(8R)-8-hydroxy-2-(6-phenylhexyl)-5,6,7,8-tetrahydrochromen-4-one

Details

• Internal ID: b8970bd7-c39b-4355-ac4c-84e2eec1f9c8
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: (8R)-8-hydroxy-2-(6-phenylhexyl)-5,6,7,8-tetrahydrochromen-4-one
• InChI: InChI=1S/C21H26O3/c22-19-14-8-13-18-20(23)15-17(24-21(18)19)12-7-2-1-4-9-16-10-5-3-6-11-16/h3,5-6,10-11,15,19,22H,1-2,4,7-9,12-14H2/t19-/m1/s1
• InChI Key: XHSZGHYQJFZVDN-LJQANCHMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₃
• Molecular Weight: 326.40 g/mol
• Exact Mass: 326.18819469 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.36
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9880	98.80%
Caco-2	-	0.5677	56.77%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7618	76.18%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.9074	90.74%
OATP1B3 inhibitior	+	0.9529	95.29%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7297	72.97%
P-glycoprotein inhibitior	-	0.5112	51.12%
P-glycoprotein substrate	-	0.7737	77.37%
CYP3A4 substrate	+	0.5438	54.38%
CYP2C9 substrate	-	0.7913	79.13%
CYP2D6 substrate	-	0.7679	76.79%
CYP3A4 inhibition	-	0.8919	89.19%
CYP2C9 inhibition	-	0.7820	78.20%
CYP2C19 inhibition	+	0.6693	66.93%
CYP2D6 inhibition	-	0.8698	86.98%
CYP1A2 inhibition	+	0.6462	64.62%
CYP2C8 inhibition	+	0.4476	44.76%
CYP inhibitory promiscuity	-	0.8702	87.02%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5913	59.13%
Eye corrosion	-	0.9818	98.18%
Eye irritation	-	0.7267	72.67%
Skin irritation	-	0.6080	60.80%
Skin corrosion	-	0.9483	94.83%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7372	73.72%
Micronuclear	-	0.7141	71.41%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.7353	73.53%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8221	82.21%
Acute Oral Toxicity (c)	III	0.6832	68.32%
Estrogen receptor binding	+	0.8861	88.61%
Androgen receptor binding	+	0.7126	71.26%
Thyroid receptor binding	+	0.6164	61.64%
Glucocorticoid receptor binding	+	0.5682	56.82%
Aromatase binding	-	0.6568	65.68%
PPAR gamma	+	0.8360	83.60%
Honey bee toxicity	-	0.9243	92.43%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5650	56.50%
Fish aquatic toxicity	+	0.7773	77.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.73%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.72%	98.95%
CHEMBL240	Q12809	HERG	92.25%	89.76%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.20%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.21%	95.56%
CHEMBL5805	Q9NR97	Toll-like receptor 8	88.40%	96.25%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.99%	93.99%
CHEMBL3202	P48147	Prolyl endopeptidase	86.57%	90.65%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.92%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.02%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.64%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.67%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.45%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	81.77%	91.49%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.39%	94.62%

Plants that contains it

• Horsfieldia irya

Cross-Links

• PubChem: 163087157
• LOTUS: LTS0231928
• wikiData: Q105328276