2-[(3S,4S,5R)-3-(hydroxymethyl)-5-prop-1-en-2-yldioxolan-4-yl]propan-2-yl acetate

Details

• Internal ID: a199a3d9-e6fc-4c25-86b1-616e4e34ba09
• Taxonomy: Organoheterocyclic compounds > Dioxolanes > 1,2-dioxolanes
• IUPAC Name: 2-[(3S,4S,5R)-3-(hydroxymethyl)-5-prop-1-en-2-yldioxolan-4-yl]propan-2-yl acetate
• SMILES (Canonical): CC(=C)C1C(C(OO1)CO)C(C)(C)OC(=O)C
• SMILES (Isomeric): CC(=C)[C@H]1[C@@H]([C@H](OO1)CO)C(C)(C)OC(=O)C
• InChI: InChI=1S/C12H20O5/c1-7(2)11-10(9(6-13)16-17-11)12(4,5)15-8(3)14/h9-11,13H,1,6H2,2-5H3/t9-,10-,11+/m1/s1
• InChI Key: LFWRRUVXZZPXFE-MXWKQRLJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₀O₅
• Molecular Weight: 244.28 g/mol
• Exact Mass: 244.13107373 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.21
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9097	90.97%
Caco-2	-	0.5630	56.30%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7145	71.45%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.9180	91.80%
OATP1B3 inhibitior	+	0.9098	90.98%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9028	90.28%
P-glycoprotein inhibitior	-	0.8748	87.48%
P-glycoprotein substrate	-	0.8532	85.32%
CYP3A4 substrate	-	0.5180	51.80%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8819	88.19%
CYP3A4 inhibition	-	0.6693	66.93%
CYP2C9 inhibition	-	0.7839	78.39%
CYP2C19 inhibition	-	0.7798	77.98%
CYP2D6 inhibition	-	0.9375	93.75%
CYP1A2 inhibition	-	0.7705	77.05%
CYP2C8 inhibition	-	0.9226	92.26%
CYP inhibitory promiscuity	-	0.7421	74.21%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7728	77.28%
Carcinogenicity (trinary)	Non-required	0.5455	54.55%
Eye corrosion	-	0.9544	95.44%
Eye irritation	-	0.8134	81.34%
Skin irritation	-	0.7382	73.82%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6691	66.91%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.5458	54.58%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.7453	74.53%
Acute Oral Toxicity (c)	III	0.5028	50.28%
Estrogen receptor binding	-	0.6480	64.80%
Androgen receptor binding	-	0.6699	66.99%
Thyroid receptor binding	+	0.5445	54.45%
Glucocorticoid receptor binding	-	0.7388	73.88%
Aromatase binding	-	0.6389	63.89%
PPAR gamma	-	0.7029	70.29%
Honey bee toxicity	-	0.7111	71.11%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.7640	76.40%

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	94.52%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.09%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.32%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.93%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.81%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.84%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	82.88%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.28%	85.14%

Plants that contains it

• Seriphidium fragrans

Cross-Links

• PubChem: 102317074
• LOTUS: LTS0039356
• wikiData: Q105151189