Xylaropyrone B

Details

• Internal ID: dc561790-df04-4f8c-868c-21d753848eee
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 5-(hydroxymethyl)-2-[(1S,3R)-1-hydroxy-3-methylpentyl]pyran-4-one
• SMILES (Canonical): CCC(C)CC(C1=CC(=O)C(=CO1)CO)O
• SMILES (Isomeric): CC[C@@H](C)C[C@@H](C1=CC(=O)C(=CO1)CO)O
• InChI: InChI=1S/C12H18O4/c1-3-8(2)4-11(15)12-5-10(14)9(6-13)7-16-12/h5,7-8,11,13,15H,3-4,6H2,1-2H3/t8-,11+/m1/s1
• InChI Key: VWXRIXPWCVYPKR-KCJUWKMLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₄
• Molecular Weight: 226.27 g/mol
• Exact Mass: 226.12050905 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.60
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9427	94.27%
Caco-2	+	0.7556	75.56%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7532	75.32%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.8777	87.77%
OATP1B3 inhibitior	+	0.9517	95.17%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8733	87.33%
P-glycoprotein inhibitior	-	0.9294	92.94%
P-glycoprotein substrate	-	0.9051	90.51%
CYP3A4 substrate	-	0.6033	60.33%
CYP2C9 substrate	-	0.7887	78.87%
CYP2D6 substrate	-	0.8181	81.81%
CYP3A4 inhibition	-	0.7224	72.24%
CYP2C9 inhibition	-	0.8590	85.90%
CYP2C19 inhibition	-	0.7980	79.80%
CYP2D6 inhibition	-	0.8968	89.68%
CYP1A2 inhibition	-	0.6401	64.01%
CYP2C8 inhibition	-	0.9603	96.03%
CYP inhibitory promiscuity	-	0.8602	86.02%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.7254	72.54%
Eye corrosion	-	0.9806	98.06%
Eye irritation	-	0.8621	86.21%
Skin irritation	-	0.6902	69.02%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6411	64.11%
Micronuclear	-	0.7601	76.01%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.6789	67.89%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6793	67.93%
Acute Oral Toxicity (c)	III	0.6945	69.45%
Estrogen receptor binding	-	0.6994	69.94%
Androgen receptor binding	-	0.4932	49.32%
Thyroid receptor binding	-	0.5853	58.53%
Glucocorticoid receptor binding	-	0.6991	69.91%
Aromatase binding	+	0.5766	57.66%
PPAR gamma	-	0.5192	51.92%
Honey bee toxicity	-	0.9544	95.44%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.6800	68.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.27%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.75%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.40%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.03%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.02%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.02%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.15%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.69%	90.71%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.00%	89.34%
CHEMBL4208	P20618	Proteasome component C5	81.03%	90.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.68%	97.25%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.37%	92.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139591696
• LOTUS: LTS0054280
• wikiData: Q105298328