Natural Product: NPC154741

Natural Product ID:  NPC154741
Common Name:   Quercetin 3-O-Alpha-L-(5''-O-Galloyl)Arabinofuranoside
IUPAC Name:   [(2S,3R,4R,5S)-5-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4-dihydroxyoxolan-2-yl]methyl 3,4,5-trihydroxybenzoate
Synonyms:  
Molecular Formula:   C27H22O15
Standard InCHIKey:  GZBROUOOAWUBQH-GABSKDJNSA-N
Standard InCHI:  InChI=1S/C27H22O15/c28-11-6-14(31)19-17(7-11)40-24(9-1-2-12(29)13(30)3-9)25(22(19)36)42-27-23(37)21(35)18(41-27)8-39-26(38)10-4-15(32)20(34)16(33)5-10/h1-7,18,21,23,27-35,37H,8H2/t18-,21-,23+,27-/m0/s1
Canonical SMILES:  Oc1cc(O)c2c(c1)oc(c(c2=O)O[C@@H]1O[C@H]([C@@H]([C@H]1O)O)COC(=O)c1cc(O)c(c(c1)O)O)c1ccc(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
NPO5909 Triplaris cumingiana Species Polygonaceae Eukaryota PMID[15730249]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT395 Cell Line SF-268 Homo sapiens GI50 = 2.3 ug/ml 24164206
NPT397 Cell Line NCI-H460 Homo sapiens GI50 = 1.2 ug/ml 24164206
NPT83 Cell Line MCF7 Homo sapiens GI50 = 1.4 ug/ml 23501116

  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 NPC154741 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 NPC296018
0.9939 High Similarity NPC476773
0.9758 High Similarity NPC144097
0.9758 High Similarity NPC61904
0.9699 High Similarity NPC253521
0.9699 High Similarity NPC37668
0.9699 High Similarity NPC113836
0.9699 High Similarity NPC35167
0.9697 High Similarity NPC34267
0.9697 High Similarity NPC223426
0.9697 High Similarity NPC81042
0.9697 High Similarity NPC214621
0.9634 High Similarity NPC155763
0.9634 High Similarity NPC235260
0.9634 High Similarity NPC20505
0.9581 High Similarity NPC139571
0.9581 High Similarity NPC196127
0.9581 High Similarity NPC217520
0.9581 High Similarity NPC217387
0.9581 High Similarity NPC258044
0.9581 High Similarity NPC293626
0.9581 High Similarity NPC267680
0.9576 High Similarity NPC175107
0.9576 High Similarity NPC190003
0.9573 High Similarity NPC138927
0.9571 High Similarity NPC67037
0.9571 High Similarity NPC255615
0.9527 High Similarity NPC36138
0.9527 High Similarity NPC97119
0.9527 High Similarity NPC135831
0.9527 High Similarity NPC297503
0.9518 High Similarity NPC4390
0.9515 High Similarity NPC244776
0.9515 High Similarity NPC72249
0.9515 High Similarity NPC116864
0.9515 High Similarity NPC149011
0.9515 High Similarity NPC204937
0.9512 High Similarity NPC48640
0.9512 High Similarity NPC149244
0.9509 High Similarity NPC34531
0.9471 High Similarity NPC470416
0.9464 High Similarity NPC477895
0.9461 High Similarity NPC210094
0.9461 High Similarity NPC101191
0.9461 High Similarity NPC237435
0.9461 High Similarity NPC115760
0.9461 High Similarity NPC253685
0.9461 High Similarity NPC49344
0.9461 High Similarity NPC135277
0.9461 High Similarity NPC43211
0.9458 High Similarity NPC245452
0.9458 High Similarity NPC153755
0.9455 High Similarity NPC476771
0.9451 High Similarity NPC274618
0.9451 High Similarity NPC308404
0.9451 High Similarity NPC253662
0.9451 High Similarity NPC88789
0.9451 High Similarity NPC254306
0.9451 High Similarity NPC118284
0.9451 High Similarity NPC145038
0.9451 High Similarity NPC281131
0.9451 High Similarity NPC56077
0.9451 High Similarity NPC179950
0.9451 High Similarity NPC276222
0.9412 High Similarity NPC470718
0.9412 High Similarity NPC162394
0.9412 High Similarity NPC156785
0.9412 High Similarity NPC241781
0.9405 High Similarity NPC472385
0.9405 High Similarity NPC198324
0.9405 High Similarity NPC472991
0.9405 High Similarity NPC472992
0.9401 High Similarity NPC175230
0.9401 High Similarity NPC88560
0.9401 High Similarity NPC172033
0.9401 High Similarity NPC472993
0.9398 High Similarity NPC206123
0.9394 High Similarity NPC127546
0.9394 High Similarity NPC173637
0.9394 High Similarity NPC317489
0.9394 High Similarity NPC84362
0.9394 High Similarity NPC52550
0.9394 High Similarity NPC223424
0.939 High Similarity NPC19388
0.939 High Similarity NPC240431
0.939 High Similarity NPC277205
0.939 High Similarity NPC55786
0.9357 High Similarity NPC223860
0.9357 High Similarity NPC21359
0.9357 High Similarity NPC275977
0.9357 High Similarity NPC470717
0.9357 High Similarity NPC25946
0.9357 High Similarity NPC470720
0.9357 High Similarity NPC249560
0.9357 High Similarity NPC460984
0.9357 High Similarity NPC470713
0.9345 High Similarity NPC477848
0.9345 High Similarity NPC264735
0.9341 High Similarity NPC476772
0.9341 High Similarity NPC47140
0.9341 High Similarity NPC67134
0.9337 High Similarity NPC225434
0.9337 High Similarity NPC219904
0.9337 High Similarity NPC120099
0.9337 High Similarity NPC223747
0.9337 High Similarity NPC203050
0.9333 High Similarity NPC21100
0.9333 High Similarity NPC197285
0.9333 High Similarity NPC113968
0.9333 High Similarity NPC277174
0.9333 High Similarity NPC73855
0.9333 High Similarity NPC328940
0.9333 High Similarity NPC135599
0.9329 High Similarity NPC168822
0.9302 High Similarity NPC470719
0.9302 High Similarity NPC104910
0.9302 High Similarity NPC473554
0.9302 High Similarity NPC474093
0.9302 High Similarity NPC295625
0.9302 High Similarity NPC33083
0.9298 High Similarity NPC199172
0.9298 High Similarity NPC35924
0.929 High Similarity NPC211532
0.929 High Similarity NPC471669
0.929 High Similarity NPC89127
0.929 High Similarity NPC233994
0.929 High Similarity NPC268533
0.9286 High Similarity NPC169977
0.9286 High Similarity NPC45522
0.9286 High Similarity NPC21666
0.9286 High Similarity NPC42773
0.9286 High Similarity NPC24043
0.9286 High Similarity NPC101026
0.9281 High Similarity NPC245014
0.9281 High Similarity NPC254855
0.9281 High Similarity NPC95866
0.9281 High Similarity NPC136042
0.9281 High Similarity NPC29958
0.9281 High Similarity NPC156869
0.9281 High Similarity NPC255157
0.9281 High Similarity NPC67326
0.9281 High Similarity NPC282987
0.9281 High Similarity NPC84265
0.9281 High Similarity NPC259896
0.9277 High Similarity NPC325555
0.9277 High Similarity NPC265530
0.9277 High Similarity NPC160156
0.9277 High Similarity NPC92565
0.9277 High Similarity NPC116745
0.9277 High Similarity NPC226304
0.9273 High Similarity NPC205824
0.9273 High Similarity NPC85751
0.9273 High Similarity NPC129264
0.9273 High Similarity NPC19240
0.9268 High Similarity NPC189142
0.9268 High Similarity NPC77660
0.9249 High Similarity NPC30011
0.9249 High Similarity NPC72554
0.9249 High Similarity NPC475179
0.9249 High Similarity NPC97817
0.924 High Similarity NPC469371
0.924 High Similarity NPC473073
0.924 High Similarity NPC473071
0.924 High Similarity NPC222674
0.9235 High Similarity NPC476620
0.9235 High Similarity NPC173837
0.9235 High Similarity NPC476621
0.9235 High Similarity NPC476623
0.9235 High Similarity NPC476618
0.9235 High Similarity NPC476619
0.9235 High Similarity NPC476622
0.9226 High Similarity NPC155877
0.9226 High Similarity NPC33054
0.9226 High Similarity NPC254540
0.9226 High Similarity NPC172807
0.9226 High Similarity NPC471748
0.9226 High Similarity NPC476405
0.9226 High Similarity NPC211594
0.9226 High Similarity NPC203259
0.9226 High Similarity NPC134532
0.9226 High Similarity NPC60735
0.9226 High Similarity NPC471725
0.9226 High Similarity NPC117260
0.9226 High Similarity NPC235575
0.9226 High Similarity NPC26230
0.9226 High Similarity NPC176740
0.9222 High Similarity NPC52382
0.9222 High Similarity NPC270578
0.9212 High Similarity NPC80068
0.9212 High Similarity NPC88043
0.9212 High Similarity NPC191306
0.9212 High Similarity NPC19709
0.9212 High Similarity NPC270335
0.9207 High Similarity NPC282169
0.9186 High Similarity NPC470445
0.9186 High Similarity NPC470449
0.9186 High Similarity NPC470446
0.9186 High Similarity NPC473072
0.9186 High Similarity NPC107987
0.9186 High Similarity NPC470447

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC154741 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
0.9461 High Similarity NPD4338 Clinical (unspecified phase)
0.9394 High Similarity NPD3818 Discontinued
0.9226 High Similarity NPD6797 Phase 2
0.9172 High Similarity NPD7251 Discontinued
0.9006 High Similarity NPD7808 Phase 3
0.8994 High Similarity NPD7054 Approved
0.8941 High Similarity NPD7472 Approved
0.8909 High Similarity NPD4381 Clinical (unspecified phase)
0.8848 High Similarity NPD3882 Suspended
0.8848 High Similarity NPD4868 Clinical (unspecified phase)
0.883 High Similarity NPD7074 Phase 3
0.8817 High Similarity NPD6168 Clinical (unspecified phase)
0.8817 High Similarity NPD6167 Clinical (unspecified phase)
0.8817 High Similarity NPD6166 Phase 2
0.8788 High Similarity NPD3817 Phase 2
0.8675 High Similarity NPD5402 Approved
0.8671 High Similarity NPD7993 Clinical (unspecified phase)
0.8663 High Similarity NPD7804 Clinical (unspecified phase)
0.8528 High Similarity NPD1512 Approved
0.8514 High Similarity NPD6559 Discontinued
0.8503 High Similarity NPD2801 Approved
0.8476 Intermediate Similarity NPD5403 Approved
0.8462 Intermediate Similarity NPD7075 Discontinued
0.8443 Intermediate Similarity NPD6801 Discontinued
0.8443 Intermediate Similarity NPD1934 Approved
0.8405 Intermediate Similarity NPD1511 Approved
0.8393 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8354 Intermediate Similarity NPD5401 Approved
0.8323 Intermediate Similarity NPD4380 Phase 2
0.8293 Intermediate Similarity NPD6799 Approved
0.8284 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8253 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.8218 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.8197 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.8103 Intermediate Similarity NPD7199 Phase 2
0.8095 Intermediate Similarity NPD1653 Approved
0.8079 Intermediate Similarity NPD3751 Discontinued
0.8061 Intermediate Similarity NPD6190 Approved
0.8059 Intermediate Similarity NPD7411 Suspended
0.8057 Intermediate Similarity NPD6232 Discontinued
0.8046 Intermediate Similarity NPD5494 Approved
0.8034 Intermediate Similarity NPD5844 Phase 1
0.8024 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8023 Intermediate Similarity NPD7473 Discontinued
0.8022 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.8011 Intermediate Similarity NPD8313 Approved
0.8011 Intermediate Similarity NPD8312 Approved
0.8 Intermediate Similarity NPD6599 Discontinued
0.8 Intermediate Similarity NPD7685 Pre-registration
0.7989 Intermediate Similarity NPD6234 Discontinued
0.7989 Intermediate Similarity NPD919 Approved
0.7978 Intermediate Similarity NPD7228 Approved
0.7965 Intermediate Similarity NPD1465 Phase 2
0.7955 Intermediate Similarity NPD3787 Discontinued
0.7931 Intermediate Similarity NPD3749 Approved
0.7917 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7907 Intermediate Similarity NPD37 Approved
0.7892 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7879 Intermediate Similarity NPD1549 Phase 2
0.7874 Intermediate Similarity NPD4967 Phase 2
0.7874 Intermediate Similarity NPD4966 Approved
0.7874 Intermediate Similarity NPD4965 Approved
0.7861 Intermediate Similarity NPD7819 Suspended
0.7857 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7818 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7818 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7816 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7809 Intermediate Similarity NPD3926 Phase 2
0.7805 Intermediate Similarity NPD1510 Phase 2
0.7797 Intermediate Similarity NPD1247 Approved
0.7784 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7772 Intermediate Similarity NPD7435 Discontinued
0.7765 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7758 Intermediate Similarity NPD2796 Approved
0.7737 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7697 Intermediate Similarity NPD6959 Discontinued
0.7679 Intermediate Similarity NPD3750 Approved
0.767 Intermediate Similarity NPD7768 Phase 2
0.7665 Intermediate Similarity NPD8151 Discontinued
0.7622 Intermediate Similarity NPD230 Phase 1
0.7617 Intermediate Similarity NPD6776 Approved
0.7617 Intermediate Similarity NPD6781 Approved
0.7617 Intermediate Similarity NPD6780 Approved
0.7617 Intermediate Similarity NPD6782 Approved
0.7617 Intermediate Similarity NPD6779 Approved
0.7617 Intermediate Similarity NPD6778 Approved
0.7617 Intermediate Similarity NPD6777 Approved
0.7605 Intermediate Similarity NPD7266 Discontinued
0.7561 Intermediate Similarity NPD943 Approved
0.756 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7557 Intermediate Similarity NPD8455 Phase 2
0.7545 Intermediate Similarity NPD1551 Phase 2
0.7538 Intermediate Similarity NPD7874 Approved
0.7538 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7515 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7514 Intermediate Similarity NPD7240 Approved
0.7514 Intermediate Similarity NPD920 Approved
0.75 Intermediate Similarity NPD2532 Approved
0.75 Intermediate Similarity NPD2534 Approved
0.75 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD8434 Phase 2
0.75 Intermediate Similarity NPD2533 Approved
0.7471 Intermediate Similarity NPD4628 Phase 3
0.7462 Intermediate Similarity NPD7870 Phase 2
0.7462 Intermediate Similarity NPD7871 Phase 2
0.7455 Intermediate Similarity NPD1613 Approved
0.7455 Intermediate Similarity NPD1240 Approved
0.7455 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7413 Intermediate Similarity NPD7783 Phase 2
0.7413 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7411 Intermediate Similarity NPD7698 Approved
0.7411 Intermediate Similarity NPD7697 Approved
0.7411 Intermediate Similarity NPD7696 Phase 3
0.741 Intermediate Similarity NPD1933 Approved
0.741 Intermediate Similarity NPD447 Suspended
0.7399 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7387 Intermediate Similarity NPD7584 Approved
0.7384 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD3748 Approved
0.7374 Intermediate Similarity NPD8320 Phase 1
0.7374 Intermediate Similarity NPD8319 Approved
0.7365 Intermediate Similarity NPD1607 Approved
0.7358 Intermediate Similarity NPD6535 Approved
0.7358 Intermediate Similarity NPD6534 Approved
0.735 Intermediate Similarity NPD7701 Phase 2
0.7337 Intermediate Similarity NPD2935 Discontinued
0.7333 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD6798 Discontinued
0.733 Intermediate Similarity NPD3226 Approved
0.7316 Intermediate Similarity NPD8150 Discontinued
0.731 Intermediate Similarity NPD1243 Approved
0.7289 Intermediate Similarity NPD6233 Phase 2
0.7283 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD5953 Discontinued
0.726 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7245 Intermediate Similarity NPD7700 Phase 2
0.7245 Intermediate Similarity NPD7699 Phase 2
0.7241 Intermediate Similarity NPD7801 Approved
0.7236 Intermediate Similarity NPD7680 Approved
0.7232 Intermediate Similarity NPD7458 Discontinued
0.7229 Intermediate Similarity NPD2313 Discontinued
0.7212 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7209 Intermediate Similarity NPD2800 Approved
0.7208 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7193 Intermediate Similarity NPD2344 Approved
0.719 Intermediate Similarity NPD5619 Clinical (unspecified phase)
0.7186 Intermediate Similarity NPD6823 Phase 2
0.7178 Intermediate Similarity NPD7585 Approved
0.7176 Intermediate Similarity NPD7033 Discontinued
0.7169 Intermediate Similarity NPD3027 Phase 3
0.7166 Intermediate Similarity NPD7286 Phase 2
0.7152 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7134 Intermediate Similarity NPD1203 Approved
0.7129 Intermediate Similarity NPD7583 Approved
0.7108 Intermediate Similarity NPD6832 Phase 2
0.7105 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7101 Intermediate Similarity NPD6355 Discontinued
0.7081 Intermediate Similarity NPD7229 Phase 3
0.7076 Intermediate Similarity NPD2799 Discontinued
0.7062 Intermediate Similarity NPD4287 Approved
0.7055 Intermediate Similarity NPD9269 Phase 2
0.7031 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7029 Intermediate Similarity NPD2309 Approved
0.7027 Intermediate Similarity NPD8127 Discontinued
0.7024 Intermediate Similarity NPD3764 Approved
0.7 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.6994 Remote Similarity NPD2346 Discontinued
0.6989 Remote Similarity NPD5711 Approved
0.6989 Remote Similarity NPD5710 Approved
0.6963 Remote Similarity NPD7038 Approved
0.6963 Remote Similarity NPD7039 Approved
0.6954 Remote Similarity NPD6213 Phase 3
0.6954 Remote Similarity NPD6212 Phase 3
0.6954 Remote Similarity NPD6214 Clinical (unspecified phase)
0.6952 Remote Similarity NPD5242 Approved
0.6949 Remote Similarity NPD7390 Discontinued
0.6946 Remote Similarity NPD9494 Approved
0.694 Remote Similarity NPD5353 Approved
0.6931 Remote Similarity NPD7799 Discontinued
0.6931 Remote Similarity NPD5005 Approved
0.6931 Remote Similarity NPD2163 Approved
0.6931 Remote Similarity NPD5006 Approved
0.6923 Remote Similarity NPD6844 Discontinued
0.6915 Remote Similarity NPD2403 Approved
0.6914 Remote Similarity NPD1652 Phase 2
0.691 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6905 Remote Similarity NPD4908 Phase 1
0.689 Remote Similarity NPD1091 Approved
0.689 Remote Similarity NPD7930 Approved
0.6886 Remote Similarity NPD2798 Approved
0.6879 Remote Similarity NPD1509 Clinical (unspecified phase)
0.6875 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6872 Remote Similarity NPD6273 Approved
0.6868 Remote Similarity NPD6386 Approved
0.6868 Remote Similarity NPD6385 Approved
0.6867 Remote Similarity NPD3225 Approved
0.6865 Remote Similarity NPD6971 Discontinued

Structure

External Identifiers

PubChem CID   11410680
ChEMBL   CHEMBL461661
ZINC  

Physicochemical Properties

Molecular Weight:  586.10
ALogP:  -5.3931
MLogP:  2.78
XLogP:  0.282
# Rotatable Bonds:  16
Polar Surface Area:  253.13
# H-Bond Aceptor:  7
# H-Bond Donor:  9
# Rings:  5
# Heavy Atoms:  42

Download Data

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