(2S,5S)-1-(3-hydroxyphenyl)hexane-2,5-diol

Details

• Internal ID: 1f757e00-d3bb-497a-bc41-3f8810bf19d9
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: (2S,5S)-1-(3-hydroxyphenyl)hexane-2,5-diol
• SMILES (Canonical): CC(CCC(CC1=CC(=CC=C1)O)O)O
• SMILES (Isomeric): C[C@@H](CC[C@@H](CC1=CC(=CC=C1)O)O)O
• InChI: InChI=1S/C12H18O3/c1-9(13)5-6-12(15)8-10-3-2-4-11(14)7-10/h2-4,7,9,12-15H,5-6,8H2,1H3/t9-,12-/m0/s1
• InChI Key: BIVPSFJZWLPAKQ-CABZTGNLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₃
• Molecular Weight: 210.27 g/mol
• Exact Mass: 210.125594432 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.46
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9940	99.40%
Caco-2	+	0.8990	89.90%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8726	87.26%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.9203	92.03%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9815	98.15%
P-glycoprotein inhibitior	-	0.9886	98.86%
P-glycoprotein substrate	-	0.6456	64.56%
CYP3A4 substrate	-	0.5929	59.29%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	+	0.4313	43.13%
CYP3A4 inhibition	-	0.7016	70.16%
CYP2C9 inhibition	-	0.8598	85.98%
CYP2C19 inhibition	-	0.6631	66.31%
CYP2D6 inhibition	-	0.8982	89.82%
CYP1A2 inhibition	-	0.6175	61.75%
CYP2C8 inhibition	-	0.9318	93.18%
CYP inhibitory promiscuity	-	0.7935	79.35%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7611	76.11%
Carcinogenicity (trinary)	Non-required	0.6491	64.91%
Eye corrosion	-	0.8193	81.93%
Eye irritation	-	0.6655	66.55%
Skin irritation	+	0.6885	68.85%
Skin corrosion	+	0.5337	53.37%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6364	63.64%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5466	54.66%
skin sensitisation	+	0.6297	62.97%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	-	0.5405	54.05%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.8293	82.93%
Acute Oral Toxicity (c)	III	0.7806	78.06%
Estrogen receptor binding	-	0.5754	57.54%
Androgen receptor binding	-	0.6341	63.41%
Thyroid receptor binding	-	0.6346	63.46%
Glucocorticoid receptor binding	-	0.6553	65.53%
Aromatase binding	-	0.7024	70.24%
PPAR gamma	+	0.5251	52.51%
Honey bee toxicity	-	0.9673	96.73%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.8886	88.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.72%	98.95%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	94.15%	97.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.20%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.21%	94.73%
CHEMBL2535	P11166	Glucose transporter	87.53%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.22%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.93%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.85%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.41%	99.15%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.17%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.89%	91.11%
CHEMBL3761	Q9HCG7	Beta-glucosidase	80.12%	99.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.06%	94.45%

Plants that contains it

• Bruguiera gymnorhiza

Cross-Links

• PubChem: 162955139
• LOTUS: LTS0000650
• wikiData: Q104936828