7-[3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-8-methoxychromen-2-one

Details

• Internal ID: 5ed6ca7e-89cd-447a-84c7-a86b15f16f96
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Coumarin glycosides
• IUPAC Name: 7-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-8-methoxychromen-2-one
• SMILES (Canonical): COC1=C(C=CC2=C1OC(=O)C=C2)OC3C(C(C(O3)CO)O)O
• SMILES (Isomeric): COC1=C(C=CC2=C1OC(=O)C=C2)OC3C(C(C(O3)CO)O)O
• InChI: InChI=1S/C15H16O8/c1-20-14-8(4-2-7-3-5-10(17)23-13(7)14)21-15-12(19)11(18)9(6-16)22-15/h2-5,9,11-12,15-16,18-19H,6H2,1H3
• InChI Key: YFWWPDXSQPDJRH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₈
• Molecular Weight: 324.28 g/mol
• Exact Mass: 324.08451746 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -0.38
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5909	59.09%
Caco-2	-	0.8115	81.15%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6423	64.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9242	92.42%
OATP1B3 inhibitior	+	0.9736	97.36%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6287	62.87%
P-glycoprotein inhibitior	-	0.8912	89.12%
P-glycoprotein substrate	-	0.9235	92.35%
CYP3A4 substrate	-	0.5330	53.30%
CYP2C9 substrate	-	0.8306	83.06%
CYP2D6 substrate	-	0.8491	84.91%
CYP3A4 inhibition	-	0.8396	83.96%
CYP2C9 inhibition	-	0.8442	84.42%
CYP2C19 inhibition	-	0.7895	78.95%
CYP2D6 inhibition	-	0.8863	88.63%
CYP1A2 inhibition	-	0.8480	84.80%
CYP2C8 inhibition	-	0.8140	81.40%
CYP inhibitory promiscuity	-	0.6112	61.12%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5803	58.03%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9692	96.92%
Skin irritation	-	0.8116	81.16%
Skin corrosion	-	0.9565	95.65%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5260	52.60%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8734	87.34%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6225	62.25%
Acute Oral Toxicity (c)	III	0.7322	73.22%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.5544	55.44%
Thyroid receptor binding	-	0.6435	64.35%
Glucocorticoid receptor binding	+	0.6774	67.74%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5263	52.63%
Honey bee toxicity	-	0.8977	89.77%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7849	78.49%
Fish aquatic toxicity	+	0.7242	72.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.87%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.94%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.80%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.68%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.99%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.82%	96.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.52%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.76%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	82.64%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	82.52%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.42%	99.23%

Plants that contains it

• Rhododendron lepidotum

Cross-Links

• PubChem: 163042573
• LOTUS: LTS0105594
• wikiData: Q105347872