delta-Tocotrienol

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	5b75cf7b-918b-4b6f-9802-ab7e7b9c068e
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Vitamin E compounds > Tocotrienols
IUPAC Name	(2R)-2,8-dimethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl]-3,4-dihydrochromen-6-ol
SMILES (Canonical)	CC1=CC(=CC2=C1OC(CC2)(C)CCC=C(C)CCC=C(C)CCC=C(C)C)O
SMILES (Isomeric)	CC1=CC(=CC2=C1O[C@](CC2)(C)CC/C=C(\C)/CC/C=C(\C)/CCC=C(C)C)O
InChI	InChI=1S/C27H40O2/c1-20(2)10-7-11-21(3)12-8-13-22(4)14-9-16-27(6)17-15-24-19-25(28)18-23(5)26(24)29-27/h10,12,14,18-19,28H,7-9,11,13,15-17H2,1-6H3/b21-12+,22-14+/t27-/m1/s1
InChI Key	ODADKLYLWWCHNB-LDYBVBFYSA-N
Popularity	547 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₇H₄₀O₂
Molecular Weight	396.60 g/mol
Exact Mass	396.302830514 g/mol
Topological Polar Surface Area (TPSA)	29.50 Å²
XlogP	8.60
Atomic LogP (AlogP)	7.98
H-Bond Acceptor	2
H-Bond Donor	1
Rotatable Bonds	9

Synonyms

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25612-59-3

Tocotrienol, delta

1SRB74OWSI

DTXSID30180288

(2R)-2,8-dimethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl]-3,4-dihydrochromen-6-ol

J17.358D

CHEBI:33276

2H-1-Benzopyran-6-ol, 3,4-dihydro-2,8-dimethyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-, (R-(E,E))-

2H-1-BENZOPYRAN-6-OL, 3,4-DIHYDRO-2,8-DIMETHYL-2-((3E,7E)-4,8,12-TRIMETHYL-3,7,11-TRIDECATRIEN-1-YL)-, (2R)-

2H-1-Benzopyran-6-ol, 3,4-dihydro-2,8-dimethyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-, [R-(E,E)]-

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	+	0.9941	99.41%
Caco-2	+	0.7554	75.54%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6431	64.31%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.8632	86.32%
OATP1B3 inhibitior	+	0.9514	95.14%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9120	91.20%
P-glycoprotein inhibitior	+	0.7996	79.96%
P-glycoprotein substrate	-	0.7605	76.05%
CYP3A4 substrate	+	0.6401	64.01%
CYP2C9 substrate	-	0.6075	60.75%
CYP2D6 substrate	+	0.5000	50.00%
CYP3A4 inhibition	-	0.6690	66.90%
CYP2C9 inhibition	-	0.7438	74.38%
CYP2C19 inhibition	+	0.5768	57.68%
CYP2D6 inhibition	-	0.8376	83.76%
CYP1A2 inhibition	-	0.5830	58.30%
CYP2C8 inhibition	+	0.5952	59.52%
CYP inhibitory promiscuity	+	0.5493	54.93%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.7240	72.40%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.8994	89.94%
Skin irritation	-	0.7133	71.33%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9481	94.81%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5476	54.76%
skin sensitisation	-	0.5819	58.19%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7030	70.30%
Acute Oral Toxicity (c)	III	0.7658	76.58%
Estrogen receptor binding	+	0.7768	77.68%
Androgen receptor binding	+	0.5481	54.81%
Thyroid receptor binding	+	0.7219	72.19%
Glucocorticoid receptor binding	+	0.5670	56.70%
Aromatase binding	+	0.6589	65.89%
PPAR gamma	+	0.8189	81.89%
Honey bee toxicity	-	0.8555	85.55%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.7200	72.00%
Fish aquatic toxicity	+	0.9824	98.24%

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	99.12%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	96.76%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.34%	94.45%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	91.18%	92.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.18%	86.33%
CHEMBL233	P35372	Mu opioid receptor	89.75%	97.93%
CHEMBL2581	P07339	Cathepsin D	88.93%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.72%	96.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	86.31%	93.10%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.78%	95.56%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.86%	85.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.12%	93.40%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.01%	100.00%

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.

Amaranthus cruentus

Bixa orellana

Cinnamosma fragrans

Cinnamosma macrocarpa

Cinnamosma madagascariensis

Cratoxylum cochinchinense

Cratoxylum sumatranum

Kielmeyera lathrophyton