5-Methoxy-3,3,7,11-tetramethyl-2-oxatricyclo[6.3.1.04,12]dodeca-1(11),4,6,8(12)-tetraene-9,10-dione

Details

• Internal ID: a2e10fd3-1839-438a-bbf3-58710d36d56b
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 5-methoxy-3,3,7,11-tetramethyl-2-oxatricyclo[6.3.1.04,12]dodeca-1(11),4,6,8(12)-tetraene-9,10-dione
• SMILES (Canonical): CC1=CC(=C2C3=C1C(=O)C(=O)C(=C3OC2(C)C)C)OC
• SMILES (Isomeric): CC1=CC(=C2C3=C1C(=O)C(=O)C(=C3OC2(C)C)C)OC
• InChI: InChI=1S/C16H16O4/c1-7-6-9(19-5)12-11-10(7)14(18)13(17)8(2)15(11)20-16(12,3)4/h6H,1-5H3
• InChI Key: BBDQBOFYWDAYIG-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₄
• Molecular Weight: 272.29 g/mol
• Exact Mass: 272.10485899 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.77
• 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	+	1.0000	100.00%
Caco-2	+	0.6275	62.75%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7745	77.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9304	93.04%
OATP1B3 inhibitior	+	0.9666	96.66%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8093	80.93%
P-glycoprotein inhibitior	-	0.8980	89.80%
P-glycoprotein substrate	-	0.9046	90.46%
CYP3A4 substrate	+	0.5344	53.44%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8175	81.75%
CYP3A4 inhibition	+	0.6366	63.66%
CYP2C9 inhibition	+	0.5956	59.56%
CYP2C19 inhibition	+	0.6926	69.26%
CYP2D6 inhibition	-	0.8319	83.19%
CYP1A2 inhibition	+	0.7946	79.46%
CYP2C8 inhibition	-	0.6801	68.01%
CYP inhibitory promiscuity	+	0.9186	91.86%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9743	97.43%
Carcinogenicity (trinary)	Danger	0.4383	43.83%
Eye corrosion	-	0.9785	97.85%
Eye irritation	+	0.9616	96.16%
Skin irritation	-	0.7644	76.44%
Skin corrosion	-	0.9510	95.10%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6103	61.03%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.6861	68.61%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.7108	71.08%
Acute Oral Toxicity (c)	III	0.5411	54.11%
Estrogen receptor binding	+	0.7549	75.49%
Androgen receptor binding	+	0.6369	63.69%
Thyroid receptor binding	-	0.6661	66.61%
Glucocorticoid receptor binding	-	0.6684	66.84%
Aromatase binding	-	0.6641	66.41%
PPAR gamma	-	0.6967	69.67%
Honey bee toxicity	-	0.8318	83.18%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9904	99.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.90%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.11%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.95%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.72%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.40%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	88.57%	94.73%
CHEMBL1907	P15144	Aminopeptidase N	84.87%	93.31%
CHEMBL2581	P07339	Cathepsin D	84.69%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.43%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.39%	97.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.91%	96.00%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	81.64%	100.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.56%	94.03%

Plants that contains it

• Thespesia populnea

Cross-Links

• PubChem: 11448657
• LOTUS: LTS0017881
• wikiData: Q104922649