p-Vinylguaiacol

  • GreenMolBD CID : 68
  • Molecular Formula : C9H10O2
  • Molecular Weight : 150.177
  • Exact Molecular Mass : 150.068
  • IUPAC Name : 4-ethenyl-2-methoxyphenol
  • InChI : InChI=1S/C9H10O2/c1-3-7-4-5-8(10)9(6-7)11-2/h3-6,10H,1H2,2H3
  • InChI Key : YOMSJEATGXXYPX-UHFFFAOYSA-N
  • Canonical SMILES : COC1=C(C=CC(=C1)C=C)O
  • Isomeric SMILES : COc1cc(ccc1O)C=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

Styrenes; Phenoxy compounds; Methoxybenzenes; Anisoles; Alkyl aryl ethers; 1-hydroxy-2-unsubstituted benzenoids; Hydrocarbon derivatives;

1.4. Molecular Framework

Aromatic homomonocyclic compounds

1.5. Substituents

Methoxyphenol; Phenoxy compound; Methoxybenzene; Styrene; Phenol ether; Anisole; 1-hydroxy-2-unsubstituted benzenoid; 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
2.0438 29.46 1 2 11 2 6 6 4.47498 215.439 174.428 0.697073

3. Quantum Information

Heat of Formation Dipole Moment Electronegativity Homo Lumo Hardness
-38.459861 1.62 -4.343 -8.56282 -0.12223 4.22

4. Compound Reactivity

DLP nRFG nLMR
2 0 2

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 2.45096 10271.2 0.122074 Mild Strong Mild Degradable 0.00523315 5.04512

6. Drug-Likeliness Test

Lipinski's rule of five Jorgensen's rule of three Goshe filter Veber filter PAINS1 PAINS2 PAINS3
Yes Yes No Yes Yes Yes Yes

7. Synonyms

Name
2-Methoxy-4-vinylphenol
7786-61-0
4-vinylguaiacol
4-Hydroxy-3-methoxystyrene
p-Vinylguaiacol
4-ETHENYL-2-METHOXYPHENOL
Phenol, 4-ethenyl-2-methoxy-
para-vinylguaiacol
2-METHOXY-4-VINYL-PHENOL
Guaiacol, 4-vinyl-
Phenol, 2-methoxy-4-vinyl-
o-methoxy-p-vinylphenol
4-Hydroxy-3-methoxyvinylbenzene
4-vinyl-2-methoxyphenol
p-Vinyl guaiacol
UNII-DA069CTH0O
CCRIS 548
Guaiacol, 4-vinyl
FEMA No. 2675
Vinylcatechol-O-methyl ether, P-
EINECS 232-101-2
2-methoxy-4-vinyl phenol
4-ethenyl-2-methoxy-phenol
BRN 2044521
Phenol, 2-methoxy-4-ethenyl
Phenol, 4-vinyl, 2-methoxy
CHEBI:42438
YOMSJEATGXXYPX-UHFFFAOYSA-N
ST50824218
EUG
varamol
Allspice
Pimenta
Jamaica pepper
Pimenta berry
Vinyl guaiacol
p-Vinyl guaicol
4-vinylguaiacole
4-Ethenylguaiacol
Pimenta officinalis
4-Vinyl-O-guaiacol
2-Methoxy-vinylphenol
2-Metoxy-4-vinyl-phenol
bmse010071
3-Methoxy-4-hydroxystyrene
2M4VP
DA069CTH0O
DSSTox_CID_31102
DSSTox_GSID_52529
SCHEMBL54199
3-06-00-04981 (Beilstein Handbook Reference)
p-Vinicatechol-o-methyl ether
AC1Q488P
4-hydroxy-3-methoxyphenylethene
CHEMBL1232595
DTXSID7052529
CTK3J0585
MolPort-003-960-024
AC1L1904
ZINC1849800
Tox21_304024
MFCD00015437
2-(4-hydroxy-3-methoxyphenyl)ethene
AKOS015890494
Allspice (Pimenta officinalis LindL.)
DB03514
FS-3782
LS-2530
MCULE-4834642824
RP21356
RTR-024911
TRA0035887
2-methoxy-4-vinylphenol (vinylguaiacol)
2-Methoxy-4-vinylphenol, >=98%, FG
NCGC00357234-01
Vinylguaiacol (4-vinyl-2-methoxyphenol)
31853-85-7
AJ-32022
AK116974
BP-11167
CJ-07211
CJ-30415
OR014864
OR155866
OR257288
SC-15289
U166
CAS-7786-61-0
2-Methoxy-4-vinylphenol (4-vinylguaiacol)
4-Vinyl-2-methoxyphenol (4-vinylguaiacol)
AB1006018
DB-003488
KB-192668
LS-104808
ST2410079
TR-024911
2-Methoxy-4-vinylphenol, analytical standard
4-Vinyl-2-methoxyphenol ( p-vinylguaiacol)
AM20041169
FT-0082799
FT-0619552
C17883
M-8519
2-Methoxy-4-vinylphenol, 97%, stabilized 1g
786M610
A839253
PHENOL,4-ETHENYL-2-METHOXY-, HOMOPOLYMER
I01-6453
W-104295
4M4

8. Compound in Different Plants

Compound Name Plant Name Compound in Plant Parts Ref
p-Vinylguaiacol
Abelmoschus esculentus (L.) Moench Pod 3
Ammannia baccifera L. Aerial 1
Aquilaria malaccensis Wood 8
Avicennia marina 11
Cocos nucifera L. Fiber 1
Colocasia esculenta Linn. Cormel 2 , 5
Coriandrum sativum Linn. Seed 1
Cucurbita maxima Duchesne Leaf 1
Curcuma aromatica Salisb. Leaf 5
Cuscuta reflexa Whole Plant 2
Imperata cylindrica (L.)  Root and Aerial 2 , 8
Mangifera indica Fruit 7
Marsilea quadrifolia Leaf 1
Microcos paniculata Leaf 2
Rumex vesicarius Aerial 3

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
57 estrogen receptor 1 ESR1 Homo sapiens 68.5896 1259244
49 estrogen receptor 2 ESR2 Homo sapiens 68.5896 1259377
25 estrogen related receptor alpha ESRRA Homo sapiens 61.1306 1224841
26 GLI family zinc finger 3 GLI3 Homo sapiens 13.6854 1259369
26 GLI family zinc finger 3 GLI3 Homo sapiens 23.4203 1259392
92 histone H2AX LOC100757539 Cricetulus griseus 113.004 1224845
51 retinoic acid receptor alpha RARA Homo sapiens 76.9588 1159552

10. Chemical Vendors

SID Source Name Source URL Source Detail Registry ID Source Record URL
252414520MolepediaSource URLSource DetailM90110767PSource Record URL
3566252971717 CheMall CorporationSource URLSource DetailBG01499144Source Record URL
3612555011717 CheMall CorporationSource URLSource DetailBG04159244Source Record URL
3627653591717 CheMall CorporationSource URLSource DetailBG04450885Source Record URL
3603669921717 CheMall CorporationSource URLSource DetailBG07208280Source Record URL
7887382SMIDSource URLSource DetailEUGSource Record URL
204408496TractusSource URLSource DetailRTR-024911Source Record URL
204939149TractusSource URLSource DetailTR-024911Source Record URL
252266929TractusSource URLSource DetailTRA0035887Source Record URL
255378158BiosynthSource URLSource DetailW-104295Source Record URL
255441939OXCHEM CORPORATIONSource URLSource DetailAX8076381Source Record URL
187562754Key Organics/BIONETSource URLSource DetailFS-3782Source Record URL
104294529ABI ChemSource URLSource DetailAC1L1904Source Record URL
117489787ABI ChemSource URLSource DetailAC1Q488PSource Record URL
319491317eNovation ChemicalsSource URLSource DetailK36168Source Record URL
342476109Wubei-BiochemSource URLSource DetailWB008470SUSource Record URL
160966630Chembase.cnSource URLSource Detail3186Source Record URL
185996591Aurum Pharmatech LLCSource URLSource DetailM-8519Source Record URL
162186656AK Scientific, Inc. (AKSCI)Source URLSource DetailU166Source Record URL
354290397Chemenu Inc.Source URLSource DetailCM116931Source Record URL
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318360237CambridgeChemSource URLSource DetailCB24361Source Record URL
349312854Chemieliva Pharmaceutical Co., LtdSource URLSource DetailPBCM0830996Source Record URL
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162758903ChemTikSource URLSource DetailCTK3J0585Source Record URL
124338842ABBLIS ChemicalsSource URLSource DetailAB1006018Source Record URL
312654668BiocoreSource URLSource DetailBIE138684Source Record URL
347636688LabNetwork, a WuXi AppTec CompanySource URLSource DetailLN01805949Source Record URL
374176415AA BLOCKSSource URLSource DetailAA003HG9Source Record URL
249830463SyntreeSource URLSource DetailST2410079Source Record URL
256309700ZINCSource URLSource DetailZINC1849800Source Record URL
91722804MolPortSource URLSource DetailMolPort-003-960-024Source Record URL
316605164ParchemSource URLSource Detail7243Source Record URL
316959578Achemo Scientific LimitedSource URLSource DetailAC-61278Source Record URL
92250890ISpharmSource URLSource DetailI01-6453Source Record URL
126605594ChemMolSource URLSource Detail83601114Source Record URL
241145569ChemMolSource URLSource Detail99154673Source Record URL
318749571Chem-Space.com DatabaseSource URLSource DetailCSC011217988Source Record URL
341845589OChemSource URLSource Detail15461Source Record URL
118048796Finetech Industry LimitedSource URLSource DetailFT-0082799Source Record URL
164804694Finetech Industry LimitedSource URLSource DetailFT-0619552Source Record URL
207114925Angene ChemicalSource URLSource DetailAGN-PC-0JK5JZSource Record URL
277298411MolCoreSource URLSource DetailCS21640Source Record URL
223541193A&J Pharmtech CO., LTD.Source URLSource DetailAJ-32022Source Record URL
223492565A&J Pharmtech CO., LTD.Source URLSource DetailCJ-07211Source Record URL
223515769A&J Pharmtech CO., LTD.Source URLSource DetailCJ-30415Source Record URL
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374049379Combi-BlocksSource URLSource DetailQC-2540Source Record URL
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57320138NovoSeekSource URLSource Detail332Source Record URL
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252307325AEchem Scientific Corporation, USASource URLSource DetailAE1-007716Source Record URL
152029913AKos Consulting & SolutionsSource URLSource DetailAKOS015890494Source Record URL
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165355067MculeSource URLSource DetailMCULE-4834642824Source Record URL
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250182997Green Chempharm IncSource URLSource Detail52-0545Source Record URL
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143895241TimTecSource URLSource DetailST50824218Source Record URL
355193379MuseChemSource URLSource DetailR045027Source Record URL
254784892Boc SciencesSource URLSource Detail7786-61-0Source Record URL