(10R)-7,14-dihydroxy-10-methoxy-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(14),4(16),5,7,11(15),12-hexaen-3-one

Details

• Internal ID: 5633d8eb-fdc0-4467-8fc6-0a584c7929f0
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: (10R)-7,14-dihydroxy-10-methoxy-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(14),4(16),5,7,11(15),12-hexaen-3-one
• InChI: InChI=1S/C15H10O6/c1-19-15-7-3-5-8(16)12-11(7)10-6(14(18)20-12)2-4-9(17)13(10)21-15/h2-5,15-17H,1H3/t15-/m1/s1
• InChI Key: XTCYRFROIBWDPU-OAHLLOKOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₆
• Molecular Weight: 286.24 g/mol
• Exact Mass: 286.04773803 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.39
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9591	95.91%
Caco-2	-	0.8520	85.20%
Blood Brain Barrier	-	0.9500	95.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7978	79.78%
OATP2B1 inhibitior	-	0.7154	71.54%
OATP1B1 inhibitior	+	0.9428	94.28%
OATP1B3 inhibitior	+	0.9535	95.35%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8129	81.29%
P-glycoprotein inhibitior	-	0.6672	66.72%
P-glycoprotein substrate	-	0.7389	73.89%
CYP3A4 substrate	+	0.5342	53.42%
CYP2C9 substrate	-	0.8070	80.70%
CYP2D6 substrate	-	0.8534	85.34%
CYP3A4 inhibition	-	0.8344	83.44%
CYP2C9 inhibition	-	0.5633	56.33%
CYP2C19 inhibition	-	0.5642	56.42%
CYP2D6 inhibition	-	0.7658	76.58%
CYP1A2 inhibition	+	0.8139	81.39%
CYP2C8 inhibition	+	0.4726	47.26%
CYP inhibitory promiscuity	-	0.6572	65.72%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5032	50.32%
Eye corrosion	-	0.9583	95.83%
Eye irritation	+	0.6841	68.41%
Skin irritation	-	0.6088	60.88%
Skin corrosion	-	0.9756	97.56%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7961	79.61%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.9176	91.76%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6006	60.06%
Acute Oral Toxicity (c)	III	0.8144	81.44%
Estrogen receptor binding	+	0.8107	81.07%
Androgen receptor binding	+	0.7438	74.38%
Thyroid receptor binding	-	0.5329	53.29%
Glucocorticoid receptor binding	+	0.9029	90.29%
Aromatase binding	+	0.6727	67.27%
PPAR gamma	+	0.7452	74.52%
Honey bee toxicity	-	0.7934	79.34%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.8169	81.69%

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	98.21%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.47%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.97%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.97%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	91.26%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.51%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.39%	89.00%
CHEMBL2581	P07339	Cathepsin D	88.35%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.08%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.87%	99.15%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	85.55%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	83.15%	83.82%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.16%	93.65%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.52%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162956373
• LOTUS: LTS0105088
• wikiData: Q105341463