1(3H)-Isobenzofuranone, 3-(1,2-dihydroxypropyl)-6-hydroxy-

Details

• Internal ID: d1427675-fcc9-497b-b307-d589aca0fe05
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Benzofuranones
• IUPAC Name: 3-(1,2-dihydroxypropyl)-6-hydroxy-3H-2-benzofuran-1-one
• SMILES (Canonical): CC(C(C1C2=C(C=C(C=C2)O)C(=O)O1)O)O
• SMILES (Isomeric): CC(C(C1C2=C(C=C(C=C2)O)C(=O)O1)O)O
• InChI: InChI=1S/C11H12O5/c1-5(12)9(14)10-7-3-2-6(13)4-8(7)11(15)16-10/h2-5,9-10,12-14H,1H3
• InChI Key: JELOYSWGYATABR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₅
• Molecular Weight: 224.21 g/mol
• Exact Mass: 224.06847348 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.35
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• 1(3H)-Isobenzofuranone, 3-(1,2-dihydroxypropyl)-6-hydroxy-
• DTXSID30444756
• RefChem:211703
• DTXCID30395577
• 3-(1,2-Dihydroxypropyl)-6-hydroxy-2-benzofuran-1(3H)-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9797	97.97%
Caco-2	-	0.7511	75.11%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6892	68.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8602	86.02%
OATP1B3 inhibitior	+	0.9597	95.97%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9550	95.50%
P-glycoprotein inhibitior	-	0.9602	96.02%
P-glycoprotein substrate	-	0.7168	71.68%
CYP3A4 substrate	-	0.5075	50.75%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8355	83.55%
CYP3A4 inhibition	-	0.8851	88.51%
CYP2C9 inhibition	-	0.8400	84.00%
CYP2C19 inhibition	-	0.8320	83.20%
CYP2D6 inhibition	-	0.9554	95.54%
CYP1A2 inhibition	+	0.8181	81.81%
CYP2C8 inhibition	-	0.8549	85.49%
CYP inhibitory promiscuity	-	0.8508	85.08%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9019	90.19%
Carcinogenicity (trinary)	Non-required	0.4716	47.16%
Eye corrosion	-	0.8860	88.60%
Eye irritation	-	0.5000	50.00%
Skin irritation	+	0.6107	61.07%
Skin corrosion	-	0.8999	89.99%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7338	73.38%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.6525	65.25%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.5576	55.76%
Acute Oral Toxicity (c)	III	0.5060	50.60%
Estrogen receptor binding	-	0.7783	77.83%
Androgen receptor binding	-	0.5740	57.40%
Thyroid receptor binding	-	0.5916	59.16%
Glucocorticoid receptor binding	-	0.5934	59.34%
Aromatase binding	-	0.8168	81.68%
PPAR gamma	-	0.7688	76.88%
Honey bee toxicity	-	0.8541	85.41%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.8667	86.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.63%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.82%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.68%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.56%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	89.53%	94.73%
CHEMBL2535	P11166	Glucose transporter	88.75%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.30%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.44%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.88%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.57%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.00%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.93%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.22%	95.89%

Plants that contains it

• Ceratostigma willmottianum

Cross-Links

• PubChem: 10775490
• LOTUS: LTS0199992
• wikiData: Q82263007