6,7-dihydroxy-6-methylspiro[4,5,7,7a-tetrahydro-3aH-1-benzofuran-3,2'-oxirane]-2-one

Details

• Internal ID: a6e5ddd6-c168-411d-bf04-71f729d837b8
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 6,7-dihydroxy-6-methylspiro[4,5,7,7a-tetrahydro-3aH-1-benzofuran-3,2'-oxirane]-2-one
• SMILES (Canonical): CC1(CCC2C(C1O)OC(=O)C23CO3)O
• SMILES (Isomeric): CC1(CCC2C(C1O)OC(=O)C23CO3)O
• InChI: InChI=1S/C10H14O5/c1-9(13)3-2-5-6(7(9)11)15-8(12)10(5)4-14-10/h5-7,11,13H,2-4H2,1H3
• InChI Key: XBSLSVHALDMLEQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₅
• Molecular Weight: 214.21 g/mol
• Exact Mass: 214.08412354 g/mol
• Topological Polar Surface Area (TPSA): 79.30 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -0.80
• H-Bond Acceptor: 5
• 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	+	0.9481	94.81%
Caco-2	-	0.6653	66.53%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7736	77.36%
OATP2B1 inhibitior	-	0.8523	85.23%
OATP1B1 inhibitior	+	0.9397	93.97%
OATP1B3 inhibitior	+	0.9432	94.32%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9337	93.37%
P-glycoprotein inhibitior	-	0.9746	97.46%
P-glycoprotein substrate	-	0.8909	89.09%
CYP3A4 substrate	+	0.5854	58.54%
CYP2C9 substrate	-	0.7986	79.86%
CYP2D6 substrate	-	0.8242	82.42%
CYP3A4 inhibition	-	0.9349	93.49%
CYP2C9 inhibition	-	0.8834	88.34%
CYP2C19 inhibition	-	0.8726	87.26%
CYP2D6 inhibition	-	0.9460	94.60%
CYP1A2 inhibition	-	0.8123	81.23%
CYP2C8 inhibition	-	0.9392	93.92%
CYP inhibitory promiscuity	-	0.9912	99.12%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5557	55.57%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.9784	97.84%
Skin irritation	-	0.6404	64.04%
Skin corrosion	-	0.9133	91.33%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8803	88.03%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.7286	72.86%
skin sensitisation	-	0.8726	87.26%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.7429	74.29%
Acute Oral Toxicity (c)	III	0.4297	42.97%
Estrogen receptor binding	-	0.5408	54.08%
Androgen receptor binding	-	0.5566	55.66%
Thyroid receptor binding	-	0.6392	63.92%
Glucocorticoid receptor binding	-	0.5891	58.91%
Aromatase binding	-	0.8527	85.27%
PPAR gamma	-	0.7340	73.40%
Honey bee toxicity	-	0.8526	85.26%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8735	87.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.50%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	89.73%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.51%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.48%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.31%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.82%	91.11%
CHEMBL1871	P10275	Androgen Receptor	84.50%	96.43%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.33%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.03%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.13%	93.04%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.72%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 78139815
• LOTUS: LTS0177865
• wikiData: Q104200821