Natural Product: NPC224270

Natural Product ID:  NPC224270
Common Name:   Sclerotiorin
IUPAC Name:   [(7R)-5-chloro-3-[(1E,3E,5S)-3,5-dimethylhepta-1,3-dienyl]-7-methyl-6,8-dioxoisochromen-7-yl] acetate
Synonyms:   Sclerotiorin
Molecular Formula:   C21H23ClO5
Standard InCHIKey:  SWJLTKXURNHVHE-UPWXJBBJSA-N
Standard InCHI:  InChI=1S/C21H23ClO5/c1-6-12(2)9-13(3)7-8-15-10-16-17(11-26-15)19(24)21(5,27-14(4)23)20(25)18(16)22/h7-12H,6H2,1-5H3/b8-7+,13-9+/t12-,21+/m0/s1
Canonical SMILES:  CC[C@@H](/C=C(/C=C/C1=CC2=C(Cl)C(=O)[C@](C(=O)C2=CO1)(C)OC(=O)C)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
NPO20456 Chrysanthemum tatsienense Species Asteraceae Eukaryota UNPD*
NPO13628 Rabdosia longituba Species Lamiaceae Eukaryota UNPD*
NPO7875 Pseudocyphellaria berberina Species Lobariaceae Eukaryota UNPD*
NPO5308 Stilpnopappus trichospiroides NA NA NA UNPD*
NPO10933 Stenanthera gabonensis NA NA NA UNPD*
NPO15729 Streptomyces karnatakensis Species Streptomycetaceae Bacteria UNPD*
NPO14633 Tridacna maxima Species Tridacnidae Eukaryota UNPD*
NPO3508 Aglaia tenuicaulis Species Meliaceae Eukaryota UNPD*
NPO9160 Plantago nivalis Species Plantaginaceae Eukaryota UNPD*
NPO26654 Penicillium citreonigrum Species Aspergillaceae Eukaryota Atlantic PMID[20450206]
NPO16003 Machaerium incorruptibile Species Dolichopodidae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT17 Organism Staphylococcus epidermidis Staphylococcus epidermidis IZ = 8 mm 20450206
NPT532 Individual Protein Lysine-specific demethylase 4A Homo sapiens Potency 79432.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 20596.2 nM PubChem BioAssay data set
NPT443 Individual Protein Histone acetyltransferase GCN5 Homo sapiens Potency 39810.7 nM PubChem BioAssay data set
NPT198 Individual Protein Vitamin D receptor Homo sapiens Potency 44668.4 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 50118.7 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 44668.4 nM PubChem BioAssay data set
NPT7 Individual Protein Thioredoxin reductase 1, cytoplasmic Rattus norvegicus Potency 50118.7 nM PubChem BioAssay data set
NPT135 Individual Protein Chromobox protein homolog 1 Homo sapiens Potency 70794.6 nM PubChem BioAssay data set
NPT803 Individual Protein Flap endonuclease 1 Homo sapiens Potency 15848.9 nM PubChem BioAssay data set
NPT8 Individual Protein DNA polymerase iota Homo sapiens Potency 50118.7 nM PubChem BioAssay data set
NPT9 Individual Protein DNA polymerase eta Homo sapiens Potency 19952.6 nM PubChem BioAssay data set
NPT65 Cell Line HepG2 Homo sapiens Potency 35481.3 nM PubChem BioAssay data set
NPT698 Individual Protein Regulator of G-protein signaling 4 Homo sapiens Potency 31622.8 nM PubChem BioAssay data set
NPT199 Individual Protein DNA polymerase kappa Homo sapiens Potency 79432.8 nM PubChem BioAssay data set
NPT918 Individual Protein Heat shock protein HSP 90-alpha Homo sapiens AC50 = 800 nM PubChem BioAssay data set
NPT919 Individual Protein HSP90 Plasmodium falciparum 3D7 AC50 = 2109 nM PubChem BioAssay data set
NPT534 Individual Protein Phosphoglycerate kinase, glycosomal Trypanosoma brucei brucei Potency 22387.2 nM PubChem BioAssay data set
NPT10 Individual Protein Geminin Homo sapiens Potency 4.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 10000 nM PubChem BioAssay data set
NPT10 Individual Protein Geminin Homo sapiens Potency 25929 nM PubChem BioAssay data set
NPT478 Individual Protein Ataxin-2 Homo sapiens Potency 28183.8 nM PubChem BioAssay data set
NPT821 Individual Protein Werner syndrome ATP-dependent helicase Homo sapiens Potency 50118.7 nM PubChem BioAssay data set
NPT755 Individual Protein Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 Homo sapiens Potency 79432.8 nM PubChem BioAssay data set
NPT159 Individual Protein Aberrant vpr protein Human immunodeficiency virus 1 Potency 5623.4 nM PubChem BioAssay data set
NPT66 Individual Protein Acetylcholinesterase Electrophorus electricus Inhibition = 3.54 % 23062825
NPT67 Individual Protein Cholinesterase Equus caballus Inhibition = 6.21 % 23062825
NPT2 Others Unspecified Potency 18356.4 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 16360.1 nM PubChem BioAssay data set
NPT920 Individual Protein Alpha-synuclein Homo sapiens Potency 10000 nM PubChem BioAssay data set
NPT161 Individual Protein Rap guanine nucleotide exchange factor 4 Homo sapiens Potency 8912.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 28183.8 nM PubChem BioAssay data set
NPT444 Individual Protein Ubiquitin carboxyl-terminal hydrolase 1 Homo sapiens Potency 25118.9 nM PubChem BioAssay data set
NPT535 Individual Protein Parathyroid hormone receptor Homo sapiens Potency 28183.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 19952.6 nM PubChem BioAssay data set
NPT831 Individual Protein Serine/threonine-protein kinase PLK1 Homo sapiens Potency 1062.1 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 15848.9 nM PubChem BioAssay data set
NPT446 Individual Protein Rap guanine nucleotide exchange factor 3 Homo sapiens Potency 50118.7 nM PubChem BioAssay data set

  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 NPC224270 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
0.9545 High Similarity NPC12727
0.9432 High Similarity NPC143210
0.8636 High Similarity NPC291712
0.8523 High Similarity NPC281172
0.8384 Intermediate Similarity NPC232969
0.8384 Intermediate Similarity NPC199107
0.837 Intermediate Similarity NPC32552
0.837 Intermediate Similarity NPC193396
0.837 Intermediate Similarity NPC32944
0.8367 Intermediate Similarity NPC272528
0.8172 Intermediate Similarity NPC166110
0.8152 Intermediate Similarity NPC95364
0.8152 Intermediate Similarity NPC142159
0.8125 Intermediate Similarity NPC134083
0.8085 Intermediate Similarity NPC248193
0.7959 Intermediate Similarity NPC215253
0.7959 Intermediate Similarity NPC185253
0.7879 Intermediate Similarity NPC224172
0.7857 Intermediate Similarity NPC166770
0.77 Intermediate Similarity NPC469851
0.7551 Intermediate Similarity NPC471698
0.7549 Intermediate Similarity NPC297281
0.7549 Intermediate Similarity NPC25666
0.7549 Intermediate Similarity NPC271059
0.7549 Intermediate Similarity NPC473144
0.7523 Intermediate Similarity NPC243298
0.7475 Intermediate Similarity NPC318082
0.7404 Intermediate Similarity NPC469852
0.7387 Intermediate Similarity NPC245320
0.7347 Intermediate Similarity NPC282644
0.7347 Intermediate Similarity NPC29798
0.7321 Intermediate Similarity NPC476815
0.7321 Intermediate Similarity NPC31641
0.7321 Intermediate Similarity NPC473145
0.7312 Intermediate Similarity NPC288281
0.7308 Intermediate Similarity NPC9436
0.7222 Intermediate Similarity NPC471225
0.7209 Intermediate Similarity NPC470693
0.72 Intermediate Similarity NPC31021
0.717 Intermediate Similarity NPC469853
0.7128 Intermediate Similarity NPC16488
0.7103 Intermediate Similarity NPC327106
0.7091 Intermediate Similarity NPC321496
0.7033 Intermediate Similarity NPC180290
0.703 Intermediate Similarity NPC295347
0.7021 Intermediate Similarity NPC221231
0.7021 Intermediate Similarity NPC471326
0.7019 Intermediate Similarity NPC471699
0.6966 Remote Similarity NPC287878
0.6947 Remote Similarity NPC118423
0.6931 Remote Similarity NPC38830
0.6907 Remote Similarity NPC234038
0.6907 Remote Similarity NPC472863
0.6907 Remote Similarity NPC316426
0.6907 Remote Similarity NPC168248
0.6907 Remote Similarity NPC315395
0.69 Remote Similarity NPC45579
0.6893 Remote Similarity NPC208094
0.6869 Remote Similarity NPC280833
0.6869 Remote Similarity NPC284561
0.686 Remote Similarity NPC191233
0.6848 Remote Similarity NPC473825
0.6848 Remote Similarity NPC316324
0.6842 Remote Similarity NPC268122
0.6837 Remote Similarity NPC103743
0.6837 Remote Similarity NPC476079
0.6837 Remote Similarity NPC113370
0.6804 Remote Similarity NPC470177
0.6804 Remote Similarity NPC307112
0.68 Remote Similarity NPC469372
0.6796 Remote Similarity NPC299396
0.6796 Remote Similarity NPC301596
0.6796 Remote Similarity NPC172998
0.6778 Remote Similarity NPC276336
0.6774 Remote Similarity NPC99182
0.6771 Remote Similarity NPC475083
0.6768 Remote Similarity NPC26078
0.6768 Remote Similarity NPC473658
0.6744 Remote Similarity NPC470688
0.6744 Remote Similarity NPC220766
0.6739 Remote Similarity NPC40353
0.6737 Remote Similarity NPC475833
0.6737 Remote Similarity NPC42470
0.6735 Remote Similarity NPC203795
0.6705 Remote Similarity NPC470256
0.6705 Remote Similarity NPC134385
0.6703 Remote Similarity NPC122244
0.6703 Remote Similarity NPC476355
0.6703 Remote Similarity NPC470686
0.6701 Remote Similarity NPC196487
0.6701 Remote Similarity NPC474359
0.6701 Remote Similarity NPC14575
0.67 Remote Similarity NPC51358
0.67 Remote Similarity NPC307092
0.67 Remote Similarity NPC474844
0.6699 Remote Similarity NPC234339
0.6699 Remote Similarity NPC273197
0.6698 Remote Similarity NPC194028
0.6698 Remote Similarity NPC168319
0.6667 Remote Similarity NPC68156
0.6667 Remote Similarity NPC10080
0.6667 Remote Similarity NPC181327
0.6667 Remote Similarity NPC75315
0.6667 Remote Similarity NPC163016
0.6667 Remote Similarity NPC125925
0.6667 Remote Similarity NPC94200
0.6667 Remote Similarity NPC123908
0.6667 Remote Similarity NPC1108
0.6667 Remote Similarity NPC97173
0.6634 Remote Similarity NPC213636
0.6634 Remote Similarity NPC253177
0.6634 Remote Similarity NPC469595
0.6634 Remote Similarity NPC280592
0.6634 Remote Similarity NPC212679
0.6634 Remote Similarity NPC220454
0.6633 Remote Similarity NPC67081
0.6633 Remote Similarity NPC189311
0.6633 Remote Similarity NPC471223
0.6633 Remote Similarity NPC130030
0.6633 Remote Similarity NPC471060
0.6632 Remote Similarity NPC160582
0.6629 Remote Similarity NPC151481
0.6602 Remote Similarity NPC476596
0.6602 Remote Similarity NPC477129
0.6602 Remote Similarity NPC477130
0.66 Remote Similarity NPC475902
0.66 Remote Similarity NPC472302
0.66 Remote Similarity NPC196407
0.66 Remote Similarity NPC471057
0.66 Remote Similarity NPC471058
0.6598 Remote Similarity NPC474703
0.6598 Remote Similarity NPC222358
0.6591 Remote Similarity NPC21998
0.6591 Remote Similarity NPC194871
0.6591 Remote Similarity NPC203335
0.6577 Remote Similarity NPC228477
0.6577 Remote Similarity NPC137911
0.6571 Remote Similarity NPC202705
0.6571 Remote Similarity NPC245521
0.6569 Remote Similarity NPC471329
0.6569 Remote Similarity NPC296114
0.6569 Remote Similarity NPC469538
0.6566 Remote Similarity NPC220478
0.6566 Remote Similarity NPC279859
0.6566 Remote Similarity NPC38576
0.6559 Remote Similarity NPC27205
0.6559 Remote Similarity NPC123360
0.6556 Remote Similarity NPC59558
0.6556 Remote Similarity NPC315285
0.6545 Remote Similarity NPC266514
0.6535 Remote Similarity NPC115179
0.6535 Remote Similarity NPC106040
0.6535 Remote Similarity NPC36668
0.6535 Remote Similarity NPC471054
0.6535 Remote Similarity NPC118011
0.6535 Remote Similarity NPC212598
0.6531 Remote Similarity NPC30486
0.6526 Remote Similarity NPC473980
0.6526 Remote Similarity NPC178277
0.6526 Remote Similarity NPC471299
0.6526 Remote Similarity NPC63649
0.6526 Remote Similarity NPC270126
0.6526 Remote Similarity NPC473981
0.6526 Remote Similarity NPC264227
0.6526 Remote Similarity NPC472965
0.6526 Remote Similarity NPC271632
0.6522 Remote Similarity NPC15499
0.6522 Remote Similarity NPC474758
0.6522 Remote Similarity NPC259599
0.6522 Remote Similarity NPC117746
0.6522 Remote Similarity NPC294434
0.6522 Remote Similarity NPC140287
0.6518 Remote Similarity NPC89408
0.6512 Remote Similarity NPC155849
0.6512 Remote Similarity NPC474774
0.6509 Remote Similarity NPC264378
0.6505 Remote Similarity NPC469939
0.6505 Remote Similarity NPC476598
0.6505 Remote Similarity NPC476597
0.6505 Remote Similarity NPC242637
0.65 Remote Similarity NPC478145
0.6495 Remote Similarity NPC85772
0.6495 Remote Similarity NPC475690
0.6491 Remote Similarity NPC326264
0.6489 Remote Similarity NPC41780
0.6489 Remote Similarity NPC57744
0.6489 Remote Similarity NPC187568
0.6489 Remote Similarity NPC82666
0.6489 Remote Similarity NPC315394
0.6486 Remote Similarity NPC264819
0.6484 Remote Similarity NPC163003
0.6484 Remote Similarity NPC181587
0.6484 Remote Similarity NPC474539
0.6484 Remote Similarity NPC133098
0.6481 Remote Similarity NPC197835
0.6481 Remote Similarity NPC189609
0.6481 Remote Similarity NPC140591
0.6481 Remote Similarity NPC291500
0.6481 Remote Similarity NPC303653
0.6471 Remote Similarity NPC265856

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC224270 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
0.6848 Remote Similarity NPD4756 Discovery
0.6538 Remote Similarity NPD5654 Approved
0.6495 Remote Similarity NPD5209 Approved
0.6415 Remote Similarity NPD5959 Approved
0.63 Remote Similarity NPD1694 Approved
0.6292 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6277 Remote Similarity NPD8039 Approved
0.625 Remote Similarity NPD6614 Approved
0.625 Remote Similarity NPD5693 Phase 1
0.625 Remote Similarity NPD5694 Approved
0.6162 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6154 Remote Similarity NPD5692 Phase 3
0.6134 Remote Similarity NPD6314 Approved
0.6134 Remote Similarity NPD6313 Approved
0.6134 Remote Similarity NPD6335 Approved
0.6122 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6117 Remote Similarity NPD6672 Approved
0.6117 Remote Similarity NPD5737 Approved
0.6095 Remote Similarity NPD6050 Approved
0.6 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5966 Remote Similarity NPD6868 Approved
0.595 Remote Similarity NPD7100 Approved
0.595 Remote Similarity NPD7101 Approved
0.593 Remote Similarity NPD8779 Phase 3
0.5926 Remote Similarity NPD5695 Phase 3
0.5909 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5905 Remote Similarity NPD6080 Approved
0.5905 Remote Similarity NPD6904 Approved
0.5905 Remote Similarity NPD6673 Approved
0.5889 Remote Similarity NPD5325 Clinical (unspecified phase)
0.5865 Remote Similarity NPD3573 Approved
0.5826 Remote Similarity NPD5697 Approved
0.5818 Remote Similarity NPD6084 Phase 2
0.5818 Remote Similarity NPD6083 Phase 2
0.5812 Remote Similarity NPD2067 Discontinued
0.5785 Remote Similarity NPD7115 Discovery
0.5784 Remote Similarity NPD6110 Phase 1
0.5784 Remote Similarity NPD7154 Phase 3
0.5776 Remote Similarity NPD6881 Approved
0.5776 Remote Similarity NPD6899 Approved
0.5776 Remote Similarity NPD6011 Approved
0.5766 Remote Similarity NPD5696 Approved
0.5761 Remote Similarity NPD3704 Approved
0.5755 Remote Similarity NPD7285 Clinical (unspecified phase)
0.5741 Remote Similarity NPD5779 Approved
0.5741 Remote Similarity NPD5778 Approved
0.5728 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5727 Remote Similarity NPD4792 Clinical (unspecified phase)
0.5726 Remote Similarity NPD5983 Phase 2
0.5726 Remote Similarity NPD6014 Approved
0.5726 Remote Similarity NPD6013 Approved
0.5726 Remote Similarity NPD6012 Approved
0.5714 Remote Similarity NPD6053 Discontinued
0.5701 Remote Similarity NPD6698 Approved
0.5701 Remote Similarity NPD5785 Approved
0.5701 Remote Similarity NPD46 Approved
0.5701 Remote Similarity NPD5207 Approved
0.5701 Remote Similarity NPD7838 Discovery
0.5678 Remote Similarity NPD5169 Approved
0.5678 Remote Similarity NPD6883 Approved
0.5678 Remote Similarity NPD7102 Approved
0.5678 Remote Similarity NPD7290 Approved
0.5673 Remote Similarity NPD1696 Phase 3
0.5669 Remote Similarity NPD6336 Discontinued
0.5644 Remote Similarity NPD4695 Discontinued
0.563 Remote Similarity NPD8130 Phase 1
0.563 Remote Similarity NPD6650 Approved
0.563 Remote Similarity NPD6869 Approved
0.563 Remote Similarity NPD6649 Approved
0.563 Remote Similarity NPD6847 Approved
0.563 Remote Similarity NPD6617 Approved
0.563 Remote Similarity NPD5127 Approved
0.5619 Remote Similarity NPD5330 Approved
0.5619 Remote Similarity NPD6684 Approved
0.5619 Remote Similarity NPD6098 Approved
0.5619 Remote Similarity NPD7521 Approved
0.5619 Remote Similarity NPD7334 Approved
0.5619 Remote Similarity NPD7146 Approved
0.5619 Remote Similarity NPD6409 Approved
0.5614 Remote Similarity NPD5091 Approved
0.5607 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5607 Remote Similarity NPD6101 Approved
0.5604 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5603 Remote Similarity NPD5739 Approved
0.5603 Remote Similarity NPD6402 Approved
0.5603 Remote Similarity NPD7128 Approved
0.5603 Remote Similarity NPD6675 Approved

Structure

External Identifiers

PubChem CID   6436015
ChEMBL   CHEMBL1095515
ZINC  

Physicochemical Properties

Molecular Weight:  390.12
ALogP:  1.0835
MLogP:  3.11
XLogP:  4.367
# Rotatable Bonds:  12
Polar Surface Area:  69.67
# H-Bond Aceptor:  5
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  27

Download Data

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