5-[2,6-Dihydroxy-4-(2,4,6-trihydroxyphenoxy)phenoxy]-4-[3,5-dihydroxy-4-(3,4,5-trihydroxyphenoxy)phenoxy]benzene-1,2,3-triol

Details

• Internal ID: 0373ef27-9cf2-429e-b49e-8253a9728cfb
• Taxonomy: Phenylpropanoids and polyketides > Tannins
• IUPAC Name: 5-[2,6-dihydroxy-4-(2,4,6-trihydroxyphenoxy)phenoxy]-4-[3,5-dihydroxy-4-(3,4,5-trihydroxyphenoxy)phenoxy]benzene-1,2,3-triol
• SMILES (Canonical): C1=C(C=C(C(=C1O)OC2=CC(=C(C(=C2)O)OC3=C(C(=C(C(=C3)O)O)O)OC4=CC(=C(C(=C4)O)OC5=CC(=C(C(=C5)O)O)O)O)O)O)O
• SMILES (Isomeric): C1=C(C=C(C(=C1O)OC2=CC(=C(C(=C2)O)OC3=C(C(=C(C(=C3)O)O)O)OC4=CC(=C(C(=C4)O)OC5=CC(=C(C(=C5)O)O)O)O)O)O)O
• InChI: InChI=1S/C30H22O17/c31-10-1-17(35)27(18(36)2-10)45-12-5-21(39)29(22(40)6-12)47-23-9-16(34)25(42)26(43)30(23)46-13-7-19(37)28(20(38)8-13)44-11-3-14(32)24(41)15(33)4-11/h1-9,31-43H
• InChI Key: WFJAKIJPNXXRHN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₂O₁₇
• Molecular Weight: 654.50 g/mol
• Exact Mass: 654.08569923 g/mol
• Topological Polar Surface Area (TPSA): 300.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 5.03
• H-Bond Acceptor: 17
• H-Bond Donor: 13
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9068	90.68%
Caco-2	-	0.8648	86.48%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6716	67.16%
OATP2B1 inhibitior	-	0.5650	56.50%
OATP1B1 inhibitior	+	0.8579	85.79%
OATP1B3 inhibitior	+	0.9574	95.74%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8929	89.29%
P-glycoprotein inhibitior	+	0.7110	71.10%
P-glycoprotein substrate	-	0.9668	96.68%
CYP3A4 substrate	-	0.6099	60.99%
CYP2C9 substrate	-	0.7828	78.28%
CYP2D6 substrate	-	0.6975	69.75%
CYP3A4 inhibition	-	0.7655	76.55%
CYP2C9 inhibition	-	0.6110	61.10%
CYP2C19 inhibition	-	0.8214	82.14%
CYP2D6 inhibition	-	0.9236	92.36%
CYP1A2 inhibition	+	0.8292	82.92%
CYP2C8 inhibition	+	0.6888	68.88%
CYP inhibitory promiscuity	+	0.6451	64.51%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7723	77.23%
Carcinogenicity (trinary)	Non-required	0.5355	53.55%
Eye corrosion	-	0.9711	97.11%
Eye irritation	-	0.7324	73.24%
Skin irritation	+	0.5226	52.26%
Skin corrosion	-	0.7569	75.69%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7925	79.25%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	+	0.5502	55.02%
skin sensitisation	+	0.7945	79.45%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	+	0.4687	46.87%
Acute Oral Toxicity (c)	III	0.8994	89.94%
Estrogen receptor binding	+	0.8154	81.54%
Androgen receptor binding	+	0.7084	70.84%
Thyroid receptor binding	+	0.6548	65.48%
Glucocorticoid receptor binding	+	0.7492	74.92%
Aromatase binding	+	0.7067	70.67%
PPAR gamma	+	0.7516	75.16%
Honey bee toxicity	-	0.8316	83.16%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6951	69.51%
Fish aquatic toxicity	+	0.9658	96.58%

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	98.08%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.94%	99.15%
CHEMBL3194	P02766	Transthyretin	95.06%	90.71%
CHEMBL4208	P20618	Proteasome component C5	89.74%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.12%	94.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	88.26%	96.12%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.73%	99.17%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.60%	95.78%
CHEMBL2424	Q04760	Glyoxalase I	81.10%	91.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102402297
• LOTUS: LTS0036639
• wikiData: Q104392067