(4R)-6-methoxy-4,8,12-trimethyl-2-oxatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13)-tetraene-10,11-dione

Details

• Internal ID: 2059ea32-0154-4d9d-abad-0763d1401edd
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: (4R)-6-methoxy-4,8,12-trimethyl-2-oxatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13)-tetraene-10,11-dione
• SMILES (Canonical): CC1COC2=C(C(=O)C(=O)C3=C2C1=C(C=C3C)OC)C
• SMILES (Isomeric): C[C@H]1COC2=C(C(=O)C(=O)C3=C2C1=C(C=C3C)OC)C
• InChI: InChI=1S/C16H16O4/c1-7-5-10(19-4)11-8(2)6-20-16-9(3)14(17)15(18)12(7)13(11)16/h5,8H,6H2,1-4H3/t8-/m0/s1
• InChI Key: OVVQUWWPZAAYMD-QMMMGPOBSA-N
• Popularity: 0 references 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: 2.30
• Atomic LogP (AlogP): 2.63
• 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	+	0.9922	99.22%
Caco-2	+	0.8011	80.11%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6879	68.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9481	94.81%
OATP1B3 inhibitior	+	0.9762	97.62%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6500	65.00%
P-glycoprotein inhibitior	-	0.8905	89.05%
P-glycoprotein substrate	-	0.7842	78.42%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8219	82.19%
CYP3A4 inhibition	+	0.5213	52.13%
CYP2C9 inhibition	+	0.5572	55.72%
CYP2C19 inhibition	+	0.7710	77.10%
CYP2D6 inhibition	-	0.8533	85.33%
CYP1A2 inhibition	+	0.9104	91.04%
CYP2C8 inhibition	-	0.8695	86.95%
CYP inhibitory promiscuity	+	0.7879	78.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9618	96.18%
Carcinogenicity (trinary)	Non-required	0.6444	64.44%
Eye corrosion	-	0.9794	97.94%
Eye irritation	+	0.7663	76.63%
Skin irritation	-	0.7682	76.82%
Skin corrosion	-	0.9648	96.48%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5107	51.07%
Micronuclear	+	0.5759	57.59%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7190	71.90%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6628	66.28%
Acute Oral Toxicity (c)	III	0.4990	49.90%
Estrogen receptor binding	-	0.5164	51.64%
Androgen receptor binding	+	0.6467	64.67%
Thyroid receptor binding	-	0.6292	62.92%
Glucocorticoid receptor binding	-	0.5473	54.73%
Aromatase binding	-	0.8358	83.58%
PPAR gamma	-	0.7169	71.69%
Honey bee toxicity	-	0.8048	80.48%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9778	97.78%

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	94.76%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.59%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.05%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.46%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.92%	97.14%
CHEMBL2581	P07339	Cathepsin D	85.95%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.59%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.54%	92.94%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.14%	96.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.82%	86.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.41%	89.62%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.02%	93.40%

Plants that contains it

• Helicteres angustifolia
• Thespesia populnea

Cross-Links

• PubChem: 162876729
• LOTUS: LTS0194645
• wikiData: Q105201441