Natural Product: NPC208258

Natural Product ID:  NPC208258
Common Name:   Blepharocalyxin E
IUPAC Name:   (E)-1-[2,4-dihydroxy-3-[(2S,3R,4R,6S)-3-[(E,1S,5S)-5-hydroxy-1,7-bis(4-hydroxyphenyl)hept-2-enyl]-2-(4-hydroxyphenyl)-6-[2-(4-hydroxyphenyl)ethyl]oxan-4-yl]-6-methoxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
Synonyms:   Blepharocalyxin E
Molecular Formula:   C54H54O11
Standard InCHIKey:  HIWNJCMWCICIHA-SOPVFMOZSA-N
Standard InCHI:  InChI=1S/C54H54O11/c1-64-49-32-48(62)51(53(63)52(49)47(61)30-13-35-10-23-41(58)24-11-35)46-31-44(29-12-34-8-21-40(57)22-9-34)65-54(37-16-27-43(60)28-17-37)50(46)45(36-14-25-42(59)26-15-36)4-2-3-38(55)18-5-33-6-19-39(56)20-7-33/h2,4,6-11,13-17,19-28,30,32,38,44-46,50,54-60,62-63H,3,5,12,18,29,31H2,1H3/b4-2+,30-13+/t38-,44+,45-,46-,50+,54-/m1/s1
Canonical SMILES:  COc1cc(O)c(c(c1C(=O)/C=C/c1ccc(cc1)O)O)[C@@H]1C[C@H](CCc2ccc(cc2)O)O[C@@H]([C@H]1[C@@H](c1ccc(cc1)O)/C=C/C[C@H](CCc1ccc(cc1)O)O)c1ccc(cc1)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
NPO6836 Alpinia blepharocalyx Species Zingiberaceae Eukaryota Seeds PMID[11325233]
NPO6836 Alpinia blepharocalyx Species Zingiberaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified ED50 = 32.2 nM 11325233
NPT453 Cell Line HT-1080 Homo sapiens ED50 = 9.02 nM 11325233

  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 NPC208258 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
0.9866 High Similarity NPC79375
0.9866 High Similarity NPC37253
0.9801 High Similarity NPC15815
0.9737 High Similarity NPC98023
0.9737 High Similarity NPC226462
0.9735 High Similarity NPC257166
0.9732 High Similarity NPC43345
0.9671 High Similarity NPC51247
0.9664 High Similarity NPC476551
0.9664 High Similarity NPC476552
0.9664 High Similarity NPC476553
0.9608 High Similarity NPC195136
0.9608 High Similarity NPC42965
0.9605 High Similarity NPC1796
0.9542 High Similarity NPC105584
0.9536 High Similarity NPC324447
0.9536 High Similarity NPC121568
0.9481 High Similarity NPC121647
0.9477 High Similarity NPC475184
0.947 High Similarity NPC39154
0.947 High Similarity NPC115601
0.947 High Similarity NPC208011
0.947 High Similarity NPC78324
0.9463 High Similarity NPC152233
0.9404 High Similarity NPC178484
0.9396 High Similarity NPC475348
0.9396 High Similarity NPC261271
0.9359 High Similarity NPC473012
0.9351 High Similarity NPC318527
0.9351 High Similarity NPC324358
0.9351 High Similarity NPC322459
0.9351 High Similarity NPC323627
0.9304 High Similarity NPC251336
0.9299 High Similarity NPC473009
0.9295 High Similarity NPC312273
0.9295 High Similarity NPC301256
0.929 High Similarity NPC90497
0.9286 High Similarity NPC69531
0.9286 High Similarity NPC56049
0.9286 High Similarity NPC32867
0.9286 High Similarity NPC54830
0.9272 High Similarity NPC3642
0.9272 High Similarity NPC132345
0.9262 High Similarity NPC282957
0.9262 High Similarity NPC194949
0.9262 High Similarity NPC471523
0.9262 High Similarity NPC471473
0.9262 High Similarity NPC471524
0.9241 High Similarity NPC473010
0.9226 High Similarity NPC271741
0.9226 High Similarity NPC287789
0.9221 High Similarity NPC182555
0.9221 High Similarity NPC300668
0.9221 High Similarity NPC134171
0.9221 High Similarity NPC66441
0.9216 High Similarity NPC174086
0.9205 High Similarity NPC122894
0.9167 High Similarity NPC51760
0.9167 High Similarity NPC295090
0.9161 High Similarity NPC61112
0.9161 High Similarity NPC198489
0.9161 High Similarity NPC309648
0.9097 High Similarity NPC186227
0.9097 High Similarity NPC205026
0.9097 High Similarity NPC52611
0.9097 High Similarity NPC100049
0.9097 High Similarity NPC150908
0.9097 High Similarity NPC265624
0.9097 High Similarity NPC14606
0.9097 High Similarity NPC159707
0.9097 High Similarity NPC201227
0.9097 High Similarity NPC258474
0.9097 High Similarity NPC158027
0.9097 High Similarity NPC121649
0.9097 High Similarity NPC248739
0.9097 High Similarity NPC215203
0.9074 High Similarity NPC477529
0.9073 High Similarity NPC470132
0.9073 High Similarity NPC470134
0.9073 High Similarity NPC470131
0.9073 High Similarity NPC470133
0.9073 High Similarity NPC109183
0.9073 High Similarity NPC473078
0.9073 High Similarity NPC228779
0.906 High Similarity NPC26238
0.9057 High Similarity NPC63438
0.9051 High Similarity NPC18380
0.9045 High Similarity NPC195167
0.9045 High Similarity NPC123544
0.9038 High Similarity NPC471787
0.9032 High Similarity NPC194593
0.9032 High Similarity NPC290830
0.9032 High Similarity NPC72425
0.9032 High Similarity NPC303485
0.9032 High Similarity NPC71061
0.9026 High Similarity NPC148945
0.9026 High Similarity NPC78835
0.9026 High Similarity NPC309512
0.9026 High Similarity NPC316960
0.9026 High Similarity NPC204561
0.9026 High Similarity NPC317715
0.902 High Similarity NPC473016
0.902 High Similarity NPC89442
0.9007 High Similarity NPC39045
0.9007 High Similarity NPC235217
0.9007 High Similarity NPC271288
0.9007 High Similarity NPC470136
0.9007 High Similarity NPC473015
0.9007 High Similarity NPC236766
0.9007 High Similarity NPC473014
0.9007 High Similarity NPC470135
0.9007 High Similarity NPC473013
0.9007 High Similarity NPC197252
0.8994 High Similarity NPC473011
0.8987 High Similarity NPC184326
0.8987 High Similarity NPC292863
0.8961 High Similarity NPC177308
0.8961 High Similarity NPC124478
0.8954 High Similarity NPC132592
0.8954 High Similarity NPC39195
0.8954 High Similarity NPC160821
0.8954 High Similarity NPC145467
0.8947 High Similarity NPC25844
0.8947 High Similarity NPC127059
0.8947 High Similarity NPC285630
0.8947 High Similarity NPC477955
0.8947 High Similarity NPC472629
0.8944 High Similarity NPC477835
0.894 High Similarity NPC175504
0.894 High Similarity NPC143896
0.894 High Similarity NPC68104
0.894 High Similarity NPC169591
0.894 High Similarity NPC257097
0.894 High Similarity NPC476178
0.894 High Similarity NPC475705
0.894 High Similarity NPC149026
0.894 High Similarity NPC85162
0.894 High Similarity NPC51887
0.894 High Similarity NPC221432
0.894 High Similarity NPC77794
0.894 High Similarity NPC91560
0.894 High Similarity NPC150408
0.894 High Similarity NPC310130
0.894 High Similarity NPC81697
0.894 High Similarity NPC107177
0.894 High Similarity NPC223812
0.894 High Similarity NPC117836
0.894 High Similarity NPC125894
0.894 High Similarity NPC75049
0.894 High Similarity NPC39329
0.894 High Similarity NPC164980
0.894 High Similarity NPC278249
0.894 High Similarity NPC185276
0.8938 High Similarity NPC290160
0.8938 High Similarity NPC38591
0.8933 High Similarity NPC321980
0.8933 High Similarity NPC470087
0.8933 High Similarity NPC476508
0.8931 High Similarity NPC137232
0.8931 High Similarity NPC175513
0.8931 High Similarity NPC97812
0.8926 High Similarity NPC470211
0.8924 High Similarity NPC55443
0.8924 High Similarity NPC18699
0.8917 High Similarity NPC78492
0.8917 High Similarity NPC208152
0.8903 High Similarity NPC138299
0.8903 High Similarity NPC111112
0.8903 High Similarity NPC222713
0.8903 High Similarity NPC67322
0.8902 High Similarity NPC168789
0.8896 High Similarity NPC288840
0.8896 High Similarity NPC291746
0.8889 High Similarity NPC296998
0.8889 High Similarity NPC110303
0.8889 High Similarity NPC10990
0.8889 High Similarity NPC283234
0.8889 High Similarity NPC23728
0.8889 High Similarity NPC473077
0.8889 High Similarity NPC300988
0.8889 High Similarity NPC308200
0.8882 High Similarity NPC131568
0.8882 High Similarity NPC87486
0.8882 High Similarity NPC131579
0.8882 High Similarity NPC124780
0.8882 High Similarity NPC470890
0.8882 High Similarity NPC209040
0.8882 High Similarity NPC469664
0.8875 High Similarity NPC15374
0.8874 High Similarity NPC125855
0.8874 High Similarity NPC297600
0.8874 High Similarity NPC107572
0.8874 High Similarity NPC167624
0.8874 High Similarity NPC227579
0.8874 High Similarity NPC324436
0.8874 High Similarity NPC220998
0.8874 High Similarity NPC223500
0.8874 High Similarity NPC228504
0.8874 High Similarity NPC166934
0.8874 High Similarity NPC1089

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC208258 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
0.9346 High Similarity NPD8443 Clinical (unspecified phase)
0.9 High Similarity NPD7852 Clinical (unspecified phase)
0.8961 High Similarity NPD4380 Phase 2
0.8812 High Similarity NPD6959 Discontinued
0.8797 High Similarity NPD7768 Phase 2
0.8782 High Similarity NPD7411 Suspended
0.8758 High Similarity NPD7410 Clinical (unspecified phase)
0.8671 High Similarity NPD7819 Suspended
0.8625 High Similarity NPD7075 Discontinued
0.8609 High Similarity NPD1549 Phase 2
0.8543 High Similarity NPD1552 Clinical (unspecified phase)
0.8543 High Similarity NPD1550 Clinical (unspecified phase)
0.8533 High Similarity NPD1510 Phase 2
0.8516 High Similarity NPD4378 Clinical (unspecified phase)
0.8494 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8438 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8438 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8424 Intermediate Similarity NPD6166 Phase 2
0.8424 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8424 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8395 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8389 Intermediate Similarity NPD1240 Approved
0.8355 Intermediate Similarity NPD2796 Approved
0.8278 Intermediate Similarity NPD1607 Approved
0.8261 Intermediate Similarity NPD6801 Discontinued
0.8217 Intermediate Similarity NPD7390 Discontinued
0.8171 Intermediate Similarity NPD3749 Approved
0.8155 Intermediate Similarity NPD7473 Discontinued
0.8148 Intermediate Similarity NPD1934 Approved
0.814 Intermediate Similarity NPD8312 Approved
0.814 Intermediate Similarity NPD8313 Approved
0.8118 Intermediate Similarity NPD7074 Phase 3
0.8077 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.8072 Intermediate Similarity NPD5494 Approved
0.807 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.8059 Intermediate Similarity NPD7054 Approved
0.8039 Intermediate Similarity NPD6651 Approved
0.8023 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.8013 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.8012 Intermediate Similarity NPD7472 Approved
0.8 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7977 Intermediate Similarity NPD7808 Phase 3
0.7976 Intermediate Similarity NPD6232 Discontinued
0.7963 Intermediate Similarity NPD7458 Discontinued
0.7953 Intermediate Similarity NPD5844 Phase 1
0.7919 Intermediate Similarity NPD6559 Discontinued
0.7919 Intermediate Similarity NPD7251 Discontinued
0.7911 Intermediate Similarity NPD3750 Approved
0.791 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7898 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7881 Intermediate Similarity NPD4908 Phase 1
0.7875 Intermediate Similarity NPD6799 Approved
0.7861 Intermediate Similarity NPD6797 Phase 2
0.784 Intermediate Similarity NPD5403 Approved
0.7805 Intermediate Similarity NPD6599 Discontinued
0.7799 Intermediate Similarity NPD7003 Approved
0.7791 Intermediate Similarity NPD3818 Discontinued
0.7784 Intermediate Similarity NPD3882 Suspended
0.7771 Intermediate Similarity NPD8455 Phase 2
0.7771 Intermediate Similarity NPD2801 Approved
0.7771 Intermediate Similarity NPD2935 Discontinued
0.7771 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7766 Intermediate Similarity NPD8151 Discontinued
0.7764 Intermediate Similarity NPD1511 Approved
0.7747 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7742 Intermediate Similarity NPD7871 Phase 2
0.7742 Intermediate Similarity NPD7870 Phase 2
0.7736 Intermediate Similarity NPD2800 Approved
0.7716 Intermediate Similarity NPD2534 Approved
0.7716 Intermediate Similarity NPD2533 Approved
0.7716 Intermediate Similarity NPD2532 Approved
0.7716 Intermediate Similarity NPD5401 Approved
0.7707 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7707 Intermediate Similarity NPD2799 Discontinued
0.7688 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7669 Intermediate Similarity NPD1512 Approved
0.7662 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7658 Intermediate Similarity NPD1551 Phase 2
0.7657 Intermediate Similarity NPD5953 Discontinued
0.7637 Intermediate Similarity NPD4363 Phase 3
0.7637 Intermediate Similarity NPD4360 Phase 2
0.7636 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD5402 Approved
0.7619 Intermediate Similarity NPD3817 Phase 2
0.761 Intermediate Similarity NPD2344 Approved
0.7607 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7598 Intermediate Similarity NPD8150 Discontinued
0.7595 Intermediate Similarity NPD3748 Approved
0.7594 Intermediate Similarity NPD7698 Approved
0.7594 Intermediate Similarity NPD7696 Phase 3
0.7594 Intermediate Similarity NPD7697 Approved
0.7578 Intermediate Similarity NPD4628 Phase 3
0.7571 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7547 Intermediate Similarity NPD5406 Approved
0.7547 Intermediate Similarity NPD5405 Approved
0.7547 Intermediate Similarity NPD6099 Approved
0.7547 Intermediate Similarity NPD6100 Approved
0.7547 Intermediate Similarity NPD5404 Approved
0.7547 Intermediate Similarity NPD5408 Approved
0.7543 Intermediate Similarity NPD7286 Phase 2
0.753 Intermediate Similarity NPD3226 Approved
0.7527 Intermediate Similarity NPD6778 Approved
0.7527 Intermediate Similarity NPD6782 Approved
0.7527 Intermediate Similarity NPD6776 Approved
0.7527 Intermediate Similarity NPD6779 Approved
0.7527 Intermediate Similarity NPD6781 Approved
0.7527 Intermediate Similarity NPD6780 Approved
0.7527 Intermediate Similarity NPD6777 Approved
0.7516 Intermediate Similarity NPD1243 Approved
0.7516 Intermediate Similarity NPD2798 Approved
0.7515 Intermediate Similarity NPD920 Approved
0.75 Intermediate Similarity NPD7435 Discontinued
0.7485 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7469 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7435 Intermediate Similarity NPD7701 Phase 2
0.7423 Intermediate Similarity NPD2309 Approved
0.7419 Intermediate Similarity NPD6832 Phase 2
0.7417 Intermediate Similarity NPD1610 Phase 2
0.7417 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.741 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7409 Intermediate Similarity NPD7801 Approved
0.7405 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7405 Intermediate Similarity NPD5124 Phase 1
0.7394 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7358 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7358 Intermediate Similarity NPD7874 Approved
0.7354 Intermediate Similarity NPD6823 Phase 2
0.7348 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7342 Intermediate Similarity NPD943 Approved
0.7337 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7326 Intermediate Similarity NPD7699 Phase 2
0.7326 Intermediate Similarity NPD7700 Phase 2
0.7325 Intermediate Similarity NPD2313 Discontinued
0.7314 Intermediate Similarity NPD3926 Phase 2
0.7312 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7312 Intermediate Similarity NPD4361 Phase 2
0.7292 Intermediate Similarity NPD7584 Approved
0.7289 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7288 Intermediate Similarity NPD7228 Approved
0.7288 Intermediate Similarity NPD3751 Discontinued
0.7284 Intermediate Similarity NPD2346 Discontinued
0.7277 Intermediate Similarity NPD8320 Phase 1
0.7277 Intermediate Similarity NPD8319 Approved
0.7267 Intermediate Similarity NPD7033 Discontinued
0.7258 Intermediate Similarity NPD6535 Approved
0.7258 Intermediate Similarity NPD6534 Approved
0.7257 Intermediate Similarity NPD5710 Approved
0.7257 Intermediate Similarity NPD3787 Discontinued
0.7257 Intermediate Similarity NPD7229 Phase 3
0.7257 Intermediate Similarity NPD5711 Approved
0.7251 Intermediate Similarity NPD1465 Phase 2
0.7249 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7246 Intermediate Similarity NPD6273 Approved
0.7231 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7231 Intermediate Similarity NPD7783 Phase 2
0.7228 Intermediate Similarity NPD4287 Approved
0.7226 Intermediate Similarity NPD1203 Approved
0.7215 Intermediate Similarity NPD3268 Approved
0.7215 Intermediate Similarity NPD3764 Approved
0.7213 Intermediate Similarity NPD8434 Phase 2
0.72 Intermediate Similarity NPD7199 Phase 2
0.7193 Intermediate Similarity NPD37 Approved
0.7193 Intermediate Similarity NPD7577 Discontinued
0.7191 Intermediate Similarity NPD7177 Discontinued
0.7191 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7184 Intermediate Similarity NPD919 Approved
0.7168 Intermediate Similarity NPD4967 Phase 2
0.7168 Intermediate Similarity NPD4965 Approved
0.7168 Intermediate Similarity NPD4966 Approved
0.7164 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD8166 Discontinued
0.7151 Intermediate Similarity NPD5760 Phase 2
0.7151 Intermediate Similarity NPD5761 Phase 2
0.7143 Intermediate Similarity NPD3972 Approved
0.7127 Intermediate Similarity NPD7685 Pre-registration
0.7115 Intermediate Similarity NPD1470 Approved
0.7115 Intermediate Similarity NPD2797 Approved
0.7107 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7102 Intermediate Similarity NPD1247 Approved
0.7093 Intermediate Similarity NPD6844 Discontinued
0.7091 Intermediate Similarity NPD2654 Approved
0.7086 Intermediate Similarity NPD6234 Discontinued
0.7083 Intermediate Similarity NPD7447 Phase 1
0.7079 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7078 Intermediate Similarity NPD1201 Approved
0.7073 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7044 Intermediate Similarity NPD4625 Phase 3
0.7039 Intermediate Similarity NPD1548 Phase 1
0.7039 Intermediate Similarity NPD9545 Approved
0.7032 Intermediate Similarity NPD9717 Approved
0.7024 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7024 Intermediate Similarity NPD7213 Phase 3
0.7024 Intermediate Similarity NPD7212 Phase 2
0.7022 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7021 Intermediate Similarity NPD6212 Phase 3
0.7021 Intermediate Similarity NPD6213 Phase 3
0.7021 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.7019 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7019 Intermediate Similarity NPD1613 Approved
0.7017 Intermediate Similarity NPD1729 Discontinued

Structure

External Identifiers

PubChem CID   9988230
ChEMBL   CHEMBL502939
ZINC  

Physicochemical Properties

Molecular Weight:  878.37
ALogP:  -3.8857
MLogP:  6.19
XLogP:  10.143
# Rotatable Bonds:  26
Polar Surface Area:  197.37
# H-Bond Aceptor:  3
# H-Bond Donor:  8
# Rings:  7
# Heavy Atoms:  65

Download Data

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