[(5S,6S)-3,6-dimethyl-4-oxo-6,7-dihydro-5H-1-benzofuran-5-yl] acetate

Details

• Internal ID: b83d0e28-2fcf-45e0-8479-739c99d4597c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: [(5S,6S)-3,6-dimethyl-4-oxo-6,7-dihydro-5H-1-benzofuran-5-yl] acetate
• SMILES (Canonical): CC1CC2=C(C(=CO2)C)C(=O)C1OC(=O)C
• SMILES (Isomeric): C[C@H]1CC2=C(C(=CO2)C)C(=O)[C@H]1OC(=O)C
• InChI: InChI=1S/C12H14O4/c1-6-4-9-10(7(2)5-15-9)11(14)12(6)16-8(3)13/h5-6,12H,4H2,1-3H3/t6-,12-/m0/s1
• InChI Key: LUROOFSVNUUOCG-QTTZVWFDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₄
• Molecular Weight: 222.24 g/mol
• Exact Mass: 222.08920892 g/mol
• Topological Polar Surface Area (TPSA): 56.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.89
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9850	98.50%
Caco-2	+	0.5198	51.98%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5812	58.12%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	+	0.9236	92.36%
OATP1B3 inhibitior	+	0.9409	94.09%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8818	88.18%
P-glycoprotein inhibitior	-	0.8366	83.66%
P-glycoprotein substrate	-	0.9139	91.39%
CYP3A4 substrate	+	0.5150	51.50%
CYP2C9 substrate	+	0.8129	81.29%
CYP2D6 substrate	-	0.8671	86.71%
CYP3A4 inhibition	-	0.9191	91.91%
CYP2C9 inhibition	-	0.8571	85.71%
CYP2C19 inhibition	-	0.7673	76.73%
CYP2D6 inhibition	-	0.9722	97.22%
CYP1A2 inhibition	+	0.7141	71.41%
CYP2C8 inhibition	-	0.8732	87.32%
CYP inhibitory promiscuity	-	0.8032	80.32%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9143	91.43%
Carcinogenicity (trinary)	Non-required	0.5455	54.55%
Eye corrosion	-	0.9514	95.14%
Eye irritation	-	0.8640	86.40%
Skin irritation	-	0.8545	85.45%
Skin corrosion	-	0.9611	96.11%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6410	64.10%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.7118	71.18%
skin sensitisation	-	0.6534	65.34%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.5759	57.59%
Acute Oral Toxicity (c)	IV	0.4196	41.96%
Estrogen receptor binding	-	0.8428	84.28%
Androgen receptor binding	+	0.5421	54.21%
Thyroid receptor binding	-	0.6513	65.13%
Glucocorticoid receptor binding	-	0.7357	73.57%
Aromatase binding	-	0.8116	81.16%
PPAR gamma	-	0.6312	63.12%
Honey bee toxicity	-	0.8729	87.29%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9511	95.11%

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	93.24%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.63%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.80%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.48%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	84.95%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.68%	86.33%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.48%	93.65%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.97%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.08%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.57%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.19%	99.23%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.44%	94.00%

Plants that contains it

• Clinopodium ashei

Cross-Links

• PubChem: 14163447
• LOTUS: LTS0229054
• wikiData: Q105157593