6,7-dimethoxy-2-(4-methoxyphenyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

Details

• Internal ID: 8a6cdf53-2dcf-42f3-93a5-5a4ea99be379
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 6,7-dimethoxy-2-(4-methoxyphenyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=CC(=O)C3=C(C(=C(C=C3O2)OC)OC)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=CC(=O)C3=C(C(=C(C=C3O2)OC)OC)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
• InChI: InChI=1S/C24H26O11/c1-30-12-6-4-11(5-7-12)14-8-13(26)18-15(33-14)9-16(31-2)22(32-3)23(18)35-24-21(29)20(28)19(27)17(10-25)34-24/h4-9,17,19-21,24-25,27-29H,10H2,1-3H3/t17-,19-,20+,21-,24+/m1/s1
• InChI Key: KOGPJTPYKUFLQN-MJALHYBGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₆O₁₁
• Molecular Weight: 490.50 g/mol
• Exact Mass: 490.14751164 g/mol
• Topological Polar Surface Area (TPSA): 153.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.66
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5088	50.88%
Caco-2	-	0.8208	82.08%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6030	60.30%
OATP2B1 inhibitior	-	0.8419	84.19%
OATP1B1 inhibitior	+	0.8406	84.06%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8711	87.11%
P-glycoprotein inhibitior	+	0.6778	67.78%
P-glycoprotein substrate	-	0.7045	70.45%
CYP3A4 substrate	+	0.6163	61.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8291	82.91%
CYP3A4 inhibition	-	0.9371	93.71%
CYP2C9 inhibition	-	0.9410	94.10%
CYP2C19 inhibition	-	0.9438	94.38%
CYP2D6 inhibition	-	0.9518	95.18%
CYP1A2 inhibition	-	0.9134	91.34%
CYP2C8 inhibition	+	0.6042	60.42%
CYP inhibitory promiscuity	-	0.7474	74.74%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7050	70.50%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9275	92.75%
Skin irritation	-	0.8406	84.06%
Skin corrosion	-	0.9638	96.38%
Ames mutagenesis	+	0.5036	50.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7348	73.48%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.9409	94.09%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8595	85.95%
Acute Oral Toxicity (c)	III	0.6685	66.85%
Estrogen receptor binding	+	0.8252	82.52%
Androgen receptor binding	+	0.7910	79.10%
Thyroid receptor binding	+	0.5884	58.84%
Glucocorticoid receptor binding	+	0.7264	72.64%
Aromatase binding	+	0.5413	54.13%
PPAR gamma	+	0.7104	71.04%
Honey bee toxicity	-	0.8019	80.19%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7049	70.49%
Fish aquatic toxicity	+	0.7605	76.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.54%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.17%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.46%	94.00%
CHEMBL2581	P07339	Cathepsin D	94.47%	98.95%
CHEMBL220	P22303	Acetylcholinesterase	94.12%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.48%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.93%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.59%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.43%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.77%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.68%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.50%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.02%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.75%	96.21%
CHEMBL4208	P20618	Proteasome component C5	84.18%	90.00%
CHEMBL1907	P15144	Aminopeptidase N	83.31%	93.31%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.17%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	82.84%	94.73%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.34%	97.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.38%	99.15%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.06%	95.50%

Plants that contains it

• Salvia verticillata

Cross-Links

• PubChem: 162873866
• LOTUS: LTS0088082
• wikiData: Q105143809