Natural Product: NPC112068

Natural Product ID:  NPC112068
Common Name:   Methyl 3,4-Dihydroxy-5-Methoxybenzoate
IUPAC Name:   methyl 3,4-dihydroxy-5-methoxybenzoate
Synonyms:  
Molecular Formula:   C9H10O5
Standard InCHIKey:  LVVUKXKEXOTUPV-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C9H10O5/c1-13-7-4-5(9(12)14-2)3-6(10)8(7)11/h3-4,10-11H,1-2H3
Canonical SMILES:  COC(=O)c1cc(OC)c(c(c1)O)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
NPO28946 Acer rubrum Species Sapindaceae Eukaryota Stems PMID[22079755]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1 Others Radical scavenging activity IC50 = 116500 nM 18598078
NPT2 Others Unspecified IC50 = 6541110 nM 23806110

  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 NPC112068 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 NPC95679
1.0 High Similarity NPC110899
1.0 High Similarity NPC25305
1.0 High Similarity NPC125417
0.9769 High Similarity NPC155098
0.9545 High Similarity NPC208760
0.9542 High Similarity NPC283823
0.9542 High Similarity NPC159418
0.9538 High Similarity NPC264145
0.9466 High Similarity NPC111888
0.9462 High Similarity NPC299010
0.9398 High Similarity NPC274613
0.9394 High Similarity NPC156124
0.9394 High Similarity NPC1321
0.9394 High Similarity NPC304929
0.9333 High Similarity NPC207516
0.9323 High Similarity NPC237330
0.9313 High Similarity NPC285776
0.9275 High Similarity NPC134975
0.9265 High Similarity NPC4796
0.9254 High Similarity NPC18646
0.9248 High Similarity NPC288743
0.9185 High Similarity NPC156892
0.9084 High Similarity NPC158654
0.9065 High Similarity NPC299154
0.9065 High Similarity NPC312256
0.9058 High Similarity NPC326065
0.9058 High Similarity NPC50823
0.9051 High Similarity NPC239943
0.9028 High Similarity NPC75695
0.9008 High Similarity NPC154275
0.9 High Similarity NPC145134
0.8993 High Similarity NPC110419
0.8986 High Similarity NPC105525
0.8986 High Similarity NPC225036
0.8986 High Similarity NPC75763
0.8986 High Similarity NPC12218
0.8966 High Similarity NPC310661
0.8966 High Similarity NPC105827
0.8958 High Similarity NPC96501
0.8951 High Similarity NPC107636
0.8947 High Similarity NPC226855
0.8944 High Similarity NPC165389
0.8939 High Similarity NPC281020
0.8936 High Similarity NPC207732
0.8931 High Similarity NPC58279
0.8931 High Similarity NPC300326
0.8889 High Similarity NPC473091
0.8873 High Similarity NPC262282
0.8872 High Similarity NPC304747
0.8865 High Similarity NPC469615
0.8849 High Similarity NPC203351
0.8849 High Similarity NPC471819
0.8846 High Similarity NPC225710
0.8844 High Similarity NPC145425
0.8832 High Similarity NPC139519
0.8819 High Similarity NPC287395
0.8819 High Similarity NPC183655
0.8811 High Similarity NPC226987
0.8811 High Similarity NPC143903
0.8803 High Similarity NPC142165
0.8803 High Similarity NPC469683
0.8803 High Similarity NPC113397
0.8797 High Similarity NPC16651
0.8797 High Similarity NPC32163
0.8788 High Similarity NPC173608
0.8776 High Similarity NPC291510
0.8776 High Similarity NPC116850
0.8776 High Similarity NPC281477
0.8776 High Similarity NPC144801
0.8776 High Similarity NPC197188
0.8776 High Similarity NPC238672
0.8776 High Similarity NPC43872
0.8759 High Similarity NPC45404
0.8759 High Similarity NPC102003
0.8759 High Similarity NPC92722
0.875 High Similarity NPC61871
0.875 High Similarity NPC55557
0.875 High Similarity NPC30647
0.875 High Similarity NPC472969
0.8741 High Similarity NPC157133
0.8732 High Similarity NPC226738
0.8732 High Similarity NPC190587
0.8732 High Similarity NPC121573
0.8732 High Similarity NPC50221
0.8732 High Similarity NPC287722
0.8732 High Similarity NPC254659
0.8732 High Similarity NPC229036
0.8732 High Similarity NPC114242
0.8732 High Similarity NPC22176
0.8731 High Similarity NPC109275
0.8725 High Similarity NPC1913
0.8725 High Similarity NPC472860
0.8716 High Similarity NPC82592
0.8716 High Similarity NPC79998
0.8716 High Similarity NPC38898
0.8716 High Similarity NPC199926
0.8716 High Similarity NPC16082
0.8707 High Similarity NPC289968
0.869 High Similarity NPC474903
0.869 High Similarity NPC98809
0.869 High Similarity NPC131451
0.869 High Similarity NPC15329
0.869 High Similarity NPC476394
0.8686 High Similarity NPC307006
0.8686 High Similarity NPC239855
0.8686 High Similarity NPC129889
0.8681 High Similarity NPC138978
0.8671 High Similarity NPC105213
0.8671 High Similarity NPC108455
0.8667 High Similarity NPC87317
0.8667 High Similarity NPC94810
0.8667 High Similarity NPC160780
0.8667 High Similarity NPC289811
0.8667 High Similarity NPC48315
0.8662 High Similarity NPC284556
0.8662 High Similarity NPC301178
0.8658 High Similarity NPC150227
0.8658 High Similarity NPC54928
0.8657 High Similarity NPC203719
0.8657 High Similarity NPC117237
0.8652 High Similarity NPC470991
0.8643 High Similarity NPC325625
0.8639 High Similarity NPC45291
0.8639 High Similarity NPC19980
0.8639 High Similarity NPC93498
0.8639 High Similarity NPC272566
0.8639 High Similarity NPC163883
0.8636 High Similarity NPC238810
0.863 High Similarity NPC333691
0.863 High Similarity NPC264289
0.863 High Similarity NPC139293
0.863 High Similarity NPC200060
0.863 High Similarity NPC69430
0.863 High Similarity NPC195763
0.863 High Similarity NPC264550
0.863 High Similarity NPC142876
0.863 High Similarity NPC40290
0.8626 High Similarity NPC310373
0.8621 High Similarity NPC125449
0.8621 High Similarity NPC188074
0.8621 High Similarity NPC93034
0.8621 High Similarity NPC119660
0.8613 High Similarity NPC50763
0.8611 High Similarity NPC98356
0.8609 High Similarity NPC53889
0.8609 High Similarity NPC24627
0.8609 High Similarity NPC239966
0.8609 High Similarity NPC203020
0.8609 High Similarity NPC119125
0.8609 High Similarity NPC166277
0.8603 High Similarity NPC307732
0.8603 High Similarity NPC42292
0.8601 High Similarity NPC119663
0.8601 High Similarity NPC258307
0.8601 High Similarity NPC473090
0.8601 High Similarity NPC471417
0.86 High Similarity NPC84935
0.86 High Similarity NPC77679
0.86 High Similarity NPC190020
0.86 High Similarity NPC247713
0.8593 High Similarity NPC293453
0.8581 High Similarity NPC209487
0.8581 High Similarity NPC269451
0.8581 High Similarity NPC19380
0.8581 High Similarity NPC216769
0.8581 High Similarity NPC39732
0.8581 High Similarity NPC131266
0.8581 High Similarity NPC35763
0.8581 High Similarity NPC181209
0.8581 High Similarity NPC121522
0.8581 High Similarity NPC60972
0.8581 High Similarity NPC100263
0.8581 High Similarity NPC100971
0.8581 High Similarity NPC291802
0.8581 High Similarity NPC101996
0.8581 High Similarity NPC245382
0.8581 High Similarity NPC146277
0.8571 High Similarity NPC157944
0.8571 High Similarity NPC29231
0.8571 High Similarity NPC474274
0.8571 High Similarity NPC472279
0.8562 High Similarity NPC254702
0.8562 High Similarity NPC194653
0.8562 High Similarity NPC120464
0.8562 High Similarity NPC80710
0.8562 High Similarity NPC203747
0.8562 High Similarity NPC139364
0.8561 High Similarity NPC143649
0.8561 High Similarity NPC38101
0.8561 High Similarity NPC180905
0.8561 High Similarity NPC182496
0.8553 High Similarity NPC25389
0.8553 High Similarity NPC311803
0.8553 High Similarity NPC472859
0.8552 High Similarity NPC85734
0.8552 High Similarity NPC178097
0.8552 High Similarity NPC32058
0.8543 High Similarity NPC267627
0.8543 High Similarity NPC37502

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC112068 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
0.9394 High Similarity NPD230 Phase 1
0.8846 High Similarity NPD9269 Phase 2
0.8657 High Similarity NPD9494 Approved
0.8538 High Similarity NPD9268 Approved
0.8533 High Similarity NPD4868 Clinical (unspecified phase)
0.84 Intermediate Similarity NPD2801 Approved
0.84 Intermediate Similarity NPD1465 Phase 2
0.8333 Intermediate Similarity NPD1934 Approved
0.8322 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8289 Intermediate Similarity NPD3882 Suspended
0.8288 Intermediate Similarity NPD1511 Approved
0.8286 Intermediate Similarity NPD447 Suspended
0.8176 Intermediate Similarity NPD1512 Approved
0.8141 Intermediate Similarity NPD6232 Discontinued
0.8121 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.8105 Intermediate Similarity NPD3817 Phase 2
0.8045 Intermediate Similarity NPD9545 Approved
0.8039 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7987 Intermediate Similarity NPD5353 Approved
0.7987 Intermediate Similarity NPD7473 Discontinued
0.7958 Intermediate Similarity NPD943 Approved
0.7958 Intermediate Similarity NPD1240 Approved
0.7937 Intermediate Similarity NPD3818 Discontinued
0.7905 Intermediate Similarity NPD6190 Approved
0.7901 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7872 Intermediate Similarity NPD3027 Phase 3
0.7867 Intermediate Similarity NPD2532 Approved
0.7867 Intermediate Similarity NPD2534 Approved
0.7867 Intermediate Similarity NPD2533 Approved
0.7862 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7862 Intermediate Similarity NPD1510 Phase 2
0.7847 Intermediate Similarity NPD1607 Approved
0.7826 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7812 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7812 Intermediate Similarity NPD6166 Phase 2
0.7812 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7805 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.78 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.78 Intermediate Similarity NPD6799 Approved
0.7778 Intermediate Similarity NPD7054 Approved
0.7778 Intermediate Similarity NPD5844 Phase 1
0.773 Intermediate Similarity NPD7074 Phase 3
0.773 Intermediate Similarity NPD7472 Approved
0.7722 Intermediate Similarity NPD6234 Discontinued
0.7718 Intermediate Similarity NPD4628 Phase 3
0.7718 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7712 Intermediate Similarity NPD1653 Approved
0.7687 Intermediate Similarity NPD2935 Discontinued
0.7687 Intermediate Similarity NPD1551 Phase 2
0.7658 Intermediate Similarity NPD7075 Discontinued
0.7652 Intermediate Similarity NPD228 Approved
0.764 Intermediate Similarity NPD5242 Approved
0.7636 Intermediate Similarity NPD7685 Pre-registration
0.7628 Intermediate Similarity NPD37 Approved
0.7613 Intermediate Similarity NPD4380 Phase 2
0.761 Intermediate Similarity NPD919 Approved
0.7606 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.76 Intermediate Similarity NPD3750 Approved
0.7584 Intermediate Similarity NPD1549 Phase 2
0.758 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7576 Intermediate Similarity NPD6797 Phase 2
0.7569 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7564 Intermediate Similarity NPD6386 Approved
0.7564 Intermediate Similarity NPD6385 Approved
0.7552 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.753 Intermediate Similarity NPD7251 Discontinued
0.7517 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7517 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7516 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD9717 Approved
0.75 Intermediate Similarity NPD6599 Discontinued
0.75 Intermediate Similarity NPD9493 Approved
0.7485 Intermediate Similarity NPD7808 Phase 3
0.7484 Intermediate Similarity NPD4965 Approved
0.7484 Intermediate Similarity NPD4966 Approved
0.7484 Intermediate Similarity NPD4967 Phase 2
0.7481 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.7468 Intermediate Similarity NPD7819 Suspended
0.7466 Intermediate Similarity NPD1613 Approved
0.7466 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7453 Intermediate Similarity NPD5494 Approved
0.7451 Intermediate Similarity NPD4357 Discontinued
0.7438 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7436 Intermediate Similarity NPD824 Approved
0.7429 Intermediate Similarity NPD422 Phase 1
0.7421 Intermediate Similarity NPD5402 Approved
0.7407 Intermediate Similarity NPD1247 Approved
0.7405 Intermediate Similarity NPD6801 Discontinued
0.7394 Intermediate Similarity NPD7228 Approved
0.7376 Intermediate Similarity NPD1608 Approved
0.7368 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7353 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7343 Intermediate Similarity NPD1203 Approved
0.7342 Intermediate Similarity NPD7411 Suspended
0.7329 Intermediate Similarity NPD411 Approved
0.7319 Intermediate Similarity NPD5536 Phase 2
0.7308 Intermediate Similarity NPD920 Approved
0.7303 Intermediate Similarity NPD2800 Approved
0.7303 Intermediate Similarity NPD1243 Approved
0.7303 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7301 Intermediate Similarity NPD7199 Phase 2
0.7297 Intermediate Similarity NPD1933 Approved
0.7267 Intermediate Similarity NPD3748 Approved
0.7222 Intermediate Similarity NPD3749 Approved
0.7219 Intermediate Similarity NPD2796 Approved
0.7212 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7212 Intermediate Similarity NPD3926 Phase 2
0.7211 Intermediate Similarity NPD3764 Approved
0.7203 Intermediate Similarity NPD2982 Phase 2
0.7203 Intermediate Similarity NPD2983 Phase 2
0.7197 Intermediate Similarity NPD5403 Approved
0.7179 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD5401 Approved
0.7179 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7171 Intermediate Similarity NPD7266 Discontinued
0.7163 Intermediate Similarity NPD17 Approved
0.716 Intermediate Similarity NPD7768 Phase 2
0.7152 Intermediate Similarity NPD5710 Approved
0.7152 Intermediate Similarity NPD5711 Approved
0.7152 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD1006 Clinical (unspecified phase)
0.7133 Intermediate Similarity NPD2981 Phase 2
0.7133 Intermediate Similarity NPD6651 Approved
0.7126 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7123 Intermediate Similarity NPD3018 Phase 2
0.7118 Intermediate Similarity NPD6559 Discontinued
0.7107 Intermediate Similarity NPD3455 Phase 2
0.7097 Intermediate Similarity NPD2219 Phase 1
0.709 Intermediate Similarity NPD1358 Approved
0.707 Intermediate Similarity NPD3688 Clinical (unspecified phase)
0.707 Intermediate Similarity NPD3146 Approved
0.7067 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7066 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD1019 Discontinued
0.7051 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7042 Intermediate Similarity NPD1778 Approved
0.7041 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7034 Intermediate Similarity NPD1283 Approved
0.7014 Intermediate Similarity NPD1481 Phase 2
0.7 Intermediate Similarity NPD3226 Approved
0.6994 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6994 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6993 Remote Similarity NPD6099 Approved
0.6993 Remote Similarity NPD6100 Approved
0.6988 Remote Similarity NPD6959 Discontinued
0.6987 Remote Similarity NPD2354 Approved
0.698 Remote Similarity NPD1296 Phase 2
0.6968 Remote Similarity NPD1652 Phase 2
0.6968 Remote Similarity NPD2654 Approved
0.6959 Remote Similarity NPD5953 Discontinued
0.6944 Remote Similarity NPD3705 Approved
0.6944 Remote Similarity NPD1535 Discovery
0.6941 Remote Similarity NPD7286 Phase 2
0.6933 Remote Similarity NPD6233 Phase 2
0.6928 Remote Similarity NPD2799 Discontinued
0.6928 Remote Similarity NPD4308 Phase 3
0.6923 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6923 Remote Similarity NPD4110 Phase 3
0.6923 Remote Similarity NPD8166 Discontinued
0.6919 Remote Similarity NPD7038 Approved
0.6919 Remote Similarity NPD7039 Approved
0.6919 Remote Similarity NPD7240 Approved
0.6918 Remote Similarity NPD3225 Approved
0.6912 Remote Similarity NPD9266 Approved
0.6912 Remote Similarity NPD74 Approved
0.6909 Remote Similarity NPD6971 Discontinued
0.6906 Remote Similarity NPD1241 Discontinued
0.6897 Remote Similarity NPD3972 Approved
0.6894 Remote Similarity NPD7458 Discontinued
0.6886 Remote Similarity NPD2821 Approved
0.6882 Remote Similarity NPD3751 Discontinued
0.6867 Remote Similarity NPD2313 Discontinued
0.6854 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6853 Remote Similarity NPD1357 Approved
0.6846 Remote Similarity NPD6832 Phase 2
0.6839 Remote Similarity NPD2346 Discontinued
0.6839 Remote Similarity NPD2344 Approved
0.6838 Remote Similarity NPD9263 Approved
0.6838 Remote Similarity NPD9264 Approved
0.6838 Remote Similarity NPD9267 Approved
0.6828 Remote Similarity NPD1281 Approved
0.6824 Remote Similarity NPD258 Approved
0.6824 Remote Similarity NPD257 Approved
0.6821 Remote Similarity NPD259 Phase 1
0.681 Remote Similarity NPD6873 Phase 2
0.6806 Remote Similarity NPD4626 Approved
0.6797 Remote Similarity NPD6653 Approved
0.6788 Remote Similarity NPD4288 Approved
0.6786 Remote Similarity NPD8127 Discontinued
0.6786 Remote Similarity NPD5283 Phase 1
0.6783 Remote Similarity NPD1548 Phase 1
0.6778 Remote Similarity NPD3473 Clinical (unspecified phase)
0.6776 Remote Similarity NPD826 Approved
0.6776 Remote Similarity NPD1558 Phase 1
0.6776 Remote Similarity NPD825 Approved
0.6774 Remote Similarity NPD9570 Approved
0.6765 Remote Similarity NPD3134 Approved
0.6759 Remote Similarity NPD3496 Discontinued
0.6757 Remote Similarity NPD2797 Approved
0.6755 Remote Similarity NPD6798 Discontinued

Structure

External Identifiers

PubChem CID   99622
ChEMBL   CHEMBL1933687
ZINC  

Physicochemical Properties

Molecular Weight:  198.05
ALogP:  -0.9612
MLogP:  1.9
XLogP:  0.413
# Rotatable Bonds:  7
Polar Surface Area:  75.99
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  1
# Heavy Atoms:  14

Download Data

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