7-[4,5-Dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3,5-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-8-methoxychromen-4-one

Details

• Internal ID: 700667cd-3129-4079-85e6-41348cf4f543
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 7-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3,5-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-8-methoxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(C4=C(C(=C3)O)C(=O)C(=C(O4)C5=CC(=C(C=C5)O)OC)O)OC)CO)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(C4=C(C(=C3)O)C(=O)C(=C(O4)C5=CC(=C(C=C5)O)OC)O)OC)CO)O)O)O)O)O
• InChI: InChI=1S/C29H34O17/c1-9-17(33)20(36)23(39)28(42-9)46-27-21(37)18(34)15(8-30)44-29(27)43-14-7-12(32)16-19(35)22(38)24(45-26(16)25(14)41-3)10-4-5-11(31)13(6-10)40-2/h4-7,9,15,17-18,20-21,23,27-34,36-39H,8H2,1-3H3
• InChI Key: QHGXSAZITOZQRI-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: -0.40
• 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	-	0.5088	50.88%
Caco-2	-	0.9007	90.07%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6030	60.30%
OATP2B1 inhibitior	-	0.5796	57.96%
OATP1B1 inhibitior	+	0.8851	88.51%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.5671	56.71%
P-glycoprotein inhibitior	-	0.5915	59.15%
P-glycoprotein substrate	+	0.5497	54.97%
CYP3A4 substrate	+	0.6541	65.41%
CYP2C9 substrate	-	0.8740	87.40%
CYP2D6 substrate	-	0.8547	85.47%
CYP3A4 inhibition	-	0.9371	93.71%
CYP2C9 inhibition	-	0.9410	94.10%
CYP2C19 inhibition	-	0.9438	94.38%
CYP2D6 inhibition	-	0.9518	95.18%
CYP1A2 inhibition	-	0.9134	91.34%
CYP2C8 inhibition	+	0.7573	75.73%
CYP inhibitory promiscuity	-	0.7474	74.74%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7050	70.50%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9179	91.79%
Skin irritation	-	0.8406	84.06%
Skin corrosion	-	0.9638	96.38%
Ames mutagenesis	-	0.5228	52.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.7161	71.61%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.9409	94.09%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.9474	94.74%
Acute Oral Toxicity (c)	III	0.6685	66.85%
Estrogen receptor binding	+	0.8613	86.13%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5538	55.38%
Glucocorticoid receptor binding	+	0.6271	62.71%
Aromatase binding	+	0.6338	63.38%
PPAR gamma	+	0.7644	76.44%
Honey bee toxicity	-	0.7291	72.91%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.7605	76.05%

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	99.77%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.23%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.18%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.36%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.65%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.91%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	90.90%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.69%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.37%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.04%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.45%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	87.24%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.03%	86.92%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.47%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.60%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.30%	95.89%
CHEMBL3194	P02766	Transthyretin	81.91%	90.71%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.15%	96.21%

Plants that contains it

• Haplophyllum acutifolium

Cross-Links

• PubChem: 74978554
• LOTUS: LTS0238369
• wikiData: Q105220919