Dehydro-Gamma-Tocopherol

Details

• Internal ID: 5d50d5cb-0e4a-46ee-8a9b-8a784d53496e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Vitamin E compounds > Tocopherols
• IUPAC Name: 2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)chromen-6-ol
• InChI: InChI=1S/C28H46O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-17-28(7)18-16-25-19-26(29)23(5)24(6)27(25)30-28/h16,18-22,29H,8-15,17H2,1-7H3
• InChI Key: BIXWVSLNTIFDQN-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₆O₂
• Molecular Weight: 414.70 g/mol
• Exact Mass: 414.349780706 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 10.30
• Atomic LogP (AlogP): 8.61
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 12

Synonyms

• CHEBI:70411
• Q27138750
• 2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)chromen-6-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	+	0.6812	68.12%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5550	55.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8441	84.41%
OATP1B3 inhibitior	+	0.9438	94.38%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8659	86.59%
P-glycoprotein inhibitior	-	0.5291	52.91%
P-glycoprotein substrate	-	0.5344	53.44%
CYP3A4 substrate	+	0.5808	58.08%
CYP2C9 substrate	+	0.5918	59.18%
CYP2D6 substrate	+	0.3827	38.27%
CYP3A4 inhibition	-	0.7848	78.48%
CYP2C9 inhibition	-	0.9245	92.45%
CYP2C19 inhibition	-	0.8173	81.73%
CYP2D6 inhibition	-	0.9118	91.18%
CYP1A2 inhibition	-	0.6897	68.97%
CYP2C8 inhibition	-	0.6029	60.29%
CYP inhibitory promiscuity	-	0.6907	69.07%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.7394	73.94%
Eye corrosion	-	0.9835	98.35%
Eye irritation	-	0.9718	97.18%
Skin irritation	-	0.7478	74.78%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8078	80.78%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.5955	59.55%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8940	89.40%
Acute Oral Toxicity (c)	III	0.7153	71.53%
Estrogen receptor binding	+	0.8298	82.98%
Androgen receptor binding	+	0.5474	54.74%
Thyroid receptor binding	+	0.7338	73.38%
Glucocorticoid receptor binding	+	0.6615	66.15%
Aromatase binding	+	0.7811	78.11%
PPAR gamma	+	0.7357	73.57%
Honey bee toxicity	-	0.9479	94.79%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9839	98.39%

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	98.74%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.54%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.07%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.09%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.51%	96.09%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.99%	83.57%
CHEMBL2581	P07339	Cathepsin D	86.98%	98.95%
CHEMBL1907	P15144	Aminopeptidase N	86.60%	93.31%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.39%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.69%	99.15%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.57%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.45%	89.00%
CHEMBL4581	P52732	Kinesin-like protein 1	82.72%	93.18%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.30%	95.56%

Plants that contains it

• Stemona curtisii

Cross-Links

• PubChem: 14657170
• LOTUS: LTS0209037
• wikiData: Q27138750