Natural Product: NPC103105

Natural Product ID:  NPC103105
Common Name:   Acronyculatin A
IUPAC Name:   3-acetyl-2,6-dihydroxy-4-methoxy-5-(3-methylbut-2-enyl)benzaldehyde
Synonyms:  
Molecular Formula:   C15H18O5
Standard InCHIKey:  KWPIOSOVDGRDPO-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C15H18O5/c1-8(2)5-6-10-13(18)11(7-16)14(19)12(9(3)17)15(10)20-4/h5,7,18-19H,6H2,1-4H3
Canonical SMILES:  COc1c(CC=C(C)C)c(O)c(c(c1C(=O)C)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 TCM_Taiwan*
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 = 3.1 % 12880321
NPT741 Individual Protein Tyrosinase Homo sapiens Inhibition = 11.8 % 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 NPC103105 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
0.9542 High Similarity NPC222633
0.9535 High Similarity NPC285054
0.9302 High Similarity NPC84772
0.9254 High Similarity NPC471620
0.9242 High Similarity NPC164136
0.9237 High Similarity NPC215875
0.9237 High Similarity NPC15834
0.9231 High Similarity NPC324482
0.9231 High Similarity NPC250057
0.9225 High Similarity NPC230818
0.9173 High Similarity NPC84699
0.9167 High Similarity NPC16197
0.916 High Similarity NPC27490
0.9118 High Similarity NPC16455
0.9118 High Similarity NPC307990
0.9104 High Similarity NPC156910
0.9098 High Similarity NPC103842
0.9077 High Similarity NPC69235
0.9077 High Similarity NPC212379
0.907 High Similarity NPC305518
0.907 High Similarity NPC128428
0.9065 High Similarity NPC215885
0.9065 High Similarity NPC476153
0.9065 High Similarity NPC2416
0.9065 High Similarity NPC82534
0.903 High Similarity NPC156092
0.903 High Similarity NPC60667
0.903 High Similarity NPC101752
0.903 High Similarity NPC13575
0.9008 High Similarity NPC186628
0.8993 High Similarity NPC271590
0.8993 High Similarity NPC110776
0.8963 High Similarity NPC41461
0.8963 High Similarity NPC1486
0.8963 High Similarity NPC477244
0.8963 High Similarity NPC477243
0.8963 High Similarity NPC25287
0.8963 High Similarity NPC249606
0.8963 High Similarity NPC274109
0.8963 High Similarity NPC12165
0.8963 High Similarity NPC98115
0.8963 High Similarity NPC168105
0.8963 High Similarity NPC174999
0.8963 High Similarity NPC66349
0.8963 High Similarity NPC186838
0.8963 High Similarity NPC150399
0.8963 High Similarity NPC477242
0.8955 High Similarity NPC236974
0.8955 High Similarity NPC144027
0.8955 High Similarity NPC125920
0.8947 High Similarity NPC203817
0.8939 High Similarity NPC279566
0.8931 High Similarity NPC78662
0.8931 High Similarity NPC8005
0.8921 High Similarity NPC5990
0.8906 High Similarity NPC306288
0.8905 High Similarity NPC283429
0.8905 High Similarity NPC23257
0.8905 High Similarity NPC139554
0.8905 High Similarity NPC470211
0.8897 High Similarity NPC153979
0.8897 High Similarity NPC317119
0.8897 High Similarity NPC472419
0.8897 High Similarity NPC255801
0.8897 High Similarity NPC322301
0.8889 High Similarity NPC131039
0.8881 High Similarity NPC93756
0.8881 High Similarity NPC18877
0.8881 High Similarity NPC108113
0.8881 High Similarity NPC20560
0.8881 High Similarity NPC294593
0.8881 High Similarity NPC144051
0.8881 High Similarity NPC204960
0.8881 High Similarity NPC159623
0.8881 High Similarity NPC28753
0.8881 High Similarity NPC82225
0.8873 High Similarity NPC214493
0.8855 High Similarity NPC186098
0.8855 High Similarity NPC80694
0.8841 High Similarity NPC213659
0.8841 High Similarity NPC144118
0.8841 High Similarity NPC80962
0.8841 High Similarity NPC48624
0.8841 High Similarity NPC326109
0.8841 High Similarity NPC259166
0.8841 High Similarity NPC219917
0.8841 High Similarity NPC204985
0.8841 High Similarity NPC172250
0.8841 High Similarity NPC215311
0.8841 High Similarity NPC253822
0.8841 High Similarity NPC471587
0.8832 High Similarity NPC477056
0.8832 High Similarity NPC251681
0.8832 High Similarity NPC21350
0.8832 High Similarity NPC131130
0.8832 High Similarity NPC243528
0.8832 High Similarity NPC477055
0.8828 High Similarity NPC218333
0.8824 High Similarity NPC470397
0.8824 High Similarity NPC470398
0.8824 High Similarity NPC187826
0.8815 High Similarity NPC286336
0.8797 High Similarity NPC275504
0.8786 High Similarity NPC471621
0.8777 High Similarity NPC469404
0.8777 High Similarity NPC110038
0.8777 High Similarity NPC268204
0.8777 High Similarity NPC166689
0.8777 High Similarity NPC321980
0.8777 High Similarity NPC156190
0.8777 High Similarity NPC470087
0.8777 High Similarity NPC55832
0.8777 High Similarity NPC248372
0.8777 High Similarity NPC26051
0.8777 High Similarity NPC258630
0.8777 High Similarity NPC96408
0.8777 High Similarity NPC171870
0.8777 High Similarity NPC476508
0.8777 High Similarity NPC52789
0.8777 High Similarity NPC279650
0.8777 High Similarity NPC17170
0.8777 High Similarity NPC470089
0.8777 High Similarity NPC74397
0.8768 High Similarity NPC37206
0.8768 High Similarity NPC53181
0.8768 High Similarity NPC477956
0.8768 High Similarity NPC471697
0.8768 High Similarity NPC217186
0.8768 High Similarity NPC295384
0.8768 High Similarity NPC472366
0.8759 High Similarity NPC131782
0.8759 High Similarity NPC474624
0.8759 High Similarity NPC138047
0.8741 High Similarity NPC139813
0.8741 High Similarity NPC188646
0.8741 High Similarity NPC242294
0.8741 High Similarity NPC337373
0.8741 High Similarity NPC472365
0.8741 High Similarity NPC27643
0.8741 High Similarity NPC192304
0.8741 High Similarity NPC312318
0.8741 High Similarity NPC175098
0.8741 High Similarity NPC263670
0.8741 High Similarity NPC223457
0.8741 High Similarity NPC56031
0.8731 High Similarity NPC473584
0.8731 High Similarity NPC186097
0.8731 High Similarity NPC475009
0.8731 High Similarity NPC475589
0.8731 High Similarity NPC475008
0.8731 High Similarity NPC31872
0.8731 High Similarity NPC313618
0.8722 High Similarity NPC185497
0.8722 High Similarity NPC470987
0.8722 High Similarity NPC21378
0.8714 High Similarity NPC276565
0.8714 High Similarity NPC148757
0.8714 High Similarity NPC76372
0.8714 High Similarity NPC228504
0.8714 High Similarity NPC66515
0.8714 High Similarity NPC324436
0.8714 High Similarity NPC64915
0.8714 High Similarity NPC328164
0.8714 High Similarity NPC324134
0.8714 High Similarity NPC306829
0.8714 High Similarity NPC227579
0.8714 High Similarity NPC78
0.8714 High Similarity NPC166482
0.8714 High Similarity NPC294432
0.8714 High Similarity NPC220998
0.8714 High Similarity NPC470556
0.8714 High Similarity NPC182852
0.8714 High Similarity NPC125855
0.8714 High Similarity NPC223500
0.8714 High Similarity NPC37496
0.8714 High Similarity NPC166934
0.8714 High Similarity NPC177354
0.8714 High Similarity NPC296917
0.8714 High Similarity NPC76338
0.8714 High Similarity NPC194432
0.8714 High Similarity NPC10937
0.8714 High Similarity NPC40833
0.8714 High Similarity NPC167624
0.8714 High Similarity NPC107572
0.8714 High Similarity NPC1089
0.8714 High Similarity NPC161506
0.8714 High Similarity NPC112829
0.8714 High Similarity NPC265040
0.8714 High Similarity NPC325346
0.8714 High Similarity NPC32739
0.8712 High Similarity NPC293453
0.8705 High Similarity NPC101366
0.8705 High Similarity NPC159275
0.8705 High Similarity NPC11056
0.8705 High Similarity NPC241100
0.8696 High Similarity NPC470668
0.8696 High Similarity NPC474487
0.8696 High Similarity NPC474504
0.8696 High Similarity NPC470669
0.8696 High Similarity NPC470083

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC103105 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
0.8741 High Similarity NPD6651 Approved
0.8731 High Similarity NPD1240 Approved
0.8613 High Similarity NPD1510 Phase 2
0.8603 High Similarity NPD1607 Approved
0.8489 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8489 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8462 Intermediate Similarity NPD2533 Approved
0.8462 Intermediate Similarity NPD2534 Approved
0.8462 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8462 Intermediate Similarity NPD2532 Approved
0.8429 Intermediate Similarity NPD1549 Phase 2
0.8369 Intermediate Similarity NPD2800 Approved
0.8367 Intermediate Similarity NPD7411 Suspended
0.8333 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.8322 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8176 Intermediate Similarity NPD4380 Phase 2
0.8169 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8133 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8028 Intermediate Similarity NPD2796 Approved
0.7986 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7974 Intermediate Similarity NPD7075 Discontinued
0.7902 Intermediate Similarity NPD1551 Phase 2
0.7898 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7895 Intermediate Similarity NPD7819 Suspended
0.7895 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7891 Intermediate Similarity NPD6799 Approved
0.7852 Intermediate Similarity NPD920 Approved
0.7829 Intermediate Similarity NPD6801 Discontinued
0.7829 Intermediate Similarity NPD1934 Approved
0.7823 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7808 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD2935 Discontinued
0.777 Intermediate Similarity NPD1511 Approved
0.774 Intermediate Similarity NPD2654 Approved
0.774 Intermediate Similarity NPD1243 Approved
0.7718 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7707 Intermediate Similarity NPD6959 Discontinued
0.7697 Intermediate Similarity NPD6599 Discontinued
0.7677 Intermediate Similarity NPD3882 Suspended
0.7677 Intermediate Similarity NPD7768 Phase 2
0.7667 Intermediate Similarity NPD1512 Approved
0.7662 Intermediate Similarity NPD2801 Approved
0.766 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7658 Intermediate Similarity NPD5710 Approved
0.7658 Intermediate Similarity NPD5711 Approved
0.7628 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7595 Intermediate Similarity NPD1247 Approved
0.7586 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7547 Intermediate Similarity NPD6232 Discontinued
0.7531 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7516 Intermediate Similarity NPD7473 Discontinued
0.7481 Intermediate Similarity NPD9545 Approved
0.7468 Intermediate Similarity NPD919 Approved
0.7464 Intermediate Similarity NPD9717 Approved
0.7463 Intermediate Similarity NPD9493 Approved
0.7453 Intermediate Similarity NPD6166 Phase 2
0.7453 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7453 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.745 Intermediate Similarity NPD3750 Approved
0.7439 Intermediate Similarity NPD5953 Discontinued
0.7431 Intermediate Similarity NPD943 Approved
0.7423 Intermediate Similarity NPD7286 Phase 2
0.7394 Intermediate Similarity NPD6559 Discontinued
0.7389 Intermediate Similarity NPD3817 Phase 2
0.7379 Intermediate Similarity NPD5124 Phase 1
0.7379 Intermediate Similarity NPD230 Phase 1
0.7379 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7349 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7347 Intermediate Similarity NPD2799 Discontinued
0.7312 Intermediate Similarity NPD5494 Approved
0.7305 Intermediate Similarity NPD1203 Approved
0.7303 Intermediate Similarity NPD7390 Discontinued
0.7299 Intermediate Similarity NPD4196 Clinical (unspecified phase)
0.7296 Intermediate Similarity NPD3749 Approved
0.7273 Intermediate Similarity NPD5403 Approved
0.7273 Intermediate Similarity NPD1729 Discontinued
0.7273 Intermediate Similarity NPD7074 Phase 3
0.7266 Intermediate Similarity NPD422 Phase 1
0.7256 Intermediate Similarity NPD3818 Discontinued
0.7248 Intermediate Similarity NPD2344 Approved
0.7233 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7212 Intermediate Similarity NPD7054 Approved
0.7203 Intermediate Similarity NPD9494 Approved
0.7181 Intermediate Similarity NPD6099 Approved
0.7181 Intermediate Similarity NPD6100 Approved
0.7179 Intermediate Similarity NPD3226 Approved
0.7172 Intermediate Similarity NPD3268 Approved
0.7172 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD2313 Discontinued
0.7169 Intermediate Similarity NPD7472 Approved
0.7153 Intermediate Similarity NPD6832 Phase 2
0.7143 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD5401 Approved
0.7133 Intermediate Similarity NPD2798 Approved
0.7126 Intermediate Similarity NPD6797 Phase 2
0.7114 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7114 Intermediate Similarity NPD3748 Approved
0.7105 Intermediate Similarity NPD4628 Phase 3
0.7105 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7101 Intermediate Similarity NPD1548 Phase 1
0.7092 Intermediate Similarity NPD3972 Approved
0.7083 Intermediate Similarity NPD7251 Discontinued
0.7059 Intermediate Similarity NPD2309 Approved
0.7041 Intermediate Similarity NPD7808 Phase 3
0.7034 Intermediate Similarity NPD4908 Phase 1
0.7021 Intermediate Similarity NPD1610 Phase 2
0.7014 Intermediate Similarity NPD1019 Discontinued
0.7006 Intermediate Similarity NPD5844 Phase 1
0.7 Intermediate Similarity NPD7033 Discontinued
0.6985 Remote Similarity NPD1241 Discontinued
0.6962 Remote Similarity NPD7458 Discontinued
0.6957 Remote Similarity NPD5402 Approved
0.6944 Remote Similarity NPD1164 Approved
0.6943 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6941 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6939 Remote Similarity NPD1699 Clinical (unspecified phase)
0.6939 Remote Similarity NPD1296 Phase 2
0.6939 Remote Similarity NPD411 Approved
0.6932 Remote Similarity NPD4363 Phase 3
0.6932 Remote Similarity NPD4360 Phase 2
0.6928 Remote Similarity NPD2403 Approved
0.6923 Remote Similarity NPD940 Approved
0.6923 Remote Similarity NPD846 Approved
0.6913 Remote Similarity NPD447 Suspended
0.6908 Remote Similarity NPD2346 Discontinued
0.6908 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6901 Remote Similarity NPD1201 Approved
0.6893 Remote Similarity NPD4361 Phase 2
0.6893 Remote Similarity NPD4362 Clinical (unspecified phase)
0.6882 Remote Similarity NPD6104 Discontinued
0.6875 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6875 Remote Similarity NPD5890 Approved
0.6875 Remote Similarity NPD5889 Approved
0.6867 Remote Similarity NPD3926 Phase 2
0.6866 Remote Similarity NPD9266 Approved
0.6866 Remote Similarity NPD74 Approved
0.6854 Remote Similarity NPD8090 Clinical (unspecified phase)
0.6842 Remote Similarity NPD5406 Approved
0.6842 Remote Similarity NPD5404 Approved
0.6842 Remote Similarity NPD5408 Approved
0.6842 Remote Similarity NPD5405 Approved
0.6833 Remote Similarity NPD7501 Clinical (unspecified phase)
0.6828 Remote Similarity NPD1470 Approved
0.6828 Remote Similarity NPD3267 Approved
0.6828 Remote Similarity NPD3266 Approved
0.6828 Remote Similarity NPD2797 Approved
0.6824 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6815 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6797 Remote Similarity NPD6004 Phase 3
0.6797 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6797 Remote Similarity NPD6005 Phase 3
0.6797 Remote Similarity NPD1471 Phase 3
0.6797 Remote Similarity NPD6002 Phase 3
0.6797 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6791 Remote Similarity NPD9265 Clinical (unspecified phase)
0.6791 Remote Similarity NPD9267 Approved
0.6791 Remote Similarity NPD9264 Approved
0.6791 Remote Similarity NPD9263 Approved
0.679 Remote Similarity NPD1465 Phase 2
0.6781 Remote Similarity NPD6917 Clinical (unspecified phase)
0.6774 Remote Similarity NPD7003 Approved
0.6761 Remote Similarity NPD4626 Approved
0.6759 Remote Similarity NPD3225 Approved
0.6757 Remote Similarity NPD3027 Phase 3
0.6746 Remote Similarity NPD7893 Clinical (unspecified phase)
0.6736 Remote Similarity NPD1608 Approved
0.6736 Remote Similarity NPD9269 Phase 2
0.6723 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6711 Remote Similarity NPD6410 Clinical (unspecified phase)
0.6708 Remote Similarity NPD6585 Discontinued
0.669 Remote Similarity NPD4749 Approved
0.669 Remote Similarity NPD1651 Approved
0.669 Remote Similarity NPD9268 Approved
0.6689 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4308 Phase 3
0.6646 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6645 Remote Similarity NPD2424 Discontinued
0.6644 Remote Similarity NPD1876 Approved
0.6644 Remote Similarity NPD1283 Approved
0.6644 Remote Similarity NPD4625 Phase 3
0.6643 Remote Similarity NPD1778 Approved
0.6627 Remote Similarity NPD5537 Clinical (unspecified phase)
0.6626 Remote Similarity NPD37 Approved
0.6623 Remote Similarity NPD3142 Approved
0.6623 Remote Similarity NPD3140 Approved
0.6623 Remote Similarity NPD1613 Approved
0.6623 Remote Similarity NPD1612 Clinical (unspecified phase)
0.6622 Remote Similarity NPD1530 Clinical (unspecified phase)
0.6607 Remote Similarity NPD7229 Phase 3
0.6604 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6603 Remote Similarity NPD1652 Phase 2
0.66 Remote Similarity NPD3764 Approved
0.66 Remote Similarity NPD6798 Discontinued
0.6596 Remote Similarity NPD405 Clinical (unspecified phase)
0.6591 Remote Similarity NPD8434 Phase 2
0.659 Remote Similarity NPD3658 Clinical (unspecified phase)
0.6585 Remote Similarity NPD5760 Phase 2
0.6585 Remote Similarity NPD5761 Phase 2
0.6579 Remote Similarity NPD1933 Approved
0.6577 Remote Similarity NPD1529 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   11780847
ChEMBL   CHEMBL511511
ZINC  

Physicochemical Properties

Molecular Weight:  278.12
ALogP:  0.4587
MLogP:  2.56
XLogP:  2.336
# Rotatable Bonds:  11
Polar Surface Area:  83.83
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  1
# Heavy Atoms:  20

Download Data

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