(3R)-3-(5,7-dihydroxy-2,2-dimethyl-3,4-dihydrochromen-8-yl)-3-phenylpropanoic acid

Details

• Internal ID: 4c4da4a3-11af-482d-b744-8964e6249075
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: (3R)-3-(5,7-dihydroxy-2,2-dimethyl-3,4-dihydrochromen-8-yl)-3-phenylpropanoic acid
• InChI: InChI=1S/C20H22O5/c1-20(2)9-8-13-15(21)11-16(22)18(19(13)25-20)14(10-17(23)24)12-6-4-3-5-7-12/h3-7,11,14,21-22H,8-10H2,1-2H3,(H,23,24)/t14-/m1/s1
• InChI Key: CGBKDRQFLKWOSW-CQSZACIVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₅
• Molecular Weight: 342.40 g/mol
• Exact Mass: 342.14672380 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.81
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9422	94.22%
Caco-2	+	0.5333	53.33%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7306	73.06%
OATP2B1 inhibitior	-	0.7214	72.14%
OATP1B1 inhibitior	+	0.9133	91.33%
OATP1B3 inhibitior	+	0.9283	92.83%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.4574	45.74%
P-glycoprotein inhibitior	-	0.5431	54.31%
P-glycoprotein substrate	-	0.8563	85.63%
CYP3A4 substrate	+	0.5693	56.93%
CYP2C9 substrate	-	0.5886	58.86%
CYP2D6 substrate	-	0.7628	76.28%
CYP3A4 inhibition	-	0.5865	58.65%
CYP2C9 inhibition	-	0.8128	81.28%
CYP2C19 inhibition	-	0.8799	87.99%
CYP2D6 inhibition	-	0.8687	86.87%
CYP1A2 inhibition	-	0.6016	60.16%
CYP2C8 inhibition	-	0.7967	79.67%
CYP inhibitory promiscuity	-	0.8605	86.05%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6843	68.43%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.6146	61.46%
Skin irritation	-	0.6950	69.50%
Skin corrosion	-	0.8737	87.37%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7670	76.70%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.5024	50.24%
skin sensitisation	-	0.8386	83.86%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8345	83.45%
Acute Oral Toxicity (c)	III	0.4965	49.65%
Estrogen receptor binding	+	0.8170	81.70%
Androgen receptor binding	+	0.7054	70.54%
Thyroid receptor binding	+	0.6604	66.04%
Glucocorticoid receptor binding	+	0.8861	88.61%
Aromatase binding	-	0.5101	51.01%
PPAR gamma	+	0.7183	71.83%
Honey bee toxicity	-	0.8849	88.49%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9690	96.90%

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	99.41%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.63%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.58%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	95.52%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.20%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.09%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.88%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.26%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.96%	99.15%
CHEMBL2535	P11166	Glucose transporter	84.24%	98.75%
CHEMBL4208	P20618	Proteasome component C5	81.57%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.29%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.52%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.01%	99.17%

Plants that contains it

• Calophyllum thwaitesii

Cross-Links

• PubChem: 162907153
• LOTUS: LTS0100644
• wikiData: Q104957410