Natural Product: NPC182102

Natural Product ID:  NPC182102
Common Name:   3,7,11,15-Tetramethylhexadec-2-En-1-Ol
IUPAC Name:   (E)-3,7,11,15-tetramethylhexadec-2-en-1-ol
Synonyms:   Trans-Phytol
Molecular Formula:   C20H40O
Standard InCHIKey:  BOTWFXYSPFMFNR-HMMYKYKNSA-N
Standard InCHI:  InChI=1S/C20H40O/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-21/h15,17-19,21H,6-14,16H2,1-5H3/b20-15+
Canonical SMILES:  OC/C=C(/CCCC(CCCC(CCCC(C)C)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
NPO20930 Patrinia scabiosifolia Species Caprifoliaceae Eukaryota TM-MC*
NPO9090 Patrinia villosa Species Caprifoliaceae Eukaryota TM-MC*
NPO8650 Perilla frutescens Species Lamiaceae Eukaryota TM-MC*
NPO13524 Pyrola japonica Species Ericaceae Eukaryota TM-MC*
NPO21072 Rhododendron dauricum Species Ericaceae Eukaryota TM-MC*
NPO16039 Scutellaria barbata Species Lamiaceae Eukaryota TM-MC*
NPO1596 Taraxacum borealisinense Species Asteraceae Eukaryota TM-MC*
NPO23327 Taraxacum coreanum Species Asteraceae Eukaryota TM-MC*
NPO26785 Taraxacum mongolicum Species Asteraceae Eukaryota TM-MC*
NPO26622 Taraxacum officinale Species Asteraceae Eukaryota TM-MC*
NPO13668 Taraxacum platycarpum Species Asteraceae Eukaryota TM-MC*
NPO1436 Houttuynia cordata Species Saururaceae Eukaryota TCM_Taiwan*
NPO1334 Senegalia catechu Species Fabaceae Eukaryota TM-MC*
NPO12935 Thymus quinquecostatus Species Lamiaceae Eukaryota TM-MC*
NPO18007 Agrimonia pilosa Species Rosaceae Eukaryota TM-MC*
NPO19472 Thymus vulgaris Species Lamiaceae Eukaryota TM-MC*
NPO3578 Andrographis paniculata Species Acanthaceae Eukaryota TM-MC*
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota TM-MC*
NPO26589 Artemisia annua Species Asteraceae Eukaryota TM-MC*
NPO14484 Echinacea purpurea Species Asteraceae Eukaryota TCMID*
NPO10506 Artemisia apiacea Species Asteraceae Eukaryota TM-MC*
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota TM-MC*
NPO28260 Senna alexandrina Species Fabaceae Eukaryota TM-MC*
NPO8881 Centipeda minima Species Asteraceae Eukaryota TM-MC*
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota TM-MC*
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota TM-MC*
NPO27288 Citrus maxima Species Rutaceae Eukaryota TM-MC*
NPO25443 Citrus reticulata Species Rutaceae Eukaryota TM-MC*
NPO10082 Citrus unshiu Species Rutaceae Eukaryota TM-MC*
NPO22796 Cyperus rotundus Species Cyperaceae Eukaryota TM-MC*
NPO20295 Eclipta prostrata Species Asteraceae Eukaryota TM-MC*
NPO26277 Euphorbia hirta Species Euphorbiaceae Eukaryota TM-MC*
NPO8874 Glehnia littoralis Species Apiaceae Eukaryota TM-MC*
NPO1436 Houttuynia cordata Species Saururaceae Eukaryota TM-MC*
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota TM-MC*
NPO23548 Leonurus japonicus Species Lamiaceae Eukaryota TM-MC*
NPO25114 Linum usitatissimum Species Linaceae Eukaryota TM-MC*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT790 Organism Mycobacterium tuberculosis H37Rv Mycobacterium tuberculosis H37Rv MIC = 100 ug/ml 20004575
NPT790 Organism Mycobacterium tuberculosis H37Rv Mycobacterium tuberculosis H37Rv MIC = 1.56 ug/ml 22280816

  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 NPC182102 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 NPC26960
0.8679 High Similarity NPC11130
0.86 High Similarity NPC244038
0.8491 Intermediate Similarity NPC474643
0.8491 Intermediate Similarity NPC473865
0.8364 Intermediate Similarity NPC122239
0.8302 Intermediate Similarity NPC474644
0.8302 Intermediate Similarity NPC329686
0.8261 Intermediate Similarity NPC269823
0.8214 Intermediate Similarity NPC471081
0.8182 Intermediate Similarity NPC181872
0.8148 Intermediate Similarity NPC249645
0.8148 Intermediate Similarity NPC55412
0.8085 Intermediate Similarity NPC256766
0.8085 Intermediate Similarity NPC213538
0.8036 Intermediate Similarity NPC475931
0.7917 Intermediate Similarity NPC116934
0.7885 Intermediate Similarity NPC474495
0.7885 Intermediate Similarity NPC473672
0.7857 Intermediate Similarity NPC226848
0.7826 Intermediate Similarity NPC29091
0.7826 Intermediate Similarity NPC103213
0.7826 Intermediate Similarity NPC255042
0.7826 Intermediate Similarity NPC182840
0.7755 Intermediate Similarity NPC138935
0.7736 Intermediate Similarity NPC208638
0.7719 Intermediate Similarity NPC309825
0.7692 Intermediate Similarity NPC474460
0.7667 Intermediate Similarity NPC19569
0.7667 Intermediate Similarity NPC308844
0.7636 Intermediate Similarity NPC232247
0.7636 Intermediate Similarity NPC148216
0.7636 Intermediate Similarity NPC130209
0.7636 Intermediate Similarity NPC148163
0.7636 Intermediate Similarity NPC251666
0.7636 Intermediate Similarity NPC298299
0.76 Intermediate Similarity NPC269074
0.76 Intermediate Similarity NPC160628
0.76 Intermediate Similarity NPC24824
0.76 Intermediate Similarity NPC165651
0.76 Intermediate Similarity NPC210560
0.76 Intermediate Similarity NPC140501
0.7586 Intermediate Similarity NPC240506
0.7586 Intermediate Similarity NPC47840
0.7586 Intermediate Similarity NPC234264
0.7544 Intermediate Similarity NPC155025
0.75 Intermediate Similarity NPC309300
0.75 Intermediate Similarity NPC96663
0.7447 Intermediate Similarity NPC15934
0.7419 Intermediate Similarity NPC114651
0.7419 Intermediate Similarity NPC69649
0.7419 Intermediate Similarity NPC259299
0.7419 Intermediate Similarity NPC68703
0.7407 Intermediate Similarity NPC68014
0.7358 Intermediate Similarity NPC249670
0.7358 Intermediate Similarity NPC474642
0.7358 Intermediate Similarity NPC473913
0.7358 Intermediate Similarity NPC329773
0.7333 Intermediate Similarity NPC473508
0.7333 Intermediate Similarity NPC473759
0.7333 Intermediate Similarity NPC124112
0.7333 Intermediate Similarity NPC474155
0.7302 Intermediate Similarity NPC305698
0.7302 Intermediate Similarity NPC224532
0.7288 Intermediate Similarity NPC99487
0.7288 Intermediate Similarity NPC66020
0.7288 Intermediate Similarity NPC176621
0.7273 Intermediate Similarity NPC474496
0.7255 Intermediate Similarity NPC87439
0.7213 Intermediate Similarity NPC475704
0.7213 Intermediate Similarity NPC300593
0.7193 Intermediate Similarity NPC48891
0.7188 Intermediate Similarity NPC239373
0.7188 Intermediate Similarity NPC329989
0.7174 Intermediate Similarity NPC92224
0.717 Intermediate Similarity NPC85079
0.717 Intermediate Similarity NPC248884
0.717 Intermediate Similarity NPC31194
0.7167 Intermediate Similarity NPC225342
0.7167 Intermediate Similarity NPC210346
0.7167 Intermediate Similarity NPC274704
0.7167 Intermediate Similarity NPC321867
0.7167 Intermediate Similarity NPC207007
0.7167 Intermediate Similarity NPC68679
0.7143 Intermediate Similarity NPC73603
0.7115 Intermediate Similarity NPC180575
0.7115 Intermediate Similarity NPC55063
0.7115 Intermediate Similarity NPC19834
0.7097 Intermediate Similarity NPC187619
0.7091 Intermediate Similarity NPC35756
0.7077 Intermediate Similarity NPC4299
0.7077 Intermediate Similarity NPC34834
0.7077 Intermediate Similarity NPC189745
0.7049 Intermediate Similarity NPC279200
0.7037 Intermediate Similarity NPC471281
0.7037 Intermediate Similarity NPC199286
0.7037 Intermediate Similarity NPC477727
0.7037 Intermediate Similarity NPC72699
0.7018 Intermediate Similarity NPC227135
0.7018 Intermediate Similarity NPC281590
0.7018 Intermediate Similarity NPC223604
0.7 Intermediate Similarity NPC304151
0.6984 Remote Similarity NPC162309
0.6984 Remote Similarity NPC202017
0.6984 Remote Similarity NPC135650
0.6984 Remote Similarity NPC267027
0.6984 Remote Similarity NPC311736
0.6984 Remote Similarity NPC326310
0.697 Remote Similarity NPC472254
0.697 Remote Similarity NPC471662
0.6935 Remote Similarity NPC96793
0.6935 Remote Similarity NPC110241
0.6935 Remote Similarity NPC225415
0.6935 Remote Similarity NPC290367
0.6935 Remote Similarity NPC323424
0.6935 Remote Similarity NPC107540
0.6923 Remote Similarity NPC471560
0.6923 Remote Similarity NPC101622
0.6923 Remote Similarity NPC76976
0.6909 Remote Similarity NPC76198
0.6909 Remote Similarity NPC9273
0.6909 Remote Similarity NPC165447
0.6909 Remote Similarity NPC170776
0.6909 Remote Similarity NPC197272
0.6909 Remote Similarity NPC475477
0.6909 Remote Similarity NPC224148
0.6909 Remote Similarity NPC151782
0.6909 Remote Similarity NPC256656
0.6909 Remote Similarity NPC471959
0.6909 Remote Similarity NPC477723
0.6909 Remote Similarity NPC89824
0.6909 Remote Similarity NPC55383
0.6909 Remote Similarity NPC294278
0.6909 Remote Similarity NPC329608
0.6897 Remote Similarity NPC4881
0.6885 Remote Similarity NPC475251
0.6885 Remote Similarity NPC469728
0.6875 Remote Similarity NPC163290
0.6875 Remote Similarity NPC266298
0.6875 Remote Similarity NPC136813
0.6875 Remote Similarity NPC477791
0.6875 Remote Similarity NPC171225
0.6866 Remote Similarity NPC474743
0.6866 Remote Similarity NPC329763
0.6852 Remote Similarity NPC62755
0.6852 Remote Similarity NPC471275
0.6852 Remote Similarity NPC153538
0.6852 Remote Similarity NPC471276
0.6852 Remote Similarity NPC125122
0.6852 Remote Similarity NPC471280
0.6852 Remote Similarity NPC267110
0.6833 Remote Similarity NPC473866
0.6825 Remote Similarity NPC107258
0.6825 Remote Similarity NPC477009
0.6825 Remote Similarity NPC238352
0.6818 Remote Similarity NPC286154
0.68 Remote Similarity NPC188596
0.6792 Remote Similarity NPC124183
0.6792 Remote Similarity NPC35141
0.6786 Remote Similarity NPC294358
0.6786 Remote Similarity NPC306195
0.6786 Remote Similarity NPC35519
0.6786 Remote Similarity NPC157781
0.6786 Remote Similarity NPC40417
0.6786 Remote Similarity NPC179169
0.6786 Remote Similarity NPC181255
0.678 Remote Similarity NPC52012
0.6774 Remote Similarity NPC474480
0.6769 Remote Similarity NPC96484
0.6769 Remote Similarity NPC167527
0.6765 Remote Similarity NPC306727
0.6765 Remote Similarity NPC201048
0.6765 Remote Similarity NPC471659
0.6765 Remote Similarity NPC476366
0.6731 Remote Similarity NPC101616
0.6731 Remote Similarity NPC108195
0.6727 Remote Similarity NPC475071
0.6727 Remote Similarity NPC131623
0.6721 Remote Similarity NPC130807
0.6721 Remote Similarity NPC127824
0.6719 Remote Similarity NPC250977
0.6719 Remote Similarity NPC149680
0.6719 Remote Similarity NPC259156
0.6719 Remote Similarity NPC286669
0.6719 Remote Similarity NPC272125
0.6719 Remote Similarity NPC242945
0.6719 Remote Similarity NPC222366
0.6719 Remote Similarity NPC476039
0.6716 Remote Similarity NPC474884
0.6667 Remote Similarity NPC217188
0.6667 Remote Similarity NPC194586
0.6667 Remote Similarity NPC67761
0.6667 Remote Similarity NPC69383
0.6667 Remote Similarity NPC206906
0.6667 Remote Similarity NPC180871
0.6667 Remote Similarity NPC51758
0.6667 Remote Similarity NPC68889
0.6667 Remote Similarity NPC473893
0.6667 Remote Similarity NPC474248
0.6667 Remote Similarity NPC149668

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC182102 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
0.8148 Intermediate Similarity NPD4219 Approved
0.7636 Intermediate Similarity NPD342 Phase 1
0.76 Intermediate Similarity NPD4265 Approved
0.7167 Intermediate Similarity NPD368 Approved
0.6667 Remote Similarity NPD8264 Approved
0.6613 Remote Similarity NPD4192 Approved
0.6613 Remote Similarity NPD4191 Approved
0.6613 Remote Similarity NPD4193 Approved
0.6613 Remote Similarity NPD4194 Approved
0.6418 Remote Similarity NPD6923 Approved
0.6418 Remote Similarity NPD6922 Approved
0.6406 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6389 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6327 Remote Similarity NPD319 Phase 1
0.6324 Remote Similarity NPD7143 Approved
0.6324 Remote Similarity NPD7144 Approved
0.625 Remote Similarity NPD5776 Phase 2
0.625 Remote Similarity NPD6925 Approved
0.6232 Remote Similarity NPD7150 Approved
0.6232 Remote Similarity NPD7152 Approved
0.6232 Remote Similarity NPD7151 Approved
0.6216 Remote Similarity NPD7332 Phase 2
0.6216 Remote Similarity NPD7514 Phase 3
0.6164 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6164 Remote Similarity NPD7145 Approved
0.6133 Remote Similarity NPD6902 Approved
0.6081 Remote Similarity NPD6929 Approved
0.6061 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6056 Remote Similarity NPD6924 Approved
0.6056 Remote Similarity NPD6926 Approved
0.6 Remote Similarity NPD6931 Approved
0.6 Remote Similarity NPD4821 Approved
0.6 Remote Similarity NPD4822 Approved
0.6 Remote Similarity NPD3210 Clinical (unspecified phase)
0.6 Remote Similarity NPD6930 Phase 2
0.6 Remote Similarity NPD4819 Approved
0.6 Remote Similarity NPD4820 Approved
0.5974 Remote Similarity NPD5331 Approved
0.5974 Remote Similarity NPD7154 Phase 3
0.5974 Remote Similarity NPD5332 Approved
0.5974 Remote Similarity NPD5362 Discontinued
0.5972 Remote Similarity NPD7339 Approved
0.5972 Remote Similarity NPD6942 Approved
0.5965 Remote Similarity NPD4220 Pre-registration
0.5965 Remote Similarity NPD8262 Approved
0.5946 Remote Similarity NPD4268 Approved
0.5946 Remote Similarity NPD4271 Approved
0.5938 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5921 Remote Similarity NPD4790 Discontinued
0.5921 Remote Similarity NPD6898 Phase 1
0.5915 Remote Similarity NPD4732 Discontinued
0.589 Remote Similarity NPD6933 Approved
0.5862 Remote Similarity NPD2268 Discontinued
0.5844 Remote Similarity NPD4270 Approved
0.5844 Remote Similarity NPD4269 Approved
0.5811 Remote Similarity NPD6932 Approved
0.5789 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5789 Remote Similarity NPD4252 Approved
0.5769 Remote Similarity NPD5783 Phase 3
0.5769 Remote Similarity NPD6695 Phase 3
0.5763 Remote Similarity NPD6927 Phase 3
0.5735 Remote Similarity NPD7331 Phase 2
0.5696 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5696 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5676 Remote Similarity NPD3701 Clinical (unspecified phase)
0.5658 Remote Similarity NPD7645 Phase 2
0.5658 Remote Similarity NPD6683 Phase 2
0.5625 Remote Similarity NPD5363 Approved
0.5625 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5625 Remote Similarity NPD6893 Approved

Structure

External Identifiers

PubChem CID   5366244
ChEMBL   CHEMBL390773
ZINC  

Physicochemical Properties

Molecular Weight:  296.31
ALogP:  1.7816
MLogP:  3.55
XLogP:  8.949
# Rotatable Bonds:  19
Polar Surface Area:  20.23
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  0
# Heavy Atoms:  21

Download Data

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Structure MOL file  
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Biological Activities  
Similar NPs/Drugs