Chlorohydroaspyrone B

Details

• Internal ID: 09afe02e-9965-4028-a3c4-febd6d74ae5f
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: (2R,3S)-5-[(1S,2S)-2-chloro-1-hydroxypropyl]-3-hydroxy-2-methyl-2,3-dihydropyran-6-one
• SMILES (Canonical): CC1C(C=C(C(=O)O1)C(C(C)Cl)O)O
• SMILES (Isomeric): C[C@@H]1[C@H](C=C(C(=O)O1)[C@@H]([C@H](C)Cl)O)O
• InChI: InChI=1S/C9H13ClO4/c1-4(10)8(12)6-3-7(11)5(2)14-9(6)13/h3-5,7-8,11-12H,1-2H3/t4-,5+,7-,8+/m0/s1
• InChI Key: RFRJSDLXLVSACH-UGSJSWHKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₃ClO₄
• Molecular Weight: 220.65 g/mol
• Exact Mass: 220.0502366 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.21
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEMBL496283
• (2R,3S)-5-[(1S,2S)-2-chloro-1-hydroxypropyl]-3-hydroxy-2-methyl-2,3-dihydropyran-6-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9508	95.08%
Caco-2	-	0.6325	63.25%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7545	75.45%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.9316	93.16%
OATP1B3 inhibitior	+	0.9599	95.99%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9648	96.48%
P-glycoprotein inhibitior	-	0.9414	94.14%
P-glycoprotein substrate	-	0.8935	89.35%
CYP3A4 substrate	-	0.5674	56.74%
CYP2C9 substrate	-	0.6211	62.11%
CYP2D6 substrate	-	0.8831	88.31%
CYP3A4 inhibition	-	0.9427	94.27%
CYP2C9 inhibition	-	0.8885	88.85%
CYP2C19 inhibition	-	0.6312	63.12%
CYP2D6 inhibition	-	0.8953	89.53%
CYP1A2 inhibition	-	0.9181	91.81%
CYP2C8 inhibition	-	0.9903	99.03%
CYP inhibitory promiscuity	-	0.8215	82.15%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.7644	76.44%
Carcinogenicity (trinary)	Danger	0.5435	54.35%
Eye corrosion	-	0.8972	89.72%
Eye irritation	-	0.9421	94.21%
Skin irritation	+	0.5578	55.78%
Skin corrosion	-	0.7956	79.56%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7661	76.61%
Micronuclear	+	0.6174	61.74%
Hepatotoxicity	+	0.6848	68.48%
skin sensitisation	-	0.7075	70.75%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.5766	57.66%
Acute Oral Toxicity (c)	III	0.4793	47.93%
Estrogen receptor binding	-	0.6819	68.19%
Androgen receptor binding	-	0.7565	75.65%
Thyroid receptor binding	-	0.5903	59.03%
Glucocorticoid receptor binding	-	0.7529	75.29%
Aromatase binding	-	0.8592	85.92%
PPAR gamma	-	0.8570	85.70%
Honey bee toxicity	-	0.8524	85.24%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.8479	84.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.73%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.07%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	90.74%	94.73%
CHEMBL4040	P28482	MAP kinase ERK2	89.46%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.71%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.27%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.92%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.88%	93.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.54%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.20%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.97%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 25016145
• LOTUS: LTS0110889
• wikiData: Q105380660