(8R)-4,8,12-trimethyl-2,6-dioxatricyclo[7.3.1.05,13]trideca-1(12),4,9(13),10-tetraen-3-one

Details

• Internal ID: 2a6601dc-ccb8-456c-9179-058aa6b4fac4
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: (8R)-4,8,12-trimethyl-2,6-dioxatricyclo[7.3.1.05,13]trideca-1(12),4,9(13),10-tetraen-3-one
• InChI: InChI=1S/C14H14O3/c1-7-4-5-10-8(2)6-16-13-9(3)14(15)17-12(7)11(10)13/h4-5,8H,6H2,1-3H3/t8-/m0/s1
• InChI Key: XDQBVBQWEZQCBG-QMMMGPOBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₃
• Molecular Weight: 230.26 g/mol
• Exact Mass: 230.094294304 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9912	99.12%
Caco-2	+	0.8021	80.21%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7049	70.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9479	94.79%
OATP1B3 inhibitior	+	0.9694	96.94%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6424	64.24%
P-glycoprotein inhibitior	-	0.8625	86.25%
P-glycoprotein substrate	-	0.7267	72.67%
CYP3A4 substrate	-	0.5096	50.96%
CYP2C9 substrate	-	0.6632	66.32%
CYP2D6 substrate	-	0.8474	84.74%
CYP3A4 inhibition	-	0.9359	93.59%
CYP2C9 inhibition	-	0.6224	62.24%
CYP2C19 inhibition	-	0.5788	57.88%
CYP2D6 inhibition	-	0.9438	94.38%
CYP1A2 inhibition	+	0.9414	94.14%
CYP2C8 inhibition	-	0.8164	81.64%
CYP inhibitory promiscuity	-	0.6665	66.65%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.6042	60.42%
Eye corrosion	-	0.9776	97.76%
Eye irritation	-	0.7863	78.63%
Skin irritation	-	0.6983	69.83%
Skin corrosion	-	0.9766	97.66%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6017	60.17%
Micronuclear	+	0.5559	55.59%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7764	77.64%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.8120	81.20%
Acute Oral Toxicity (c)	III	0.5362	53.62%
Estrogen receptor binding	-	0.5964	59.64%
Androgen receptor binding	+	0.6025	60.25%
Thyroid receptor binding	-	0.6514	65.14%
Glucocorticoid receptor binding	-	0.5913	59.13%
Aromatase binding	-	0.5214	52.14%
PPAR gamma	+	0.5423	54.23%
Honey bee toxicity	-	0.8786	87.86%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9781	97.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.33%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.10%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.89%	94.80%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.47%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.41%	89.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	87.35%	86.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.83%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	86.11%	94.73%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.31%	93.65%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.00%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.10%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.52%	94.00%

Plants that contains it

• Mansonia gagei

Cross-Links

• PubChem: 162918200
• LOTUS: LTS0233112
• wikiData: Q105325993