(5R,6R,8R)-6-hydroxy-8-(hydroxymethyl)-2-oxaspiro[4.5]decan-1-one

Details

• Internal ID: 2dd60a6f-2f72-4e11-8859-9d43db0e9a98
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (5R,6R,8R)-6-hydroxy-8-(hydroxymethyl)-2-oxaspiro[4.5]decan-1-one
• SMILES (Canonical): C1CC2(CCOC2=O)C(CC1CO)O
• SMILES (Isomeric): C1C[C@@]2(CCOC2=O)[C@@H](C[C@@H]1CO)O
• InChI: InChI=1S/C10H16O4/c11-6-7-1-2-10(8(12)5-7)3-4-14-9(10)13/h7-8,11-12H,1-6H2/t7-,8-,10-/m1/s1
• InChI Key: ZLQFOZOXFCXESK-NQMVMOMDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₄
• Molecular Weight: 200.23 g/mol
• Exact Mass: 200.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.07
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9086	90.86%
Caco-2	-	0.6546	65.46%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7335	73.35%
OATP2B1 inhibitior	-	0.8455	84.55%
OATP1B1 inhibitior	+	0.9516	95.16%
OATP1B3 inhibitior	+	0.9536	95.36%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8953	89.53%
P-glycoprotein inhibitior	-	0.9881	98.81%
P-glycoprotein substrate	-	0.9084	90.84%
CYP3A4 substrate	-	0.5190	51.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7835	78.35%
CYP3A4 inhibition	-	0.9587	95.87%
CYP2C9 inhibition	-	0.9363	93.63%
CYP2C19 inhibition	-	0.8428	84.28%
CYP2D6 inhibition	-	0.9533	95.33%
CYP1A2 inhibition	-	0.9563	95.63%
CYP2C8 inhibition	-	0.9450	94.50%
CYP inhibitory promiscuity	-	0.9793	97.93%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6000	60.00%
Eye corrosion	-	0.9653	96.53%
Eye irritation	+	0.6727	67.27%
Skin irritation	-	0.8164	81.64%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7519	75.19%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.6524	65.24%
skin sensitisation	-	0.9399	93.99%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.6836	68.36%
Acute Oral Toxicity (c)	III	0.6190	61.90%
Estrogen receptor binding	-	0.8188	81.88%
Androgen receptor binding	-	0.5119	51.19%
Thyroid receptor binding	-	0.7264	72.64%
Glucocorticoid receptor binding	-	0.5055	50.55%
Aromatase binding	-	0.7708	77.08%
PPAR gamma	-	0.7785	77.85%
Honey bee toxicity	-	0.8591	85.91%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	-	0.7159	71.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	95.14%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.01%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.97%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	88.95%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.90%	97.25%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.50%	93.04%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.61%	92.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.40%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.32%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.29%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.96%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.93%	94.45%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.21%	90.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.51%	95.89%

Plants that contains it

• Cananga odorata

Cross-Links

• PubChem: 162875723
• LOTUS: LTS0004350
• wikiData: Q105379092