Xanthyletin

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	5b89d849-0ab7-428f-936e-de7a1ce4d94c
Taxonomy	Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Linear pyranocoumarins
IUPAC Name	2,2-dimethylpyrano[3,2-g]chromen-8-one
SMILES (Canonical)	CC1(C=CC2=C(O1)C=C3C(=C2)C=CC(=O)O3)C
SMILES (Isomeric)	CC1(C=CC2=C(O1)C=C3C(=C2)C=CC(=O)O3)C
InChI	InChI=1S/C14H12O3/c1-14(2)6-5-10-7-9-3-4-13(15)16-11(9)8-12(10)17-14/h3-8H,1-2H3
InChI Key	QOTBQNVNUBKJMS-UHFFFAOYSA-N
Popularity	145 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₄H₁₂O₃
Molecular Weight	228.24 g/mol
Exact Mass	228.078644241 g/mol
Topological Polar Surface Area (TPSA)	35.50 Å²
XlogP	2.80
Atomic LogP (AlogP)	2.98
H-Bond Acceptor	3
H-Bond Donor	0
Rotatable Bonds	0

Synonyms

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553-19-5

Xanthyletine

2,2-dimethylpyrano[3,2-g]chromen-8-one

Spectrum_000673

SpecPlus_000132

UNII-3N789LD38N

CHEMBL303846

CHEBI:10073

3N789LD38N

8,8-Dimethyl-8H-pyrano[3,2-g]chromen-2-one

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.8773	87.73%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7604	76.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9413	94.13%
OATP1B3 inhibitior	+	0.9838	98.38%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5119	51.19%
P-glycoprotein inhibitior	-	0.7533	75.33%
P-glycoprotein substrate	-	0.7872	78.72%
CYP3A4 substrate	-	0.5568	55.68%
CYP2C9 substrate	-	0.6785	67.85%
CYP2D6 substrate	-	0.8381	83.81%
CYP3A4 inhibition	-	0.7482	74.82%
CYP2C9 inhibition	+	0.6123	61.23%
CYP2C19 inhibition	+	0.6119	61.19%
CYP2D6 inhibition	-	0.8226	82.26%
CYP1A2 inhibition	+	0.5346	53.46%
CYP2C8 inhibition	-	0.7360	73.60%
CYP inhibitory promiscuity	-	0.5063	50.63%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.5181	51.81%
Eye corrosion	-	0.9664	96.64%
Eye irritation	+	0.7813	78.13%
Skin irritation	-	0.6029	60.29%
Skin corrosion	-	0.9578	95.78%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7333	73.33%
Micronuclear	+	0.6259	62.59%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.5843	58.43%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.5122	51.22%
Acute Oral Toxicity (c)	III	0.5679	56.79%
Estrogen receptor binding	+	0.9584	95.84%
Androgen receptor binding	+	0.6246	62.46%
Thyroid receptor binding	+	0.5453	54.53%
Glucocorticoid receptor binding	+	0.7284	72.84%
Aromatase binding	+	0.9090	90.90%
PPAR gamma	+	0.5580	55.80%
Honey bee toxicity	-	0.9271	92.71%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9798	97.98%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	28183.8 nM	Potency	via CMAUP
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	31622.8 nM	Potency	via CMAUP
CHEMBL261	P00915	Carbonic anhydrase I	21500 nM	Ki	PMID: 22892213
CHEMBL3594	Q16790	Carbonic anhydrase IX	7510 nM	Ki	PMID: 22892213
CHEMBL2326	P43166	Carbonic anhydrase VII	9180 nM	Ki	PMID: 22892213
CHEMBL3242	O43570	Carbonic anhydrase XII	25700 nM	Ki	PMID: 22892213
CHEMBL3912	Q8N1Q1	Carbonic anhydrase XIII	8360 nM	Ki	PMID: 22892213
CHEMBL4096	P04637	Cellular tumor antigen p53	31622.8 nM 10000 nM	Potency Potency	via CMAUP via CMAUP
CHEMBL4159	Q99714	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	31622.8 nM	Potency	via CMAUP
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	28183.8 nM 31622.8 nM	Potency Potency	via CMAUP via CMAUP
CHEMBL1293224	P10636	Microtubule-associated protein tau	44668.4 nM	Potency	via CMAUP
CHEMBL1293277	O15118	Niemann-Pick C1 protein	3162.3 nM	Potency	via CMAUP
CHEMBL1293294	P51151	Ras-related protein Rab-9A	5011.9 nM	Potency	via CMAUP
CHEMBL1293232	Q16637	Survival motor neuron protein	14125.4 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.03%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.52%	91.11%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	93.42%	85.30%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.94%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.38%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.18%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	85.08%	94.73%
CHEMBL4208	P20618	Proteasome component C5	83.45%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.38%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.93%	90.71%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.45%	96.77%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Acanthophyllum sordidum

Aconitum habaense

Aconitum tanguticum

Agnorhiza bolanderi

Anaxagorea crassipetala

Angelica gigas

Aphelandra chamissoniana