Xylarinol B

Details

• Internal ID: 3c07eea8-2a4d-4346-8efa-7737f6af7fb7
• Taxonomy: Organoheterocyclic compounds > Benzoxepines
• IUPAC Name: (3S,5S)-3-(1-hydroxyethyl)-1,3,4,5-tetrahydro-2-benzoxepine-5,9-diol
• SMILES (Canonical): CC(C1CC(C2=C(CO1)C(=CC=C2)O)O)O
• SMILES (Isomeric): CC([C@@H]1C[C@@H](C2=C(CO1)C(=CC=C2)O)O)O
• InChI: InChI=1S/C12H16O4/c1-7(13)12-5-11(15)8-3-2-4-10(14)9(8)6-16-12/h2-4,7,11-15H,5-6H2,1H3/t7?,11-,12-/m0/s1
• InChI Key: VWZHVDDMUSWGIT-JCADVYKZSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₄
• Molecular Weight: 224.25 g/mol
• Exact Mass: 224.10485899 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.10
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• (3S,5S)-3-(1-hydroxyethyl)-1,3,4,5-tetrahydro-2-benzoxepine-5,9-diol
• RefChem:195443
• SCHEMBL30954222
• CHEBI:207187

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9883	98.83%
Caco-2	-	0.7160	71.60%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6194	61.94%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.9490	94.90%
OATP1B3 inhibitior	+	0.9509	95.09%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9723	97.23%
P-glycoprotein inhibitior	-	0.9798	97.98%
P-glycoprotein substrate	-	0.7102	71.02%
CYP3A4 substrate	+	0.5163	51.63%
CYP2C9 substrate	-	0.7752	77.52%
CYP2D6 substrate	+	0.4656	46.56%
CYP3A4 inhibition	-	0.8762	87.62%
CYP2C9 inhibition	-	0.8700	87.00%
CYP2C19 inhibition	-	0.7437	74.37%
CYP2D6 inhibition	-	0.9123	91.23%
CYP1A2 inhibition	-	0.5246	52.46%
CYP2C8 inhibition	-	0.7780	77.80%
CYP inhibitory promiscuity	-	0.9277	92.77%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6000	60.00%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.9393	93.93%
Skin irritation	-	0.6490	64.90%
Skin corrosion	-	0.9347	93.47%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6363	63.63%
Micronuclear	-	0.7441	74.41%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.7554	75.54%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6825	68.25%
Acute Oral Toxicity (c)	III	0.5701	57.01%
Estrogen receptor binding	-	0.7027	70.27%
Androgen receptor binding	-	0.7311	73.11%
Thyroid receptor binding	-	0.5971	59.71%
Glucocorticoid receptor binding	-	0.7442	74.42%
Aromatase binding	-	0.8633	86.33%
PPAR gamma	-	0.5103	51.03%
Honey bee toxicity	-	0.9433	94.33%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.8528	85.28%

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	95.20%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.45%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.42%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.27%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.67%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	85.87%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.38%	95.56%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	85.15%	100.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.26%	99.15%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	82.87%	83.10%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.71%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.02%	94.45%
CHEMBL2535	P11166	Glucose transporter	81.85%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.04%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 42603802
• LOTUS: LTS0255277
• wikiData: Q77515947