(2E,6E,8R)-8-hydroxy-2-methyl-8-[(3R)-4-methylidene-5-oxooxolan-3-yl]octa-2,6-dienal

Details

• Internal ID: fb3872ab-84cd-4924-a934-3bd91cb74a8c
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: (2E,6E,8R)-8-hydroxy-2-methyl-8-[(3R)-4-methylidene-5-oxooxolan-3-yl]octa-2,6-dienal
• SMILES (Canonical): CC(=CCCC=CC(C1COC(=O)C1=C)O)C=O
• SMILES (Isomeric): C/C(=C\CC/C=C/[C@H]([C@H]1COC(=O)C1=C)O)/C=O
• InChI: InChI=1S/C14H18O4/c1-10(8-15)6-4-3-5-7-13(16)12-9-18-14(17)11(12)2/h5-8,12-13,16H,2-4,9H2,1H3/b7-5+,10-6+/t12-,13+/m0/s1
• InChI Key: OOHWBGNYBIGMAV-YACBKBDXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₄
• Molecular Weight: 250.29 g/mol
• Exact Mass: 250.12050905 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.56
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9468	94.68%
Caco-2	-	0.7249	72.49%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7884	78.84%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8879	88.79%
OATP1B3 inhibitior	+	0.9475	94.75%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6820	68.20%
BSEP inhibitior	-	0.6658	66.58%
P-glycoprotein inhibitior	-	0.9222	92.22%
P-glycoprotein substrate	-	0.7045	70.45%
CYP3A4 substrate	+	0.5179	51.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8741	87.41%
CYP3A4 inhibition	-	0.8846	88.46%
CYP2C9 inhibition	-	0.7346	73.46%
CYP2C19 inhibition	-	0.7909	79.09%
CYP2D6 inhibition	-	0.8964	89.64%
CYP1A2 inhibition	-	0.6222	62.22%
CYP2C8 inhibition	-	0.9354	93.54%
CYP inhibitory promiscuity	-	0.8809	88.09%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9228	92.28%
Carcinogenicity (trinary)	Non-required	0.6556	65.56%
Eye corrosion	-	0.9335	93.35%
Eye irritation	-	0.7263	72.63%
Skin irritation	+	0.5556	55.56%
Skin corrosion	-	0.7807	78.07%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4421	44.21%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8117	81.17%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6340	63.40%
Estrogen receptor binding	-	0.5752	57.52%
Androgen receptor binding	-	0.8292	82.92%
Thyroid receptor binding	-	0.6660	66.60%
Glucocorticoid receptor binding	+	0.7379	73.79%
Aromatase binding	-	0.7401	74.01%
PPAR gamma	-	0.5838	58.38%
Honey bee toxicity	-	0.7556	75.56%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9503	95.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.07%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.21%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.80%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.64%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.56%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.10%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.39%	96.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.97%	90.08%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.30%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.81%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.54%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.03%	89.00%

Plants that contains it

• Anthemis pseudocotula

Cross-Links

• PubChem: 162971685
• LOTUS: LTS0091010
• wikiData: Q105195393