(7S)-4-hydroxy-7-prop-1-en-2-yl-7,8-dihydro-1H-furo[3,4-e][1]benzofuran-3-one

Details

• Internal ID: 27a5b858-1bb7-42a3-ae29-8d26b5a19a34
• Taxonomy: Organoheterocyclic compounds > Isocoumarans > Isobenzofuranones > Phthalides
• IUPAC Name: (7S)-4-hydroxy-7-prop-1-en-2-yl-7,8-dihydro-1H-furo[3,4-e][1]benzofuran-3-one
• SMILES (Canonical): CC(=C)C1CC2=C(O1)C=C(C3=C2COC3=O)O
• SMILES (Isomeric): CC(=C)[C@@H]1CC2=C(O1)C=C(C3=C2COC3=O)O
• InChI: InChI=1S/C13H12O4/c1-6(2)10-3-7-8-5-16-13(15)12(8)9(14)4-11(7)17-10/h4,10,14H,1,3,5H2,2H3/t10-/m0/s1
• InChI Key: SNIFRXDDBTXTHE-JTQLQIEISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₄
• Molecular Weight: 232.23 g/mol
• Exact Mass: 232.07355886 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 1.94
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.5050	50.50%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7652	76.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9223	92.23%
OATP1B3 inhibitior	+	0.9679	96.79%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8704	87.04%
P-glycoprotein inhibitior	-	0.9466	94.66%
P-glycoprotein substrate	-	0.8853	88.53%
CYP3A4 substrate	-	0.5163	51.63%
CYP2C9 substrate	+	0.6330	63.30%
CYP2D6 substrate	-	0.8299	82.99%
CYP3A4 inhibition	-	0.7556	75.56%
CYP2C9 inhibition	-	0.5747	57.47%
CYP2C19 inhibition	+	0.5184	51.84%
CYP2D6 inhibition	-	0.8662	86.62%
CYP1A2 inhibition	+	0.7666	76.66%
CYP2C8 inhibition	-	0.9214	92.14%
CYP inhibitory promiscuity	-	0.6193	61.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5839	58.39%
Eye corrosion	-	0.9616	96.16%
Eye irritation	+	0.8563	85.63%
Skin irritation	-	0.6461	64.61%
Skin corrosion	-	0.9377	93.77%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6319	63.19%
Micronuclear	-	0.5760	57.60%
Hepatotoxicity	+	0.7573	75.73%
skin sensitisation	-	0.5983	59.83%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6410	64.10%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6706	67.06%
Acute Oral Toxicity (c)	II	0.3641	36.41%
Estrogen receptor binding	-	0.7660	76.60%
Androgen receptor binding	-	0.4912	49.12%
Thyroid receptor binding	-	0.5943	59.43%
Glucocorticoid receptor binding	-	0.5938	59.38%
Aromatase binding	-	0.6276	62.76%
PPAR gamma	+	0.5711	57.11%
Honey bee toxicity	-	0.7726	77.26%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9901	99.01%

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	98.72%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.48%	91.49%
CHEMBL2581	P07339	Cathepsin D	94.11%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.78%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.95%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.49%	94.80%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.50%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.83%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.74%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.59%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.80%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.63%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.23%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	80.67%	94.73%

Plants that contains it

• Anaphalis lactea

Cross-Links

• PubChem: 162936830
• LOTUS: LTS0000481
• wikiData: Q105256469