Eriodictyol-8-glucoside

Details

• Internal ID: 99c3d330-7e22-4cc2-85d9-7c5052cb01ee
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides > Flavonoid 8-C-glycosides
• IUPAC Name: (2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,3-dihydrochromen-4-one
• SMILES (Canonical): C1C(OC2=C(C(=CC(=C2C1=O)O)O)C3C(C(C(C(O3)CO)O)O)O)C4=CC(=C(C=C4)O)O
• SMILES (Isomeric): C1[C@H](OC2=C(C(=CC(=C2C1=O)O)O)[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C4=CC(=C(C=C4)O)O
• InChI: InChI=1S/C21H22O11/c22-6-14-17(28)18(29)19(30)21(32-14)16-11(26)4-10(25)15-12(27)5-13(31-20(15)16)7-1-2-8(23)9(24)3-7/h1-4,13-14,17-19,21-26,28-30H,5-6H2/t13-,14+,17+,18-,19+,21-/m0/s1
• InChI Key: CMVYWFJFAHQVQP-VHLXACGYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₁₁
• Molecular Weight: 450.40 g/mol
• Exact Mass: 450.11621151 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.27
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 3

Synonyms

• 153733-96-1
• Eriodictyol-8-C-glucoside
• Eriodictyol 8-C-glucopyranoside
• AKOS040735714

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6665	66.65%
Caco-2	-	0.9213	92.13%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5728	57.28%
OATP2B1 inhibitior	-	0.5563	55.63%
OATP1B1 inhibitior	+	0.8861	88.61%
OATP1B3 inhibitior	+	0.9709	97.09%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7380	73.80%
P-glycoprotein inhibitior	-	0.7093	70.93%
P-glycoprotein substrate	-	0.8912	89.12%
CYP3A4 substrate	+	0.5488	54.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8035	80.35%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9240	92.40%
CYP2D6 inhibition	-	0.9476	94.76%
CYP1A2 inhibition	-	0.8355	83.55%
CYP2C8 inhibition	-	0.6903	69.03%
CYP inhibitory promiscuity	-	0.7806	78.06%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7252	72.52%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.7786	77.86%
Skin irritation	-	0.7691	76.91%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	+	0.6001	60.01%
Human Ether-a-go-go-Related Gene inhibition	-	0.4606	46.06%
Micronuclear	+	0.6559	65.59%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8683	86.83%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.5607	56.07%
Acute Oral Toxicity (c)	IV	0.3746	37.46%
Estrogen receptor binding	+	0.6477	64.77%
Androgen receptor binding	+	0.6606	66.06%
Thyroid receptor binding	-	0.5232	52.32%
Glucocorticoid receptor binding	-	0.4725	47.25%
Aromatase binding	-	0.5681	56.81%
PPAR gamma	+	0.5833	58.33%
Honey bee toxicity	-	0.7849	78.49%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.6921	69.21%

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	99.58%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	99.04%	83.82%
CHEMBL2581	P07339	Cathepsin D	93.88%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.84%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.74%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.20%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.91%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	87.55%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.13%	99.15%
CHEMBL226	P30542	Adenosine A1 receptor	84.11%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.56%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.43%	96.21%
CHEMBL4208	P20618	Proteasome component C5	81.14%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.24%	99.23%

Plants that contains it

• Ageratina areolaris
• Amsinckia tessellata
• Aspalathus linearis
• Aucuba chinensis
• Blechnum minus
• Brickellia vernicosa
• Cedronella canariensis
• Citrus × aurantium
• Crocus minimus
• Cunonia macrophylla
• Curculigo pilosa
• Cynometra lujae
• Entada rheedei
• Gleditsia caspica
• Haplophyllum ramosissimum
• Helichrysum mixtum
• Jacaratia spinosa
• Lysiana subfalcata
• Macaranga peltata
• Osteospermum muricatum
• Peperomia vulcanica
• Persicaria vivipara
• Physalis peruviana
• Platycarya strobilacea
• Premna tomentosa
• Psephellus huber-morathii
• Sagittaria sagittifolia
• Saussurea amara
• Sideritis euboea
• Sisyrinchium californicum
• Sorbus tianschanica
• Stephania elegans
• Swertia swertopsis
• Taxus brevifolia
• Tectaria subtriphylla
• Tsuga chinensis
• Utricularia australis
• Virgilia divaricata

Cross-Links

• PubChem: 122221847
• NPASS: NPC174789
• LOTUS: LTS0064374
• wikiData: Q104965284