6-Allylguaiacol

Details

• Internal ID: 8ed3b5c1-0694-435d-a10a-cc73c8783a63
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 2-methoxy-6-prop-2-enylphenol
• InChI: InChI=1S/C10H12O2/c1-3-5-8-6-4-7-9(12-2)10(8)11/h3-4,6-7,11H,1,5H2,2H3
• InChI Key: LREHGXOCZVBABG-UHFFFAOYSA-N
• Popularity: 40 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.20 g/mol
• Exact Mass: 164.083729621 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.13
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 2-Allyl-6-methoxyphenol
• 579-60-2
• 2-methoxy-6-prop-2-enylphenol
• 6-Allylguaiacol
• Phenol, 2-methoxy-6-(2-propenyl)-
• Guaiacol, 6-allyl-
• 6-Allylguaicol
• Phenol, 2-allyl-6-methoxy-
• 6-Allyl-2-methoxyphenol
• DLL18KX9Q8
• EINECS 209-444-1
• NSC-406351
• Phenol, 2-methoxy-6-(2-propen-1-yl)-
• AI3-02467
• FEMA NO. 4490
• NSC 406351
• 2-HYDROXY-3-METHOXY-1-ALLYLBENZENE
• RefChem:540034
• 2-allyl-6-methoxy-phenol
• o-Allylguaiacol
• MFCD00192169
• ortho-eugenol
• UNII-DLL18KX9Q8
• NSC406351
• Methoxy-6-Allylphenol
• o-Eugenol, 98%
• 2-METHOXY-6-(PROP-2-EN-1-YL)PHENOL
• ghl.PD_Mitscher_leg0.513
• WLN: 1U2R BQ CO1
• SCHEMBL1245192
• SCHEMBL3547863
• 6-methoxy-2-prop-2-enylphenol
• CHEMBL2271215
• SCHEMBL11339333
• SCHEMBL29455293
• DTXSID00862226
• CHEBI:232404
• AKOS002666095
• AS-81676
• DB-072394
• CS-0453860
• ST50405201
• G78057
• 579E602
• A1-03753
• S 2-Amino-1-(4-phenylpiperidin-1-yl)-propan-1-one hydrochloride
• InChI=1/C10H12O2/c1-3-5-8-6-4-7-9(12-2)10(8)11/h3-4,6-7,11H,1,5H2,2H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.7328	73.28%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7896	78.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8963	89.63%
OATP1B3 inhibitior	+	0.9680	96.80%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8849	88.49%
P-glycoprotein inhibitior	-	0.9775	97.75%
P-glycoprotein substrate	-	0.8966	89.66%
CYP3A4 substrate	-	0.6010	60.10%
CYP2C9 substrate	-	0.6092	60.92%
CYP2D6 substrate	+	0.4730	47.30%
CYP3A4 inhibition	-	0.8669	86.69%
CYP2C9 inhibition	-	0.8818	88.18%
CYP2C19 inhibition	-	0.5872	58.72%
CYP2D6 inhibition	-	0.9002	90.02%
CYP1A2 inhibition	-	0.5844	58.44%
CYP2C8 inhibition	+	0.5063	50.63%
CYP inhibitory promiscuity	-	0.5765	57.65%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7241	72.41%
Carcinogenicity (trinary)	Non-required	0.5996	59.96%
Eye corrosion	+	0.7047	70.47%
Eye irritation	+	0.9597	95.97%
Skin irritation	+	0.6921	69.21%
Skin corrosion	+	0.5448	54.48%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6542	65.42%
Micronuclear	-	0.7619	76.19%
Hepatotoxicity	+	0.7159	71.59%
skin sensitisation	+	0.8999	89.99%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.9000	90.00%
Nephrotoxicity	+	0.4506	45.06%
Acute Oral Toxicity (c)	III	0.8447	84.47%
Estrogen receptor binding	-	0.5720	57.20%
Androgen receptor binding	-	0.8068	80.68%
Thyroid receptor binding	-	0.8079	80.79%
Glucocorticoid receptor binding	-	0.8285	82.85%
Aromatase binding	-	0.7757	77.57%
PPAR gamma	-	0.6465	64.65%
Honey bee toxicity	-	0.8978	89.78%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9088	90.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.91%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.08%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.49%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.84%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	89.72%	90.20%
CHEMBL2581	P07339	Cathepsin D	87.10%	98.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.06%	89.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.30%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.51%	99.17%

Plants that contains it

• Lonicera japonica
• Mosla chinensis
• Syzygium aromaticum

Cross-Links

• PubChem: 347577
• NPASS: NPC195873
• LOTUS: LTS0013916
• wikiData: Q105156089