(2E,4E)-5-[(2R)-6-hydroxy-2-methylchromen-2-yl]-2-methylpenta-2,4-dienal

Details

• Internal ID: 94052cd8-94cd-4916-bc36-25f29d21868c
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: (2E,4E)-5-[(2R)-6-hydroxy-2-methylchromen-2-yl]-2-methylpenta-2,4-dienal
• SMILES (Canonical): CC(=CC=CC1(C=CC2=C(O1)C=CC(=C2)O)C)C=O
• SMILES (Isomeric): C/C(=C\C=C\[C@@]1(C=CC2=C(O1)C=CC(=C2)O)C)/C=O
• InChI: InChI=1S/C16H16O3/c1-12(11-17)4-3-8-16(2)9-7-13-10-14(18)5-6-15(13)19-16/h3-11,18H,1-2H3/b8-3+,12-4+/t16-/m1/s1
• InChI Key: ZLEMUDCAEPTXIK-MWFGFGSASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₃
• Molecular Weight: 256.30 g/mol
• Exact Mass: 256.109944368 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.26
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

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	+	0.8012	80.12%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8041	80.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7862	78.62%
OATP1B3 inhibitior	+	0.9819	98.19%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6206	62.06%
P-glycoprotein inhibitior	-	0.9331	93.31%
P-glycoprotein substrate	-	0.7381	73.81%
CYP3A4 substrate	+	0.5972	59.72%
CYP2C9 substrate	+	0.6077	60.77%
CYP2D6 substrate	-	0.7997	79.97%
CYP3A4 inhibition	+	0.6629	66.29%
CYP2C9 inhibition	+	0.7346	73.46%
CYP2C19 inhibition	+	0.8244	82.44%
CYP2D6 inhibition	-	0.7345	73.45%
CYP1A2 inhibition	+	0.7775	77.75%
CYP2C8 inhibition	-	0.6023	60.23%
CYP inhibitory promiscuity	+	0.7481	74.81%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9131	91.31%
Carcinogenicity (trinary)	Non-required	0.5744	57.44%
Eye corrosion	-	0.9697	96.97%
Eye irritation	-	0.5892	58.92%
Skin irritation	-	0.5167	51.67%
Skin corrosion	-	0.9495	94.95%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4577	45.77%
Micronuclear	+	0.7059	70.59%
Hepatotoxicity	-	0.5052	50.52%
skin sensitisation	+	0.5440	54.40%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.6527	65.27%
Acute Oral Toxicity (c)	III	0.7094	70.94%
Estrogen receptor binding	+	0.9552	95.52%
Androgen receptor binding	-	0.5983	59.83%
Thyroid receptor binding	+	0.5574	55.74%
Glucocorticoid receptor binding	+	0.5398	53.98%
Aromatase binding	+	0.8359	83.59%
PPAR gamma	+	0.6545	65.45%
Honey bee toxicity	-	0.9019	90.19%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9248	92.48%

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	98.24%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	91.44%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.28%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.98%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.19%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.99%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.00%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.84%	86.33%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	87.63%	93.10%
CHEMBL4208	P20618	Proteasome component C5	87.40%	90.00%

Plants that contains it

• Cordia elaeagnoides

Cross-Links

• PubChem: 163195654
• LOTUS: LTS0127393
• wikiData: Q105378866