Natural Product: NPC474434

Natural Product ID:  NPC474434
Common Name:   Corymbiferin 1-O-Glucoside
IUPAC Name:   3,6-dihydroxy-4,5-dimethoxy-1-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyxanthen-9-one
Synonyms:   Corymbiferin 1-O-Glucoside
Molecular Formula:   C21H22O12
Standard InCHIKey:  STWLEHSEFAYLCI-HIALJPTESA-N
Standard InCHI:  InChI=1S/C21H22O12/c1-29-18-8(23)4-3-7-13(25)12-10(5-9(24)19(30-2)20(12)33-17(7)18)31-21-16(28)15(27)14(26)11(6-22)32-21/h3-5,11,14-16,21-24,26-28H,6H2,1-2H3/t11-,14-,15+,16-,21?/m1/s1
Canonical SMILES:  OC[C@H]1OC(Oc2cc(O)c(c3c2c(=O)c2c(o3)c(OC)c(cc2)O)OC)[C@@H]([C@H]([C@@H]1O)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
NPO32688 gentianella amarella ssp. acuta Species Gentianaceae Eukaryota PMID[18336006]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT261 Individual Protein Monoamine oxidase A Homo sapiens Inhibition = 15 % PubChem BioAssay data set
NPT204 Individual Protein Acetylcholinesterase Homo sapiens Inhibition = 1.5 % 24333581
NPT582 Individual Protein Monoamine oxidase B Homo sapiens Inhibition = 70.5 % 23354070

  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 NPC474434 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
0.9937 High Similarity NPC210042
0.9937 High Similarity NPC183036
0.9937 High Similarity NPC95855
0.9875 High Similarity NPC21190
0.9875 High Similarity NPC22195
0.9875 High Similarity NPC44558
0.9875 High Similarity NPC471416
0.9875 High Similarity NPC34287
0.9875 High Similarity NPC183357
0.9874 High Similarity NPC93099
0.9814 High Similarity NPC48773
0.9814 High Similarity NPC205076
0.9814 High Similarity NPC307518
0.9812 High Similarity NPC472383
0.9812 High Similarity NPC471457
0.9812 High Similarity NPC112755
0.9812 High Similarity NPC170675
0.9812 High Similarity NPC472381
0.9812 High Similarity NPC229687
0.9753 High Similarity NPC239549
0.9753 High Similarity NPC51774
0.9753 High Similarity NPC236191
0.9752 High Similarity NPC105511
0.9752 High Similarity NPC224462
0.975 High Similarity NPC45400
0.9693 High Similarity NPC142996
0.9691 High Similarity NPC301683
0.9691 High Similarity NPC156977
0.9691 High Similarity NPC472386
0.9691 High Similarity NPC267254
0.9689 High Similarity NPC226294
0.9689 High Similarity NPC105025
0.9689 High Similarity NPC186807
0.9689 High Similarity NPC201292
0.9689 High Similarity NPC58053
0.9689 High Similarity NPC475942
0.9689 High Similarity NPC469931
0.9689 High Similarity NPC93337
0.9689 High Similarity NPC45638
0.9688 High Similarity NPC5778
0.9688 High Similarity NPC236934
0.9632 High Similarity NPC204693
0.963 High Similarity NPC51326
0.963 High Similarity NPC231194
0.9627 High Similarity NPC229729
0.9627 High Similarity NPC146792
0.9627 High Similarity NPC135345
0.9627 High Similarity NPC58716
0.9627 High Similarity NPC45618
0.9625 High Similarity NPC165720
0.9576 High Similarity NPC476623
0.9576 High Similarity NPC476621
0.9576 High Similarity NPC476620
0.9576 High Similarity NPC472387
0.9576 High Similarity NPC476618
0.9576 High Similarity NPC476619
0.9576 High Similarity NPC476622
0.9573 High Similarity NPC102028
0.9571 High Similarity NPC172807
0.9571 High Similarity NPC211594
0.9571 High Similarity NPC3583
0.9571 High Similarity NPC117260
0.9571 High Similarity NPC259152
0.9571 High Similarity NPC475155
0.9571 High Similarity NPC254540
0.9571 High Similarity NPC476405
0.9565 High Similarity NPC99957
0.9565 High Similarity NPC181616
0.9563 High Similarity NPC127415
0.9563 High Similarity NPC29830
0.9563 High Similarity NPC88043
0.9515 High Similarity NPC472382
0.9515 High Similarity NPC268533
0.9515 High Similarity NPC257714
0.9515 High Similarity NPC472380
0.9515 High Similarity NPC169733
0.9515 High Similarity NPC472384
0.9512 High Similarity NPC42773
0.9512 High Similarity NPC101026
0.9512 High Similarity NPC45522
0.9512 High Similarity NPC24043
0.9512 High Similarity NPC169977
0.9512 High Similarity NPC21666
0.9509 High Similarity NPC245014
0.9509 High Similarity NPC84265
0.9509 High Similarity NPC194483
0.9509 High Similarity NPC79056
0.9509 High Similarity NPC293004
0.9509 High Similarity NPC105095
0.9509 High Similarity NPC282987
0.9509 High Similarity NPC212748
0.9509 High Similarity NPC44328
0.9509 High Similarity NPC177731
0.9506 High Similarity NPC477502
0.9506 High Similarity NPC116745
0.9503 High Similarity NPC22832
0.9503 High Similarity NPC311830
0.95 High Similarity NPC300537
0.95 High Similarity NPC127782
0.9458 High Similarity NPC168584
0.9455 High Similarity NPC477848
0.9455 High Similarity NPC472607
0.9451 High Similarity NPC235575
0.9451 High Similarity NPC261254
0.9451 High Similarity NPC256760
0.9448 High Similarity NPC43587
0.9448 High Similarity NPC195257
0.9448 High Similarity NPC293629
0.9448 High Similarity NPC61791
0.9448 High Similarity NPC52382
0.9448 High Similarity NPC270578
0.9448 High Similarity NPC209296
0.9444 High Similarity NPC210073
0.9444 High Similarity NPC115674
0.9441 High Similarity NPC191306
0.9441 High Similarity NPC270335
0.9441 High Similarity NPC222936
0.9441 High Similarity NPC94777
0.9441 High Similarity NPC88023
0.9441 High Similarity NPC243930
0.9441 High Similarity NPC284960
0.9441 High Similarity NPC168822
0.9441 High Similarity NPC19709
0.9441 High Similarity NPC309025
0.9401 High Similarity NPC473682
0.9401 High Similarity NPC126784
0.9401 High Similarity NPC470444
0.9401 High Similarity NPC470443
0.9401 High Similarity NPC110941
0.9401 High Similarity NPC241423
0.9401 High Similarity NPC473571
0.9398 High Similarity NPC472991
0.9398 High Similarity NPC472992
0.9398 High Similarity NPC472385
0.9398 High Similarity NPC198324
0.9398 High Similarity NPC470949
0.9398 High Similarity NPC211532
0.9398 High Similarity NPC233994
0.9398 High Similarity NPC8573
0.9398 High Similarity NPC65563
0.9394 High Similarity NPC172033
0.9394 High Similarity NPC175230
0.9394 High Similarity NPC88560
0.9394 High Similarity NPC208668
0.939 High Similarity NPC150767
0.939 High Similarity NPC206123
0.939 High Similarity NPC78734
0.939 High Similarity NPC204937
0.939 High Similarity NPC52353
0.939 High Similarity NPC149011
0.9387 High Similarity NPC160156
0.9387 High Similarity NPC14662
0.9387 High Similarity NPC92565
0.9379 High Similarity NPC77660
0.9379 High Similarity NPC220912
0.9379 High Similarity NPC189142
0.9379 High Similarity NPC148273
0.9379 High Similarity NPC473043
0.9349 High Similarity NPC148710
0.9345 High Similarity NPC473071
0.9345 High Similarity NPC473073
0.9341 High Similarity NPC475261
0.9337 High Similarity NPC264735
0.9337 High Similarity NPC115760
0.9337 High Similarity NPC43211
0.9337 High Similarity NPC237435
0.9337 High Similarity NPC135277
0.9337 High Similarity NPC49344
0.9337 High Similarity NPC108202
0.9337 High Similarity NPC101191
0.9337 High Similarity NPC210094
0.9333 High Similarity NPC47140
0.9333 High Similarity NPC67134
0.9329 High Similarity NPC120099
0.9329 High Similarity NPC105283
0.9329 High Similarity NPC223747
0.9329 High Similarity NPC203050
0.9329 High Similarity NPC471287
0.9329 High Similarity NPC219904
0.9329 High Similarity NPC225434
0.9329 High Similarity NPC86008
0.9325 High Similarity NPC70441
0.9325 High Similarity NPC197285
0.9325 High Similarity NPC21100
0.9325 High Similarity NPC8856
0.9321 High Similarity NPC470178
0.9317 High Similarity NPC228383
0.9317 High Similarity NPC182045
0.929 High Similarity NPC470447
0.929 High Similarity NPC473072
0.929 High Similarity NPC470446
0.929 High Similarity NPC36138
0.929 High Similarity NPC470449
0.929 High Similarity NPC470445
0.9286 High Similarity NPC473895
0.9277 High Similarity NPC4390
0.9277 High Similarity NPC472993
0.9273 High Similarity NPC72249
0.9273 High Similarity NPC67105
0.9273 High Similarity NPC95866

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474434 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
0.9509 High Similarity NPD7074 Phase 3
0.9448 High Similarity NPD7054 Approved
0.939 High Similarity NPD7472 Approved
0.9387 High Similarity NPD3818 Discontinued
0.9337 High Similarity NPD4338 Clinical (unspecified phase)
0.9217 High Similarity NPD6797 Phase 2
0.9162 High Similarity NPD7251 Discontinued
0.913 High Similarity NPD4381 Clinical (unspecified phase)
0.9107 High Similarity NPD7808 Phase 3
0.903 High Similarity NPD6166 Phase 2
0.903 High Similarity NPD6168 Clinical (unspecified phase)
0.903 High Similarity NPD6167 Clinical (unspecified phase)
0.9 High Similarity NPD1934 Approved
0.8944 High Similarity NPD2801 Approved
0.8827 High Similarity NPD2393 Clinical (unspecified phase)
0.8757 High Similarity NPD7804 Clinical (unspecified phase)
0.872 High Similarity NPD4868 Clinical (unspecified phase)
0.8675 High Similarity NPD5494 Approved
0.8606 High Similarity NPD3882 Suspended
0.8528 High Similarity NPD4380 Phase 2
0.8497 Intermediate Similarity NPD6559 Discontinued
0.8439 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.8434 Intermediate Similarity NPD3817 Phase 2
0.8385 Intermediate Similarity NPD1511 Approved
0.8373 Intermediate Similarity NPD1465 Phase 2
0.8333 Intermediate Similarity NPD7075 Discontinued
0.8324 Intermediate Similarity NPD5844 Phase 1
0.8323 Intermediate Similarity NPD5402 Approved
0.8293 Intermediate Similarity NPD1653 Approved
0.8282 Intermediate Similarity NPD1512 Approved
0.8204 Intermediate Similarity NPD6801 Discontinued
0.8187 Intermediate Similarity NPD1549 Phase 2
0.8177 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.8155 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8125 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8125 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8081 Intermediate Similarity NPD6959 Discontinued
0.8066 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.8057 Intermediate Similarity NPD7228 Approved
0.8047 Intermediate Similarity NPD7819 Suspended
0.8036 Intermediate Similarity NPD7411 Suspended
0.8035 Intermediate Similarity NPD6232 Discontinued
0.8012 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD7473 Discontinued
0.8 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7989 Intermediate Similarity NPD8313 Approved
0.7989 Intermediate Similarity NPD8312 Approved
0.7978 Intermediate Similarity NPD7685 Pre-registration
0.7955 Intermediate Similarity NPD3751 Discontinued
0.795 Intermediate Similarity NPD2796 Approved
0.7939 Intermediate Similarity NPD6799 Approved
0.7904 Intermediate Similarity NPD5403 Approved
0.7901 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7892 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7888 Intermediate Similarity NPD1510 Phase 2
0.7874 Intermediate Similarity NPD7199 Phase 2
0.7872 Intermediate Similarity NPD6778 Approved
0.7872 Intermediate Similarity NPD6779 Approved
0.7872 Intermediate Similarity NPD6781 Approved
0.7872 Intermediate Similarity NPD6782 Approved
0.7872 Intermediate Similarity NPD6780 Approved
0.7872 Intermediate Similarity NPD6777 Approved
0.7872 Intermediate Similarity NPD6776 Approved
0.7861 Intermediate Similarity NPD6234 Discontinued
0.7829 Intermediate Similarity NPD3787 Discontinued
0.7791 Intermediate Similarity NPD7266 Discontinued
0.7784 Intermediate Similarity NPD5401 Approved
0.7778 Intermediate Similarity NPD37 Approved
0.7771 Intermediate Similarity NPD1247 Approved
0.7765 Intermediate Similarity NPD6599 Discontinued
0.775 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.775 Intermediate Similarity NPD1240 Approved
0.775 Intermediate Similarity NPD943 Approved
0.775 Intermediate Similarity NPD1613 Approved
0.7749 Intermediate Similarity NPD7435 Discontinued
0.7749 Intermediate Similarity NPD7697 Approved
0.7749 Intermediate Similarity NPD7696 Phase 3
0.7749 Intermediate Similarity NPD7698 Approved
0.7746 Intermediate Similarity NPD4966 Approved
0.7746 Intermediate Similarity NPD4967 Phase 2
0.7746 Intermediate Similarity NPD4965 Approved
0.774 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7732 Intermediate Similarity NPD8151 Discontinued
0.7684 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7684 Intermediate Similarity NPD3926 Phase 2
0.768 Intermediate Similarity NPD7701 Phase 2
0.7654 Intermediate Similarity NPD1607 Approved
0.7653 Intermediate Similarity NPD7783 Phase 2
0.7653 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7651 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7629 Intermediate Similarity NPD7584 Approved
0.7622 Intermediate Similarity NPD2935 Discontinued
0.7619 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7617 Intermediate Similarity NPD7871 Phase 2
0.7617 Intermediate Similarity NPD7870 Phase 2
0.7606 Intermediate Similarity NPD6534 Approved
0.7606 Intermediate Similarity NPD6535 Approved
0.7605 Intermediate Similarity NPD6190 Approved
0.7604 Intermediate Similarity NPD6823 Phase 2
0.76 Intermediate Similarity NPD3749 Approved
0.7593 Intermediate Similarity NPD230 Phase 1
0.7593 Intermediate Similarity NPD1933 Approved
0.7582 Intermediate Similarity NPD7240 Approved
0.7579 Intermediate Similarity NPD7700 Phase 2
0.7579 Intermediate Similarity NPD7699 Phase 2
0.7562 Intermediate Similarity NPD3027 Phase 3
0.7557 Intermediate Similarity NPD919 Approved
0.7545 Intermediate Similarity NPD4628 Phase 3
0.7545 Intermediate Similarity NPD3750 Approved
0.7543 Intermediate Similarity NPD7768 Phase 2
0.7529 Intermediate Similarity NPD8455 Phase 2
0.7513 Intermediate Similarity NPD7874 Approved
0.7513 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD447 Suspended
0.7475 Intermediate Similarity NPD7801 Approved
0.7438 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7425 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.741 Intermediate Similarity NPD1551 Phase 2
0.7409 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7384 Intermediate Similarity NPD920 Approved
0.7381 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD2800 Approved
0.7368 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD2533 Approved
0.7368 Intermediate Similarity NPD2534 Approved
0.7368 Intermediate Similarity NPD6212 Phase 3
0.7368 Intermediate Similarity NPD2532 Approved
0.7368 Intermediate Similarity NPD6213 Phase 3
0.7337 Intermediate Similarity NPD5953 Discontinued
0.7322 Intermediate Similarity NPD7286 Phase 2
0.7301 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7299 Intermediate Similarity NPD3226 Approved
0.7287 Intermediate Similarity NPD8150 Discontinued
0.7287 Intermediate Similarity NPD8434 Phase 2
0.7273 Intermediate Similarity NPD6844 Discontinued
0.7268 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7259 Intermediate Similarity NPD8320 Phase 1
0.7259 Intermediate Similarity NPD8319 Approved
0.7254 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7246 Intermediate Similarity NPD3748 Approved
0.7246 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7236 Intermediate Similarity NPD7585 Approved
0.7222 Intermediate Similarity NPD9494 Approved
0.7208 Intermediate Similarity NPD7680 Approved
0.72 Intermediate Similarity NPD7458 Discontinued
0.7186 Intermediate Similarity NPD7583 Approved
0.7176 Intermediate Similarity NPD6674 Discontinued
0.7168 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7168 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD2346 Discontinued
0.716 Intermediate Similarity NPD2344 Approved
0.715 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD2799 Discontinued
0.7126 Intermediate Similarity NPD6651 Approved
0.7104 Intermediate Similarity NPD5242 Approved
0.7101 Intermediate Similarity NPD6100 Approved
0.7101 Intermediate Similarity NPD6099 Approved
0.7095 Intermediate Similarity NPD5353 Approved
0.7091 Intermediate Similarity NPD2313 Discontinued
0.7081 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7081 Intermediate Similarity NPD5619 Clinical (unspecified phase)
0.7076 Intermediate Similarity NPD1243 Approved
0.7074 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7073 Intermediate Similarity NPD4908 Phase 1
0.7073 Intermediate Similarity NPD6832 Phase 2
0.7063 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD1091 Approved
0.7062 Intermediate Similarity NPD4363 Phase 3
0.7062 Intermediate Similarity NPD4360 Phase 2
0.7055 Intermediate Similarity NPD2798 Approved
0.7052 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.705 Intermediate Similarity NPD7211 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD7033 Discontinued
0.7035 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD7390 Discontinued
0.7006 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.6995 Remote Similarity NPD8127 Discontinued
0.6994 Remote Similarity NPD1203 Approved
0.6994 Remote Similarity NPD2309 Approved
0.6988 Remote Similarity NPD4907 Clinical (unspecified phase)
0.6985 Remote Similarity NPD5005 Approved
0.6985 Remote Similarity NPD5006 Approved
0.6984 Remote Similarity NPD7549 Discontinued
0.6981 Remote Similarity NPD8059 Phase 3
0.6981 Remote Similarity NPD8058 Clinical (unspecified phase)
0.6979 Remote Similarity NPD6842 Approved
0.6979 Remote Similarity NPD6841 Approved
0.6979 Remote Similarity NPD6843 Phase 3
0.6971 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6964 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6957 Remote Similarity NPD5710 Approved
0.6957 Remote Similarity NPD5711 Approved
0.6946 Remote Similarity NPD6233 Phase 2
0.6927 Remote Similarity NPD6386 Approved
0.6927 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6927 Remote Similarity NPD6385 Approved
0.6914 Remote Similarity NPD9269 Phase 2

Structure

External Identifiers

PubChem CID   44577223
ChEMBL   CHEMBL468395
ZINC  

Physicochemical Properties

Molecular Weight:  466.11
ALogP:  -3.6493
MLogP:  2.45
XLogP:  -1.382
# Rotatable Bonds:  13
Polar Surface Area:  184.6
# H-Bond Aceptor:  6
# H-Bond Donor:  6
# Rings:  4
# Heavy Atoms:  33

Download Data

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