(2S)-7-hydroxy-6,8-dimethyl-2-[(E)-prop-1-enyl]-2,3-dihydrochromen-4-one

Details

• Internal ID: d05a5227-b0e3-4bc3-b26e-72dae9c66020
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: (2S)-7-hydroxy-6,8-dimethyl-2-[(E)-prop-1-enyl]-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC=CC1CC(=O)C2=C(O1)C(=C(C(=C2)C)O)C
• SMILES (Isomeric): C/C=C/[C@@H]1CC(=O)C2=C(O1)C(=C(C(=C2)C)O)C
• InChI: InChI=1S/C14H16O3/c1-4-5-10-7-12(15)11-6-8(2)13(16)9(3)14(11)17-10/h4-6,10,16H,7H2,1-3H3/b5-4+/t10-/m1/s1
• InChI Key: XSNOKHWTJXMFKL-ORAHPGNNSA-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: 2.70
• Atomic LogP (AlogP): 2.92
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	+	0.7919	79.19%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7090	70.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8177	81.77%
OATP1B3 inhibitior	+	0.9894	98.94%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8077	80.77%
P-glycoprotein inhibitior	-	0.9435	94.35%
P-glycoprotein substrate	-	0.8610	86.10%
CYP3A4 substrate	-	0.5138	51.38%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.7542	75.42%
CYP3A4 inhibition	-	0.7828	78.28%
CYP2C9 inhibition	-	0.8699	86.99%
CYP2C19 inhibition	-	0.5657	56.57%
CYP2D6 inhibition	-	0.9461	94.61%
CYP1A2 inhibition	+	0.9163	91.63%
CYP2C8 inhibition	-	0.7635	76.35%
CYP inhibitory promiscuity	-	0.5347	53.47%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.5053	50.53%
Eye corrosion	-	0.9717	97.17%
Eye irritation	-	0.6280	62.80%
Skin irritation	-	0.5356	53.56%
Skin corrosion	-	0.9656	96.56%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7003	70.03%
Micronuclear	+	0.6018	60.18%
Hepatotoxicity	+	0.6927	69.27%
skin sensitisation	-	0.5313	53.13%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.4721	47.21%
Acute Oral Toxicity (c)	III	0.4938	49.38%
Estrogen receptor binding	+	0.6480	64.80%
Androgen receptor binding	-	0.5524	55.24%
Thyroid receptor binding	+	0.5509	55.09%
Glucocorticoid receptor binding	+	0.7529	75.29%
Aromatase binding	+	0.5405	54.05%
PPAR gamma	+	0.5614	56.14%
Honey bee toxicity	-	0.8816	88.16%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8710	87.10%

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	95.28%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.94%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.88%	89.00%
CHEMBL2581	P07339	Cathepsin D	89.70%	98.95%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.39%	90.24%
CHEMBL1951	P21397	Monoamine oxidase A	83.91%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.60%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.50%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.37%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.00%	95.89%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.96%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	80.59%	94.73%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.21%	93.40%

Plants that contains it

• Huperzia serrata

Cross-Links

• PubChem: 54752973
• LOTUS: LTS0193931
• wikiData: Q105341124