4-allyl syringol

  • GreenMolBD CID : 1745
  • Molecular Formula : C11H14O3
  • Molecular Weight : 194.23
  • Exact Molecular Mass : 194.094
  • IUPAC Name : 2,6-dimethoxy-4-prop-2-enylphenol
  • InChI : InChI=1S/C11H14O3/c1-4-5-8-6-9(13-2)11(12)10(7-8)14-3/h4,6-7,12H,1,5H2,2-3H3
  • InChI Key : FWMPKHMKIJDEMJ-UHFFFAOYSA-N
  • Canonical SMILES : COC1=CC(=CC(=C1O)OC)CC=C
  • Isomeric SMILES : COc1cc(cc(c1O)OC)CC=C
  • Cross Reference  Pubchem

1. Classification

1.1. Description

This compound belongs to the class of organic compounds known as methoxyphenols. These are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.

1.2. Taxonomy Tree

1.3. Alternative Parent

Dimethoxybenzenes; Phenoxy compounds; Anisoles; Alkyl aryl ethers; Hydrocarbon derivatives;

1.4. Molecular Framework

Aromatic homomonocyclic compounds

1.5. Substituents

M-dimethoxybenzene; Dimethoxybenzene; Methoxyphenol; Phenoxy compound; Methoxybenzene; Phenol ether; Anisole; Alkyl aryl ether; Monocyclic benzene moiety; Ether; Organic oxygen compound; Hydrocarbon derivative; Organooxygen compound; Aromatic homomonocyclic compound

2. Physical Properties

SlogP TPSA HBD HBA nHA nRB nAA nAB SMR vdw_vol vdw_area Density
2.13787 38.69 1 3 14 4 6 6 5.51118 274.959 223.896 0.706396

3. Quantum Information

Heat of Formation Dipole Moment Electronegativity Homo Lumo Hardness
-83.706653 2.25 -4.119 -8.53236 0.29366 4.413

4. Compound Reactivity

DLP nRFG nLMR
0 0 4

5. Topkat Properties

WOE Prediction Ames Prediction DTP Prediction Rat Oral LD50 (g/kg body weight) Rat Inhalational LC50 (mg/m3/h) Chronic LOAEL (g/kg body weight) Skin Irritancy Skin Sensitization Ocular Irritancy Aerobic Biodegradability Prediction Fathead Minnow LC50 (g/l) Daphnia EC50 (mg/l)
Non-Carcinogen Non-Mutagen Toxic 0.708439 11393.1 0.0509613 Moderate Strong Severe Degradable 0.000709127 2.95607

6. Drug-Likeliness Test

Lipinski's rule of five Jorgensen's rule of three Goshe filter Veber filter PAINS1 PAINS2 PAINS3
Yes Yes Yes Yes Yes Yes Yes

7. Synonyms

Name
4-Allyl-2,6-dimethoxyphenol
6627-88-9
Methoxyeugenol
4-Allylsyringol
Phenol, 2,6-dimethoxy-4-(2-propenyl)-
2,6-dimethoxy-4-prop-2-enylphenol
2,6-Dimethoxychavicol
Phenol, 4-allyl-2,6-dimethoxy-
UNII-8VF00YWP89
2,6-Dimethoxy-4-allylphenol
4-Hydroxy-3,5-dimethoxyallylbenzene
4-Allyl-2,6-dimetoxyphenol
2,6-dimethoxy-4-(prop-2-en-1-yl)phenol
CHEBI:86562
SBB003607
Phenol,6-dimethoxy-
Phenol, 4-(2-propenyl)-2,6-dimethoxy
Phenol, 4-allyl-2,6-dimethoxy- (8CI)
Phenol,2,6-dimethoxy-4-(2-propen-1-yl)-
Phenol, 2,6-dimethoxy-4-(2-propenyl)- (9CI)
Phenol,6-dimethoxy-4-(2-propenyl)-
FEMA No. 3655
EINECS 229-600-2
NSC 16953
NSC 60246
AI3-23057
AC1L5ESU
ACMC-1B2UL
bmse010054
SCHEMBL293977
4-allyl-2,6-dimethoxy-phenol
8VF00YWP89
AC1Q48D3
AC1Q56D4
CHEMBL2059292
CTK5C3988
DTXSID30216470
FWMPKHMKIJDEMJ-UHFFFAOYSA-N
ZINC404273
NSC16953
NSC60246
4-Allyl-2,6-dimethoxyphenol, 8CI
5871AF
MFCD00008655
NSC-16953
NSC-60246
2,6-dimethoxy-4-(2-propenyl)phenol
2,6-dimethoxy-4-prop-2-enyl-phenol
4-(2-Propenyl)-2,6-dimethoxyphenol
AKOS015888171
2,6-dimethoxy-4-(2-propenyl)-phenol
MCULE-3042673985
VZ28175
4-Allyl-2,6-dimethoxyphenol, >=95%
AK325289
BP-10517
CC-17663
KB-36184
OR023735
OR148344
SC-49969
ST098715
ZB013443
DB-054902
TC-169113
2,6-Dimethoxy-4-(2-propenyl)phenol, 9CI
FT-0636204
A835401
C-08714
I01-1005
4-(2-Propenyl)-2,6-dimethoxyphenol (4-allylsyringol)
4-Allyl-2,6-dimethoxyphenol, technical grade, >=90%
InChI=1/C11H14O3/c1-4-5-8-6-9(13-2)11(12)10(7-8)14-3/h4,6-7,12H,1,5H2,2-3H
4-allyl syringol

8. Compound in Different Plants

Compound Name Plant Name Compound in Plant Parts Ref
4-allyl syringol
Cocos nucifera L. Fiber 1
Dodonaea viscosa (L.) Jacq. Stem 6
Rhizophora apiculata 8

9. Targets

ID Target Name Gene Symbol Organism Protein Crystal Complex Activity Values Reference
Potency (nM) Ki (nM) IC50 (nM) Kd (nM) EC50 (nM) kon (M-1-s-1) koff (s-1) Biological Assay DOI Article PMID PubChem AID

10. Chemical Vendors

SID Source Name Source URL Source Detail Registry ID Source Record URL
316605325ParchemSource URLSource Detail7452Source Record URL
223467512A&J Pharmtech CO., LTD.Source URLSource DetailZB013443Source Record URL
113479935ABI ChemSource URLSource DetailAC1L5ESUSource Record URL
117489945ABI ChemSource URLSource DetailAC1Q48D3Source Record URL
117534010ABI ChemSource URLSource DetailAC1Q56D4Source Record URL
162095187Chembase.cnSource URLSource Detail109746Source Record URL
354304702iChemical Technology USA IncSource URLSource DetailEBD210306Source Record URL
3628155681717 CheMall CorporationSource URLSource DetailBG04499396Source Record URL
3605127891717 CheMall CorporationSource URLSource DetailBG07354077Source Record URL
207302392Angene ChemicalSource URLSource DetailAGN-PC-0JO666Source Record URL
162892305ChemTikSource URLSource DetailCTK5C3988Source Record URL
152027590AKos Consulting & SolutionsSource URLSource DetailAKOS015888171Source Record URL
255714731ZINCSource URLSource DetailZINC404273Source Record URL
322086886Pi ChemicalsSource URLSource DetailPI-29836Source Record URL
342476271Wubei-BiochemSource URLSource DetailWB013516SUSource Record URL
126605854ChemMolSource URLSource Detail83600853Source Record URL
143501741BroadPharmSource URLSource DetailBP-10517Source Record URL
80954361ISpharmSource URLSource DetailI01-1005Source Record URL
88827451MolPortSource URLSource DetailMolPort-001-784-467Source Record URL
277376276Alfa ChemistrySource URLSource Detail6627-88-9Source Record URL
162142424Nanjing KaimuboSource URLSource DetailKB-36184Source Record URL
24890724Sigma-AldrichSource URLSource DetailA31601_ALDRICHSource Record URL
24901834Sigma-AldrichSource URLSource DetailW365505_ALDRICHSource Record URL
3131865ChemExper Chemical DirectorySource URLSource DetailHg\L@@hTin^W~f``bi@@@Source Record URL
103137259AAA ChemistrySource URLSource DetailAR-1G0398Source Record URL
206254539Vesino Industrial Co., LtdSource URLSource DetailVZ28175Source Record URL
164819997Finetech Industry LimitedSource URLSource DetailFT-0636204Source Record URL
131322941Amadis ChemicalSource URLSource DetailA835401Source Record URL
204394878TractusSource URLSource DetailTC-169113Source Record URL
51071973MP BiomedicalsSource URLSource Detail212416Source Record URL
319547059Oakwood ProductsSource URLSource Detail245743Source Record URL
316403281abcr GmbHSource URLSource DetailAB131216Source Record URL
349225491Chemieliva Pharmaceutical Co., LtdSource URLSource DetailPBCM0743637Source Record URL
252339170AHH Chemical co.,ltdSource URLSource DetailMT-41070Source Record URL
318255060Chem-Space.com DatabaseSource URLSource DetailCSC000033544Source Record URL
374178455AA BLOCKSSource URLSource DetailAA003KKCSource Record URL
202826061Debye Scientific Co., LtdSource URLSource DetailDB-054902Source Record URL
253212815MculeSource URLSource DetailMCULE-3042673985Source Record URL
374064698Combi-BlocksSource URLSource DetailQF-4008Source Record URL
251897026labseekerSource URLSource DetailSC-49969Source Record URL
143394607TimTecSource URLSource DetailSBB003607Source Record URL
144021905TimTecSource URLSource DetailST098715Source Record URL
252492384AK Scientific, Inc. (AKSCI)Source URLSource Detail5871AFSource Record URL
321923141AcadechemSource URLSource DetailACDS-044740Source Record URL
57400078NovoSeekSource URLSource Detail226486Source Record URL
374245090Key Organics/BIONETSource URLSource DetailAS-36789Source Record URL
315508811Bide Pharmatech Ltd.Source URLSource DetailBD13275Source Record URL
319492449eNovation ChemicalsSource URLSource DetailK93451Source Record URL
162268224AchemicaSource URLSource DetailACMC-1B2ULSource Record URL
346712487LabNetwork, a WuXi AppTec CompanySource URLSource DetailLN00238887Source Record URL