2-(1,6-Dihydroxy-4-methylhex-4-enyl)-6-(5-hydroxy-4-methylpent-3-enyl)-2-methyl-3,4-dihydrooxepin-7-one

Details

• Internal ID: 5021bf98-3b17-4cfa-92a4-6e981d7a1ebc
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: 2-(1,6-dihydroxy-4-methylhex-4-enyl)-6-(5-hydroxy-4-methylpent-3-enyl)-2-methyl-3,4-dihydrooxepin-7-one
• SMILES (Canonical): CC(=CCO)CCC(C1(CCC=C(C(=O)O1)CCC=C(C)CO)C)O
• SMILES (Isomeric): CC(=CCO)CCC(C1(CCC=C(C(=O)O1)CCC=C(C)CO)C)O
• InChI: InChI=1S/C20H32O5/c1-15(11-13-21)9-10-18(23)20(3)12-5-8-17(19(24)25-20)7-4-6-16(2)14-22/h6,8,11,18,21-23H,4-5,7,9-10,12-14H2,1-3H3
• InChI Key: SUTOKLTWMNXOJT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₅
• Molecular Weight: 352.50 g/mol
• Exact Mass: 352.22497412 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.81
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8936	89.36%
Caco-2	+	0.5705	57.05%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7674	76.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9007	90.07%
OATP1B3 inhibitior	+	0.9306	93.06%
MATE1 inhibitior	-	0.7812	78.12%
OCT2 inhibitior	-	0.5378	53.78%
BSEP inhibitior	+	0.8955	89.55%
P-glycoprotein inhibitior	-	0.6528	65.28%
P-glycoprotein substrate	-	0.6786	67.86%
CYP3A4 substrate	+	0.6247	62.47%
CYP2C9 substrate	-	0.8063	80.63%
CYP2D6 substrate	-	0.8736	87.36%
CYP3A4 inhibition	-	0.7526	75.26%
CYP2C9 inhibition	-	0.8539	85.39%
CYP2C19 inhibition	-	0.7985	79.85%
CYP2D6 inhibition	-	0.9309	93.09%
CYP1A2 inhibition	-	0.8463	84.63%
CYP2C8 inhibition	-	0.7537	75.37%
CYP inhibitory promiscuity	-	0.9698	96.98%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9228	92.28%
Carcinogenicity (trinary)	Non-required	0.6566	65.66%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.8801	88.01%
Skin irritation	-	0.6445	64.45%
Skin corrosion	-	0.9657	96.57%
Ames mutagenesis	-	0.7240	72.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.3661	36.61%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8322	83.22%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.5568	55.68%
Acute Oral Toxicity (c)	III	0.5576	55.76%
Estrogen receptor binding	+	0.7088	70.88%
Androgen receptor binding	-	0.6580	65.80%
Thyroid receptor binding	+	0.6459	64.59%
Glucocorticoid receptor binding	+	0.8261	82.61%
Aromatase binding	+	0.6249	62.49%
PPAR gamma	+	0.6839	68.39%
Honey bee toxicity	-	0.8764	87.64%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.8703	87.03%

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	98.77%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.78%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.57%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.96%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.27%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.31%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.27%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	87.62%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.97%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.17%	90.71%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.82%	82.69%

Plants that contains it

• Melampodium longipilum

Cross-Links

• PubChem: 162874286
• LOTUS: LTS0103480
• wikiData: Q105261450