6-Hydroperoxy-10-hydroxy-2,6,10-trimethyldodeca-2,7,11-trien-4-one

Details

• Internal ID: 8e829d4c-237d-44d6-9eb3-d3adbe0f4af1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 6-hydroperoxy-10-hydroxy-2,6,10-trimethyldodeca-2,7,11-trien-4-one
• SMILES (Canonical): CC(=CC(=O)CC(C)(C=CCC(C)(C=C)O)OO)C
• SMILES (Isomeric): CC(=CC(=O)CC(C)(C=CCC(C)(C=C)O)OO)C
• InChI: InChI=1S/C15H24O4/c1-6-14(4,17)8-7-9-15(5,19-18)11-13(16)10-12(2)3/h6-7,9-10,17-18H,1,8,11H2,2-5H3
• InChI Key: VKKZYMLSLLRWLW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₄
• Molecular Weight: 268.35 g/mol
• Exact Mass: 268.16745924 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 3.04
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9530	95.30%
Caco-2	+	0.6835	68.35%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6777	67.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9100	91.00%
OATP1B3 inhibitior	+	0.9412	94.12%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7397	73.97%
P-glycoprotein inhibitior	-	0.9456	94.56%
P-glycoprotein substrate	-	0.9304	93.04%
CYP3A4 substrate	+	0.5572	55.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8738	87.38%
CYP3A4 inhibition	-	0.7183	71.83%
CYP2C9 inhibition	-	0.7782	77.82%
CYP2C19 inhibition	-	0.6962	69.62%
CYP2D6 inhibition	-	0.9197	91.97%
CYP1A2 inhibition	-	0.8672	86.72%
CYP2C8 inhibition	-	0.8192	81.92%
CYP inhibitory promiscuity	-	0.8727	87.27%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	+	0.5400	54.00%
Carcinogenicity (trinary)	Non-required	0.5777	57.77%
Eye corrosion	-	0.8475	84.75%
Eye irritation	+	0.6475	64.75%
Skin irritation	-	0.5557	55.57%
Skin corrosion	-	0.8497	84.97%
Ames mutagenesis	+	0.5355	53.55%
Human Ether-a-go-go-Related Gene inhibition	-	0.6848	68.48%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5224	52.24%
skin sensitisation	+	0.5684	56.84%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.8531	85.31%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.7491	74.91%
Acute Oral Toxicity (c)	III	0.5885	58.85%
Estrogen receptor binding	-	0.5617	56.17%
Androgen receptor binding	-	0.7577	75.77%
Thyroid receptor binding	-	0.5473	54.73%
Glucocorticoid receptor binding	+	0.6574	65.74%
Aromatase binding	+	0.5283	52.83%
PPAR gamma	-	0.5448	54.48%
Honey bee toxicity	-	0.8081	80.81%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9310	93.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.70%	96.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.45%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	87.03%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.69%	99.17%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.35%	90.93%
CHEMBL2581	P07339	Cathepsin D	84.80%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.55%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.01%	89.34%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.24%	91.07%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.09%	85.14%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.05%	97.21%

Plants that contains it

• Magnolia kobus

Cross-Links

• PubChem: 129686024
• LOTUS: LTS0095366
• wikiData: Q105287836