gamma-Tocopherol

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	666e2a51-a27a-4836-89b2-1799093dee5a
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Vitamin E compounds > Tocopherols
IUPAC Name	(2R)-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-ol
SMILES (Canonical)	CC1=C(C=C2CCC(OC2=C1C)(C)CCCC(C)CCCC(C)CCCC(C)C)O
SMILES (Isomeric)	CC1=C(C=C2CC[C@@](OC2=C1C)(C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)O
InChI	InChI=1S/C28H48O2/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/h19-22,29H,8-18H2,1-7H3/t21-,22-,28-/m1/s1
InChI Key	QUEDXNHFTDJVIY-DQCZWYHMSA-N
Popularity	1,048 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₈H₄₈O₂
Molecular Weight	416.70 g/mol
Exact Mass	416.365430770 g/mol
Topological Polar Surface Area (TPSA)	29.50 Å²
XlogP	10.30
Atomic LogP (AlogP)	8.53
H-Bond Acceptor	2
H-Bond Donor	1
Rotatable Bonds	12

Synonyms

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54-28-4

D-gamma-Tocopherol

(+)-gamma-Tocopherol

7,8-Dimethyltocol

o-Xylotocopherol

Gamma tocopherol

.gamma.-Tocopherol

RRR-gamma-Tocopherol

gamma-Tocopherol, d-

Rrr-.gamma.-tocopherol

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9915	99.15%
Caco-2	+	0.6627	66.27%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7187	71.87%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.9238	92.38%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6721	67.21%
P-glycoprotein inhibitior	-	0.7993	79.93%
P-glycoprotein substrate	-	0.6317	63.17%
CYP3A4 substrate	+	0.5936	59.36%
CYP2C9 substrate	-	0.5955	59.55%
CYP2D6 substrate	+	0.5342	53.42%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.8122	81.22%
CYP2C8 inhibition	-	0.6905	69.05%
CYP inhibitory promiscuity	-	0.7762	77.62%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.7474	74.74%
Eye corrosion	-	0.9814	98.14%
Eye irritation	-	0.9541	95.41%
Skin irritation	-	0.7350	73.50%
Skin corrosion	-	0.9249	92.49%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7107	71.07%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.6351	63.51%
skin sensitisation	-	0.7470	74.70%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.9362	93.62%
Acute Oral Toxicity (c)	III	0.7164	71.64%
Estrogen receptor binding	+	0.7444	74.44%
Androgen receptor binding	+	0.6651	66.51%
Thyroid receptor binding	+	0.6612	66.12%
Glucocorticoid receptor binding	+	0.6630	66.30%
Aromatase binding	+	0.7008	70.08%
PPAR gamma	+	0.7035	70.35%
Honey bee toxicity	-	0.9417	94.17%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9671	96.71%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	98.47%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.64%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.21%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.16%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	91.07%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.83%	94.45%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.21%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.62%	95.56%
CHEMBL3902	P09211	Glutathione S-transferase Pi	86.48%	93.81%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.14%	93.99%
CHEMBL236	P41143	Delta opioid receptor	85.72%	99.35%
CHEMBL4581	P52732	Kinesin-like protein 1	85.17%	93.18%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.13%	93.56%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	85.09%	91.79%
CHEMBL1937	Q92769	Histone deacetylase 2	84.68%	94.75%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.84%	89.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.36%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.61%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.61%	99.15%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Calendula officinalis

Campanula medium

Canavalia gladiata

Caryodendron orinocense

Cordyline indivisa

Cornus officinalis

Corydalis cornuta