6,8-Dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one

Details

• Internal ID: 5aadbf6d-4d11-45c1-8d9f-739879b56811
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 6,8-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=C(C3=O)C=C(C=C4O)O)C5=CC(=C(C(=C5)OC)O)OC)O)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=C(C3=O)C=C(C=C4O)O)C5=CC(=C(C(=C5)OC)O)OC)O)O)O)O)O)O
• InChI: InChI=1S/C29H34O17/c1-9-17(32)21(36)23(38)28(43-9)42-8-16-20(35)22(37)24(39)29(44-16)46-27-18(33)12-6-11(30)7-13(31)26(12)45-25(27)10-4-14(40-2)19(34)15(5-10)41-3/h4-7,9,16-17,20-24,28-32,34-39H,8H2,1-3H3
• InChI Key: QHANUVZIXVHPIL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₄O₁₇
• Molecular Weight: 654.60 g/mol
• Exact Mass: 654.17959961 g/mol
• Topological Polar Surface Area (TPSA): 264.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -1.38
• H-Bond Acceptor: 17
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4796	47.96%
Caco-2	-	0.9025	90.25%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6680	66.80%
OATP2B1 inhibitior	-	0.5828	58.28%
OATP1B1 inhibitior	+	0.8816	88.16%
OATP1B3 inhibitior	+	0.9137	91.37%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5416	54.16%
P-glycoprotein inhibitior	-	0.5287	52.87%
P-glycoprotein substrate	+	0.6320	63.20%
CYP3A4 substrate	+	0.6370	63.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8340	83.40%
CYP3A4 inhibition	-	0.9310	93.10%
CYP2C9 inhibition	-	0.9351	93.51%
CYP2C19 inhibition	-	0.9301	93.01%
CYP2D6 inhibition	-	0.9356	93.56%
CYP1A2 inhibition	-	0.9113	91.13%
CYP2C8 inhibition	+	0.7231	72.31%
CYP inhibitory promiscuity	-	0.6965	69.65%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6809	68.09%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9137	91.37%
Skin irritation	-	0.8382	83.82%
Skin corrosion	-	0.9635	96.35%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5217	52.17%
Micronuclear	+	0.7192	71.92%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.9454	94.54%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.8716	87.16%
Acute Oral Toxicity (c)	III	0.6850	68.50%
Estrogen receptor binding	+	0.8267	82.67%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5487	54.87%
Glucocorticoid receptor binding	+	0.6706	67.06%
Aromatase binding	+	0.5847	58.47%
PPAR gamma	+	0.7272	72.72%
Honey bee toxicity	-	0.7256	72.56%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8533	85.33%

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	99.63%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.52%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.74%	94.00%
CHEMBL2581	P07339	Cathepsin D	95.48%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.98%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.50%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.31%	85.14%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.51%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.51%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.97%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.65%	94.73%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.98%	92.94%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.39%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.24%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.27%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	83.21%	91.49%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.06%	92.62%
CHEMBL3194	P02766	Transthyretin	80.47%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.16%	95.89%

Plants that contains it

• Larix sibirica

Cross-Links

• PubChem: 163009917
• LOTUS: LTS0251595
• wikiData: Q105220830