3'-Hydroxyxanthyletin

Details

• Internal ID: 3408f056-eddf-4272-ae39-55cc4711cff4
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Linear pyranocoumarins
• IUPAC Name: 3-hydroxy-2,2-dimethylpyrano[3,2-g]chromen-8-one
• SMILES (Canonical): CC1(C(=CC2=C(O1)C=C3C(=C2)C=CC(=O)O3)O)C
• SMILES (Isomeric): CC1(C(=CC2=C(O1)C=C3C(=C2)C=CC(=O)O3)O)C
• InChI: InChI=1S/C14H12O4/c1-14(2)12(15)6-9-5-8-3-4-13(16)17-10(8)7-11(9)18-14/h3-7,15H,1-2H3
• InChI Key: FMYNVGVODWZNCM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₄
• Molecular Weight: 244.24 g/mol
• Exact Mass: 244.07355886 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.86
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 165900-08-3
• SCHEMBL18784625
• HY-N9531
• AKOS040735616
• FS-7358
• CS-0198398
• E89014

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9855	98.55%
Caco-2	+	0.9237	92.37%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7769	77.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8530	85.30%
OATP1B3 inhibitior	+	0.9705	97.05%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.4711	47.11%
P-glycoprotein inhibitior	-	0.8043	80.43%
P-glycoprotein substrate	-	0.8348	83.48%
CYP3A4 substrate	-	0.5321	53.21%
CYP2C9 substrate	-	0.8463	84.63%
CYP2D6 substrate	-	0.8618	86.18%
CYP3A4 inhibition	-	0.5981	59.81%
CYP2C9 inhibition	-	0.6038	60.38%
CYP2C19 inhibition	-	0.5487	54.87%
CYP2D6 inhibition	-	0.8417	84.17%
CYP1A2 inhibition	-	0.7821	78.21%
CYP2C8 inhibition	-	0.6208	62.08%
CYP inhibitory promiscuity	-	0.6103	61.03%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4575	45.75%
Eye corrosion	-	0.9897	98.97%
Eye irritation	+	0.7433	74.33%
Skin irritation	-	0.5957	59.57%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4029	40.29%
Micronuclear	+	0.7059	70.59%
Hepatotoxicity	-	0.6948	69.48%
skin sensitisation	-	0.6433	64.33%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.5648	56.48%
Acute Oral Toxicity (c)	III	0.5669	56.69%
Estrogen receptor binding	+	0.8869	88.69%
Androgen receptor binding	+	0.6480	64.80%
Thyroid receptor binding	+	0.6497	64.97%
Glucocorticoid receptor binding	+	0.7942	79.42%
Aromatase binding	+	0.8649	86.49%
PPAR gamma	+	0.7178	71.78%
Honey bee toxicity	-	0.9250	92.50%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9869	98.69%

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	97.61%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.42%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.52%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.74%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	87.26%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.69%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.03%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.45%	86.33%
CHEMBL4208	P20618	Proteasome component C5	83.70%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.11%	90.71%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.36%	83.57%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.53%	85.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.74%	89.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.61%	94.42%

Plants that contains it

• Boronia algida

Cross-Links

• PubChem: 129069558
• LOTUS: LTS0200984
• wikiData: Q104998148