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

Details

• Internal ID: 9d45c8df-987f-4f09-a0db-21f1ea8759be
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 2-(3,4-dimethoxyphenyl)-5-hydroxy-3-methoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)OC)OC
• SMILES (Isomeric): COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)OC)OC
• InChI: InChI=1S/C24H26O12/c1-31-13-5-4-10(6-14(13)32-2)22-23(33-3)19(28)17-12(26)7-11(8-15(17)35-22)34-24-21(30)20(29)18(27)16(9-25)36-24/h4-8,16,18,20-21,24-27,29-30H,9H2,1-3H3/t16-,18-,20+,21-,24-/m1/s1
• InChI Key: UISHDAWKARYGNJ-FKYCOBHJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₆O₁₂
• Molecular Weight: 506.50 g/mol
• Exact Mass: 506.14242626 g/mol
• Topological Polar Surface Area (TPSA): 174.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.37
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• 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	-	0.8404	84.04%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6030	60.30%
OATP2B1 inhibitior	-	0.7012	70.12%
OATP1B1 inhibitior	+	0.9433	94.33%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7562	75.62%
P-glycoprotein inhibitior	-	0.4512	45.12%
P-glycoprotein substrate	-	0.6218	62.18%
CYP3A4 substrate	+	0.6249	62.49%
CYP2C9 substrate	-	0.8485	84.85%
CYP2D6 substrate	-	0.8501	85.01%
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	+	0.8205	82.05%
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	-	0.9103	91.03%
Skin irritation	-	0.8406	84.06%
Skin corrosion	-	0.9638	96.38%
Ames mutagenesis	-	0.5164	51.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.6415	64.15%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.9409	94.09%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8296	82.96%
Acute Oral Toxicity (c)	III	0.6685	66.85%
Estrogen receptor binding	+	0.8303	83.03%
Androgen receptor binding	+	0.5896	58.96%
Thyroid receptor binding	+	0.5857	58.57%
Glucocorticoid receptor binding	+	0.6949	69.49%
Aromatase binding	+	0.5686	56.86%
PPAR gamma	+	0.7615	76.15%
Honey bee toxicity	-	0.7814	78.14%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6549	65.49%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.17%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.01%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.34%	89.00%
CHEMBL2581	P07339	Cathepsin D	95.01%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.83%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.73%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.00%	85.14%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.63%	96.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.30%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.88%	86.92%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.05%	95.78%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.52%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.46%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.70%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	86.13%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.08%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.78%	97.09%
CHEMBL220	P22303	Acetylcholinesterase	85.45%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.88%	95.89%
CHEMBL4208	P20618	Proteasome component C5	81.28%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.64%	92.94%

Plants that contains it

• Veratrum nigrum

Cross-Links

• PubChem: 163048531
• LOTUS: LTS0000940
• wikiData: Q105273556