7,8-Dihydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one

Details

• Internal ID: f4fa38cd-ecd8-4ecf-a367-c27194fbf085
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Coumarin glycosides
• IUPAC Name: 7,8-dihydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
• SMILES (Canonical): C1=CC(=O)OC2=C(C(=CC(=C21)OC3C(C(C(C(O3)CO)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=O)OC2=C(C(=CC(=C21)OC3C(C(C(C(O3)CO)O)O)O)O)O
• InChI: InChI=1S/C15H16O10/c16-4-8-11(20)12(21)13(22)15(24-8)23-7-3-6(17)10(19)14-5(7)1-2-9(18)25-14/h1-3,8,11-13,15-17,19-22H,4H2
• InChI Key: PLFYQNVCASZNHO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₁₀
• Molecular Weight: 356.28 g/mol
• Exact Mass: 356.07434670 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -1.62
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5923	59.23%
Caco-2	-	0.9271	92.71%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5362	53.62%
OATP2B1 inhibitior	-	0.5538	55.38%
OATP1B1 inhibitior	+	0.8952	89.52%
OATP1B3 inhibitior	+	0.9389	93.89%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9512	95.12%
P-glycoprotein inhibitior	-	0.9378	93.78%
P-glycoprotein substrate	-	0.8870	88.70%
CYP3A4 substrate	-	0.5130	51.30%
CYP2C9 substrate	-	0.8151	81.51%
CYP2D6 substrate	-	0.8579	85.79%
CYP3A4 inhibition	-	0.9207	92.07%
CYP2C9 inhibition	-	0.9414	94.14%
CYP2C19 inhibition	-	0.9119	91.19%
CYP2D6 inhibition	-	0.9327	93.27%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	-	0.6303	63.03%
CYP inhibitory promiscuity	-	0.8472	84.72%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7090	70.90%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.7107	71.07%
Skin irritation	-	0.7983	79.83%
Skin corrosion	-	0.9715	97.15%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7177	71.77%
Micronuclear	+	0.6033	60.33%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8796	87.96%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8663	86.63%
Acute Oral Toxicity (c)	III	0.4513	45.13%
Estrogen receptor binding	+	0.5972	59.72%
Androgen receptor binding	+	0.6657	66.57%
Thyroid receptor binding	-	0.5893	58.93%
Glucocorticoid receptor binding	+	0.7295	72.95%
Aromatase binding	+	0.6469	64.69%
PPAR gamma	+	0.6547	65.47%
Honey bee toxicity	-	0.8230	82.30%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6649	66.49%
Fish aquatic toxicity	+	0.7790	77.90%

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	99.66%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.02%	94.00%
CHEMBL220	P22303	Acetylcholinesterase	92.12%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.93%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.04%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.95%	95.56%
CHEMBL3194	P02766	Transthyretin	89.57%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.34%	94.45%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	88.52%	83.57%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.66%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.23%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	84.85%	94.73%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.17%	89.62%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.81%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.51%	95.89%

Plants that contains it

• Tetraphis pellucida

Cross-Links

• PubChem: 163028942
• LOTUS: LTS0182070
• wikiData: Q105210890