NPD1243 Approved
0.7683 Intermediate Similarity NPD5403 Approved
0.7674 Intermediate Similarity NPD3926 Phase 2
0.7673 Intermediate Similarity NPD2346 Discontinued
0.7669 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7667 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7661 Intermediate Similarity NPD7199 Phase 2
0.7647 Intermediate Similarity NPD6234 Discontinued
0.764 Intermediate Similarity NPD4628 Phase 3
0.7628 Intermediate Similarity NPD1613 Approved
0.7628 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7613 Intermediate Similarity NPD2313 Discontinued
0.7597 Intermediate Similarity NPD4908 Phase 1
0.758 Intermediate Similarity NPD230 Phase 1
0.7576 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7576 Intermediate Similarity NPD920 Approved
0.7572 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7562 Intermediate Similarity NPD2344 Approved
0.7561 Intermediate Similarity NPD5401 Approved
0.7561 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD1551 Phase 2
0.75 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD4363 Phase 3
0.75 Intermediate Similarity NPD3268 Approved
0.75 Intermediate Similarity NPD4360 Phase 2
0.7487 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7486 Intermediate Similarity NPD8312 Approved
0.7486 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7486 Intermediate Similarity NPD8313 Approved
0.7485 Intermediate Similarity NPD7458 Discontinued
0.7468 Intermediate Similarity NPD2798 Approved
0.7468 Intermediate Similarity NPD447 Suspended
0.7456 Intermediate Similarity NPD37 Approved
0.7455 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7443 Intermediate Similarity NPD3751 Discontinued
0.7443 Intermediate Similarity NPD7228 Approved
0.7439 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7436 Intermediate Similarity NPD4625 Phase 3
0.7436 Intermediate Similarity NPD3027 Phase 3
0.7427 Intermediate Similarity NPD4965 Approved
0.7427 Intermediate Similarity NPD4967 Phase 2
0.7427 Intermediate Similarity NPD4966 Approved
0.7423 Intermediate Similarity NPD8166 Discontinued
0.7423 Intermediate Similarity NPD7003 Approved
0.7416 Intermediate Similarity NPD5953 Discontinued
0.7414 Intermediate Similarity NPD7229 Phase 3
0.7414 Intermediate Similarity NPD3787 Discontinued
0.7403 Intermediate Similarity NPD2797 Approved
0.7401 Intermediate Similarity NPD7286 Phase 2
0.7394 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD5405 Approved
0.7391 Intermediate Similarity NPD5408 Approved
0.7391 Intermediate Similarity NPD5406 Approved
0.7391 Intermediate Similarity NPD5404 Approved
0.7381 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7378 Intermediate Similarity NPD2309 Approved
0.7368 Intermediate Similarity NPD1201 Approved
0.7363 Intermediate Similarity NPD8434 Phase 2
0.7326 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.732 Intermediate Similarity NPD1608 Approved
0.7317 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7314 Intermediate Similarity NPD5711 Approved
0.7314 Intermediate Similarity NPD5710 Approved
0.7305 Intermediate Similarity NPD6273 Approved
0.729 Intermediate Similarity NPD1203 Approved
0.729 Intermediate Similarity NPD1470 Approved
0.7273 Intermediate Similarity NPD4361 Phase 2
0.7273 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7268 Intermediate Similarity NPD8150 Discontinued
0.7267 Intermediate Similarity NPD4288 Approved
0.7257 Intermediate Similarity NPD8127 Discontinued
0.7255 Intermediate Similarity NPD1610 Phase 2
0.7211 Intermediate Similarity NPD6779 Approved
0.7211 Intermediate Similarity NPD6777 Approved
0.7211 Intermediate Similarity NPD6780 Approved
0.7211 Intermediate Similarity NPD6776 Approved
0.7211 Intermediate Similarity NPD6781 Approved
0.7211 Intermediate Similarity NPD6778 Approved
0.7211 Intermediate Similarity NPD6782 Approved
0.7209 Intermediate Similarity NPD5760 Phase 2
0.7209 Intermediate Similarity NPD5761 Phase 2
0.7188 Intermediate Similarity NPD4060 Phase 1
0.7182 Intermediate Similarity NPD7685 Pre-registration
0.7179 Intermediate Similarity NPD3266 Approved
0.7179 Intermediate Similarity NPD3267 Approved
0.7179 Intermediate Similarity NPD8151 Discontinued
0.717 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7169 Intermediate Similarity NPD6190 Approved
0.7161 Intermediate Similarity NPD4749 Approved
0.7161 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD422 Phase 1
0.7143 Intermediate Similarity NPD5124 Phase 1
0.7143 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD1933 Approved
0.7126 Intermediate Similarity NPD3300 Phase 2
0.7124 Intermediate Similarity NPD17 Approved
0.7118 Intermediate Similarity NPD1653 Approved
0.7117 Intermediate Similarity NPD7033 Discontinued
0.7117 Intermediate Similarity NPD4308 Phase 3
0.7115 Intermediate Similarity NPD3225 Approved
0.7107 Intermediate Similarity NPD7095 Approved
0.7105 Intermediate Similarity NPD1548 Phase 1
0.7098 Intermediate Similarity NPD7435 Discontinued
0.7097 Intermediate Similarity NPD9717 Approved
0.7097 Intermediate Similarity NPD9269 Phase 2
0.7097 Intermediate Similarity NPD3972 Approved
0.7097 Intermediate Similarity NPD4287 Approved
0.7093 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7089 Intermediate Similarity NPD9494 Approved
0.7077 Intermediate Similarity NPD7584 Approved
0.7063 Intermediate Similarity NPD3764 Approved
0.7056 Intermediate Similarity NPD7177 Discontinued
0.7044 Intermediate Similarity NPD6832 Phase 2
0.7039 Intermediate Similarity NPD2403 Approved
0.7037 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7032 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.703 Intermediate Similarity NPD1471 Phase 3
0.702 Intermediate Similarity NPD7783 Phase 2
0.702 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7019 Intermediate Similarity NPD8032 Phase 2
0.7011 Intermediate Similarity NPD8455 Phase 2
0.701 Intermediate Similarity NPD7696 Phase 3
0.701 Intermediate Similarity NPD7698 Approved

Structure

External Identifiers

PubChem CID   12114697
ChEMBL   CHEMBL560915
ZINC  

Physicochemical Properties

Molecular Weight:  422.17
ALogP:  -0.8916
MLogP:  3.55
XLogP:  4.859
# Rotatable Bonds:  9
Polar Surface Area:  107.22
# H-Bond Aceptor:  1
# H-Bond Donor:  4
# Rings:  4
# Heavy Atoms:  31

Download Data

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