3,3',4',7,8-Pentahydroxyflavan

Details

• Internal ID: b99f3962-8c2b-47ae-8821-f14ef4ae5b8b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavan-3-ols
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,7,8-triol
• SMILES (Canonical): C1C(C(OC2=C1C=CC(=C2O)O)C3=CC(=C(C=C3)O)O)O
• SMILES (Isomeric): C1C(C(OC2=C1C=CC(=C2O)O)C3=CC(=C(C=C3)O)O)O
• InChI: InChI=1S/C15H14O6/c16-9-3-1-7(5-11(9)18)14-12(19)6-8-2-4-10(17)13(20)15(8)21-14/h1-5,12,14,16-20H,6H2
• InChI Key: TXULLYMENMRLHL-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₆
• Molecular Weight: 290.27 g/mol
• Exact Mass: 290.07903816 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.55
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9041	90.41%
Caco-2	-	0.9011	90.11%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6287	62.87%
OATP2B1 inhibitior	-	0.5719	57.19%
OATP1B1 inhibitior	+	0.9450	94.50%
OATP1B3 inhibitior	+	0.9934	99.34%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9453	94.53%
P-glycoprotein inhibitior	-	0.9363	93.63%
P-glycoprotein substrate	-	0.9331	93.31%
CYP3A4 substrate	-	0.5496	54.96%
CYP2C9 substrate	-	0.8006	80.06%
CYP2D6 substrate	+	0.5322	53.22%
CYP3A4 inhibition	-	0.8918	89.18%
CYP2C9 inhibition	+	0.6652	66.52%
CYP2C19 inhibition	-	0.6997	69.97%
CYP2D6 inhibition	-	0.7694	76.94%
CYP1A2 inhibition	-	0.5512	55.12%
CYP2C8 inhibition	-	0.7223	72.23%
CYP inhibitory promiscuity	-	0.7480	74.80%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4872	48.72%
Eye corrosion	-	0.9918	99.18%
Eye irritation	+	0.9080	90.80%
Skin irritation	-	0.5554	55.54%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6114	61.14%
Micronuclear	+	0.8059	80.59%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.7983	79.83%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.9162	91.62%
Acute Oral Toxicity (c)	II	0.2925	29.25%
Estrogen receptor binding	-	0.6005	60.05%
Androgen receptor binding	+	0.7057	70.57%
Thyroid receptor binding	+	0.6922	69.22%
Glucocorticoid receptor binding	+	0.7298	72.98%
Aromatase binding	+	0.5996	59.96%
PPAR gamma	+	0.5407	54.07%
Honey bee toxicity	-	0.8932	89.32%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.7719	77.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.75%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.25%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.53%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.95%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.98%	99.15%
CHEMBL217	P14416	Dopamine D2 receptor	86.85%	95.62%
CHEMBL233	P35372	Mu opioid receptor	85.75%	97.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.42%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	85.26%	94.73%
CHEMBL3438	Q05513	Protein kinase C zeta	85.16%	88.48%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.65%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.79%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.35%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.37%	94.45%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.56%	85.11%

Plants that contains it

• Prosopis glandulosa
• Prosopis juliflora

Cross-Links

• PubChem: 13888366
• LOTUS: LTS0213797
• wikiData: Q105267016