Natural Product: NPC149846

Natural Product ID:  NPC149846
Common Name:   Phlorofucofuroeckol A
IUPAC Name:   4,9-bis(3,5-dihydroxyphenoxy)-[1]benzofuro[3,2-a]oxanthrene-1,3,6,10,12-pentol
Synonyms:  
Molecular Formula:   C30H18O14
Standard InCHIKey:  SLWPBUMYPRVYIJ-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C30H18O14/c31-10-1-11(32)4-14(3-10)40-24-17(36)7-16(35)22-23-21(42-28(22)24)9-20(39)25-29(23)43-27-19(38)8-18(37)26(30(27)44-25)41-15-5-12(33)2-13(34)6-15/h1-9,31-39H
Canonical SMILES:  Oc1cc(O)cc(c1)Oc1c(O)cc(c2c1Oc1c(O)cc3c(c1O2)c1c(O)cc(c(c1o3)Oc1cc(O)cc(c1)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
NPO27567 Eisenia bicyclis Species Lessoniaceae Eukaryota PMID[20462757]
NPO22789 Ecklonia cava Species Lessoniaceae Eukaryota PMID[23647823]
NPO23624 Thalluslaminariae NA NA NA TCMSP*
NPO20824 Ecklonia kurome Species Lessoniaceae Eukaryota TCMID*
NPO14337 Ecklonia stolonifera Species Lessoniaceae Eukaryota TCMID*
NPO14337 Ecklonia stolonifera Species Lessoniaceae Eukaryota HerDing*
NPO20824 Ecklonia kurome Species Lessoniaceae Eukaryota HerDing*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1 Others Radical scavenging activity IC50 = 17660 nM 19201199
NPT2 Others Unspecified IC50 = 39200 nM 19201199
NPT2 Others Unspecified IC50 = 21600 nM 19201199
NPT2 Others Unspecified IC50 = 21400 nM 19201199
NPT740 Individual Protein Beta-secretase 1 Homo sapiens Ki = 1300 nM 20462757
NPT740 Individual Protein Beta-secretase 1 Homo sapiens IC50 = 2130 nM 20462757
NPT189 Cell Line Vero Chlorocebus aethiops CC50 > 200000 nM 23647823
NPT2 Others Unspecified Ratio CC50/IC50 > 1.1 23647823
NPT2 Others Unspecified IC50 = 174600 nM 23647823
NPT2 Others Unspecified IC50 = 16700 nM 23647823
NPT2 Others Unspecified Ki = 10600 nM 23647823

  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 NPC149846 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
0.9412 High Similarity NPC226725
0.9353 High Similarity NPC154527
0.9349 High Similarity NPC47883
0.9281 High Similarity NPC82217
0.9281 High Similarity NPC216842
0.9281 High Similarity NPC476640
0.9273 High Similarity NPC470704
0.9226 High Similarity NPC287243
0.9222 High Similarity NPC174700
0.9222 High Similarity NPC230619
0.9222 High Similarity NPC54098
0.9212 High Similarity NPC272560
0.9172 High Similarity NPC49667
0.9172 High Similarity NPC8127
0.9162 High Similarity NPC476641
0.9152 High Similarity NPC45449
0.9152 High Similarity NPC36320
0.9133 High Similarity NPC248315
0.9118 High Similarity NPC98546
0.9118 High Similarity NPC297807
0.9102 High Similarity NPC247136
0.9091 High Similarity NPC39305
0.9091 High Similarity NPC1706
0.9091 High Similarity NPC59295
0.9091 High Similarity NPC263092
0.9091 High Similarity NPC1755
0.9085 High Similarity NPC34089
0.9085 High Similarity NPC196179
0.9064 High Similarity NPC476273
0.9059 High Similarity NPC471841
0.9053 High Similarity NPC473834
0.9053 High Similarity NPC65885
0.9036 High Similarity NPC259757
0.903 High Similarity NPC238995
0.903 High Similarity NPC312056
0.903 High Similarity NPC84515
0.903 High Similarity NPC272722
0.9018 High Similarity NPC185526
0.9017 High Similarity NPC476170
0.9 High Similarity NPC99591
0.8976 High Similarity NPC272064
0.8976 High Similarity NPC133065
0.897 High Similarity NPC231758
0.897 High Similarity NPC188486
0.8963 High Similarity NPC196879
0.8957 High Similarity NPC472461
0.8941 High Similarity NPC117450
0.8941 High Similarity NPC310794
0.8929 High Similarity NPC295082
0.8929 High Similarity NPC50394
0.8922 High Similarity NPC39306
0.8922 High Similarity NPC37183
0.8916 High Similarity NPC477841
0.8916 High Similarity NPC219927
0.8902 High Similarity NPC7973
0.8902 High Similarity NPC78302
0.8902 High Similarity NPC29841
0.8902 High Similarity NPC235215
0.8902 High Similarity NPC472438
0.8902 High Similarity NPC112954
0.8895 High Similarity NPC265380
0.8895 High Similarity NPC475783
0.8889 High Similarity NPC125300
0.8882 High Similarity NPC257667
0.8882 High Similarity NPC28589
0.8882 High Similarity NPC186847
0.8882 High Similarity NPC248593
0.8882 High Similarity NPC472454
0.8876 High Similarity NPC107627
0.8876 High Similarity NPC202470
0.8869 High Similarity NPC277480
0.8862 High Similarity NPC41301
0.8857 High Similarity NPC304322
0.8851 High Similarity NPC150977
0.8851 High Similarity NPC471842
0.8848 High Similarity NPC176300
0.8848 High Similarity NPC22472
0.8848 High Similarity NPC288669
0.8848 High Similarity NPC115798
0.8848 High Similarity NPC105242
0.8848 High Similarity NPC4481
0.8848 High Similarity NPC19687
0.8848 High Similarity NPC16935
0.8848 High Similarity NPC300943
0.8848 High Similarity NPC18772
0.8848 High Similarity NPC195832
0.8848 High Similarity NPC152166
0.8848 High Similarity NPC204854
0.8848 High Similarity NPC7846
0.8848 High Similarity NPC25495
0.8848 High Similarity NPC9609
0.8848 High Similarity NPC253634
0.8848 High Similarity NPC18607
0.8848 High Similarity NPC154304
0.8848 High Similarity NPC130894
0.8848 High Similarity NPC190487
0.8848 High Similarity NPC143828
0.8848 High Similarity NPC191459
0.8848 High Similarity NPC261004
0.8844 High Similarity NPC324742
0.8844 High Similarity NPC185275
0.8841 High Similarity NPC200388
0.8841 High Similarity NPC45131
0.8841 High Similarity NPC100916
0.8841 High Similarity NPC268161
0.8841 High Similarity NPC274730
0.8841 High Similarity NPC474520
0.8841 High Similarity NPC55619
0.8824 High Similarity NPC102277
0.8824 High Similarity NPC279209
0.8817 High Similarity NPC14662
0.8817 High Similarity NPC247973
0.8817 High Similarity NPC243877
0.881 High Similarity NPC58223
0.881 High Similarity NPC477840
0.881 High Similarity NPC224280
0.881 High Similarity NPC7688
0.881 High Similarity NPC36
0.881 High Similarity NPC7154
0.881 High Similarity NPC72787
0.881 High Similarity NPC125039
0.881 High Similarity NPC36916
0.8807 High Similarity NPC139683
0.8807 High Similarity NPC73929
0.8807 High Similarity NPC269625
0.8807 High Similarity NPC47905
0.88 High Similarity NPC71260
0.8795 High Similarity NPC188967
0.8795 High Similarity NPC246478
0.8795 High Similarity NPC200746
0.8788 High Similarity NPC287979
0.8788 High Similarity NPC93376
0.8788 High Similarity NPC110070
0.8788 High Similarity NPC227192
0.8788 High Similarity NPC189179
0.8788 High Similarity NPC305663
0.8788 High Similarity NPC203891
0.8788 High Similarity NPC176665
0.8788 High Similarity NPC224137
0.8788 High Similarity NPC75215
0.8788 High Similarity NPC101830
0.8788 High Similarity NPC300727
0.8788 High Similarity NPC241904
0.8788 High Similarity NPC469584
0.8788 High Similarity NPC163524
0.8773 High Similarity NPC27208
0.8765 High Similarity NPC280493
0.8765 High Similarity NPC61620
0.8757 High Similarity NPC171985
0.8757 High Similarity NPC320741
0.8757 High Similarity NPC224851
0.875 High Similarity NPC475985
0.875 High Similarity NPC470459
0.8735 High Similarity NPC100123
0.8735 High Similarity NPC193842
0.8735 High Similarity NPC152904
0.8735 High Similarity NPC476242
0.8728 High Similarity NPC24258
0.8728 High Similarity NPC216307
0.8727 High Similarity NPC292107
0.8727 High Similarity NPC138243
0.8727 High Similarity NPC43243
0.8727 High Similarity NPC245546
0.8727 High Similarity NPC178854
0.8727 High Similarity NPC49824
0.8727 High Similarity NPC98661
0.8727 High Similarity NPC191146
0.8727 High Similarity NPC68093
0.8727 High Similarity NPC266960
0.8727 High Similarity NPC137100
0.8727 High Similarity NPC247017
0.872 High Similarity NPC162351
0.872 High Similarity NPC246204
0.872 High Similarity NPC276409
0.872 High Similarity NPC58382
0.872 High Similarity NPC89474
0.872 High Similarity NPC250822
0.872 High Similarity NPC75279
0.8713 High Similarity NPC78830
0.8713 High Similarity NPC218533
0.8713 High Similarity NPC131866
0.8712 High Similarity NPC251110
0.8712 High Similarity NPC225731
0.8708 High Similarity NPC295436
0.8706 High Similarity NPC86477
0.8706 High Similarity NPC260266
0.8706 High Similarity NPC76482
0.8698 High Similarity NPC29411
0.8698 High Similarity NPC234052
0.8698 High Similarity NPC470457
0.8698 High Similarity NPC326520
0.8698 High Similarity NPC291110
0.869 High Similarity NPC25152
0.8683 High Similarity NPC139036
0.8683 High Similarity NPC228785
0.8683 High Similarity NPC320359
0.8683 High Similarity NPC101731
0.8683 High Similarity NPC56085
0.8683 High Similarity NPC204290
0.8683 High Similarity NPC14353

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC149846 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
0.881 High Similarity NPD6168 Clinical (unspecified phase)
0.881 High Similarity NPD6167 Clinical (unspecified phase)
0.881 High Similarity NPD6166 Phase 2
0.8614 High Similarity NPD3882 Suspended
0.8606 High Similarity NPD2801 Approved
0.8457 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.8448 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.8434 Intermediate Similarity NPD1934 Approved
0.8405 Intermediate Similarity NPD1512 Approved
0.8393 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8282 Intermediate Similarity NPD1511 Approved
0.8276 Intermediate Similarity NPD3818 Discontinued
0.8274 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8246 Intermediate Similarity NPD5494 Approved
0.8239 Intermediate Similarity NPD6797 Phase 2
0.8235 Intermediate Similarity NPD3749 Approved
0.8225 Intermediate Similarity NPD3817 Phase 2
0.8208 Intermediate Similarity NPD3926 Phase 2
0.8198 Intermediate Similarity NPD6959 Discontinued
0.8192 Intermediate Similarity NPD7251 Discontinued
0.8182 Intermediate Similarity NPD7074 Phase 3
0.8166 Intermediate Similarity NPD1465 Phase 2
0.8146 Intermediate Similarity NPD7808 Phase 3
0.8125 Intermediate Similarity NPD7054 Approved
0.8092 Intermediate Similarity NPD1247 Approved
0.8079 Intermediate Similarity NPD7472 Approved
0.8046 Intermediate Similarity NPD6232 Discontinued
0.8011 Intermediate Similarity NPD7473 Discontinued
0.7921 Intermediate Similarity NPD5844 Phase 1
0.7919 Intermediate Similarity NPD7075 Discontinued
0.7907 Intermediate Similarity NPD5402 Approved
0.7904 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7882 Intermediate Similarity NPD4380 Phase 2
0.788 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7853 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7821 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7816 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7803 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7798 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.779 Intermediate Similarity NPD6559 Discontinued
0.7771 Intermediate Similarity NPD919 Approved
0.7746 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.774 Intermediate Similarity NPD3787 Discontinued
0.7738 Intermediate Similarity NPD7390 Discontinued
0.7697 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7697 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7667 Intermediate Similarity NPD3751 Discontinued
0.7651 Intermediate Similarity NPD1549 Phase 2
0.7633 Intermediate Similarity NPD6799 Approved
0.763 Intermediate Similarity NPD7411 Suspended
0.7606 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7598 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.759 Intermediate Similarity NPD2344 Approved
0.7586 Intermediate Similarity NPD6801 Discontinued
0.7572 Intermediate Similarity NPD6599 Discontinued
0.7557 Intermediate Similarity NPD7768 Phase 2
0.7546 Intermediate Similarity NPD943 Approved
0.7543 Intermediate Similarity NPD7819 Suspended
0.7527 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD2800 Approved
0.75 Intermediate Similarity NPD5403 Approved
0.75 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.747 Intermediate Similarity NPD1510 Phase 2
0.7453 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7419 Intermediate Similarity NPD8313 Approved
0.7419 Intermediate Similarity NPD8312 Approved
0.7412 Intermediate Similarity NPD2309 Approved
0.7407 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7389 Intermediate Similarity NPD7199 Phase 2
0.7384 Intermediate Similarity NPD5401 Approved
0.7377 Intermediate Similarity NPD7228 Approved
0.7374 Intermediate Similarity NPD6234 Discontinued
0.7365 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7353 Intermediate Similarity NPD3750 Approved
0.7333 Intermediate Similarity NPD1240 Approved
0.7321 Intermediate Similarity NPD2796 Approved
0.7316 Intermediate Similarity NPD4287 Approved
0.731 Intermediate Similarity NPD6190 Approved
0.7294 Intermediate Similarity NPD1243 Approved
0.7283 Intermediate Similarity NPD2534 Approved
0.7283 Intermediate Similarity NPD2532 Approved
0.7283 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7283 Intermediate Similarity NPD2533 Approved
0.7246 Intermediate Similarity NPD1607 Approved
0.7245 Intermediate Similarity NPD6776 Approved
0.7245 Intermediate Similarity NPD6782 Approved
0.7245 Intermediate Similarity NPD6778 Approved
0.7245 Intermediate Similarity NPD6780 Approved
0.7245 Intermediate Similarity NPD6777 Approved
0.7245 Intermediate Similarity NPD6781 Approved
0.7245 Intermediate Similarity NPD6779 Approved
0.7235 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7229 Intermediate Similarity NPD1613 Approved
0.7229 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7225 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD7435 Discontinued
0.7214 Intermediate Similarity NPD8151 Discontinued
0.7211 Intermediate Similarity NPD8434 Phase 2
0.72 Intermediate Similarity NPD920 Approved
0.7191 Intermediate Similarity NPD37 Approved
0.7186 Intermediate Similarity NPD7871 Phase 2
0.7186 Intermediate Similarity NPD7870 Phase 2
0.7184 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7167 Intermediate Similarity NPD4966 Approved
0.7167 Intermediate Similarity NPD4965 Approved
0.7167 Intermediate Similarity NPD4967 Phase 2
0.7119 Intermediate Similarity NPD3226 Approved
0.7118 Intermediate Similarity NPD2935 Discontinued
0.7118 Intermediate Similarity NPD6099 Approved
0.7118 Intermediate Similarity NPD6100 Approved
0.7086 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD230 Phase 1
0.7083 Intermediate Similarity NPD447 Suspended
0.7081 Intermediate Similarity NPD2403 Approved
0.7071 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7069 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7062 Intermediate Similarity NPD1653 Approved
0.7059 Intermediate Similarity NPD3748 Approved
0.7059 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7056 Intermediate Similarity NPD8455 Phase 2
0.705 Intermediate Similarity NPD7696 Phase 3
0.705 Intermediate Similarity NPD7698 Approved
0.705 Intermediate Similarity NPD7697 Approved
0.7031 Intermediate Similarity NPD8150 Discontinued
0.701 Intermediate Similarity NPD7874 Approved
0.701 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7005 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD7907 Approved
0.6995 Remote Similarity NPD7701 Phase 2
0.6994 Remote Similarity NPD7421 Clinical (unspecified phase)
0.699 Remote Similarity NPD6534 Approved
0.699 Remote Similarity NPD6535 Approved
0.6988 Remote Similarity NPD4908 Phase 1
0.6977 Remote Similarity NPD1471 Phase 3
0.6976 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6976 Remote Similarity NPD7783 Phase 2
0.6947 Remote Similarity NPD7240 Approved
0.6947 Remote Similarity NPD7685 Pre-registration
0.6946 Remote Similarity NPD3027 Phase 3
0.6923 Remote Similarity NPD2296 Approved
0.6919 Remote Similarity NPD5406 Approved
0.6919 Remote Similarity NPD1551 Phase 2
0.6919 Remote Similarity NPD5408 Approved
0.6919 Remote Similarity NPD5404 Approved
0.6919 Remote Similarity NPD5405 Approved
0.6911 Remote Similarity NPD4419 Clinical (unspecified phase)
0.6905 Remote Similarity NPD4907 Clinical (unspecified phase)
0.6905 Remote Similarity NPD4665 Approved
0.6905 Remote Similarity NPD4111 Phase 1
0.6893 Remote Similarity NPD7801 Approved
0.6884 Remote Similarity NPD7699 Phase 2
0.6884 Remote Similarity NPD7700 Phase 2
0.6882 Remote Similarity NPD7229 Phase 3
0.6882 Remote Similarity NPD5710 Approved
0.6882 Remote Similarity NPD5711 Approved
0.6879 Remote Similarity NPD2346 Discontinued
0.6866 Remote Similarity NPD3452 Approved
0.6866 Remote Similarity NPD3450 Approved
0.6866 Remote Similarity NPD2494 Approved
0.6866 Remote Similarity NPD2493 Approved
0.6864 Remote Similarity NPD6233 Phase 2
0.686 Remote Similarity NPD2799 Discontinued
0.6857 Remote Similarity NPD4628 Phase 3
0.6857 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6842 Remote Similarity NPD6651 Approved
0.684 Remote Similarity NPD8155 Clinical (unspecified phase)
0.6832 Remote Similarity NPD6823 Phase 2
0.6825 Remote Similarity NPD2163 Approved
0.6823 Remote Similarity NPD7549 Discontinued
0.6806 Remote Similarity NPD5953 Discontinued
0.6805 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6805 Remote Similarity NPD2313 Discontinued
0.6805 Remote Similarity NPD3764 Approved
0.6805 Remote Similarity NPD6798 Discontinued
0.6798 Remote Similarity NPD4004 Approved
0.6798 Remote Similarity NPD4002 Approved
0.6784 Remote Similarity NPD1933 Approved
0.6765 Remote Similarity NPD4583 Approved
0.6765 Remote Similarity NPD4582 Approved
0.674 Remote Similarity NPD7458 Discontinued
0.674 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6727 Remote Similarity NPD9269 Phase 2
0.6726 Remote Similarity NPD2861 Phase 2
0.6726 Remote Similarity NPD9494 Approved
0.672 Remote Similarity NPD5537 Clinical (unspecified phase)
0.672 Remote Similarity NPD4575 Clinical (unspecified phase)
0.6716 Remote Similarity NPD7680 Approved
0.6707 Remote Similarity NPD1203 Approved
0.6702 Remote Similarity NPD7286 Phase 2
0.6698 Remote Similarity NPD5619 Clinical (unspecified phase)
0.6687 Remote Similarity NPD4379 Clinical (unspecified phase)
0.6686 Remote Similarity NPD6355 Discontinued
0.6686 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6683 Remote Similarity NPD7237 Clinical (unspecified phase)
0.6683 Remote Similarity NPD8319 Approved
0.6683 Remote Similarity NPD8320 Phase 1
0.6667 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7003 Approved
0.6667 Remote Similarity NPD2975 Approved
0.6667 Remote Similarity NPD2973 Approved

Structure

External Identifiers

PubChem CID   130976
ChEMBL   CHEMBL510508
ZINC  

Physicochemical Properties

Molecular Weight:  602.07
ALogP:  -4.9132
MLogP:  3.22
XLogP:  -0.059
# Rotatable Bonds:  13
Polar Surface Area:  232.13
# H-Bond Aceptor:  0
# H-Bond Donor:  9
# Rings:  7
# Heavy Atoms:  44

Download Data

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