8-ethoxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromene-3,4,7-triol

Details

• Internal ID: ac05c3e2-dedb-4c85-8b6b-7d7baebbc828
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Leucoanthocyanidins
• IUPAC Name: 8-ethoxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromene-3,4,7-triol
• SMILES (Canonical): CCOC1=C(C=CC2=C1OC(C(C2O)O)C3=CC=C(C=C3)O)O
• SMILES (Isomeric): CCOC1=C(C=CC2=C1OC(C(C2O)O)C3=CC=C(C=C3)O)O
• InChI: InChI=1S/C17H18O6/c1-2-22-17-12(19)8-7-11-13(20)14(21)15(23-16(11)17)9-3-5-10(18)6-4-9/h3-8,13-15,18-21H,2H2,1H3
• InChI Key: CLGJSAXHDCXYOC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₆
• Molecular Weight: 318.32 g/mol
• Exact Mass: 318.11033829 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.02
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8791	87.91%
Caco-2	-	0.7822	78.22%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7926	79.26%
OATP2B1 inhibitior	-	0.5780	57.80%
OATP1B1 inhibitior	+	0.8511	85.11%
OATP1B3 inhibitior	+	0.9713	97.13%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7388	73.88%
P-glycoprotein inhibitior	-	0.7557	75.57%
P-glycoprotein substrate	-	0.8527	85.27%
CYP3A4 substrate	+	0.5857	58.57%
CYP2C9 substrate	-	0.6012	60.12%
CYP2D6 substrate	+	0.4229	42.29%
CYP3A4 inhibition	-	0.8928	89.28%
CYP2C9 inhibition	+	0.8625	86.25%
CYP2C19 inhibition	+	0.7812	78.12%
CYP2D6 inhibition	-	0.8825	88.25%
CYP1A2 inhibition	+	0.7929	79.29%
CYP2C8 inhibition	+	0.7657	76.57%
CYP inhibitory promiscuity	+	0.8303	83.03%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5808	58.08%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.5342	53.42%
Skin irritation	-	0.7639	76.39%
Skin corrosion	-	0.9528	95.28%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6325	63.25%
Micronuclear	+	0.7259	72.59%
Hepatotoxicity	-	0.6074	60.74%
skin sensitisation	-	0.9034	90.34%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5092	50.92%
Acute Oral Toxicity (c)	III	0.6468	64.68%
Estrogen receptor binding	-	0.5728	57.28%
Androgen receptor binding	+	0.5978	59.78%
Thyroid receptor binding	+	0.6053	60.53%
Glucocorticoid receptor binding	+	0.6012	60.12%
Aromatase binding	-	0.5524	55.24%
PPAR gamma	-	0.6215	62.15%
Honey bee toxicity	-	0.8507	85.07%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9329	93.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.57%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.66%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.07%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	91.92%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.59%	99.17%
CHEMBL2581	P07339	Cathepsin D	87.18%	98.95%
CHEMBL2319	P06870	Kallikrein 1	84.22%	90.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.11%	89.00%
CHEMBL2535	P11166	Glucose transporter	83.73%	98.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.44%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.75%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.72%	86.33%
CHEMBL242	Q92731	Estrogen receptor beta	81.30%	98.35%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.18%	94.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.04%	93.10%

Plants that contains it

• Acacia sparsiflora

Cross-Links

• PubChem: 163072662
• LOTUS: LTS0145085
• wikiData: Q104963410