(4S,5S)-4-hydroxy-5-methyl-5-(4-methylpent-3-enyl)oxolan-2-one

Details

• Internal ID: 85e5d57c-8c45-4b87-bb7a-2b0c93168282
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (4S,5S)-4-hydroxy-5-methyl-5-(4-methylpent-3-enyl)oxolan-2-one
• SMILES (Canonical): CC(=CCCC1(C(CC(=O)O1)O)C)C
• SMILES (Isomeric): CC(=CCC[C@]1([C@H](CC(=O)O1)O)C)C
• InChI: InChI=1S/C11H18O3/c1-8(2)5-4-6-11(3)9(12)7-10(13)14-11/h5,9,12H,4,6-7H2,1-3H3/t9-,11-/m0/s1
• InChI Key: JMWBTPQEGMTXKP-ONGXEEELSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₈O₃
• Molecular Weight: 198.26 g/mol
• Exact Mass: 198.125594432 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.80
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9851	98.51%
Caco-2	+	0.6557	65.57%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7264	72.64%
OATP2B1 inhibitior	-	0.8526	85.26%
OATP1B1 inhibitior	+	0.8916	89.16%
OATP1B3 inhibitior	+	0.9232	92.32%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.8915	89.15%
P-glycoprotein inhibitior	-	0.9807	98.07%
P-glycoprotein substrate	-	0.9150	91.50%
CYP3A4 substrate	-	0.5237	52.37%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8569	85.69%
CYP3A4 inhibition	-	0.7757	77.57%
CYP2C9 inhibition	-	0.7527	75.27%
CYP2C19 inhibition	-	0.5789	57.89%
CYP2D6 inhibition	-	0.9492	94.92%
CYP1A2 inhibition	-	0.7175	71.75%
CYP2C8 inhibition	-	0.9737	97.37%
CYP inhibitory promiscuity	-	0.8967	89.67%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9328	93.28%
Carcinogenicity (trinary)	Non-required	0.5786	57.86%
Eye corrosion	-	0.9818	98.18%
Eye irritation	+	0.9054	90.54%
Skin irritation	+	0.6112	61.12%
Skin corrosion	-	0.9263	92.63%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6968	69.68%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.6681	66.81%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6392	63.92%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6953	69.53%
Acute Oral Toxicity (c)	III	0.4501	45.01%
Estrogen receptor binding	-	0.9049	90.49%
Androgen receptor binding	-	0.7865	78.65%
Thyroid receptor binding	-	0.8050	80.50%
Glucocorticoid receptor binding	-	0.7215	72.15%
Aromatase binding	-	0.8574	85.74%
PPAR gamma	-	0.6978	69.78%
Honey bee toxicity	-	0.8540	85.40%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9557	95.57%

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	96.71%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.74%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.19%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.04%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.99%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	83.67%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.56%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	83.55%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.42%	100.00%

Plants that contains it

• Mutisia friesiana

Cross-Links

• PubChem: 10330363
• LOTUS: LTS0239871
• wikiData: Q105131712