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

Details

• Internal ID: 627a1ad8-8ee2-4277-ac8d-d53465fc3f67
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 2-[3,4-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]phenyl]-5-hydroxy-7-methoxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): COC1=CC(=C2C(=C1)OC(=C(C2=O)OC3C(C(C(C(O3)CO)O)O)O)C4=CC(=C(C=C4)OC5C(C(C(C(O5)CO)O)O)O)OC6C(C(C(C(O6)CO)O)O)O)O
• SMILES (Isomeric): COC1=CC(=C2C(=C1)OC(=C(C2=O)O[C@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)O)C4=CC(=C(C=C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O
• InChI: InChI=1S/C34H42O22/c1-49-11-5-12(38)19-15(6-11)50-30(31(23(19)42)56-34-29(48)26(45)22(41)18(9-37)55-34)10-2-3-13(51-32-27(46)24(43)20(39)16(7-35)53-32)14(4-10)52-33-28(47)25(44)21(40)17(8-36)54-33/h2-6,16-18,20-22,24-29,32-41,43-48H,7-9H2,1H3/t16-,17-,18-,20-,21-,22+,24+,25+,26+,27-,28-,29-,32-,33-,34+/m1/s1
• InChI Key: HFRTYTQYRCHGFE-FQZRZLRWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₂O₂₂
• Molecular Weight: 802.70 g/mol
• Exact Mass: 802.21677296 g/mol
• Topological Polar Surface Area (TPSA): 354.00 Ų
• XlogP: -2.90
• Atomic LogP (AlogP): -5.29
• H-Bond Acceptor: 22
• H-Bond Donor: 13
• Rotatable Bonds: 11

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	-	0.9053	90.53%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5961	59.61%
OATP2B1 inhibitior	-	0.7136	71.36%
OATP1B1 inhibitior	+	0.9123	91.23%
OATP1B3 inhibitior	+	0.9786	97.86%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.5704	57.04%
P-glycoprotein inhibitior	+	0.6076	60.76%
P-glycoprotein substrate	-	0.6819	68.19%
CYP3A4 substrate	+	0.6181	61.81%
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	+	0.8208	82.08%
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	-	0.9075	90.75%
Skin irritation	-	0.8320	83.20%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7532	75.32%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.6423	64.23%
skin sensitisation	-	0.9324	93.24%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8246	82.46%
Acute Oral Toxicity (c)	III	0.6678	66.78%
Estrogen receptor binding	+	0.8102	81.02%
Androgen receptor binding	+	0.6151	61.51%
Thyroid receptor binding	+	0.5216	52.16%
Glucocorticoid receptor binding	-	0.5124	51.24%
Aromatase binding	+	0.5309	53.09%
PPAR gamma	+	0.6775	67.75%
Honey bee toxicity	-	0.7955	79.55%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6749	67.49%
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
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.12%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.43%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.77%	94.00%
CHEMBL2581	P07339	Cathepsin D	95.75%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.18%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.93%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.62%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.03%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.94%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.72%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.48%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	89.50%	94.73%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.45%	95.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.14%	97.09%
CHEMBL4208	P20618	Proteasome component C5	83.38%	90.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.58%	96.21%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	81.08%	95.53%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.65%	94.45%

Plants that contains it

• Anthyllis onobrychioides

Cross-Links

• PubChem: 21676306
• LOTUS: LTS0053256
• wikiData: Q105027483