7-[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-6,8-bis[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one

Details

• Internal ID: 070af219-884c-4a92-9211-9a105576c53a
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides > Flavonoid 8-C-glycosides
• IUPAC Name: 7-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-6,8-bis[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
• SMILES (Canonical): C1C(C(C(O1)OC2=C(C(=C3C(=O)C=C(OC3=C2C4C(C(C(C(O4)CO)O)O)O)C5=CC=C(C=C5)O)O)C6C(C(C(C(O6)CO)O)O)O)O)(CO)O
• SMILES (Isomeric): C1C(C(C(O1)OC2=C(C(=C3C(=O)C=C(OC3=C2C4C(C(C(C(O4)CO)O)O)O)C5=CC=C(C=C5)O)O)C6C(C(C(C(O6)CO)O)O)O)O)(CO)O
• InChI: InChI=1S/C32H38O19/c33-6-14-19(38)22(41)24(43)28(49-14)17-21(40)16-12(37)5-13(10-1-3-11(36)4-2-10)48-26(16)18(29-25(44)23(42)20(39)15(7-34)50-29)27(17)51-31-30(45)32(46,8-35)9-47-31/h1-5,14-15,19-20,22-25,28-31,33-36,38-46H,6-9H2
• InChI Key: JLJZGHVDFHBFQD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₈O₁₉
• Molecular Weight: 726.60 g/mol
• Exact Mass: 726.20072898 g/mol
• Topological Polar Surface Area (TPSA): 326.00 Ų
• XlogP: -3.70
• Atomic LogP (AlogP): -4.28
• H-Bond Acceptor: 19
• H-Bond Donor: 13
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6445	64.45%
Caco-2	-	0.9010	90.10%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6268	62.68%
OATP2B1 inhibitior	-	0.5744	57.44%
OATP1B1 inhibitior	+	0.8421	84.21%
OATP1B3 inhibitior	+	0.9377	93.77%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8767	87.67%
P-glycoprotein inhibitior	-	0.4371	43.71%
P-glycoprotein substrate	-	0.6177	61.77%
CYP3A4 substrate	+	0.6663	66.63%
CYP2C9 substrate	-	0.8232	82.32%
CYP2D6 substrate	-	0.8600	86.00%
CYP3A4 inhibition	-	0.8434	84.34%
CYP2C9 inhibition	-	0.9185	91.85%
CYP2C19 inhibition	-	0.8482	84.82%
CYP2D6 inhibition	-	0.8986	89.86%
CYP1A2 inhibition	-	0.9073	90.73%
CYP2C8 inhibition	+	0.7709	77.09%
CYP inhibitory promiscuity	-	0.8029	80.29%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5523	55.23%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.8990	89.90%
Skin irritation	-	0.8084	80.84%
Skin corrosion	-	0.9520	95.20%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7211	72.11%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8757	87.57%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6622	66.22%
Acute Oral Toxicity (c)	III	0.5556	55.56%
Estrogen receptor binding	+	0.7892	78.92%
Androgen receptor binding	+	0.7345	73.45%
Thyroid receptor binding	-	0.4930	49.30%
Glucocorticoid receptor binding	-	0.5264	52.64%
Aromatase binding	+	0.6741	67.41%
PPAR gamma	+	0.7416	74.16%
Honey bee toxicity	-	0.7025	70.25%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.7847	78.47%

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	99.83%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.41%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.57%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.44%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.79%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.95%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.90%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.35%	99.15%
CHEMBL226	P30542	Adenosine A1 receptor	89.90%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.74%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.27%	86.92%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.59%	91.71%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	85.34%	96.69%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	84.69%	83.57%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.83%	96.21%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.27%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.94%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.62%	95.83%
CHEMBL3401	O75469	Pregnane X receptor	82.56%	94.73%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	82.46%	80.33%
CHEMBL242	Q92731	Estrogen receptor beta	81.71%	98.35%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.98%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.75%	97.28%
CHEMBL4530	P00488	Coagulation factor XIII	80.40%	96.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.38%	92.94%

Plants that contains it

• Pinus hartwegii

Cross-Links

• PubChem: 162846996
• LOTUS: LTS0247555
• wikiData: Q105130827