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

Details

• Internal ID: 36b543ac-17f7-4a60-abec-c820c117697d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: (2S)-5,7-dimethoxy-2-[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,3-dihydrochromen-4-one
• SMILES (Canonical): COC1=CC2=C(C(=O)CC(O2)C3=CC(=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)OC)C(=C1)OC
• SMILES (Isomeric): COC1=CC2=C(C(=O)C[C@H](O2)C3=CC(=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)OC)C(=C1)OC
• InChI: InChI=1S/C24H28O11/c1-30-12-7-17(32-3)20-13(26)9-15(33-18(20)8-12)11-4-5-14(16(6-11)31-2)34-24-23(29)22(28)21(27)19(10-25)35-24/h4-8,15,19,21-25,27-29H,9-10H2,1-3H3/t15-,19+,21+,22-,23+,24+/m0/s1
• InChI Key: UKEMOMPCQBTLJL-OADMOINBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₈O₁₁
• Molecular Weight: 492.50 g/mol
• Exact Mass: 492.16316171 g/mol
• Topological Polar Surface Area (TPSA): 153.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.60
• 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	-	0.7817	78.17%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6030	60.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9088	90.88%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6448	64.48%
P-glycoprotein inhibitior	-	0.4406	44.06%
P-glycoprotein substrate	-	0.7888	78.88%
CYP3A4 substrate	+	0.6051	60.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8078	80.78%
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	-	0.6200	62.00%
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	-	0.9353	93.53%
Skin irritation	-	0.8406	84.06%
Skin corrosion	-	0.9638	96.38%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5606	56.06%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9409	94.09%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6414	64.14%
Acute Oral Toxicity (c)	III	0.6685	66.85%
Estrogen receptor binding	+	0.7463	74.63%
Androgen receptor binding	-	0.6637	66.37%
Thyroid receptor binding	+	0.5284	52.84%
Glucocorticoid receptor binding	+	0.5951	59.51%
Aromatase binding	-	0.6509	65.09%
PPAR gamma	+	0.6669	66.69%
Honey bee toxicity	-	0.7854	78.54%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.68%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.55%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.79%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.34%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.11%	97.09%
CHEMBL4208	P20618	Proteasome component C5	92.90%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.67%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.05%	96.21%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.01%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.92%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.52%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.42%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.40%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.83%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.76%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.78%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.99%	92.62%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	82.63%	92.38%
CHEMBL3401	O75469	Pregnane X receptor	82.30%	94.73%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.13%	97.36%

Plants that contains it

• Viscum album

Cross-Links

• PubChem: 21637827
• LOTUS: LTS0253120
• wikiData: Q105274480