5,7-Dihydroxy-2-(hydroxymethyl)-8-(4-hydroxy-3-methylbut-2-enyl)chromen-4-one

Details

• Internal ID: 420f31fa-e38d-4679-977c-a739b7a87270
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 5,7-dihydroxy-2-(hydroxymethyl)-8-(4-hydroxy-3-methylbut-2-enyl)chromen-4-one
• SMILES (Canonical): CC(=CCC1=C2C(=C(C=C1O)O)C(=O)C=C(O2)CO)CO
• SMILES (Isomeric): CC(=CCC1=C2C(=C(C=C1O)O)C(=O)C=C(O2)CO)CO
• InChI: InChI=1S/C15H16O6/c1-8(6-16)2-3-10-11(18)5-13(20)14-12(19)4-9(7-17)21-15(10)14/h2,4-5,16-18,20H,3,6-7H2,1H3
• InChI Key: YLSUOAXNFAMZNP-UHFFFAOYSA-N
• Popularity: 1 reference 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: 1.20
• 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	+	0.9410	94.10%
Caco-2	-	0.6094	60.94%
Blood Brain Barrier	-	0.5951	59.51%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5832	58.32%
OATP2B1 inhibitior	+	0.5815	58.15%
OATP1B1 inhibitior	+	0.8863	88.63%
OATP1B3 inhibitior	+	0.9617	96.17%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.7564	75.64%
BSEP inhibitior	-	0.7940	79.40%
P-glycoprotein inhibitior	-	0.8839	88.39%
P-glycoprotein substrate	-	0.7927	79.27%
CYP3A4 substrate	-	0.5253	52.53%
CYP2C9 substrate	-	0.5826	58.26%
CYP2D6 substrate	-	0.8345	83.45%
CYP3A4 inhibition	-	0.8048	80.48%
CYP2C9 inhibition	-	0.7347	73.47%
CYP2C19 inhibition	-	0.5261	52.61%
CYP2D6 inhibition	-	0.7773	77.73%
CYP1A2 inhibition	+	0.6042	60.42%
CYP2C8 inhibition	-	0.8209	82.09%
CYP inhibitory promiscuity	+	0.6443	64.43%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6914	69.14%
Eye corrosion	-	0.9905	99.05%
Eye irritation	+	0.7610	76.10%
Skin irritation	-	0.7601	76.01%
Skin corrosion	-	0.9413	94.13%
Ames mutagenesis	+	0.6399	63.99%
Human Ether-a-go-go-Related Gene inhibition	-	0.5826	58.26%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.5823	58.23%
skin sensitisation	-	0.8021	80.21%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7322	73.22%
Acute Oral Toxicity (c)	III	0.5056	50.56%
Estrogen receptor binding	+	0.7403	74.03%
Androgen receptor binding	+	0.7289	72.89%
Thyroid receptor binding	-	0.6506	65.06%
Glucocorticoid receptor binding	+	0.8703	87.03%
Aromatase binding	+	0.6551	65.51%
PPAR gamma	+	0.9236	92.36%
Honey bee toxicity	-	0.8830	88.30%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9822	98.22%

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	98.05%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.00%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	94.40%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	94.10%	89.34%
CHEMBL2581	P07339	Cathepsin D	93.97%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.29%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.08%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.11%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.40%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.08%	86.33%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	80.63%	97.88%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.54%	99.17%

Plants that contains it

• Eranthis cilicica

Cross-Links

• PubChem: 74817389
• LOTUS: LTS0017383
• wikiData: Q105350290