(4S)-6-hydroxy-4,7-dimethyl-3,4-dihydrochromen-2-one

Details

• Internal ID: a3f24221-d9be-4fbe-b7b2-8e8b33aae101
• Taxonomy: Phenylpropanoids and polyketides > 3,4-dihydrocoumarins
• IUPAC Name: (4S)-6-hydroxy-4,7-dimethyl-3,4-dihydrochromen-2-one
• SMILES (Canonical): CC1CC(=O)OC2=C1C=C(C(=C2)C)O
• SMILES (Isomeric): C[C@H]1CC(=O)OC2=C1C=C(C(=C2)C)O
• InChI: InChI=1S/C11H12O3/c1-6-4-11(13)14-10-3-7(2)9(12)5-8(6)10/h3,5-6,12H,4H2,1-2H3/t6-/m0/s1
• InChI Key: GFKKBNXSTILZPT-LURJTMIESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.21 g/mol
• Exact Mass: 192.078644241 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.11
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	+	0.7492	74.92%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7529	75.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9195	91.95%
OATP1B3 inhibitior	+	0.9805	98.05%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8788	87.88%
P-glycoprotein inhibitior	-	0.9812	98.12%
P-glycoprotein substrate	-	0.9153	91.53%
CYP3A4 substrate	-	0.5602	56.02%
CYP2C9 substrate	+	0.6181	61.81%
CYP2D6 substrate	-	0.7774	77.74%
CYP3A4 inhibition	-	0.9098	90.98%
CYP2C9 inhibition	-	0.6197	61.97%
CYP2C19 inhibition	-	0.8914	89.14%
CYP2D6 inhibition	-	0.9184	91.84%
CYP1A2 inhibition	+	0.6775	67.75%
CYP2C8 inhibition	-	0.8765	87.65%
CYP inhibitory promiscuity	-	0.9086	90.86%
UGT catelyzed	+	0.7362	73.62%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.5674	56.74%
Eye corrosion	-	0.9611	96.11%
Eye irritation	+	0.9074	90.74%
Skin irritation	+	0.5470	54.70%
Skin corrosion	-	0.9429	94.29%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7403	74.03%
Micronuclear	+	0.6477	64.77%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.6005	60.05%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6996	69.96%
Acute Oral Toxicity (c)	III	0.4654	46.54%
Estrogen receptor binding	-	0.8642	86.42%
Androgen receptor binding	-	0.7238	72.38%
Thyroid receptor binding	-	0.6925	69.25%
Glucocorticoid receptor binding	-	0.8264	82.64%
Aromatase binding	-	0.7873	78.73%
PPAR gamma	-	0.7542	75.42%
Honey bee toxicity	-	0.9512	95.12%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9092	90.92%

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	97.22%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.81%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.88%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.14%	85.14%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.04%	93.40%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.36%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.92%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.77%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.58%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.56%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	82.97%	94.73%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.48%	94.80%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	82.29%	86.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.96%	90.24%

Plants that contains it

• Heritiera ornithocephala

Cross-Links

• PubChem: 14635666
• LOTUS: LTS0271379
• wikiData: Q105007592