Dehydroconiferyl alcohol

Details

• Internal ID: 37c46519-8444-4e2c-8cfe-19c3028e29f2
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Ethers > Alkyl aryl ethers
• IUPAC Name: 4-[(E)-3-hydroxyprop-1-enyl]-2-methoxycyclohexa-1,3-dien-5-yn-1-ol
• SMILES (Canonical): COC1=C(C#CC(=C1)C=CCO)O
• SMILES (Isomeric): COC1=C(C#CC(=C1)/C=C/CO)O
• InChI: InChI=1S/C10H10O3/c1-13-10-7-8(3-2-6-11)4-5-9(10)12/h2-3,7,11-12H,6H2,1H3/b3-2+
• InChI Key: HNEUSEOVPDUIEU-NSCUHMNNSA-N
• Popularity: 20 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀O₃
• Molecular Weight: 178.18 g/mol
• Exact Mass: 178.062994177 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.01
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9877	98.77%
Caco-2	+	0.7944	79.44%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7975	79.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8584	85.84%
OATP1B3 inhibitior	+	0.9653	96.53%
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	-	0.8680	86.80%
CYP3A4 substrate	-	0.6137	61.37%
CYP2C9 substrate	-	0.5973	59.73%
CYP2D6 substrate	-	0.6970	69.70%
CYP3A4 inhibition	-	0.8105	81.05%
CYP2C9 inhibition	-	0.7885	78.85%
CYP2C19 inhibition	-	0.6988	69.88%
CYP2D6 inhibition	-	0.9184	91.84%
CYP1A2 inhibition	-	0.6648	66.48%
CYP2C8 inhibition	-	0.7481	74.81%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	-	0.9000	90.00%
Carcinogenicity (binary)	-	0.7928	79.28%
Carcinogenicity (trinary)	Non-required	0.6708	67.08%
Eye corrosion	-	0.7952	79.52%
Eye irritation	+	0.9860	98.60%
Skin irritation	+	0.5512	55.12%
Skin corrosion	-	0.7496	74.96%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7492	74.92%
Micronuclear	-	0.7319	73.19%
Hepatotoxicity	-	0.6643	66.43%
skin sensitisation	+	0.7189	71.89%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	+	0.4584	45.84%
Acute Oral Toxicity (c)	III	0.6399	63.99%
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	-	0.9477	94.77%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.7889	78.89%

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	95.21%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.98%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.35%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.11%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.99%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.16%	86.33%
CHEMBL1255126	O15151	Protein Mdm4	82.45%	90.20%
CHEMBL3401	O75469	Pregnane X receptor	80.20%	94.73%
CHEMBL4208	P20618	Proteasome component C5	80.20%	90.00%

Plants that contains it

• Aglaia leptantha
• Habranthus brachyandrus
• Magnolia biondii
• Urtica dioica

Cross-Links

• PubChem: 129638468
• LOTUS: LTS0198839
• wikiData: Q104400368