5,7-Dihydroxy-2-[4-hydroxy-3-(hydroxymethyl)phenyl]-3,8-bis(hydroxymethyl)chromen-4-one

Details

• Internal ID: aefd9990-93d1-4aff-8fa7-ba816680d925
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones
• IUPAC Name: 5,7-dihydroxy-2-[4-hydroxy-3-(hydroxymethyl)phenyl]-3,8-bis(hydroxymethyl)chromen-4-one
• SMILES (Canonical): C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C(=C3O2)CO)O)O)CO)CO)O
• SMILES (Isomeric): C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C(=C3O2)CO)O)O)CO)CO)O
• InChI: InChI=1S/C18H16O8/c19-5-9-3-8(1-2-12(9)22)17-11(7-21)16(25)15-14(24)4-13(23)10(6-20)18(15)26-17/h1-4,19-24H,5-7H2
• InChI Key: IYOCGVWYLHFQNV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₈
• Molecular Weight: 360.30 g/mol
• Exact Mass: 360.08451746 g/mol
• Topological Polar Surface Area (TPSA): 148.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.05
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9430	94.30%
Caco-2	-	0.7534	75.34%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7260	72.60%
OATP2B1 inhibitior	-	0.5282	52.82%
OATP1B1 inhibitior	+	0.9087	90.87%
OATP1B3 inhibitior	-	0.2957	29.57%
MATE1 inhibitior	+	0.5200	52.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6256	62.56%
P-glycoprotein inhibitior	-	0.8438	84.38%
P-glycoprotein substrate	-	0.8807	88.07%
CYP3A4 substrate	-	0.5220	52.20%
CYP2C9 substrate	-	0.6133	61.33%
CYP2D6 substrate	-	0.8468	84.68%
CYP3A4 inhibition	-	0.7221	72.21%
CYP2C9 inhibition	-	0.6460	64.60%
CYP2C19 inhibition	+	0.5792	57.92%
CYP2D6 inhibition	-	0.9402	94.02%
CYP1A2 inhibition	-	0.5690	56.90%
CYP2C8 inhibition	-	0.5744	57.44%
CYP inhibitory promiscuity	+	0.6948	69.48%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7243	72.43%
Eye corrosion	-	0.9900	99.00%
Eye irritation	+	0.8519	85.19%
Skin irritation	-	0.7164	71.64%
Skin corrosion	-	0.9736	97.36%
Ames mutagenesis	+	0.6463	64.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.6055	60.55%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.5304	53.04%
skin sensitisation	-	0.8683	86.83%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7528	75.28%
Acute Oral Toxicity (c)	III	0.3666	36.66%
Estrogen receptor binding	+	0.8780	87.80%
Androgen receptor binding	+	0.8682	86.82%
Thyroid receptor binding	-	0.5605	56.05%
Glucocorticoid receptor binding	+	0.8654	86.54%
Aromatase binding	+	0.7351	73.51%
PPAR gamma	+	0.9153	91.53%
Honey bee toxicity	-	0.8387	83.87%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8340	83.40%

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	99.27%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.05%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.80%	89.00%
CHEMBL2581	P07339	Cathepsin D	91.88%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.35%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.80%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.66%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	85.32%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.61%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.16%	94.45%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.01%	91.71%
CHEMBL3194	P02766	Transthyretin	83.95%	90.71%

Plants that contains it

• Stemodia maritima

Cross-Links

• PubChem: 162869754
• LOTUS: LTS0138972
• wikiData: Q105122848