(8R)-8-hydroxy-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: 5986c369-964d-47d3-b64b-297417c39601
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: (8R)-8-hydroxy-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/C14H14O4/c1-7-4-5-9-10-11(7)18-13(15)8(2)12(10)17-6-14(9,3)16/h4-5,16H,6H2,1-3H3/t14-/m0/s1
• InChI Key: QQWBKWDXNNHWEA-AWEZNQCLSA-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: 1.40
• Atomic LogP (AlogP): 2.01
• 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	+	0.9643	96.43%
Caco-2	+	0.6395	63.95%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6515	65.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9394	93.94%
OATP1B3 inhibitior	+	0.9238	92.38%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7027	70.27%
P-glycoprotein inhibitior	-	0.9041	90.41%
P-glycoprotein substrate	-	0.8019	80.19%
CYP3A4 substrate	-	0.5233	52.33%
CYP2C9 substrate	-	0.6680	66.80%
CYP2D6 substrate	-	0.8476	84.76%
CYP3A4 inhibition	-	0.8583	85.83%
CYP2C9 inhibition	-	0.9147	91.47%
CYP2C19 inhibition	-	0.8921	89.21%
CYP2D6 inhibition	-	0.9360	93.60%
CYP1A2 inhibition	+	0.6430	64.30%
CYP2C8 inhibition	-	0.8269	82.69%
CYP inhibitory promiscuity	-	0.9534	95.34%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5580	55.80%
Eye corrosion	-	0.9925	99.25%
Eye irritation	+	0.7875	78.75%
Skin irritation	-	0.7525	75.25%
Skin corrosion	-	0.9543	95.43%
Ames mutagenesis	+	0.6636	66.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.8338	83.38%
Micronuclear	+	0.5059	50.59%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8019	80.19%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6694	66.94%
Acute Oral Toxicity (c)	III	0.5917	59.17%
Estrogen receptor binding	+	0.6374	63.74%
Androgen receptor binding	+	0.5905	59.05%
Thyroid receptor binding	-	0.6031	60.31%
Glucocorticoid receptor binding	-	0.5228	52.28%
Aromatase binding	-	0.4847	48.47%
PPAR gamma	+	0.7641	76.41%
Honey bee toxicity	-	0.9419	94.19%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9015	90.15%

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	95.44%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.31%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.06%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	88.84%	83.82%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.56%	99.23%
CHEMBL2039	P27338	Monoamine oxidase B	86.66%	92.51%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.55%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.16%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.80%	89.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.81%	96.67%

Plants that contains it

• Mansonia gagei

Cross-Links

• PubChem: 23651870
• LOTUS: LTS0212274
• wikiData: Q105226094