4-hydroxy-6-[(2S,4R,5E,7S,8R,9E)-2,4,8-trihydroxy-7,9-dimethylundeca-5,9-dienyl]pyran-2-one

Details

• Internal ID: 09686ace-742a-4b56-aeda-b62879595051
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: 4-hydroxy-6-[(2S,4R,5E,7S,8R,9E)-2,4,8-trihydroxy-7,9-dimethylundeca-5,9-dienyl]pyran-2-one
• InChI: InChI=1S/C18H26O6/c1-4-11(2)18(23)12(3)5-6-13(19)7-14(20)8-16-9-15(21)10-17(22)24-16/h4-6,9-10,12-14,18-21,23H,7-8H2,1-3H3/b6-5+,11-4+/t12-,13-,14-,18-/m0/s1
• InChI Key: OPFJLTUTGMXQDY-VHPQGISRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₆
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.17293854 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.52
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8616	86.16%
Caco-2	-	0.6402	64.02%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6882	68.82%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.7794	77.94%
OATP1B3 inhibitior	+	0.9639	96.39%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5914	59.14%
P-glycoprotein inhibitior	-	0.8604	86.04%
P-glycoprotein substrate	-	0.7457	74.57%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	+	0.6593	65.93%
CYP2D6 substrate	-	0.8579	85.79%
CYP3A4 inhibition	+	0.6079	60.79%
CYP2C9 inhibition	-	0.7978	79.78%
CYP2C19 inhibition	-	0.6041	60.41%
CYP2D6 inhibition	-	0.8725	87.25%
CYP1A2 inhibition	-	0.8708	87.08%
CYP2C8 inhibition	-	0.6793	67.93%
CYP inhibitory promiscuity	-	0.6064	60.64%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8583	85.83%
Carcinogenicity (trinary)	Non-required	0.5010	50.10%
Eye corrosion	-	0.9712	97.12%
Eye irritation	-	0.9780	97.80%
Skin irritation	-	0.5823	58.23%
Skin corrosion	-	0.9206	92.06%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5877	58.77%
Micronuclear	+	0.5818	58.18%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.6374	63.74%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.6829	68.29%
Acute Oral Toxicity (c)	III	0.5654	56.54%
Estrogen receptor binding	+	0.7346	73.46%
Androgen receptor binding	+	0.6629	66.29%
Thyroid receptor binding	-	0.5057	50.57%
Glucocorticoid receptor binding	+	0.6768	67.68%
Aromatase binding	+	0.5488	54.88%
PPAR gamma	+	0.6498	64.98%
Honey bee toxicity	-	0.8419	84.19%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7227	72.27%
Fish aquatic toxicity	+	0.7031	70.31%

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	98.91%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.38%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	95.60%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.97%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.10%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.98%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.60%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.57%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.95%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.57%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163194222
• LOTUS: LTS0043213
• wikiData: Q105196037