(5R)-2,3,5,10-tetrahydroxy-5H-isochromeno[4,3-b]chromen-7-one

Details

• Internal ID: 08d37bc5-27f7-4c05-a637-557bf8b803a0
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Pyranoflavonoids
• IUPAC Name: (5R)-2,3,5,10-tetrahydroxy-5H-isochromeno[4,3-b]chromen-7-one
• SMILES (Canonical): C1=CC2=C(C=C1O)OC3=C(C2=O)OC(C4=CC(=C(C=C43)O)O)O
• SMILES (Isomeric): C1=CC2=C(C=C1O)OC3=C(C2=O)O[C@H](C4=CC(=C(C=C43)O)O)O
• InChI: InChI=1S/C16H10O7/c17-6-1-2-7-12(3-6)22-14-8-4-10(18)11(19)5-9(8)16(21)23-15(14)13(7)20/h1-5,16-19,21H/t16-/m1/s1
• InChI Key: KTGIGCXEXRYMMK-MRXNPFEDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₀O₇
• Molecular Weight: 314.25 g/mol
• Exact Mass: 314.04265265 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8876	88.76%
Caco-2	-	0.8875	88.75%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7272	72.72%
OATP2B1 inhibitior	-	0.5437	54.37%
OATP1B1 inhibitior	+	0.8615	86.15%
OATP1B3 inhibitior	+	0.9724	97.24%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8722	87.22%
P-glycoprotein inhibitior	-	0.8333	83.33%
P-glycoprotein substrate	+	0.5051	50.51%
CYP3A4 substrate	+	0.5592	55.92%
CYP2C9 substrate	-	0.8217	82.17%
CYP2D6 substrate	-	0.8298	82.98%
CYP3A4 inhibition	-	0.8602	86.02%
CYP2C9 inhibition	-	0.7470	74.70%
CYP2C19 inhibition	-	0.8358	83.58%
CYP2D6 inhibition	-	0.9351	93.51%
CYP1A2 inhibition	+	0.6680	66.80%
CYP2C8 inhibition	+	0.5500	55.00%
CYP inhibitory promiscuity	-	0.8963	89.63%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6684	66.84%
Eye corrosion	-	0.9869	98.69%
Eye irritation	+	0.9128	91.28%
Skin irritation	+	0.6316	63.16%
Skin corrosion	-	0.9675	96.75%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9048	90.48%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7264	72.64%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7249	72.49%
Acute Oral Toxicity (c)	II	0.5914	59.14%
Estrogen receptor binding	+	0.7722	77.22%
Androgen receptor binding	+	0.8364	83.64%
Thyroid receptor binding	+	0.5281	52.81%
Glucocorticoid receptor binding	+	0.7748	77.48%
Aromatase binding	+	0.7216	72.16%
PPAR gamma	+	0.6986	69.86%
Honey bee toxicity	-	0.7468	74.68%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9343	93.43%

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	98.99%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.09%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.83%	89.00%
CHEMBL2581	P07339	Cathepsin D	91.50%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.50%	95.56%
CHEMBL242	Q92731	Estrogen receptor beta	87.83%	98.35%
CHEMBL3194	P02766	Transthyretin	87.60%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.31%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.20%	99.15%
CHEMBL2179	P04062	Beta-glucocerebrosidase	83.19%	85.31%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.72%	94.45%

Plants that contains it

• Acacia fasciculifera

Cross-Links

• PubChem: 162955121
• LOTUS: LTS0102162
• wikiData: Q105145781