(4R,6R,7Z,10E)-4-hydroxy-13-[(2R)-6-hydroxy-2,8-dimethyl-3,4-dihydrochromen-2-yl]-2,6,10-trimethyltrideca-7,10-dien-5-one

Details

• Internal ID: 4f04e74f-0d88-4c89-85f8-f3b29daecf39
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Vitamin E compounds
• IUPAC Name: (4R,6R,7Z,10E)-4-hydroxy-13-[(2R)-6-hydroxy-2,8-dimethyl-3,4-dihydrochromen-2-yl]-2,6,10-trimethyltrideca-7,10-dien-5-one
• SMILES (Canonical): CC1=CC(=CC2=C1OC(CC2)(C)CCC=C(C)CC=CC(C)C(=O)C(CC(C)C)O)O
• SMILES (Isomeric): CC1=CC(=CC2=C1O[C@](CC2)(C)CC/C=C(\C)/C/C=C\[C@@H](C)C(=O)[C@@H](CC(C)C)O)O
• InChI: InChI=1S/C27H40O4/c1-18(2)15-24(29)25(30)20(4)11-7-9-19(3)10-8-13-27(6)14-12-22-17-23(28)16-21(5)26(22)31-27/h7,10-11,16-18,20,24,28-29H,8-9,12-15H2,1-6H3/b11-7-,19-10+/t20-,24-,27-/m1/s1
• InChI Key: CHKKJDHXYINKDR-KOAFLHKUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₀O₄
• Molecular Weight: 428.60 g/mol
• Exact Mass: 428.29265975 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 6.07
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9896	98.96%
Caco-2	+	0.5179	51.79%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7611	76.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8401	84.01%
OATP1B3 inhibitior	+	0.9634	96.34%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9370	93.70%
P-glycoprotein inhibitior	+	0.7528	75.28%
P-glycoprotein substrate	-	0.5140	51.40%
CYP3A4 substrate	+	0.6832	68.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6782	67.82%
CYP3A4 inhibition	-	0.6816	68.16%
CYP2C9 inhibition	-	0.7927	79.27%
CYP2C19 inhibition	-	0.5864	58.64%
CYP2D6 inhibition	-	0.7957	79.57%
CYP1A2 inhibition	+	0.5680	56.80%
CYP2C8 inhibition	+	0.6215	62.15%
CYP inhibitory promiscuity	-	0.6669	66.69%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7202	72.02%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.9476	94.76%
Skin irritation	-	0.6345	63.45%
Skin corrosion	-	0.9481	94.81%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8368	83.68%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5677	56.77%
skin sensitisation	-	0.7153	71.53%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8356	83.56%
Acute Oral Toxicity (c)	III	0.6536	65.36%
Estrogen receptor binding	+	0.6814	68.14%
Androgen receptor binding	+	0.6339	63.39%
Thyroid receptor binding	+	0.7351	73.51%
Glucocorticoid receptor binding	+	0.7690	76.90%
Aromatase binding	+	0.6723	67.23%
PPAR gamma	+	0.6646	66.46%
Honey bee toxicity	-	0.7871	78.71%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9866	98.66%

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	99.51%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.46%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	96.28%	94.73%
CHEMBL236	P41143	Delta opioid receptor	94.26%	99.35%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.40%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.71%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.02%	93.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.45%	90.71%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	88.37%	93.10%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.77%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.64%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	85.98%	94.75%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.49%	96.47%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.10%	91.07%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.55%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.64%	86.33%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.14%	95.58%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.12%	99.17%
CHEMBL4208	P20618	Proteasome component C5	82.75%	90.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.08%	85.31%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.03%	85.00%
CHEMBL4581	P52732	Kinesin-like protein 1	80.67%	93.18%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.52%	100.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.50%	90.24%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.35%	99.15%

Plants that contains it

• Plectranthus forsteri
• Plectranthus sanguineus
• Plectranthus xanthanthus

Cross-Links

• PubChem: 162874327
• LOTUS: LTS0236545
• wikiData: Q105125306