8-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one

Details

• Internal ID: 10929672-0e83-4708-a1c2-b420016d88c2
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Coumarin glycosides
• IUPAC Name: 8-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
• InChI: InChI=1S/C20H24O8/c1-10(2)3-6-12-13(7-4-11-5-8-15(22)28-19(11)12)26-20-18(25)17(24)16(23)14(9-21)27-20/h3-5,7-8,14,16-18,20-21,23-25H,6,9H2,1-2H3/t14-,16-,17+,18-,20-/m1/s1
• InChI Key: QPAYBYCPZSAASE-UVNCQSPWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₈
• Molecular Weight: 392.40 g/mol
• Exact Mass: 392.14711772 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 0.48
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8247	82.47%
Caco-2	-	0.8418	84.18%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6906	69.06%
OATP2B1 inhibitior	-	0.8456	84.56%
OATP1B1 inhibitior	+	0.9057	90.57%
OATP1B3 inhibitior	+	0.9610	96.10%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6480	64.80%
P-glycoprotein inhibitior	-	0.7097	70.97%
P-glycoprotein substrate	-	0.8878	88.78%
CYP3A4 substrate	+	0.5060	50.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8568	85.68%
CYP3A4 inhibition	-	0.9111	91.11%
CYP2C9 inhibition	-	0.7338	73.38%
CYP2C19 inhibition	-	0.6462	64.62%
CYP2D6 inhibition	-	0.7214	72.14%
CYP1A2 inhibition	-	0.5515	55.15%
CYP2C8 inhibition	-	0.7491	74.91%
CYP inhibitory promiscuity	-	0.5441	54.41%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7647	76.47%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9391	93.91%
Skin irritation	-	0.7899	78.99%
Skin corrosion	-	0.9472	94.72%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4097	40.97%
Micronuclear	-	0.5667	56.67%
Hepatotoxicity	-	0.6068	60.68%
skin sensitisation	-	0.8278	82.78%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.4554	45.54%
Acute Oral Toxicity (c)	III	0.6221	62.21%
Estrogen receptor binding	+	0.6966	69.66%
Androgen receptor binding	+	0.6434	64.34%
Thyroid receptor binding	-	0.5492	54.92%
Glucocorticoid receptor binding	+	0.6628	66.28%
Aromatase binding	+	0.5946	59.46%
PPAR gamma	+	0.7319	73.19%
Honey bee toxicity	-	0.8125	81.25%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	+	0.9779	97.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3401	O75469	Pregnane X receptor	92.76%	94.73%
CHEMBL2581	P07339	Cathepsin D	92.43%	98.95%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	91.10%	83.57%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.68%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.98%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	85.97%	91.49%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.51%	96.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.83%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.63%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.76%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.64%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.59%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.26%	86.92%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.81%	99.23%

Plants that contains it

• Goodenia discophora

Cross-Links

• PubChem: 12444711
• LOTUS: LTS0010340
• wikiData: Q105225269