(4R,5S,6S)-4-hydroxy-6-[(4S)-4-hydroxyhexyl]-5-methyloxan-2-one

Details

• Internal ID: 57ef8c69-2a82-4132-8137-be4b5fcfdb3d
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (4R,5S,6S)-4-hydroxy-6-[(4S)-4-hydroxyhexyl]-5-methyloxan-2-one
• InChI: InChI=1S/C12H22O4/c1-3-9(13)5-4-6-11-8(2)10(14)7-12(15)16-11/h8-11,13-14H,3-7H2,1-2H3/t8-,9-,10+,11-/m0/s1
• InChI Key: AHSYORCLENEWMX-MMWGEVLESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₂O₄
• Molecular Weight: 230.30 g/mol
• Exact Mass: 230.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.24
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8974	89.74%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8255	82.55%
OATP2B1 inhibitior	-	0.8505	85.05%
OATP1B1 inhibitior	+	0.9122	91.22%
OATP1B3 inhibitior	+	0.9394	93.94%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8941	89.41%
P-glycoprotein inhibitior	-	0.9016	90.16%
P-glycoprotein substrate	-	0.6952	69.52%
CYP3A4 substrate	-	0.5263	52.63%
CYP2C9 substrate	-	0.5888	58.88%
CYP2D6 substrate	-	0.8457	84.57%
CYP3A4 inhibition	-	0.6983	69.83%
CYP2C9 inhibition	-	0.9371	93.71%
CYP2C19 inhibition	-	0.8497	84.97%
CYP2D6 inhibition	-	0.9305	93.05%
CYP1A2 inhibition	-	0.9507	95.07%
CYP2C8 inhibition	-	0.9701	97.01%
CYP inhibitory promiscuity	-	0.9690	96.90%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9215	92.15%
Carcinogenicity (trinary)	Non-required	0.7697	76.97%
Eye corrosion	-	0.9782	97.82%
Eye irritation	-	0.9241	92.41%
Skin irritation	-	0.6838	68.38%
Skin corrosion	-	0.9101	91.01%
Ames mutagenesis	-	0.6578	65.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.7147	71.47%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5390	53.90%
skin sensitisation	-	0.8614	86.14%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.5164	51.64%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6001	60.01%
Acute Oral Toxicity (c)	III	0.6530	65.30%
Estrogen receptor binding	-	0.5648	56.48%
Androgen receptor binding	-	0.6799	67.99%
Thyroid receptor binding	-	0.6082	60.82%
Glucocorticoid receptor binding	-	0.6532	65.32%
Aromatase binding	-	0.7657	76.57%
PPAR gamma	-	0.6597	65.97%
Honey bee toxicity	-	0.9392	93.92%
Biodegradation	+	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.8126	81.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.36%	97.25%
CHEMBL2581	P07339	Cathepsin D	96.83%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.04%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.95%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.54%	90.71%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.36%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.10%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	84.71%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.69%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.40%	85.14%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.87%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.13%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.26%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11424727
• LOTUS: LTS0029612
• wikiData: Q104912430