3-[(3R)-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-6-yl]prop-2-enal

Details

• Internal ID: e7032cf1-bf36-4f61-9dea-cb6b2fb892a5
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 3-[(3R)-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-6-yl]prop-2-enal
• SMILES (Canonical): CC1(C(CC2=C(O1)C=CC(=C2)C=CC=O)O)C
• SMILES (Isomeric): CC1([C@@H](CC2=C(O1)C=CC(=C2)C=CC=O)O)C
• InChI: InChI=1S/C14H16O3/c1-14(2)13(16)9-11-8-10(4-3-7-15)5-6-12(11)17-14/h3-8,13,16H,9H2,1-2H3/t13-/m1/s1
• InChI Key: XYAOFSKUVJLWLJ-CYBMUJFWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₃
• Molecular Weight: 232.27 g/mol
• Exact Mass: 232.109944368 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.97
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9051	90.51%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7466	74.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8726	87.26%
OATP1B3 inhibitior	+	0.9864	98.64%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6770	67.70%
P-glycoprotein inhibitior	-	0.9715	97.15%
P-glycoprotein substrate	-	0.8733	87.33%
CYP3A4 substrate	+	0.5229	52.29%
CYP2C9 substrate	-	0.6021	60.21%
CYP2D6 substrate	-	0.7492	74.92%
CYP3A4 inhibition	-	0.6266	62.66%
CYP2C9 inhibition	-	0.7795	77.95%
CYP2C19 inhibition	-	0.5916	59.16%
CYP2D6 inhibition	-	0.7110	71.10%
CYP1A2 inhibition	+	0.6270	62.70%
CYP2C8 inhibition	-	0.7659	76.59%
CYP inhibitory promiscuity	-	0.7437	74.37%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5890	58.90%
Eye corrosion	-	0.9831	98.31%
Eye irritation	-	0.8216	82.16%
Skin irritation	+	0.5091	50.91%
Skin corrosion	-	0.8620	86.20%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7466	74.66%
Micronuclear	-	0.5982	59.82%
Hepatotoxicity	-	0.6257	62.57%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6422	64.22%
Acute Oral Toxicity (c)	III	0.7163	71.63%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.5463	54.63%
Thyroid receptor binding	-	0.5414	54.14%
Glucocorticoid receptor binding	-	0.5636	56.36%
Aromatase binding	-	0.7033	70.33%
PPAR gamma	+	0.7113	71.13%
Honey bee toxicity	-	0.8809	88.09%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9088	90.88%

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	98.47%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.56%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.65%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.44%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.06%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.16%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.88%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	86.76%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.40%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.38%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.21%	95.89%

Plants that contains it

• Zanthoxylum wutaiense

Cross-Links

• PubChem: 162896546
• LOTUS: LTS0077806
• wikiData: Q105344415