Guaiacylglycerol

Details

• Internal ID: 8dcbf83e-7d79-4673-bd5f-b8be945d0cd3
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 1-(4-hydroxy-3-methoxyphenyl)propane-1,2,3-triol
• SMILES (Canonical): COC1=C(C=CC(=C1)C(C(CO)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C(C(CO)O)O)O
• InChI: InChI=1S/C10H14O5/c1-15-9-4-6(2-3-7(9)12)10(14)8(13)5-11/h2-4,8,10-14H,5H2,1H3
• InChI Key: LSKFUSLVUZISST-UHFFFAOYSA-N
• Popularity: 12 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₅
• Molecular Weight: 214.21 g/mol
• Exact Mass: 214.08412354 g/mol
• Topological Polar Surface Area (TPSA): 90.20 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.21
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• alpha-Guaiacylglycerol
• 1-(4-hydroxy-3-methoxyphenyl)propane-1,2,3-triol
• threo-Guaiacylglycerol
• 1208-42-0
• erythro-Guaiacylglycerol
• CHEBI:53663
• 38916-91-5
• 27391-16-8
• 4-(1,2,3-trihydroxypropyl)-2-methoxyphenol
• 1-(3-methoxy-4-hydroxyphenyl)-1,2,3-propanetriol
• 1-(4-hydroxy-3-methoxyphenyl)-1,2,3-propanetriol
• 3-(4-hydroxy-3-methoxyphenyl)-1,2,3-propanetriol
• guaiacyl glycerol
• erythro-1-(4-Hydroxy-3-methoxyphenyl)-1,2,3-propanetriol
• SCHEMBL671224
• CHEMBL1078124
• 4-hydroxy-3-methoxyphenylglycerol
• DTXSID40923562
• Q27124143

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8870	88.70%
Caco-2	-	0.8438	84.38%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6905	69.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9229	92.29%
OATP1B3 inhibitior	+	0.9673	96.73%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9469	94.69%
P-glycoprotein inhibitior	-	0.9722	97.22%
P-glycoprotein substrate	-	0.8647	86.47%
CYP3A4 substrate	-	0.6864	68.64%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	-	0.6586	65.86%
CYP3A4 inhibition	-	0.9135	91.35%
CYP2C9 inhibition	-	0.9489	94.89%
CYP2C19 inhibition	-	0.9468	94.68%
CYP2D6 inhibition	-	0.9591	95.91%
CYP1A2 inhibition	-	0.6473	64.73%
CYP2C8 inhibition	-	0.8978	89.78%
CYP inhibitory promiscuity	-	0.9330	93.30%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7092	70.92%
Eye corrosion	-	0.9817	98.17%
Eye irritation	-	0.7264	72.64%
Skin irritation	-	0.6294	62.94%
Skin corrosion	-	0.9219	92.19%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6806	68.06%
Micronuclear	-	0.6427	64.27%
Hepatotoxicity	-	0.8071	80.71%
skin sensitisation	+	0.6357	63.57%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8062	80.62%
Acute Oral Toxicity (c)	III	0.8246	82.46%
Estrogen receptor binding	-	0.7032	70.32%
Androgen receptor binding	-	0.7517	75.17%
Thyroid receptor binding	+	0.5347	53.47%
Glucocorticoid receptor binding	-	0.5667	56.67%
Aromatase binding	-	0.8893	88.93%
PPAR gamma	-	0.7168	71.68%
Honey bee toxicity	-	0.9633	96.33%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.7039	70.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.17%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.00%	91.11%
CHEMBL4208	P20618	Proteasome component C5	90.92%	90.00%
CHEMBL2581	P07339	Cathepsin D	90.39%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.78%	99.15%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.23%	89.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.01%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	87.20%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.01%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.00%	95.56%
CHEMBL2535	P11166	Glucose transporter	86.41%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.40%	96.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.06%	90.24%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.98%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.62%	94.45%

Plants that contains it

• Bambusa emeiensis
• Daphne feddei
• Eucommia ulmoides
• Eurycoma longifolia
• Juniperus communis
• Juniperus phoenicea
• Pinus massoniana
• Pinus sylvestris
• Pogostemon cablin
• Soymida febrifuga
• Vitex trifolia subsp. litoralis
• Zantedeschia aethiopica

Cross-Links

• PubChem: 14579
• NPASS: NPC35071
• LOTUS: LTS0120388
• wikiData: Q27124143