Natural Product: NPC173608

Natural Product ID:  NPC173608
Common Name:   3,4,5-Trimethoxydihydrocinnamic Acid
IUPAC Name:   3-(3,4,5-trimethoxyphenyl)propanoic acid
Synonyms:   3,4,5-Trimethoxydihydrocinnamic Acid
Molecular Formula:   C12H16O5
Standard InCHIKey:  ZCYXGVJUZBKJAI-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C12H16O5/c1-15-9-6-8(4-5-11(13)14)7-10(16-2)12(9)17-3/h6-7H,4-5H2,1-3H3,(H,13,14)
Canonical SMILES:  COc1cc(CCC(=O)O)cc(c1OC)OC
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
NPO1797 Homo sapiens Species Hominidae Eukaryota blood PMID[19812218]
NPO1797 Homo sapiens Species Hominidae Eukaryota urine PMID[19812218]
NPO33179 piper sp. Species Piperaceae Eukaryota PMID[15568762]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT487 Organism Cladosporium cladosporioides Cladosporium cladosporioides Activity = 10 ug 15568762
NPT488 Organism Cladosporium sphaerospermum Cladosporium sphaerospermum Activity = 10 ug 15568762

  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 NPC173608 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
0.92 High Similarity NPC153547
0.916 High Similarity NPC205502
0.9 High Similarity NPC63083
0.8992 High Similarity NPC155098
0.8939 High Similarity NPC203351
0.8889 High Similarity NPC281020
0.8872 High Similarity NPC470991
0.8862 High Similarity NPC310373
0.8862 High Similarity NPC194416
0.8862 High Similarity NPC177291
0.8852 High Similarity NPC222175
0.8828 High Similarity NPC299010
0.8788 High Similarity NPC110899
0.8788 High Similarity NPC125417
0.8788 High Similarity NPC25305
0.8788 High Similarity NPC112068
0.8788 High Similarity NPC95679
0.8779 High Similarity NPC72796
0.8779 High Similarity NPC44245
0.8779 High Similarity NPC211386
0.8769 High Similarity NPC288743
0.875 High Similarity NPC150809
0.8741 High Similarity NPC477697
0.8741 High Similarity NPC477696
0.8741 High Similarity NPC273657
0.8741 High Similarity NPC106920
0.8741 High Similarity NPC470811
0.8739 High Similarity NPC204120
0.873 High Similarity NPC58279
0.873 High Similarity NPC27352
0.873 High Similarity NPC280767
0.873 High Similarity NPC300326
0.8712 High Similarity NPC209229
0.871 High Similarity NPC49341
0.8676 High Similarity NPC27159
0.8672 High Similarity NPC109275
0.864 High Similarity NPC288238
0.8636 High Similarity NPC208760
0.8618 High Similarity NPC20674
0.8605 High Similarity NPC48315
0.8582 High Similarity NPC207516
0.8571 High Similarity NPC282496
0.8571 High Similarity NPC203924
0.8571 High Similarity NPC220598
0.8571 High Similarity NPC165375
0.8571 High Similarity NPC233526
0.8559 High Similarity NPC165386
0.8551 High Similarity NPC287275
0.8538 High Similarity NPC285776
0.8527 High Similarity NPC210674
0.8525 High Similarity NPC193067
0.8516 High Similarity NPC127604
0.8504 High Similarity NPC145134
0.8496 Intermediate Similarity NPC470990
0.8485 Intermediate Similarity NPC129889
0.8485 Intermediate Similarity NPC307006
0.848 Intermediate Similarity NPC166759
0.8468 Intermediate Similarity NPC299406
0.8468 Intermediate Similarity NPC254625
0.8468 Intermediate Similarity NPC475961
0.8468 Intermediate Similarity NPC308217
0.8456 Intermediate Similarity NPC19158
0.8455 Intermediate Similarity NPC259638
0.8443 Intermediate Similarity NPC322358
0.8438 Intermediate Similarity NPC472093
0.8438 Intermediate Similarity NPC233410
0.8438 Intermediate Similarity NPC251855
0.8438 Intermediate Similarity NPC117214
0.8438 Intermediate Similarity NPC105925
0.8438 Intermediate Similarity NPC116907
0.8438 Intermediate Similarity NPC298757
0.8438 Intermediate Similarity NPC193544
0.8438 Intermediate Similarity NPC221077
0.8438 Intermediate Similarity NPC17943
0.8438 Intermediate Similarity NPC203133
0.8438 Intermediate Similarity NPC57490
0.8438 Intermediate Similarity NPC475169
0.8438 Intermediate Similarity NPC208950
0.8433 Intermediate Similarity NPC471719
0.8425 Intermediate Similarity NPC244876
0.8425 Intermediate Similarity NPC163083
0.8425 Intermediate Similarity NPC238810
0.8425 Intermediate Similarity NPC197757
0.8425 Intermediate Similarity NPC228922
0.8421 Intermediate Similarity NPC309744
0.8413 Intermediate Similarity NPC201777
0.8413 Intermediate Similarity NPC285289
0.8409 Intermediate Similarity NPC245120
0.84 Intermediate Similarity NPC474565
0.84 Intermediate Similarity NPC229401
0.8397 Intermediate Similarity NPC476399
0.8397 Intermediate Similarity NPC307042
0.8397 Intermediate Similarity NPC142985
0.8397 Intermediate Similarity NPC79184
0.8394 Intermediate Similarity NPC46180
0.8394 Intermediate Similarity NPC151423
0.8394 Intermediate Similarity NPC210354
0.8394 Intermediate Similarity NPC472332
0.8394 Intermediate Similarity NPC40237
0.8394 Intermediate Similarity NPC472335
0.8394 Intermediate Similarity NPC176586
0.8385 Intermediate Similarity NPC474651
0.8385 Intermediate Similarity NPC304747
0.8385 Intermediate Similarity NPC474623
0.8382 Intermediate Similarity NPC4796
0.8382 Intermediate Similarity NPC147379
0.8374 Intermediate Similarity NPC123948
0.8372 Intermediate Similarity NPC223136
0.8372 Intermediate Similarity NPC214406
0.8372 Intermediate Similarity NPC473960
0.8372 Intermediate Similarity NPC103823
0.8372 Intermediate Similarity NPC223953
0.8372 Intermediate Similarity NPC44748
0.8372 Intermediate Similarity NPC76451
0.8372 Intermediate Similarity NPC154275
0.8372 Intermediate Similarity NPC18924
0.8372 Intermediate Similarity NPC78974
0.8372 Intermediate Similarity NPC28730
0.8369 Intermediate Similarity NPC293757
0.8369 Intermediate Similarity NPC216223
0.8369 Intermediate Similarity NPC174512
0.8369 Intermediate Similarity NPC125570
0.8369 Intermediate Similarity NPC474965
0.8369 Intermediate Similarity NPC477698
0.8369 Intermediate Similarity NPC668
0.8369 Intermediate Similarity NPC145569
0.8369 Intermediate Similarity NPC477695
0.8359 Intermediate Similarity NPC183446
0.8358 Intermediate Similarity NPC274613
0.8346 Intermediate Similarity NPC114298
0.8346 Intermediate Similarity NPC159418
0.8346 Intermediate Similarity NPC71579
0.8346 Intermediate Similarity NPC262253
0.8346 Intermediate Similarity NPC283823
0.8346 Intermediate Similarity NPC473411
0.8346 Intermediate Similarity NPC475468
0.8346 Intermediate Similarity NPC270326
0.8346 Intermediate Similarity NPC41562
0.8333 Intermediate Similarity NPC267064
0.8333 Intermediate Similarity NPC472596
0.8333 Intermediate Similarity NPC469480
0.8333 Intermediate Similarity NPC199023
0.8333 Intermediate Similarity NPC474288
0.8333 Intermediate Similarity NPC264145
0.8321 Intermediate Similarity NPC241354
0.832 Intermediate Similarity NPC15805
0.832 Intermediate Similarity NPC119949
0.832 Intermediate Similarity NPC135961
0.831 Intermediate Similarity NPC473091
0.8308 Intermediate Similarity NPC282000
0.8308 Intermediate Similarity NPC242032
0.8308 Intermediate Similarity NPC236791
0.8308 Intermediate Similarity NPC127587
0.8308 Intermediate Similarity NPC210355
0.8308 Intermediate Similarity NPC324112
0.8308 Intermediate Similarity NPC194841
0.8308 Intermediate Similarity NPC474670
0.8308 Intermediate Similarity NPC293054
0.8308 Intermediate Similarity NPC74817
0.8308 Intermediate Similarity NPC474119
0.8308 Intermediate Similarity NPC246620
0.8308 Intermediate Similarity NPC82679
0.8308 Intermediate Similarity NPC124452
0.8308 Intermediate Similarity NPC169474
0.8308 Intermediate Similarity NPC159968
0.8306 Intermediate Similarity NPC52464
0.8306 Intermediate Similarity NPC304208
0.8298 Intermediate Similarity NPC139839
0.8296 Intermediate Similarity NPC156892
0.8296 Intermediate Similarity NPC471182
0.8295 Intermediate Similarity NPC53305
0.8295 Intermediate Similarity NPC82483
0.8295 Intermediate Similarity NPC265483
0.8295 Intermediate Similarity NPC234400
0.8295 Intermediate Similarity NPC257589
0.8295 Intermediate Similarity NPC60885
0.8295 Intermediate Similarity NPC271985
0.8295 Intermediate Similarity NPC299584
0.8286 Intermediate Similarity NPC472560
0.8284 Intermediate Similarity NPC237330
0.8284 Intermediate Similarity NPC471110
0.8284 Intermediate Similarity NPC92830
0.8284 Intermediate Similarity NPC111635
0.8281 Intermediate Similarity NPC164778
0.8281 Intermediate Similarity NPC257976
0.8281 Intermediate Similarity NPC242372
0.8281 Intermediate Similarity NPC4181
0.8281 Intermediate Similarity NPC136319
0.8273 Intermediate Similarity NPC177644
0.8273 Intermediate Similarity NPC191158
0.8273 Intermediate Similarity NPC16353
0.8273 Intermediate Similarity NPC218841
0.8273 Intermediate Similarity NPC475000
0.8273 Intermediate Similarity NPC119663
0.8273 Intermediate Similarity NPC92693
0.8273 Intermediate Similarity NPC18211
0.8271 Intermediate Similarity NPC319969
0.8271 Intermediate Similarity NPC5423
0.8271 Intermediate Similarity NPC111888
0.8268 Intermediate Similarity NPC75713

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC173608 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
0.8258 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.8209 Intermediate Similarity NPD230 Phase 1
0.8182 Intermediate Similarity NPD3027 Phase 3
0.8138 Intermediate Similarity NPD37 Approved
0.8042 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD2982 Phase 2
0.8 Intermediate Similarity NPD2983 Phase 2
0.7986 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7973 Intermediate Similarity NPD4965 Approved
0.7973 Intermediate Similarity NPD4967 Phase 2
0.7973 Intermediate Similarity NPD4966 Approved
0.7967 Intermediate Similarity NPD228 Approved
0.7958 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7923 Intermediate Similarity NPD2981 Phase 2
0.7905 Intermediate Similarity NPD3817 Phase 2
0.7895 Intermediate Similarity NPD3018 Phase 2
0.7867 Intermediate Similarity NPD6234 Discontinued
0.781 Intermediate Similarity NPD447 Suspended
0.7786 Intermediate Similarity NPD1608 Approved
0.7763 Intermediate Similarity NPD7199 Phase 2
0.7761 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7752 Intermediate Similarity NPD9268 Approved
0.7746 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7746 Intermediate Similarity NPD4110 Phase 3
0.7734 Intermediate Similarity NPD5536 Phase 2
0.7733 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7727 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7718 Intermediate Similarity NPD2801 Approved
0.7712 Intermediate Similarity NPD6232 Discontinued
0.771 Intermediate Similarity NPD3705 Approved
0.771 Intermediate Similarity NPD422 Phase 1
0.7704 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7698 Intermediate Similarity NPD5283 Phase 1
0.7692 Intermediate Similarity NPD1778 Approved
0.7669 Intermediate Similarity NPD1283 Approved
0.7662 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7652 Intermediate Similarity NPD9269 Phase 2
0.7651 Intermediate Similarity NPD1934 Approved
0.763 Intermediate Similarity NPD9494 Approved
0.7622 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7616 Intermediate Similarity NPD3882 Suspended
0.7609 Intermediate Similarity NPD1613 Approved
0.7609 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7586 Intermediate Similarity NPD1511 Approved
0.7586 Intermediate Similarity NPD6799 Approved
0.7586 Intermediate Similarity NPD4357 Discontinued
0.7569 Intermediate Similarity NPD2219 Phase 1
0.7564 Intermediate Similarity NPD7473 Discontinued
0.7557 Intermediate Similarity NPD17 Approved
0.755 Intermediate Similarity NPD5353 Approved
0.7536 Intermediate Similarity NPD6233 Phase 2
0.7534 Intermediate Similarity NPD3688 Clinical (unspecified phase)
0.7534 Intermediate Similarity NPD3146 Approved
0.7516 Intermediate Similarity NPD7228 Approved
0.75 Intermediate Similarity NPD1653 Approved
0.75 Intermediate Similarity NPD1358 Approved
0.75 Intermediate Similarity NPD3847 Discontinued
0.7483 Intermediate Similarity NPD1512 Approved
0.7483 Intermediate Similarity NPD1465 Phase 2
0.7483 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7482 Intermediate Similarity NPD1240 Approved
0.7481 Intermediate Similarity NPD1357 Approved
0.7468 Intermediate Similarity NPD5844 Phase 1
0.7465 Intermediate Similarity NPD2935 Discontinued
0.7464 Intermediate Similarity NPD1296 Phase 2
0.7464 Intermediate Similarity NPD6798 Discontinued
0.7444 Intermediate Similarity NPD1281 Approved
0.7429 Intermediate Similarity NPD6355 Discontinued
0.7415 Intermediate Similarity NPD2532 Approved
0.7415 Intermediate Similarity NPD2534 Approved
0.7415 Intermediate Similarity NPD2533 Approved
0.741 Intermediate Similarity NPD4062 Phase 3
0.7405 Intermediate Similarity NPD1894 Discontinued
0.7405 Intermediate Similarity NPD9545 Approved
0.7403 Intermediate Similarity NPD919 Approved
0.7394 Intermediate Similarity NPD1510 Phase 2
0.7391 Intermediate Similarity NPD7095 Approved
0.7379 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7379 Intermediate Similarity NPD4628 Phase 3
0.7379 Intermediate Similarity NPD3750 Approved
0.7376 Intermediate Similarity NPD1607 Approved
0.7368 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD7819 Suspended
0.7348 Intermediate Similarity NPD1651 Approved
0.7343 Intermediate Similarity NPD6099 Approved
0.7343 Intermediate Similarity NPD1551 Phase 2
0.7343 Intermediate Similarity NPD6100 Approved
0.7329 Intermediate Similarity NPD6190 Approved
0.7329 Intermediate Similarity NPD7240 Approved
0.7325 Intermediate Similarity NPD5242 Approved
0.7324 Intermediate Similarity NPD6111 Discontinued
0.7313 Intermediate Similarity NPD1535 Discovery
0.731 Intermediate Similarity NPD1652 Phase 2
0.7293 Intermediate Similarity NPD4626 Approved
0.7292 Intermediate Similarity NPD3540 Phase 1
0.7285 Intermediate Similarity NPD6599 Discontinued
0.7278 Intermediate Similarity NPD6166 Phase 2
0.7278 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7278 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD1548 Phase 1
0.7273 Intermediate Similarity NPD3748 Approved
0.7267 Intermediate Similarity NPD3686 Approved
0.7267 Intermediate Similarity NPD3687 Approved
0.7259 Intermediate Similarity NPD1481 Phase 2
0.7259 Intermediate Similarity NPD9717 Approved
0.7254 Intermediate Similarity NPD6653 Approved
0.725 Intermediate Similarity NPD7054 Approved
0.7248 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7237 Intermediate Similarity NPD6386 Approved
0.7237 Intermediate Similarity NPD6385 Approved
0.7226 Intermediate Similarity NPD2797 Approved
0.7226 Intermediate Similarity NPD7075 Discontinued
0.7226 Intermediate Similarity NPD6971 Discontinued
0.7222 Intermediate Similarity NPD2438 Suspended
0.7222 Intermediate Similarity NPD3539 Phase 1
0.7206 Intermediate Similarity NPD4749 Approved
0.7205 Intermediate Similarity NPD7472 Approved
0.7205 Intermediate Similarity NPD7074 Phase 3
0.7195 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7194 Intermediate Similarity NPD2614 Approved
0.7194 Intermediate Similarity NPD4908 Phase 1
0.7194 Intermediate Similarity NPD1008 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD3818 Discontinued
0.7185 Intermediate Similarity NPD1610 Phase 2
0.7183 Intermediate Similarity NPD1933 Approved
0.7181 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7178 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7174 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7165 Intermediate Similarity NPD2684 Approved
0.716 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7154 Intermediate Similarity NPD1241 Discontinued
0.7153 Intermediate Similarity NPD196 Phase 1
0.7143 Intermediate Similarity NPD3134 Approved
0.7134 Intermediate Similarity NPD5494 Approved
0.7133 Intermediate Similarity NPD2653 Approved
0.7124 Intermediate Similarity NPD5090 Approved
0.7124 Intermediate Similarity NPD7411 Suspended
0.7124 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7124 Intermediate Similarity NPD5089 Approved
0.7123 Intermediate Similarity NPD1549 Phase 2
0.7121 Intermediate Similarity NPD9493 Approved
0.7113 Intermediate Similarity NPD2979 Phase 3
0.7113 Intermediate Similarity NPD4060 Phase 1
0.7113 Intermediate Similarity NPD943 Approved
0.7113 Intermediate Similarity NPD826 Approved
0.7113 Intermediate Similarity NPD825 Approved
0.7111 Intermediate Similarity NPD3496 Discontinued
0.7105 Intermediate Similarity NPD4005 Discontinued
0.7103 Intermediate Similarity NPD2796 Approved
0.7097 Intermediate Similarity NPD846 Approved
0.7097 Intermediate Similarity NPD940 Approved
0.7097 Intermediate Similarity NPD5402 Approved
0.7095 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.7092 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7092 Intermediate Similarity NPD411 Approved
0.7092 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7092 Intermediate Similarity NPD3268 Approved
0.709 Intermediate Similarity NPD5691 Approved
0.709 Intermediate Similarity NPD5585 Approved
0.7089 Intermediate Similarity NPD8127 Discontinued
0.7086 Intermediate Similarity NPD5403 Approved
0.7078 Intermediate Similarity NPD6801 Discontinued
0.7077 Intermediate Similarity NPD5535 Approved
0.7077 Intermediate Similarity NPD7843 Approved
0.7075 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7075 Intermediate Similarity NPD1243 Approved
0.7073 Intermediate Similarity NPD7808 Phase 3
0.7067 Intermediate Similarity NPD5401 Approved
0.7067 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD5124 Phase 1
0.7063 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD7028 Phase 2
0.7059 Intermediate Similarity NPD4380 Phase 2
0.7055 Intermediate Similarity NPD6004 Phase 3
0.7055 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD7266 Discontinued
0.7055 Intermediate Similarity NPD1375 Discontinued
0.7055 Intermediate Similarity NPD6002 Phase 3
0.7055 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD6005 Phase 3
0.7055 Intermediate Similarity NPD6797 Phase 2
0.7051 Intermediate Similarity NPD7768 Phase 2
0.705 Intermediate Similarity NPD257 Approved
0.705 Intermediate Similarity NPD258 Approved
0.705 Intermediate Similarity NPD5647 Approved
0.7047 Intermediate Similarity NPD7124 Phase 2
0.7045 Intermediate Similarity NPD7157 Approved
0.7044 Intermediate Similarity NPD7229 Phase 3
0.7042 Intermediate Similarity NPD259 Phase 1
0.7042 Intermediate Similarity NPD1726 Clinical (unspecified phase)
0.7034 Intermediate Similarity NPD7033 Discontinued
0.7032 Intermediate Similarity NPD1006 Clinical (unspecified phase)
0.7029 Intermediate Similarity NPD3225 Approved
0.7016 Intermediate Similarity NPD1242 Phase 1
0.7012 Intermediate Similarity NPD7251 Discontinued
0.7007 Intermediate Similarity NPD4534 Discontinued
0.7 Intermediate Similarity NPD454 Approved
0.7 Intermediate Similarity NPD3926 Phase 2

Structure

External Identifiers

PubChem CID   64860
ChEMBL   CHEMBL484645
ZINC  

Physicochemical Properties

Molecular Weight:  240.10
ALogP:  -0.298
MLogP:  2.23
XLogP:  1.051
# Rotatable Bonds:  10
Polar Surface Area:  64.99
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  17

Download Data

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