(2S)-5-hydroxy-6-(hydroxymethyl)-7-methoxy-8-methyl-2-phenyl-2,3-dihydrochromen-4-one

Details

• Internal ID: aace2e9b-1f19-48f8-a4de-acddc20da44d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: (2S)-5-hydroxy-6-(hydroxymethyl)-7-methoxy-8-methyl-2-phenyl-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC1=C2C(=C(C(=C1OC)CO)O)C(=O)CC(O2)C3=CC=CC=C3
• SMILES (Isomeric): CC1=C2C(=C(C(=C1OC)CO)O)C(=O)C[C@H](O2)C3=CC=CC=C3
• InChI: InChI=1S/C18H18O5/c1-10-17(22-2)12(9-19)16(21)15-13(20)8-14(23-18(10)15)11-6-4-3-5-7-11/h3-7,14,19,21H,8-9H2,1-2H3/t14-/m0/s1
• InChI Key: NYMCJKZZZIZEPS-AWEZNQCLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₅
• Molecular Weight: 314.30 g/mol
• Exact Mass: 314.11542367 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8819	88.19%
Caco-2	-	0.5936	59.36%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7768	77.68%
OATP2B1 inhibitior	-	0.8622	86.22%
OATP1B1 inhibitior	+	0.8033	80.33%
OATP1B3 inhibitior	+	0.9258	92.58%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6061	60.61%
P-glycoprotein inhibitior	-	0.5663	56.63%
P-glycoprotein substrate	-	0.8758	87.58%
CYP3A4 substrate	+	0.5407	54.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7904	79.04%
CYP3A4 inhibition	+	0.5197	51.97%
CYP2C9 inhibition	+	0.5061	50.61%
CYP2C19 inhibition	+	0.5447	54.47%
CYP2D6 inhibition	-	0.8495	84.95%
CYP1A2 inhibition	+	0.5756	57.56%
CYP2C8 inhibition	+	0.5115	51.15%
CYP inhibitory promiscuity	+	0.7764	77.64%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7395	73.95%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.6776	67.76%
Skin irritation	-	0.8312	83.12%
Skin corrosion	-	0.9591	95.91%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3657	36.57%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	-	0.5715	57.15%
skin sensitisation	-	0.9193	91.93%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8478	84.78%
Acute Oral Toxicity (c)	III	0.5956	59.56%
Estrogen receptor binding	+	0.7660	76.60%
Androgen receptor binding	-	0.6056	60.56%
Thyroid receptor binding	+	0.5352	53.52%
Glucocorticoid receptor binding	+	0.8203	82.03%
Aromatase binding	+	0.6202	62.02%
PPAR gamma	+	0.7972	79.72%
Honey bee toxicity	-	0.9070	90.70%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.7280	72.80%

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	97.80%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.95%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.67%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.95%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.57%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.54%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.66%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.62%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.24%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.21%	93.99%

Plants that contains it

• Petiveria alliacea

Cross-Links

• PubChem: 101630662
• LOTUS: LTS0097195
• wikiData: Q105187565