[(2R,11S)-1-(3,5-dihydroxyphenyl)-11-hydroxytridecan-2-yl] acetate

Details

• Internal ID: 59027a4a-4c20-47cd-b09c-82ec28925a4f
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Long-chain fatty alcohols
• IUPAC Name: [(2R,11S)-1-(3,5-dihydroxyphenyl)-11-hydroxytridecan-2-yl] acetate
• SMILES (Canonical): CCC(CCCCCCCCC(CC1=CC(=CC(=C1)O)O)OC(=O)C)O
• SMILES (Isomeric): CC[C@@H](CCCCCCCC[C@H](CC1=CC(=CC(=C1)O)O)OC(=O)C)O
• InChI: InChI=1S/C21H34O5/c1-3-18(23)10-8-6-4-5-7-9-11-21(26-16(2)22)14-17-12-19(24)15-20(25)13-17/h12-13,15,18,21,23-25H,3-11,14H2,1-2H3/t18-,21+/m0/s1
• InChI Key: NNSXNUFHPOAPLQ-GHTZIAJQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₄O₅
• Molecular Weight: 366.50 g/mol
• Exact Mass: 366.24062418 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 4.46
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9773	97.73%
Caco-2	-	0.5953	59.53%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8881	88.81%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.9050	90.50%
OATP1B3 inhibitior	+	0.9171	91.71%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6515	65.15%
P-glycoprotein inhibitior	-	0.6582	65.82%
P-glycoprotein substrate	-	0.7063	70.63%
CYP3A4 substrate	+	0.5264	52.64%
CYP2C9 substrate	-	0.6063	60.63%
CYP2D6 substrate	-	0.7909	79.09%
CYP3A4 inhibition	+	0.5629	56.29%
CYP2C9 inhibition	-	0.7447	74.47%
CYP2C19 inhibition	-	0.6585	65.85%
CYP2D6 inhibition	-	0.8526	85.26%
CYP1A2 inhibition	-	0.8246	82.46%
CYP2C8 inhibition	-	0.6193	61.93%
CYP inhibitory promiscuity	-	0.7576	75.76%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8611	86.11%
Carcinogenicity (trinary)	Non-required	0.7643	76.43%
Eye corrosion	-	0.9835	98.35%
Eye irritation	-	0.8929	89.29%
Skin irritation	-	0.7257	72.57%
Skin corrosion	-	0.9164	91.64%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8170	81.70%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5791	57.91%
skin sensitisation	-	0.7324	73.24%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5705	57.05%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5848	58.48%
Acute Oral Toxicity (c)	III	0.6170	61.70%
Estrogen receptor binding	+	0.8194	81.94%
Androgen receptor binding	+	0.5364	53.64%
Thyroid receptor binding	+	0.6978	69.78%
Glucocorticoid receptor binding	+	0.7089	70.89%
Aromatase binding	-	0.5516	55.16%
PPAR gamma	+	0.8037	80.37%
Honey bee toxicity	-	0.9057	90.57%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5288	52.88%
Fish aquatic toxicity	+	0.9754	97.54%

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	97.94%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.53%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.60%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.28%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	88.44%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.38%	95.89%
CHEMBL236	P41143	Delta opioid receptor	86.85%	99.35%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.55%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.58%	94.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.18%	97.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.52%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.46%	90.71%

Plants that contains it

• Clusia nemorosa
• Ononis pubescens

Cross-Links

• PubChem: 11726431
• LOTUS: LTS0150589
• wikiData: Q105114851