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

Details

• Internal ID: edb5a69f-d033-424a-ad3a-c3d4844cd705
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 5,7-dihydroxy-2-[4-hydroxy-3-methoxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): COC1=C(C(=CC(=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)CO)O)O)O)OC5C(C(C(C(O5)CO)O)O)O)O
• SMILES (Isomeric): COC1=C(C(=CC(=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)CO)O)O)O)OC5C(C(C(C(O5)CO)O)O)O)O
• InChI: InChI=1S/C28H32O18/c1-41-12-2-8(3-13(17(12)33)43-27-23(39)21(37)18(34)14(6-29)44-27)25-26(20(36)16-10(32)4-9(31)5-11(16)42-25)46-28-24(40)22(38)19(35)15(7-30)45-28/h2-5,14-15,18-19,21-24,27-35,37-40H,6-7H2,1H3
• InChI Key: BFXKRZMRMYMPJH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₈
• Molecular Weight: 656.50 g/mol
• Exact Mass: 656.15886417 g/mol
• Topological Polar Surface Area (TPSA): 295.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -3.06
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5457	54.57%
Caco-2	-	0.9134	91.34%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5961	59.61%
OATP2B1 inhibitior	-	0.5740	57.40%
OATP1B1 inhibitior	+	0.8632	86.32%
OATP1B3 inhibitior	+	0.9786	97.86%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6350	63.50%
P-glycoprotein inhibitior	-	0.4847	48.47%
P-glycoprotein substrate	-	0.5910	59.10%
CYP3A4 substrate	+	0.6275	62.75%
CYP2C9 substrate	-	0.8485	84.85%
CYP2D6 substrate	-	0.8501	85.01%
CYP3A4 inhibition	-	0.9437	94.37%
CYP2C9 inhibition	-	0.9060	90.60%
CYP2C19 inhibition	-	0.8926	89.26%
CYP2D6 inhibition	-	0.9515	95.15%
CYP1A2 inhibition	-	0.9150	91.50%
CYP2C8 inhibition	+	0.7918	79.18%
CYP inhibitory promiscuity	-	0.7142	71.42%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6642	66.42%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9072	90.72%
Skin irritation	-	0.8320	83.20%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4063	40.63%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.9324	93.24%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7387	73.87%
Acute Oral Toxicity (c)	III	0.6678	66.78%
Estrogen receptor binding	+	0.8278	82.78%
Androgen receptor binding	+	0.5638	56.38%
Thyroid receptor binding	-	0.5265	52.65%
Glucocorticoid receptor binding	+	0.6249	62.49%
Aromatase binding	+	0.5445	54.45%
PPAR gamma	+	0.6972	69.72%
Honey bee toxicity	-	0.7666	76.66%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6249	62.49%
Fish aquatic toxicity	+	0.6698	66.98%

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	99.13%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.66%	89.00%
CHEMBL2581	P07339	Cathepsin D	95.94%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.71%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.45%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.17%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.30%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.48%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	90.83%	95.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.17%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.04%	94.73%
CHEMBL3194	P02766	Transthyretin	85.05%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.47%	86.92%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.67%	96.21%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.62%	92.94%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.82%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.76%	92.62%
CHEMBL220	P22303	Acetylcholinesterase	80.45%	94.45%

Plants that contains it

• Medicago truncatula

Cross-Links

• PubChem: 74315801
• LOTUS: LTS0036315
• wikiData: Q104935014