5-Hydroxymethyl-6-(4-hydroxy-3,5-dimethoxyphenyl)-8-oxa-bicyclo[3,2,1]oct-3-en-2-one

Details

• Internal ID: 286b55b3-21a3-4829-9807-3147e1a598c0
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 6-(4-hydroxy-3,5-dimethoxyphenyl)-5-(hydroxymethyl)-8-oxabicyclo[3.2.1]oct-3-en-2-one
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C2CC3C(=O)C=CC2(O3)CO
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)C2CC3C(=O)C=CC2(O3)CO
• InChI: InChI=1S/C16H18O6/c1-20-13-5-9(6-14(21-2)15(13)19)10-7-12-11(18)3-4-16(10,8-17)22-12/h3-6,10,12,17,19H,7-8H2,1-2H3
• InChI Key: SSQQVTWYVURWGV-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₆
• Molecular Weight: 306.31 g/mol
• Exact Mass: 306.11033829 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.15
• H-Bond Acceptor: 6
• 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	+	0.9533	95.33%
Caco-2	+	0.6418	64.18%
Blood Brain Barrier	+	0.6355	63.55%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8548	85.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8153	81.53%
OATP1B3 inhibitior	+	0.9465	94.65%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7144	71.44%
P-glycoprotein inhibitior	-	0.8776	87.76%
P-glycoprotein substrate	-	0.7056	70.56%
CYP3A4 substrate	+	0.6022	60.22%
CYP2C9 substrate	-	0.8048	80.48%
CYP2D6 substrate	-	0.7975	79.75%
CYP3A4 inhibition	-	0.5472	54.72%
CYP2C9 inhibition	-	0.6676	66.76%
CYP2C19 inhibition	+	0.5835	58.35%
CYP2D6 inhibition	-	0.8743	87.43%
CYP1A2 inhibition	-	0.7867	78.67%
CYP2C8 inhibition	-	0.7313	73.13%
CYP inhibitory promiscuity	+	0.6597	65.97%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6264	62.64%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.7591	75.91%
Skin irritation	-	0.8036	80.36%
Skin corrosion	-	0.9486	94.86%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4832	48.32%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.5748	57.48%
skin sensitisation	-	0.8165	81.65%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6117	61.17%
Acute Oral Toxicity (c)	III	0.4068	40.68%
Estrogen receptor binding	+	0.7556	75.56%
Androgen receptor binding	+	0.5548	55.48%
Thyroid receptor binding	+	0.8528	85.28%
Glucocorticoid receptor binding	+	0.8504	85.04%
Aromatase binding	-	0.6589	65.89%
PPAR gamma	+	0.6025	60.25%
Honey bee toxicity	-	0.8665	86.65%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9294	92.94%

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	99.56%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.56%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.12%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.73%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.80%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.31%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.49%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.94%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.82%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.42%	89.00%
CHEMBL2581	P07339	Cathepsin D	86.76%	98.95%
CHEMBL4208	P20618	Proteasome component C5	86.12%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.78%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.00%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.58%	99.17%

Plants that contains it

• Descurainia sophia

Cross-Links

• PubChem: 72815718
• LOTUS: LTS0203489
• wikiData: Q105259835