[2-[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-8-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 4-hydroxybenzoate

Details

• Internal ID: 2d5a1edb-d163-41e6-b082-82b9b581d86b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides > Flavonoid 8-C-glycosides
• IUPAC Name: [2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-8-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 4-hydroxybenzoate
• SMILES (Canonical): C1=CC(=CC=C1C(=O)OC2C(C(C(OC2C3=C(C=C(C4=C3OC(=CC4=O)C5=CC(=C(C=C5)O)O)O)O)CO)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C(=O)OC2C(C(C(OC2C3=C(C=C(C4=C3OC(=CC4=O)C5=CC(=C(C=C5)O)O)O)O)CO)O)O)O
• InChI: InChI=1S/C28H24O13/c29-10-20-23(36)24(37)27(41-28(38)11-1-4-13(30)5-2-11)26(40-20)22-17(34)8-16(33)21-18(35)9-19(39-25(21)22)12-3-6-14(31)15(32)7-12/h1-9,20,23-24,26-27,29-34,36-37H,10H2
• InChI Key: VEKZKYQEOBRVSP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₄O₁₃
• Molecular Weight: 568.50 g/mol
• Exact Mass: 568.12169082 g/mol
• Topological Polar Surface Area (TPSA): 224.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.37
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6249	62.49%
Caco-2	-	0.9224	92.24%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5589	55.89%
OATP2B1 inhibitior	-	0.5434	54.34%
OATP1B1 inhibitior	+	0.8099	80.99%
OATP1B3 inhibitior	+	0.9680	96.80%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6649	66.49%
P-glycoprotein inhibitior	+	0.6721	67.21%
P-glycoprotein substrate	-	0.6365	63.65%
CYP3A4 substrate	+	0.6432	64.32%
CYP2C9 substrate	-	0.6039	60.39%
CYP2D6 substrate	-	0.8590	85.90%
CYP3A4 inhibition	-	0.9184	91.84%
CYP2C9 inhibition	-	0.9174	91.74%
CYP2C19 inhibition	-	0.9299	92.99%
CYP2D6 inhibition	-	0.9641	96.41%
CYP1A2 inhibition	-	0.9320	93.20%
CYP2C8 inhibition	+	0.8431	84.31%
CYP inhibitory promiscuity	-	0.8782	87.82%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7263	72.63%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.8646	86.46%
Skin irritation	-	0.8274	82.74%
Skin corrosion	-	0.9638	96.38%
Ames mutagenesis	-	0.5664	56.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.6960	69.60%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.6321	63.21%
skin sensitisation	-	0.9201	92.01%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7912	79.12%
Acute Oral Toxicity (c)	IV	0.4205	42.05%
Estrogen receptor binding	+	0.7665	76.65%
Androgen receptor binding	+	0.8200	82.00%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5725	57.25%
Aromatase binding	-	0.5822	58.22%
PPAR gamma	+	0.6926	69.26%
Honey bee toxicity	-	0.7120	71.20%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.8695	86.95%

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	99.07%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.90%	91.49%
CHEMBL2581	P07339	Cathepsin D	97.39%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.67%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.61%	86.33%
CHEMBL3194	P02766	Transthyretin	93.43%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.84%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.94%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.39%	86.92%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.18%	96.21%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	89.90%	89.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.69%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.31%	99.15%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.29%	95.83%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.70%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	83.49%	94.73%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.17%	97.28%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.17%	83.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.11%	95.78%
CHEMBL1811	P34995	Prostanoid EP1 receptor	80.97%	95.71%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.67%	91.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.45%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	80.20%	91.19%

Plants that contains it

• Vitex altissima

Cross-Links

• PubChem: 73049063
• LOTUS: LTS0214751
• wikiData: Q105284649