(2S,3S)-3,5,7-trihydroxy-2-(3-hydroxy-4-methoxyphenyl)-8-methoxy-2,3-dihydrochromen-4-one

Details

• Internal ID: af516ef2-d212-41b0-b84d-f961a2332cfd
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: (2S,3S)-3,5,7-trihydroxy-2-(3-hydroxy-4-methoxyphenyl)-8-methoxy-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C17H16O8/c1-23-11-4-3-7(5-8(11)18)15-14(22)13(21)12-9(19)6-10(20)16(24-2)17(12)25-15/h3-6,14-15,18-20,22H,1-2H3/t14-,15+/m1/s1
• InChI Key: YOIIYWWZNCKVFN-CABCVRRESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₈
• Molecular Weight: 348.30 g/mol
• Exact Mass: 348.08451746 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.50
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9440	94.40%
Caco-2	+	0.5811	58.11%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6642	66.42%
OATP2B1 inhibitior	-	0.7037	70.37%
OATP1B1 inhibitior	+	0.9267	92.67%
OATP1B3 inhibitior	+	0.9261	92.61%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8552	85.52%
P-glycoprotein inhibitior	-	0.7688	76.88%
P-glycoprotein substrate	-	0.9182	91.82%
CYP3A4 substrate	+	0.5571	55.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7873	78.73%
CYP3A4 inhibition	+	0.7817	78.17%
CYP2C9 inhibition	+	0.6258	62.58%
CYP2C19 inhibition	+	0.8187	81.87%
CYP2D6 inhibition	-	0.6249	62.49%
CYP1A2 inhibition	+	0.8668	86.68%
CYP2C8 inhibition	-	0.5608	56.08%
CYP inhibitory promiscuity	+	0.8459	84.59%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6581	65.81%
Eye corrosion	-	0.9779	97.79%
Eye irritation	+	0.7053	70.53%
Skin irritation	-	0.6522	65.22%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6910	69.10%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.9222	92.22%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.5647	56.47%
Acute Oral Toxicity (c)	III	0.5920	59.20%
Estrogen receptor binding	+	0.8173	81.73%
Androgen receptor binding	+	0.5406	54.06%
Thyroid receptor binding	+	0.6789	67.89%
Glucocorticoid receptor binding	+	0.7659	76.59%
Aromatase binding	-	0.5326	53.26%
PPAR gamma	+	0.5849	58.49%
Honey bee toxicity	-	0.8715	87.15%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5849	58.49%
Fish aquatic toxicity	+	0.8636	86.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	94.23%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.65%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.34%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.09%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.50%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.27%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.82%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.44%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.36%	94.45%
CHEMBL2535	P11166	Glucose transporter	86.80%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.27%	99.23%
CHEMBL2581	P07339	Cathepsin D	81.52%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.48%	99.17%

Plants that contains it

• Enceliopsis nudicaulis

Cross-Links

• PubChem: 163065015
• LOTUS: LTS0104736
• wikiData: Q105351329