(6S,7R)-6,7-dihydroxy-7-methyl-3-[(E)-prop-1-enyl]-5,6-dihydro-1H-isochromen-8-one

Details

• Internal ID: d9100879-5772-4c1e-9528-1f2734ce8250
• Taxonomy: Organoheterocyclic compounds > Azaphilones
• IUPAC Name: (6S,7R)-6,7-dihydroxy-7-methyl-3-[(E)-prop-1-enyl]-5,6-dihydro-1H-isochromen-8-one
• InChI: InChI=1S/C13H16O4/c1-3-4-9-5-8-6-11(14)13(2,16)12(15)10(8)7-17-9/h3-5,11,14,16H,6-7H2,1-2H3/b4-3+/t11-,13+/m0/s1
• InChI Key: WSYJFMHOBOFVCJ-JCMPJRQWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₄
• Molecular Weight: 236.26 g/mol
• Exact Mass: 236.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.86
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9700	97.00%
Caco-2	+	0.5413	54.13%
Blood Brain Barrier	-	0.6822	68.22%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7922	79.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9119	91.19%
OATP1B3 inhibitior	+	0.9719	97.19%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9552	95.52%
BSEP inhibitior	-	0.8502	85.02%
P-glycoprotein inhibitior	-	0.9848	98.48%
P-glycoprotein substrate	-	0.7141	71.41%
CYP3A4 substrate	-	0.5052	50.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8472	84.72%
CYP3A4 inhibition	-	0.8434	84.34%
CYP2C9 inhibition	-	0.8698	86.98%
CYP2C19 inhibition	-	0.8143	81.43%
CYP2D6 inhibition	-	0.8472	84.72%
CYP1A2 inhibition	-	0.6499	64.99%
CYP2C8 inhibition	-	0.9051	90.51%
CYP inhibitory promiscuity	-	0.9451	94.51%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5900	59.00%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9474	94.74%
Skin irritation	-	0.6094	60.94%
Skin corrosion	-	0.9268	92.68%
Ames mutagenesis	-	0.5254	52.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5439	54.39%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.6949	69.49%
skin sensitisation	-	0.8089	80.89%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5055	50.55%
Estrogen receptor binding	-	0.5849	58.49%
Androgen receptor binding	-	0.6262	62.62%
Thyroid receptor binding	-	0.5537	55.37%
Glucocorticoid receptor binding	+	0.7195	71.95%
Aromatase binding	-	0.7211	72.11%
PPAR gamma	+	0.6754	67.54%
Honey bee toxicity	-	0.7704	77.04%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8806	88.06%

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	97.11%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	94.44%	83.82%
CHEMBL2581	P07339	Cathepsin D	92.23%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.01%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	90.39%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.31%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.77%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.11%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.37%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.60%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.40%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.85%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	80.12%	94.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163018196
• LOTUS: LTS0216243
• wikiData: Q105312212