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

Details

• Internal ID: bd41d296-52c7-491f-aec4-b820e5e9fb15
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 5-hydroxy-2-[3-hydroxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-methoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): COC1=C(OC2=CC(=CC(=C2C1=O)O)OC3C(C(C(C(O3)COC4C(C(C(C(O4)CO)O)O)O)O)O)O)C5=CC(=C(C=C5)OC6C(C(C(C(O6)CO)O)O)O)O
• SMILES (Isomeric): COC1=C(OC2=CC(=CC(=C2C1=O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)O)C5=CC(=C(C=C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O
• InChI: InChI=1S/C34H42O22/c1-49-31-23(42)19-13(38)5-11(51-33-28(47)26(45)22(41)18(56-33)9-50-32-27(46)24(43)20(39)16(7-35)54-32)6-15(19)52-30(31)10-2-3-14(12(37)4-10)53-34-29(48)25(44)21(40)17(8-36)55-34/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: YZNWYIACYLMSHX-GJLCGWROSA-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: -3.30
• Atomic LogP (AlogP): -4.94
• 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	-	0.8931	89.31%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5961	59.61%
OATP2B1 inhibitior	-	0.7134	71.34%
OATP1B1 inhibitior	+	0.9314	93.14%
OATP1B3 inhibitior	+	0.9786	97.86%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6547	65.47%
P-glycoprotein inhibitior	+	0.6140	61.40%
P-glycoprotein substrate	+	0.5169	51.69%
CYP3A4 substrate	+	0.6221	62.21%
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	+	0.8144	81.44%
CYP inhibitory promiscuity	-	0.7142	71.42%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6642	66.42%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9066	90.66%
Skin irritation	-	0.8320	83.20%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	+	0.5736	57.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7537	75.37%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.9324	93.24%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8056	80.56%
Acute Oral Toxicity (c)	III	0.6678	66.78%
Estrogen receptor binding	+	0.7880	78.80%
Androgen receptor binding	+	0.5458	54.58%
Thyroid receptor binding	-	0.4875	48.75%
Glucocorticoid receptor binding	+	0.5520	55.20%
Aromatase binding	+	0.5811	58.11%
PPAR gamma	+	0.7115	71.15%
Honey bee toxicity	-	0.7662	76.62%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6349	63.49%
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	98.44%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.10%	94.00%
CHEMBL2581	P07339	Cathepsin D	95.44%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.31%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.80%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.32%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.91%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.34%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.72%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.58%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.06%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.41%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	89.27%	94.73%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.08%	95.78%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.97%	96.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.90%	96.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.82%	95.56%
CHEMBL3194	P02766	Transthyretin	82.93%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.79%	95.89%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.81%	95.53%

Plants that contains it

• Ophioglossum vulgatum
• Stephania merrillii

Cross-Links

• PubChem: 5319769
• NPASS: NPC55802