Natural Product: NPC49983

Natural Product ID:  NPC49983
Common Name:   Vescalagin
IUPAC Name:  
Synonyms:   Vescalagin
Molecular Formula:   C41H26O26
Standard InCHIKey:  UDYKDZHZAKSYCO-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C41H26O26/c42-8-1-5-12(24(48)21(8)45)13-6(2-9(43)22(46)25(13)49)39(60)65-34-11(4-63-37(5)58)64-38(59)7-3-10(44)23(47)26(50)14(7)15-18-16(28(52)32(56)27(15)51)17-19-20(30(54)33(57)29(17)53)31(55)35(66-41(19)62)36(34)67-40(18)61/h1-3,11,31,34-36,42-57H,4H2
Canonical SMILES:  O=C1OC2COC(=O)c3cc(O)c(c(c3c3c(C(=O)OC2C2OC(=O)c4c(c5c1cc(O)c(c5O)O)c(O)c(O)c(c4c1c4C(=O)OC2C(O)c4c(c(c1O)O)O)O)cc(O)c(c3O)O)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
NPO13445 Castanea sativa Species Fagaceae Eukaryota Buds
FINNOVER project
NPO21349 Punica granatum Species Lythraceae Eukaryota TM-MC*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT672 Cell Line TE-671 Homo sapiens ED50 > 10 ug/ml 1431932
NPT180 Cell Line HCT-8 Homo sapiens ED50 > 10 ug/ml 1431932
NPT81 Cell Line A549 Homo sapiens ED50 > 10 ug/ml 1431932
NPT91 Cell Line KB Homo sapiens ED50 > 10 ug/ml 1431932
NPT2 Others Unspecified ED50 = 0.58 ug/ml 1431932
NPT165 Cell Line HeLa Homo sapiens Activity = 70 % 10.1021/np50082a024
NPT1308 Tissue Blood Homo sapiens Activity = 0.24 7807126

  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 NPC49983 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 NPC26536
1.0 High Similarity NPC317671
1.0 High Similarity NPC142707
0.9936 High Similarity NPC162169
0.9936 High Similarity NPC166851
0.9936 High Similarity NPC217781
0.9563 High Similarity NPC31034
0.9444 High Similarity NPC47521
0.9398 High Similarity NPC125352
0.9379 High Similarity NPC175793
0.9321 High Similarity NPC190204
0.9321 High Similarity NPC261411
0.9321 High Similarity NPC470271
0.9321 High Similarity NPC311389
0.9321 High Similarity NPC43918
0.9207 High Similarity NPC470272
0.9176 High Similarity NPC237202
0.9152 High Similarity NPC65333
0.9123 High Similarity NPC269046
0.9074 High Similarity NPC14030
0.9074 High Similarity NPC291957
0.9062 High Similarity NPC474010
0.9062 High Similarity NPC135222
0.9036 High Similarity NPC100251
0.9018 High Similarity NPC470898
0.9 High Similarity NPC123259
0.9 High Similarity NPC129533
0.8988 High Similarity NPC472723
0.8982 High Similarity NPC98583
0.8882 High Similarity NPC239019
0.8882 High Similarity NPC247629
0.8882 High Similarity NPC80956
0.8854 High Similarity NPC142528
0.883 High Similarity NPC8940
0.8827 High Similarity NPC238419
0.8827 High Similarity NPC172419
0.879 High Similarity NPC268366
0.8786 High Similarity NPC112380
0.8786 High Similarity NPC469650
0.878 High Similarity NPC266365
0.8773 High Similarity NPC318826
0.8773 High Similarity NPC210501
0.8773 High Similarity NPC114791
0.8773 High Similarity NPC141331
0.8773 High Similarity NPC104222
0.8765 High Similarity NPC134925
0.8736 High Similarity NPC65489
0.8728 High Similarity NPC231254
0.872 High Similarity NPC24627
0.8704 High Similarity NPC203757
0.8701 High Similarity NPC477082
0.8693 High Similarity NPC264302
0.8693 High Similarity NPC40078
0.8693 High Similarity NPC471091
0.8693 High Similarity NPC97924
0.8678 High Similarity NPC111490
0.8678 High Similarity NPC261623
0.8655 High Similarity NPC297574
0.865 High Similarity NPC250436
0.865 High Similarity NPC88803
0.865 High Similarity NPC291948
0.865 High Similarity NPC104983
0.865 High Similarity NPC300845
0.8636 High Similarity NPC469652
0.8636 High Similarity NPC472721
0.8636 High Similarity NPC93065
0.8636 High Similarity NPC472724
0.8636 High Similarity NPC160543
0.8636 High Similarity NPC31208
0.8636 High Similarity NPC472720
0.8631 High Similarity NPC107009
0.8629 High Similarity NPC260521
0.8629 High Similarity NPC469649
0.8629 High Similarity NPC269625
0.8623 High Similarity NPC471788
0.8613 High Similarity NPC208797
0.8613 High Similarity NPC117668
0.8613 High Similarity NPC53680
0.8611 High Similarity NPC174140
0.8606 High Similarity NPC24164
0.8605 High Similarity NPC471789
0.8605 High Similarity NPC265380
0.8599 High Similarity NPC22176
0.8599 High Similarity NPC190587
0.8599 High Similarity NPC121573
0.8599 High Similarity NPC226738
0.8598 High Similarity NPC289322
0.8598 High Similarity NPC160512
0.8598 High Similarity NPC38779
0.8598 High Similarity NPC68324
0.8598 High Similarity NPC114179
0.8598 High Similarity NPC156818
0.8596 High Similarity NPC476358
0.858 High Similarity NPC61152
0.858 High Similarity NPC477081
0.858 High Similarity NPC173872
0.858 High Similarity NPC240200
0.858 High Similarity NPC477083
0.858 High Similarity NPC16024
0.858 High Similarity NPC3746
0.858 High Similarity NPC119094
0.858 High Similarity NPC205037
0.858 High Similarity NPC223534
0.858 High Similarity NPC44260
0.858 High Similarity NPC290289
0.858 High Similarity NPC158214
0.8571 High Similarity NPC252979
0.8555 High Similarity NPC198902
0.8555 High Similarity NPC185275
0.8547 High Similarity NPC67629
0.8547 High Similarity NPC79736
0.8545 High Similarity NPC87317
0.8545 High Similarity NPC471750
0.8537 High Similarity NPC318432
0.8531 High Similarity NPC187632
0.8529 High Similarity NPC180768
0.8528 High Similarity NPC238672
0.8528 High Similarity NPC144801
0.8528 High Similarity NPC197188
0.8528 High Similarity NPC43872
0.8528 High Similarity NPC291510
0.8528 High Similarity NPC116850
0.8521 High Similarity NPC473818
0.8519 High Similarity NPC227485
0.8503 High Similarity NPC476371
0.8503 High Similarity NPC476372
0.85 High Similarity NPC81835
0.85 High Similarity NPC189312
0.8497 Intermediate Similarity NPC267549
0.8494 Intermediate Similarity NPC53889
0.848 Intermediate Similarity NPC212038
0.848 Intermediate Similarity NPC477836
0.848 Intermediate Similarity NPC271848
0.848 Intermediate Similarity NPC289396
0.848 Intermediate Similarity NPC262580
0.848 Intermediate Similarity NPC81332
0.8475 Intermediate Similarity NPC7839
0.8475 Intermediate Similarity NPC142291
0.8462 Intermediate Similarity NPC477835
0.8462 Intermediate Similarity NPC9309
0.8452 Intermediate Similarity NPC67959
0.8448 Intermediate Similarity NPC324742
0.8443 Intermediate Similarity NPC139540
0.8443 Intermediate Similarity NPC177100
0.8434 Intermediate Similarity NPC40702
0.8434 Intermediate Similarity NPC37502
0.8434 Intermediate Similarity NPC267627
0.843 Intermediate Similarity NPC34436
0.843 Intermediate Similarity NPC166674
0.843 Intermediate Similarity NPC46640
0.843 Intermediate Similarity NPC263119
0.843 Intermediate Similarity NPC219600
0.843 Intermediate Similarity NPC473550
0.8427 Intermediate Similarity NPC201814
0.8421 Intermediate Similarity NPC181778
0.8421 Intermediate Similarity NPC476365
0.8418 Intermediate Similarity NPC105591
0.8415 Intermediate Similarity NPC125487
0.8415 Intermediate Similarity NPC281703
0.8405 Intermediate Similarity NPC228662
0.8393 Intermediate Similarity NPC473445
0.8385 Intermediate Similarity NPC43123
0.8385 Intermediate Similarity NPC120621
0.8385 Intermediate Similarity NPC476463
0.8385 Intermediate Similarity NPC248257
0.8383 Intermediate Similarity NPC476373
0.8373 Intermediate Similarity NPC247713
0.8372 Intermediate Similarity NPC186847
0.8372 Intermediate Similarity NPC4200
0.8372 Intermediate Similarity NPC472454
0.8372 Intermediate Similarity NPC257667
0.8363 Intermediate Similarity NPC198125
0.8363 Intermediate Similarity NPC149300
0.8363 Intermediate Similarity NPC300307
0.8363 Intermediate Similarity NPC475212
0.8363 Intermediate Similarity NPC95421
0.8354 Intermediate Similarity NPC474656
0.8353 Intermediate Similarity NPC171985
0.8353 Intermediate Similarity NPC207575
0.8353 Intermediate Similarity NPC13481
0.8353 Intermediate Similarity NPC224851
0.8353 Intermediate Similarity NPC320741
0.8352 Intermediate Similarity NPC132111
0.8344 Intermediate Similarity NPC225036
0.8344 Intermediate Similarity NPC12218
0.8344 Intermediate Similarity NPC75763
0.8344 Intermediate Similarity NPC105525
0.8344 Intermediate Similarity NPC140151
0.8343 Intermediate Similarity NPC45943
0.8343 Intermediate Similarity NPC291977
0.8343 Intermediate Similarity NPC469651
0.8333 Intermediate Similarity NPC92117
0.8333 Intermediate Similarity NPC42464
0.8333 Intermediate Similarity NPC221352
0.8323 Intermediate Similarity NPC7543
0.8323 Intermediate Similarity NPC98083
0.8323 Intermediate Similarity NPC94220
0.8323 Intermediate Similarity NPC24339
0.8323 Intermediate Similarity NPC166456
0.8315 Intermediate Similarity NPC179947

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC49983 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
0.8698 High Similarity NPD7993 Clinical (unspecified phase)
0.865 High Similarity NPD4868 Clinical (unspecified phase)
0.8363 Intermediate Similarity NPD5844 Phase 1
0.8303 Intermediate Similarity NPD1465 Phase 2
0.8176 Intermediate Similarity NPD6232 Discontinued
0.8118 Intermediate Similarity NPD6959 Discontinued
0.8101 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.8035 Intermediate Similarity NPD7473 Discontinued
0.7977 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7977 Intermediate Similarity NPD6166 Phase 2
0.7977 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7921 Intermediate Similarity NPD8312 Approved
0.7921 Intermediate Similarity NPD8313 Approved
0.7904 Intermediate Similarity NPD4380 Phase 2
0.7874 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.787 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7866 Intermediate Similarity NPD7390 Discontinued
0.7853 Intermediate Similarity NPD8151 Discontinued
0.7853 Intermediate Similarity NPD6190 Approved
0.7848 Intermediate Similarity NPD230 Phase 1
0.7784 Intermediate Similarity NPD7228 Approved
0.7765 Intermediate Similarity NPD7819 Suspended
0.7717 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7711 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7706 Intermediate Similarity NPD1934 Approved
0.7697 Intermediate Similarity NPD7472 Approved
0.7697 Intermediate Similarity NPD7074 Phase 3
0.7692 Intermediate Similarity NPD8150 Discontinued
0.7688 Intermediate Similarity NPD6234 Discontinued
0.7684 Intermediate Similarity NPD3818 Discontinued
0.7674 Intermediate Similarity NPD7768 Phase 2
0.7667 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7661 Intermediate Similarity NPD8455 Phase 2
0.7654 Intermediate Similarity NPD6797 Phase 2
0.764 Intermediate Similarity NPD7054 Approved
0.763 Intermediate Similarity NPD7075 Discontinued
0.7611 Intermediate Similarity NPD7251 Discontinued
0.7602 Intermediate Similarity NPD37 Approved
0.7572 Intermediate Similarity NPD4966 Approved
0.7572 Intermediate Similarity NPD4965 Approved
0.7572 Intermediate Similarity NPD4967 Phase 2
0.7569 Intermediate Similarity NPD7808 Phase 3
0.7546 Intermediate Similarity NPD5406 Approved
0.7546 Intermediate Similarity NPD5405 Approved
0.7546 Intermediate Similarity NPD5404 Approved
0.7546 Intermediate Similarity NPD5408 Approved
0.7544 Intermediate Similarity NPD7411 Suspended
0.7541 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7529 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7529 Intermediate Similarity NPD3749 Approved
0.7514 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD6801 Discontinued
0.747 Intermediate Similarity NPD8166 Discontinued
0.7457 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7457 Intermediate Similarity NPD2801 Approved
0.7444 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7443 Intermediate Similarity NPD5494 Approved
0.7427 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7418 Intermediate Similarity NPD6559 Discontinued
0.7418 Intermediate Similarity NPD7240 Approved
0.7414 Intermediate Similarity NPD3817 Phase 2
0.7401 Intermediate Similarity NPD7199 Phase 2
0.7396 Intermediate Similarity NPD2533 Approved
0.7396 Intermediate Similarity NPD2532 Approved
0.7396 Intermediate Similarity NPD2534 Approved
0.7371 Intermediate Similarity NPD3882 Suspended
0.7365 Intermediate Similarity NPD3750 Approved
0.7346 Intermediate Similarity NPD943 Approved
0.7337 Intermediate Similarity NPD1511 Approved
0.7329 Intermediate Similarity NPD3764 Approved
0.7322 Intermediate Similarity NPD7685 Pre-registration
0.7314 Intermediate Similarity NPD5402 Approved
0.731 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7293 Intermediate Similarity NPD3751 Discontinued
0.7289 Intermediate Similarity NPD7266 Discontinued
0.7282 Intermediate Similarity NPD8320 Phase 1
0.7282 Intermediate Similarity NPD8319 Approved
0.7273 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7263 Intermediate Similarity NPD3787 Discontinued
0.7263 Intermediate Similarity NPD6535 Approved
0.7263 Intermediate Similarity NPD6534 Approved
0.7262 Intermediate Similarity NPD7003 Approved
0.7261 Intermediate Similarity NPD9269 Phase 2
0.7251 Intermediate Similarity NPD1512 Approved
0.7246 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.724 Intermediate Similarity NPD7700 Phase 2
0.724 Intermediate Similarity NPD7699 Phase 2
0.7231 Intermediate Similarity NPD7435 Discontinued
0.7222 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7202 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7194 Intermediate Similarity NPD7871 Phase 2
0.7194 Intermediate Similarity NPD7870 Phase 2
0.7193 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7193 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7169 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7165 Intermediate Similarity NPD6779 Approved
0.7165 Intermediate Similarity NPD6778 Approved
0.7165 Intermediate Similarity NPD6776 Approved
0.7165 Intermediate Similarity NPD6777 Approved
0.7165 Intermediate Similarity NPD6780 Approved
0.7165 Intermediate Similarity NPD6782 Approved
0.7165 Intermediate Similarity NPD6781 Approved
0.716 Intermediate Similarity NPD4628 Phase 3
0.715 Intermediate Similarity NPD7783 Phase 2
0.715 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD1549 Phase 2
0.7134 Intermediate Similarity NPD1613 Approved
0.7134 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD7458 Discontinued
0.711 Intermediate Similarity NPD5403 Approved
0.71 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.71 Intermediate Similarity NPD7874 Approved
0.7093 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7072 Intermediate Similarity NPD7229 Phase 3
0.7069 Intermediate Similarity NPD1653 Approved
0.7066 Intermediate Similarity NPD1510 Phase 2
0.7066 Intermediate Similarity NPD3748 Approved
0.7056 Intermediate Similarity NPD7697 Approved
0.7056 Intermediate Similarity NPD7696 Phase 3
0.7056 Intermediate Similarity NPD7680 Approved
0.7056 Intermediate Similarity NPD7698 Approved
0.7035 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7035 Intermediate Similarity NPD6799 Approved
0.7031 Intermediate Similarity NPD6213 Phase 3
0.7031 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.7031 Intermediate Similarity NPD6212 Phase 3
0.7029 Intermediate Similarity NPD3226 Approved
0.7026 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7024 Intermediate Similarity NPD2935 Discontinued
0.7017 Intermediate Similarity NPD8127 Discontinued
0.7011 Intermediate Similarity NPD7177 Discontinued
0.7006 Intermediate Similarity NPD9268 Approved
0.7 Intermediate Similarity NPD7701 Phase 2
0.6994 Remote Similarity NPD5401 Approved
0.6989 Remote Similarity NPD6599 Discontinued
0.6978 Remote Similarity NPD5711 Approved
0.6978 Remote Similarity NPD5710 Approved
0.6951 Remote Similarity NPD3027 Phase 3
0.6947 Remote Similarity NPD8434 Phase 2
0.6933 Remote Similarity NPD1530 Clinical (unspecified phase)
0.6923 Remote Similarity NPD8155 Clinical (unspecified phase)
0.6923 Remote Similarity NPD8090 Clinical (unspecified phase)
0.6919 Remote Similarity NPD6823 Phase 2
0.6906 Remote Similarity NPD919 Approved
0.6897 Remote Similarity NPD7801 Approved
0.689 Remote Similarity NPD1529 Clinical (unspecified phase)
0.686 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6857 Remote Similarity NPD6273 Approved
0.6848 Remote Similarity NPD3926 Phase 2
0.6848 Remote Similarity NPD5242 Approved
0.6833 Remote Similarity NPD5353 Approved
0.6826 Remote Similarity NPD1240 Approved
0.6824 Remote Similarity NPD2796 Approved
0.6818 Remote Similarity NPD920 Approved
0.6818 Remote Similarity NPD7501 Clinical (unspecified phase)
0.6807 Remote Similarity NPD4907 Clinical (unspecified phase)
0.6807 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6784 Remote Similarity NPD2346 Discontinued
0.6754 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6746 Remote Similarity NPD1607 Approved
0.6742 Remote Similarity NPD3455 Phase 2
0.6739 Remote Similarity NPD1247 Approved
0.6733 Remote Similarity NPD7211 Clinical (unspecified phase)
0.673 Remote Similarity NPD9545 Approved
0.6725 Remote Similarity NPD1551 Phase 2
0.672 Remote Similarity NPD5953 Discontinued
0.6707 Remote Similarity NPD1470 Approved
0.6705 Remote Similarity NPD4160 Clinical (unspecified phase)
0.6705 Remote Similarity NPD2800 Approved
0.6705 Remote Similarity NPD642 Clinical (unspecified phase)
0.6702 Remote Similarity NPD7286 Phase 2
0.6701 Remote Similarity NPD4287 Approved
0.6687 Remote Similarity NPD4908 Phase 1
0.6667 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6667 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6649 Remote Similarity NPD7549 Discontinued
0.6648 Remote Similarity NPD4288 Approved
0.6647 Remote Similarity NPD7008 Discontinued
0.6628 Remote Similarity NPD6100 Approved
0.6628 Remote Similarity NPD2438 Suspended
0.6628 Remote Similarity NPD6099 Approved
0.6627 Remote Similarity NPD4060 Phase 1
0.6627 Remote Similarity NPD9494 Approved
0.6609 Remote Similarity NPD1243 Approved
0.6609 Remote Similarity NPD6674 Discontinued
0.6607 Remote Similarity NPD6798 Discontinued
0.6606 Remote Similarity NPD1164 Approved
0.6591 Remote Similarity NPD643 Clinical (unspecified phase)
0.659 Remote Similarity NPD2029 Clinical (unspecified phase)
0.6588 Remote Similarity NPD447 Suspended
0.6588 Remote Similarity NPD5124 Phase 1
0.6588 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6585 Remote Similarity NPD7585 Approved
0.6575 Remote Similarity NPD6385 Approved
0.6575 Remote Similarity NPD6386 Approved
0.657 Remote Similarity NPD2799 Discontinued
0.6564 Remote Similarity NPD1201 Approved
0.6555 Remote Similarity NPD7930 Approved

Structure

External Identifiers

PubChem CID   168165
ChEMBL   CHEMBL607711
ZINC  

Physicochemical Properties

Molecular Weight:  934.07
ALogP:  -8.0607
MLogP:  3.11
XLogP:  -2.766
# Rotatable Bonds:  16
Polar Surface Area:  455.18
# H-Bond Aceptor:  11
# H-Bond Donor:  16
# Rings:  8
# Heavy Atoms:  67

Download Data

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