Natural Product: NPC289388

Natural Product ID:  NPC289388
Common Name:   Citronellyl Acetate
IUPAC Name:   3,7-dimethyloct-6-enyl acetate
Synonyms:  
Molecular Formula:   C12H22O2
Standard InCHIKey:  JOZKFWLRHCDGJA-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C12H22O2/c1-10(2)6-5-7-11(3)8-9-14-12(4)13/h6,11H,5,7-9H2,1-4H3
Canonical SMILES:  CC(CCC=C(C)C)CCOC(=O)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
NPO17755 Inula helenium Species Asteraceae Eukaryota TM-MC*
NPO23256 Mentha arvensis Species Lamiaceae Eukaryota TM-MC*
NPO13857 Mentha canadensis Species Lamiaceae Eukaryota TM-MC*
NPO18046 Mosla chinensis Species Lamiaceae Eukaryota TM-MC*
NPO5315 Zanthoxylum bungeanum Species Rutaceae Eukaryota TM-MC*
NPO9290 Zanthoxylum piperitum Species Rutaceae Eukaryota TM-MC*
NPO8698 Zanthoxylum schinifolium Species Rutaceae Eukaryota TM-MC*
NPO15810 Zea mays Species Poaceae Eukaryota TM-MC*
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota TM-MC*
NPO5386 Citrus x paradisi Species Rutaceae Eukaryota TCMID*
NPO15730 Citrus medica Species Rutaceae Eukaryota TCM_Taiwan*
NPO17024 Vitis vinifera Species Vitaceae Eukaryota PMID[25518943]
NPO18681 Artemisia scoparia Species Asteraceae Eukaryota TCM_Taiwan*
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota TCM_Taiwan*
NPO30686 Citrus hystrix Species Rutaceae Eukaryota Exocarp PMID[20964319]
NPO8187 Schisandra chinensis Species Schisandraceae Eukaryota TCM_Taiwan*
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota TM-MC*
NPO15315 Boswellia carterii Species Burseraceae Eukaryota TM-MC*
NPO15730 Citrus medica Species Rutaceae Eukaryota TM-MC*
NPO25443 Citrus reticulata Species Rutaceae Eukaryota TM-MC*
NPO10082 Citrus unshiu Species Rutaceae Eukaryota TM-MC*
NPO22741 Curcuma kwangsiensis Species Zingiberaceae Eukaryota TM-MC*
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota TM-MC*
NPO18068 Curcuma phaeocaulis Species Zingiberaceae Eukaryota TM-MC*
NPO2618 Curcuma wenyujin Species Zingiberaceae Eukaryota TM-MC*
NPO21355 Elsholtzia ciliata Species Lamiaceae Eukaryota TM-MC*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT792 Individual Protein Arachidonate 15-lipoxygenase Homo sapiens Potency = 10000 nM PubChem BioAssay data set
NPT350 Organism Tetranychus urticae Tetranychus urticae LC50 = 12.8 microg/cm3 21674753
NPT350 Organism Tetranychus urticae Tetranychus urticae LC50 = 17.4 microg/cm3 21674753
NPT350 Organism Tetranychus urticae Tetranychus urticae LC50 = 16.5 microg/cm3 21674753
NPT350 Organism Tetranychus urticae Tetranychus urticae LC50 = 16.7 microg/cm3 21674753
NPT350 Organism Tetranychus urticae Tetranychus urticae LC50 = 16.8 microg/cm3 21674753
NPT346 Individual Protein Transient receptor potential cation channel subfamily A member 1 Homo sapiens Inhibition = 70 % 25455494
NPT1534 Individual Protein Transient receptor potential cation channel subfamily A member 1 Rattus norvegicus EC50 = 12200 nM 25455494
NPT1534 Individual Protein Transient receptor potential cation channel subfamily A member 1 Rattus norvegicus IC50 > 100000 nM 25455494
NPT1841 Individual Protein Transient receptor potential cation channel subfamily M member 8 Rattus norvegicus IC50 > 100000 nM 25455494
NPT472 Individual Protein Vanilloid receptor Homo sapiens IC50 > 100000 nM 25455494

  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 NPC289388 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
0.9787 High Similarity NPC244452
0.9583 High Similarity NPC170167
0.8958 High Similarity NPC234597
0.88 High Similarity NPC216407
0.84 Intermediate Similarity NPC142103
0.8148 Intermediate Similarity NPC141699
0.8148 Intermediate Similarity NPC252860
0.8 Intermediate Similarity NPC165808
0.7895 Intermediate Similarity NPC19241
0.7843 Intermediate Similarity NPC207815
0.7818 Intermediate Similarity NPC96663
0.76 Intermediate Similarity NPC47946
0.76 Intermediate Similarity NPC24824
0.76 Intermediate Similarity NPC165651
0.76 Intermediate Similarity NPC210560
0.76 Intermediate Similarity NPC26600
0.7547 Intermediate Similarity NPC148056
0.75 Intermediate Similarity NPC34883
0.75 Intermediate Similarity NPC135698
0.75 Intermediate Similarity NPC15912
0.75 Intermediate Similarity NPC469723
0.75 Intermediate Similarity NPC163345
0.7451 Intermediate Similarity NPC197467
0.7419 Intermediate Similarity NPC472266
0.7407 Intermediate Similarity NPC151919
0.7358 Intermediate Similarity NPC27264
0.7347 Intermediate Similarity NPC187922
0.7333 Intermediate Similarity NPC217940
0.7241 Intermediate Similarity NPC240206
0.7234 Intermediate Similarity NPC316546
0.7222 Intermediate Similarity NPC48162
0.7188 Intermediate Similarity NPC22301
0.7188 Intermediate Similarity NPC296522
0.7188 Intermediate Similarity NPC329656
0.7188 Intermediate Similarity NPC101622
0.7188 Intermediate Similarity NPC144511
0.7188 Intermediate Similarity NPC269841
0.7115 Intermediate Similarity NPC195246
0.7115 Intermediate Similarity NPC22098
0.7115 Intermediate Similarity NPC276009
0.7097 Intermediate Similarity NPC220766
0.7077 Intermediate Similarity NPC472955
0.7077 Intermediate Similarity NPC4299
0.7077 Intermediate Similarity NPC475310
0.7049 Intermediate Similarity NPC474658
0.7037 Intermediate Similarity NPC236338
0.7031 Intermediate Similarity NPC276290
0.7018 Intermediate Similarity NPC67367
0.7018 Intermediate Similarity NPC46151
0.7018 Intermediate Similarity NPC477984
0.7018 Intermediate Similarity NPC200845
0.7018 Intermediate Similarity NPC223604
0.7018 Intermediate Similarity NPC223677
0.7018 Intermediate Similarity NPC28779
0.7018 Intermediate Similarity NPC128061
0.7018 Intermediate Similarity NPC10316
0.6984 Remote Similarity NPC191233
0.697 Remote Similarity NPC129665
0.697 Remote Similarity NPC472254
0.697 Remote Similarity NPC477087
0.697 Remote Similarity NPC163003
0.697 Remote Similarity NPC477086
0.697 Remote Similarity NPC477084
0.6964 Remote Similarity NPC71761
0.6939 Remote Similarity NPC123357
0.6935 Remote Similarity NPC329698
0.6923 Remote Similarity NPC199557
0.6923 Remote Similarity NPC232812
0.6923 Remote Similarity NPC270706
0.6875 Remote Similarity NPC473357
0.6875 Remote Similarity NPC226511
0.6875 Remote Similarity NPC194871
0.6875 Remote Similarity NPC193029
0.6866 Remote Similarity NPC470237
0.6866 Remote Similarity NPC477085
0.6866 Remote Similarity NPC269206
0.6866 Remote Similarity NPC295633
0.6866 Remote Similarity NPC58956
0.6866 Remote Similarity NPC135703
0.6863 Remote Similarity NPC106819
0.6852 Remote Similarity NPC91765
0.6842 Remote Similarity NPC137538
0.6825 Remote Similarity NPC470688
0.6818 Remote Similarity NPC469660
0.6818 Remote Similarity NPC64234
0.6818 Remote Similarity NPC472017
0.6818 Remote Similarity NPC37929
0.6792 Remote Similarity NPC128280
0.6774 Remote Similarity NPC155849
0.6769 Remote Similarity NPC470256
0.6769 Remote Similarity NPC310210
0.6765 Remote Similarity NPC294434
0.6765 Remote Similarity NPC474758
0.6765 Remote Similarity NPC140287
0.6765 Remote Similarity NPC117746
0.6765 Remote Similarity NPC259599
0.6765 Remote Similarity NPC15499
0.6765 Remote Similarity NPC474551
0.6765 Remote Similarity NPC476355
0.6765 Remote Similarity NPC472966
0.6731 Remote Similarity NPC12907
0.6731 Remote Similarity NPC312547
0.6724 Remote Similarity NPC52264
0.6719 Remote Similarity NPC304665
0.6719 Remote Similarity NPC126899
0.6719 Remote Similarity NPC315115
0.6719 Remote Similarity NPC154728
0.6719 Remote Similarity NPC477982
0.6667 Remote Similarity NPC473603
0.6667 Remote Similarity NPC139545
0.6667 Remote Similarity NPC226066
0.6667 Remote Similarity NPC234767
0.6667 Remote Similarity NPC476059
0.6667 Remote Similarity NPC165755
0.6667 Remote Similarity NPC265574
0.6667 Remote Similarity NPC39633
0.6667 Remote Similarity NPC151481
0.6667 Remote Similarity NPC329852
0.6667 Remote Similarity NPC324762
0.6667 Remote Similarity NPC475861
0.6667 Remote Similarity NPC57923
0.6667 Remote Similarity NPC469373
0.6667 Remote Similarity NPC14608
0.6667 Remote Similarity NPC155587
0.6667 Remote Similarity NPC309606
0.6667 Remote Similarity NPC93213
0.6667 Remote Similarity NPC193351
0.6667 Remote Similarity NPC107130
0.6667 Remote Similarity NPC470693
0.6667 Remote Similarity NPC138408
0.6667 Remote Similarity NPC226669
0.6667 Remote Similarity NPC113639
0.6667 Remote Similarity NPC329819
0.6618 Remote Similarity NPC472018
0.6618 Remote Similarity NPC238425
0.6618 Remote Similarity NPC474543
0.6615 Remote Similarity NPC472875
0.6613 Remote Similarity NPC55376
0.6613 Remote Similarity NPC294304
0.6613 Remote Similarity NPC228574
0.661 Remote Similarity NPC327388
0.661 Remote Similarity NPC473936
0.6596 Remote Similarity NPC155872
0.6571 Remote Similarity NPC471726
0.6571 Remote Similarity NPC123360
0.6571 Remote Similarity NPC472959
0.6571 Remote Similarity NPC266159
0.6571 Remote Similarity NPC61863
0.6571 Remote Similarity NPC469880
0.6571 Remote Similarity NPC12740
0.6571 Remote Similarity NPC301525
0.6571 Remote Similarity NPC476317
0.6571 Remote Similarity NPC110461
0.6571 Remote Similarity NPC472967
0.6571 Remote Similarity NPC235906
0.6571 Remote Similarity NPC474527
0.6567 Remote Similarity NPC473361
0.6567 Remote Similarity NPC318766
0.6567 Remote Similarity NPC69462
0.6567 Remote Similarity NPC329904
0.6567 Remote Similarity NPC316029
0.6567 Remote Similarity NPC67183
0.6557 Remote Similarity NPC474267
0.6557 Remote Similarity NPC83838
0.6557 Remote Similarity NPC159650
0.6557 Remote Similarity NPC143810
0.6557 Remote Similarity NPC22897
0.6557 Remote Similarity NPC286189
0.6545 Remote Similarity NPC62755
0.6545 Remote Similarity NPC5413
0.6545 Remote Similarity NPC149821
0.6522 Remote Similarity NPC470686
0.6522 Remote Similarity NPC160540
0.6515 Remote Similarity NPC313444
0.6515 Remote Similarity NPC273508
0.6515 Remote Similarity NPC209327
0.6508 Remote Similarity NPC322457
0.65 Remote Similarity NPC323498
0.65 Remote Similarity NPC211752
0.65 Remote Similarity NPC323597
0.6491 Remote Similarity NPC294358
0.6491 Remote Similarity NPC40417
0.6491 Remote Similarity NPC106531
0.6481 Remote Similarity NPC262558
0.6481 Remote Similarity NPC8610
0.6479 Remote Similarity NPC7563
0.6479 Remote Similarity NPC283619
0.6479 Remote Similarity NPC315394
0.6479 Remote Similarity NPC474760
0.6479 Remote Similarity NPC65603
0.6479 Remote Similarity NPC171204
0.6479 Remote Similarity NPC476028
0.6479 Remote Similarity NPC41780
0.6479 Remote Similarity NPC186109
0.6479 Remote Similarity NPC470240
0.6479 Remote Similarity NPC97516
0.6479 Remote Similarity NPC476439
0.6479 Remote Similarity NPC476794
0.6479 Remote Similarity NPC57744
0.6479 Remote Similarity NPC40049

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC289388 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
0.7377 Intermediate Similarity NPD2685 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD5343 Approved
0.7222 Intermediate Similarity NPD6927 Phase 3
0.7059 Intermediate Similarity NPD6096 Approved
0.7059 Intermediate Similarity NPD6097 Approved
0.6923 Remote Similarity NPD3174 Discontinued
0.6667 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6545 Remote Similarity NPD3173 Approved
0.6441 Remote Similarity NPD342 Phase 1
0.6429 Remote Similarity NPD8039 Approved
0.6316 Remote Similarity NPD28 Approved
0.6316 Remote Similarity NPD29 Approved
0.6296 Remote Similarity NPD4222 Approved
0.6296 Remote Similarity NPD39 Approved
0.6129 Remote Similarity NPD6109 Phase 1
0.6102 Remote Similarity NPD3172 Approved
0.6094 Remote Similarity NPD368 Approved
0.6053 Remote Similarity NPD5209 Approved
0.6053 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6 Remote Similarity NPD3194 Approved
0.6 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6 Remote Similarity NPD4265 Approved
0.6 Remote Similarity NPD3196 Approved
0.6 Remote Similarity NPD319 Phase 1
0.6 Remote Similarity NPD3195 Phase 2
0.6 Remote Similarity NPD4266 Approved
0.5974 Remote Similarity NPD7154 Phase 3
0.5965 Remote Similarity NPD9410 Clinical (unspecified phase)
0.5965 Remote Similarity NPD4220 Pre-registration
0.5938 Remote Similarity NPD1145 Discontinued
0.5938 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5926 Remote Similarity NPD5326 Phase 3
0.5846 Remote Similarity NPD4191 Approved
0.5846 Remote Similarity NPD4194 Approved
0.5846 Remote Similarity NPD4193 Approved
0.5846 Remote Similarity NPD4192 Approved
0.5844 Remote Similarity NPD6435 Approved
0.5823 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5823 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5769 Remote Similarity NPD5783 Phase 3
0.5769 Remote Similarity NPD5362 Discontinued
0.575 Remote Similarity NPD6684 Approved
0.575 Remote Similarity NPD6409 Approved
0.575 Remote Similarity NPD7521 Approved
0.575 Remote Similarity NPD6422 Discontinued
0.575 Remote Similarity NPD7146 Approved
0.575 Remote Similarity NPD5330 Approved
0.575 Remote Similarity NPD7334 Approved
0.5733 Remote Similarity NPD4268 Approved
0.5733 Remote Similarity NPD4271 Approved
0.5733 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5714 Remote Similarity NPD5369 Approved
0.5686 Remote Similarity NPD9449 Clinical (unspecified phase)
0.5672 Remote Similarity NPD3197 Phase 1
0.5625 Remote Similarity NPD1694 Approved
0.561 Remote Similarity NPD7513 Clinical (unspecified phase)
0.561 Remote Similarity NPD6672 Approved
0.561 Remote Similarity NPD6903 Approved
0.561 Remote Similarity NPD5737 Approved
0.56 Remote Similarity NPD9447 Approved

Structure

External Identifiers

PubChem CID   9017
ChEMBL   CHEMBL1453648
ZINC  

Physicochemical Properties

Molecular Weight:  198.16
ALogP:  1.8432
MLogP:  2.56
XLogP:  4.026
# Rotatable Bonds:  11
Polar Surface Area:  26.3
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  0
# Heavy Atoms:  14

Download Data

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Biological Activities  
Similar NPs/Drugs