2-(4-hydroxyphenyl)-7-methoxy-3-[(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexan-2-yl]oxychromen-4-one

Details

• Internal ID: ac3ad679-405f-4217-a196-d5552792c24f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 2-(4-hydroxyphenyl)-7-methoxy-3-[(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC(C(C(C(CO)O)O)O)(O)OC1=C(OC2=C(C1=O)C=CC(=C2)OC)C3=CC=C(C=C3)O
• SMILES (Isomeric): C[C@@]([C@H]([C@@H]([C@@H](CO)O)O)O)(O)OC1=C(OC2=C(C1=O)C=CC(=C2)OC)C3=CC=C(C=C3)O
• InChI: InChI=1S/C22H24O10/c1-22(29,21(28)18(27)15(25)10-23)32-20-17(26)14-8-7-13(30-2)9-16(14)31-19(20)11-3-5-12(24)6-4-11/h3-9,15,18,21,23-25,27-29H,10H2,1-2H3/t15-,18-,21+,22-/m1/s1
• InChI Key: VHFVMVAPNQTNRM-IODINVCISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄O₁₀
• Molecular Weight: 448.40 g/mol
• Exact Mass: 448.13694696 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.34
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4731	47.31%
Caco-2	-	0.8662	86.62%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5485	54.85%
OATP2B1 inhibitior	+	0.5737	57.37%
OATP1B1 inhibitior	+	0.9040	90.40%
OATP1B3 inhibitior	+	0.9488	94.88%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7065	70.65%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6358	63.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8127	81.27%
CYP3A4 inhibition	-	0.8189	81.89%
CYP2C9 inhibition	-	0.9509	95.09%
CYP2C19 inhibition	-	0.9332	93.32%
CYP2D6 inhibition	-	0.9269	92.69%
CYP1A2 inhibition	-	0.8060	80.60%
CYP2C8 inhibition	+	0.7327	73.27%
CYP inhibitory promiscuity	-	0.8598	85.98%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7166	71.66%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9037	90.37%
Skin irritation	-	0.8149	81.49%
Skin corrosion	-	0.9530	95.30%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3611	36.11%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.5842	58.42%
skin sensitisation	-	0.9294	92.94%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6577	65.77%
Acute Oral Toxicity (c)	III	0.6590	65.90%
Estrogen receptor binding	+	0.7947	79.47%
Androgen receptor binding	+	0.8882	88.82%
Thyroid receptor binding	+	0.5792	57.92%
Glucocorticoid receptor binding	+	0.7854	78.54%
Aromatase binding	+	0.7041	70.41%
PPAR gamma	+	0.6923	69.23%
Honey bee toxicity	-	0.8554	85.54%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.7274	72.74%

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	99.08%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.31%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.14%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.77%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.04%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.92%	89.00%
CHEMBL1907	P15144	Aminopeptidase N	92.80%	93.31%
CHEMBL242	Q92731	Estrogen receptor beta	92.38%	98.35%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.93%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.73%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	91.38%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.23%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.57%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.17%	94.45%
CHEMBL2535	P11166	Glucose transporter	86.21%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.20%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.85%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.70%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.06%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.99%	97.09%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.59%	93.65%
CHEMBL3232685	O00257	E3 SUMO-protein ligase CBX4	80.82%	93.00%

Plants that contains it

• Tamarix aphylla

Cross-Links

• PubChem: 162922004
• LOTUS: LTS0207240
• wikiData: Q105286396