Natural Product: NPC262673

Natural Product ID:  NPC262673
Common Name:   Sorgoleone
IUPAC Name:   2-hydroxy-5-methoxy-3-[(8Z,11Z)-pentadeca-8,11,14-trienyl]cyclohexa-2,5-diene-1,4-dione
Synonyms:   Sorgoleone
Molecular Formula:   C22H30O4
Standard InCHIKey:  FGWRUVXUQWGLOX-AFJQJTPPSA-N
Standard InCHI:  InChI=1S/C22H30O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18-21(24)19(23)17-20(26-2)22(18)25/h3,5-6,8-9,17,24H,1,4,7,10-16H2,2H3/b6-5-,9-8-
Canonical SMILES:  C=CC/C=CC/C=CCCCCCCCC1=C(O)C(=O)C=C(C1=O)OC
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
NPO26371 Sorghum bicolor Species Poaceae Eukaryota PMID[12542343]
NPO26371 Sorghum bicolor Species Poaceae Eukaryota PMID[9677276]
NPO26371 Sorghum bicolor Species Poaceae Eukaryota roots PMID[14664512]
NPO6773 Bryoria implexa Species Parmeliaceae Eukaryota UNPD*
NPO25302 Viola philippica Species Violaceae Eukaryota UNPD*
NPO4567 Senecio chrysocoma Species Asteraceae Eukaryota UNPD*
NPO318 Glycosmis trichanthera Species Rutaceae Eukaryota UNPD*
NPO3641 Polyporus tuberaster Species Polyporaceae Eukaryota UNPD*
NPO28287 Magnaporthe oryzae Species Magnaporthaceae Eukaryota UNPD*
NPO16391 Protea neriifolia Species Proteaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 100 nM 9677276
NPT2 Others Unspecified IC50 = 90 nM 12542343
NPT4284 Individual Protein Photosystem Q(B) protein Spinacia oleracea IC50 = 65 nM 14664512

  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 NPC262673 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
0.9846 High Similarity NPC94743
0.9846 High Similarity NPC291062
0.9688 High Similarity NPC243272
0.9538 High Similarity NPC146376
0.9538 High Similarity NPC125578
0.9538 High Similarity NPC263382
0.9412 High Similarity NPC264178
0.9394 High Similarity NPC94488
0.9385 High Similarity NPC474619
0.9231 High Similarity NPC16119
0.9219 High Similarity NPC474400
0.9219 High Similarity NPC34622
0.9077 High Similarity NPC98897
0.9062 High Similarity NPC477830
0.9062 High Similarity NPC57463
0.9062 High Similarity NPC53109
0.9062 High Similarity NPC143168
0.9062 High Similarity NPC151728
0.8923 High Similarity NPC7029
0.8676 High Similarity NPC134385
0.8594 High Similarity NPC473494
0.8493 Intermediate Similarity NPC473536
0.8438 Intermediate Similarity NPC320421
0.8209 Intermediate Similarity NPC477707
0.8108 Intermediate Similarity NPC477708
0.7879 Intermediate Similarity NPC139056
0.7875 Intermediate Similarity NPC132228
0.7875 Intermediate Similarity NPC8518
0.7875 Intermediate Similarity NPC241512
0.7875 Intermediate Similarity NPC6185
0.7875 Intermediate Similarity NPC263997
0.7838 Intermediate Similarity NPC147438
0.7812 Intermediate Similarity NPC317796
0.7746 Intermediate Similarity NPC251429
0.7727 Intermediate Similarity NPC299369
0.7727 Intermediate Similarity NPC200831
0.7727 Intermediate Similarity NPC224103
0.7656 Intermediate Similarity NPC474805
0.7632 Intermediate Similarity NPC26504
0.7536 Intermediate Similarity NPC40082
0.75 Intermediate Similarity NPC106851
0.75 Intermediate Similarity NPC137396
0.75 Intermediate Similarity NPC274927
0.7463 Intermediate Similarity NPC192843
0.7463 Intermediate Similarity NPC281230
0.7436 Intermediate Similarity NPC231739
0.7391 Intermediate Similarity NPC251042
0.7391 Intermediate Similarity NPC235242
0.7391 Intermediate Similarity NPC122521
0.7391 Intermediate Similarity NPC174447
0.7375 Intermediate Similarity NPC99308
0.7375 Intermediate Similarity NPC55869
0.7375 Intermediate Similarity NPC474085
0.7349 Intermediate Similarity NPC203795
0.7349 Intermediate Similarity NPC472009
0.7344 Intermediate Similarity NPC22329
0.7333 Intermediate Similarity NPC474539
0.7308 Intermediate Similarity NPC283087
0.7297 Intermediate Similarity NPC469914
0.7284 Intermediate Similarity NPC103486
0.7284 Intermediate Similarity NPC47450
0.7262 Intermediate Similarity NPC472007
0.725 Intermediate Similarity NPC108955
0.7229 Intermediate Similarity NPC32037
0.7229 Intermediate Similarity NPC474680
0.7229 Intermediate Similarity NPC77971
0.7229 Intermediate Similarity NPC470177
0.7209 Intermediate Similarity NPC474209
0.7209 Intermediate Similarity NPC475823
0.72 Intermediate Similarity NPC477455
0.7195 Intermediate Similarity NPC477785
0.7195 Intermediate Similarity NPC477784
0.7195 Intermediate Similarity NPC477786
0.7188 Intermediate Similarity NPC220191
0.7179 Intermediate Similarity NPC110725
0.7176 Intermediate Similarity NPC53454
0.7176 Intermediate Similarity NPC472008
0.716 Intermediate Similarity NPC225515
0.7143 Intermediate Similarity NPC143857
0.7143 Intermediate Similarity NPC229252
0.7125 Intermediate Similarity NPC475681
0.7123 Intermediate Similarity NPC197089
0.7089 Intermediate Similarity NPC471061
0.7077 Intermediate Similarity NPC477458
0.7067 Intermediate Similarity NPC143396
0.7067 Intermediate Similarity NPC474060
0.7067 Intermediate Similarity NPC250928
0.7067 Intermediate Similarity NPC10758
0.7059 Intermediate Similarity NPC477201
0.7051 Intermediate Similarity NPC175079
0.7042 Intermediate Similarity NPC201939
0.7037 Intermediate Similarity NPC91332
0.7037 Intermediate Similarity NPC162741
0.7027 Intermediate Similarity NPC298249
0.7027 Intermediate Similarity NPC473213
0.7024 Intermediate Similarity NPC133652
0.7024 Intermediate Similarity NPC90287
0.7015 Intermediate Similarity NPC129710
0.7011 Intermediate Similarity NPC471399
0.7 Intermediate Similarity NPC475994
0.7 Intermediate Similarity NPC478122
0.6988 Remote Similarity NPC105803
0.6986 Remote Similarity NPC176215
0.6986 Remote Similarity NPC296436
0.6974 Remote Similarity NPC173321
0.6974 Remote Similarity NPC318766
0.6962 Remote Similarity NPC1254
0.6962 Remote Similarity NPC470525
0.6951 Remote Similarity NPC275766
0.6951 Remote Similarity NPC474353
0.6933 Remote Similarity NPC477452
0.6933 Remote Similarity NPC476614
0.6932 Remote Similarity NPC193396
0.6932 Remote Similarity NPC32944
0.6932 Remote Similarity NPC146852
0.6923 Remote Similarity NPC227396
0.6923 Remote Similarity NPC122244
0.6923 Remote Similarity NPC474321
0.6914 Remote Similarity NPC27817
0.6905 Remote Similarity NPC474251
0.6901 Remote Similarity NPC243532
0.6892 Remote Similarity NPC83965
0.6892 Remote Similarity NPC137163
0.6889 Remote Similarity NPC279313
0.6875 Remote Similarity NPC211279
0.6866 Remote Similarity NPC139029
0.6866 Remote Similarity NPC1813
0.6866 Remote Similarity NPC36061
0.6866 Remote Similarity NPC294548
0.6857 Remote Similarity NPC34416
0.6854 Remote Similarity NPC61275
0.6849 Remote Similarity NPC328089
0.6849 Remote Similarity NPC68343
0.6829 Remote Similarity NPC74086
0.6824 Remote Similarity NPC307112
0.6818 Remote Similarity NPC265856
0.6818 Remote Similarity NPC166554
0.6818 Remote Similarity NPC223093
0.6812 Remote Similarity NPC325977
0.6806 Remote Similarity NPC15130
0.6806 Remote Similarity NPC473212
0.6806 Remote Similarity NPC115752
0.6806 Remote Similarity NPC138056
0.6806 Remote Similarity NPC254449
0.679 Remote Similarity NPC30321
0.679 Remote Similarity NPC23778
0.679 Remote Similarity NPC74410
0.679 Remote Similarity NPC189485
0.679 Remote Similarity NPC248624
0.6786 Remote Similarity NPC288281
0.6765 Remote Similarity NPC6095
0.6765 Remote Similarity NPC281972
0.6765 Remote Similarity NPC424
0.6765 Remote Similarity NPC32467
0.6765 Remote Similarity NPC290563
0.6765 Remote Similarity NPC87564
0.6765 Remote Similarity NPC85813
0.6765 Remote Similarity NPC88966
0.6765 Remote Similarity NPC25417
0.6765 Remote Similarity NPC261831
0.6765 Remote Similarity NPC154245
0.6757 Remote Similarity NPC474329
0.6757 Remote Similarity NPC61473
0.6757 Remote Similarity NPC474304
0.675 Remote Similarity NPC180886
0.675 Remote Similarity NPC40353
0.675 Remote Similarity NPC92080
0.6747 Remote Similarity NPC475833
0.6747 Remote Similarity NPC286229
0.6747 Remote Similarity NPC116797
0.6744 Remote Similarity NPC94666
0.6744 Remote Similarity NPC261721
0.6742 Remote Similarity NPC32552
0.6742 Remote Similarity NPC45579
0.6742 Remote Similarity NPC26865
0.6739 Remote Similarity NPC134083
0.6739 Remote Similarity NPC20066
0.6716 Remote Similarity NPC281245
0.6714 Remote Similarity NPC268185
0.6712 Remote Similarity NPC473211
0.6712 Remote Similarity NPC473210
0.6711 Remote Similarity NPC134593
0.6711 Remote Similarity NPC218477
0.6709 Remote Similarity NPC160540
0.6707 Remote Similarity NPC471740
0.6707 Remote Similarity NPC19900
0.6707 Remote Similarity NPC113363
0.6706 Remote Similarity NPC469809
0.6705 Remote Similarity NPC142159
0.6705 Remote Similarity NPC95364
0.6703 Remote Similarity NPC91408
0.6703 Remote Similarity NPC295347
0.6702 Remote Similarity NPC469851
0.6667 Remote Similarity NPC166770
0.6667 Remote Similarity NPC84790
0.6667 Remote Similarity NPC82666
0.6667 Remote Similarity NPC15325
0.6667 Remote Similarity NPC158411
0.6667 Remote Similarity NPC113370
0.6667 Remote Similarity NPC263780

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC262673 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
0.9231 High Similarity NPD6108 Clinical (unspecified phase)
0.9062 High Similarity NPD2664 Clinical (unspecified phase)
0.8939 High Similarity NPD3704 Approved
0.875 High Similarity NPD4756 Discovery
0.7727 Intermediate Similarity NPD8779 Phase 3
0.7468 Intermediate Similarity NPD4695 Discontinued
0.7361 Intermediate Similarity NPD7331 Phase 2
0.6866 Remote Similarity NPD3172 Approved
0.6849 Remote Similarity NPD3197 Phase 1
0.6829 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6778 Remote Similarity NPD5282 Discontinued
0.6765 Remote Similarity NPD3194 Approved
0.6765 Remote Similarity NPD4266 Approved
0.6765 Remote Similarity NPD3196 Approved
0.6765 Remote Similarity NPD3195 Phase 2
0.6757 Remote Similarity NPD7341 Phase 2
0.6667 Remote Similarity NPD4627 Clinical (unspecified phase)
0.6588 Remote Similarity NPD6110 Phase 1
0.6552 Remote Similarity NPD5690 Phase 2
0.6395 Remote Similarity NPD7154 Phase 3
0.6386 Remote Similarity NPD3617 Approved
0.6364 Remote Similarity NPD5279 Phase 3
0.6344 Remote Similarity NPD4629 Approved
0.6344 Remote Similarity NPD5210 Approved
0.6344 Remote Similarity NPD5695 Phase 3
0.6333 Remote Similarity NPD4753 Phase 2
0.6333 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6324 Remote Similarity NPD29 Approved
0.6324 Remote Similarity NPD28 Approved
0.6322 Remote Similarity NPD4197 Approved
0.6277 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6277 Remote Similarity NPD5221 Approved
0.6277 Remote Similarity NPD5222 Approved
0.6269 Remote Similarity NPD3173 Approved
0.625 Remote Similarity NPD5329 Approved
0.625 Remote Similarity NPD5363 Approved
0.6222 Remote Similarity NPD5737 Approved
0.6222 Remote Similarity NPD6672 Approved
0.6211 Remote Similarity NPD6083 Phase 2
0.6211 Remote Similarity NPD5173 Approved
0.6211 Remote Similarity NPD6084 Phase 2
0.618 Remote Similarity NPD5280 Approved
0.618 Remote Similarity NPD4694 Approved
0.6163 Remote Similarity NPD5369 Approved
0.6146 Remote Similarity NPD5696 Approved
0.6136 Remote Similarity NPD3666 Approved
0.6136 Remote Similarity NPD3133 Approved
0.6136 Remote Similarity NPD3665 Phase 1
0.6119 Remote Similarity NPD622 Approved
0.6092 Remote Similarity NPD4223 Phase 3
0.6092 Remote Similarity NPD3667 Approved
0.6092 Remote Similarity NPD4221 Approved
0.6087 Remote Similarity NPD5785 Approved
0.6082 Remote Similarity NPD4696 Approved
0.6082 Remote Similarity NPD5285 Approved
0.6082 Remote Similarity NPD5286 Approved
0.6067 Remote Similarity NPD1696 Phase 3
0.6061 Remote Similarity NPD9090 Phase 3
0.6044 Remote Similarity NPD4518 Approved
0.604 Remote Similarity NPD5697 Approved
0.6023 Remote Similarity NPD5362 Discontinued
0.6022 Remote Similarity NPD6079 Approved
0.6022 Remote Similarity NPD5694 Approved
0.602 Remote Similarity NPD5223 Approved
0.6 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6 Remote Similarity NPD4519 Discontinued
0.6 Remote Similarity NPD3618 Phase 1
0.6 Remote Similarity NPD4623 Approved
0.598 Remote Similarity NPD6011 Approved
0.598 Remote Similarity NPD6881 Approved
0.598 Remote Similarity NPD6899 Approved
0.5978 Remote Similarity NPD6101 Approved
0.5978 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5978 Remote Similarity NPD6080 Approved
0.5978 Remote Similarity NPD6904 Approved
0.5978 Remote Similarity NPD6673 Approved
0.596 Remote Similarity NPD5211 Phase 2
0.596 Remote Similarity NPD5225 Approved
0.596 Remote Similarity NPD5226 Approved
0.596 Remote Similarity NPD4633 Approved
0.596 Remote Similarity NPD5224 Approved
0.5955 Remote Similarity NPD4786 Approved
0.5946 Remote Similarity NPD6109 Phase 1
0.5938 Remote Similarity NPD4697 Phase 3
0.5922 Remote Similarity NPD6012 Approved
0.5922 Remote Similarity NPD6014 Approved
0.5922 Remote Similarity NPD6013 Approved
0.5914 Remote Similarity NPD6698 Approved
0.5914 Remote Similarity NPD5692 Phase 3
0.5914 Remote Similarity NPD46 Approved
0.5909 Remote Similarity NPD4270 Approved
0.5909 Remote Similarity NPD4800 Clinical (unspecified phase)
0.5909 Remote Similarity NPD4269 Approved
0.5909 Remote Similarity NPD6435 Approved
0.59 Remote Similarity NPD5174 Approved
0.59 Remote Similarity NPD5175 Approved
0.5895 Remote Similarity NPD7748 Approved
0.5876 Remote Similarity NPD4755 Approved
0.5865 Remote Similarity NPD6883 Approved
0.5865 Remote Similarity NPD7290 Approved
0.5865 Remote Similarity NPD7102 Approved
0.5862 Remote Similarity NPD4252 Approved
0.5862 Remote Similarity NPD5368 Approved
0.5851 Remote Similarity NPD5284 Approved
0.5851 Remote Similarity NPD5281 Approved
0.5851 Remote Similarity NPD7515 Phase 2
0.5851 Remote Similarity NPD6411 Approved
0.5851 Remote Similarity NPD6050 Approved
0.5851 Remote Similarity NPD5693 Phase 1
0.5842 Remote Similarity NPD5141 Approved
0.5833 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5833 Remote Similarity NPD8039 Approved
0.5824 Remote Similarity NPD5205 Approved
0.5824 Remote Similarity NPD5786 Approved
0.5824 Remote Similarity NPD4690 Approved
0.5824 Remote Similarity NPD4688 Approved
0.5824 Remote Similarity NPD4689 Approved
0.5824 Remote Similarity NPD4138 Approved
0.5824 Remote Similarity NPD4693 Phase 3
0.5821 Remote Similarity NPD4222 Approved
0.5821 Remote Similarity NPD3174 Discontinued
0.5818 Remote Similarity NPD7299 Clinical (unspecified phase)
0.5814 Remote Similarity NPD5784 Clinical (unspecified phase)
0.581 Remote Similarity NPD6847 Approved
0.581 Remote Similarity NPD6649 Approved
0.581 Remote Similarity NPD8130 Phase 1
0.581 Remote Similarity NPD6650 Approved
0.581 Remote Similarity NPD6617 Approved
0.581 Remote Similarity NPD6869 Approved
0.5806 Remote Similarity NPD5328 Approved
0.58 Remote Similarity NPD5091 Approved
0.5789 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5789 Remote Similarity NPD5779 Approved
0.5789 Remote Similarity NPD6399 Phase 3
0.5789 Remote Similarity NPD5778 Approved
0.5784 Remote Similarity NPD6402 Approved
0.5784 Remote Similarity NPD6675 Approved
0.5784 Remote Similarity NPD7128 Approved
0.5784 Remote Similarity NPD5739 Approved
0.5778 Remote Similarity NPD3668 Phase 3
0.5761 Remote Similarity NPD3573 Approved
0.5758 Remote Similarity NPD4700 Approved
0.5755 Remote Similarity NPD6882 Approved
0.5755 Remote Similarity NPD8297 Approved
0.575 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5747 Remote Similarity NPD4195 Approved
0.5732 Remote Similarity NPD4691 Approved
0.573 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5729 Remote Similarity NPD5122 Clinical (unspecified phase)
0.5728 Remote Similarity NPD5701 Approved
0.5714 Remote Similarity NPD1694 Approved
0.5714 Remote Similarity NPD4058 Approved
0.5714 Remote Similarity NPD7902 Approved
0.5682 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5673 Remote Similarity NPD4729 Approved
0.5673 Remote Similarity NPD7320 Approved
0.5673 Remote Similarity NPD5168 Approved
0.5673 Remote Similarity NPD4730 Approved
0.5652 Remote Similarity NPD6409 Approved
0.5652 Remote Similarity NPD7146 Approved
0.5652 Remote Similarity NPD6684 Approved
0.5652 Remote Similarity NPD5330 Approved
0.5652 Remote Similarity NPD7334 Approved
0.5652 Remote Similarity NPD6098 Approved
0.5652 Remote Similarity NPD6422 Discontinued
0.5652 Remote Similarity NPD4249 Approved
0.5652 Remote Similarity NPD7521 Approved
0.5632 Remote Similarity NPD4268 Approved
0.5632 Remote Similarity NPD4271 Approved
0.5625 Remote Similarity NPD4202 Approved
0.5625 Remote Similarity NPD5133 Approved
0.5619 Remote Similarity NPD6373 Approved
0.5619 Remote Similarity NPD6372 Approved
0.561 Remote Similarity NPD4137 Phase 3
0.5606 Remote Similarity NPD9091 Suspended
0.5606 Remote Similarity NPD9297 Discontinued

Structure

External Identifiers

PubChem CID   6475682
ChEMBL   CHEMBL463021
ZINC  

Physicochemical Properties

Molecular Weight:  358.21
ALogP:  -0.3101
MLogP:  3.44
XLogP:  7.382
# Rotatable Bonds:  15
Polar Surface Area:  63.6
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  26

Download Data

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