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

Details

• Internal ID: de0a1fc3-417f-497b-b924-5c3448441498
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides > Flavonoid 8-C-glycosides
• IUPAC Name: 5,7-dihydroxy-2-phenyl-6,8-bis[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
• InChI: InChI=1S/C27H30O14/c28-7-12-17(31)21(35)23(37)26(40-12)15-19(33)14-10(30)6-11(9-4-2-1-3-5-9)39-25(14)16(20(15)34)27-24(38)22(36)18(32)13(8-29)41-27/h1-6,12-13,17-18,21-24,26-29,31-38H,7-8H2
• InChI Key: SLVXPCHHHTVCHF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₄
• Molecular Weight: 578.50 g/mol
• Exact Mass: 578.16355563 g/mol
• Topological Polar Surface Area (TPSA): 247.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -2.10
• H-Bond Acceptor: 14
• H-Bond Donor: 10
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6251	62.51%
Caco-2	-	0.9140	91.40%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5454	54.54%
OATP2B1 inhibitior	+	0.5867	58.67%
OATP1B1 inhibitior	+	0.8176	81.76%
OATP1B3 inhibitior	+	0.9752	97.52%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6190	61.90%
P-glycoprotein inhibitior	-	0.5845	58.45%
P-glycoprotein substrate	-	0.8817	88.17%
CYP3A4 substrate	+	0.5103	51.03%
CYP2C9 substrate	-	0.6194	61.94%
CYP2D6 substrate	-	0.8416	84.16%
CYP3A4 inhibition	-	0.8760	87.60%
CYP2C9 inhibition	-	0.9182	91.82%
CYP2C19 inhibition	-	0.9102	91.02%
CYP2D6 inhibition	-	0.9445	94.45%
CYP1A2 inhibition	-	0.8801	88.01%
CYP2C8 inhibition	+	0.4715	47.15%
CYP inhibitory promiscuity	-	0.7721	77.21%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6914	69.14%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.8739	87.39%
Skin irritation	-	0.7949	79.49%
Skin corrosion	-	0.9613	96.13%
Ames mutagenesis	+	0.6265	62.65%
Human Ether-a-go-go-Related Gene inhibition	+	0.7000	70.00%
Micronuclear	+	0.6459	64.59%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8739	87.39%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7125	71.25%
Acute Oral Toxicity (c)	IV	0.4242	42.42%
Estrogen receptor binding	+	0.7201	72.01%
Androgen receptor binding	+	0.7201	72.01%
Thyroid receptor binding	-	0.5115	51.15%
Glucocorticoid receptor binding	-	0.5094	50.94%
Aromatase binding	+	0.6911	69.11%
PPAR gamma	+	0.7568	75.68%
Honey bee toxicity	-	0.7935	79.35%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.6549	65.49%

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	99.54%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.00%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.89%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.87%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.72%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.20%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	85.76%	94.73%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	84.42%	89.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.73%	99.15%

Plants that contains it

• Lychnophora ericoides

Cross-Links

• PubChem: 44715503
• LOTUS: LTS0032743
• wikiData: Q105255676