[2-[2-(5,7-Dihydroxy-4-oxo-2,3-dihydrochromen-2-yl)-4-hydroxyphenoxy]-5-hydroxy-6-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl] acetate

Details

• Internal ID: 9b305029-aa06-4d38-8b8c-fac5a2b2df77
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones
• IUPAC Name: [2-[2-(5,7-dihydroxy-4-oxo-2,3-dihydrochromen-2-yl)-4-hydroxyphenoxy]-5-hydroxy-6-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(C=C(C=C2)O)C3CC(=O)C4=C(C=C(C=C4O3)O)O)OC(=O)C)OC5C(C(C(C(O5)CO)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2=C(C=C(C=C2)O)C3CC(=O)C4=C(C=C(C=C4O3)O)O)OC(=O)C)OC5C(C(C(C(O5)CO)O)O)O)O
• InChI: InChI=1S/C29H34O16/c1-10-22(36)26(45-28-25(39)24(38)23(37)20(9-30)44-28)27(41-11(2)31)29(40-10)43-17-4-3-12(32)5-14(17)18-8-16(35)21-15(34)6-13(33)7-19(21)42-18/h3-7,10,18,20,22-30,32-34,36-39H,8-9H2,1-2H3
• InChI Key: QLBVBCPJNCEFDN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₄O₁₆
• Molecular Weight: 638.60 g/mol
• Exact Mass: 638.18468499 g/mol
• Topological Polar Surface Area (TPSA): 251.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -0.89
• H-Bond Acceptor: 16
• 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	-	0.6039	60.39%
Caco-2	-	0.9050	90.50%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.6594	65.94%
OATP2B1 inhibitior	-	0.7182	71.82%
OATP1B1 inhibitior	+	0.8818	88.18%
OATP1B3 inhibitior	+	0.9651	96.51%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8510	85.10%
P-glycoprotein inhibitior	-	0.5727	57.27%
P-glycoprotein substrate	+	0.5201	52.01%
CYP3A4 substrate	+	0.6754	67.54%
CYP2C9 substrate	-	0.8265	82.65%
CYP2D6 substrate	-	0.8659	86.59%
CYP3A4 inhibition	-	0.9136	91.36%
CYP2C9 inhibition	-	0.9138	91.38%
CYP2C19 inhibition	-	0.9441	94.41%
CYP2D6 inhibition	-	0.9713	97.13%
CYP1A2 inhibition	-	0.9141	91.41%
CYP2C8 inhibition	+	0.6301	63.01%
CYP inhibitory promiscuity	-	0.8338	83.38%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7384	73.84%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9248	92.48%
Skin irritation	-	0.8496	84.96%
Skin corrosion	-	0.9579	95.79%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4504	45.04%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.9381	93.81%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6978	69.78%
Acute Oral Toxicity (c)	III	0.5727	57.27%
Estrogen receptor binding	+	0.8567	85.67%
Androgen receptor binding	-	0.5421	54.21%
Thyroid receptor binding	+	0.5447	54.47%
Glucocorticoid receptor binding	+	0.6002	60.02%
Aromatase binding	-	0.5445	54.45%
PPAR gamma	+	0.7286	72.86%
Honey bee toxicity	-	0.6660	66.60%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5650	56.50%
Fish aquatic toxicity	+	0.8976	89.76%

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	99.39%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.02%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.92%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.07%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.03%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.37%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.65%	94.45%
CHEMBL4208	P20618	Proteasome component C5	90.02%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.12%	94.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.99%	94.80%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.62%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.43%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.22%	95.56%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	84.03%	85.00%
CHEMBL3401	O75469	Pregnane X receptor	83.66%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.20%	99.15%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.56%	95.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.03%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.17%	85.14%

Plants that contains it

• Thelypteris acuminata

Cross-Links

• PubChem: 73172755
• LOTUS: LTS0172555
• wikiData: Q105223474