[(2E,6S)-6-hydroxy-2,6-dimethylocta-2,7-dienyl] (Z)-octadec-9-enoate

Details

• Internal ID: 30d5bdd0-f372-41c6-b0f4-4f65cdb2b669
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohol esters
• IUPAC Name: [(2E,6S)-6-hydroxy-2,6-dimethylocta-2,7-dienyl] (Z)-octadec-9-enoate
• SMILES (Canonical): CCCCCCCCC=CCCCCCCCC(=O)OCC(=CCCC(C)(C=C)O)C
• SMILES (Isomeric): CCCCCCCC/C=C\CCCCCCCC(=O)OC/C(=C/CC[C@@](C)(C=C)O)/C
• InChI: InChI=1S/C28H50O3/c1-5-7-8-9-10-11-12-13-14-15-16-17-18-19-20-23-27(29)31-25-26(3)22-21-24-28(4,30)6-2/h6,13-14,22,30H,2,5,7-12,15-21,23-25H2,1,3-4H3/b14-13-,26-22+/t28-/m1/s1
• InChI Key: RVGVZTLQPGXDBI-GLGMRISUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₅₀O₃
• Molecular Weight: 434.70 g/mol
• Exact Mass: 434.37599545 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 9.50
• Atomic LogP (AlogP): 8.23
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 21

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	-	0.6299	62.99%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7695	76.95%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.8366	83.66%
OATP1B3 inhibitior	+	0.9562	95.62%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8469	84.69%
P-glycoprotein inhibitior	+	0.5940	59.40%
P-glycoprotein substrate	-	0.7699	76.99%
CYP3A4 substrate	+	0.5902	59.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8757	87.57%
CYP3A4 inhibition	-	0.6546	65.46%
CYP2C9 inhibition	-	0.7827	78.27%
CYP2C19 inhibition	-	0.8513	85.13%
CYP2D6 inhibition	-	0.9158	91.58%
CYP1A2 inhibition	-	0.7091	70.91%
CYP2C8 inhibition	+	0.4909	49.09%
CYP inhibitory promiscuity	-	0.8316	83.16%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.7100	71.00%
Carcinogenicity (trinary)	Non-required	0.6113	61.13%
Eye corrosion	-	0.8650	86.50%
Eye irritation	-	0.7839	78.39%
Skin irritation	-	0.6167	61.67%
Skin corrosion	-	0.9721	97.21%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4486	44.86%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	+	0.4835	48.35%
Respiratory toxicity	-	0.8333	83.33%
Reproductive toxicity	-	0.8758	87.58%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	-	0.5511	55.11%
Acute Oral Toxicity (c)	III	0.6145	61.45%
Estrogen receptor binding	-	0.4920	49.20%
Androgen receptor binding	-	0.7300	73.00%
Thyroid receptor binding	-	0.5108	51.08%
Glucocorticoid receptor binding	-	0.5066	50.66%
Aromatase binding	-	0.7403	74.03%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8915	89.15%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.9178	91.78%
Fish aquatic toxicity	+	0.9802	98.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	98.64%	99.17%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	97.36%	85.94%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	96.70%	92.08%
CHEMBL2581	P07339	Cathepsin D	95.78%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	92.84%	97.29%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.09%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.50%	96.95%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	90.34%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	90.06%	94.73%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.30%	97.21%
CHEMBL5979	P05186	Alkaline phosphatase, tissue-nonspecific isozyme	87.13%	85.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.51%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.96%	91.11%
CHEMBL2664	P23526	Adenosylhomocysteinase	84.67%	86.67%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.91%	96.47%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.39%	93.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.12%	89.34%
CHEMBL2885	P07451	Carbonic anhydrase III	82.03%	87.45%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	81.95%	91.81%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.62%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	81.48%	92.50%
CHEMBL1781	P11387	DNA topoisomerase I	80.96%	97.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.87%	96.90%
CHEMBL2996	Q05655	Protein kinase C delta	80.78%	97.79%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.47%	93.03%

Plants that contains it

• Helichrysum italicum

Cross-Links

• PubChem: 163188264
• LOTUS: LTS0172889
• wikiData: Q105246026