Epoxy-z-coniferyl alcohol

Details

• Internal ID: 7c97d625-4989-4523-88b1-64e7f4146923
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: (3Z)-3-[(4-hydroxy-3-methoxyphenyl)methylidene]oxiran-2-ol
• SMILES (Canonical): COC1=C(C=CC(=C1)C=C2C(O2)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C\2/C(O2)O)O
• InChI: InChI=1S/C10H10O4/c1-13-8-4-6(2-3-7(8)11)5-9-10(12)14-9/h2-5,10-12H,1H3/b9-5-
• InChI Key: CTLRLUSGCBQAPT-UITAMQMPSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀O₄
• Molecular Weight: 194.18 g/mol
• Exact Mass: 194.05790880 g/mol
• Topological Polar Surface Area (TPSA): 62.20 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.09
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9602	96.02%
Caco-2	+	0.5436	54.36%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6730	67.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9308	93.08%
OATP1B3 inhibitior	+	0.9684	96.84%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9085	90.85%
P-glycoprotein inhibitior	-	0.9744	97.44%
P-glycoprotein substrate	-	0.9708	97.08%
CYP3A4 substrate	-	0.6120	61.20%
CYP2C9 substrate	-	0.8004	80.04%
CYP2D6 substrate	-	0.7464	74.64%
CYP3A4 inhibition	-	0.9246	92.46%
CYP2C9 inhibition	-	0.6660	66.60%
CYP2C19 inhibition	+	0.6087	60.87%
CYP2D6 inhibition	-	0.9204	92.04%
CYP1A2 inhibition	-	0.6397	63.97%
CYP2C8 inhibition	-	0.6191	61.91%
CYP inhibitory promiscuity	+	0.5795	57.95%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8251	82.51%
Carcinogenicity (trinary)	Non-required	0.4016	40.16%
Eye corrosion	-	0.9095	90.95%
Eye irritation	+	0.9329	93.29%
Skin irritation	+	0.5082	50.82%
Skin corrosion	-	0.9194	91.94%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8275	82.75%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.5447	54.47%
skin sensitisation	-	0.6195	61.95%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	-	0.7018	70.18%
Acute Oral Toxicity (c)	III	0.4820	48.20%
Estrogen receptor binding	-	0.6227	62.27%
Androgen receptor binding	-	0.6872	68.72%
Thyroid receptor binding	-	0.5185	51.85%
Glucocorticoid receptor binding	-	0.6692	66.92%
Aromatase binding	-	0.6892	68.92%
PPAR gamma	-	0.5324	53.24%
Honey bee toxicity	-	0.8972	89.72%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9049	90.49%

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	97.43%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	94.91%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.75%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.52%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.34%	96.09%
CHEMBL3194	P02766	Transthyretin	90.34%	90.71%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.38%	89.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.89%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.84%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.82%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.29%	96.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.58%	92.94%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.62%	99.15%

Plants that contains it

• Nardostachys jatamansi

Cross-Links

• PubChem: 129682139
• LOTUS: LTS0226612
• wikiData: Q104969864