Natural Product: NPC84362

Natural Product ID:  NPC84362
Common Name:   Transilin
IUPAC Name:   2-(3,4-dihydroxyphenyl)-5-hydroxy-3-methoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
Synonyms:   Transilin
Molecular Formula:   C22H22O12
Standard InCHIKey:  LKXBGSZMRNJAST-UKWZQOBBSA-N
Standard InCHI:  InChI=1S/C22H22O12/c1-31-21-17(28)15-12(26)5-9(32-22-19(30)18(29)16(27)14(7-23)34-22)6-13(15)33-20(21)8-2-3-10(24)11(25)4-8/h2-6,14,16,18-19,22-27,29-30H,7H2,1H3/t14-,16-,18+,19-,22-/m1/s1
Canonical SMILES:  OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(c(c3=O)OC)c2ccc(c(c2)O)O)[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
NPO19548 Lepisorus contortus Species Polypodiaceae Eukaryota Whole Plants Gongshan County, Yunnan, China PMID[21261296]
NPO19548 Lepisorus contortus Species Polypodiaceae Eukaryota Whole Plants PMID[21261296]
NPO31176 Ophioglossum pedunculosum Species Ophioglossaceae Eukaryota Whole Plants PMID[21401115]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1310 Individual Protein Xanthine dehydrogenase Bos taurus Inhibition = 39.5 % 3379415
NPT2 Others Unspecified CC50 = 5400 nM 21401115

  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 NPC84362 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 NPC317489
1.0 High Similarity NPC52550
1.0 High Similarity NPC223424
1.0 High Similarity NPC173637
1.0 High Similarity NPC127546
0.9937 High Similarity NPC120099
0.9937 High Similarity NPC225434
0.9937 High Similarity NPC219904
0.9937 High Similarity NPC203050
0.9937 High Similarity NPC223747
0.9936 High Similarity NPC88789
0.9936 High Similarity NPC145038
0.9936 High Similarity NPC73855
0.9936 High Similarity NPC328940
0.9936 High Similarity NPC281131
0.9936 High Similarity NPC276222
0.9936 High Similarity NPC253662
0.9936 High Similarity NPC56077
0.9936 High Similarity NPC308404
0.9936 High Similarity NPC113968
0.9936 High Similarity NPC179950
0.9936 High Similarity NPC277174
0.9936 High Similarity NPC118284
0.9936 High Similarity NPC274618
0.9936 High Similarity NPC135599
0.9874 High Similarity NPC116864
0.9874 High Similarity NPC244776
0.9874 High Similarity NPC206123
0.9874 High Similarity NPC95866
0.9873 High Similarity NPC325555
0.9873 High Similarity NPC19388
0.9873 High Similarity NPC226304
0.9873 High Similarity NPC265530
0.9873 High Similarity NPC277205
0.9873 High Similarity NPC240431
0.9873 High Similarity NPC55786
0.9812 High Similarity NPC175107
0.9812 High Similarity NPC153755
0.9812 High Similarity NPC471725
0.9812 High Similarity NPC203259
0.9812 High Similarity NPC134532
0.9812 High Similarity NPC176740
0.9812 High Similarity NPC245452
0.9812 High Similarity NPC33054
0.9812 High Similarity NPC190003
0.9812 High Similarity NPC155877
0.9812 High Similarity NPC471748
0.9811 High Similarity NPC52382
0.9811 High Similarity NPC270578
0.981 High Similarity NPC21100
0.981 High Similarity NPC197285
0.9809 High Similarity NPC19709
0.9752 High Similarity NPC169977
0.9752 High Similarity NPC4390
0.9752 High Similarity NPC21666
0.9752 High Similarity NPC42773
0.9752 High Similarity NPC24043
0.9752 High Similarity NPC45522
0.9752 High Similarity NPC101026
0.975 High Similarity NPC235260
0.975 High Similarity NPC254855
0.975 High Similarity NPC67105
0.975 High Similarity NPC20505
0.975 High Similarity NPC136042
0.975 High Similarity NPC155763
0.975 High Similarity NPC255157
0.975 High Similarity NPC29958
0.975 High Similarity NPC67326
0.975 High Similarity NPC156869
0.975 High Similarity NPC259896
0.9748 High Similarity NPC92565
0.9748 High Similarity NPC160156
0.9747 High Similarity NPC22832
0.9747 High Similarity NPC311830
0.9745 High Similarity NPC189142
0.9745 High Similarity NPC473043
0.9745 High Similarity NPC77660
0.9691 High Similarity NPC294815
0.9691 High Similarity NPC294629
0.9691 High Similarity NPC16194
0.9691 High Similarity NPC476472
0.9691 High Similarity NPC473327
0.9691 High Similarity NPC19108
0.9691 High Similarity NPC220173
0.9689 High Similarity NPC117260
0.9689 High Similarity NPC60735
0.9689 High Similarity NPC26230
0.9689 High Similarity NPC476405
0.9688 High Similarity NPC138927
0.9688 High Similarity NPC227508
0.9686 High Similarity NPC210073
0.9686 High Similarity NPC67037
0.9686 High Similarity NPC115674
0.9686 High Similarity NPC255615
0.9684 High Similarity NPC284960
0.9684 High Similarity NPC270335
0.9684 High Similarity NPC309025
0.9684 High Similarity NPC191306
0.9684 High Similarity NPC222936
0.9684 High Similarity NPC243930
0.9684 High Similarity NPC168822
0.9684 High Similarity NPC88023
0.9632 High Similarity NPC65563
0.9632 High Similarity NPC14187
0.9632 High Similarity NPC472385
0.9632 High Similarity NPC470949
0.9632 High Similarity NPC471669
0.9632 High Similarity NPC202908
0.9632 High Similarity NPC292019
0.9632 High Similarity NPC89127
0.9632 High Similarity NPC198324
0.9632 High Similarity NPC122467
0.9627 High Similarity NPC245014
0.9627 High Similarity NPC84265
0.9627 High Similarity NPC285197
0.9627 High Similarity NPC282987
0.9625 High Similarity NPC229729
0.9625 High Similarity NPC275454
0.9625 High Similarity NPC149244
0.9625 High Similarity NPC48640
0.9623 High Similarity NPC34531
0.962 High Similarity NPC300537
0.962 High Similarity NPC127782
0.9573 High Similarity NPC173837
0.9573 High Similarity NPC217520
0.9573 High Similarity NPC139571
0.9573 High Similarity NPC251417
0.9573 High Similarity NPC35167
0.9573 High Similarity NPC168584
0.9573 High Similarity NPC89052
0.9571 High Similarity NPC115760
0.9571 High Similarity NPC237435
0.9571 High Similarity NPC43211
0.9571 High Similarity NPC264735
0.9571 High Similarity NPC223426
0.9571 High Similarity NPC81042
0.9571 High Similarity NPC49344
0.9571 High Similarity NPC135277
0.9571 High Similarity NPC210094
0.9571 High Similarity NPC214621
0.9571 High Similarity NPC101191
0.9571 High Similarity NPC34267
0.9571 High Similarity NPC477848
0.9571 High Similarity NPC253685
0.9565 High Similarity NPC186807
0.9565 High Similarity NPC201292
0.9565 High Similarity NPC209296
0.9565 High Similarity NPC58053
0.9565 High Similarity NPC475942
0.9565 High Similarity NPC476771
0.9565 High Similarity NPC195257
0.9565 High Similarity NPC93337
0.9565 High Similarity NPC226294
0.9565 High Similarity NPC105025
0.9565 High Similarity NPC469931
0.9565 High Similarity NPC45638
0.9563 High Similarity NPC8856
0.9563 High Similarity NPC254306
0.9563 High Similarity NPC236934
0.9563 High Similarity NPC5778
0.956 High Similarity NPC29830
0.9557 High Similarity NPC182045
0.9554 High Similarity NPC111929
0.9554 High Similarity NPC320283
0.9554 High Similarity NPC41121
0.9554 High Similarity NPC472459
0.9515 High Similarity NPC126784
0.9515 High Similarity NPC470444
0.9515 High Similarity NPC470443
0.9515 High Similarity NPC473571
0.9515 High Similarity NPC192539
0.9515 High Similarity NPC110941
0.9515 High Similarity NPC241423
0.9515 High Similarity NPC473682
0.9512 High Similarity NPC169733
0.9512 High Similarity NPC61904
0.9512 High Similarity NPC48984
0.9512 High Similarity NPC144097
0.9512 High Similarity NPC233994
0.9512 High Similarity NPC211532
0.9512 High Similarity NPC8573
0.9512 High Similarity NPC219043
0.9512 High Similarity NPC473862
0.9506 High Similarity NPC72249
0.9506 High Similarity NPC150767
0.9506 High Similarity NPC231194
0.9506 High Similarity NPC78734
0.9506 High Similarity NPC51326
0.9503 High Similarity NPC58716
0.9503 High Similarity NPC146792
0.9503 High Similarity NPC45618
0.9494 High Similarity NPC110349
0.949 High Similarity NPC135391
0.949 High Similarity NPC77672
0.949 High Similarity NPC54802
0.949 High Similarity NPC182634
0.949 High Similarity NPC197304
0.949 High Similarity NPC78263
0.949 High Similarity NPC133671
0.949 High Similarity NPC108831

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC84362 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
0.9812 High Similarity NPD6797 Phase 2
0.9752 High Similarity NPD7251 Discontinued
0.9571 High Similarity NPD4338 Clinical (unspecified phase)
0.9571 High Similarity NPD7808 Phase 3
0.9565 High Similarity NPD7054 Approved
0.9506 High Similarity NPD7472 Approved
0.9387 High Similarity NPD7074 Phase 3
0.9264 High Similarity NPD3818 Discontinued
0.9245 High Similarity NPD4381 Clinical (unspecified phase)
0.9207 High Similarity NPD7804 Clinical (unspecified phase)
0.9141 High Similarity NPD6168 Clinical (unspecified phase)
0.9141 High Similarity NPD6166 Phase 2
0.9141 High Similarity NPD6167 Clinical (unspecified phase)
0.9 High Similarity NPD3817 Phase 2
0.8994 High Similarity NPD1934 Approved
0.8938 High Similarity NPD2393 Clinical (unspecified phase)
0.8854 High Similarity NPD1512 Approved
0.8827 High Similarity NPD3882 Suspended
0.882 High Similarity NPD2801 Approved
0.8726 High Similarity NPD1511 Approved
0.8659 High Similarity NPD7075 Discontinued
0.8634 High Similarity NPD4380 Phase 2
0.8598 High Similarity NPD4868 Clinical (unspecified phase)
0.8537 High Similarity NPD5402 Approved
0.8528 High Similarity NPD6801 Discontinued
0.8488 Intermediate Similarity NPD6559 Discontinued
0.8476 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8447 Intermediate Similarity NPD5403 Approved
0.8438 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.843 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.8375 Intermediate Similarity NPD6799 Approved
0.8323 Intermediate Similarity NPD5401 Approved
0.8228 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8228 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8176 Intermediate Similarity NPD1549 Phase 2
0.8171 Intermediate Similarity NPD1653 Approved
0.8167 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.815 Intermediate Similarity NPD3751 Discontinued
0.8129 Intermediate Similarity NPD3787 Discontinued
0.8118 Intermediate Similarity NPD5494 Approved
0.8095 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8072 Intermediate Similarity NPD6599 Discontinued
0.805 Intermediate Similarity NPD2796 Approved
0.8036 Intermediate Similarity NPD7819 Suspended
0.8024 Intermediate Similarity NPD7411 Suspended
0.8 Intermediate Similarity NPD5844 Phase 1
0.7988 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7987 Intermediate Similarity NPD1510 Phase 2
0.7977 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7966 Intermediate Similarity NPD7685 Pre-registration
0.7965 Intermediate Similarity NPD6959 Discontinued
0.7929 Intermediate Similarity NPD1465 Phase 2
0.7919 Intermediate Similarity NPD6232 Discontinued
0.7892 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7886 Intermediate Similarity NPD7473 Discontinued
0.7861 Intermediate Similarity NPD7199 Phase 2
0.7849 Intermediate Similarity NPD919 Approved
0.7848 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7848 Intermediate Similarity NPD1613 Approved
0.7841 Intermediate Similarity NPD7228 Approved
0.7805 Intermediate Similarity NPD6190 Approved
0.779 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD8312 Approved
0.7778 Intermediate Similarity NPD8313 Approved
0.7778 Intermediate Similarity NPD7266 Discontinued
0.7766 Intermediate Similarity NPD6781 Approved
0.7766 Intermediate Similarity NPD6779 Approved
0.7766 Intermediate Similarity NPD6777 Approved
0.7766 Intermediate Similarity NPD6782 Approved
0.7766 Intermediate Similarity NPD6780 Approved
0.7766 Intermediate Similarity NPD6776 Approved
0.7766 Intermediate Similarity NPD6778 Approved
0.7759 Intermediate Similarity NPD1247 Approved
0.7746 Intermediate Similarity NPD6234 Discontinued
0.7744 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7737 Intermediate Similarity NPD7435 Discontinued
0.7736 Intermediate Similarity NPD1240 Approved
0.773 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7727 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7708 Intermediate Similarity NPD7584 Approved
0.767 Intermediate Similarity NPD3926 Phase 2
0.7663 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7661 Intermediate Similarity NPD37 Approved
0.764 Intermediate Similarity NPD1607 Approved
0.7636 Intermediate Similarity NPD3750 Approved
0.763 Intermediate Similarity NPD4965 Approved
0.763 Intermediate Similarity NPD4967 Phase 2
0.763 Intermediate Similarity NPD4966 Approved
0.7625 Intermediate Similarity NPD943 Approved
0.7606 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7605 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7595 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7578 Intermediate Similarity NPD230 Phase 1
0.7578 Intermediate Similarity NPD1933 Approved
0.7552 Intermediate Similarity NPD7696 Phase 3
0.7552 Intermediate Similarity NPD7698 Approved
0.7552 Intermediate Similarity NPD7697 Approved
0.7547 Intermediate Similarity NPD3027 Phase 3
0.7538 Intermediate Similarity NPD8151 Discontinued
0.7532 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.753 Intermediate Similarity NPD4628 Phase 3
0.7529 Intermediate Similarity NPD7768 Phase 2
0.7514 Intermediate Similarity NPD8455 Phase 2
0.7513 Intermediate Similarity NPD7870 Phase 2
0.7513 Intermediate Similarity NPD7871 Phase 2
0.75 Intermediate Similarity NPD1551 Phase 2
0.75 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD6534 Approved
0.75 Intermediate Similarity NPD7874 Approved
0.75 Intermediate Similarity NPD6535 Approved
0.7487 Intermediate Similarity NPD7701 Phase 2
0.7486 Intermediate Similarity NPD3749 Approved
0.7439 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7394 Intermediate Similarity NPD2935 Discontinued
0.7382 Intermediate Similarity NPD7699 Phase 2
0.7382 Intermediate Similarity NPD7700 Phase 2
0.7377 Intermediate Similarity NPD7240 Approved
0.7374 Intermediate Similarity NPD7801 Approved
0.7374 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7374 Intermediate Similarity NPD7783 Phase 2
0.7365 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7362 Intermediate Similarity NPD447 Suspended
0.7353 Intermediate Similarity NPD2533 Approved
0.7353 Intermediate Similarity NPD2534 Approved
0.7353 Intermediate Similarity NPD2532 Approved
0.7333 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD8320 Phase 1
0.7333 Intermediate Similarity NPD3748 Approved
0.7333 Intermediate Similarity NPD8319 Approved
0.732 Intermediate Similarity NPD6823 Phase 2
0.731 Intermediate Similarity NPD7585 Approved
0.7284 Intermediate Similarity NPD6798 Discontinued
0.7273 Intermediate Similarity NPD8434 Phase 2
0.7273 Intermediate Similarity NPD8150 Discontinued
0.7267 Intermediate Similarity NPD920 Approved
0.7262 Intermediate Similarity NPD2800 Approved
0.7261 Intermediate Similarity NPD1091 Approved
0.7259 Intermediate Similarity NPD7583 Approved
0.7251 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7243 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7239 Intermediate Similarity NPD6233 Phase 2
0.7229 Intermediate Similarity NPD7033 Discontinued
0.7228 Intermediate Similarity NPD5953 Discontinued
0.7225 Intermediate Similarity NPD4363 Phase 3
0.7225 Intermediate Similarity NPD4360 Phase 2
0.7216 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7186 Intermediate Similarity NPD6099 Approved
0.7186 Intermediate Similarity NPD6100 Approved
0.7184 Intermediate Similarity NPD7458 Discontinued
0.7184 Intermediate Similarity NPD3226 Approved
0.716 Intermediate Similarity NPD1243 Approved
0.716 Intermediate Similarity NPD1652 Phase 2
0.716 Intermediate Similarity NPD4908 Phase 1
0.716 Intermediate Similarity NPD6674 Discontinued
0.716 Intermediate Similarity NPD6832 Phase 2
0.7159 Intermediate Similarity NPD6844 Discontinued
0.7152 Intermediate Similarity NPD6355 Discontinued
0.7151 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD2798 Approved
0.7136 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.712 Intermediate Similarity NPD7286 Phase 2
0.7108 Intermediate Similarity NPD6651 Approved
0.7099 Intermediate Similarity NPD9494 Approved
0.7093 Intermediate Similarity NPD7390 Discontinued
0.7083 Intermediate Similarity NPD6212 Phase 3
0.7083 Intermediate Similarity NPD6213 Phase 3
0.7083 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.7081 Intermediate Similarity NPD1203 Approved
0.7077 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7073 Intermediate Similarity NPD2313 Discontinued
0.7073 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7067 Intermediate Similarity NPD5619 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD5124 Phase 1
0.7048 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7044 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD2344 Approved
0.7041 Intermediate Similarity NPD2346 Discontinued
0.7024 Intermediate Similarity NPD2799 Discontinued
0.702 Intermediate Similarity NPD7680 Approved
0.7018 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD1548 Phase 1
0.6989 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6988 Remote Similarity NPD4060 Phase 1
0.6983 Remote Similarity NPD5353 Approved
0.6973 Remote Similarity NPD2163 Approved
0.697 Remote Similarity NPD3268 Approved
0.6957 Remote Similarity NPD2403 Approved
0.6954 Remote Similarity NPD7422 Clinical (unspecified phase)
0.695 Remote Similarity NPD7211 Clinical (unspecified phase)
0.694 Remote Similarity NPD5711 Approved
0.694 Remote Similarity NPD5710 Approved
0.6937 Remote Similarity NPD1610 Phase 2
0.6937 Remote Similarity NPD422 Phase 1
0.6928 Remote Similarity NPD4062 Phase 3
0.6927 Remote Similarity NPD7930 Approved
0.6923 Remote Similarity NPD1509 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   15595751
ChEMBL   CHEMBL260805
ZINC  

Physicochemical Properties

Molecular Weight:  478.11
ALogP:  -4.4836
MLogP:  2.56
XLogP:  0.165
# Rotatable Bonds:  13
Polar Surface Area:  195.6
# H-Bond Aceptor:  7
# H-Bond Donor:  7
# Rings:  4
# Heavy Atoms:  34

Download Data

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