(8R)-10-hydroxy-4,8,12-trimethyl-2,6-dioxatricyclo[7.3.1.05,13]trideca-1(13),4,9,11-tetraen-3-one

Details

• Internal ID: ab86c8b6-50b5-45c7-b944-804eb620682e
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: (8R)-10-hydroxy-4,8,12-trimethyl-2,6-dioxatricyclo[7.3.1.05,13]trideca-1(13),4,9,11-tetraen-3-one
• InChI: InChI=1S/C14H14O4/c1-6-4-9(15)10-7(2)5-17-13-8(3)14(16)18-12(6)11(10)13/h4,7,15H,5H2,1-3H3/t7-/m0/s1
• InChI Key: UYYKOULYRKKQRP-ZETCQYMHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₄
• Molecular Weight: 246.26 g/mol
• Exact Mass: 246.08920892 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.61
• H-Bond Acceptor: 4
• 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	+	0.9343	93.43%
Caco-2	+	0.6671	66.71%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7085	70.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9157	91.57%
OATP1B3 inhibitior	+	0.9507	95.07%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6950	69.50%
P-glycoprotein inhibitior	-	0.8582	85.82%
P-glycoprotein substrate	-	0.7956	79.56%
CYP3A4 substrate	-	0.5103	51.03%
CYP2C9 substrate	-	0.6192	61.92%
CYP2D6 substrate	-	0.8421	84.21%
CYP3A4 inhibition	-	0.8656	86.56%
CYP2C9 inhibition	+	0.5614	56.14%
CYP2C19 inhibition	-	0.6700	67.00%
CYP2D6 inhibition	-	0.9318	93.18%
CYP1A2 inhibition	+	0.8106	81.06%
CYP2C8 inhibition	-	0.7861	78.61%
CYP inhibitory promiscuity	-	0.7740	77.40%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.6203	62.03%
Eye corrosion	-	0.9906	99.06%
Eye irritation	+	0.6192	61.92%
Skin irritation	-	0.7311	73.11%
Skin corrosion	-	0.9722	97.22%
Ames mutagenesis	+	0.6236	62.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.6620	66.20%
Micronuclear	+	0.5859	58.59%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8718	87.18%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8969	89.69%
Acute Oral Toxicity (c)	I	0.4827	48.27%
Estrogen receptor binding	-	0.5411	54.11%
Androgen receptor binding	+	0.6237	62.37%
Thyroid receptor binding	-	0.5798	57.98%
Glucocorticoid receptor binding	-	0.5991	59.91%
Aromatase binding	-	0.6764	67.64%
PPAR gamma	+	0.7105	71.05%
Honey bee toxicity	-	0.8956	89.56%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9774	97.74%

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	98.61%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	93.45%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.10%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.30%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.84%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.61%	93.40%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.91%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	86.10%	94.73%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	86.03%	86.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.31%	99.15%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.09%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.33%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	81.13%	91.49%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.97%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.96%	100.00%
CHEMBL4530	P00488	Coagulation factor XIII	80.69%	96.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.00%	93.65%

Plants that contains it

• Mansonia gagei

Cross-Links

• PubChem: 23651868
• LOTUS: LTS0223789
• wikiData: Q105282046