Natural Product: NPC210316

Natural Product ID:  NPC210316
Common Name:   Limonene Oxide
IUPAC Name:   6-methyl-3-prop-1-en-2-yl-7-oxabicyclo[4.1.0]heptane
Synonyms:  
Molecular Formula:   C10H16O
Standard InCHIKey:  CCEFMUBVSUDRLG-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C10H16O/c1-7(2)8-4-5-10(3)9(6-8)11-10/h8-9H,1,4-6H2,2-3H3
Canonical SMILES:  CC(=C)C1CCC2(C(C1)O2)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
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota TM-MC*
NPO11438 Angelica gigas Species Apiaceae Eukaryota TM-MC*
NPO15462 Angelica sinensis Species Apiaceae Eukaryota TM-MC*
NPO16501 Capsicum annuum Species Solanaceae Eukaryota TM-MC*
NPO7317 Citrus aurantium Species Rutaceae Eukaryota TM-MC*
NPO5270 Citrus natsudaidai Species Rutaceae Eukaryota TM-MC*
NPO19787 Citrus sinensis Species Rutaceae Eukaryota TM-MC*
NPO7698 Elettaria cardamomum Species Zingiberaceae Eukaryota TM-MC*
NPO29110 Litsea cubeba Species Lauraceae Eukaryota TM-MC*
NPO11169 Piper cubeba Species Piperaceae Eukaryota TM-MC*
NPO21771 Citrus trifoliata Species Rutaceae Eukaryota TM-MC*
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota TM-MC*
NPO22178.1 Centranthus longiflorus ssp. longiflorus Subspecies Caprifoliaceae Eukaryota TCMID*
NPO12916 Radix et rhizoma rhodiolae Species Lymnaeidae Eukaryota TCMID*
NPO319 Citrus limon Species Rutaceae Eukaryota TCMID*
NPO15730.2 Citrus medica var. sarcodactylis Varieties Rutaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT734 Organism Musca domestica Musca domestica LD50 = 67.8 ug 22461383
NPT735 Individual Protein GABA receptor subunit Musca domestica Activity = 141 % 22461383

  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 NPC210316 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
0.8276 Intermediate Similarity NPC240206
0.807 Intermediate Similarity NPC84824
0.807 Intermediate Similarity NPC67508
0.7797 Intermediate Similarity NPC13789
0.7797 Intermediate Similarity NPC65786
0.7797 Intermediate Similarity NPC101285
0.7797 Intermediate Similarity NPC7491
0.7797 Intermediate Similarity NPC27853
0.7759 Intermediate Similarity NPC223604
0.7679 Intermediate Similarity NPC251335
0.7458 Intermediate Similarity NPC300189
0.7455 Intermediate Similarity NPC100445
0.7344 Intermediate Similarity NPC101128
0.7333 Intermediate Similarity NPC170780
0.7273 Intermediate Similarity NPC139207
0.7273 Intermediate Similarity NPC269077
0.7273 Intermediate Similarity NPC185874
0.7273 Intermediate Similarity NPC253303
0.7222 Intermediate Similarity NPC52755
0.7188 Intermediate Similarity NPC50435
0.7164 Intermediate Similarity NPC244790
0.7143 Intermediate Similarity NPC71152
0.7121 Intermediate Similarity NPC473929
0.7119 Intermediate Similarity NPC165755
0.7097 Intermediate Similarity NPC189290
0.7097 Intermediate Similarity NPC474769
0.7077 Intermediate Similarity NPC287744
0.7077 Intermediate Similarity NPC144650
0.7077 Intermediate Similarity NPC68656
0.7077 Intermediate Similarity NPC140233
0.7077 Intermediate Similarity NPC219940
0.7031 Intermediate Similarity NPC194208
0.7031 Intermediate Similarity NPC282694
0.7031 Intermediate Similarity NPC79576
0.7015 Intermediate Similarity NPC474477
0.697 Remote Similarity NPC172613
0.697 Remote Similarity NPC208198
0.697 Remote Similarity NPC282619
0.697 Remote Similarity NPC474768
0.697 Remote Similarity NPC258595
0.697 Remote Similarity NPC11555
0.697 Remote Similarity NPC2728
0.697 Remote Similarity NPC60837
0.6944 Remote Similarity NPC470766
0.6923 Remote Similarity NPC283247
0.6912 Remote Similarity NPC245795
0.6912 Remote Similarity NPC276616
0.6912 Remote Similarity NPC266578
0.6912 Remote Similarity NPC139785
0.6897 Remote Similarity NPC142103
0.6875 Remote Similarity NPC240506
0.6866 Remote Similarity NPC475897
0.6866 Remote Similarity NPC469328
0.6857 Remote Similarity NPC167706
0.6857 Remote Similarity NPC164022
0.6857 Remote Similarity NPC242992
0.6857 Remote Similarity NPC23954
0.6849 Remote Similarity NPC470750
0.6849 Remote Similarity NPC470751
0.6818 Remote Similarity NPC225415
0.6812 Remote Similarity NPC234511
0.6786 Remote Similarity NPC87439
0.678 Remote Similarity NPC291724
0.678 Remote Similarity NPC274261
0.6774 Remote Similarity NPC264779
0.6774 Remote Similarity NPC39068
0.6765 Remote Similarity NPC33583
0.6765 Remote Similarity NPC161612
0.6761 Remote Similarity NPC95165
0.6761 Remote Similarity NPC220939
0.6761 Remote Similarity NPC265485
0.6719 Remote Similarity NPC83838
0.6719 Remote Similarity NPC143810
0.6716 Remote Similarity NPC300442
0.6716 Remote Similarity NPC64123
0.6714 Remote Similarity NPC45296
0.6714 Remote Similarity NPC283316
0.6714 Remote Similarity NPC92801
0.6712 Remote Similarity NPC92489
0.6667 Remote Similarity NPC49168
0.6667 Remote Similarity NPC283789
0.6667 Remote Similarity NPC254509
0.6667 Remote Similarity NPC196358
0.6667 Remote Similarity NPC145552
0.6667 Remote Similarity NPC96484
0.6667 Remote Similarity NPC47808
0.6667 Remote Similarity NPC84030
0.6667 Remote Similarity NPC223468
0.6667 Remote Similarity NPC306951
0.6667 Remote Similarity NPC176309
0.6667 Remote Similarity NPC287550
0.6667 Remote Similarity NPC147343
0.6667 Remote Similarity NPC86238
0.6667 Remote Similarity NPC198540
0.6667 Remote Similarity NPC5046
0.6622 Remote Similarity NPC477427
0.6622 Remote Similarity NPC477426
0.6622 Remote Similarity NPC477425
0.6622 Remote Similarity NPC474826
0.6622 Remote Similarity NPC84868
0.662 Remote Similarity NPC111234
0.662 Remote Similarity NPC301226
0.6618 Remote Similarity NPC42630
0.6618 Remote Similarity NPC327815
0.6615 Remote Similarity NPC127824
0.6579 Remote Similarity NPC206735
0.6575 Remote Similarity NPC3403
0.6575 Remote Similarity NPC70982
0.6575 Remote Similarity NPC200243
0.6575 Remote Similarity NPC230704
0.6571 Remote Similarity NPC210323
0.6571 Remote Similarity NPC239373
0.6571 Remote Similarity NPC9942
0.6571 Remote Similarity NPC329989
0.6571 Remote Similarity NPC329656
0.6567 Remote Similarity NPC323424
0.6567 Remote Similarity NPC96793
0.6533 Remote Similarity NPC472342
0.6528 Remote Similarity NPC182717
0.6528 Remote Similarity NPC195489
0.6528 Remote Similarity NPC211009
0.6522 Remote Similarity NPC259299
0.6508 Remote Similarity NPC24443
0.65 Remote Similarity NPC255143
0.65 Remote Similarity NPC125399
0.6494 Remote Similarity NPC116202
0.6486 Remote Similarity NPC91573
0.6486 Remote Similarity NPC265588
0.6486 Remote Similarity NPC476607
0.6486 Remote Similarity NPC63958
0.6471 Remote Similarity NPC471200
0.6462 Remote Similarity NPC185116
0.6456 Remote Similarity NPC474047
0.6447 Remote Similarity NPC305835
0.6441 Remote Similarity NPC224987
0.6438 Remote Similarity NPC100334
0.6438 Remote Similarity NPC62657
0.6438 Remote Similarity NPC476366
0.6438 Remote Similarity NPC472503
0.6438 Remote Similarity NPC25511
0.6438 Remote Similarity NPC201048
0.6438 Remote Similarity NPC308440
0.6438 Remote Similarity NPC192638
0.6429 Remote Similarity NPC302939
0.6429 Remote Similarity NPC2648
0.6429 Remote Similarity NPC287331
0.6429 Remote Similarity NPC305698
0.6429 Remote Similarity NPC94192
0.6429 Remote Similarity NPC208999
0.642 Remote Similarity NPC475087
0.641 Remote Similarity NPC155521
0.64 Remote Similarity NPC283619
0.64 Remote Similarity NPC470758
0.64 Remote Similarity NPC470711
0.64 Remote Similarity NPC169994
0.64 Remote Similarity NPC257191
0.64 Remote Similarity NPC331618
0.6393 Remote Similarity NPC181255
0.6393 Remote Similarity NPC157781
0.6393 Remote Similarity NPC179169
0.6393 Remote Similarity NPC35519
0.6393 Remote Similarity NPC306195
0.6389 Remote Similarity NPC110799
0.6389 Remote Similarity NPC471272
0.6389 Remote Similarity NPC477792
0.6377 Remote Similarity NPC202017
0.6377 Remote Similarity NPC326310
0.6364 Remote Similarity NPC66020
0.6364 Remote Similarity NPC304194
0.6351 Remote Similarity NPC104387
0.6351 Remote Similarity NPC240235
0.6351 Remote Similarity NPC144075
0.6351 Remote Similarity NPC212879
0.6351 Remote Similarity NPC178383
0.6351 Remote Similarity NPC121744
0.6351 Remote Similarity NPC118508
0.6351 Remote Similarity NPC475861
0.6351 Remote Similarity NPC322353
0.6351 Remote Similarity NPC185536
0.6351 Remote Similarity NPC231256
0.6341 Remote Similarity NPC93411
0.6338 Remote Similarity NPC74722
0.6338 Remote Similarity NPC477448
0.6338 Remote Similarity NPC304690
0.6338 Remote Similarity NPC476431
0.6338 Remote Similarity NPC269841
0.6338 Remote Similarity NPC477449
0.6329 Remote Similarity NPC127917
0.6329 Remote Similarity NPC194637
0.6329 Remote Similarity NPC139206
0.6329 Remote Similarity NPC477978
0.6316 Remote Similarity NPC302041
0.6316 Remote Similarity NPC31828
0.6316 Remote Similarity NPC68119
0.6316 Remote Similarity NPC476314
0.6316 Remote Similarity NPC312328
0.6316 Remote Similarity NPC85346
0.6316 Remote Similarity NPC42853
0.6316 Remote Similarity NPC285761
0.6316 Remote Similarity NPC301707

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC210316 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
0.7963 Intermediate Similarity NPD9410 Clinical (unspecified phase)
0.7705 Intermediate Similarity NPD1145 Discontinued
0.6667 Remote Similarity NPD385 Approved
0.6667 Remote Similarity NPD384 Approved
0.6429 Remote Similarity NPD367 Approved
0.6269 Remote Similarity NPD368 Approved
0.6234 Remote Similarity NPD7645 Phase 2
0.6232 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6154 Remote Similarity NPD7525 Registered
0.6094 Remote Similarity NPD342 Phase 1
0.6087 Remote Similarity NPD371 Approved
0.6 Remote Similarity NPD3168 Discontinued
0.5932 Remote Similarity NPD388 Approved
0.5932 Remote Similarity NPD386 Approved
0.5921 Remote Similarity NPD6942 Approved
0.5921 Remote Similarity NPD7339 Approved
0.5844 Remote Similarity NPD3701 Clinical (unspecified phase)
0.5789 Remote Similarity NPD6926 Approved
0.5789 Remote Similarity NPD6924 Approved
0.5641 Remote Similarity NPD6933 Approved
0.5614 Remote Similarity NPD1460 Approved

Structure

External Identifiers

PubChem CID   91496
ChEMBL   CHEMBL2268547
ZINC  

Physicochemical Properties

Molecular Weight:  152.12
ALogP:  1.5647
MLogP:  2.45
XLogP:  2.292
# Rotatable Bonds:  3
Polar Surface Area:  12.53
# H-Bond Aceptor:  1
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  11

Download Data

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Structure MOL file  
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Similar NPs/Drugs