1-O-(16-hydroxy-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl) 4-O-methyl 2-methylbut-2-enedioate

Details

• Internal ID: ea5dc75f-9ae9-4477-b3e9-c5861c389182
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: 1-O-(16-hydroxy-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl) 4-O-methyl 2-methylbut-2-enedioate
• SMILES (Canonical): CC(=CCCC(=CCOC(=O)C(=CC(=O)OC)C)C)CCC=C(C)CCC=C(C)CO
• SMILES (Isomeric): CC(=CCCC(=CCOC(=O)C(=CC(=O)OC)C)C)CCC=C(C)CCC=C(C)CO
• InChI: InChI=1S/C26H40O5/c1-20(10-7-11-21(2)13-9-15-23(4)19-27)12-8-14-22(3)16-17-31-26(29)24(5)18-25(28)30-6/h11-12,15-16,18,27H,7-10,13-14,17,19H2,1-6H3
• InChI Key: XKNNEZCPNMTZQX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₀O₅
• Molecular Weight: 432.60 g/mol
• Exact Mass: 432.28757437 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 5.77
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8923	89.23%
Caco-2	-	0.5608	56.08%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7388	73.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9303	93.03%
OATP1B3 inhibitior	+	0.9242	92.42%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9844	98.44%
P-glycoprotein inhibitior	+	0.8300	83.00%
P-glycoprotein substrate	-	0.8576	85.76%
CYP3A4 substrate	+	0.5511	55.11%
CYP2C9 substrate	+	0.5963	59.63%
CYP2D6 substrate	-	0.9043	90.43%
CYP3A4 inhibition	-	0.8307	83.07%
CYP2C9 inhibition	-	0.8363	83.63%
CYP2C19 inhibition	-	0.8400	84.00%
CYP2D6 inhibition	-	0.8922	89.22%
CYP1A2 inhibition	-	0.8261	82.61%
CYP2C8 inhibition	-	0.8538	85.38%
CYP inhibitory promiscuity	-	0.9080	90.80%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.6823	68.23%
Carcinogenicity (trinary)	Non-required	0.7262	72.62%
Eye corrosion	-	0.8701	87.01%
Eye irritation	-	0.8950	89.50%
Skin irritation	-	0.6100	61.00%
Skin corrosion	-	0.9882	98.82%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7809	78.09%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7208	72.08%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.9145	91.45%
Mitochondrial toxicity	-	0.8750	87.50%
Nephrotoxicity	+	0.7546	75.46%
Acute Oral Toxicity (c)	III	0.6363	63.63%
Estrogen receptor binding	+	0.5465	54.65%
Androgen receptor binding	-	0.5840	58.40%
Thyroid receptor binding	+	0.5734	57.34%
Glucocorticoid receptor binding	+	0.6788	67.88%
Aromatase binding	+	0.6496	64.96%
PPAR gamma	+	0.6744	67.44%
Honey bee toxicity	-	0.8226	82.26%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9711	97.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.83%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.95%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.37%	99.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	85.91%	92.08%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.27%	94.45%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.24%	94.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.46%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	82.10%	91.19%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.04%	89.34%
CHEMBL2581	P07339	Cathepsin D	81.15%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	81.14%	94.73%

Plants that contains it

• Cedrus deodara

Cross-Links

• PubChem: 163023455
• LOTUS: LTS0201644
• wikiData: Q105188411