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

Details

• Internal ID: a5d3f744-15a9-47e1-9023-e7b120015ba9
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 7-[3,4-dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-8-methoxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3=C(C4=C(C(=C3)O)C(=O)C=C(O4)C5=CC=C(C=C5)O)OC)CO)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3=C(C4=C(C(=C3)O)C(=O)C=C(O4)C5=CC=C(C=C5)O)OC)CO)O)O)O
• InChI: InChI=1S/C28H32O15/c1-10-19(33)20(34)22(36)27(39-10)43-24-17(9-29)42-28(23(37)21(24)35)41-16-8-14(32)18-13(31)7-15(40-26(18)25(16)38-2)11-3-5-12(30)6-4-11/h3-8,10,17,19-24,27-30,32-37H,9H2,1-2H3
• InChI Key: VNQFFEYHKGALHE-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: -0.80
• 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	-	0.5232	52.32%
Caco-2	-	0.8870	88.70%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6528	65.28%
OATP2B1 inhibitior	-	0.5778	57.78%
OATP1B1 inhibitior	+	0.8615	86.15%
OATP1B3 inhibitior	+	0.9505	95.05%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8269	82.69%
P-glycoprotein inhibitior	-	0.6668	66.68%
P-glycoprotein substrate	+	0.5405	54.05%
CYP3A4 substrate	+	0.6441	64.41%
CYP2C9 substrate	-	0.8740	87.40%
CYP2D6 substrate	-	0.8547	85.47%
CYP3A4 inhibition	-	0.7869	78.69%
CYP2C9 inhibition	-	0.8690	86.90%
CYP2C19 inhibition	-	0.9188	91.88%
CYP2D6 inhibition	-	0.9220	92.20%
CYP1A2 inhibition	-	0.9119	91.19%
CYP2C8 inhibition	+	0.7113	71.13%
CYP inhibitory promiscuity	-	0.5769	57.69%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7201	72.01%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9289	92.89%
Skin irritation	-	0.8288	82.88%
Skin corrosion	-	0.9614	96.14%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4012	40.12%
Micronuclear	+	0.6833	68.33%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.9310	93.10%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.9071	90.71%
Acute Oral Toxicity (c)	III	0.6776	67.76%
Estrogen receptor binding	+	0.7601	76.01%
Androgen receptor binding	+	0.6664	66.64%
Thyroid receptor binding	-	0.5077	50.77%
Glucocorticoid receptor binding	+	0.5868	58.68%
Aromatase binding	+	0.5330	53.30%
PPAR gamma	+	0.7002	70.02%
Honey bee toxicity	-	0.6345	63.45%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.7326	73.26%

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	99.19%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.38%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.35%	89.00%
CHEMBL2581	P07339	Cathepsin D	94.97%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.35%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.43%	85.14%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.28%	86.92%
CHEMBL1951	P21397	Monoamine oxidase A	89.72%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.53%	99.17%
CHEMBL3194	P02766	Transthyretin	88.63%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.48%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.73%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	87.22%	94.73%
CHEMBL242	Q92731	Estrogen receptor beta	87.03%	98.35%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.53%	91.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.47%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.59%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.91%	95.89%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.88%	95.78%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.55%	96.21%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.23%	95.83%

Plants that contains it

• Garcinia andamanica

Cross-Links

• PubChem: 162951618
• LOTUS: LTS0148233
• wikiData: Q105289845