4-Hydroxy-5-methoxy-1,3,10-trimethyl-8,12-dioxatricyclo[7.2.1.02,7]dodeca-2,4,6-trien-11-one

Details

• Internal ID: 59cb19f6-4803-4335-bf64-0fb7fdb0cf88
• Taxonomy: Benzenoids > Phenol ethers > Anisoles
• IUPAC Name: 4-hydroxy-5-methoxy-1,3,10-trimethyl-8,12-dioxatricyclo[7.2.1.02,7]dodeca-2,4,6-trien-11-one
• SMILES (Canonical): CC1C2OC3=CC(=C(C(=C3C(C1=O)(O2)C)C)O)OC
• SMILES (Isomeric): CC1C2OC3=CC(=C(C(=C3C(C1=O)(O2)C)C)O)OC
• InChI: InChI=1S/C14H16O5/c1-6-10-8(5-9(17-4)11(6)15)18-13-7(2)12(16)14(10,3)19-13/h5,7,13,15H,1-4H3
• InChI Key: YMIDZTIERGUHJW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₅
• Molecular Weight: 264.27 g/mol
• Exact Mass: 264.09977361 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.88
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9702	97.02%
Caco-2	+	0.7363	73.63%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6665	66.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8649	86.49%
OATP1B3 inhibitior	+	0.8922	89.22%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8890	88.90%
P-glycoprotein inhibitior	-	0.8783	87.83%
P-glycoprotein substrate	-	0.7389	73.89%
CYP3A4 substrate	+	0.5764	57.64%
CYP2C9 substrate	-	0.5844	58.44%
CYP2D6 substrate	-	0.7511	75.11%
CYP3A4 inhibition	+	0.6574	65.74%
CYP2C9 inhibition	-	0.9418	94.18%
CYP2C19 inhibition	-	0.5415	54.15%
CYP2D6 inhibition	-	0.8134	81.34%
CYP1A2 inhibition	-	0.7832	78.32%
CYP2C8 inhibition	+	0.4686	46.86%
CYP inhibitory promiscuity	-	0.7011	70.11%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4541	45.41%
Eye corrosion	-	0.9773	97.73%
Eye irritation	-	0.6282	62.82%
Skin irritation	-	0.7172	71.72%
Skin corrosion	-	0.9511	95.11%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5348	53.48%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.5657	56.57%
skin sensitisation	-	0.8436	84.36%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7187	71.87%
Acute Oral Toxicity (c)	II	0.6109	61.09%
Estrogen receptor binding	+	0.7701	77.01%
Androgen receptor binding	+	0.5694	56.94%
Thyroid receptor binding	+	0.5351	53.51%
Glucocorticoid receptor binding	-	0.5161	51.61%
Aromatase binding	-	0.5821	58.21%
PPAR gamma	+	0.6301	63.01%
Honey bee toxicity	-	0.8123	81.23%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8694	86.94%

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	96.98%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.91%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.92%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.48%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.46%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.29%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.62%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.74%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.57%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.85%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.98%	92.94%
CHEMBL3401	O75469	Pregnane X receptor	81.98%	94.73%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.15%	91.07%

Plants that contains it

• Litsea glutinosa

Cross-Links

• PubChem: 162815177
• LOTUS: LTS0256709
• wikiData: Q105224948