4-(4-Hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2-oxatricyclo[4.3.0.01,3]non-8-en-7-one

Details

• Internal ID: 9f1ad223-91e7-4cc7-8a6c-b8ee4e2645d1
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 4-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2-oxatricyclo[4.3.0.01,3]non-8-en-7-one
• SMILES (Canonical): COC1=C(C=CC(=C1)C2CC3C(=O)C=CC34C2(O4)CO)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C2CC3C(=O)C=CC34C2(O4)CO)O
• InChI: InChI=1S/C16H16O5/c1-20-14-6-9(2-3-13(14)19)10-7-11-12(18)4-5-15(11)16(10,8-17)21-15/h2-6,10-11,17,19H,7-8H2,1H3
• InChI Key: YSPZYCRBENTIPL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₅
• Molecular Weight: 288.29 g/mol
• Exact Mass: 288.09977361 g/mol
• Topological Polar Surface Area (TPSA): 79.30 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.14
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9717	97.17%
Caco-2	-	0.5124	51.24%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8177	81.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8945	89.45%
OATP1B3 inhibitior	+	0.9542	95.42%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8245	82.45%
P-glycoprotein inhibitior	-	0.9234	92.34%
P-glycoprotein substrate	-	0.7706	77.06%
CYP3A4 substrate	+	0.5807	58.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7917	79.17%
CYP3A4 inhibition	-	0.5736	57.36%
CYP2C9 inhibition	-	0.5561	55.61%
CYP2C19 inhibition	+	0.6029	60.29%
CYP2D6 inhibition	-	0.8387	83.87%
CYP1A2 inhibition	-	0.7016	70.16%
CYP2C8 inhibition	-	0.5910	59.10%
CYP inhibitory promiscuity	+	0.6873	68.73%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5975	59.75%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.8284	82.84%
Skin irritation	-	0.7625	76.25%
Skin corrosion	-	0.9499	94.99%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7331	73.31%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.5323	53.23%
skin sensitisation	-	0.8032	80.32%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.4850	48.50%
Acute Oral Toxicity (c)	III	0.4255	42.55%
Estrogen receptor binding	+	0.8527	85.27%
Androgen receptor binding	+	0.6451	64.51%
Thyroid receptor binding	+	0.6455	64.55%
Glucocorticoid receptor binding	+	0.8160	81.60%
Aromatase binding	-	0.5776	57.76%
PPAR gamma	+	0.6477	64.77%
Honey bee toxicity	-	0.8878	88.78%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8968	89.68%

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	99.62%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.33%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.87%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.66%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.93%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.64%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.79%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.72%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.04%	86.33%
CHEMBL2581	P07339	Cathepsin D	88.94%	98.95%
CHEMBL4208	P20618	Proteasome component C5	87.99%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.51%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.12%	92.62%
CHEMBL1951	P21397	Monoamine oxidase A	85.05%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.71%	99.17%

Plants that contains it

• Picrasma quassioides

Cross-Links

• PubChem: 5318288
• NPASS: NPC32595