(5S,7R,8S)-8-hydroxy-7-phenyl-1,6-dioxaspiro[4.4]nonan-2-one

Details

• Internal ID: a20c4814-06ea-4744-84eb-a95ccc02fc92
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Ethers > Acetals > Ketals
• IUPAC Name: (5S,7R,8S)-8-hydroxy-7-phenyl-1,6-dioxaspiro[4.4]nonan-2-one
• SMILES (Canonical): C1CC2(CC(C(O2)C3=CC=CC=C3)O)OC1=O
• SMILES (Isomeric): C1C[C@@]2(C[C@@H]([C@H](O2)C3=CC=CC=C3)O)OC1=O
• InChI: InChI=1S/C13H14O4/c14-10-8-13(7-6-11(15)16-13)17-12(10)9-4-2-1-3-5-9/h1-5,10,12,14H,6-8H2/t10-,12+,13+/m0/s1
• InChI Key: DPICRTAFXLYOQF-CYZMBNFOSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₄
• Molecular Weight: 234.25 g/mol
• Exact Mass: 234.08920892 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.54
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9226	92.26%
Caco-2	+	0.6403	64.03%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8218	82.18%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.9039	90.39%
OATP1B3 inhibitior	+	0.9110	91.10%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7477	74.77%
P-glycoprotein inhibitior	-	0.9343	93.43%
P-glycoprotein substrate	-	0.9755	97.55%
CYP3A4 substrate	-	0.5165	51.65%
CYP2C9 substrate	-	0.6006	60.06%
CYP2D6 substrate	-	0.8030	80.30%
CYP3A4 inhibition	-	0.9003	90.03%
CYP2C9 inhibition	-	0.9143	91.43%
CYP2C19 inhibition	-	0.8743	87.43%
CYP2D6 inhibition	-	0.9533	95.33%
CYP1A2 inhibition	-	0.8969	89.69%
CYP2C8 inhibition	-	0.7670	76.70%
CYP inhibitory promiscuity	-	0.9762	97.62%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5243	52.43%
Eye corrosion	-	0.9633	96.33%
Eye irritation	-	0.7767	77.67%
Skin irritation	-	0.6440	64.40%
Skin corrosion	-	0.9361	93.61%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6518	65.18%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.9014	90.14%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.5932	59.32%
Acute Oral Toxicity (c)	III	0.5332	53.32%
Estrogen receptor binding	-	0.5058	50.58%
Androgen receptor binding	-	0.6039	60.39%
Thyroid receptor binding	-	0.7451	74.51%
Glucocorticoid receptor binding	-	0.5908	59.08%
Aromatase binding	-	0.6271	62.71%
PPAR gamma	-	0.5841	58.41%
Honey bee toxicity	-	0.9328	93.28%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.7611	76.11%

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	97.76%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.01%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	90.80%	90.17%
CHEMBL2581	P07339	Cathepsin D	89.60%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.03%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.97%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.93%	85.14%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.55%	94.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.34%	97.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.26%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.50%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.56%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.22%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102154772
• LOTUS: LTS0092789
• wikiData: Q104986517