Alpha-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	6d4008a0-75d4-4071-882e-f1074db46eaf
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Vitamin E compounds > Tocopherols
IUPAC Name	(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-ol
SMILES (Canonical)	CC1=C(C2=C(CCC(O2)(C)CCCC(C)CCCC(C)CCCC(C)C)C(=C1O)C)C
SMILES (Isomeric)	CC1=C(C2=C(CC[C@@](O2)(C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)C(=C1O)C)C
InChI	InChI=1S/C29H50O2/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8)19-17-26-25(7)27(30)23(5)24(6)28(26)31-29/h20-22,30H,9-19H2,1-8H3/t21-,22-,29-/m1/s1
InChI Key	GVJHHUAWPYXKBD-IEOSBIPESA-N
Popularity	16,610 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₉H₅₀O₂
Molecular Weight	430.70 g/mol
Exact Mass	430.381080833 g/mol
Topological Polar Surface Area (TPSA)	29.50 Å²
XlogP	10.70
Atomic LogP (AlogP)	8.84
H-Bond Acceptor	2
H-Bond Donor	1
Rotatable Bonds	12

Synonyms

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5,7,8-Trimethyltocol

Vitamin-E

Vitamin e d-alpha

Tocopherol, d-alpha-

1406-18-4

INS NO.307A

(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-ol

INS-307A

E-307A

NSC-20812

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	+	0.6038	60.38%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7187	71.87%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.9414	94.14%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6681	66.81%
P-glycoprotein inhibitior	-	0.9166	91.66%
P-glycoprotein substrate	-	0.6439	64.39%
CYP3A4 substrate	+	0.6131	61.31%
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	-	0.6519	65.19%
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	-	0.8527	85.27%
Skin irritation	-	0.7350	73.50%
Skin corrosion	-	0.9249	92.49%
Ames mutagenesis	-	0.9600	96.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6483	64.83%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.8101	81.01%
skin sensitisation	-	0.7470	74.70%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.9150	91.50%
Acute Oral Toxicity (c)	III	0.7164	71.64%
Estrogen receptor binding	+	0.7220	72.20%
Androgen receptor binding	+	0.7323	73.23%
Thyroid receptor binding	+	0.6468	64.68%
Glucocorticoid receptor binding	+	0.6333	63.33%
Aromatase binding	+	0.6853	68.53%
PPAR gamma	+	0.6346	63.46%
Honey bee toxicity	-	0.9466	94.66%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9671	96.71%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3902	P09211	Glutathione S-transferase Pi	500 nM	IC50	via Super-PRED
CHEMBL1293224	P10636	Microtubule-associated protein tau	3548.1 nM	Potency	via CMAUP
CHEMBL1293235	P02545	Prelamin-A/C	112.2 nM 112.2 nM	Potency Potency	via CMAUP via Super-PRED

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%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	90.41%	95.34%
CHEMBL2581	P07339	Cathepsin D	89.84%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.69%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.05%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.41%	90.71%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.52%	89.05%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.71%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.80%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	82.51%	97.79%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	81.42%	91.79%

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.

Acacia sparsiflora

Acer spicatum

Achyranthes bidentata

Acicarpha tribuloides

Aconitum palmatum

Aconitum rotundifolium

Amaranthus hypochondriacus

Ambrosia grayi