Antrodioxolanone

Details

• Internal ID: 6754bde2-6e43-425e-a08a-4fbae42ce453
• Taxonomy: Benzenoids > Phenol ethers > Anisoles
• IUPAC Name: (4R,5S)-4,5-dimethyl-4,5-bis[2-(3,4,6-trimethoxy-2-methylphenyl)ethynyl]-1,3-dioxolan-2-one
• InChI: InChI=1S/C29H32O9/c1-17-19(21(31-5)15-23(33-7)25(17)35-9)11-13-28(3)29(4,38-27(30)37-28)14-12-20-18(2)26(36-10)24(34-8)16-22(20)32-6/h15-16H,1-10H3/t28-,29+
• InChI Key: NJECTZSLZHQUFD-ISILISOKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₂O₉
• Molecular Weight: 524.60 g/mol
• Exact Mass: 524.20463259 g/mol
• Topological Polar Surface Area (TPSA): 90.90 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.44
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

• (4R,5S)-4,5-dimethyl-4,5-bis[2-(3,4,6-trimethoxy-2-methylphenyl)ethynyl]-1,3-dioxolan-2-one
• (4R,5S)-4,5-dimethyl-4,5-bis(2-(3,4,6-trimethoxy-2-methylphenyl)ethynyl)-1,3-dioxolan-2-one
• RefChem:113259
• 945622-09-3
• CHEMBL229460
• SCHEMBL29936070
• CHEBI:206867
• DTXSID801045774
• Q15720559

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9791	97.91%
Caco-2	-	0.7042	70.42%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7751	77.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9172	91.72%
OATP1B3 inhibitior	+	0.9356	93.56%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9804	98.04%
P-glycoprotein inhibitior	+	0.7788	77.88%
P-glycoprotein substrate	-	0.9049	90.49%
CYP3A4 substrate	+	0.5532	55.32%
CYP2C9 substrate	-	0.8080	80.80%
CYP2D6 substrate	-	0.7081	70.81%
CYP3A4 inhibition	+	0.7855	78.55%
CYP2C9 inhibition	-	0.8566	85.66%
CYP2C19 inhibition	+	0.5572	55.72%
CYP2D6 inhibition	-	0.8925	89.25%
CYP1A2 inhibition	-	0.5185	51.85%
CYP2C8 inhibition	-	0.5883	58.83%
CYP inhibitory promiscuity	+	0.8542	85.42%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Danger	0.4218	42.18%
Eye corrosion	-	0.9713	97.13%
Eye irritation	-	0.8443	84.43%
Skin irritation	-	0.8426	84.26%
Skin corrosion	-	0.9704	97.04%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7117	71.17%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8422	84.22%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	+	0.5541	55.41%
Acute Oral Toxicity (c)	III	0.4708	47.08%
Estrogen receptor binding	+	0.8590	85.90%
Androgen receptor binding	+	0.6939	69.39%
Thyroid receptor binding	+	0.7609	76.09%
Glucocorticoid receptor binding	+	0.7731	77.31%
Aromatase binding	+	0.7645	76.45%
PPAR gamma	+	0.7681	76.81%
Honey bee toxicity	-	0.7814	78.14%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9817	98.17%

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	94.09%	91.11%
CHEMBL1871	P10275	Androgen Receptor	90.53%	96.43%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.94%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.34%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.64%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.39%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.82%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.06%	85.14%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	84.77%	82.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.56%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.21%	91.07%
CHEMBL1255126	O15151	Protein Mdm4	80.26%	90.20%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 16737472
• LOTUS: LTS0157302
• wikiData: Q15720559