(E,2R,14R)-1-cyclohexyl-2,14-dihydroxy-11,12,15,15-tetramethylhexadec-11-en-8-one

Details

• Internal ID: ab28cbf9-2dfc-4599-947e-8bebdee33b6a
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Long-chain fatty alcohols
• IUPAC Name: (E,2R,14R)-1-cyclohexyl-2,14-dihydroxy-11,12,15,15-tetramethylhexadec-11-en-8-one
• SMILES (Canonical): CC(=C(C)CC(C(C)(C)C)O)CCC(=O)CCCCCC(CC1CCCCC1)O
• SMILES (Isomeric): C/C(=C(/C)\C[C@H](C(C)(C)C)O)/CCC(=O)CCCCC[C@H](CC1CCCCC1)O
• InChI: InChI=1S/C26H48O3/c1-20(21(2)18-25(29)26(3,4)5)16-17-23(27)14-10-7-11-15-24(28)19-22-12-8-6-9-13-22/h22,24-25,28-29H,6-19H2,1-5H3/b21-20+/t24-,25-/m1/s1
• InChI Key: DQEHNEXJPVNFBV-SSGBFYFBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₈O₃
• Molecular Weight: 408.70 g/mol
• Exact Mass: 408.36034539 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 7.50
• Atomic LogP (AlogP): 6.75
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	+	0.5418	54.18%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7884	78.84%
OATP2B1 inhibitior	-	0.7189	71.89%
OATP1B1 inhibitior	+	0.9450	94.50%
OATP1B3 inhibitior	+	0.9538	95.38%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.6733	67.33%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.5698	56.98%
CYP3A4 substrate	+	0.6056	60.56%
CYP2C9 substrate	-	0.8348	83.48%
CYP2D6 substrate	-	0.7917	79.17%
CYP3A4 inhibition	-	0.7324	73.24%
CYP2C9 inhibition	-	0.7404	74.04%
CYP2C19 inhibition	-	0.8459	84.59%
CYP2D6 inhibition	-	0.9254	92.54%
CYP1A2 inhibition	-	0.8360	83.60%
CYP2C8 inhibition	-	0.8097	80.97%
CYP inhibitory promiscuity	-	0.7742	77.42%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8228	82.28%
Carcinogenicity (trinary)	Non-required	0.6301	63.01%
Eye corrosion	-	0.9677	96.77%
Eye irritation	-	0.7603	76.03%
Skin irritation	-	0.5552	55.52%
Skin corrosion	-	0.9851	98.51%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7295	72.95%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5881	58.81%
skin sensitisation	+	0.8327	83.27%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.7404	74.04%
Acute Oral Toxicity (c)	III	0.7735	77.35%
Estrogen receptor binding	+	0.5707	57.07%
Androgen receptor binding	-	0.6508	65.08%
Thyroid receptor binding	-	0.4948	49.48%
Glucocorticoid receptor binding	-	0.5858	58.58%
Aromatase binding	-	0.6015	60.15%
PPAR gamma	+	0.5204	52.04%
Honey bee toxicity	-	0.9004	90.04%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5576	55.76%
Fish aquatic toxicity	+	0.9733	97.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.57%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.80%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.23%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	95.98%	93.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.20%	82.69%
CHEMBL4040	P28482	MAP kinase ERK2	93.28%	83.82%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.81%	95.17%
CHEMBL237	P41145	Kappa opioid receptor	92.74%	98.10%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	91.81%	98.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.72%	99.17%
CHEMBL1968	P07099	Epoxide hydrolase 1	90.79%	98.57%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.48%	91.11%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.47%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	89.24%	92.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.22%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.26%	95.50%
CHEMBL220	P22303	Acetylcholinesterase	87.65%	94.45%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.17%	96.47%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.01%	93.04%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	86.15%	97.23%
CHEMBL1873	P00750	Tissue-type plasminogen activator	84.81%	93.33%
CHEMBL4660	P28907	Lymphocyte differentiation antigen CD38	84.48%	95.27%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.46%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	84.37%	91.19%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.51%	89.50%
CHEMBL4588	P22894	Matrix metalloproteinase 8	82.37%	94.66%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.31%	97.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.31%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.29%	95.89%

Plants that contains it

• Butea monosperma

Cross-Links

• PubChem: 154495969
• LOTUS: LTS0235805
• wikiData: Q104986897