2-(4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one

Details

• Internal ID: 6a002a56-16b5-4757-8c62-3ed63a825d5c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 2-(4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C=C(C=C3)OC4C(C(C(C(O4)COC5C(C(C(CO5)O)O)O)O)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO[C@H]5[C@@H]([C@H]([C@@H](CO5)O)O)O)O)O)O
• InChI: InChI=1S/C27H30O13/c1-35-13-4-2-12(3-5-13)18-9-16(28)15-7-6-14(8-19(15)39-18)38-27-25(34)23(32)22(31)20(40-27)11-37-26-24(33)21(30)17(29)10-36-26/h2-9,17,20-27,29-34H,10-11H2,1H3/t17-,20-,21+,22-,23+,24-,25-,26+,27-/m1/s1
• InChI Key: VBKYJCSLRMZJOH-MAHFOSOTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₃
• Molecular Weight: 562.50 g/mol
• Exact Mass: 562.16864101 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -0.89
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4614	46.14%
Caco-2	-	0.8801	88.01%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6830	68.30%
OATP2B1 inhibitior	-	0.7052	70.52%
OATP1B1 inhibitior	+	0.9055	90.55%
OATP1B3 inhibitior	+	0.9586	95.86%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7874	78.74%
P-glycoprotein inhibitior	-	0.6063	60.63%
P-glycoprotein substrate	-	0.5735	57.35%
CYP3A4 substrate	+	0.6464	64.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8241	82.41%
CYP3A4 inhibition	-	0.9480	94.80%
CYP2C9 inhibition	-	0.9527	95.27%
CYP2C19 inhibition	-	0.9139	91.39%
CYP2D6 inhibition	-	0.9166	91.66%
CYP1A2 inhibition	-	0.9287	92.87%
CYP2C8 inhibition	+	0.5309	53.09%
CYP inhibitory promiscuity	-	0.8880	88.80%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6297	62.97%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9326	93.26%
Skin irritation	-	0.8303	83.03%
Skin corrosion	-	0.9623	96.23%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7751	77.51%
Micronuclear	+	0.5974	59.74%
Hepatotoxicity	-	0.7851	78.51%
skin sensitisation	-	0.9286	92.86%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.9657	96.57%
Acute Oral Toxicity (c)	III	0.7024	70.24%
Estrogen receptor binding	+	0.8280	82.80%
Androgen receptor binding	+	0.7071	70.71%
Thyroid receptor binding	+	0.5184	51.84%
Glucocorticoid receptor binding	-	0.4753	47.53%
Aromatase binding	+	0.5440	54.40%
PPAR gamma	+	0.7075	70.75%
Honey bee toxicity	-	0.8020	80.20%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.7717	77.17%

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	99.54%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.82%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.68%	94.00%
CHEMBL2581	P07339	Cathepsin D	96.05%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.45%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.26%	89.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	93.17%	83.57%
CHEMBL1907	P15144	Aminopeptidase N	92.40%	93.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.23%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.05%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.83%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.49%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.36%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.12%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.30%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.67%	92.62%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	85.05%	95.53%
CHEMBL220	P22303	Acetylcholinesterase	84.57%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	84.36%	95.93%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.23%	99.15%
CHEMBL4208	P20618	Proteasome component C5	83.83%	90.00%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	82.85%	80.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.84%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	80.67%	94.73%

Plants that contains it

• Asimina parviflora
• Atraphaxis spinosa
• Baccharis neglecta
• Centaurea cuneifolia subsp. cuneifolia
• Chondrodendron tomentosum
• Clerodendrum bungei
• Diospyros ebenum
• Embelia parviflora
• Embelia schimperi
• Ephedra sinica
• Epilobium hirsutum
• Erysimum leptophyllum
• Erythrina melanacantha
• Esenbeckia leiocarpa
• Euphorbia jolkinii
• Faramea multiflora
• Gymnocalycium schickendantzii
• Haplophyllum obtusifolium
• Helichrysum tenuifolium
• Hypericum styphelioides
• Linnaea chinensis
• Lythrum salicaria
• Monsonia senegalensis
• Myrica rubra
• Onopordum acanthium
• Pancratium sickenbergeri
• Pinalia anomala
• Piper regnellii
• Plathymenia reticulata
• Pteridium esculentum
• Simarouba glauca
• Sophora flavescens
• Stenocereus laevigatus
• Syzygium polycephaloides
• Varronia leucocephala
• Vellozia nanuzae
• Vernonanthura fagifolia

Cross-Links

• PubChem: 5318902
• NPASS: NPC10519
• LOTUS: LTS0087928
• wikiData: Q105283323