5,7-Dihydroxy-2-(hydroxymethyl)-6-(2-hydroxy-3-methylbut-3-enyl)chromen-4-one

Details

• Internal ID: b9eae7a2-f57c-4160-8c01-26d0b9522cff
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 5,7-dihydroxy-2-(hydroxymethyl)-6-(2-hydroxy-3-methylbut-3-enyl)chromen-4-one
• SMILES (Canonical): CC(=C)C(CC1=C(C2=C(C=C1O)OC(=CC2=O)CO)O)O
• SMILES (Isomeric): CC(=C)C(CC1=C(C2=C(C=C1O)OC(=CC2=O)CO)O)O
• InChI: InChI=1S/C15H16O6/c1-7(2)10(17)4-9-11(18)5-13-14(15(9)20)12(19)3-8(6-16)21-13/h3,5,10,16-18,20H,1,4,6H2,2H3
• InChI Key: IMUBQSKBJMYNOH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₆
• Molecular Weight: 292.28 g/mol
• Exact Mass: 292.09468823 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.18
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9761	97.61%
Caco-2	-	0.6826	68.26%
Blood Brain Barrier	-	0.6394	63.94%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4695	46.95%
OATP2B1 inhibitior	-	0.5593	55.93%
OATP1B1 inhibitior	+	0.8734	87.34%
OATP1B3 inhibitior	+	0.9437	94.37%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8465	84.65%
P-glycoprotein inhibitior	-	0.8823	88.23%
P-glycoprotein substrate	-	0.7884	78.84%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	0.5848	58.48%
CYP2D6 substrate	-	0.8252	82.52%
CYP3A4 inhibition	-	0.7087	70.87%
CYP2C9 inhibition	-	0.7305	73.05%
CYP2C19 inhibition	-	0.6217	62.17%
CYP2D6 inhibition	-	0.8194	81.94%
CYP1A2 inhibition	+	0.5711	57.11%
CYP2C8 inhibition	-	0.7863	78.63%
CYP inhibitory promiscuity	+	0.5489	54.89%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7819	78.19%
Eye corrosion	-	0.9896	98.96%
Eye irritation	+	0.5350	53.50%
Skin irritation	-	0.7323	73.23%
Skin corrosion	-	0.9282	92.82%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5243	52.43%
Micronuclear	-	0.5341	53.41%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.6918	69.18%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8317	83.17%
Acute Oral Toxicity (c)	III	0.5132	51.32%
Estrogen receptor binding	+	0.6082	60.82%
Androgen receptor binding	+	0.5428	54.28%
Thyroid receptor binding	-	0.5414	54.14%
Glucocorticoid receptor binding	+	0.8214	82.14%
Aromatase binding	-	0.5207	52.07%
PPAR gamma	+	0.8907	89.07%
Honey bee toxicity	-	0.8369	83.69%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9480	94.80%

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	99.25%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.49%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.18%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.25%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	91.00%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.91%	89.34%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.60%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.76%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.76%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.36%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.01%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.08%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.71%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.48%	99.17%

Plants that contains it

• Cnidium monnieri

Cross-Links

• PubChem: 163049299
• LOTUS: LTS0004925
• wikiData: Q105115928