3-[5-[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-7-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-4-one

Details

• Internal ID: 2d5f03e6-399b-49e2-b81d-3d63511d62ac
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 3-[5-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-7-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(C(C(O4)C)OC5C(C(CO5)(CO)O)O)O)O)C6=CC=C(C=C6)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(C(C(O4)C)OC5C(C(CO5)(CO)O)O)O)O)C6=CC=C(C=C6)O)O)O)O)O
• InChI: InChI=1S/C32H38O18/c1-11-19(36)21(38)23(40)29(45-11)47-15-7-16(35)18-17(8-15)48-26(13-3-5-14(34)6-4-13)27(20(18)37)50-30-24(41)22(39)25(12(2)46-30)49-31-28(42)32(43,9-33)10-44-31/h3-8,11-12,19,21-25,28-31,33-36,38-43H,9-10H2,1-2H3
• InChI Key: ACJZLOBTPAETBY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₈O₁₈
• Molecular Weight: 710.60 g/mol
• Exact Mass: 710.20581436 g/mol
• Topological Polar Surface Area (TPSA): 284.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -2.25
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6742	67.42%
Caco-2	-	0.8962	89.62%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6895	68.95%
OATP2B1 inhibitior	-	0.5711	57.11%
OATP1B1 inhibitior	+	0.9108	91.08%
OATP1B3 inhibitior	+	0.9509	95.09%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8570	85.70%
P-glycoprotein inhibitior	+	0.6105	61.05%
P-glycoprotein substrate	+	0.6139	61.39%
CYP3A4 substrate	+	0.6926	69.26%
CYP2C9 substrate	-	0.8407	84.07%
CYP2D6 substrate	-	0.8650	86.50%
CYP3A4 inhibition	-	0.8509	85.09%
CYP2C9 inhibition	-	0.9147	91.47%
CYP2C19 inhibition	-	0.8761	87.61%
CYP2D6 inhibition	-	0.9348	93.48%
CYP1A2 inhibition	-	0.8762	87.62%
CYP2C8 inhibition	+	0.7732	77.32%
CYP inhibitory promiscuity	-	0.7446	74.46%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5766	57.66%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9051	90.51%
Skin irritation	-	0.8198	81.98%
Skin corrosion	-	0.9471	94.71%
Ames mutagenesis	+	0.5163	51.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.7149	71.49%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8824	88.24%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7554	75.54%
Acute Oral Toxicity (c)	III	0.6442	64.42%
Estrogen receptor binding	+	0.7630	76.30%
Androgen receptor binding	+	0.6857	68.57%
Thyroid receptor binding	+	0.5206	52.06%
Glucocorticoid receptor binding	+	0.6157	61.57%
Aromatase binding	+	0.5997	59.97%
PPAR gamma	+	0.7638	76.38%
Honey bee toxicity	-	0.7264	72.64%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5450	54.50%
Fish aquatic toxicity	+	0.8257	82.57%

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	99.56%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.23%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.31%	94.00%
CHEMBL2581	P07339	Cathepsin D	97.12%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	96.80%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.24%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.54%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.90%	97.09%
CHEMBL242	Q92731	Estrogen receptor beta	87.86%	98.35%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.58%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.43%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	87.32%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.13%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.99%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.60%	90.71%
CHEMBL4208	P20618	Proteasome component C5	86.50%	90.00%
CHEMBL226	P30542	Adenosine A1 receptor	85.95%	95.93%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	85.52%	96.69%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.39%	86.92%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.28%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.77%	96.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.40%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.18%	95.83%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.72%	92.94%
CHEMBL2243	O00519	Anandamide amidohydrolase	82.49%	97.53%
CHEMBL4530	P00488	Coagulation factor XIII	82.17%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.48%	100.00%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	81.16%	95.53%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.99%	94.33%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.45%	93.10%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.11%	95.71%

Plants that contains it

• Chenopodium murale
• Cinnamomum osmophloeum

Cross-Links

• PubChem: 74978104
• LOTUS: LTS0259359
• wikiData: Q104909139