7-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one

Details

• Internal ID: d7792912-6987-437f-92fe-8e9ca9079a38
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-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=CC(=C4)O)C5=CC(=C(C=C5)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=CC(=C4)O)C5=CC(=C(C=C5)O)OC)O)O)O)O)O)O
• InChI: InChI=1S/C28H32O15/c1-10-18(31)21(34)23(36)27(40-10)39-9-17-20(33)22(35)24(37)28(42-17)43-26-19(32)13-5-4-12(29)8-15(13)41-25(26)11-3-6-14(30)16(7-11)38-2/h3-8,10,17-18,20-24,27-31,33-37H,9H2,1-2H3
• InChI Key: LUMPLECYKCAQRE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₅
• Molecular Weight: 608.50 g/mol
• Exact Mass: 608.17412031 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.09
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4777	47.77%
Caco-2	-	0.9215	92.15%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6902	69.02%
OATP2B1 inhibitior	-	0.7119	71.19%
OATP1B1 inhibitior	+	0.9197	91.97%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6220	62.20%
P-glycoprotein inhibitior	-	0.5826	58.26%
P-glycoprotein substrate	+	0.6550	65.50%
CYP3A4 substrate	+	0.6413	64.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8340	83.40%
CYP3A4 inhibition	-	0.8619	86.19%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	+	0.8273	82.73%
CYP inhibitory promiscuity	-	0.6670	66.70%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6995	69.95%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9039	90.39%
Skin irritation	-	0.8249	82.49%
Skin corrosion	-	0.9594	95.94%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5740	57.40%
Micronuclear	+	0.7492	74.92%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.9436	94.36%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.9320	93.20%
Acute Oral Toxicity (c)	III	0.6904	69.04%
Estrogen receptor binding	+	0.7932	79.32%
Androgen receptor binding	+	0.6029	60.29%
Thyroid receptor binding	+	0.5416	54.16%
Glucocorticoid receptor binding	+	0.6714	67.14%
Aromatase binding	+	0.5892	58.92%
PPAR gamma	+	0.7279	72.79%
Honey bee toxicity	-	0.7690	76.90%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5749	57.49%
Fish aquatic toxicity	+	0.8477	84.77%

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	97.64%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.29%	94.00%
CHEMBL2581	P07339	Cathepsin D	95.96%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.29%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.05%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.16%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.41%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.24%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.13%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	90.30%	91.49%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.58%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	86.49%	94.73%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.35%	89.62%
CHEMBL1907	P15144	Aminopeptidase N	85.65%	93.31%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.13%	95.89%
CHEMBL242	Q92731	Estrogen receptor beta	85.06%	98.35%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	84.90%	95.53%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.54%	80.78%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	82.06%	94.03%
CHEMBL3194	P02766	Transthyretin	80.81%	90.71%

Plants that contains it

• Ateleia herbert-smithii

Cross-Links

• PubChem: 85388681
• LOTUS: LTS0190719
• wikiData: Q105157549