(3R,4R,5S)-3-hexyl-4-hydroxy-5-methyloxolan-2-one

Details

• Internal ID: 430f120f-9376-407c-baa8-c862c1634b7c
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3R,4R,5S)-3-hexyl-4-hydroxy-5-methyloxolan-2-one
• SMILES (Canonical): CCCCCCC1C(C(OC1=O)C)O
• SMILES (Isomeric): CCCCCC[C@@H]1[C@H]([C@@H](OC1=O)C)O
• InChI: InChI=1S/C11H20O3/c1-3-4-5-6-7-9-10(12)8(2)14-11(9)13/h8-10,12H,3-7H2,1-2H3/t8-,9+,10-/m0/s1
• InChI Key: WJMRPSHNKKDPJZ-AEJSXWLSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₂₀O₃
• Molecular Weight: 200.27 g/mol
• Exact Mass: 200.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 1.88
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9754	97.54%
Caco-2	-	0.5244	52.44%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6861	68.61%
OATP2B1 inhibitior	-	0.8407	84.07%
OATP1B1 inhibitior	+	0.8749	87.49%
OATP1B3 inhibitior	+	0.9301	93.01%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.9360	93.60%
P-glycoprotein inhibitior	-	0.9647	96.47%
P-glycoprotein substrate	-	0.8261	82.61%
CYP3A4 substrate	-	0.5778	57.78%
CYP2C9 substrate	-	0.5905	59.05%
CYP2D6 substrate	-	0.8546	85.46%
CYP3A4 inhibition	-	0.7018	70.18%
CYP2C9 inhibition	-	0.7288	72.88%
CYP2C19 inhibition	-	0.6192	61.92%
CYP2D6 inhibition	-	0.9079	90.79%
CYP1A2 inhibition	-	0.6558	65.58%
CYP2C8 inhibition	-	0.9661	96.61%
CYP inhibitory promiscuity	-	0.8565	85.65%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6450	64.50%
Eye corrosion	-	0.9177	91.77%
Eye irritation	+	0.5945	59.45%
Skin irritation	-	0.5190	51.90%
Skin corrosion	-	0.8457	84.57%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8188	81.88%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.6883	68.83%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.6201	62.01%
Acute Oral Toxicity (c)	III	0.5904	59.04%
Estrogen receptor binding	-	0.6908	69.08%
Androgen receptor binding	-	0.5505	55.05%
Thyroid receptor binding	-	0.7394	73.94%
Glucocorticoid receptor binding	-	0.6098	60.98%
Aromatase binding	-	0.8767	87.67%
PPAR gamma	-	0.7713	77.13%
Honey bee toxicity	-	0.9755	97.55%
Biodegradation	+	0.7000	70.00%
Crustacea aquatic toxicity	+	0.7483	74.83%
Fish aquatic toxicity	+	0.9631	96.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	94.60%	89.63%
CHEMBL2581	P07339	Cathepsin D	93.92%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	89.40%	92.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.87%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.91%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.06%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.42%	91.11%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.49%	97.29%
CHEMBL3401	O75469	Pregnane X receptor	81.74%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.01%	95.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.69%	100.00%

Plants that contains it

• Allium ampeloprasum
• Artemisia gmelinii
• Drimia altissima
• Helenium amarum
• Scutellaria viscidula
• Senecio retrorsus
• Taxus wallichiana

Cross-Links

• PubChem: 11030843
• NPASS: NPC73436
• LOTUS: LTS0011245
• wikiData: Q77494992