Natural Product: NPC78830

Natural Product ID:  NPC78830
Common Name:   Lespeflorin I2
IUPAC Name:   3,8,9-trihydroxy-2,10-bis(3-methylbut-2-enyl)-[1]benzofuro[3,2-c]chromen-6-one
Synonyms:   Lespeflorin I2
Molecular Formula:   C25H24O6
Standard InCHIKey:  RBMYHWVIWHGISG-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C25H24O6/c1-12(2)5-7-14-9-16-20(11-18(14)26)30-25(29)21-17-10-19(27)22(28)15(8-6-13(3)4)23(17)31-24(16)21/h5-6,9-11,26-28H,7-8H2,1-4H3
Canonical SMILES:  CC(=CCc1cc2c(cc1O)oc(=O)c1c2oc2c1cc(c(c2CC=C(C)C)O)O)C
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
NPO13293 Lespedeza floribunda Species Fabaceae Eukaryota roots PMID[19132934]
NPO10080 Teucrium betonicum Species Lamiaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 28300 nM 19132934
NPT2 Others Unspecified IC50 = 25700 nM 19102656

  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 NPC78830 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 NPC218533
0.9876 High Similarity NPC261471
0.9753 High Similarity NPC37606
0.975 High Similarity NPC86477
0.9634 High Similarity NPC164384
0.9503 High Similarity NPC29411
0.9503 High Similarity NPC37183
0.9461 High Similarity NPC97523
0.9444 High Similarity NPC277480
0.9387 High Similarity NPC50394
0.9313 High Similarity NPC244750
0.9264 High Similarity NPC291110
0.9255 High Similarity NPC115432
0.9255 High Similarity NPC260296
0.9162 High Similarity NPC310794
0.9152 High Similarity NPC247973
0.9141 High Similarity NPC84515
0.9141 High Similarity NPC312056
0.9136 High Similarity NPC300680
0.9125 High Similarity NPC113906
0.9119 High Similarity NPC125300
0.9112 High Similarity NPC297807
0.9085 High Similarity NPC472278
0.9085 High Similarity NPC155640
0.9085 High Similarity NPC473313
0.9085 High Similarity NPC329669
0.9085 High Similarity NPC133065
0.908 High Similarity NPC188486
0.9074 High Similarity NPC172770
0.9074 High Similarity NPC196879
0.9074 High Similarity NPC185258
0.9068 High Similarity NPC142339
0.9068 High Similarity NPC138243
0.9042 High Similarity NPC131866
0.9042 High Similarity NPC120220
0.903 High Similarity NPC39306
0.9012 High Similarity NPC236796
0.9012 High Similarity NPC79053
0.9012 High Similarity NPC262286
0.9012 High Similarity NPC36852
0.9 High Similarity NPC98546
0.9 High Similarity NPC41326
0.8988 High Similarity NPC158226
0.8988 High Similarity NPC472584
0.8988 High Similarity NPC28589
0.8988 High Similarity NPC248593
0.8982 High Similarity NPC163130
0.8982 High Similarity NPC202470
0.8982 High Similarity NPC165979
0.897 High Similarity NPC474350
0.897 High Similarity NPC89131
0.8963 High Similarity NPC472275
0.896 High Similarity NPC304322
0.8957 High Similarity NPC100123
0.8957 High Similarity NPC16935
0.8951 High Similarity NPC68093
0.8951 High Similarity NPC45131
0.8951 High Similarity NPC191146
0.8947 High Similarity NPC183843
0.8944 High Similarity NPC89474
0.8941 High Similarity NPC8127
0.8941 High Similarity NPC49667
0.8935 High Similarity NPC233956
0.8935 High Similarity NPC473834
0.8931 High Similarity NPC178202
0.8916 High Similarity NPC36320
0.8916 High Similarity NPC329215
0.8916 High Similarity NPC45449
0.8916 High Similarity NPC473286
0.8916 High Similarity NPC204088
0.8916 High Similarity NPC326520
0.8916 High Similarity NPC259007
0.8914 High Similarity NPC295436
0.8909 High Similarity NPC329760
0.8909 High Similarity NPC470694
0.8909 High Similarity NPC81679
0.8908 High Similarity NPC73929
0.8908 High Similarity NPC139683
0.8908 High Similarity NPC47905
0.8902 High Similarity NPC235018
0.8902 High Similarity NPC228785
0.8902 High Similarity NPC45146
0.8902 High Similarity NPC320359
0.8902 High Similarity NPC56085
0.8902 High Similarity NPC14353
0.8902 High Similarity NPC119224
0.8896 High Similarity NPC78225
0.8895 High Similarity NPC47883
0.8882 High Similarity NPC5871
0.8882 High Similarity NPC227906
0.8882 High Similarity NPC249570
0.8876 High Similarity NPC307286
0.8876 High Similarity NPC174700
0.8875 High Similarity NPC78335
0.8875 High Similarity NPC230713
0.8869 High Similarity NPC49487
0.8869 High Similarity NPC211309
0.8869 High Similarity NPC99613
0.8868 High Similarity NPC194856
0.8862 High Similarity NPC170245
0.8862 High Similarity NPC472452
0.8862 High Similarity NPC29160
0.8855 High Similarity NPC1706
0.8855 High Similarity NPC59295
0.8855 High Similarity NPC263092
0.8855 High Similarity NPC18100
0.8855 High Similarity NPC39305
0.8855 High Similarity NPC1755
0.8848 High Similarity NPC278052
0.8848 High Similarity NPC61010
0.8848 High Similarity NPC74854
0.8848 High Similarity NPC167678
0.8848 High Similarity NPC29876
0.8848 High Similarity NPC303565
0.8848 High Similarity NPC30655
0.8848 High Similarity NPC45124
0.8848 High Similarity NPC32694
0.8848 High Similarity NPC40491
0.8841 High Similarity NPC83763
0.8841 High Similarity NPC168616
0.8834 High Similarity NPC274730
0.8834 High Similarity NPC13879
0.883 High Similarity NPC24258
0.8827 High Similarity NPC70433
0.8827 High Similarity NPC1477
0.8827 High Similarity NPC273462
0.8827 High Similarity NPC213608
0.8827 High Similarity NPC33051
0.8827 High Similarity NPC227337
0.8827 High Similarity NPC472462
0.8827 High Similarity NPC49402
0.8827 High Similarity NPC235333
0.8827 High Similarity NPC476631
0.8824 High Similarity NPC216842
0.8824 High Similarity NPC65885
0.8824 High Similarity NPC82217
0.8824 High Similarity NPC476640
0.882 High Similarity NPC170169
0.882 High Similarity NPC202157
0.8817 High Similarity NPC28042
0.8817 High Similarity NPC281835
0.8817 High Similarity NPC124470
0.8817 High Similarity NPC109827
0.881 High Similarity NPC470704
0.881 High Similarity NPC320789
0.881 High Similarity NPC234331
0.8805 High Similarity NPC207729
0.8802 High Similarity NPC472277
0.8802 High Similarity NPC38914
0.8795 High Similarity NPC272722
0.8795 High Similarity NPC8300
0.8795 High Similarity NPC472448
0.8795 High Similarity NPC25152
0.8795 High Similarity NPC83922
0.8795 High Similarity NPC238995
0.8793 High Similarity NPC71260
0.8793 High Similarity NPC154527
0.8788 High Similarity NPC80375
0.8788 High Similarity NPC476980
0.8788 High Similarity NPC204290
0.878 High Similarity NPC223787
0.878 High Similarity NPC161960
0.878 High Similarity NPC469584
0.878 High Similarity NPC187745
0.878 High Similarity NPC165977
0.878 High Similarity NPC300727
0.878 High Similarity NPC268360
0.878 High Similarity NPC241904
0.878 High Similarity NPC217677
0.878 High Similarity NPC304008
0.8779 High Similarity NPC77179
0.8779 High Similarity NPC207467
0.8779 High Similarity NPC23553
0.8773 High Similarity NPC148938
0.8773 High Similarity NPC57674
0.8773 High Similarity NPC230149
0.8773 High Similarity NPC297531
0.8773 High Similarity NPC152951
0.8773 High Similarity NPC213936
0.8773 High Similarity NPC117992
0.8773 High Similarity NPC168247
0.8772 High Similarity NPC289244
0.8772 High Similarity NPC287243
0.8765 High Similarity NPC289396
0.8765 High Similarity NPC54098
0.8765 High Similarity NPC212038
0.8765 High Similarity NPC106976
0.8765 High Similarity NPC247964
0.8765 High Similarity NPC271848
0.8765 High Similarity NPC101996
0.8765 High Similarity NPC230619
0.8765 High Similarity NPC81332
0.8765 High Similarity NPC262580
0.8758 High Similarity NPC62042
0.8758 High Similarity NPC3825
0.8758 High Similarity NPC88804
0.8757 High Similarity NPC247136
0.875 High Similarity NPC323137
0.875 High Similarity NPC276930
0.875 High Similarity NPC37135

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC78830 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
0.8712 High Similarity NPD2393 Clinical (unspecified phase)
0.8598 High Similarity NPD2801 Approved
0.8554 High Similarity NPD3749 Approved
0.8494 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8462 Intermediate Similarity NPD6232 Discontinued
0.8452 Intermediate Similarity NPD5494 Approved
0.843 Intermediate Similarity NPD5844 Phase 1
0.8424 Intermediate Similarity NPD1934 Approved
0.8421 Intermediate Similarity NPD7473 Discontinued
0.8385 Intermediate Similarity NPD1511 Approved
0.8383 Intermediate Similarity NPD3882 Suspended
0.8373 Intermediate Similarity NPD1465 Phase 2
0.8286 Intermediate Similarity NPD6559 Discontinued
0.8282 Intermediate Similarity NPD1512 Approved
0.8266 Intermediate Similarity NPD3818 Discontinued
0.8263 Intermediate Similarity NPD7819 Suspended
0.825 Intermediate Similarity NPD1243 Approved
0.8225 Intermediate Similarity NPD7075 Discontinued
0.8198 Intermediate Similarity NPD3926 Phase 2
0.8176 Intermediate Similarity NPD919 Approved
0.8155 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.815 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.815 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.815 Intermediate Similarity NPD6166 Phase 2
0.8144 Intermediate Similarity NPD7411 Suspended
0.8136 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.8125 Intermediate Similarity NPD2344 Approved
0.8121 Intermediate Similarity NPD920 Approved
0.811 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8107 Intermediate Similarity NPD3817 Phase 2
0.8081 Intermediate Similarity NPD1247 Approved
0.8046 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8025 Intermediate Similarity NPD2800 Approved
0.8023 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD2533 Approved
0.8 Intermediate Similarity NPD2532 Approved
0.8 Intermediate Similarity NPD2534 Approved
0.8 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7977 Intermediate Similarity NPD6959 Discontinued
0.7976 Intermediate Similarity NPD4380 Phase 2
0.7966 Intermediate Similarity NPD7074 Phase 3
0.7953 Intermediate Similarity NPD7768 Phase 2
0.795 Intermediate Similarity NPD2935 Discontinued
0.7927 Intermediate Similarity NPD2309 Approved
0.7917 Intermediate Similarity NPD3226 Approved
0.791 Intermediate Similarity NPD7054 Approved
0.7895 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7882 Intermediate Similarity NPD6801 Discontinued
0.7879 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7869 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7865 Intermediate Similarity NPD7472 Approved
0.7853 Intermediate Similarity NPD1549 Phase 2
0.7831 Intermediate Similarity NPD6799 Approved
0.7821 Intermediate Similarity NPD6797 Phase 2
0.7803 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7791 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7791 Intermediate Similarity NPD5402 Approved
0.7791 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD7251 Discontinued
0.7765 Intermediate Similarity NPD6599 Discontinued
0.7758 Intermediate Similarity NPD3750 Approved
0.775 Intermediate Similarity NPD943 Approved
0.7744 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7702 Intermediate Similarity NPD230 Phase 1
0.7697 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7683 Intermediate Similarity NPD2346 Discontinued
0.7669 Intermediate Similarity NPD2799 Discontinued
0.7669 Intermediate Similarity NPD1510 Phase 2
0.764 Intermediate Similarity NPD1240 Approved
0.7637 Intermediate Similarity NPD7808 Phase 3
0.7622 Intermediate Similarity NPD2796 Approved
0.7611 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7594 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7593 Intermediate Similarity NPD447 Suspended
0.7581 Intermediate Similarity NPD4287 Approved
0.7576 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7568 Intermediate Similarity NPD8434 Phase 2
0.7561 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7557 Intermediate Similarity NPD6234 Discontinued
0.7546 Intermediate Similarity NPD1607 Approved
0.7545 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7528 Intermediate Similarity NPD5711 Approved
0.7528 Intermediate Similarity NPD5710 Approved
0.7527 Intermediate Similarity NPD5953 Discontinued
0.7516 Intermediate Similarity NPD2313 Discontinued
0.7514 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7472 Intermediate Similarity NPD7199 Phase 2
0.7459 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7455 Intermediate Similarity NPD3748 Approved
0.7438 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.743 Intermediate Similarity NPD7229 Phase 3
0.7418 Intermediate Similarity NPD7286 Phase 2
0.7412 Intermediate Similarity NPD7390 Discontinued
0.7412 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.741 Intermediate Similarity NPD1551 Phase 2
0.7391 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7389 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7386 Intermediate Similarity NPD2296 Approved
0.7384 Intermediate Similarity NPD5403 Approved
0.7374 Intermediate Similarity NPD8151 Discontinued
0.7371 Intermediate Similarity NPD37 Approved
0.7363 Intermediate Similarity NPD3751 Discontinued
0.7363 Intermediate Similarity NPD7228 Approved
0.7349 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7345 Intermediate Similarity NPD4967 Phase 2
0.7345 Intermediate Similarity NPD4965 Approved
0.7345 Intermediate Similarity NPD4966 Approved
0.7341 Intermediate Similarity NPD1653 Approved
0.7337 Intermediate Similarity NPD4628 Phase 3
0.7337 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7312 Intermediate Similarity NPD1203 Approved
0.7312 Intermediate Similarity NPD8312 Approved
0.7312 Intermediate Similarity NPD8313 Approved
0.7305 Intermediate Similarity NPD6100 Approved
0.7305 Intermediate Similarity NPD6099 Approved
0.7301 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD5401 Approved
0.7262 Intermediate Similarity NPD1471 Phase 3
0.7258 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7238 Intermediate Similarity NPD6808 Phase 2
0.7233 Intermediate Similarity NPD9269 Phase 2
0.7231 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7229 Intermediate Similarity NPD6651 Approved
0.7214 Intermediate Similarity NPD7783 Phase 2
0.7214 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7212 Intermediate Similarity NPD1613 Approved
0.7212 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7208 Intermediate Similarity NPD7435 Discontinued
0.7202 Intermediate Similarity NPD5406 Approved
0.7202 Intermediate Similarity NPD5404 Approved
0.7202 Intermediate Similarity NPD5408 Approved
0.7202 Intermediate Similarity NPD5405 Approved
0.72 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7195 Intermediate Similarity NPD3764 Approved
0.7195 Intermediate Similarity NPD3268 Approved
0.7193 Intermediate Similarity NPD6190 Approved
0.7169 Intermediate Similarity NPD1933 Approved
0.7168 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD3787 Discontinued
0.7143 Intermediate Similarity NPD6776 Approved
0.7143 Intermediate Similarity NPD6782 Approved
0.7143 Intermediate Similarity NPD6779 Approved
0.7143 Intermediate Similarity NPD6780 Approved
0.7143 Intermediate Similarity NPD6778 Approved
0.7143 Intermediate Similarity NPD6781 Approved
0.7143 Intermediate Similarity NPD6777 Approved
0.7125 Intermediate Similarity NPD9717 Approved
0.7112 Intermediate Similarity NPD7685 Pre-registration
0.7105 Intermediate Similarity NPD8150 Discontinued
0.7099 Intermediate Similarity NPD2797 Approved
0.7091 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7079 Intermediate Similarity NPD6279 Approved
0.7079 Intermediate Similarity NPD6280 Approved
0.7077 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7073 Intermediate Similarity NPD6832 Phase 2
0.7072 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7066 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD4308 Phase 3
0.703 Intermediate Similarity NPD4625 Phase 3
0.7022 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7019 Intermediate Similarity NPD1608 Approved
0.7011 Intermediate Similarity NPD5242 Approved
0.7 Intermediate Similarity NPD7871 Phase 2
0.7 Intermediate Similarity NPD7870 Phase 2
0.6995 Remote Similarity NPD7874 Approved
0.6995 Remote Similarity NPD7875 Clinical (unspecified phase)
0.6988 Remote Similarity NPD411 Approved
0.6988 Remote Similarity NPD1699 Clinical (unspecified phase)
0.6984 Remote Similarity NPD7549 Discontinued
0.6981 Remote Similarity NPD9268 Approved
0.697 Remote Similarity NPD4908 Phase 1
0.6957 Remote Similarity NPD422 Phase 1
0.6951 Remote Similarity NPD2798 Approved
0.695 Remote Similarity NPD7697 Approved
0.695 Remote Similarity NPD7696 Phase 3
0.695 Remote Similarity NPD7698 Approved
0.6944 Remote Similarity NPD8455 Phase 2
0.6941 Remote Similarity NPD7033 Discontinued
0.6936 Remote Similarity NPD7003 Approved
0.6931 Remote Similarity NPD7240 Approved
0.6928 Remote Similarity NPD3027 Phase 3
0.691 Remote Similarity NPD7458 Discontinued
0.6906 Remote Similarity NPD4288 Approved
0.6906 Remote Similarity NPD5353 Approved
0.6898 Remote Similarity NPD7177 Discontinued
0.6897 Remote Similarity NPD7701 Phase 2
0.689 Remote Similarity NPD3266 Approved
0.689 Remote Similarity NPD3267 Approved
0.689 Remote Similarity NPD1470 Approved
0.689 Remote Similarity NPD1164 Approved
0.6888 Remote Similarity NPD4360 Phase 2
0.6888 Remote Similarity NPD6535 Approved
0.6888 Remote Similarity NPD4363 Phase 3
0.6888 Remote Similarity NPD6534 Approved
0.6882 Remote Similarity NPD2403 Approved
0.6871 Remote Similarity NPD4379 Clinical (unspecified phase)
0.6864 Remote Similarity NPD5124 Phase 1

Structure

External Identifiers

PubChem CID   25243392
ChEMBL   CHEMBL564881
ZINC  

Physicochemical Properties

Molecular Weight:  420.16
ALogP:  2.1287
MLogP:  3.55
XLogP:  4.358
# Rotatable Bonds:  11
Polar Surface Area:  100.13
# H-Bond Aceptor:  1
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  31

Download Data

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