Aspalathin

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	f95fe60d-53e5-4118-8b5e-97a86e5463a2
Taxonomy	Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxy-dihydrochalcones
IUPAC Name	3-(3,4-dihydroxyphenyl)-1-[2,4,6-trihydroxy-3-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl]propan-1-one
SMILES (Canonical)	C1=CC(=C(C=C1CCC(=O)C2=C(C=C(C(=C2O)C3C(C(C(C(O3)CO)O)O)O)O)O)O)O
SMILES (Isomeric)	C1=CC(=C(C=C1CCC(=O)C2=C(C=C(C(=C2O)[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)O)O
InChI	InChI=1S/C21H24O11/c22-7-14-17(28)19(30)20(31)21(32-14)16-13(27)6-12(26)15(18(16)29)10(24)4-2-8-1-3-9(23)11(25)5-8/h1,3,5-6,14,17,19-23,25-31H,2,4,7H2/t14-,17-,19+,20-,21+/m1/s1
InChI Key	VCPUQYKWJRESOC-VJXVFPJBSA-N
Popularity	62 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₁H₂₄O₁₁
Molecular Weight	452.40 g/mol
Exact Mass	452.13186158 g/mol
Topological Polar Surface Area (TPSA)	208.00 Å²
XlogP	-0.20
Atomic LogP (AlogP)	-0.45
H-Bond Acceptor	11
H-Bond Donor	9
Rotatable Bonds	6

Synonyms

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6027-43-6

3-(3,4-dihydroxyphenyl)-1-[2,4,6-trihydroxy-3-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl]propan-1-one

(1S)-1,5-anhydro-1-{3-[3-(3,4-dihydroxyphenyl)propanoyl]-2,4,6-trihydroxyphenyl}-D-glucitol

SCHEMBL1933939

CHEBI:79078

DTXSID90726949

NSC791581

NSC-791581

XA166975

Aspalathin, primary pharmaceutical reference standard

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	-	0.5157	51.57%
Caco-2	-	0.9157	91.57%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7566	75.66%
OATP2B1 inhibitior	-	0.5532	55.32%
OATP1B1 inhibitior	+	0.8086	80.86%
OATP1B3 inhibitior	+	0.9486	94.86%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5225	52.25%
P-glycoprotein inhibitior	-	0.6809	68.09%
P-glycoprotein substrate	-	0.8079	80.79%
CYP3A4 substrate	+	0.5473	54.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8231	82.31%
CYP3A4 inhibition	-	0.7368	73.68%
CYP2C9 inhibition	-	0.5969	59.69%
CYP2C19 inhibition	-	0.8852	88.52%
CYP2D6 inhibition	-	0.9297	92.97%
CYP1A2 inhibition	-	0.8309	83.09%
CYP2C8 inhibition	+	0.5227	52.27%
CYP inhibitory promiscuity	-	0.7166	71.66%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7430	74.30%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.7814	78.14%
Skin irritation	-	0.7890	78.90%
Skin corrosion	-	0.9484	94.84%
Ames mutagenesis	+	0.5810	58.10%
Human Ether-a-go-go-Related Gene inhibition	-	0.4667	46.67%
Micronuclear	-	0.5441	54.41%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.7940	79.40%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8921	89.21%
Acute Oral Toxicity (c)	III	0.6451	64.51%
Estrogen receptor binding	+	0.6897	68.97%
Androgen receptor binding	+	0.6279	62.79%
Thyroid receptor binding	-	0.4949	49.49%
Glucocorticoid receptor binding	-	0.5084	50.84%
Aromatase binding	-	0.5396	53.96%
PPAR gamma	+	0.6691	66.91%
Honey bee toxicity	-	0.8271	82.71%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	-	0.4131	41.31%

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	99.34%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.25%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.38%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.44%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.75%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.39%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.19%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.87%	99.15%
CHEMBL226	P30542	Adenosine A1 receptor	84.50%	95.93%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	84.11%	96.37%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.23%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.10%	95.56%
CHEMBL4208	P20618	Proteasome component C5	80.49%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.26%	86.33%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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Cedronella canariensis