Natural Product: NPC84699

Natural Product ID:  NPC84699
Common Name:   Acronyculatin D
IUPAC Name:   1-[4,6-dihydroxy-3-(2-hydroxy-3-methylbut-3-enyl)-2-methoxyphenyl]ethanone
Synonyms:   acronyculatin D
Molecular Formula:   C14H18O5
Standard InCHIKey:  SWKMOSGQUUWFRB-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C14H18O5/c1-7(2)10(16)5-9-11(17)6-12(18)13(8(3)15)14(9)19-4/h6,10,16-18H,1,5H2,2-4H3
Canonical SMILES:  COc1c(CC(C(=C)C)O)c(O)cc(c1C(=O)C)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
NPO12980 Acronychia pedunculata Species Rutaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1 Others Radical scavenging activity Inhibition = 10.3 % 12880321
NPT741 Individual Protein Tyrosinase Homo sapiens Inhibition = 8.1 % 12880321

  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 NPC84699 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
0.9618 High Similarity NPC164136
0.9556 High Similarity NPC470087
0.9556 High Similarity NPC321980
0.9538 High Similarity NPC27490
0.9535 High Similarity NPC84772
0.9462 High Similarity NPC324482
0.9457 High Similarity NPC230818
0.9416 High Similarity NPC117836
0.9416 High Similarity NPC51887
0.9416 High Similarity NPC475705
0.9416 High Similarity NPC301751
0.9416 High Similarity NPC476178
0.9416 High Similarity NPC245482
0.9412 High Similarity NPC470089
0.9407 High Similarity NPC470211
0.9407 High Similarity NPC37206
0.9407 High Similarity NPC139554
0.9348 High Similarity NPC470890
0.9348 High Similarity NPC224714
0.9343 High Similarity NPC148545
0.9328 High Similarity NPC156910
0.9328 High Similarity NPC470397
0.9308 High Similarity NPC69235
0.9308 High Similarity NPC212379
0.9302 High Similarity NPC128428
0.9302 High Similarity NPC305518
0.9281 High Similarity NPC472629
0.9281 High Similarity NPC316769
0.927 High Similarity NPC171870
0.927 High Similarity NPC469404
0.9265 High Similarity NPC137009
0.9265 High Similarity NPC201541
0.9254 High Similarity NPC13575
0.9254 High Similarity NPC60667
0.9214 High Similarity NPC51070
0.9214 High Similarity NPC222298
0.9214 High Similarity NPC473133
0.9214 High Similarity NPC47388
0.9214 High Similarity NPC470670
0.9214 High Similarity NPC91902
0.9214 High Similarity NPC85773
0.9214 High Similarity NPC202494
0.9209 High Similarity NPC87486
0.9209 High Similarity NPC124780
0.9209 High Similarity NPC297788
0.9197 High Similarity NPC144118
0.9197 High Similarity NPC48624
0.9197 High Similarity NPC259166
0.9197 High Similarity NPC204985
0.9197 High Similarity NPC80962
0.9197 High Similarity NPC213659
0.9197 High Similarity NPC172250
0.9197 High Similarity NPC215311
0.9197 High Similarity NPC326109
0.9197 High Similarity NPC253822
0.9197 High Similarity NPC219917
0.9191 High Similarity NPC21350
0.9191 High Similarity NPC131130
0.9185 High Similarity NPC1486
0.9185 High Similarity NPC222633
0.9185 High Similarity NPC477242
0.9185 High Similarity NPC470398
0.9185 High Similarity NPC274109
0.9185 High Similarity NPC168105
0.9185 High Similarity NPC186838
0.9185 High Similarity NPC41461
0.9185 High Similarity NPC25287
0.9185 High Similarity NPC150399
0.9185 High Similarity NPC66349
0.9185 High Similarity NPC477243
0.9185 High Similarity NPC249606
0.9185 High Similarity NPC240147
0.9185 High Similarity NPC12165
0.9185 High Similarity NPC477244
0.9185 High Similarity NPC98115
0.9185 High Similarity NPC174999
0.9185 High Similarity NPC121243
0.9179 High Similarity NPC103842
0.9179 High Similarity NPC144027
0.9179 High Similarity NPC125920
0.9179 High Similarity NPC236974
0.9173 High Similarity NPC103105
0.9173 High Similarity NPC285054
0.9173 High Similarity NPC203817
0.9149 High Similarity NPC10097
0.9143 High Similarity NPC290133
0.9143 High Similarity NPC187282
0.9143 High Similarity NPC24136
0.913 High Similarity NPC17170
0.913 High Similarity NPC476508
0.913 High Similarity NPC55832
0.913 High Similarity NPC279650
0.913 High Similarity NPC26051
0.913 High Similarity NPC268204
0.913 High Similarity NPC258630
0.913 High Similarity NPC52789
0.913 High Similarity NPC166689
0.913 High Similarity NPC96408
0.913 High Similarity NPC156190
0.9124 High Similarity NPC471697
0.9124 High Similarity NPC295384
0.9124 High Similarity NPC283429
0.9124 High Similarity NPC23257
0.9124 High Similarity NPC477956
0.9118 High Similarity NPC153979
0.9118 High Similarity NPC317119
0.9118 High Similarity NPC472419
0.9111 High Similarity NPC131039
0.9111 High Similarity NPC156092
0.9104 High Similarity NPC204960
0.9104 High Similarity NPC294593
0.9104 High Similarity NPC93756
0.9104 High Similarity NPC108113
0.9104 High Similarity NPC223457
0.9104 High Similarity NPC144051
0.9104 High Similarity NPC20560
0.9104 High Similarity NPC28753
0.9104 High Similarity NPC82225
0.9104 High Similarity NPC159623
0.9104 High Similarity NPC18877
0.9085 High Similarity NPC89442
0.9085 High Similarity NPC307052
0.9085 High Similarity NPC5173
0.9085 High Similarity NPC139966
0.9084 High Similarity NPC80694
0.9084 High Similarity NPC186098
0.9065 High Similarity NPC228504
0.9065 High Similarity NPC294432
0.9065 High Similarity NPC324436
0.9065 High Similarity NPC194432
0.9065 High Similarity NPC223500
0.9065 High Similarity NPC227579
0.9065 High Similarity NPC66515
0.9065 High Similarity NPC328164
0.9065 High Similarity NPC182852
0.9065 High Similarity NPC306829
0.9065 High Similarity NPC167624
0.9065 High Similarity NPC125855
0.9065 High Similarity NPC64915
0.9065 High Similarity NPC324134
0.9065 High Similarity NPC40833
0.9065 High Similarity NPC166934
0.9065 High Similarity NPC161506
0.9065 High Similarity NPC1089
0.9065 High Similarity NPC148757
0.9065 High Similarity NPC37496
0.9065 High Similarity NPC162476
0.9065 High Similarity NPC107572
0.9065 High Similarity NPC78
0.9065 High Similarity NPC166482
0.9065 High Similarity NPC220998
0.9065 High Similarity NPC76338
0.9065 High Similarity NPC51106
0.9065 High Similarity NPC296917
0.9065 High Similarity NPC76372
0.9065 High Similarity NPC177354
0.9065 High Similarity NPC32739
0.9065 High Similarity NPC10937
0.9065 High Similarity NPC265040
0.9058 High Similarity NPC16455
0.9058 High Similarity NPC307990
0.9058 High Similarity NPC101366
0.9058 High Similarity NPC11056
0.9058 High Similarity NPC471587
0.9051 High Similarity NPC251681
0.9051 High Similarity NPC243528
0.9051 High Similarity NPC477055
0.9051 High Similarity NPC470671
0.9051 High Similarity NPC471620
0.9051 High Similarity NPC477056
0.9051 High Similarity NPC474504
0.9051 High Similarity NPC470399
0.9051 High Similarity NPC470672
0.9051 High Similarity NPC474487
0.9044 High Similarity NPC187826
0.9037 High Similarity NPC286336
0.903 High Similarity NPC215875
0.903 High Similarity NPC15834
0.9023 High Similarity NPC250057
0.9021 High Similarity NPC61258
0.9021 High Similarity NPC37348
0.9014 High Similarity NPC168085
0.9014 High Similarity NPC470460
0.9007 High Similarity NPC470458
0.9007 High Similarity NPC474302
0.9 High Similarity NPC39329
0.9 High Similarity NPC474939
0.9 High Similarity NPC221432
0.9 High Similarity NPC150408
0.9 High Similarity NPC169591
0.9 High Similarity NPC85162
0.9 High Similarity NPC223812
0.9 High Similarity NPC33653
0.9 High Similarity NPC175504
0.9 High Similarity NPC125894
0.9 High Similarity NPC75049
0.9 High Similarity NPC310130
0.9 High Similarity NPC68104
0.9 High Similarity NPC316816
0.9 High Similarity NPC107177

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC84699 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
0.8971 High Similarity NPD1510 Phase 2
0.8955 High Similarity NPD1240 Approved
0.8936 High Similarity NPD4378 Clinical (unspecified phase)
0.8889 High Similarity NPD4380 Phase 2
0.8841 High Similarity NPD1552 Clinical (unspecified phase)
0.8841 High Similarity NPD1550 Clinical (unspecified phase)
0.8824 High Similarity NPD1607 Approved
0.8777 High Similarity NPD1549 Phase 2
0.8707 High Similarity NPD2393 Clinical (unspecified phase)
0.8551 High Similarity NPD6651 Approved
0.8542 High Similarity NPD2533 Approved
0.8542 High Similarity NPD2534 Approved
0.8542 High Similarity NPD2532 Approved
0.8523 High Similarity NPD8443 Clinical (unspecified phase)
0.8511 High Similarity NPD970 Clinical (unspecified phase)
0.85 High Similarity NPD2796 Approved
0.8451 Intermediate Similarity NPD2800 Approved
0.8414 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.8411 Intermediate Similarity NPD7075 Discontinued
0.8389 Intermediate Similarity NPD1934 Approved
0.8333 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8322 Intermediate Similarity NPD7411 Suspended
0.8289 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8267 Intermediate Similarity NPD6801 Discontinued
0.8264 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.8247 Intermediate Similarity NPD6959 Discontinued
0.8239 Intermediate Similarity NPD2935 Discontinued
0.8219 Intermediate Similarity NPD1511 Approved
0.8212 Intermediate Similarity NPD7819 Suspended
0.8165 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8108 Intermediate Similarity NPD1512 Approved
0.8095 Intermediate Similarity NPD6799 Approved
0.8092 Intermediate Similarity NPD2801 Approved
0.8089 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8089 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8089 Intermediate Similarity NPD6166 Phase 2
0.8069 Intermediate Similarity NPD1243 Approved
0.8054 Intermediate Similarity NPD920 Approved
0.7987 Intermediate Similarity NPD3882 Suspended
0.7987 Intermediate Similarity NPD7768 Phase 2
0.7986 Intermediate Similarity NPD1551 Phase 2
0.7975 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7962 Intermediate Similarity NPD6232 Discontinued
0.7945 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7945 Intermediate Similarity NPD2654 Approved
0.7925 Intermediate Similarity NPD7473 Discontinued
0.7919 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7917 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7905 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7895 Intermediate Similarity NPD6599 Discontinued
0.7888 Intermediate Similarity NPD7074 Phase 3
0.7875 Intermediate Similarity NPD3818 Discontinued
0.7872 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7834 Intermediate Similarity NPD5494 Approved
0.7832 Intermediate Similarity NPD230 Phase 1
0.7826 Intermediate Similarity NPD7054 Approved
0.7806 Intermediate Similarity NPD3817 Phase 2
0.7791 Intermediate Similarity NPD6559 Discontinued
0.7778 Intermediate Similarity NPD7472 Approved
0.777 Intermediate Similarity NPD3750 Approved
0.7762 Intermediate Similarity NPD943 Approved
0.7756 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7744 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7736 Intermediate Similarity NPD5711 Approved
0.7736 Intermediate Similarity NPD5710 Approved
0.7733 Intermediate Similarity NPD7390 Discontinued
0.773 Intermediate Similarity NPD5953 Discontinued
0.773 Intermediate Similarity NPD6797 Phase 2
0.7716 Intermediate Similarity NPD7286 Phase 2
0.7704 Intermediate Similarity NPD9545 Approved
0.7697 Intermediate Similarity NPD5403 Approved
0.7687 Intermediate Similarity NPD9493 Approved
0.7683 Intermediate Similarity NPD7251 Discontinued
0.7681 Intermediate Similarity NPD9717 Approved
0.7671 Intermediate Similarity NPD2799 Discontinued
0.7651 Intermediate Similarity NPD4628 Phase 3
0.7636 Intermediate Similarity NPD7808 Phase 3
0.7607 Intermediate Similarity NPD5844 Phase 1
0.7595 Intermediate Similarity NPD3749 Approved
0.758 Intermediate Similarity NPD5402 Approved
0.7568 Intermediate Similarity NPD2344 Approved
0.7566 Intermediate Similarity NPD5401 Approved
0.7562 Intermediate Similarity NPD1247 Approved
0.7551 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7547 Intermediate Similarity NPD919 Approved
0.753 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7518 Intermediate Similarity NPD1203 Approved
0.75 Intermediate Similarity NPD2313 Discontinued
0.75 Intermediate Similarity NPD6100 Approved
0.75 Intermediate Similarity NPD4363 Phase 3
0.75 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD4360 Phase 2
0.75 Intermediate Similarity NPD6099 Approved
0.7482 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7482 Intermediate Similarity NPD422 Phase 1
0.7466 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7466 Intermediate Similarity NPD5124 Phase 1
0.7465 Intermediate Similarity NPD2798 Approved
0.7455 Intermediate Similarity NPD1729 Discontinued
0.7432 Intermediate Similarity NPD3748 Approved
0.7432 Intermediate Similarity NPD7033 Discontinued
0.7431 Intermediate Similarity NPD3027 Phase 3
0.7417 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.741 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD4196 Clinical (unspecified phase)
0.7372 Intermediate Similarity NPD3226 Approved
0.7368 Intermediate Similarity NPD2309 Approved
0.7361 Intermediate Similarity NPD6832 Phase 2
0.7361 Intermediate Similarity NPD4908 Phase 1
0.7357 Intermediate Similarity NPD1610 Phase 2
0.7347 Intermediate Similarity NPD447 Suspended
0.7343 Intermediate Similarity NPD1019 Discontinued
0.7333 Intermediate Similarity NPD6005 Phase 3
0.7333 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD6002 Phase 3
0.7333 Intermediate Similarity NPD6004 Phase 3
0.7319 Intermediate Similarity NPD1548 Phase 1
0.7305 Intermediate Similarity NPD3972 Approved
0.7292 Intermediate Similarity NPD9494 Approved
0.7285 Intermediate Similarity NPD2424 Discontinued
0.7283 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7279 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7279 Intermediate Similarity NPD1613 Approved
0.7278 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD1164 Approved
0.7261 Intermediate Similarity NPD7458 Discontinued
0.726 Intermediate Similarity NPD411 Approved
0.7257 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7257 Intermediate Similarity NPD4361 Phase 2
0.7244 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7234 Intermediate Similarity NPD1201 Approved
0.7233 Intermediate Similarity NPD37 Approved
0.7222 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7219 Intermediate Similarity NPD2346 Discontinued
0.7216 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7206 Intermediate Similarity NPD1241 Discontinued
0.7188 Intermediate Similarity NPD1465 Phase 2
0.7183 Intermediate Similarity NPD9269 Phase 2
0.7154 Intermediate Similarity NPD940 Approved
0.7154 Intermediate Similarity NPD846 Approved
0.7153 Intermediate Similarity NPD1470 Approved
0.7152 Intermediate Similarity NPD3926 Phase 2
0.7143 Intermediate Similarity NPD3268 Approved
0.7143 Intermediate Similarity NPD9268 Approved
0.7143 Intermediate Similarity NPD1296 Phase 2
0.7143 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7124 Intermediate Similarity NPD1652 Phase 2
0.7115 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7114 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7108 Intermediate Similarity NPD2403 Approved
0.7099 Intermediate Similarity NPD4965 Approved
0.7099 Intermediate Similarity NPD4966 Approved
0.7099 Intermediate Similarity NPD4967 Phase 2
0.7092 Intermediate Similarity NPD4626 Approved
0.709 Intermediate Similarity NPD9266 Approved
0.709 Intermediate Similarity NPD74 Approved
0.7078 Intermediate Similarity NPD7003 Approved
0.7063 Intermediate Similarity NPD1608 Approved
0.7059 Intermediate Similarity NPD6104 Discontinued
0.7055 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7049 Intermediate Similarity NPD7584 Approved
0.7044 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7039 Intermediate Similarity NPD5406 Approved
0.7039 Intermediate Similarity NPD5408 Approved
0.7039 Intermediate Similarity NPD5405 Approved
0.7039 Intermediate Similarity NPD5404 Approved
0.7034 Intermediate Similarity NPD2797 Approved
0.7021 Intermediate Similarity NPD1651 Approved
0.7015 Intermediate Similarity NPD9267 Approved
0.7015 Intermediate Similarity NPD9263 Approved
0.7015 Intermediate Similarity NPD9264 Approved
0.7015 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.7014 Intermediate Similarity NPD4749 Approved
0.7012 Intermediate Similarity NPD6234 Discontinued
0.7007 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD6780 Approved
0.7 Intermediate Similarity NPD6777 Approved
0.7 Intermediate Similarity NPD6779 Approved
0.7 Intermediate Similarity NPD6782 Approved
0.7 Intermediate Similarity NPD6778 Approved
0.7 Intermediate Similarity NPD6776 Approved
0.7 Intermediate Similarity NPD6781 Approved
0.6993 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6988 Remote Similarity NPD7229 Phase 3
0.6977 Remote Similarity NPD8313 Approved
0.6977 Remote Similarity NPD8312 Approved
0.6975 Remote Similarity NPD5760 Phase 2
0.6975 Remote Similarity NPD5761 Phase 2
0.6974 Remote Similarity NPD4308 Phase 3
0.6973 Remote Similarity NPD8151 Discontinued
0.6972 Remote Similarity NPD1778 Approved
0.6971 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6966 Remote Similarity NPD1876 Approved
0.6966 Remote Similarity NPD1283 Approved
0.6959 Remote Similarity NPD4625 Phase 3
0.6943 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6933 Remote Similarity NPD5353 Approved
0.6929 Remote Similarity NPD405 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   11010921
ChEMBL   CHEMBL457948
ZINC  

Physicochemical Properties

Molecular Weight:  266.12
ALogP:  -0.5207
MLogP:  2.45
XLogP:  0.264
# Rotatable Bonds:  11
Polar Surface Area:  86.99
# H-Bond Aceptor:  2
# H-Bond Donor:  3
# Rings:  1
# Heavy Atoms:  19

Download Data

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