5-[(12S)-12-hydroxytridecyl]benzene-1,3-diol

Details

• Internal ID: 8516220f-927e-44ad-8078-6332ae6bd819
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Long-chain fatty alcohols
• IUPAC Name: 5-[(12S)-12-hydroxytridecyl]benzene-1,3-diol
• SMILES (Canonical): CC(CCCCCCCCCCCC1=CC(=CC(=C1)O)O)O
• SMILES (Isomeric): C[C@@H](CCCCCCCCCCCC1=CC(=CC(=C1)O)O)O
• InChI: InChI=1S/C19H32O3/c1-16(20)11-9-7-5-3-2-4-6-8-10-12-17-13-18(21)15-19(22)14-17/h13-16,20-22H,2-12H2,1H3/t16-/m0/s1
• InChI Key: KDTHNOHAEDIGGT-INIZCTEOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₂O₃
• Molecular Weight: 308.50 g/mol
• Exact Mass: 308.23514488 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 4.92
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9851	98.51%
Caco-2	+	0.7167	71.67%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7857	78.57%
OATP2B1 inhibitior	-	0.8527	85.27%
OATP1B1 inhibitior	+	0.9187	91.87%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.4627	46.27%
P-glycoprotein inhibitior	-	0.8574	85.74%
P-glycoprotein substrate	-	0.7609	76.09%
CYP3A4 substrate	-	0.5495	54.95%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	+	0.4313	43.13%
CYP3A4 inhibition	+	0.6319	63.19%
CYP2C9 inhibition	-	0.7404	74.04%
CYP2C19 inhibition	-	0.7303	73.03%
CYP2D6 inhibition	-	0.8733	87.33%
CYP1A2 inhibition	-	0.6375	63.75%
CYP2C8 inhibition	-	0.8985	89.85%
CYP inhibitory promiscuity	-	0.7647	76.47%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8211	82.11%
Carcinogenicity (trinary)	Non-required	0.6868	68.68%
Eye corrosion	-	0.9123	91.23%
Eye irritation	-	0.5590	55.90%
Skin irritation	+	0.6630	66.30%
Skin corrosion	-	0.5702	57.02%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8752	87.52%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5959	59.59%
skin sensitisation	+	0.5291	52.91%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.5131	51.31%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6629	66.29%
Acute Oral Toxicity (c)	III	0.7985	79.85%
Estrogen receptor binding	+	0.7704	77.04%
Androgen receptor binding	-	0.5297	52.97%
Thyroid receptor binding	+	0.7743	77.43%
Glucocorticoid receptor binding	+	0.5599	55.99%
Aromatase binding	-	0.5600	56.00%
PPAR gamma	+	0.9089	90.89%
Honey bee toxicity	-	0.9648	96.48%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5938	59.38%
Fish aquatic toxicity	+	0.9290	92.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.63%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.75%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.55%	91.11%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	90.74%	97.23%
CHEMBL3401	O75469	Pregnane X receptor	90.06%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.18%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.40%	90.71%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	87.38%	97.29%
CHEMBL4040	P28482	MAP kinase ERK2	85.82%	83.82%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.15%	95.89%

Plants that contains it

• Ononis pubescens

Cross-Links

• PubChem: 10086612
• LOTUS: LTS0240743
• wikiData: Q105139383