(3R,4S)-4-[(2R)-1-hydroxybut-3-en-2-yl]-3-(hydroxymethyl)oxan-2-one

Details

• Internal ID: 76f47208-6f69-4dde-85bc-732397639a13
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (3R,4S)-4-[(2R)-1-hydroxybut-3-en-2-yl]-3-(hydroxymethyl)oxan-2-one
• SMILES (Canonical): C=CC(CO)C1CCOC(=O)C1CO
• SMILES (Isomeric): C=C[C@@H](CO)[C@@H]1CCOC(=O)[C@H]1CO
• InChI: InChI=1S/C10H16O4/c1-2-7(5-11)8-3-4-14-10(13)9(8)6-12/h2,7-9,11-12H,1,3-6H2/t7-,8-,9-/m0/s1
• InChI Key: WTYIVXXPXRFHPA-CIUDSAMLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₄
• Molecular Weight: 200.23 g/mol
• Exact Mass: 200.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): -0.05
• 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	+	0.5839	58.39%
Caco-2	-	0.8498	84.98%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7907	79.07%
OATP2B1 inhibitior	-	0.8487	84.87%
OATP1B1 inhibitior	+	0.9570	95.70%
OATP1B3 inhibitior	+	0.9577	95.77%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9222	92.22%
P-glycoprotein inhibitior	-	0.9811	98.11%
P-glycoprotein substrate	-	0.9389	93.89%
CYP3A4 substrate	-	0.5993	59.93%
CYP2C9 substrate	-	0.5960	59.60%
CYP2D6 substrate	-	0.8429	84.29%
CYP3A4 inhibition	-	0.7625	76.25%
CYP2C9 inhibition	-	0.9245	92.45%
CYP2C19 inhibition	-	0.7948	79.48%
CYP2D6 inhibition	-	0.9256	92.56%
CYP1A2 inhibition	-	0.9397	93.97%
CYP2C8 inhibition	-	0.9433	94.33%
CYP inhibitory promiscuity	-	0.9643	96.43%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9028	90.28%
Carcinogenicity (trinary)	Non-required	0.7247	72.47%
Eye corrosion	-	0.8857	88.57%
Eye irritation	+	0.6482	64.82%
Skin irritation	-	0.7697	76.97%
Skin corrosion	-	0.9639	96.39%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6905	69.05%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.6112	61.12%
skin sensitisation	-	0.8598	85.98%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.7333	73.33%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.6464	64.64%
Acute Oral Toxicity (c)	III	0.6240	62.40%
Estrogen receptor binding	-	0.8323	83.23%
Androgen receptor binding	+	0.6733	67.33%
Thyroid receptor binding	-	0.8147	81.47%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.8647	86.47%
PPAR gamma	-	0.7845	78.45%
Honey bee toxicity	-	0.7979	79.79%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.7836	78.36%

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	93.98%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.31%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.10%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.19%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.92%	96.09%
CHEMBL2581	P07339	Cathepsin D	82.79%	98.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.24%	93.04%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.89%	89.34%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.40%	100.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.42%	89.67%

Plants that contains it

• Anthocleista djalonensis

Cross-Links

• PubChem: 101414288
• LOTUS: LTS0257577
• wikiData: Q105312861