methyl (2R,3R,6R)-3-hydroxy-6-[(E,1S)-1-hydroxybut-2-enyl]-2-[(E)-prop-1-enyl]-3,6-dihydro-2H-pyran-5-carboxylate

Details

• Internal ID: db7a1302-5475-47cc-ba58-d9693ea71a77
• Taxonomy: Organoheterocyclic compounds > Pyrans
• IUPAC Name: methyl (2R,3R,6R)-3-hydroxy-6-[(E,1S)-1-hydroxybut-2-enyl]-2-[(E)-prop-1-enyl]-3,6-dihydro-2H-pyran-5-carboxylate
• InChI: InChI=1S/C14H20O5/c1-4-6-10(15)13-9(14(17)18-3)8-11(16)12(19-13)7-5-2/h4-8,10-13,15-16H,1-3H3/b6-4+,7-5+/t10-,11+,12+,13+/m0/s1
• InChI Key: SKBKRVIMEGMIQI-IVTRFUFUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₅
• Molecular Weight: 268.30 g/mol
• Exact Mass: 268.13107373 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.73
• H-Bond Acceptor: 5
• 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	+	0.8805	88.05%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7316	73.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8308	83.08%
OATP1B3 inhibitior	+	0.9560	95.60%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8815	88.15%
P-glycoprotein inhibitior	-	0.8910	89.10%
P-glycoprotein substrate	-	0.8021	80.21%
CYP3A4 substrate	+	0.5534	55.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8793	87.93%
CYP3A4 inhibition	-	0.9477	94.77%
CYP2C9 inhibition	-	0.9645	96.45%
CYP2C19 inhibition	-	0.6768	67.68%
CYP2D6 inhibition	-	0.9276	92.76%
CYP1A2 inhibition	-	0.9475	94.75%
CYP2C8 inhibition	-	0.8029	80.29%
CYP inhibitory promiscuity	-	0.7657	76.57%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8543	85.43%
Carcinogenicity (trinary)	Non-required	0.4725	47.25%
Eye corrosion	-	0.9273	92.73%
Eye irritation	-	0.8964	89.64%
Skin irritation	-	0.5814	58.14%
Skin corrosion	-	0.9773	97.73%
Ames mutagenesis	-	0.6837	68.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6578	65.78%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.6523	65.23%
skin sensitisation	-	0.8608	86.08%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.7536	75.36%
Acute Oral Toxicity (c)	III	0.4096	40.96%
Estrogen receptor binding	-	0.6320	63.20%
Androgen receptor binding	-	0.7430	74.30%
Thyroid receptor binding	-	0.5457	54.57%
Glucocorticoid receptor binding	+	0.6812	68.12%
Aromatase binding	-	0.7321	73.21%
PPAR gamma	-	0.6696	66.96%
Honey bee toxicity	-	0.7083	70.83%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	-	0.4107	41.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.01%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	90.14%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.34%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.13%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.07%	99.17%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	85.22%	81.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.12%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	83.71%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10038667
• LOTUS: LTS0052822
• wikiData: Q105254709