(1R)-1-[(2S)-2-(hydroxymethyl)-7,8-dimethoxy-2-methylchromen-6-yl]ethanol

Details

• Internal ID: 0b43f161-4e54-4746-8507-225d5047ce2d
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: (1R)-1-[(2S)-2-(hydroxymethyl)-7,8-dimethoxy-2-methylchromen-6-yl]ethanol
• SMILES (Canonical): CC(C1=C(C(=C2C(=C1)C=CC(O2)(C)CO)OC)OC)O
• SMILES (Isomeric): C[C@H](C1=C(C(=C2C(=C1)C=C[C@@](O2)(C)CO)OC)OC)O
• InChI: InChI=1S/C15H20O5/c1-9(17)11-7-10-5-6-15(2,8-16)20-12(10)14(19-4)13(11)18-3/h5-7,9,16-17H,8H2,1-4H3/t9-,15+/m1/s1
• InChI Key: MMYXFQPYFOCBSX-PSLIRLAXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.32 g/mol
• Exact Mass: 280.13107373 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.91
• 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	+	0.9567	95.67%
Caco-2	+	0.7558	75.58%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5909	59.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8575	85.75%
OATP1B3 inhibitior	+	0.9278	92.78%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5748	57.48%
P-glycoprotein inhibitior	-	0.9238	92.38%
P-glycoprotein substrate	-	0.8407	84.07%
CYP3A4 substrate	+	0.5271	52.71%
CYP2C9 substrate	-	0.6201	62.01%
CYP2D6 substrate	-	0.6687	66.87%
CYP3A4 inhibition	-	0.5384	53.84%
CYP2C9 inhibition	-	0.7499	74.99%
CYP2C19 inhibition	+	0.6466	64.66%
CYP2D6 inhibition	-	0.7838	78.38%
CYP1A2 inhibition	+	0.6765	67.65%
CYP2C8 inhibition	-	0.7064	70.64%
CYP inhibitory promiscuity	+	0.6045	60.45%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6262	62.62%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.7792	77.92%
Skin irritation	-	0.8201	82.01%
Skin corrosion	-	0.9563	95.63%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5296	52.96%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.5801	58.01%
skin sensitisation	-	0.7577	75.77%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8867	88.67%
Acute Oral Toxicity (c)	III	0.4904	49.04%
Estrogen receptor binding	+	0.5308	53.08%
Androgen receptor binding	-	0.6677	66.77%
Thyroid receptor binding	+	0.6951	69.51%
Glucocorticoid receptor binding	+	0.5854	58.54%
Aromatase binding	-	0.7466	74.66%
PPAR gamma	-	0.5052	50.52%
Honey bee toxicity	-	0.9040	90.40%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.6913	69.13%

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	98.46%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.16%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.71%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.66%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.91%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.75%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.99%	96.00%
CHEMBL2581	P07339	Cathepsin D	85.09%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.79%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	81.20%	94.73%
CHEMBL4208	P20618	Proteasome component C5	80.84%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.56%	94.00%

Plants that contains it

• Ageratina riparia

Cross-Links

• PubChem: 162999727
• LOTUS: LTS0113580
• wikiData: Q105168201