8-Hydroxy-4,10,10-trimethyl-3,11,12,13-tetraoxatetracyclo[7.3.1.01,7.02,4]tridec-6-en-5-one

Details

• Internal ID: 1f7e1652-f479-4cfe-9c90-ea75e797522c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: 8-hydroxy-4,10,10-trimethyl-3,11,12,13-tetraoxatetracyclo[7.3.1.01,7.02,4]tridec-6-en-5-one
• SMILES (Canonical): CC1(C2C(C3=CC(=O)C4(C(C3(O2)OO1)O4)C)O)C
• SMILES (Isomeric): CC1(C2C(C3=CC(=O)C4(C(C3(O2)OO1)O4)C)O)C
• InChI: InChI=1S/C12H14O6/c1-10(2)8-7(14)5-4-6(13)11(3)9(16-11)12(5,15-8)18-17-10/h4,7-9,14H,1-3H3
• InChI Key: VRVCIBRMPZDPKI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₆
• Molecular Weight: 254.24 g/mol
• Exact Mass: 254.07903816 g/mol
• Topological Polar Surface Area (TPSA): 77.50 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -0.15
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9823	98.23%
Caco-2	+	0.5139	51.39%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6634	66.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9050	90.50%
OATP1B3 inhibitior	+	0.9502	95.02%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9290	92.90%
P-glycoprotein inhibitior	-	0.8589	85.89%
P-glycoprotein substrate	-	0.8702	87.02%
CYP3A4 substrate	+	0.5477	54.77%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	-	0.8624	86.24%
CYP3A4 inhibition	-	0.6918	69.18%
CYP2C9 inhibition	-	0.8578	85.78%
CYP2C19 inhibition	-	0.7628	76.28%
CYP2D6 inhibition	-	0.9050	90.50%
CYP1A2 inhibition	-	0.7825	78.25%
CYP2C8 inhibition	-	0.9141	91.41%
CYP inhibitory promiscuity	-	0.7481	74.81%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Danger	0.4853	48.53%
Eye corrosion	-	0.9740	97.40%
Eye irritation	-	0.7214	72.14%
Skin irritation	-	0.6422	64.22%
Skin corrosion	-	0.9198	91.98%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8156	81.56%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.6083	60.83%
skin sensitisation	-	0.7125	71.25%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.6344	63.44%
Acute Oral Toxicity (c)	III	0.3731	37.31%
Estrogen receptor binding	+	0.7218	72.18%
Androgen receptor binding	+	0.5780	57.80%
Thyroid receptor binding	+	0.7104	71.04%
Glucocorticoid receptor binding	+	0.5475	54.75%
Aromatase binding	+	0.5716	57.16%
PPAR gamma	+	0.7442	74.42%
Honey bee toxicity	-	0.8962	89.62%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9430	94.30%

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	93.30%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.17%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.24%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.23%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.50%	94.45%
CHEMBL2581	P07339	Cathepsin D	84.22%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.74%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	83.13%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.37%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163084612
• LOTUS: LTS0160889
• wikiData: Q104199734