(6S,7R,7aR)-6,7-dihydroxy-7,7a-dihydro-6H-1-benzofuran-2-one

Details

• Internal ID: 0eb1c5f9-4baf-4a34-8c73-d43f72583aa4
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: (6S,7R,7aR)-6,7-dihydroxy-7,7a-dihydro-6H-1-benzofuran-2-one
• SMILES (Canonical): C1=CC2=CC(=O)OC2C(C1O)O
• SMILES (Isomeric): C1=CC2=CC(=O)O[C@H]2[C@@H]([C@H]1O)O
• InChI: InChI=1S/C8H8O4/c9-5-2-1-4-3-6(10)12-8(4)7(5)11/h1-3,5,7-9,11H/t5-,7+,8+/m0/s1
• InChI Key: VXWUBYBAUIHOHG-UIISKDMLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₈O₄
• Molecular Weight: 168.15 g/mol
• Exact Mass: 168.04225873 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -0.87
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9804	98.04%
Caco-2	-	0.6246	62.46%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5364	53.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9221	92.21%
OATP1B3 inhibitior	+	0.9640	96.40%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9775	97.75%
P-glycoprotein inhibitior	-	0.9727	97.27%
P-glycoprotein substrate	-	0.9488	94.88%
CYP3A4 substrate	-	0.5768	57.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8749	87.49%
CYP3A4 inhibition	-	0.8988	89.88%
CYP2C9 inhibition	-	0.8780	87.80%
CYP2C19 inhibition	-	0.8447	84.47%
CYP2D6 inhibition	-	0.9320	93.20%
CYP1A2 inhibition	-	0.6160	61.60%
CYP2C8 inhibition	-	0.9693	96.93%
CYP inhibitory promiscuity	-	0.7805	78.05%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4522	45.22%
Eye corrosion	-	0.8741	87.41%
Eye irritation	+	0.8459	84.59%
Skin irritation	+	0.5887	58.87%
Skin corrosion	-	0.9181	91.81%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8367	83.67%
Micronuclear	+	0.6559	65.59%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.7194	71.94%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.6980	69.80%
Acute Oral Toxicity (c)	IV	0.5128	51.28%
Estrogen receptor binding	-	0.8376	83.76%
Androgen receptor binding	-	0.8092	80.92%
Thyroid receptor binding	-	0.6909	69.09%
Glucocorticoid receptor binding	-	0.7251	72.51%
Aromatase binding	-	0.8741	87.41%
PPAR gamma	-	0.6850	68.50%
Honey bee toxicity	-	0.9304	93.04%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8935	89.35%

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	92.51%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.22%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.00%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.65%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	86.74%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.32%	89.00%

Plants that contains it

• Tylosema esculentum

Cross-Links

• PubChem: 124356406
• LOTUS: LTS0032260
• wikiData: Q105298801