(3S,4S,5S,6R,7R)-3,7-bis(3,4-dihydroxyphenyl)-6,11-dihydroxy-2,8-dioxatricyclo[7.3.1.05,13]trideca-1(13),9,11-triene-4-carboxylic acid

Details

• Internal ID: 266d7e2c-310b-4f9f-87b2-42df250c8b97
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Catechins
• IUPAC Name: (3S,4S,5S,6R,7R)-3,7-bis(3,4-dihydroxyphenyl)-6,11-dihydroxy-2,8-dioxatricyclo[7.3.1.05,13]trideca-1(13),9,11-triene-4-carboxylic acid
• InChI: InChI=1S/C24H20O10/c25-11-7-16-18-17(8-11)34-23(10-2-4-13(27)15(29)6-10)21(30)19(18)20(24(31)32)22(33-16)9-1-3-12(26)14(28)5-9/h1-8,19-23,25-30H,(H,31,32)/t19-,20+,21-,22-,23-/m1/s1
• InChI Key: CEOHPXOXPDNILU-PFDCGNQRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₀O₁₀
• Molecular Weight: 468.40 g/mol
• Exact Mass: 468.10564683 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.63
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9147	91.47%
Caco-2	-	0.9209	92.09%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7925	79.25%
OATP2B1 inhibitior	-	0.5539	55.39%
OATP1B1 inhibitior	+	0.9418	94.18%
OATP1B3 inhibitior	+	0.9614	96.14%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7062	70.62%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.9430	94.30%
CYP3A4 substrate	-	0.5350	53.50%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.7556	75.56%
CYP3A4 inhibition	-	0.8329	83.29%
CYP2C9 inhibition	+	0.7046	70.46%
CYP2C19 inhibition	-	0.7916	79.16%
CYP2D6 inhibition	-	0.9511	95.11%
CYP1A2 inhibition	-	0.5379	53.79%
CYP2C8 inhibition	-	0.5915	59.15%
CYP inhibitory promiscuity	-	0.8163	81.63%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6719	67.19%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.5805	58.05%
Skin irritation	+	0.5638	56.38%
Skin corrosion	-	0.9671	96.71%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3874	38.74%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8324	83.24%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5603	56.03%
Acute Oral Toxicity (c)	II	0.7173	71.73%
Estrogen receptor binding	+	0.6641	66.41%
Androgen receptor binding	+	0.6957	69.57%
Thyroid receptor binding	+	0.5595	55.95%
Glucocorticoid receptor binding	-	0.4710	47.10%
Aromatase binding	-	0.7366	73.66%
PPAR gamma	+	0.6799	67.99%
Honey bee toxicity	-	0.8659	86.59%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9495	94.95%

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	98.72%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.56%	91.49%
CHEMBL4040	P28482	MAP kinase ERK2	95.67%	83.82%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.20%	99.15%
CHEMBL3194	P02766	Transthyretin	90.23%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.89%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.89%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.29%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.51%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.82%	99.17%
CHEMBL2535	P11166	Glucose transporter	82.06%	98.75%
CHEMBL2581	P07339	Cathepsin D	81.49%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162994383
• LOTUS: LTS0058368
• wikiData: Q104955914