Flavan-3-ol

Details

• Internal ID: 09a66adf-8f14-43ec-ab25-e0e3e54e7542
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavan-3-ols
• IUPAC Name: 2-phenyl-3,4-dihydro-2H-chromen-3-ol
• SMILES (Canonical): C1C(C(OC2=CC=CC=C21)C3=CC=CC=C3)O
• SMILES (Isomeric): C1C(C(OC2=CC=CC=C21)C3=CC=CC=C3)O
• InChI: InChI=1S/C15H14O2/c16-13-10-12-8-4-5-9-14(12)17-15(13)11-6-2-1-3-7-11/h1-9,13,15-16H,10H2
• InChI Key: OEIJRRGCTVHYTH-UHFFFAOYSA-N
• Popularity: 2,980 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₂
• Molecular Weight: 226.27 g/mol
• Exact Mass: 226.099379685 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.72
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 3-flavanol
• 1481-83-0
• UNII-35HDD3NRIE
• 35HDD3NRIE
• 2H-1-Benzopyran-3-ol, 3,4-dihydro-2-phenyl-
• 3,4-Dihydro-2-phenyl-2H-1-benzopyran-3-ol
• Favan-3-ol
• 2-phenyl-3,4-dihydro-2H-chromen-3-ol
• SCHEMBL20116
• CHEBI:79987
• OEIJRRGCTVHYTH-UHFFFAOYSA-N
• Q27149144

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	+	0.8568	85.68%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6970	69.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9131	91.31%
OATP1B3 inhibitior	+	0.9355	93.55%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8502	85.02%
P-glycoprotein inhibitior	-	0.9529	95.29%
P-glycoprotein substrate	-	0.9574	95.74%
CYP3A4 substrate	-	0.6661	66.61%
CYP2C9 substrate	-	0.6241	62.41%
CYP2D6 substrate	+	0.6346	63.46%
CYP3A4 inhibition	-	0.9562	95.62%
CYP2C9 inhibition	+	0.5310	53.10%
CYP2C19 inhibition	+	0.5886	58.86%
CYP2D6 inhibition	-	0.8955	89.55%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.8870	88.70%
CYP inhibitory promiscuity	-	0.6728	67.28%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4625	46.25%
Eye corrosion	-	0.9880	98.80%
Eye irritation	+	0.6701	67.01%
Skin irritation	+	0.6802	68.02%
Skin corrosion	-	0.9728	97.28%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3852	38.52%
Micronuclear	+	0.6018	60.18%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	+	0.5531	55.31%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6479	64.79%
Acute Oral Toxicity (c)	II	0.5047	50.47%
Estrogen receptor binding	-	0.4896	48.96%
Androgen receptor binding	-	0.7339	73.39%
Thyroid receptor binding	-	0.6147	61.47%
Glucocorticoid receptor binding	-	0.8392	83.92%
Aromatase binding	+	0.5506	55.06%
PPAR gamma	+	0.7816	78.16%
Honey bee toxicity	-	0.9163	91.63%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	-	0.4084	40.84%

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	94.41%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	91.33%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.31%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.86%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	84.68%	83.82%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.16%	94.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.75%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	80.72%	94.73%
CHEMBL2581	P07339	Cathepsin D	80.43%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.34%	86.33%

Plants that contains it

• Malus domestica
• Ocotea porphyria
• Rheum officinale
• Rheum palmatum
• Rheum tanguticum

Cross-Links

• PubChem: 3707243
• NPASS: NPC83703
• LOTUS: LTS0082052
• wikiData: Q27149144