5-[(2R,11S)-2,11-dihydroxytridecyl]benzene-1,3-diol

Details

• Internal ID: 28c65aeb-6c3e-4954-b02c-3171ff5a3214
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Long-chain fatty alcohols
• IUPAC Name: 5-[(2R,11S)-2,11-dihydroxytridecyl]benzene-1,3-diol
• SMILES (Canonical): CCC(CCCCCCCCC(CC1=CC(=CC(=C1)O)O)O)O
• SMILES (Isomeric): CC[C@@H](CCCCCCCC[C@H](CC1=CC(=CC(=C1)O)O)O)O
• InChI: InChI=1S/C19H32O4/c1-2-16(20)9-7-5-3-4-6-8-10-17(21)11-15-12-18(22)14-19(23)13-15/h12-14,16-17,20-23H,2-11H2,1H3/t16-,17+/m0/s1
• InChI Key: BXSJJDMSTOCSHD-DLBZAZTESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₂O₄
• Molecular Weight: 324.50 g/mol
• Exact Mass: 324.23005950 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 3.89
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9760	97.60%
Caco-2	+	0.6420	64.20%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7731	77.31%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.8964	89.64%
OATP1B3 inhibitior	+	0.9369	93.69%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5152	51.52%
P-glycoprotein inhibitior	-	0.8694	86.94%
P-glycoprotein substrate	-	0.7662	76.62%
CYP3A4 substrate	-	0.6035	60.35%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	+	0.4313	43.13%
CYP3A4 inhibition	+	0.7179	71.79%
CYP2C9 inhibition	-	0.7925	79.25%
CYP2C19 inhibition	-	0.6996	69.96%
CYP2D6 inhibition	-	0.8454	84.54%
CYP1A2 inhibition	-	0.7371	73.71%
CYP2C8 inhibition	-	0.7873	78.73%
CYP inhibitory promiscuity	-	0.6914	69.14%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8411	84.11%
Carcinogenicity (trinary)	Non-required	0.7073	70.73%
Eye corrosion	-	0.9467	94.67%
Eye irritation	-	0.6706	67.06%
Skin irritation	+	0.5804	58.04%
Skin corrosion	-	0.7142	71.42%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7733	77.33%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5041	50.41%
skin sensitisation	-	0.5854	58.54%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.5100	51.00%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6138	61.38%
Acute Oral Toxicity (c)	III	0.7632	76.32%
Estrogen receptor binding	+	0.7960	79.60%
Androgen receptor binding	+	0.5516	55.16%
Thyroid receptor binding	+	0.7979	79.79%
Glucocorticoid receptor binding	-	0.4637	46.37%
Aromatase binding	-	0.6483	64.83%
PPAR gamma	+	0.8695	86.95%
Honey bee toxicity	-	0.9669	96.69%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5090	50.90%
Fish aquatic toxicity	+	0.9177	91.77%

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	96.78%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.77%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.88%	99.17%
CHEMBL242	Q92731	Estrogen receptor beta	88.34%	98.35%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.74%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	86.68%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.36%	90.71%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	83.88%	97.23%
CHEMBL4581	P52732	Kinesin-like protein 1	83.06%	93.18%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	82.55%	92.08%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.72%	95.89%

Plants that contains it

• Ononis pubescens

Cross-Links

• PubChem: 10245715
• LOTUS: LTS0056112
• wikiData: Q104948214