(3R)-7-hydroxy-3-(3-hydroxypropyl)-8-methoxy-3,4-dihydroisochromen-1-one

Details

• Internal ID: 7717f1dc-c803-4e38-979c-80d4baeb73cb
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (3R)-7-hydroxy-3-(3-hydroxypropyl)-8-methoxy-3,4-dihydroisochromen-1-one
• SMILES (Canonical): COC1=C(C=CC2=C1C(=O)OC(C2)CCCO)O
• SMILES (Isomeric): COC1=C(C=CC2=C1C(=O)O[C@@H](C2)CCCO)O
• InChI: InChI=1S/C13H16O5/c1-17-12-10(15)5-4-8-7-9(3-2-6-14)18-13(16)11(8)12/h4-5,9,14-15H,2-3,6-7H2,1H3/t9-/m1/s1
• InChI Key: AEUXTKXETORMQZ-SECBINFHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₅
• Molecular Weight: 252.26 g/mol
• Exact Mass: 252.09977361 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.25
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9580	95.80%
Caco-2	+	0.5375	53.75%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8269	82.69%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8886	88.86%
OATP1B3 inhibitior	+	0.9141	91.41%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.7292	72.92%
BSEP inhibitior	-	0.8933	89.33%
P-glycoprotein inhibitior	-	0.9500	95.00%
P-glycoprotein substrate	-	0.8485	84.85%
CYP3A4 substrate	+	0.5233	52.33%
CYP2C9 substrate	-	0.5759	57.59%
CYP2D6 substrate	-	0.7870	78.70%
CYP3A4 inhibition	-	0.7701	77.01%
CYP2C9 inhibition	-	0.9056	90.56%
CYP2C19 inhibition	-	0.6350	63.50%
CYP2D6 inhibition	-	0.8147	81.47%
CYP1A2 inhibition	+	0.6460	64.60%
CYP2C8 inhibition	-	0.7965	79.65%
CYP inhibitory promiscuity	-	0.8125	81.25%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7318	73.18%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.6358	63.58%
Skin irritation	-	0.8087	80.87%
Skin corrosion	-	0.9686	96.86%
Ames mutagenesis	-	0.5770	57.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5834	58.34%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8692	86.92%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5544	55.44%
Acute Oral Toxicity (c)	III	0.7235	72.35%
Estrogen receptor binding	+	0.7067	70.67%
Androgen receptor binding	-	0.5488	54.88%
Thyroid receptor binding	-	0.6020	60.20%
Glucocorticoid receptor binding	+	0.5831	58.31%
Aromatase binding	-	0.6401	64.01%
PPAR gamma	+	0.7792	77.92%
Honey bee toxicity	-	0.9463	94.63%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.6506	65.06%

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	99.15%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.11%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.26%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.89%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.54%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.63%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.98%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.58%	99.17%
CHEMBL217	P14416	Dopamine D2 receptor	83.57%	95.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.57%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.75%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.35%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.22%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	81.84%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.72%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683007
• LOTUS: LTS0105241
• wikiData: Q104910619