4-[(E)-3-hydroxyprop-1-enyl]-2-methoxycyclohexa-1,5-dien-1-ol

Details

• Internal ID: b785f7c2-82a1-40d1-aaa3-08c754ddd898
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Primary alcohols
• IUPAC Name: 4-[(E)-3-hydroxyprop-1-enyl]-2-methoxycyclohexa-1,5-dien-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/C10H14O3/c1-13-10-7-8(3-2-6-11)4-5-9(10)12/h2-5,8,11-12H,6-7H2,1H3/b3-2+
• InChI Key: AALXOLVYFZPFPN-NSCUHMNNSA-N
• Popularity: 112 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₃
• Molecular Weight: 182.22 g/mol
• Exact Mass: 182.094294304 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.53
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• AALXOLVYFZPFPN-NSCUHMNNSA-N
• AKOS015891161

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9884	98.84%
Caco-2	+	0.5716	57.16%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8657	86.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8768	87.68%
OATP1B3 inhibitior	+	0.9546	95.46%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9141	91.41%
P-glycoprotein inhibitior	-	0.9904	99.04%
P-glycoprotein substrate	-	0.8609	86.09%
CYP3A4 substrate	-	0.5619	56.19%
CYP2C9 substrate	-	0.8078	80.78%
CYP2D6 substrate	-	0.8094	80.94%
CYP3A4 inhibition	-	0.9599	95.99%
CYP2C9 inhibition	-	0.9029	90.29%
CYP2C19 inhibition	-	0.8181	81.81%
CYP2D6 inhibition	-	0.9274	92.74%
CYP1A2 inhibition	-	0.8050	80.50%
CYP2C8 inhibition	-	0.8621	86.21%
CYP inhibitory promiscuity	-	0.8338	83.38%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8671	86.71%
Carcinogenicity (trinary)	Non-required	0.7351	73.51%
Eye corrosion	-	0.9385	93.85%
Eye irritation	+	0.8032	80.32%
Skin irritation	-	0.7515	75.15%
Skin corrosion	-	0.9565	95.65%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6978	69.78%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5716	57.16%
skin sensitisation	-	0.5779	57.79%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.7410	74.10%
Acute Oral Toxicity (c)	III	0.5920	59.20%
Estrogen receptor binding	-	0.8091	80.91%
Androgen receptor binding	-	0.8549	85.49%
Thyroid receptor binding	-	0.6941	69.41%
Glucocorticoid receptor binding	-	0.6592	65.92%
Aromatase binding	-	0.8937	89.37%
PPAR gamma	-	0.7281	72.81%
Honey bee toxicity	-	0.9085	90.85%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	-	0.4599	45.99%

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	97.00%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.68%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.33%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.80%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.63%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.02%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.91%	95.56%

Plants that contains it

• Aconitum baicalense
• Bulbophyllum protractum
• Licaria chrysophylla
• Luisia volucris
• Pinus contorta
• Pinus densiflora
• Pinus ponderosa
• Tsuga chinensis

Cross-Links

• PubChem: 53302003
• LOTUS: LTS0199528
• wikiData: Q104908032