5-Hydroxy-2,9-bis(hydroxymethyl)-8,11-dihydro-4H-pyrano[2,3-g][1]benzooxepin-4-one

Details

• Internal ID: af3d8298-a01c-4bcd-9ff2-124dc1294375
• Taxonomy: Organoheterocyclic compounds > Benzoxepines
• IUPAC Name: 5-hydroxy-2,9-bis(hydroxymethyl)-8,11-dihydropyrano[2,3-g][1]benzoxepin-4-one
• SMILES (Canonical): C1C=C(COC2=C1C3=C(C(=C2)O)C(=O)C=C(O3)CO)CO
• SMILES (Isomeric): C1C=C(COC2=C1C3=C(C(=C2)O)C(=O)C=C(O3)CO)CO
• InChI: InChI=1S/C15H14O6/c16-5-8-1-2-10-13(20-7-8)4-12(19)14-11(18)3-9(6-17)21-15(10)14/h1,3-4,16-17,19H,2,5-7H2
• InChI Key: RFYWLSPBFOYSRV-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₆
• Molecular Weight: 290.27 g/mol
• Exact Mass: 290.07903816 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.84
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9502	95.02%
Caco-2	-	0.7300	73.00%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7359	73.59%
OATP2B1 inhibitior	-	0.6983	69.83%
OATP1B1 inhibitior	+	0.9417	94.17%
OATP1B3 inhibitior	+	0.9630	96.30%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.7928	79.28%
P-glycoprotein inhibitior	-	0.8281	82.81%
P-glycoprotein substrate	-	0.8131	81.31%
CYP3A4 substrate	-	0.5083	50.83%
CYP2C9 substrate	-	0.5898	58.98%
CYP2D6 substrate	-	0.8035	80.35%
CYP3A4 inhibition	-	0.7429	74.29%
CYP2C9 inhibition	-	0.7833	78.33%
CYP2C19 inhibition	+	0.5224	52.24%
CYP2D6 inhibition	-	0.7858	78.58%
CYP1A2 inhibition	-	0.6699	66.99%
CYP2C8 inhibition	-	0.7954	79.54%
CYP inhibitory promiscuity	-	0.6115	61.15%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6823	68.23%
Eye corrosion	-	0.9882	98.82%
Eye irritation	+	0.7794	77.94%
Skin irritation	-	0.7799	77.99%
Skin corrosion	-	0.9569	95.69%
Ames mutagenesis	+	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6641	66.41%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7749	77.49%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.4730	47.30%
Acute Oral Toxicity (c)	II	0.3877	38.77%
Estrogen receptor binding	+	0.7814	78.14%
Androgen receptor binding	+	0.7436	74.36%
Thyroid receptor binding	-	0.6134	61.34%
Glucocorticoid receptor binding	+	0.7122	71.22%
Aromatase binding	+	0.7677	76.77%
PPAR gamma	+	0.9333	93.33%
Honey bee toxicity	-	0.8522	85.22%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9436	94.36%

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	99.06%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	97.60%	93.99%
CHEMBL2581	P07339	Cathepsin D	90.07%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.40%	94.45%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	88.85%	89.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.80%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.70%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.64%	94.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.10%	96.77%
CHEMBL3401	O75469	Pregnane X receptor	81.10%	94.73%

Plants that contains it

• Eranthis cilicica

Cross-Links

• PubChem: 42603810
• LOTUS: LTS0132690
• wikiData: Q105235706