Glyasperin A

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	328481f3-f597-462c-a2c3-c294ec8a7367
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > Flavones > 6-prenylated flavones
IUPAC Name	3,5,7-trihydroxy-2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-6-(3-methylbut-2-enyl)chromen-4-one
SMILES (Canonical)	CC(=CCC1=C(C=CC(=C1)C2=C(C(=O)C3=C(O2)C=C(C(=C3O)CC=C(C)C)O)O)O)C
SMILES (Isomeric)	CC(=CCC1=C(C=CC(=C1)C2=C(C(=O)C3=C(O2)C=C(C(=C3O)CC=C(C)C)O)O)O)C
InChI	InChI=1S/C25H26O6/c1-13(2)5-7-15-11-16(8-10-18(15)26)25-24(30)23(29)21-20(31-25)12-19(27)17(22(21)28)9-6-14(3)4/h5-6,8,10-12,26-28,30H,7,9H2,1-4H3
InChI Key	XHCCZOWAHHBCAK-UHFFFAOYSA-N
Popularity	3 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₅H₂₆O₆
Molecular Weight	422.50 g/mol
Exact Mass	422.17293854 g/mol
Topological Polar Surface Area (TPSA)	107.00 Å²
XlogP	5.70
Atomic LogP (AlogP)	5.30
H-Bond Acceptor	6
H-Bond Donor	4
Rotatable Bonds	5

Synonyms

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142474-52-0

GlyasperinA

3,5,7-trihydroxy-2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-6-(3-methylbut-2-enyl)chromen-4-one

3,5,7-Trihydroxy-2-(4-hydroxy-3-(3-methyl-but-2-enyl)-phenyl)-6-((Z)-3-methyl-but-2-enyl)-1-benzopyran-4-one

3,5,7-Trihydroxy-2-(4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl)-6-(3-methylbut-2-en-1-yl)-4H-chromen-4-one

4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-[4-hydroxy-3-(3-methyl-2-butenyl)phenyl]-6-(3-methyl-2-butenyl)-

3,5,7-Trihydroxy-2-[4-hydroxy-3-(3-methyl-but-2-enyl)-phenyl]-6-((Z)-3-methyl-but-2-enyl)-1-benzopyran-4-one

CHEMBL4643448

SCHEMBL24075660

DTXSID80162054

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	+	0.9877	98.77%
Caco-2	-	0.7120	71.20%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5872	58.72%
OATP2B1 inhibitior	+	0.5788	57.88%
OATP1B1 inhibitior	+	0.9369	93.69%
OATP1B3 inhibitior	+	0.9063	90.63%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9376	93.76%
P-glycoprotein inhibitior	+	0.6875	68.75%
P-glycoprotein substrate	-	0.7594	75.94%
CYP3A4 substrate	+	0.5397	53.97%
CYP2C9 substrate	-	0.5755	57.55%
CYP2D6 substrate	-	0.8328	83.28%
CYP3A4 inhibition	-	0.7076	70.76%
CYP2C9 inhibition	+	0.9149	91.49%
CYP2C19 inhibition	+	0.8913	89.13%
CYP2D6 inhibition	-	0.7176	71.76%
CYP1A2 inhibition	+	0.8226	82.26%
CYP2C8 inhibition	+	0.7260	72.60%
CYP inhibitory promiscuity	+	0.9161	91.61%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6851	68.51%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.5852	58.52%
Skin irritation	-	0.7171	71.71%
Skin corrosion	-	0.9318	93.18%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8294	82.94%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.7344	73.44%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.8377	83.77%
Acute Oral Toxicity (c)	III	0.6443	64.43%
Estrogen receptor binding	+	0.9291	92.91%
Androgen receptor binding	+	0.8058	80.58%
Thyroid receptor binding	+	0.6490	64.90%
Glucocorticoid receptor binding	+	0.8887	88.87%
Aromatase binding	+	0.7518	75.18%
PPAR gamma	+	0.8918	89.18%
Honey bee toxicity	-	0.8274	82.74%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9925	99.25%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	99.52%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.48%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	95.78%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.31%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.26%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.98%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	91.85%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.87%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.69%	85.14%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	88.80%	83.57%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.92%	89.34%
CHEMBL1929	P47989	Xanthine dehydrogenase	87.85%	96.12%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.41%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.43%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.12%	90.71%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.93%	95.17%
CHEMBL3194	P02766	Transthyretin	83.18%	90.71%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	82.86%	98.11%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	80.01%	83.10%

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.

Glycyrrhiza uralensis