8-[4-(3-Hydroxyprop-1-enyl)-2,6-dimethoxyphenoxy]-2,6-dimethylocta-3,6-dien-2-ol

Details

• Internal ID: 440d7123-82b9-4084-baf8-9d79ac1e7ecd
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Methoxybenzenes > Dimethoxybenzenes
• IUPAC Name: 8-[4-(3-hydroxyprop-1-enyl)-2,6-dimethoxyphenoxy]-2,6-dimethylocta-3,6-dien-2-ol
• SMILES (Canonical): CC(=CCOC1=C(C=C(C=C1OC)C=CCO)OC)CC=CC(C)(C)O
• SMILES (Isomeric): CC(=CCOC1=C(C=C(C=C1OC)C=CCO)OC)CC=CC(C)(C)O
• InChI: InChI=1S/C21H30O5/c1-16(8-6-11-21(2,3)23)10-13-26-20-18(24-4)14-17(9-7-12-22)15-19(20)25-5/h6-7,9-11,14-15,22-23H,8,12-13H2,1-5H3
• InChI Key: YJTIOQZTJIAHSO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₅
• Molecular Weight: 362.50 g/mol
• Exact Mass: 362.20932405 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.75
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9718	97.18%
Caco-2	+	0.7570	75.70%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8038	80.38%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8654	86.54%
OATP1B3 inhibitior	+	0.9254	92.54%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8564	85.64%
BSEP inhibitior	+	0.9318	93.18%
P-glycoprotein inhibitior	+	0.5945	59.45%
P-glycoprotein substrate	-	0.8118	81.18%
CYP3A4 substrate	+	0.5541	55.41%
CYP2C9 substrate	-	0.5995	59.95%
CYP2D6 substrate	-	0.7139	71.39%
CYP3A4 inhibition	+	0.6337	63.37%
CYP2C9 inhibition	-	0.6025	60.25%
CYP2C19 inhibition	+	0.5570	55.70%
CYP2D6 inhibition	-	0.8622	86.22%
CYP1A2 inhibition	+	0.5830	58.30%
CYP2C8 inhibition	+	0.6194	61.94%
CYP inhibitory promiscuity	-	0.5856	58.56%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7878	78.78%
Carcinogenicity (trinary)	Non-required	0.6403	64.03%
Eye corrosion	-	0.9847	98.47%
Eye irritation	-	0.6577	65.77%
Skin irritation	-	0.7712	77.12%
Skin corrosion	-	0.9547	95.47%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3709	37.09%
Micronuclear	-	0.8419	84.19%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.5851	58.51%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.6705	67.05%
Acute Oral Toxicity (c)	III	0.6902	69.02%
Estrogen receptor binding	+	0.8703	87.03%
Androgen receptor binding	-	0.6702	67.02%
Thyroid receptor binding	+	0.7599	75.99%
Glucocorticoid receptor binding	+	0.7141	71.41%
Aromatase binding	+	0.6500	65.00%
PPAR gamma	+	0.7647	76.47%
Honey bee toxicity	-	0.8530	85.30%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9859	98.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.50%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.89%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.56%	99.17%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	91.82%	92.68%
CHEMBL3401	O75469	Pregnane X receptor	91.74%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.39%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.11%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.15%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.08%	89.00%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	83.32%	92.38%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.14%	96.95%
CHEMBL4208	P20618	Proteasome component C5	82.97%	90.00%

Plants that contains it

• Ligularia duciformis
• Ligularia nelumbifolia
• Strychnos henningsii

Cross-Links

• PubChem: 162990839
• LOTUS: LTS0002352
• wikiData: Q105366363