[2-[5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] 3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 418f0fd9-08de-4e87-b379-c4851001d628
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] 3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1=CC(=CC=C1C=CC(=O)OC2C(C(OC(C2O)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)CO)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C=CC(=O)OC2C(C(OC(C2O)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)CO)O)O
• InChI: InChI=1S/C30H26O13/c31-13-21-24(37)28(42-22(36)10-3-14-1-6-16(32)7-2-14)26(39)30(41-21)43-29-25(38)23-19(35)11-18(34)12-20(23)40-27(29)15-4-8-17(33)9-5-15/h1-12,21,24,26,28,30-35,37,39H,13H2
• InChI Key: VNHVNFCIDMAHID-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₆O₁₃
• Molecular Weight: 594.50 g/mol
• Exact Mass: 594.13734088 g/mol
• Topological Polar Surface Area (TPSA): 213.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8437	84.37%
Caco-2	-	0.9133	91.33%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5299	52.99%
OATP2B1 inhibitior	-	0.5507	55.07%
OATP1B1 inhibitior	+	0.8618	86.18%
OATP1B3 inhibitior	+	0.8504	85.04%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8281	82.81%
P-glycoprotein inhibitior	+	0.6832	68.32%
P-glycoprotein substrate	-	0.5872	58.72%
CYP3A4 substrate	+	0.6615	66.15%
CYP2C9 substrate	-	0.8058	80.58%
CYP2D6 substrate	-	0.8725	87.25%
CYP3A4 inhibition	-	0.8703	87.03%
CYP2C9 inhibition	-	0.7541	75.41%
CYP2C19 inhibition	-	0.8382	83.82%
CYP2D6 inhibition	-	0.9483	94.83%
CYP1A2 inhibition	-	0.9403	94.03%
CYP2C8 inhibition	+	0.8840	88.40%
CYP inhibitory promiscuity	-	0.6233	62.33%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7106	71.06%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.8690	86.90%
Skin irritation	-	0.7998	79.98%
Skin corrosion	-	0.9596	95.96%
Ames mutagenesis	+	0.5663	56.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.3711	37.11%
Micronuclear	+	0.6933	69.33%
Hepatotoxicity	-	0.7071	70.71%
skin sensitisation	-	0.8488	84.88%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8819	88.19%
Acute Oral Toxicity (c)	III	0.3984	39.84%
Estrogen receptor binding	+	0.8020	80.20%
Androgen receptor binding	+	0.8177	81.77%
Thyroid receptor binding	+	0.5561	55.61%
Glucocorticoid receptor binding	+	0.7002	70.02%
Aromatase binding	+	0.5198	51.98%
PPAR gamma	+	0.7216	72.16%
Honey bee toxicity	-	0.7223	72.23%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9295	92.95%

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	99.63%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.49%	89.00%
CHEMBL3194	P02766	Transthyretin	96.28%	90.71%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	94.67%	95.64%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.45%	86.33%
CHEMBL2581	P07339	Cathepsin D	94.44%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.00%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.29%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.23%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.09%	86.92%
CHEMBL1951	P21397	Monoamine oxidase A	90.17%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.68%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	88.30%	94.73%
CHEMBL242	Q92731	Estrogen receptor beta	87.19%	98.35%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.83%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.70%	96.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.91%	95.78%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	84.62%	88.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.42%	99.15%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.18%	97.28%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.79%	91.71%
CHEMBL1929	P47989	Xanthine dehydrogenase	80.62%	96.12%

Plants that contains it

• Abies spectabilis

Cross-Links

• PubChem: 73820862
• LOTUS: LTS0051679
• wikiData: Q105289627