2-phenyl-3,4-dihydro-2H-chromene-3,7-diol

Details

• Internal ID: 5245ada1-fd02-4721-80f9-f278a3b46361
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavan-3-ols
• IUPAC Name: 2-phenyl-3,4-dihydro-2H-chromene-3,7-diol
• SMILES (Canonical): C1C(C(OC2=C1C=CC(=C2)O)C3=CC=CC=C3)O
• SMILES (Isomeric): C1C(C(OC2=C1C=CC(=C2)O)C3=CC=CC=C3)O
• InChI: InChI=1S/C15H14O3/c16-12-7-6-11-8-13(17)15(18-14(11)9-12)10-4-2-1-3-5-10/h1-7,9,13,15-17H,8H2
• InChI Key: IEBWEPWIIBEIII-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₃
• Molecular Weight: 242.27 g/mol
• Exact Mass: 242.094294304 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.43
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9891	98.91%
Caco-2	-	0.6520	65.20%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7133	71.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7829	78.29%
OATP1B3 inhibitior	+	0.9116	91.16%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8381	83.81%
P-glycoprotein inhibitior	-	0.9367	93.67%
P-glycoprotein substrate	-	0.8801	88.01%
CYP3A4 substrate	-	0.6012	60.12%
CYP2C9 substrate	-	0.6107	61.07%
CYP2D6 substrate	+	0.6005	60.05%
CYP3A4 inhibition	-	0.9553	95.53%
CYP2C9 inhibition	+	0.6712	67.12%
CYP2C19 inhibition	+	0.6480	64.80%
CYP2D6 inhibition	-	0.8739	87.39%
CYP1A2 inhibition	-	0.5913	59.13%
CYP2C8 inhibition	+	0.4566	45.66%
CYP inhibitory promiscuity	-	0.5373	53.73%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4946	49.46%
Eye corrosion	-	0.9889	98.89%
Eye irritation	+	0.8005	80.05%
Skin irritation	+	0.5735	57.35%
Skin corrosion	-	0.9583	95.83%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5637	56.37%
Micronuclear	+	0.7759	77.59%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.7215	72.15%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7176	71.76%
Acute Oral Toxicity (c)	II	0.4446	44.46%
Estrogen receptor binding	-	0.5165	51.65%
Androgen receptor binding	-	0.4900	49.00%
Thyroid receptor binding	-	0.5691	56.91%
Glucocorticoid receptor binding	-	0.7910	79.10%
Aromatase binding	+	0.5444	54.44%
PPAR gamma	+	0.8048	80.48%
Honey bee toxicity	-	0.9052	90.52%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.6722	67.22%

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	98.41%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	94.63%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.53%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.76%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.50%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.68%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.32%	97.09%
CHEMBL4040	P28482	MAP kinase ERK2	83.90%	83.82%
CHEMBL2581	P07339	Cathepsin D	83.55%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	83.06%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.62%	94.62%
CHEMBL217	P14416	Dopamine D2 receptor	81.96%	95.62%
CHEMBL236	P41143	Delta opioid receptor	80.48%	99.35%

Plants that contains it

• Habranthus brachyandrus

Cross-Links

• PubChem: 75031903
• LOTUS: LTS0020972
• wikiData: Q105111681