5-Hydroxy-2,2-dimethyl-7-(2-phenylethyl)chromene-6-carboxylic acid

Details

• Internal ID: d0f84612-dc27-4085-894f-1c107fd950e5
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 5-hydroxy-2,2-dimethyl-7-(2-phenylethyl)chromene-6-carboxylic acid
• SMILES (Canonical): CC1(C=CC2=C(O1)C=C(C(=C2O)C(=O)O)CCC3=CC=CC=C3)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C=C(C(=C2O)C(=O)O)CCC3=CC=CC=C3)C
• InChI: InChI=1S/C20H20O4/c1-20(2)11-10-15-16(24-20)12-14(17(18(15)21)19(22)23)9-8-13-6-4-3-5-7-13/h3-7,10-12,21H,8-9H2,1-2H3,(H,22,23)
• InChI Key: HLYPCHXOZWEYTK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₄
• Molecular Weight: 324.40 g/mol
• Exact Mass: 324.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.06
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8756	87.56%
Caco-2	+	0.8222	82.22%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7864	78.64%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.8542	85.42%
OATP1B3 inhibitior	+	0.9565	95.65%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7858	78.58%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.6671	66.71%
CYP3A4 substrate	+	0.5507	55.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8641	86.41%
CYP3A4 inhibition	-	0.5111	51.11%
CYP2C9 inhibition	+	0.6489	64.89%
CYP2C19 inhibition	-	0.5654	56.54%
CYP2D6 inhibition	-	0.8109	81.09%
CYP1A2 inhibition	-	0.5338	53.38%
CYP2C8 inhibition	+	0.6470	64.70%
CYP inhibitory promiscuity	+	0.6358	63.58%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6307	63.07%
Eye corrosion	-	0.9901	99.01%
Eye irritation	+	0.6560	65.60%
Skin irritation	-	0.7081	70.81%
Skin corrosion	-	0.8890	88.90%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7154	71.54%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7682	76.82%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6166	61.66%
Acute Oral Toxicity (c)	III	0.4257	42.57%
Estrogen receptor binding	+	0.9399	93.99%
Androgen receptor binding	+	0.7524	75.24%
Thyroid receptor binding	+	0.6823	68.23%
Glucocorticoid receptor binding	+	0.8216	82.16%
Aromatase binding	+	0.6363	63.63%
PPAR gamma	+	0.7977	79.77%
Honey bee toxicity	-	0.9050	90.50%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9796	97.96%

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	98.46%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.56%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.68%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.54%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.78%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.08%	94.45%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.19%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.08%	95.56%
CHEMBL4208	P20618	Proteasome component C5	83.67%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.60%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.40%	99.17%
CHEMBL3902	P09211	Glutathione S-transferase Pi	80.18%	93.81%

Plants that contains it

• Radula kojana

Cross-Links

• PubChem: 14805901
• LOTUS: LTS0217378
• wikiData: Q105030399