Natural Product: NPC209113

Natural Product ID:  NPC209113
Common Name:   Isoobutasilactone
IUPAC Name:   (3E,4S)-3-dodec-11-enylidene-4-hydroxy-5-methylideneoxolan-2-one
Synonyms:   Isoobutasilactone
Molecular Formula:   C17H26O3
Standard InCHIKey:  OFUXNQJZVMQBJO-QJPKHSJYSA-N
Standard InCHI:  InChI=1S/C17H26O3/c1-3-4-5-6-7-8-9-10-11-12-13-15-16(18)14(2)20-17(15)19/h3,13,16,18H,1-2,4-12H2/b15-13+/t16-/m1/s1
Canonical SMILES:  C=CCCCCCCCCC/C=C1/C(=O)OC(=C)[C@H]1O
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
NPO5141 Lindera benzoin Species Lauraceae Eukaryota PMID[1602301]
NPO17084 Marsilea quadrifolia Species Marsileaceae Eukaryota UNPD*
NPO14831 Mastophora hutchinsoni Species Corallinaceae Eukaryota UNPD*
NPO16241 Eucalyptus perriniana Species Myrtaceae Eukaryota UNPD*
NPO17015 Plantago hookeriana Species Plantaginaceae Eukaryota UNPD*
NPO16587 Actinodaphne longifolia Species Lauraceae Eukaryota UNPD*
NPO13829 Cryptocarya angulata Species Lauraceae Eukaryota UNPD*
NPO16722 Tolypothrix nodosa Species Tolypothrichaceae Bacteria UNPD*
NPO10282 Solenostoma triste Species Solenostomataceae Eukaryota UNPD*
NPO17389 Papilio xuthus Species Papilionidae Eukaryota UNPD*
NPO10869 Cota saguramica Species Asteraceae Eukaryota UNPD*
NPO15935 Pinus parviflora Species Pinaceae Eukaryota UNPD*
NPO17537 Anthotroche blackii Species Solanaceae Eukaryota UNPD*
NPO5525 Mesembryanthemum edule Species Aizoaceae Eukaryota TCMID*
NPO857 Opuntia dillenii Species Cactaceae Eukaryota TCMID*
NPO6701 Cinnamomum camphora Species Lauraceae Eukaryota TCMID*
NPO10654 Lindera obtusiloba Species Lauraceae Eukaryota TCMID*
NPO2324 Phoma herbarum Species Didymellaceae Eukaryota UNPD*
NPO15419 Tunica prolifera NA NA NA UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT176 Organism Artemia salina Artemia salina LC50 = 0.065 ppm 1602301
NPT81 Cell Line A549 Homo sapiens ED50 > 10 ug/ml 1602301
NPT83 Cell Line MCF7 Homo sapiens ED50 = 4.6 ug/ml 1602301
NPT139 Cell Line HT-29 Homo sapiens ED50 = 2.92 ug/ml 1602301
NPT3061 Organism Diabrotica undecimpunctata Diabrotica undecimpunctata Activity = 0 % 1602301
NPT3062 Organism Spodoptera eridania Spodoptera eridania Activity = 0 % 1602301
NPT350 Organism Tetranychus urticae Tetranychus urticae Activity = 0 % 1602301
NPT3063 Organism Aphis gossypii Aphis gossypii Activity = 0 % 1602301

  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 NPC209113 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 NPC127118
0.9722 High Similarity NPC473471
0.9718 High Similarity NPC301207
0.9583 High Similarity NPC176329
0.9583 High Similarity NPC49302
0.9583 High Similarity NPC474818
0.9583 High Similarity NPC125365
0.9583 High Similarity NPC51809
0.9452 High Similarity NPC279214
0.9452 High Similarity NPC221095
0.8831 High Similarity NPC150502
0.8718 High Similarity NPC475046
0.8718 High Similarity NPC310450
0.8718 High Similarity NPC474959
0.8718 High Similarity NPC11383
0.8608 High Similarity NPC286770
0.8608 High Similarity NPC229799
0.8608 High Similarity NPC284472
0.8533 High Similarity NPC161038
0.8312 Intermediate Similarity NPC275530
0.8101 Intermediate Similarity NPC99651
0.8 Intermediate Similarity NPC79027
0.7867 Intermediate Similarity NPC475982
0.775 Intermediate Similarity NPC279532
0.7727 Intermediate Similarity NPC469645
0.7727 Intermediate Similarity NPC469692
0.7722 Intermediate Similarity NPC256640
0.7722 Intermediate Similarity NPC16279
0.7722 Intermediate Similarity NPC203277
0.7722 Intermediate Similarity NPC470705
0.7722 Intermediate Similarity NPC205615
0.7711 Intermediate Similarity NPC161045
0.7683 Intermediate Similarity NPC297440
0.7647 Intermediate Similarity NPC69082
0.7647 Intermediate Similarity NPC279267
0.7647 Intermediate Similarity NPC469910
0.764 Intermediate Similarity NPC121825
0.7595 Intermediate Similarity NPC478192
0.7595 Intermediate Similarity NPC478191
0.7595 Intermediate Similarity NPC260396
0.7595 Intermediate Similarity NPC478194
0.7595 Intermediate Similarity NPC478195
0.7595 Intermediate Similarity NPC478196
0.7595 Intermediate Similarity NPC478193
0.7586 Intermediate Similarity NPC130359
0.7586 Intermediate Similarity NPC14901
0.7568 Intermediate Similarity NPC273600
0.7568 Intermediate Similarity NPC19769
0.7561 Intermediate Similarity NPC91332
0.7561 Intermediate Similarity NPC162741
0.7558 Intermediate Similarity NPC178215
0.7532 Intermediate Similarity NPC202011
0.7531 Intermediate Similarity NPC318481
0.7529 Intermediate Similarity NPC103284
0.7529 Intermediate Similarity NPC1083
0.7529 Intermediate Similarity NPC132496
0.7529 Intermediate Similarity NPC107986
0.7529 Intermediate Similarity NPC283085
0.7529 Intermediate Similarity NPC82795
0.7529 Intermediate Similarity NPC110710
0.7529 Intermediate Similarity NPC286338
0.7529 Intermediate Similarity NPC223871
0.7529 Intermediate Similarity NPC473669
0.7529 Intermediate Similarity NPC473478
0.7529 Intermediate Similarity NPC66346
0.7529 Intermediate Similarity NPC473651
0.7529 Intermediate Similarity NPC470755
0.7529 Intermediate Similarity NPC231009
0.7529 Intermediate Similarity NPC11804
0.75 Intermediate Similarity NPC68819
0.75 Intermediate Similarity NPC253801
0.75 Intermediate Similarity NPC474823
0.75 Intermediate Similarity NPC474232
0.7471 Intermediate Similarity NPC40376
0.7471 Intermediate Similarity NPC48338
0.7471 Intermediate Similarity NPC233551
0.7471 Intermediate Similarity NPC21208
0.7471 Intermediate Similarity NPC287089
0.7471 Intermediate Similarity NPC476803
0.7471 Intermediate Similarity NPC280621
0.7471 Intermediate Similarity NPC20339
0.7468 Intermediate Similarity NPC476590
0.7468 Intermediate Similarity NPC315843
0.7468 Intermediate Similarity NPC114727
0.7468 Intermediate Similarity NPC107654
0.7467 Intermediate Similarity NPC276299
0.7467 Intermediate Similarity NPC201356
0.7442 Intermediate Similarity NPC112685
0.7442 Intermediate Similarity NPC219498
0.7442 Intermediate Similarity NPC240695
0.7442 Intermediate Similarity NPC107717
0.7442 Intermediate Similarity NPC103523
0.7442 Intermediate Similarity NPC210218
0.7442 Intermediate Similarity NPC204686
0.7442 Intermediate Similarity NPC171174
0.7442 Intermediate Similarity NPC114694
0.7442 Intermediate Similarity NPC473687
0.7442 Intermediate Similarity NPC134885
0.7442 Intermediate Similarity NPC232555
0.7442 Intermediate Similarity NPC142117
0.7442 Intermediate Similarity NPC475581
0.7442 Intermediate Similarity NPC62118
0.7442 Intermediate Similarity NPC231096
0.7442 Intermediate Similarity NPC308412
0.7442 Intermediate Similarity NPC134807
0.7442 Intermediate Similarity NPC134865
0.7436 Intermediate Similarity NPC293114
0.7412 Intermediate Similarity NPC163093
0.7412 Intermediate Similarity NPC158756
0.7407 Intermediate Similarity NPC475711
0.7407 Intermediate Similarity NPC7563
0.7407 Intermediate Similarity NPC320630
0.7407 Intermediate Similarity NPC116177
0.7403 Intermediate Similarity NPC475004
0.7386 Intermediate Similarity NPC139418
0.7381 Intermediate Similarity NPC11332
0.7381 Intermediate Similarity NPC180363
0.7381 Intermediate Similarity NPC65930
0.7381 Intermediate Similarity NPC73310
0.7381 Intermediate Similarity NPC473780
0.7381 Intermediate Similarity NPC473712
0.7381 Intermediate Similarity NPC131002
0.7381 Intermediate Similarity NPC473529
0.7381 Intermediate Similarity NPC475159
0.7381 Intermediate Similarity NPC329829
0.7381 Intermediate Similarity NPC145914
0.7381 Intermediate Similarity NPC94875
0.7349 Intermediate Similarity NPC47653
0.7342 Intermediate Similarity NPC470435
0.7342 Intermediate Similarity NPC284006
0.7333 Intermediate Similarity NPC273579
0.7333 Intermediate Similarity NPC282760
0.7333 Intermediate Similarity NPC162205
0.7333 Intermediate Similarity NPC295204
0.7333 Intermediate Similarity NPC470123
0.7333 Intermediate Similarity NPC96414
0.7333 Intermediate Similarity NPC288240
0.7326 Intermediate Similarity NPC120398
0.7326 Intermediate Similarity NPC21469
0.7326 Intermediate Similarity NPC322529
0.7326 Intermediate Similarity NPC471567
0.7326 Intermediate Similarity NPC477013
0.7326 Intermediate Similarity NPC182383
0.7326 Intermediate Similarity NPC477014
0.7317 Intermediate Similarity NPC267231
0.7317 Intermediate Similarity NPC248775
0.7317 Intermediate Similarity NPC93763
0.7317 Intermediate Similarity NPC182292
0.7317 Intermediate Similarity NPC108816
0.7312 Intermediate Similarity NPC124512
0.7312 Intermediate Similarity NPC159763
0.7312 Intermediate Similarity NPC278386
0.7303 Intermediate Similarity NPC239517
0.7303 Intermediate Similarity NPC473904
0.7297 Intermediate Similarity NPC210303
0.7297 Intermediate Similarity NPC44343
0.7297 Intermediate Similarity NPC179087
0.7297 Intermediate Similarity NPC473737
0.7294 Intermediate Similarity NPC144415
0.7294 Intermediate Similarity NPC116543
0.7294 Intermediate Similarity NPC40746
0.7294 Intermediate Similarity NPC169575
0.7284 Intermediate Similarity NPC190400
0.7284 Intermediate Similarity NPC49392
0.7283 Intermediate Similarity NPC477921
0.7273 Intermediate Similarity NPC100454
0.7273 Intermediate Similarity NPC234077
0.7273 Intermediate Similarity NPC151403
0.7273 Intermediate Similarity NPC169511
0.7273 Intermediate Similarity NPC39754
0.7273 Intermediate Similarity NPC171135
0.7273 Intermediate Similarity NPC61257
0.7273 Intermediate Similarity NPC261952
0.7273 Intermediate Similarity NPC81045
0.7273 Intermediate Similarity NPC287164
0.7273 Intermediate Similarity NPC172821
0.7273 Intermediate Similarity NPC191929
0.7273 Intermediate Similarity NPC470256
0.7273 Intermediate Similarity NPC476805
0.7273 Intermediate Similarity NPC320569
0.7273 Intermediate Similarity NPC274446
0.7273 Intermediate Similarity NPC242364
0.7273 Intermediate Similarity NPC475819
0.7273 Intermediate Similarity NPC133730
0.7241 Intermediate Similarity NPC477015
0.7241 Intermediate Similarity NPC469483
0.7241 Intermediate Similarity NPC309211
0.7241 Intermediate Similarity NPC47937
0.7241 Intermediate Similarity NPC305475
0.7241 Intermediate Similarity NPC475461
0.7237 Intermediate Similarity NPC146811
0.7237 Intermediate Similarity NPC37382
0.7229 Intermediate Similarity NPC1180
0.7229 Intermediate Similarity NPC180725
0.7229 Intermediate Similarity NPC470149
0.7229 Intermediate Similarity NPC470148
0.7222 Intermediate Similarity NPC473321
0.7215 Intermediate Similarity NPC316185
0.7209 Intermediate Similarity NPC41856
0.7209 Intermediate Similarity NPC156804

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC209113 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
0.7312 Intermediate Similarity NPD4225 Approved
0.6739 Remote Similarity NPD7838 Discovery
0.6739 Remote Similarity NPD5785 Approved
0.6632 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6559 Remote Similarity NPD6698 Approved
0.6559 Remote Similarity NPD46 Approved
0.6556 Remote Similarity NPD5363 Approved
0.6517 Remote Similarity NPD7154 Phase 3
0.6489 Remote Similarity NPD7983 Approved
0.6471 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6444 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6442 Remote Similarity NPD6371 Approved
0.6429 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6404 Remote Similarity NPD5209 Approved
0.6364 Remote Similarity NPD4252 Approved
0.6364 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6364 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6316 Remote Similarity NPD69 Approved
0.6316 Remote Similarity NPD585 Clinical (unspecified phase)
0.6316 Remote Similarity NPD6109 Phase 1
0.6316 Remote Similarity NPD9119 Approved
0.6304 Remote Similarity NPD4249 Approved
0.625 Remote Similarity NPD6927 Phase 3
0.625 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6239 Remote Similarity NPD7115 Discovery
0.6237 Remote Similarity NPD4251 Approved
0.6237 Remote Similarity NPD4250 Approved
0.6222 Remote Similarity NPD4270 Approved
0.6222 Remote Similarity NPD4269 Approved
0.6207 Remote Similarity NPD4756 Discovery
0.6196 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6184 Remote Similarity NPD9118 Approved
0.6146 Remote Similarity NPD7637 Suspended
0.6139 Remote Similarity NPD5344 Discontinued
0.6136 Remote Similarity NPD4271 Approved
0.6136 Remote Similarity NPD4268 Approved
0.6129 Remote Similarity NPD5786 Approved
0.6125 Remote Similarity NPD3197 Phase 1
0.6022 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6 Remote Similarity NPD4821 Approved
0.6 Remote Similarity NPD4822 Approved
0.6 Remote Similarity NPD4820 Approved
0.6 Remote Similarity NPD4819 Approved
0.5978 Remote Similarity NPD5362 Discontinued
0.5938 Remote Similarity NPD5370 Suspended
0.5934 Remote Similarity NPD5369 Approved
0.5934 Remote Similarity NPD4790 Discontinued
0.5926 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5918 Remote Similarity NPD5779 Approved
0.5918 Remote Similarity NPD5778 Approved
0.5904 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5851 Remote Similarity NPD1694 Approved
0.5816 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5806 Remote Similarity NPD5331 Approved
0.5806 Remote Similarity NPD6110 Phase 1
0.5806 Remote Similarity NPD5332 Approved
0.5794 Remote Similarity NPD6686 Approved
0.5778 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5753 Remote Similarity NPD4220 Pre-registration
0.5743 Remote Similarity NPD7839 Suspended
0.5743 Remote Similarity NPD4792 Clinical (unspecified phase)
0.5739 Remote Similarity NPD8516 Approved
0.5739 Remote Similarity NPD8517 Approved
0.5739 Remote Similarity NPD8513 Phase 3
0.5739 Remote Similarity NPD8515 Approved
0.5728 Remote Similarity NPD6648 Approved
0.57 Remote Similarity NPD5282 Discontinued
0.5612 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5612 Remote Similarity NPD6101 Approved
0.5612 Remote Similarity NPD1695 Approved

Structure

External Identifiers

PubChem CID   5318618
ChEMBL   CHEMBL490166
ZINC  

Physicochemical Properties

Molecular Weight:  278.19
ALogP:  -0.8662
MLogP:  3
XLogP:  5.436
# Rotatable Bonds:  11
Polar Surface Area:  46.53
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  20

Download Data

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