(R)-3-Ethyl-7-hydroxy-6-methoxyphthalide

Details

• Internal ID: 79dd265a-3279-4826-bd9f-835fb15b68b9
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Benzofuranones
• IUPAC Name: (3R)-3-ethyl-7-hydroxy-6-methoxy-3H-2-benzofuran-1-one
• SMILES (Canonical): CCC1C2=C(C(=C(C=C2)OC)O)C(=O)O1
• SMILES (Isomeric): CC[C@@H]1C2=C(C(=C(C=C2)OC)O)C(=O)O1
• InChI: InChI=1S/C11H12O4/c1-3-7-6-4-5-8(14-2)10(12)9(6)11(13)15-7/h4-5,7,12H,3H2,1-2H3/t7-/m1/s1
• InChI Key: CJPMLOYFDLJAKU-SSDOTTSWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₄
• Molecular Weight: 208.21 g/mol
• Exact Mass: 208.07355886 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.02
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9895	98.95%
Caco-2	+	0.7312	73.12%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6720	67.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8928	89.28%
OATP1B3 inhibitior	+	0.9318	93.18%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8216	82.16%
P-glycoprotein inhibitior	-	0.9405	94.05%
P-glycoprotein substrate	-	0.8543	85.43%
CYP3A4 substrate	+	0.5065	50.65%
CYP2C9 substrate	+	0.6383	63.83%
CYP2D6 substrate	-	0.8234	82.34%
CYP3A4 inhibition	-	0.8523	85.23%
CYP2C9 inhibition	-	0.6542	65.42%
CYP2C19 inhibition	+	0.6465	64.65%
CYP2D6 inhibition	-	0.9137	91.37%
CYP1A2 inhibition	+	0.6339	63.39%
CYP2C8 inhibition	+	0.5884	58.84%
CYP inhibitory promiscuity	-	0.5911	59.11%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5138	51.38%
Eye corrosion	-	0.9416	94.16%
Eye irritation	-	0.4853	48.53%
Skin irritation	-	0.7287	72.87%
Skin corrosion	-	0.9662	96.62%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5462	54.62%
Micronuclear	+	0.6535	65.35%
Hepatotoxicity	+	0.5230	52.30%
skin sensitisation	-	0.6537	65.37%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6071	60.71%
Acute Oral Toxicity (c)	II	0.4182	41.82%
Estrogen receptor binding	+	0.5953	59.53%
Androgen receptor binding	-	0.5875	58.75%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.7249	72.49%
Aromatase binding	-	0.8153	81.53%
PPAR gamma	-	0.5268	52.68%
Honey bee toxicity	-	0.9352	93.52%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5349	53.49%
Fish aquatic toxicity	+	0.8148	81.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.15%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.78%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.98%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.80%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.12%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.83%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.66%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.97%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.77%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.18%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	82.06%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.40%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.40%	92.62%

Plants that contains it

• Chamaemelum fuscatum
• Citrullus colocynthis
• Onychium japonicum
• Pittosporum illicioides

Cross-Links

• PubChem: 25135575
• NPASS: NPC32058
• ChEMBL: CHEMBL490782
• LOTUS: LTS0225630
• wikiData: Q104961489