(+)-Gallocatechin-(4alpha->6)-(+)-catechin

Details

• Internal ID: 078771e3-ce57-42d3-bab1-fe290d0af11a
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: (2R,3S)-2-(3,4-dihydroxyphenyl)-6-[(2R,3S,4R)-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
• SMILES (Canonical): C1C(C(OC2=C1C(=C(C(=C2)O)C3C(C(OC4=CC(=CC(=C34)O)O)C5=CC(=C(C(=C5)O)O)O)O)O)C6=CC(=C(C=C6)O)O)O
• SMILES (Isomeric): C1[C@@H]([C@H](OC2=C1C(=C(C(=C2)O)[C@H]3[C@@H]([C@H](OC4=CC(=CC(=C34)O)O)C5=CC(=C(C(=C5)O)O)O)O)O)C6=CC(=C(C=C6)O)O)O
• InChI: InChI=1S/C30H26O13/c31-12-6-16(34)23-22(7-12)43-30(11-4-18(36)27(40)19(37)5-11)28(41)25(23)24-17(35)9-21-13(26(24)39)8-20(38)29(42-21)10-1-2-14(32)15(33)3-10/h1-7,9,20,25,28-41H,8H2/t20-,25-,28-,29+,30+/m0/s1
• InChI Key: SNJZSALXDDQVRR-UJQPEBFZSA-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): 241.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.70
• H-Bond Acceptor: 13
• H-Bond Donor: 11
• Rotatable Bonds: 3

Synonyms

• CHEBI:75671
• Q27145467
• (2R,2'R,3S,3'S,4R)-2'-(3,4-dihydroxyphenyl)-2-(3,4,5-trihydroxyphenyl)-3,3',4,4'-tetrahydro-2H,2'H-4,6'-bichromene-3,3',5,5',7,7'-hexol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8698	86.98%
Caco-2	-	0.9128	91.28%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.4793	47.93%
OATP2B1 inhibitior	+	0.5764	57.64%
OATP1B1 inhibitior	+	0.9320	93.20%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8076	80.76%
P-glycoprotein inhibitior	+	0.6438	64.38%
P-glycoprotein substrate	-	0.7971	79.71%
CYP3A4 substrate	+	0.5690	56.90%
CYP2C9 substrate	-	0.5994	59.94%
CYP2D6 substrate	+	0.5264	52.64%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9155	91.55%
CYP2C8 inhibition	+	0.7370	73.70%
CYP inhibitory promiscuity	-	0.8625	86.25%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6139	61.39%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.8395	83.95%
Skin irritation	-	0.6044	60.44%
Skin corrosion	-	0.9317	93.17%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8374	83.74%
Micronuclear	+	0.7859	78.59%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.7665	76.65%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7748	77.48%
Acute Oral Toxicity (c)	IV	0.5696	56.96%
Estrogen receptor binding	+	0.7407	74.07%
Androgen receptor binding	+	0.7615	76.15%
Thyroid receptor binding	+	0.6200	62.00%
Glucocorticoid receptor binding	+	0.6286	62.86%
Aromatase binding	-	0.5288	52.88%
PPAR gamma	+	0.7349	73.49%
Honey bee toxicity	-	0.8089	80.89%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.6855	68.55%

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	99.83%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.07%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.89%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.66%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.22%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.77%	89.00%
CHEMBL3194	P02766	Transthyretin	87.00%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.95%	95.56%
CHEMBL1929	P47989	Xanthine dehydrogenase	85.22%	96.12%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	84.97%	96.37%
CHEMBL3401	O75469	Pregnane X receptor	83.74%	94.73%
CHEMBL4208	P20618	Proteasome component C5	82.64%	90.00%
CHEMBL2535	P11166	Glucose transporter	82.38%	98.75%
CHEMBL3438	Q05513	Protein kinase C zeta	82.16%	88.48%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.57%	95.89%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.50%	95.78%

Plants that contains it

• Bromelia karatas
• Capnoides sempervirens
• Chamaecrista kleinii
• Cornus kousa
• Eucalyptus ovata
• Helianthus maximiliani
• Quercus dentata
• Raulinoreitzia crenulata
• Vateria indica

Cross-Links

• PubChem: 72193636
• NPASS: NPC69910
• LOTUS: LTS0048668
• wikiData: Q27145467