(4R,5S)-5-(1,4-dihydroxy-2-methylbutan-2-yl)-4,5-dimethyloxolan-2-one

Details

• Internal ID: bbb1435d-2624-4727-bda6-c6b30517f06a
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (4R,5S)-5-(1,4-dihydroxy-2-methylbutan-2-yl)-4,5-dimethyloxolan-2-one
• SMILES (Canonical): CC1CC(=O)OC1(C)C(C)(CCO)CO
• SMILES (Isomeric): C[C@@H]1CC(=O)O[C@]1(C)C(C)(CCO)CO
• InChI: InChI=1S/C11H20O4/c1-8-6-9(14)15-11(8,3)10(2,7-13)4-5-12/h8,12-13H,4-7H2,1-3H3/t8-,10?,11+/m1/s1
• InChI Key: WYLQQPWYPVPOEP-WUQUSSCSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₂₀O₄
• Molecular Weight: 216.27 g/mol
• Exact Mass: 216.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.71
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8951	89.51%
Caco-2	+	0.7307	73.07%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7175	71.75%
OATP2B1 inhibitior	-	0.8484	84.84%
OATP1B1 inhibitior	+	0.8697	86.97%
OATP1B3 inhibitior	+	0.9432	94.32%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.7352	73.52%
BSEP inhibitior	-	0.8740	87.40%
P-glycoprotein inhibitior	-	0.9552	95.52%
P-glycoprotein substrate	-	0.8413	84.13%
CYP3A4 substrate	-	0.5117	51.17%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.8701	87.01%
CYP3A4 inhibition	-	0.7960	79.60%
CYP2C9 inhibition	-	0.8772	87.72%
CYP2C19 inhibition	-	0.9045	90.45%
CYP2D6 inhibition	-	0.9581	95.81%
CYP1A2 inhibition	-	0.8892	88.92%
CYP2C8 inhibition	-	0.9236	92.36%
CYP inhibitory promiscuity	-	0.9721	97.21%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6479	64.79%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.6474	64.74%
Skin irritation	-	0.6774	67.74%
Skin corrosion	-	0.9613	96.13%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6884	68.84%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5573	55.73%
skin sensitisation	-	0.9254	92.54%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.6007	60.07%
Acute Oral Toxicity (c)	III	0.4765	47.65%
Estrogen receptor binding	-	0.6033	60.33%
Androgen receptor binding	-	0.5230	52.30%
Thyroid receptor binding	-	0.7412	74.12%
Glucocorticoid receptor binding	-	0.7370	73.70%
Aromatase binding	-	0.5631	56.31%
PPAR gamma	-	0.8717	87.17%
Honey bee toxicity	-	0.8674	86.74%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.7455	74.55%

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	96.68%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.19%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.19%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.27%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.11%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.89%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.30%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	81.68%	97.79%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.48%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.30%	85.14%

Plants that contains it

• Ficus microcarpa

Cross-Links

• PubChem: 10608760
• LOTUS: LTS0126975
• wikiData: Q105322384