5-Hydroxy-2-(4-methoxyphenyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7-(2,4,5-trihydroxy-6-methyloxan-3-yl)oxychromen-4-one

Details

• Internal ID: c84306cf-2d16-44c3-ba7f-fe70d2d16a10
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 5-hydroxy-2-(4-methoxyphenyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7-(2,4,5-trihydroxy-6-methyloxan-3-yl)oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)O)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(C(C(O4)CO)O)O)O)C5=CC=C(C=C5)OC)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)O)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(C(C(O4)CO)O)O)O)C5=CC=C(C=C5)OC)O)O)O
• InChI: InChI=1S/C28H32O15/c1-10-18(31)22(35)26(27(37)39-10)40-13-7-14(30)17-15(8-13)41-24(11-3-5-12(38-2)6-4-11)25(20(17)33)43-28-23(36)21(34)19(32)16(9-29)42-28/h3-8,10,16,18-19,21-23,26-32,34-37H,9H2,1-2H3
• InChI Key: BHOGMSZQNLBALD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₅
• Molecular Weight: 608.50 g/mol
• Exact Mass: 608.17412031 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -1.44
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5074	50.74%
Caco-2	-	0.9052	90.52%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6238	62.38%
OATP2B1 inhibitior	-	0.5661	56.61%
OATP1B1 inhibitior	+	0.8862	88.62%
OATP1B3 inhibitior	+	0.9678	96.78%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7671	76.71%
P-glycoprotein inhibitior	-	0.4742	47.42%
P-glycoprotein substrate	-	0.5240	52.40%
CYP3A4 substrate	+	0.6543	65.43%
CYP2C9 substrate	-	0.8457	84.57%
CYP2D6 substrate	-	0.8538	85.38%
CYP3A4 inhibition	-	0.8862	88.62%
CYP2C9 inhibition	-	0.9258	92.58%
CYP2C19 inhibition	-	0.9329	93.29%
CYP2D6 inhibition	-	0.9457	94.57%
CYP1A2 inhibition	-	0.9089	90.89%
CYP2C8 inhibition	+	0.7212	72.12%
CYP inhibitory promiscuity	-	0.7195	71.95%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7238	72.38%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9103	91.03%
Skin irritation	-	0.8305	83.05%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	+	0.5699	56.99%
Human Ether-a-go-go-Related Gene inhibition	+	0.7676	76.76%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.6823	68.23%
skin sensitisation	-	0.9389	93.89%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.9212	92.12%
Acute Oral Toxicity (c)	III	0.6799	67.99%
Estrogen receptor binding	+	0.7650	76.50%
Androgen receptor binding	+	0.6253	62.53%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6114	61.14%
Aromatase binding	-	0.5097	50.97%
PPAR gamma	+	0.6586	65.86%
Honey bee toxicity	-	0.7840	78.40%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.7522	75.22%

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	99.45%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.37%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.90%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.91%	94.00%
CHEMBL2581	P07339	Cathepsin D	96.09%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.96%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.64%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.53%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.91%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.61%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.34%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.75%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.48%	97.09%
CHEMBL4208	P20618	Proteasome component C5	87.21%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	86.92%	94.73%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	82.71%	95.64%
CHEMBL1907	P15144	Aminopeptidase N	82.18%	93.31%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.05%	96.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.26%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.22%	95.89%

Plants that contains it

• Reseda duriaeana

Cross-Links

• PubChem: 162947328
• LOTUS: LTS0019617
• wikiData: Q104936124