(3aR,6S,7R,7aR)-6,7-dihydroxy-3a,6,7,7a-tetrahydro-3H-1-benzofuran-2-one

Details

• Internal ID: e45a254a-ab5e-4d2b-a319-65231e78cf88
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: (3aR,6S,7R,7aR)-6,7-dihydroxy-3a,6,7,7a-tetrahydro-3H-1-benzofuran-2-one
• InChI: InChI=1S/C8H10O4/c9-5-2-1-4-3-6(10)12-8(4)7(5)11/h1-2,4-5,7-9,11H,3H2/t4-,5-,7+,8+/m0/s1
• InChI Key: VUZYEALEJNVPDU-DGCAKLBHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₀O₄
• Molecular Weight: 170.16 g/mol
• Exact Mass: 170.05790880 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -0.79
• 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	+	0.9252	92.52%
Caco-2	-	0.7880	78.80%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5314	53.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9355	93.55%
OATP1B3 inhibitior	+	0.9731	97.31%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9713	97.13%
P-glycoprotein inhibitior	-	0.9839	98.39%
P-glycoprotein substrate	-	0.9625	96.25%
CYP3A4 substrate	-	0.6528	65.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8234	82.34%
CYP3A4 inhibition	-	0.9027	90.27%
CYP2C9 inhibition	-	0.9430	94.30%
CYP2C19 inhibition	-	0.8993	89.93%
CYP2D6 inhibition	-	0.9478	94.78%
CYP1A2 inhibition	-	0.8431	84.31%
CYP2C8 inhibition	-	0.9850	98.50%
CYP inhibitory promiscuity	-	0.9364	93.64%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4725	47.25%
Eye corrosion	-	0.9159	91.59%
Eye irritation	-	0.6333	63.33%
Skin irritation	+	0.5116	51.16%
Skin corrosion	-	0.8710	87.10%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8433	84.33%
Micronuclear	+	0.5718	57.18%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.7893	78.93%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.7334	73.34%
Acute Oral Toxicity (c)	IV	0.5660	56.60%
Estrogen receptor binding	-	0.8233	82.33%
Androgen receptor binding	-	0.8185	81.85%
Thyroid receptor binding	-	0.8208	82.08%
Glucocorticoid receptor binding	-	0.6839	68.39%
Aromatase binding	-	0.9211	92.11%
PPAR gamma	-	0.8356	83.56%
Honey bee toxicity	-	0.8822	88.22%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.6960	69.60%

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	93.33%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.66%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.70%	95.56%
CHEMBL2581	P07339	Cathepsin D	84.16%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.39%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.39%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.37%	97.09%

Plants that contains it

• Tylosema esculentum

Cross-Links

• PubChem: 131014862
• LOTUS: LTS0213016
• wikiData: Q105297549