Natural Product: NPC274075

Natural Product ID:  NPC274075
Common Name:   (2S,3S)-3-Hydroxy-2-Methyl-7-[(E)-Prop-1-Enyl]-2,3-Dihydropyrano[3,2-C]Pyran-4,5-Dione
IUPAC Name:   (2S,3S)-3-hydroxy-2-methyl-7-[(E)-prop-1-enyl]-2,3-dihydropyrano[3,2-c]pyran-4,5-dione
Synonyms:  
Molecular Formula:   C12H12O5
Standard InCHIKey:  SDKXGAICTNHFCN-DCJAWTJCSA-N
Standard InCHI:  InChI=1S/C12H12O5/c1-3-4-7-5-8-9(12(15)17-7)11(14)10(13)6(2)16-8/h3-6,10,13H,1-2H3/b4-3+/t6-,10-/m0/s1
Canonical SMILES:  C/C=C/c1cc2O[C@@H](C)[C@@H](C(=O)c2c(=O)o1)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
NPO2832 Hazunta membranacea NA NA NA UNPD*
NPO4728 Streptomyces tsukubensis Species Streptomycetaceae Bacteria UNPD*
NPO4706 Streptomyces vinaceusdrappus Species Streptomycetaceae Bacteria UNPD*
NPO1899 Aria rostellata Species Rosaceae Eukaryota UNPD*
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota UNPD*
NPO978 Panzerina lanata Species Lamiaceae Eukaryota UNPD*
NPO6604 Melanothamnus afaqhusainii Species Rhodomelaceae Eukaryota UNPD*
NPO5641 Dendroctonus frontalis Species Curculionidae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT368 Cell Line SN12C Homo sapiens GI50 15417 nM PubChem BioAssay data set
NPT370 Cell Line NCI-H23 Homo sapiens GI50 16982.44 nM PubChem BioAssay data set
NPT371 Cell Line UO-31 Homo sapiens GI50 19678.86 nM PubChem BioAssay data set
NPT372 Cell Line HOP-92 Homo sapiens GI50 16865.53 nM PubChem BioAssay data set
NPT116 Cell Line HL-60 Homo sapiens GI50 4315.19 nM PubChem BioAssay data set
NPT374 Cell Line SF-539 Homo sapiens GI50 18620.87 nM PubChem BioAssay data set
NPT373 Cell Line SK-MEL-5 Homo sapiens GI50 14996.85 nM PubChem BioAssay data set
NPT375 Cell Line Malme-3M Homo sapiens GI50 17338.04 nM PubChem BioAssay data set
NPT376 Cell Line A498 Homo sapiens GI50 11967.41 nM PubChem BioAssay data set
NPT111 Cell Line K562 Homo sapiens GI50 8590.14 nM PubChem BioAssay data set
NPT377 Cell Line OVCAR-3 Homo sapiens GI50 17660.38 nM PubChem BioAssay data set
NPT112 Cell Line MOLT-4 Homo sapiens GI50 9705.1 nM PubChem BioAssay data set
NPT378 Cell Line NCI/ADR-RES Homo sapiens GI50 15922.09 nM PubChem BioAssay data set
NPT379 Cell Line HOP-62 Homo sapiens GI50 26485 nM PubChem BioAssay data set
NPT380 Cell Line U-251 Homo sapiens GI50 17579.24 nM PubChem BioAssay data set
NPT382 Cell Line OVCAR-5 Homo sapiens GI50 17218.69 nM PubChem BioAssay data set
NPT381 Cell Line OVCAR-8 Homo sapiens GI50 16710.91 nM PubChem BioAssay data set
NPT572 Cell Line DMS-273 Homo sapiens GI50 15958.79 nM PubChem BioAssay data set
NPT383 Cell Line SNB-19 Homo sapiens GI50 19543.39 nM PubChem BioAssay data set
NPT323 Cell Line SW-620 Homo sapiens GI50 10964.78 nM PubChem BioAssay data set
NPT573 Cell Line M19-MEL Homo sapiens GI50 13365.96 nM PubChem BioAssay data set
NPT455 Cell Line NCI-H522 Homo sapiens GI50 7906.79 nM PubChem BioAssay data set
NPT386 Cell Line KM12 Homo sapiens GI50 14421.15 nM PubChem BioAssay data set
NPT574 Cell Line XF498 Homo sapiens GI50 10 nM PubChem BioAssay data set
NPT388 Cell Line NCI-H322M Homo sapiens GI50 22029.26 nM PubChem BioAssay data set
NPT389 Cell Line RPMI-8226 Homo sapiens GI50 4092.61 nM PubChem BioAssay data set
NPT456 Cell Line OVCAR-4 Homo sapiens GI50 15417 nM PubChem BioAssay data set
NPT390 Cell Line LOX IMVI Homo sapiens GI50 12618.28 nM PubChem BioAssay data set
NPT168 Cell Line P388 Mus musculus GI50 2773.32 nM PubChem BioAssay data set
NPT575 Cell Line KM-20L2 Homo sapiens GI50 16069.41 nM PubChem BioAssay data set
NPT147 Cell Line SK-MEL-2 Homo sapiens GI50 18793.17 nM PubChem BioAssay data set
NPT391 Cell Line HCC 2998 Homo sapiens GI50 10280.16 nM PubChem BioAssay data set
NPT81 Cell Line A549 Homo sapiens GI50 19678.86 nM PubChem BioAssay data set
NPT392 Cell Line SNB-75 Homo sapiens GI50 18663.8 nM PubChem BioAssay data set
NPT148 Cell Line HCT-15 Homo sapiens GI50 11246.05 nM PubChem BioAssay data set
NPT393 Cell Line HCT-116 Homo sapiens GI50 7798.3 nM PubChem BioAssay data set
NPT395 Cell Line SF-268 Homo sapiens GI50 13031.67 nM PubChem BioAssay data set
NPT394 Cell Line EKVX Homo sapiens GI50 17179.08 nM PubChem BioAssay data set
NPT83 Cell Line MCF7 Homo sapiens GI50 4083.19 nM PubChem BioAssay data set
NPT146 Cell Line SK-OV-3 Homo sapiens GI50 37583.74 nM PubChem BioAssay data set
NPT576 Cell Line DMS-114 Homo sapiens GI50 6745.28 nM PubChem BioAssay data set
NPT397 Cell Line NCI-H460 Homo sapiens GI50 21677.04 nM PubChem BioAssay data set
NPT398 Cell Line UACC-62 Homo sapiens GI50 17538.81 nM PubChem BioAssay data set
NPT308 Cell Line CAKI-1 Homo sapiens GI50 17298.16 nM PubChem BioAssay data set
NPT552 Cell Line P388/ADR Mus musculus GI50 2890.68 nM PubChem BioAssay data set
NPT458 Cell Line IGROV-1 Homo sapiens GI50 8317.64 nM PubChem BioAssay data set
NPT399 Cell Line SF-295 Homo sapiens GI50 21037.78 nM PubChem BioAssay data set
NPT403 Cell Line UACC-257 Homo sapiens GI50 14421.15 nM PubChem BioAssay data set
NPT578 Cell Line SNB-78 Homo sapiens GI50 18793.17 nM PubChem BioAssay data set
NPT579 Cell Line DLD-1 Homo sapiens GI50 6280.58 nM PubChem BioAssay data set
NPT404 Cell Line CCRF-CEM Homo sapiens GI50 5457.58 nM PubChem BioAssay data set
NPT139 Cell Line HT-29 Homo sapiens GI50 14387.99 nM PubChem BioAssay data set
NPT405 Cell Line NCI-H226 Homo sapiens GI50 16904.41 nM PubChem BioAssay data set
NPT170 Cell Line SK-MEL-28 Homo sapiens GI50 15031.42 nM PubChem BioAssay data set
NPT406 Cell Line RXF 393 Homo sapiens GI50 12302.69 nM PubChem BioAssay data set
NPT407 Cell Line COLO 205 Homo sapiens GI50 11428.78 nM PubChem BioAssay data set
NPT732 Cell Line HOP-18 Homo sapiens GI50 17458.22 nM PubChem BioAssay data set
NPT738 Cell Line SN12K1 Homo sapiens GI50 17060.82 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 NPC274075 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
0.8202 Intermediate Similarity NPC474251
0.7865 Intermediate Similarity NPC297440
0.7647 Intermediate Similarity NPC133098
0.7604 Intermediate Similarity NPC327760
0.7586 Intermediate Similarity NPC473948
0.75 Intermediate Similarity NPC199107
0.75 Intermediate Similarity NPC316228
0.75 Intermediate Similarity NPC232969
0.75 Intermediate Similarity NPC271986
0.7429 Intermediate Similarity NPC327106
0.7429 Intermediate Similarity NPC473807
0.7423 Intermediate Similarity NPC32552
0.7423 Intermediate Similarity NPC6099
0.7423 Intermediate Similarity NPC114345
0.7423 Intermediate Similarity NPC303230
0.7416 Intermediate Similarity NPC475711
0.7404 Intermediate Similarity NPC469852
0.74 Intermediate Similarity NPC20066
0.7374 Intermediate Similarity NPC170204
0.7358 Intermediate Similarity NPC38154
0.7333 Intermediate Similarity NPC264391
0.7327 Intermediate Similarity NPC161855
0.7326 Intermediate Similarity NPC202011
0.7315 Intermediate Similarity NPC66108
0.7303 Intermediate Similarity NPC470705
0.73 Intermediate Similarity NPC473291
0.7255 Intermediate Similarity NPC324667
0.7216 Intermediate Similarity NPC87306
0.7212 Intermediate Similarity NPC475871
0.7212 Intermediate Similarity NPC475945
0.7191 Intermediate Similarity NPC478194
0.7191 Intermediate Similarity NPC478193
0.7191 Intermediate Similarity NPC478195
0.7191 Intermediate Similarity NPC161038
0.7191 Intermediate Similarity NPC478196
0.7191 Intermediate Similarity NPC478192
0.7191 Intermediate Similarity NPC478191
0.7188 Intermediate Similarity NPC473248
0.7172 Intermediate Similarity NPC320552
0.7172 Intermediate Similarity NPC282644
0.7172 Intermediate Similarity NPC29798
0.717 Intermediate Similarity NPC266514
0.7158 Intermediate Similarity NPC470124
0.7157 Intermediate Similarity NPC471144
0.7157 Intermediate Similarity NPC35717
0.7157 Intermediate Similarity NPC300584
0.7143 Intermediate Similarity NPC327253
0.7143 Intermediate Similarity NPC473311
0.7143 Intermediate Similarity NPC473455
0.7128 Intermediate Similarity NPC185256
0.7115 Intermediate Similarity NPC149371
0.7115 Intermediate Similarity NPC474747
0.7113 Intermediate Similarity NPC472008
0.7103 Intermediate Similarity NPC264819
0.7093 Intermediate Similarity NPC477117
0.7091 Intermediate Similarity NPC321496
0.7083 Intermediate Similarity NPC112685
0.7083 Intermediate Similarity NPC47937
0.7053 Intermediate Similarity NPC219966
0.7041 Intermediate Similarity NPC14901
0.7041 Intermediate Similarity NPC130359
0.7041 Intermediate Similarity NPC477011
0.7033 Intermediate Similarity NPC275530
0.703 Intermediate Similarity NPC471698
0.7019 Intermediate Similarity NPC474742
0.7019 Intermediate Similarity NPC472753
0.7019 Intermediate Similarity NPC47880
0.7019 Intermediate Similarity NPC469851
0.7019 Intermediate Similarity NPC224172
0.7011 Intermediate Similarity NPC475982
0.701 Intermediate Similarity NPC472007
0.7009 Intermediate Similarity NPC469853
0.7009 Intermediate Similarity NPC474285
0.7009 Intermediate Similarity NPC254538
0.7 Intermediate Similarity NPC61201
0.699 Remote Similarity NPC281608
0.699 Remote Similarity NPC83895
0.699 Remote Similarity NPC187761
0.699 Remote Similarity NPC475284
0.6981 Remote Similarity NPC474741
0.6979 Remote Similarity NPC182383
0.6979 Remote Similarity NPC281172
0.697 Remote Similarity NPC473619
0.697 Remote Similarity NPC131864
0.697 Remote Similarity NPC303451
0.697 Remote Similarity NPC6414
0.697 Remote Similarity NPC475879
0.697 Remote Similarity NPC265856
0.6964 Remote Similarity NPC478216
0.6961 Remote Similarity NPC477921
0.6957 Remote Similarity NPC182292
0.6952 Remote Similarity NPC195510
0.6952 Remote Similarity NPC13171
0.6952 Remote Similarity NPC472754
0.6947 Remote Similarity NPC16488
0.6944 Remote Similarity NPC193765
0.6939 Remote Similarity NPC153570
0.6939 Remote Similarity NPC150063
0.6939 Remote Similarity NPC119740
0.6923 Remote Similarity NPC190400
0.6923 Remote Similarity NPC475949
0.6923 Remote Similarity NPC49392
0.6907 Remote Similarity NPC472009
0.6907 Remote Similarity NPC478112
0.6907 Remote Similarity NPC473687
0.6907 Remote Similarity NPC219498
0.6907 Remote Similarity NPC232555
0.6907 Remote Similarity NPC240695
0.6907 Remote Similarity NPC186332
0.6907 Remote Similarity NPC475581
0.6907 Remote Similarity NPC69082
0.6907 Remote Similarity NPC210218
0.6907 Remote Similarity NPC204686
0.6907 Remote Similarity NPC142117
0.6907 Remote Similarity NPC279267
0.6907 Remote Similarity NPC309211
0.6907 Remote Similarity NPC308412
0.6907 Remote Similarity NPC231096
0.6907 Remote Similarity NPC134807
0.6907 Remote Similarity NPC62118
0.6907 Remote Similarity NPC47220
0.6907 Remote Similarity NPC477010
0.6907 Remote Similarity NPC107717
0.6907 Remote Similarity NPC171174
0.6907 Remote Similarity NPC134885
0.6907 Remote Similarity NPC114694
0.6903 Remote Similarity NPC471145
0.69 Remote Similarity NPC473321
0.6897 Remote Similarity NPC287705
0.6897 Remote Similarity NPC238223
0.6893 Remote Similarity NPC40812
0.6887 Remote Similarity NPC469980
0.6887 Remote Similarity NPC104161
0.6887 Remote Similarity NPC118902
0.6887 Remote Similarity NPC309398
0.6875 Remote Similarity NPC32676
0.6875 Remote Similarity NPC163615
0.6875 Remote Similarity NPC38569
0.6875 Remote Similarity NPC469809
0.6869 Remote Similarity NPC477017
0.6869 Remote Similarity NPC280612
0.6869 Remote Similarity NPC477016
0.6863 Remote Similarity NPC477922
0.6863 Remote Similarity NPC471142
0.6863 Remote Similarity NPC214694
0.686 Remote Similarity NPC475555
0.686 Remote Similarity NPC475675
0.686 Remote Similarity NPC469446
0.6857 Remote Similarity NPC28304
0.6857 Remote Similarity NPC298255
0.6848 Remote Similarity NPC474026
0.6842 Remote Similarity NPC253364
0.6837 Remote Similarity NPC142583
0.6837 Remote Similarity NPC300779
0.6832 Remote Similarity NPC273579
0.6832 Remote Similarity NPC295204
0.6832 Remote Similarity NPC288240
0.6832 Remote Similarity NPC162205
0.6832 Remote Similarity NPC11456
0.6832 Remote Similarity NPC327620
0.6827 Remote Similarity NPC261377
0.6827 Remote Similarity NPC306908
0.6827 Remote Similarity NPC255592
0.6827 Remote Similarity NPC308567
0.6822 Remote Similarity NPC203659
0.6822 Remote Similarity NPC472756
0.6818 Remote Similarity NPC89408
0.6818 Remote Similarity NPC478211
0.6813 Remote Similarity NPC260396
0.6809 Remote Similarity NPC162741
0.6809 Remote Similarity NPC91332
0.6809 Remote Similarity NPC47653
0.6804 Remote Similarity NPC283085
0.6804 Remote Similarity NPC477018
0.6804 Remote Similarity NPC100921
0.6804 Remote Similarity NPC286338
0.6804 Remote Similarity NPC103284
0.6804 Remote Similarity NPC1083
0.6804 Remote Similarity NPC132496
0.6804 Remote Similarity NPC473669
0.6804 Remote Similarity NPC155873
0.6804 Remote Similarity NPC107986
0.6804 Remote Similarity NPC82795
0.6804 Remote Similarity NPC223871
0.6804 Remote Similarity NPC471223
0.6804 Remote Similarity NPC110710
0.6804 Remote Similarity NPC322529
0.6804 Remote Similarity NPC473651
0.6804 Remote Similarity NPC21469
0.6804 Remote Similarity NPC473478
0.6804 Remote Similarity NPC67081
0.6804 Remote Similarity NPC231009
0.6804 Remote Similarity NPC66346
0.68 Remote Similarity NPC313670
0.6796 Remote Similarity NPC255410
0.6792 Remote Similarity NPC235369
0.6792 Remote Similarity NPC473596
0.6792 Remote Similarity NPC310804
0.6792 Remote Similarity NPC261117
0.6786 Remote Similarity NPC478212

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC274075 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
0.69 Remote Similarity NPD7983 Approved
0.6771 Remote Similarity NPD6110 Phase 1
0.6634 Remote Similarity NPD46 Approved
0.6634 Remote Similarity NPD6698 Approved
0.6591 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6509 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6489 Remote Similarity NPD4756 Discovery
0.6471 Remote Similarity NPD7838 Discovery
0.6346 Remote Similarity NPD5778 Approved
0.6346 Remote Similarity NPD5779 Approved
0.625 Remote Similarity NPD7899 Clinical (unspecified phase)
0.625 Remote Similarity NPD8513 Phase 3
0.6226 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6174 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6132 Remote Similarity NPD5282 Discontinued
0.6121 Remote Similarity NPD6053 Discontinued
0.6116 Remote Similarity NPD8517 Approved
0.6116 Remote Similarity NPD8516 Approved
0.6116 Remote Similarity NPD8515 Approved
0.6087 Remote Similarity NPD6371 Approved
0.6019 Remote Similarity NPD7839 Suspended
0.6016 Remote Similarity NPD7829 Approved
0.6016 Remote Similarity NPD7830 Approved
0.5984 Remote Similarity NPD8444 Approved
0.5938 Remote Similarity NPD7260 Phase 2
0.593 Remote Similarity NPD8959 Approved
0.5913 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5909 Remote Similarity NPD4225 Approved
0.5905 Remote Similarity NPD6101 Approved
0.5905 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5873 Remote Similarity NPD8074 Phase 3
0.5862 Remote Similarity NPD69 Approved
0.5862 Remote Similarity NPD9119 Approved
0.5849 Remote Similarity NPD5785 Approved
0.5842 Remote Similarity NPD5209 Approved
0.5833 Remote Similarity NPD7966 Clinical (unspecified phase)
0.5825 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5794 Remote Similarity NPD6411 Approved
0.5794 Remote Similarity NPD8451 Approved
0.5794 Remote Similarity NPD7637 Suspended
0.5785 Remote Similarity NPD7115 Discovery
0.5776 Remote Similarity NPD6686 Approved
0.5772 Remote Similarity NPD6319 Approved
0.5769 Remote Similarity NPD5786 Approved
0.5769 Remote Similarity NPD4249 Approved
0.5761 Remote Similarity NPD3704 Approved
0.576 Remote Similarity NPD7642 Approved
0.5748 Remote Similarity NPD8448 Approved
0.5747 Remote Similarity NPD9118 Approved
0.5738 Remote Similarity NPD7641 Discontinued
0.573 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5714 Remote Similarity NPD4251 Approved
0.5714 Remote Similarity NPD3197 Phase 1
0.5714 Remote Similarity NPD4250 Approved
0.5699 Remote Similarity NPD897 Approved
0.5699 Remote Similarity NPD896 Approved
0.5699 Remote Similarity NPD898 Approved
0.5682 Remote Similarity NPD6109 Phase 1
0.5678 Remote Similarity NPD2067 Discontinued
0.5673 Remote Similarity NPD5363 Approved
0.5667 Remote Similarity NPD4632 Approved
0.5664 Remote Similarity NPD5344 Discontinued
0.5644 Remote Similarity NPD4252 Approved
0.5644 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5635 Remote Similarity NPD8328 Phase 3
0.5631 Remote Similarity NPD7154 Phase 3
0.563 Remote Similarity NPD2204 Approved
0.5615 Remote Similarity NPD8392 Approved
0.5615 Remote Similarity NPD8390 Approved
0.5615 Remote Similarity NPD8391 Approved
0.5604 Remote Similarity NPD8961 Approved
0.5603 Remote Similarity NPD5048 Discontinued

Structure

External Identifiers

PubChem CID   5381458
ChEMBL   CHEMBL1994984
ZINC  

Physicochemical Properties

Molecular Weight:  236.07
ALogP:  -0.3718
MLogP:  2.23
XLogP:  1.25
# Rotatable Bonds:  4
Polar Surface Area:  72.83
# H-Bond Aceptor:  5
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  17

Download Data

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