9-(3,4-Dihydroxyphenyl)-14-(hydroxymethyl)-8,11,13,18-tetraoxatetracyclo[8.8.0.02,7.012,17]octadeca-2,4,6-triene-3,5,15,16-tetrol

Details

• Internal ID: 9a510827-4be6-4ffe-9997-6f8729f0de53
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Catechins
• IUPAC Name: 9-(3,4-dihydroxyphenyl)-14-(hydroxymethyl)-8,11,13,18-tetraoxatetracyclo[8.8.0.02,7.012,17]octadeca-2,4,6-triene-3,5,15,16-tetrol
• InChI: InChI=1S/C21H22O11/c22-6-13-15(27)16(28)19-21(30-13)32-20-17(7-1-2-9(24)10(25)3-7)29-12-5-8(23)4-11(26)14(12)18(20)31-19/h1-5,13,15-28H,6H2
• InChI Key: WMTIAYYAPVISNW-UHFFFAOYSA-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): 179.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -0.09
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5771	57.71%
Caco-2	-	0.9070	90.70%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5340	53.40%
OATP2B1 inhibitior	+	0.5760	57.60%
OATP1B1 inhibitior	+	0.8434	84.34%
OATP1B3 inhibitior	+	0.9611	96.11%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6205	62.05%
P-glycoprotein inhibitior	-	0.7589	75.89%
P-glycoprotein substrate	-	0.8661	86.61%
CYP3A4 substrate	+	0.5398	53.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7577	75.77%
CYP3A4 inhibition	-	0.9495	94.95%
CYP2C9 inhibition	-	0.9204	92.04%
CYP2C19 inhibition	-	0.9108	91.08%
CYP2D6 inhibition	-	0.9449	94.49%
CYP1A2 inhibition	-	0.9317	93.17%
CYP2C8 inhibition	+	0.5738	57.38%
CYP inhibitory promiscuity	-	0.8372	83.72%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6757	67.57%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.7418	74.18%
Skin irritation	-	0.7946	79.46%
Skin corrosion	-	0.9633	96.33%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3649	36.49%
Micronuclear	+	0.6159	61.59%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8964	89.64%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7443	74.43%
Acute Oral Toxicity (c)	IV	0.4355	43.55%
Estrogen receptor binding	+	0.5504	55.04%
Androgen receptor binding	+	0.6617	66.17%
Thyroid receptor binding	+	0.6416	64.16%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.6847	68.47%
PPAR gamma	+	0.6628	66.28%
Honey bee toxicity	-	0.7434	74.34%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.7400	74.00%

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	99.28%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.82%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	92.58%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.77%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.26%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.83%	89.00%
CHEMBL3194	P02766	Transthyretin	85.70%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	85.04%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	84.57%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.00%	99.17%
CHEMBL2581	P07339	Cathepsin D	80.72%	98.95%

Plants that contains it

• Malpighia emarginata

Cross-Links

• PubChem: 73031619
• LOTUS: LTS0245835
• wikiData: Q105308834