(E)-5-[(2S)-6-hydroxy-2,8-dimethylchromen-2-yl]-2-methylpent-2-enal

Details

• Internal ID: 5bf8e25f-0938-465a-b0e7-a3ff21667910
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: (E)-5-[(2S)-6-hydroxy-2,8-dimethylchromen-2-yl]-2-methylpent-2-enal
• SMILES (Canonical): CC1=CC(=CC2=C1OC(C=C2)(C)CCC=C(C)C=O)O
• SMILES (Isomeric): CC1=CC(=CC2=C1O[C@@](C=C2)(C)CC/C=C(\C)/C=O)O
• InChI: InChI=1S/C17H20O3/c1-12(11-18)5-4-7-17(3)8-6-14-10-15(19)9-13(2)16(14)20-17/h5-6,8-11,19H,4,7H2,1-3H3/b12-5+/t17-/m0/s1
• InChI Key: LMNMVIRBYRZPAM-QJXUFPCYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₃
• Molecular Weight: 272.34 g/mol
• Exact Mass: 272.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.79
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.8563	85.63%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6777	67.77%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.7832	78.32%
OATP1B3 inhibitior	+	0.9677	96.77%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.5686	56.86%
P-glycoprotein inhibitior	-	0.9015	90.15%
P-glycoprotein substrate	-	0.6403	64.03%
CYP3A4 substrate	+	0.6063	60.63%
CYP2C9 substrate	-	0.6077	60.77%
CYP2D6 substrate	-	0.7687	76.87%
CYP3A4 inhibition	-	0.6536	65.36%
CYP2C9 inhibition	-	0.6917	69.17%
CYP2C19 inhibition	-	0.5276	52.76%
CYP2D6 inhibition	-	0.7954	79.54%
CYP1A2 inhibition	+	0.6998	69.98%
CYP2C8 inhibition	+	0.5719	57.19%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9518	95.18%
Carcinogenicity (trinary)	Non-required	0.6316	63.16%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.8411	84.11%
Skin irritation	-	0.6230	62.30%
Skin corrosion	-	0.9336	93.36%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8558	85.58%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.5325	53.25%
skin sensitisation	+	0.4755	47.55%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.4707	47.07%
Acute Oral Toxicity (c)	III	0.6768	67.68%
Estrogen receptor binding	+	0.9227	92.27%
Androgen receptor binding	-	0.7200	72.00%
Thyroid receptor binding	+	0.6954	69.54%
Glucocorticoid receptor binding	+	0.5429	54.29%
Aromatase binding	+	0.7130	71.30%
PPAR gamma	+	0.7251	72.51%
Honey bee toxicity	-	0.8557	85.57%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9366	93.66%

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	98.30%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	94.91%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.68%	95.56%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	91.23%	83.57%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.62%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.41%	99.17%
CHEMBL4208	P20618	Proteasome component C5	89.45%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.18%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.66%	96.09%
CHEMBL2581	P07339	Cathepsin D	81.98%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.12%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163185369
• LOTUS: LTS0223838
• wikiData: Q105154070