Natural Product: NPC27187

Natural Product ID:  NPC27187
Common Name:   Lespeflorin G4
IUPAC Name:   (6aR,11aR)-8-methyl-2,10-bis(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol
Synonyms:   Lespeflorin G4
Molecular Formula:   C26H30O4
Standard InCHIKey:  RBWZJDQLHCNCDG-LVXARBLLSA-N
Standard InCHI:  InChI=1S/C26H30O4/c1-14(2)6-8-17-11-20-23(12-22(17)27)29-13-21-19-10-16(5)24(28)18(9-7-15(3)4)25(19)30-26(20)21/h6-7,10-12,21,26-28H,8-9,13H2,1-5H3/t21-,26-/m0/s1
Canonical SMILES:  CC(=CCc1cc2c(cc1O)OC[C@@H]1[C@H]2Oc2c1cc(c(c2CC=C(C)C)O)C)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
NPO10080 Teucrium betonicum Species Lamiaceae Eukaryota UNPD*
NPO13293 Lespedeza floribunda Species Fabaceae Eukaryota roots PMID[19132934]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 3240 nM 19132934
NPT2 Others Unspecified IC50 = 3200 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 NPC27187 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 NPC470225
0.9919 High Similarity NPC271945
0.9919 High Similarity NPC206224
0.9919 High Similarity NPC118114
0.9919 High Similarity NPC12875
0.9919 High Similarity NPC207892
0.9919 High Similarity NPC228369
0.9919 High Similarity NPC268917
0.9919 High Similarity NPC129784
0.9919 High Similarity NPC17343
0.9919 High Similarity NPC476166
0.9919 High Similarity NPC129106
0.9919 High Similarity NPC164574
0.9919 High Similarity NPC280653
0.9919 High Similarity NPC236014
0.9919 High Similarity NPC196765
0.9919 High Similarity NPC181497
0.9919 High Similarity NPC300875
0.9919 High Similarity NPC150011
0.984 High Similarity NPC13005
0.9685 High Similarity NPC296915
0.9685 High Similarity NPC223008
0.9685 High Similarity NPC115335
0.9685 High Similarity NPC198154
0.9685 High Similarity NPC225696
0.9685 High Similarity NPC97834
0.9677 High Similarity NPC38664
0.9677 High Similarity NPC53986
0.9677 High Similarity NPC39064
0.9677 High Similarity NPC47283
0.9606 High Similarity NPC85435
0.96 High Similarity NPC93962
0.9531 High Similarity NPC117048
0.9531 High Similarity NPC124085
0.952 High Similarity NPC274717
0.9516 High Similarity NPC471215
0.9516 High Similarity NPC26879
0.9516 High Similarity NPC262573
0.9516 High Similarity NPC283049
0.9516 High Similarity NPC50315
0.9516 High Similarity NPC230479
0.9462 High Similarity NPC474687
0.9449 High Similarity NPC244888
0.9449 High Similarity NPC118683
0.9449 High Similarity NPC68205
0.9449 High Similarity NPC162801
0.9449 High Similarity NPC293203
0.9449 High Similarity NPC164804
0.9449 High Similarity NPC211413
0.9435 High Similarity NPC188022
0.9435 High Similarity NPC103420
0.9435 High Similarity NPC285040
0.9435 High Similarity NPC17809
0.9435 High Similarity NPC102540
0.9389 High Similarity NPC475836
0.9385 High Similarity NPC18189
0.9385 High Similarity NPC3049
0.9385 High Similarity NPC262585
0.9385 High Similarity NPC20829
0.936 High Similarity NPC276212
0.9355 High Similarity NPC294156
0.9355 High Similarity NPC256015
0.9355 High Similarity NPC106914
0.9355 High Similarity NPC86502
0.9355 High Similarity NPC197351
0.9355 High Similarity NPC134195
0.9355 High Similarity NPC246648
0.9302 High Similarity NPC77196
0.9297 High Similarity NPC103799
0.928 High Similarity NPC81641
0.9274 High Similarity NPC76465
0.9274 High Similarity NPC38761
0.9248 High Similarity NPC5155
0.9231 High Similarity NPC473107
0.9194 High Similarity NPC150026
0.9194 High Similarity NPC36016
0.9194 High Similarity NPC100099
0.916 High Similarity NPC125579
0.9154 High Similarity NPC92805
0.9141 High Similarity NPC134360
0.9134 High Similarity NPC149796
0.9113 High Similarity NPC193364
0.9113 High Similarity NPC54972
0.9111 High Similarity NPC47633
0.9111 High Similarity NPC85264
0.9111 High Similarity NPC102044
0.9091 High Similarity NPC471522
0.9062 High Similarity NPC222572
0.9062 High Similarity NPC87224
0.9044 High Similarity NPC280092
0.9044 High Similarity NPC45257
0.9044 High Similarity NPC63879
0.9044 High Similarity NPC93323
0.9044 High Similarity NPC12641
0.903 High Similarity NPC27495
0.903 High Similarity NPC184797
0.903 High Similarity NPC309124
0.9023 High Similarity NPC470307
0.9023 High Similarity NPC470308
0.9023 High Similarity NPC477938
0.9015 High Similarity NPC473413
0.9008 High Similarity NPC215037
0.8978 High Similarity NPC469557
0.8963 High Similarity NPC247291
0.8963 High Similarity NPC87725
0.8963 High Similarity NPC263261
0.8955 High Similarity NPC70682
0.8955 High Similarity NPC236306
0.8955 High Similarity NPC260741
0.8955 High Similarity NPC232164
0.8955 High Similarity NPC473739
0.8955 High Similarity NPC32630
0.8952 High Similarity NPC258979
0.8952 High Similarity NPC93398
0.8952 High Similarity NPC8283
0.8947 High Similarity NPC470802
0.8947 High Similarity NPC141717
0.8939 High Similarity NPC476616
0.8939 High Similarity NPC476617
0.8939 High Similarity NPC476615
0.8931 High Similarity NPC472798
0.8897 High Similarity NPC107161
0.8889 High Similarity NPC259519
0.8872 High Similarity NPC15109
0.8872 High Similarity NPC11727
0.8871 High Similarity NPC172253
0.8871 High Similarity NPC59561
0.8864 High Similarity NPC11060
0.8864 High Similarity NPC177712
0.8864 High Similarity NPC24913
0.8855 High Similarity NPC160623
0.8849 High Similarity NPC101376
0.8849 High Similarity NPC16269
0.8849 High Similarity NPC21776
0.8846 High Similarity NPC472795
0.8846 High Similarity NPC472796
0.8846 High Similarity NPC472797
0.8837 High Similarity NPC473134
0.8828 High Similarity NPC207179
0.8828 High Similarity NPC278552
0.8828 High Similarity NPC167571
0.8824 High Similarity NPC277331
0.8824 High Similarity NPC265075
0.8824 High Similarity NPC100482
0.8824 High Similarity NPC35216
0.8815 High Similarity NPC471388
0.881 High Similarity NPC476633
0.8806 High Similarity NPC126101
0.8806 High Similarity NPC78047
0.8806 High Similarity NPC270456
0.8806 High Similarity NPC472800
0.8806 High Similarity NPC248727
0.8806 High Similarity NPC234952
0.8806 High Similarity NPC162659
0.8806 High Similarity NPC173660
0.8806 High Similarity NPC265433
0.8806 High Similarity NPC327735
0.879 High Similarity NPC131118
0.8786 High Similarity NPC71726
0.8777 High Similarity NPC260397
0.8769 High Similarity NPC38604
0.8769 High Similarity NPC211179
0.8768 High Similarity NPC473108
0.8768 High Similarity NPC475492
0.8759 High Similarity NPC2613
0.8759 High Similarity NPC204347
0.8759 High Similarity NPC59841
0.8759 High Similarity NPC475891
0.875 High Similarity NPC213607
0.875 High Similarity NPC182509
0.875 High Similarity NPC174787
0.875 High Similarity NPC254759
0.875 High Similarity NPC160283
0.875 High Similarity NPC159132
0.874 High Similarity NPC57199
0.8731 High Similarity NPC61946
0.8731 High Similarity NPC470356
0.8731 High Similarity NPC112246
0.8731 High Similarity NPC260898
0.8731 High Similarity NPC112939
0.8731 High Similarity NPC195022
0.8731 High Similarity NPC151224
0.8731 High Similarity NPC474206
0.8731 High Similarity NPC47398
0.8731 High Similarity NPC234333
0.8731 High Similarity NPC121812
0.8731 High Similarity NPC94750
0.8722 High Similarity NPC26394
0.872 High Similarity NPC295259
0.8712 High Similarity NPC472590
0.8705 High Similarity NPC106126
0.8705 High Similarity NPC181615
0.8705 High Similarity NPC108994
0.8705 High Similarity NPC180953
0.8686 High Similarity NPC311530
0.8686 High Similarity NPC108674
0.8686 High Similarity NPC471389
0.8682 High Similarity NPC293801
0.8676 High Similarity NPC292882
0.8676 High Similarity NPC127218

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC27187 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
0.937 High Similarity NPD4907 Clinical (unspecified phase)
0.9213 High Similarity NPD4908 Phase 1
0.9113 High Similarity NPD1610 Phase 2
0.8692 High Similarity NPD2861 Phase 2
0.864 High Similarity NPD1548 Phase 1
0.8561 High Similarity NPD4625 Phase 3
0.8527 High Similarity NPD4749 Approved
0.8507 High Similarity NPD1612 Clinical (unspecified phase)
0.8507 High Similarity NPD1613 Approved
0.8496 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.8409 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.8346 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.8175 Intermediate Similarity NPD5124 Phase 1
0.8175 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.8148 Intermediate Similarity NPD3027 Phase 3
0.8028 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7956 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7933 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7931 Intermediate Similarity NPD7213 Phase 3
0.7931 Intermediate Similarity NPD7212 Phase 2
0.7926 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7919 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7887 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7887 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7877 Intermediate Similarity NPD7447 Phase 1
0.7872 Intermediate Similarity NPD5588 Approved
0.7847 Intermediate Similarity NPD7466 Approved
0.7842 Intermediate Similarity NPD4060 Phase 1
0.7836 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7832 Intermediate Similarity NPD1549 Phase 2
0.782 Intermediate Similarity NPD422 Phase 1
0.7817 Intermediate Similarity NPD6100 Approved
0.7817 Intermediate Similarity NPD6099 Approved
0.7801 Intermediate Similarity NPD4536 Approved
0.7801 Intermediate Similarity NPD4538 Approved
0.7801 Intermediate Similarity NPD4537 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD6696 Suspended
0.7778 Intermediate Similarity NPD8651 Approved
0.774 Intermediate Similarity NPD5058 Phase 3
0.7733 Intermediate Similarity NPD4380 Phase 2
0.7724 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD6671 Approved
0.7687 Intermediate Similarity NPD1091 Approved
0.7662 Intermediate Similarity NPD7075 Discontinued
0.7639 Intermediate Similarity NPD6005 Phase 3
0.7639 Intermediate Similarity NPD6004 Phase 3
0.7639 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.7639 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7639 Intermediate Similarity NPD6002 Phase 3
0.7632 Intermediate Similarity NPD37 Approved
0.7632 Intermediate Similarity NPD1934 Approved
0.7628 Intermediate Similarity NPD6959 Discontinued
0.7622 Intermediate Similarity NPD5960 Phase 3
0.7613 Intermediate Similarity NPD6234 Discontinued
0.7603 Intermediate Similarity NPD3750 Approved
0.7603 Intermediate Similarity NPD3892 Phase 2
0.7597 Intermediate Similarity NPD7768 Phase 2
0.7597 Intermediate Similarity NPD4966 Approved
0.7597 Intermediate Similarity NPD4965 Approved
0.7597 Intermediate Similarity NPD4967 Phase 2
0.7582 Intermediate Similarity NPD7819 Suspended
0.7582 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.758 Intermediate Similarity NPD7229 Phase 3
0.7569 Intermediate Similarity NPD2796 Approved
0.7566 Intermediate Similarity NPD7411 Suspended
0.7564 Intermediate Similarity NPD5494 Approved
0.754 Intermediate Similarity NPD968 Approved
0.7535 Intermediate Similarity NPD6355 Discontinued
0.7534 Intermediate Similarity NPD6674 Discontinued
0.7534 Intermediate Similarity NPD1652 Phase 2
0.7534 Intermediate Similarity NPD2800 Approved
0.7517 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7517 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7033 Discontinued
0.75 Intermediate Similarity NPD1510 Phase 2
0.75 Intermediate Similarity NPD4750 Phase 3
0.75 Intermediate Similarity NPD940 Approved
0.75 Intermediate Similarity NPD846 Approved
0.7484 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7466 Intermediate Similarity NPD2424 Discontinued
0.7464 Intermediate Similarity NPD2797 Approved
0.7445 Intermediate Similarity NPD6583 Phase 3
0.7445 Intermediate Similarity NPD5327 Phase 3
0.7445 Intermediate Similarity NPD6582 Phase 2
0.7436 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7424 Intermediate Similarity NPD7157 Approved
0.7423 Intermediate Similarity NPD6559 Discontinued
0.7422 Intermediate Similarity NPD2684 Approved
0.7415 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7413 Intermediate Similarity NPD5735 Approved
0.741 Intermediate Similarity NPD6584 Phase 3
0.74 Intermediate Similarity NPD2532 Approved
0.74 Intermediate Similarity NPD2534 Approved
0.74 Intermediate Similarity NPD2533 Approved
0.7391 Intermediate Similarity NPD7228 Approved
0.7383 Intermediate Similarity NPD6666 Approved
0.7383 Intermediate Similarity NPD6667 Approved
0.7375 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD7340 Approved
0.7361 Intermediate Similarity NPD4097 Suspended
0.7357 Intermediate Similarity NPD3018 Phase 2
0.7346 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7346 Intermediate Similarity NPD5844 Phase 1
0.7344 Intermediate Similarity NPD290 Approved
0.7343 Intermediate Similarity NPD1240 Approved
0.7343 Intermediate Similarity NPD2238 Phase 2
0.7343 Intermediate Similarity NPD4140 Approved
0.7339 Intermediate Similarity NPD3020 Approved
0.7333 Intermediate Similarity NPD7040 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD7041 Phase 2
0.7328 Intermediate Similarity NPD5535 Approved
0.7328 Intermediate Similarity NPD7843 Approved
0.7324 Intermediate Similarity NPD6798 Discontinued
0.7324 Intermediate Similarity NPD3268 Approved
0.731 Intermediate Similarity NPD2200 Suspended
0.731 Intermediate Similarity NPD7097 Phase 1
0.7296 Intermediate Similarity NPD7199 Phase 2
0.729 Intermediate Similarity NPD6801 Discontinued
0.7286 Intermediate Similarity NPD3691 Phase 2
0.7286 Intermediate Similarity NPD3690 Phase 2
0.7279 Intermediate Similarity NPD5125 Phase 3
0.7279 Intermediate Similarity NPD5763 Approved
0.7279 Intermediate Similarity NPD5126 Approved
0.7279 Intermediate Similarity NPD5762 Approved
0.7273 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD5283 Phase 1
0.7273 Intermediate Similarity NPD1398 Phase 1
0.7267 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD6166 Phase 2
0.7261 Intermediate Similarity NPD3882 Suspended
0.726 Intermediate Similarity NPD3748 Approved
0.726 Intermediate Similarity NPD3846 Clinical (unspecified phase)
0.7259 Intermediate Similarity NPD7741 Discontinued
0.7255 Intermediate Similarity NPD1653 Approved
0.7248 Intermediate Similarity NPD4535 Phase 3
0.7244 Intermediate Similarity NPD2801 Approved
0.7244 Intermediate Similarity NPD8455 Phase 2
0.7241 Intermediate Similarity NPD2157 Approved
0.7241 Intermediate Similarity NPD1607 Approved
0.7241 Intermediate Similarity NPD6353 Approved
0.723 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.723 Intermediate Similarity NPD7037 Approved
0.7226 Intermediate Similarity NPD6072 Discontinued
0.7222 Intermediate Similarity NPD3620 Phase 2
0.7222 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7219 Intermediate Similarity NPD1511 Approved
0.7215 Intermediate Similarity NPD3749 Approved
0.7211 Intermediate Similarity NPD1551 Phase 2
0.7211 Intermediate Similarity NPD2935 Discontinued
0.7205 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7194 Intermediate Similarity NPD2983 Phase 2
0.7194 Intermediate Similarity NPD2982 Phase 2
0.7178 Intermediate Similarity NPD3818 Discontinued
0.7174 Intermediate Similarity NPD3705 Approved
0.7153 Intermediate Similarity NPD5846 Approved
0.7153 Intermediate Similarity NPD6233 Phase 2
0.7153 Intermediate Similarity NPD4626 Approved
0.7153 Intermediate Similarity NPD6516 Phase 2
0.7143 Intermediate Similarity NPD4108 Discontinued
0.7143 Intermediate Similarity NPD3225 Approved
0.7143 Intermediate Similarity NPD1242 Phase 1
0.7143 Intermediate Similarity NPD2799 Discontinued
0.7134 Intermediate Similarity NPD5929 Approved
0.7133 Intermediate Similarity NPD6331 Phase 2
0.7133 Intermediate Similarity NPD4628 Phase 3
0.7124 Intermediate Similarity NPD1512 Approved
0.7122 Intermediate Similarity NPD2981 Phase 2
0.7122 Intermediate Similarity NPD2231 Phase 2
0.7122 Intermediate Similarity NPD1608 Approved
0.7122 Intermediate Similarity NPD2235 Phase 2
0.7105 Intermediate Similarity NPD6799 Approved
0.7103 Intermediate Similarity NPD5837 Clinical (unspecified phase)
0.7101 Intermediate Similarity NPD3496 Discontinued
0.7099 Intermediate Similarity NPD5451 Approved
0.7097 Intermediate Similarity NPD6055 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD2860 Approved
0.7097 Intermediate Similarity NPD2859 Approved
0.7097 Intermediate Similarity NPD8158 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7095 Intermediate Similarity NPD4476 Approved
0.7095 Intermediate Similarity NPD4477 Approved
0.7092 Intermediate Similarity NPD3094 Phase 2
0.7091 Intermediate Similarity NPD7074 Phase 3
0.7089 Intermediate Similarity NPD6374 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.708 Intermediate Similarity NPD5691 Approved
0.708 Intermediate Similarity NPD3445 Approved
0.708 Intermediate Similarity NPD3443 Approved
0.708 Intermediate Similarity NPD3444 Approved
0.7078 Intermediate Similarity NPD920 Approved
0.7075 Intermediate Similarity NPD7119 Phase 2
0.7075 Intermediate Similarity NPD4978 Clinical (unspecified phase)
0.7071 Intermediate Similarity NPD3685 Discontinued
0.7068 Intermediate Similarity NPD821 Approved
0.7067 Intermediate Similarity NPD1243 Approved
0.7059 Intermediate Similarity NPD7019 Approved
0.7059 Intermediate Similarity NPD7020 Approved

Structure

External Identifiers

PubChem CID   25243081
ChEMBL   CHEMBL562032
ZINC  

Physicochemical Properties

Molecular Weight:  406.21
ALogP:  2.8231
MLogP:  3.88
XLogP:  4.847
# Rotatable Bonds:  11
Polar Surface Area:  58.92
# H-Bond Aceptor:  0
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  30

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
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