Chromone, 5-hydroxy-6,7,8-trimethoxy-2,3-dimethyl-

Details

• Internal ID: 140fa710-470a-4e7e-ba96-8166f5a0bcce
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 5-hydroxy-6,7,8-trimethoxy-2,3-dimethylchromen-4-one
• SMILES (Canonical): CC1=C(OC2=C(C(=C(C(=C2C1=O)O)OC)OC)OC)C
• SMILES (Isomeric): CC1=C(OC2=C(C(=C(C(=C2C1=O)O)OC)OC)OC)C
• InChI: InChI=1S/C14H16O6/c1-6-7(2)20-11-8(9(6)15)10(16)12(17-3)14(19-5)13(11)18-4/h16H,1-5H3
• InChI Key: YPLSIMODAPCAJW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₆
• Molecular Weight: 280.27 g/mol
• Exact Mass: 280.09468823 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.14
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• YPLSIMODAPCAJW-UHFFFAOYSA-N
• 5-Hydroxy-6,7,8-trimethoxy-2,3-dimethyl-4H-chromen-4-one #

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9769	97.69%
Caco-2	+	0.5938	59.38%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6863	68.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8899	88.99%
OATP1B3 inhibitior	+	0.9884	98.84%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7321	73.21%
P-glycoprotein inhibitior	-	0.6790	67.90%
P-glycoprotein substrate	-	0.9387	93.87%
CYP3A4 substrate	-	0.5442	54.42%
CYP2C9 substrate	-	0.6360	63.60%
CYP2D6 substrate	-	0.8410	84.10%
CYP3A4 inhibition	-	0.6511	65.11%
CYP2C9 inhibition	-	0.9806	98.06%
CYP2C19 inhibition	-	0.6277	62.77%
CYP2D6 inhibition	-	0.8588	85.88%
CYP1A2 inhibition	+	0.9585	95.85%
CYP2C8 inhibition	-	0.7860	78.60%
CYP inhibitory promiscuity	-	0.5523	55.23%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6004	60.04%
Eye corrosion	-	0.9679	96.79%
Eye irritation	+	0.9548	95.48%
Skin irritation	-	0.6803	68.03%
Skin corrosion	-	0.9860	98.60%
Ames mutagenesis	-	0.5564	55.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.5864	58.64%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.9331	93.31%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6075	60.75%
Acute Oral Toxicity (c)	II	0.5755	57.55%
Estrogen receptor binding	+	0.7029	70.29%
Androgen receptor binding	-	0.7021	70.21%
Thyroid receptor binding	-	0.4906	49.06%
Glucocorticoid receptor binding	+	0.6105	61.05%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.4881	48.81%
Honey bee toxicity	-	0.9218	92.18%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.8585	85.85%

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	94.82%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.89%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.72%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.02%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.82%	99.23%
CHEMBL2581	P07339	Cathepsin D	86.05%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.86%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	85.30%	94.75%
CHEMBL3401	O75469	Pregnane X receptor	82.52%	94.73%

Plants that contains it

• Humulus lupulus

Cross-Links

• PubChem: 5377709
• NPASS: NPC1560