(6R)-6,9,10-trihydroxy-8-methoxy-1-oxo-3-[(E)-prop-1-enyl]-6H-pyrano[4,3-c]isochromene-7-carbaldehyde

Details

• Internal ID: bd93a540-2fe7-4d6b-93a8-9b093cab7d23
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (6R)-6,9,10-trihydroxy-8-methoxy-1-oxo-3-[(E)-prop-1-enyl]-6H-pyrano[4,3-c]isochromene-7-carbaldehyde
• InChI: InChI=1S/C17H14O8/c1-3-4-7-5-9-11(17(22)24-7)12-10(16(21)25-9)8(6-18)15(23-2)14(20)13(12)19/h3-6,16,19-21H,1-2H3/b4-3+/t16-/m1/s1
• InChI Key: YLBKRHCXWXNKBF-QDLOVBKTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₈
• Molecular Weight: 346.30 g/mol
• Exact Mass: 346.06886740 g/mol
• Topological Polar Surface Area (TPSA): 123.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8686	86.86%
Caco-2	-	0.6393	63.93%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6552	65.52%
OATP2B1 inhibitior	-	0.5729	57.29%
OATP1B1 inhibitior	+	0.7680	76.80%
OATP1B3 inhibitior	+	0.9692	96.92%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8816	88.16%
P-glycoprotein inhibitior	-	0.6124	61.24%
P-glycoprotein substrate	-	0.7205	72.05%
CYP3A4 substrate	+	0.5682	56.82%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8623	86.23%
CYP3A4 inhibition	-	0.7825	78.25%
CYP2C9 inhibition	-	0.8260	82.60%
CYP2C19 inhibition	-	0.6868	68.68%
CYP2D6 inhibition	-	0.8782	87.82%
CYP1A2 inhibition	-	0.7536	75.36%
CYP2C8 inhibition	-	0.5887	58.87%
CYP inhibitory promiscuity	-	0.7789	77.89%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4652	46.52%
Eye corrosion	-	0.9846	98.46%
Eye irritation	-	0.5610	56.10%
Skin irritation	-	0.6938	69.38%
Skin corrosion	-	0.9428	94.28%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4049	40.49%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8577	85.77%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7585	75.85%
Acute Oral Toxicity (c)	II	0.4900	49.00%
Estrogen receptor binding	+	0.7223	72.23%
Androgen receptor binding	+	0.5381	53.81%
Thyroid receptor binding	-	0.6346	63.46%
Glucocorticoid receptor binding	+	0.7717	77.17%
Aromatase binding	-	0.6245	62.45%
PPAR gamma	+	0.5986	59.86%
Honey bee toxicity	-	0.7955	79.55%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9746	97.46%

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	97.59%	91.11%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	97.10%	98.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.72%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.52%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.61%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.72%	86.33%
CHEMBL2581	P07339	Cathepsin D	87.35%	98.95%
CHEMBL3194	P02766	Transthyretin	87.32%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.13%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.35%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	83.70%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	81.40%	91.49%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	81.40%	95.64%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.16%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 76960591
• LOTUS: LTS0108123
• wikiData: Q105350032