Coniferyl alcohol

Details

• Internal ID: 3d208866-636b-4716-acd0-1dac56b59425
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 4-[(E)-3-hydroxyprop-1-enyl]-2-methoxyphenol
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CCO)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/CO)O
• InChI: InChI=1S/C10H12O3/c1-13-10-7-8(3-2-6-11)4-5-9(10)12/h2-5,7,11-12H,6H2,1H3/b3-2+
• InChI Key: JMFRWRFFLBVWSI-NSCUHMNNSA-N
• Popularity: 2,268 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂O₃
• Molecular Weight: 180.20 g/mol
• Exact Mass: 180.078644241 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.41
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 458-35-5
• Coniferol
• 4-(3-hydroxyprop-1-en-1-yl)-2-methoxyphenol
• 32811-40-8
• (E)-Coniferyl alcohol
• trans-Coniferyl alcohol
• gamma-Hydroxyisoeugenol
• Coniferyl alcohol, E-
• 4-Hydroxy-3-methoxycinnamic alcohol
• 3-(4-Hydroxy-3-methoxyphenyl)-2-propen-1-ol
• 4-(3-Hydroxy-1-propenyl)-2-methoxyphenol
• 4-[(1E)-3-hydroxyprop-1-en-1-yl]-2-methoxyphenol
• Coniferyl alcohol [MI]
• 4-Hydroxy-3-methoxycinnamyl alcohol
• UNII-E7SM92591P
• trans-coniferol
• CHEBI:17745
• E7SM92591P
• (e)-coniferol
• Coniferylic alcohol
• E-Coniferyl alcohol
• .gamma.-Hydroxyisoeugenol
• EINECS 207-277-9
• 4-(3-Hydroxy-1-propen-1-yl)-2-methoxyphenol
• 4-[(E)-3-hydroxyprop-1-enyl]-2-methoxyphenol
• 4-[(1E)-3-Hydroxy-1-propenyl]-2-methoxyphenol
• 4-Hydroxy-3-methoxycinnamylic alcohol
• p-Hydroxy-m-methoxycinnamyl alcohol
• 2-Propen-1-ol, 3-(4-hydroxy-3-methoxyphenyl)-
• 4-((1E)-3-Hydroxy-1-propenyl)-2-methoxyphenol
• Phenol, 4-(3-hydroxy-1-propenyl)-2-methoxy-
• Phenol, 4-(3-hydroxy-1-propenyl)-2-methoxy-, (E)-
• 4-(3-hydroxyprop-1-enyl)-2-methoxyphenol
• AI3-36149
• 3-(4-Hydroxy-3-methoxyphenyl)allyl alcohol
• 2-Propen-1-ol, 3-(4-hydroxy-3-methoxyphenyl), (E)-
• 4-((1E)-3-HYDROXY-1-PROPEN-1-YL)-2-METHOXYPHENOL
• PHENOL, 4-((1E)-3-HYDROXY-1-PROPENYL)-2-METHOXY-
• 2-PROPEN-1-OL, 3-(4-HYDROXY-3-METHOXYPHENYL)-, (E)-
• 4-hydroxy-3-methoxy cinnamyl alcohol
• 4-[3-Hydroxy-1-propenyl]-2-methoxyphenol
• MFCD00002922
• 4-((1E)-3-hydroxyprop-1-en-1-yl)-2-methoxyphenol
• DTXSID9060029
• Coniferyl?alcohol
• CONIFERYL-ALCOHOL
• epsilon-coniferyl alcohol
• Coniferyl alcohol, 98%
• Phenol, 4-(3-hydroxy-1-propen-1-yl)-2-methoxy-
• bmse000602
• bmse010248
• bmse010285
• Epitope ID:116871
• (E)-4-(3-hydroxyprop-1-enyl)-2-methoxyphenol
• SCHEMBL177683
• CHEMBL501870
• DTXCID7040447
• DTXSID50186489
• 4e70
• JMFRWRFFLBVWSI-UHFFFAOYSA-N
• HY-N4283
• AKOS005258118
• PS-4366
• AC-34753
• 4-(3-hydroxy-1-propenyl)-2-methoxy-Phenol
• CS-0032634
• S6429
• C00590
• D93191
• EN300-1857771
• EN300-6472482
• (E)-4-(3 -hydroxyprop-1-enyl)-2-methoxyphenol
• 4-[(E)-3-hydroxyprop-1-enyl]-2-methoxy-phenol
• A826901
• Q418993
• (E) 3-(4-hydroxy-3-methoxyphenyl)-2-Propen-1-ol
• (E)-4-(3-Hydroxyprop-1-en-1-yl)-2-methoxyphenol
• F8420572-6986-4EF3-917B-3298FD384F2C

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9914	99.14%
Caco-2	+	0.7944	79.44%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8365	83.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8960	89.60%
OATP1B3 inhibitior	+	0.9679	96.79%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8651	86.51%
P-glycoprotein inhibitior	-	0.9812	98.12%
P-glycoprotein substrate	-	0.9683	96.83%
CYP3A4 substrate	-	0.6547	65.47%
CYP2C9 substrate	-	0.5973	59.73%
CYP2D6 substrate	-	0.6970	69.70%
CYP3A4 inhibition	-	0.7997	79.97%
CYP2C9 inhibition	-	0.7752	77.52%
CYP2C19 inhibition	-	0.6161	61.61%
CYP2D6 inhibition	-	0.9453	94.53%
CYP1A2 inhibition	-	0.5361	53.61%
CYP2C8 inhibition	+	0.4588	45.88%
CYP inhibitory promiscuity	+	0.5589	55.89%
UGT catelyzed	-	0.9000	90.00%
Carcinogenicity (binary)	-	0.8028	80.28%
Carcinogenicity (trinary)	Non-required	0.6485	64.85%
Eye corrosion	-	0.7402	74.02%
Eye irritation	+	0.9860	98.60%
Skin irritation	+	0.5887	58.87%
Skin corrosion	-	0.8179	81.79%
Ames mutagenesis	-	0.9100	91.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7492	74.92%
Micronuclear	-	0.7319	73.19%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	+	0.7662	76.62%
Respiratory toxicity	-	0.9333	93.33%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	-	0.7217	72.17%
Acute Oral Toxicity (c)	III	0.7514	75.14%
Estrogen receptor binding	+	0.5321	53.21%
Androgen receptor binding	-	0.5060	50.60%
Thyroid receptor binding	-	0.7189	71.89%
Glucocorticoid receptor binding	-	0.6058	60.58%
Aromatase binding	-	0.8202	82.02%
PPAR gamma	-	0.6244	62.44%
Honey bee toxicity	-	0.9557	95.57%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.7270	72.70%

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	98.40%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.80%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.90%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.86%	96.09%
CHEMBL3194	P02766	Transthyretin	91.29%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.36%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.46%	89.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.06%	99.17%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.60%	91.71%
CHEMBL4208	P20618	Proteasome component C5	85.09%	90.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.52%	90.24%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.81%	99.15%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.43%	80.78%

Plants that contains it

• Acorus calamus var. angustatus
• Acorus gramineus
• Allium sativum
• Angelica sinensis
• Artemisia alba
• Artemisia xerophytica
• Asparagus cochinchinensis
• Broussonetia papyrifera
• Codonopsis pilosula
• Coix lacryma-jobi var. ma-yuen
• Coleogyne ramosissima
• Echinacea purpurea
• Eleutherococcus senticosus
• Eucommia ulmoides
• Fagus grandifolia
• Hedyotis lawsoniae
• Helicteres angustifolia
• Hibiscus taiwanensis
• Linum album
• Linum flavum
• Machilus thunbergii
• Magnolia officinalis
• Morus alba
• Morus indica
• Picea abies
• Pinus strobus
• Pinus sylvestris
• Pinus taeda
• Populus tremuloides
• Saccharum officinarum
• Sambucus williamsii
• Stemona collinsae
• Swertia angustifolia
• Tabernaemontana divaricata
• Urtica dioica
• Vitis vinifera
• Xanthium spinosum
• Zingiber officinale

Cross-Links

• PubChem: 1549095
• NPASS: NPC139617
• LOTUS: LTS0152881
• wikiData: Q418993